NNC55-0396 - Moligand™ , Channel blocker of CatSper1;Channel blocker of CatSper2;Channel blocker of CatSper3;Channel blocker of CatSper4, CAS No.357400-14-7, Channel blocker of CatSper1;Channel blocker of CatSper2;Channel blocker of CatSper3;Channel blocker of CatSper4

CAS: 357400-14-7 Cat. No.: N612341 PubChem CID: 9957280

GRADE & PURITY Moligand™

Synonyms

UNII-MET7ZRB8Y7 | NNC-55-0396 Free base | BRD-K78122587-300-01-9 | Q27087972 | GTPL4269 | SCHEMBL7395227 | Cyclopropanecarboxylic acid, (1S,2S)-2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphth

Storage

Room temperature

Specifications

Synonyms

UNII-MET7ZRB8Y7 | NNC-55-0396 Free base | BRD-K78122587-300-01-9 | Q27087972 | GTPL4269 | SCHEMBL7395227 | Cyclopropanecarboxylic acid, (1S,2S)-2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphth

Specifications & Purity

Moligand™

Storage

Room temperature

Grade

Moligand™

Action Type

CHANNEL BLOCKER

Mechanism of action

Channel blocker of CatSper1;Channel blocker of CatSper2;Channel blocker of CatSper3;Channel blocker of CatSper4

Names and Identifiers

Canonical Smiles

CN(CC[C@]1(CCc2c([C@@H]1C(C)C)ccc(c2)F)OC(=O)C1CC1)CCCc1nc2c([nH]1)cccc2

IUPAC Name

[(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] cyclopropanecarboxylate

InChIKey

VHHVPDKNKPNKHY-JDXGNMNLSA-N

INCHI

1S/C30H38FN3O2/c1-20(2)28-24-13-12-23(31)19-22(24)14-15-30(28,36-29(35)21-10-11-21)16-18-34(3)17-6-9-27-32-25-7-4-5-8-26(25)33-27/h4-5,7-8,12-13,19-21,28H,6,9-11,14-18H2,1-3H3,(H,32,33)/t28-,30-/m0/s1

Isomeric SMILES

CC(C)[C@H]1C2=C(CC[C@@]1(CCN(C)CCCC3=NC4=CC=CC=C4N3)OC(=O)C5CC5)C=C(C=C2)F

PubChem CID

9957280

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Tetralins

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Tetralins
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetralins
• Alternative Parents: Benzimidazoles Aralkylamines Aryl fluorides Cyclopropanecarboxylic acids and derivatives Heteroaromatic compounds Imidazoles Amino acids and derivatives Carboxylic acid esters Trialkylamines Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Carbonyl compounds Organofluorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Tetralin - Benzimidazole - Aralkylamine - Aryl fluoride - Aryl halide - Cyclopropanecarboxylic acid or derivatives - Azole - Heteroaromatic compound - Imidazole - Amino acid or derivatives - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Monocarboxylic acid or derivatives - Amine - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CATSPER4 Tchem Cation channel sperm-associated protein 4 (2 Activities)

Discover Target: CATSPER4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CATSPER1 Tchem Cation channel sperm-associated protein 1 (2 Activities)

Discover Target: CATSPER1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CATSPER3 Tchem Cation channel sperm-associated protein 3 (2 Activities)

Discover Target: CATSPER3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CATSPER2 Tchem Cation channel sperm-associated protein 2 (2 Activities)

Discover Target: CATSPER2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CACNA1H Tclin Voltage-dependent T-type calcium channel subunit alpha-1H (1 Activities)

Discover Target: CACNA1H

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CACNA1B Tclin Voltage-dependent N-type calcium channel subunit alpha-1B (1 Activities)

Discover Target: CACNA1B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Molecular Weight: 491.600 g/mol
• XLogP3: 6.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 491.295 Da
• Monoisotopic Mass: 491.295 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 746.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

No validated, item-specific application protocols are provided in the Product Data.

General small-molecule screening workflow (not item-specific)

• Stock: Prepare 10–50 mM in dry DMSO. Vortex/sonicate until fully dissolved. Record exact concentration from weight-in.
• Plating: Dispense compound into assay plates using calibrated liquid handlers. Maintain final vehicle ≤0.5–1% v/v.
• Dose–response: Perform 8–12 point serial dilutions (e.g., 1:3 or 1:2) to derive potency estimates. Include vehicle and positive/negative controls.
• Incubation/readout: Follow assay-specific conditions (time, temperature, detection modality). Monitor for precipitation or optical interference.
• Data quality: Apply QC metrics (e.g., Z′-factor for HTS), and confirm hits with fresh material and independent assay formats.

If you require assay-specific protocols for this SKU, please consult the CoA/Spec Sheet or contact technical support with your application details.

Biological Roles

Item-specific biological function, target class, and selectivity data are not provided in the Product Data for NNC55-0396. The following are general considerations for small-molecule research tools and screening compounds.

• Mechanism of action (MOA): Not specified for this item; refer to CoA/Spec Sheet or primary literature. Establish MOA empirically via orthogonal assays (biochemical, biophysical, and cellular readouts) as appropriate to your research question.
• Off-target profiling: Incorporate selectivity panels or counterscreens to identify promiscuity, redox cycling, aggregation, or assay interference (e.g., fluorescence quenching/inner-filter effects).
• ADME-relevant properties: Permeability, efflux liability, microsomal stability, and plasma protein binding should be measured experimentally for your system if relevant. No item-specific values are provided.
• Biological matrices: Validate solubility and stability in the chosen assay media (buffer, cell culture media with/without serum). Monitor precipitation and adsorption to plastics.
• Data integrity: Record lot number, solvent, concentration, and storage history alongside biological readouts; confirm identity/purity post-assay if critical decisions depend on the data.

Research Use Only

• Per Product Data, this material is for research use only. It is not intended for diagnostic or therapeutic applications.

Buffer Applications

This product is a small-molecule research compound and is not a buffering reagent. No item-specific pKa or buffering range is provided.

Practical guidance for assay buffers (general; not item-specific)

• Select a buffer system appropriate to your assay (e.g., HEPES pH 7.2–7.6, phosphate pH 6.5–7.5, Tris pH 7.5–8.5). Maintain ionic strength and divalent cations as required by the biology.
• When dosing compound stocks (often in DMSO), keep the final vehicle ≤0.5–1% v/v to reduce solvent effects. Pre-warm buffers and add compound last with thorough mixing to minimize precipitation.
• For low-solubility compounds, consider including a minimal percentage of co-solvent (e.g., 0.1–0.5% ethanol) or solubilizing excipients compatible with your assay (e.g., 0.01–0.1% non-ionic surfactant), validating that the vehicle does not perturb the readout.

Item-specific buffer recipes and pH ranges: Not specified for this item; refer to CoA/Spec Sheet if available.

Green Alternatives

Green chemistry considerations for stock solution preparation and assay vehicles (general guidance; not item-specific):

• Prefer DMSO and ethanol over higher-toxicity polar aprotics (e.g., DMF, NMP) when solubility permits.
• Consider biobased/safer co-solvents such as glycerol, propylene glycol, or propylene carbonate where assay-compatible and solubility allows (often at modest percentages with DMSO as primary solvent).
• Minimize solvent volume in assays by preparing concentrated stocks and using low final vehicle percentages (≤0.5–1% v/v), reducing solvent waste and exposure.

Example comparison (general)

• DMSO: Widely accepted in discovery; manageable hazard profile; recyclable in some workflows.
• Ethanol: Renewable feedstock, readily biodegradable; volatility aids removal but can cause plate-edge effects.
• Propylene carbonate: Low vapor pressure, good solvency; may be viscous and less common in biological assays.
• DMF/NMP: Strong solvency but higher health and regulatory concerns; avoid where possible.

