(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[(2R)-2-ethanesulfonamido-3-(5-propoxy-1H-indol-3-yl)propanamido]pentanediamide

• ChemBase ID: 4170
• Molecular Formular: C29H39N7O6S
• Molecular Mass: 613.72826
• Monoisotopic Mass: 613.268253
• SMILES: N=C(N)c1ccc(CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](Cc2c[nH]c3c2cc(OCCC)cc3)NS(=O)(=O)CC)cc1
• Canonical SMILES: CCCOc1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)N[C@H](C(=O)NCc1ccc(cc1)C(=N)N)CCC(=O)N)NS(=O)(=O)CC
• InChI: InChI=1S/C29H39N7O6S/c1-3-13-42-21-9-10-23-22(15-21)20(17-33-23)14-25(36-43(40,41)4-2)29(39)35-24(11-12-26(30)37)28(38)34-16-18-5-7-19(8-6-18)27(31)32/h5-10,15,17,24-25,33,36H,3-4,11-14,16H2,1-2H3,(H2,30,37)(H3,31,32)(H,34,38)(H,35,39)/t24-,25+/m0/s1
• InChIKey: UHMORXPPNXDKHY-LOSJGSFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[(2R)-2-ethanesulfonamido-3-(5-propoxy-1H-indol-3-yl)propanamido]pentanediamide
• IUPAC Traditional name: (2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[(2R)-2-ethanesulfonamido-3-(5-propoxy-1H-indol-3-yl)propanamido]pentanediamide
• Synonyms: 2-[2-ETHANESULFONYLAMINO-3-(5-PROPOXY-1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIMIDOYL-BENZYLAMIDE)

Database IDs

• PubChem SID: 46507880; 160967602
• PubChem CID: 5326888

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.666272
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.325224
• LogD (pH = 7.4): -2.079628
• Log P: -0.34018362
• Molar Refractivity: 172.7698 cm^3
• Polarizability: 64.23911 Å^3
• Polar Surface Area: 222.35 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.01
• LOG S: -4.67
• Solubility (Water): 1.32e-02 g/l

DETAILS

DrugBank - DB04606

Drug information: experimental