(2S)-3-(4-carbamimidamidophenyl)-2-{2-[(4-chlorophenyl)sulfanyl]acetamido}propanamide

• ChemBase ID: 4758
• Molecular Formular: C18H20ClN5O2S
• Molecular Mass: 405.9017
• Monoisotopic Mass: 405.10262359
• SMILES: c1(ccc(cc1)SCC(=O)N[C@@H](Cc1ccc(cc1)NC(=N)N)C(=O)N)Cl
• Canonical SMILES: O=C(N[C@H](C(=O)N)Cc1ccc(cc1)NC(=N)N)CSc1ccc(cc1)Cl
• InChI: InChI=1S/C18H20ClN5O2S/c19-12-3-7-14(8-4-12)27-10-16(25)24-15(17(20)26)9-11-1-5-13(6-2-11)23-18(21)22/h1-8,15H,9-10H2,(H2,20,26)(H,24,25)(H4,21,22,23)/t15-/m0/s1
• InChIKey: IEEYGOJDTRVYGR-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-carbamimidamidophenyl)-2-{2-[(4-chlorophenyl)sulfanyl]acetamido}propanamide
• IUPAC Traditional name: (2S)-3-(4-carbamimidamidophenyl)-2-{2-[(4-chlorophenyl)sulfanyl]acetamido}propanamide
• Synonyms: 2-[2-(4-CHLORO-PHENYLSULFANYL)-ACETYLAMINO]-3-(4-GUANIDINO-PHENYL)-PROPIONAMIDE

Database IDs

• PubChem SID: 99443576; 160968190
• PubChem CID: 11957380

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.78703
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.75411505
• LogD (pH = 7.4): -0.602199
• Log P: 1.544445
• Molar Refractivity: 119.7263 cm^3
• Polarizability: 41.32626 Å^3
• Polar Surface Area: 134.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.81
• LOG S: -4.33
• Solubility (Water): 1.90e-02 g/l

DETAILS

DrugBank - DB07105

Drug information: experimental