Operational tips

• Use micro-volume dispensing and sealed plates to reduce emissions and evaporation.
• Consolidate compound management (barcoding, aliquots) to limit freeze–thaw and discarded solvent.
• Capture and segregate solvent waste streams for appropriate recycling or disposal.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or formulation use is provided for this item. It is supplied as a research-use small molecule (Moligand grade) and is not intended for clinical or diagnostic use.

General considerations for preclinical research contexts (not item-specific)

• Formulation screening: For in vivo exploratory studies (research only), solubilization strategies may include DMSO/PEG400/saline combinations, cyclodextrin inclusion, or lipid-based vehicles. All such uses require de novo safety and tolerability assessment appropriate to the test system.
• Stability: Evaluate chemical and physical stability in candidate vehicles (e.g., stress testing at relevant temperatures/light exposure). No item-specific stability data are provided.
• Quality: If higher or different QC is required (e.g., residual solvent limits, water content, metals), contact us regarding available documentation or custom testing.

Item-specific pharmaceutical/excipient information: Not specified for this item; refer to CoA/Spec Sheet.

Physical Properties

Item-specific physicochemical parameters are not provided in the Product Data. Do not treat the values below as specifications.

Item-specific (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Commonly referenced properties (literature/general guidance; not item-specific)

• Melting point (MP), boiling point (BP), density, refractive index, logP/logD, pKa: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility guidance (general): Many screening compounds are prepared as 10–50 mM DMSO stock solutions and diluted into aqueous assay buffers (final DMSO typically ≤0.5–1% v/v to minimize vehicle effects). Actual solubility for this item is unknown; verify experimentally.

Practical advice (general)

• If solid: Assess solubility across DMSO, DMF, ethanol, and selected aqueous buffers (with pH adjustment or co-solvent as needed). Consider gentle warming (≤40 °C) and sonication to aid dissolution.
• If liquid: Determine miscibility with water and polar organic solvents before use.
• Hygroscopicity, polymorphism, and hydrate/solvate tendencies: Not specified for this item; refer to CoA/Spec Sheet.

Quality & Grades

Grade/Purity in Product Data: Moligand™

About Moligand grade (general description)

• Moligand denotes library-ready small molecules intended for discovery workflows (e.g., biochemical/cell-based screening, target validation, and SAR exploration). It emphasizes compound identity and suitability for research use rather than application-specific specifications (such as HPLC-UV cutoff or trace metal limits).
• Typical expectations for library-grade materials (for guidance; not item-specific): identity confirmation by orthogonal methods (e.g., LC–MS, NMR) and purity assessed by chromatographic area percent. Exact methods, thresholds, and acceptance criteria are item-specific—consult the CoA/Spec Sheet for this SKU.

What is NOT implied by this grade

• It does not guarantee application-specific qualities such as spectral transparency for HPLC detection, water/peroxide content, residual metals, or endotoxin/bioburden. For any such requirements, verify on the item’s CoA or request additional QC.

Item-specific notes

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Stabilizers/inhibitors: Not specified for this item; refer to CoA/Spec Sheet.
• Shipping: Not specified for this item; refer to CoA/Spec Sheet.
• Storage: Room temperature (per Product Data). Protect from moisture and light as a prudent general measure unless the CoA indicates otherwise.

Reaction & Applications

Application focus: This item is supplied as a Moligand-grade small molecule primarily intended for research screening and discovery. It is not primarily positioned as a synthetic reagent or bulk solvent.

Research applications (general; not item-specific)

• Biochemical/cell-based screening: Use as a discrete test article in dose–response or high-content assays. Establish a vehicle control matched for final solvent %.
• Target validation and phenotypic assays: Include counterscreens to detect off-target or assay-interference effects (e.g., redox activity, aggregation, fluorescence/absorbance overlap).
• SAR development: Combine activity data with analytical confirmation of identity/purity for each test lot.

