Ximelagatran - Moligand™ , Thrombin inhibitor, CAS No.192939-46-1, Thrombin inhibitor

CAS: 192939-46-1 Cat. No.: X333132 Molecular Weight: 473.57 PubChem CID: 9574101

GRADE & PURITY Moligand™

Synonyms

BBL101508 | Ximelagatran (JAN/USAN/INN) | A880297 | NCGC00183598-02 | ximelagatran (oxime form) | ximelagatranum | SCHEMBL4845 | Verapamil metabolite D-617 | AKOS040742831 | MS-28784 | H-376/95 | ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbam

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

BBL101508 | Ximelagatran (JAN/USAN/INN) | A880297 | NCGC00183598-02 | ximelagatran (oxime form) | ximelagatranum | SCHEMBL4845 | Verapamil metabolite D-617 | AKOS040742831 | MS-28784 | H-376/95 | ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbam

Specifications & Purity

Moligand™

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

Mechanism of action

Thrombin inhibitor

Product Properties

• pKa: pKa: 13.53 (Predicted), pKa: 5.79 (Predicted)

Names and Identifiers

• Canonical Smiles: CCOC(=O)CNC(C1CCCCC1)C(=O)N2CCC2C(=O)NCC3=CC=C(C=C3)C(=NO)N
• IUPAC Name: ethyl 2-[[(1R)-1-cyclohexyl-2-[(2S)-2-[[4-[(Z)-N'-hydroxycarbamimidoyl]phenyl]methylcarbamoyl]azetidin-1-yl]-2-oxoethyl]amino]acetate
• InChIKey: ZXIBCJHYVWYIKI-PZJWPPBQSA-N
• INCHI: 1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1
• Isomeric SMILES: CCOC(=O)CN[C@H](C1CCCCC1)C(=O)N2CC[C@H]2C(=O)NCC3=CC=C(C=C3)/C(=N/O)/N
• RTECS: MB9283000
• PubChem CID: 9574101
• Molecular Weight: 473.57

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Alpha amino acid esters Alpha amino acid amides Benzene and substituted derivatives Tertiary carboxylic acid amides Amidoximes Secondary carboxylic acid amides Carboxylic acid esters Azetidines Monocarboxylic acids and derivatives Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - Alpha-amino acid ester - Alpha-amino acid amide - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Benzenoid - Amidoxime - Tertiary carboxylic acid amide - Amino acid or derivatives - Azetidine - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid ester - Amidine - Azacycle - Organoheterocyclic compound - Secondary amine - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Amine - Organic oxide - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: ethyl ester - secondary amino compound - carboxamide - azetidines - amidoxime

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)

F2 Tclin Prothrombin (1 Activities)

Discover Target: F2

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

Chemical and Physical Properties

• Solubility: Soluble in chloroform, and methanol.
• Refractive Index: n20D1.64 (Predicted)
• Melt Point(°C): 70-75° C (lit.)
• Molecular Weight: 473.600 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 473.264 Da
• Monoisotopic Mass: 473.264 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 731.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1