BMS-1166 - Moligand™, ≥98% , CAS No.1818314-88-3

CAS: 1818314-88-3 Cat. No.: B414226 Molecular Weight: 641.11

GRADE & PURITY Moligand™, ≥98%

Synonyms

D-​Proline,1-​[[5-​chloro-​2-​[(3-​cyanophenyl)​methoxy]​-​4-​[[3-​(2,​3-​dihydro-​1,​4-​benzodioxin-​6-​yl)​-​2-​methylphenyl]​methoxy]​phenyl]​methyl]​-​4-​hydroxy-​,(4R)​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

BMS-1166 BMS-1166 is a novel and potent small molecule inhibitor of the PD-1/PD-L1 interaction with an IC50 of 1.4 nM.

Targets

PD-1/PD-L1 interaction 1.4 nM

In vitro

BMS-1166 presents low toxicity towards tested cell lines and blocks the interaction of soluble PD-L1 with the cell surface-expressed PD-1. BMS-1166 alleviates the inhibitory effect of the soluble PD-L1 on the T-cell receptor-mediated activation of T-lymphocytes.

Specifications

Synonyms

D-​Proline, 1-​[[5-​chloro-​2-​[(3-​cyanophenyl)​methoxy]​-​4-​[[3-​(2, ​3-​dihydro-​1, ​4-​benzodioxin-​6-​yl)​-​2-​methylphenyl]​methoxy]​phenyl]​methyl]​-​4-​hydroxy-​, (4R)​-

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

BMS-1166 is a novel and potent small molecule inhibitor of the PD-1/PD-L1 interaction with an IC50 of 1.4 nM.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Product Properties

• ALogP: 3.323
• hba_count: 5
• HBD Count: 1
• Rotatable Bond: 10

Names and Identifiers

• Pubchem Sid: 504772866
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772866
• Canonical Smiles: CC1=C(C=CC=C1C2=CC3=C(C=C2)OCCO3)COC4=C(C=C(C(=C4)OCC5=CC(=CC=C5)C#N)CN6CC(CC6C(=O)O)O)Cl
• IUPAC Name: (2R,4R)-1-[[5-chloro-2-[(3-cyanophenyl)methoxy]-4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid
• InChIKey: QBXVXKRWOVBUDB-GRKNLSHJSA-N
• INCHI: 1S/C36H33ClN2O7/c1-22-26(6-3-7-29(22)25-8-9-32-35(14-25)44-11-10-43-32)21-46-34-16-33(45-20-24-5-2-4-23(12-24)17-38)27(13-30(34)37)18-39-19-28(40)15-31(39)36(41)42/h2-9,12-14,16,28,31,40H,10-11,15,18-21H2,1H3,(H,41,42)/t28-,31-/m1/s1
• Isomeric SMILES: CC1=C(C=CC=C1C2=CC3=C(C=C2)OCCO3)COC4=C(C=C(C(=C4)OCC5=CC(=CC=C5)C#N)CN6C[C@@H](C[C@@H]6C(=O)O)O)Cl
• Molecular Weight: 641.11
• Reaxy-Rn: 55690739
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=55690739&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Proline and derivatives
• Alternative Parents: D-alpha-amino acids Benzo-1,4-dioxanes Pyrrolidine carboxylic acids Phenylmethylamines Phenoxy compounds Phenol ethers Benzylamines Benzonitriles Chlorobenzenes Aralkylamines Alkyl aryl ethers Para dioxins N-alkylpyrrolidines 1,3-aminoalcohols Trialkylamines Secondary alcohols Amino acids Oxacyclic compounds Nitriles Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Proline or derivatives - D-alpha-amino acid - Benzodioxane - Benzo-1,4-dioxane - Alpha-amino acid - Phenoxy compound - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine carboxylic acid - Phenylmethylamine - Phenol ether - Benzylamine - Benzonitrile - Aralkylamine - Halobenzene - Chlorobenzene - Alkyl aryl ether - Benzenoid - N-alkylpyrrolidine - Para-dioxin - Monocyclic benzene moiety - Pyrrolidine - 1,3-aminoalcohol - Amino acid - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Nitrile - Monocarboxylic acid or derivatives - Ether - Carboxylic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• 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)

CD274 Tclin Programmed cell death 1 ligand 1 (2 Activities)

Discover Target: CD274

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

ACE2 Tchem Angiotensin-converting enzyme 2 (190 Activities)

Discover Target: ACE2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Jurkat (10389 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CD274 Tclin Programmed cell death 1 ligand 1 (299 Activities)

Discover Target: CD274

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

CHO (4503 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (155.97 mM); Ethanol: 13 mg/mL (20.27 mM); Water: Insoluble
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 155.97947310134
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 641.100 g/mol
• XLogP3: 3.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 640.198 Da
• Monoisotopic Mass: 640.198 Da
• Topological Polar Surface Area: 121.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 1060.000
• 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