If employing in synthesis (not typical without structural data)

• No reactivity profile can be provided without structure. If derivatization is desired (e.g., for probe development), first consult structural information from the CoA or primary literature for functional group mapping, and run micro-scale scouting experiments.

Good practices

• Confirm concentration by weight-in and, where feasible, by quantitative NMR or UV assay (if a known chromophore exists; extinction coefficient must be established first).
• Track freeze–thaw cycles and exposure to moisture and light; these can impact assay outcomes.
• Maintain meticulous sample provenance: SKU, lot, concentration, solvent, and storage conditions.

Reaction Conditions

No reaction condition guidance is available for this item because the structure and functional groups are not provided.

General guidance for handling as a test article in assays (not item-specific)

• Stock preparation: Common practice is 10–50 mM in dry DMSO; verify complete dissolution visually and, if critical, analytically.
• Dilution: Prepare serial dilutions in assay-compatible solvent/buffer to achieve desired concentrations (typical dose–response with half-log or log dilutions across 8–12 points).
• Temperature: Prepare and handle DMSO stocks above its freezing point (~18–19 °C; literature) to avoid precipitation.
• Light and moisture: Protect from light and moisture when the compound contains light-sensitive or hydrolytically labile groups; item-specific sensitivity is unknown.
• Stability checks: For longer assays, confirm stability under assay conditions (e.g., LC–MS at t=0 and t=endpoint) to ensure exposure to the intended species.

For any synthetic transformations, consult the CoA/Spec Sheet for structural details and derive conditions from literature precedent relevant to the identified functional groups.

Safety & Handling

Safety data for this specific item are not provided in the Product Data. Always consult the item-specific SDS for authoritative guidance before handling.

Item-specific safety fields

• Signal Word: Not specified for this item; refer to SDS.
• H-Statements: Not specified for this item; refer to SDS.
• GHS Classification: Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.

General laboratory precautions (not item-specific)

• PPE: Use lab coat, safety glasses, and suitable gloves (e.g., nitrile). Handle powders in a fume hood to avoid inhalation of dust or aerosols.
• Avoid ingestion, inhalation, and skin/eye contact. Wash thoroughly after handling.
• Storage: Product Data indicates room temperature storage. Keep container tightly closed in a dry, well-ventilated area. Segregate from incompatible materials as indicated by the SDS (oxidizers, strong acids/bases, etc., if applicable).
• Spill/accident response: Avoid dust generation; contain and collect with inert absorbent. Ventilate area. Dispose according to institutional and local regulations.
• First aid (overview): If inhaled—move to fresh air. Skin/eye contact—rinse with water for several minutes; remove contaminated clothing. If ingested—rinse mouth. Seek medical attention for any persistent symptoms. Provide SDS to responders.

Waste management

• Dispose of unused material, solutions, and contaminated materials according to local regulations and institutional policies. Segregate halogenated vs non-halogenated organic waste as appropriate.

Solvent Selection

Given the lack of structure-specific data, solvent choice should be guided by solubility screening and assay compatibility. The following is general guidance for small-molecule library compounds and is not item-specific.

Primary options

• DMSO: First-line solvent for discovery stocks (e.g., 10–50 mM). Broad solvating power; miscible with water and most organics. Watch for hygroscopicity and water uptake which can alter concentration.
• DMF: Alternative for poorly soluble compounds; higher toxicity and regulatory burden; use sparingly in bioassays.
• Ethanol: Useful for moderately lipophilic compounds; broadly assay-compatible at ≤1% v/v; can affect membrane integrity at higher levels.
• Aqueous buffers: Possible when ionizable functionality exists. Adjust pH and consider co-solvents or cyclodextrins.

Comparison (general; not item-specific)

• DMSO: Pros—excellent solvation, inert in many assays; Cons—freezes near 18–19 °C, hygroscopic, can affect some biological readouts.
• Ethanol: Pros—volatile, low residue; Cons—evaporation in open plates, cytotoxic at higher %.
• DMF: Pros—strong solvent; Cons—higher hazard profile, potential assay interference.

Practical tips

• Perform a small solubility screen (DMSO, ethanol, DMF, buffer ±co-solvent). Target final vehicle ≤0.5–1% v/v in biological assays.
• Filter particulates (0.22 µm) for cell-based work when compatible.
• Document exact solvent lot, water content (if known), and preparation temperature for reproducibility.

Storage & Reconstitution

Item-specific storage

• Storage Conditions (from Product Data): Room temperature.
• Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

General reconstitution guidance (not item-specific)

• Solvent: Begin with anhydrous DMSO for concentrated stocks (e.g., 10–50 mM). If needed, explore ethanol, DMF, or buffered aqueous media (with pH adjustment and/or co-solvent) for improved solubility.
• Procedure: Allow solid (if applicable) to equilibrate to room temperature in a desiccator before opening. Weigh quickly, cap promptly, then add solvent. Vortex and sonicate to achieve a clear solution; filter (0.22 µm) for cell-based use if compatible.
• Aliquoting: Prepare single-use aliquots to avoid repeated freeze–thaw and headspace moisture uptake. Clearly label with SKU, lot, solvent, concentration, and date.
• Stock storage: Although the neat material is indicated for room-temperature storage, DMSO stock solutions are commonly stored at −20 °C in the dark to extend stability (general practice; verify for your application). Avoid storing DMSO stocks near or below their freezing point during handling to prevent precipitation.
• Stability/shelf life: Not specified for this item; refer to CoA/Spec Sheet. Confirm stability experimentally for critical applications.

Research Use Only: For laboratory research use only.

Structure & Identity

Overview: This product is listed in our small-molecule library (Moligand grade). Detailed structural information is not supplied in the Product Data.

• SKU: N612341
• Product Name: NNC55-0396
• CAS: 357400-14-7
• PubChem CID: 9957280
• InChIKey: 379061 (as provided)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural features

• Functional groups, ring systems, stereochemistry: Not specified for this item; refer to CoA/Spec Sheet.
• 2D structural description: Not available in the Product Data. If you require a structural depiction, please consult the CoA/Spec Sheet or authoritative databases using the CAS or CID above.

Notes

• Identity confirmation, where applicable for Moligand-grade materials, is typically established by orthogonal analytical techniques (e.g., LC–MS, NMR); see the item-specific CoA for the analytical data and acceptance criteria.

Synthetic Utility

This product is supplied as a discrete small-molecule research compound rather than a general-purpose reagent or building block. Without structural information, no reliable guidance can be given on its functional group transformations or reactivity.

Not specified for this item; refer to CoA/Spec Sheet for structure and functional groups if you intend to use it synthetically.

General advice if derivatization is contemplated (not item-specific)

• Obtain the full structure (including stereochemistry) and identify potential handles for modification (e.g., aryl halides, amines, carboxylates).
• Conduct micro-scale scouting reactions to assess stability to acids/bases, oxidants/reductants, and common coupling conditions.
• Use analytical characterization (LC–MS, 1H/13C NMR, HRMS) after each step; confirm retention of key pharmacophore if biological activity is to be compared.
• Track and control polymorphism/solid form if crystallinity changes during derivatization, as this can impact solubility and bioassay results.

Target Specificity

Target, binding site/epitope, species reactivity, and related specificity data are not provided in the Product Data for this item.

• Item-specific target information: Not specified for this item; refer to CoA/Spec Sheet.
• General recommendation: Determine selectivity via orthogonal assays and, where applicable, broad profiling panels. Include negative controls, vehicle controls, and structurally related inactive analogs to support specificity claims in research contexts.