(4S,5R)-2-amino-5-cyclopropanecarbonyl-4-(pyridin-3-yl)-4,5-dihydrothiophene-3-carbonitrile

• ChemBase ID: 76770
• Molecular Formular: C14H13N3OS
• Molecular Mass: 271.33752
• Monoisotopic Mass: 271.07793305
• SMILES: O=C([C@H]1[C@@H](c2cccnc2)C(=C(S1)N)C#N)C1CC1
• Canonical SMILES: N#CC1=C(N)S[C@H]([C@H]1c1cccnc1)C(=O)C1CC1
• InChI: InChI=1S/C14H13N3OS/c15-6-10-11(9-2-1-5-17-7-9)13(19-14(10)16)12(18)8-3-4-8/h1-2,5,7-8,11,13H,3-4,16H2/t11-,13+/m0/s1
• InChIKey: DOJRLNXJRUOLGY-WCQYABFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-2-amino-5-cyclopropanecarbonyl-4-(pyridin-3-yl)-4,5-dihydrothiophene-3-carbonitrile
• IUPAC Traditional name: (4S,5R)-2-amino-5-cyclopropanecarbonyl-4-(pyridin-3-yl)-4,5-dihydrothiophene-3-carbonitrile
• Synonyms: (4R,5R)-2-Amino-5-(cyclopropylcarbonyl)-4,5-dihydro-4-(pyridin-3-yl)thiophene-3-carbonitrile

Database IDs

• MDL Number: MFCD08448716
• PubChem SID: 162041673
• PubChem CID: 1415473

CALCULATED PROPERTIES

• Acid pKa: 16.661173
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3206475
• LogD (pH = 7.4): 1.3986081
• Log P: 1.399724
• Molar Refractivity: 83.9254 cm^3
• Polarizability: 28.438187 Å^3
• Polar Surface Area: 79.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant