N-[(1S)-2-amino-1-phenylethyl]-5-{1H-pyrrolo[2,3-b]pyridin-4-yl}thiophene-2-carboxamide

• ChemBase ID: 5446
• Molecular Formular: C20H18N4OS
• Molecular Mass: 362.44812
• Monoisotopic Mass: 362.12013222
• SMILES: C([C@H](c1ccccc1)NC(=O)c1ccc(c2ccnc3c2cc[nH]3)s1)N
• Canonical SMILES: NC[C@H](c1ccccc1)NC(=O)c1ccc(s1)c1ccnc2c1cc[nH]2
• InChI: InChI=1S/C20H18N4OS/c21-12-16(13-4-2-1-3-5-13)24-20(25)18-7-6-17(26-18)14-8-10-22-19-15(14)9-11-23-19/h1-11,16H,12,21H2,(H,22,23)(H,24,25)/t16-/m1/s1
• InChIKey: TWYNGDRSMHRPSY-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-2-amino-1-phenylethyl]-5-{1H-pyrrolo[2,3-b]pyridin-4-yl}thiophene-2-carboxamide
• IUPAC Traditional name: N-[(1S)-2-amino-1-phenylethyl]-5-{1H-pyrrolo[2,3-b]pyridin-4-yl}thiophene-2-carboxamide
• Synonyms: N-[(1S)-2-amino-1-phenylethyl]-5-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiophene-2-carboxamide

Database IDs

• PubChem SID: 160968874; 99444283
• PubChem CID: 24963048

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.790922
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.013134739
• LogD (pH = 7.4): 1.4931307
• Log P: 2.840183
• Molar Refractivity: 102.9581 cm^3
• Polarizability: 41.258026 Å^3
• Polar Surface Area: 83.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.85
• LOG S: -5.05
• Solubility (Water): 3.25e-03 g/l

DETAILS

DrugBank - DB07812

Drug information: experimental