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

• ChemBase ID: 4306
• Molecular Formular: C26H33N7O5S
• Molecular Mass: 555.64912
• Monoisotopic Mass: 555.22638819
• SMILES: N=C(N)c1ccc(CNC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NS(=O)(=O)CC)cc1
• Canonical SMILES: CCS(=O)(=O)N[C@@H](C(=O)N[C@H](C(=O)NCc1ccc(cc1)C(=N)N)CCC(=O)N)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C26H33N7O5S/c1-2-39(37,38)33-22(13-18-15-30-20-6-4-3-5-19(18)20)26(36)32-21(11-12-23(27)34)25(35)31-14-16-7-9-17(10-8-16)24(28)29/h3-10,15,21-22,30,33H,2,11-14H2,1H3,(H2,27,34)(H3,28,29)(H,31,35)(H,32,36)/t21-,22+/m0/s1
• InChIKey: FJGWLOKDOKYXMU-FCHUYYIVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160967738; 46508470
• PubChem CID: 5326883

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.65487
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -3.0467718
• LogD (pH = 7.4): -2.7963517
• Log P: -1.0225408
• Molar Refractivity: 157.034 cm^3
• Polarizability: 58.032845 Å^3
• Polar Surface Area: 213.12 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.29
• LOG S: -4.42
• Solubility (Water): 2.12e-02 g/l

DETAILS

DrugBank - DB04758

Drug information: experimental