3-({[(1R,2R)-1-{[(1S)-3-carbamimidoyl-1-{[(4-carbamimidoylphenyl)methyl]carbamoyl}propyl]carbamoyl}-2-methylbutyl]sulfamoyl}methyl)benzoic acid

• ChemBase ID: 4158
• Molecular Formular: C27H37N7O6S
• Molecular Mass: 587.69098
• Monoisotopic Mass: 587.25260294
• SMILES: N=C(N)CC[C@H](NC(=O)[C@H](NS(=O)(=O)Cc1cc(ccc1)C(=O)O)[C@H](C)CC)C(=O)NCc1ccc(cc1)C(=N)N
• Canonical SMILES: CC[C@H]([C@H](C(=O)N[C@H](C(=O)NCc1ccc(cc1)C(=N)N)CCC(=N)N)NS(=O)(=O)Cc1cccc(c1)C(=O)O)C
• InChI: InChI=1S/C27H37N7O6S/c1-3-16(2)23(34-41(39,40)15-18-5-4-6-20(13-18)27(37)38)26(36)33-21(11-12-22(28)29)25(35)32-14-17-7-9-19(10-8-17)24(30)31/h4-10,13,16,21,23,34H,3,11-12,14-15H2,1-2H3,(H3,28,29)(H3,30,31)(H,32,35)(H,33,36)(H,37,38)/t16-,21+,23-/m1/s1
• InChIKey: UBGNMISWPGURDN-XORNHQRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({[(1R,2R)-1-{[(1S)-3-carbamimidoyl-1-{[(4-carbamimidoylphenyl)methyl]carbamoyl}propyl]carbamoyl}-2-methylbutyl]sulfamoyl}methyl)benzoic acid
• IUPAC Traditional name: 3-({[(1R,2R)-1-{[(1S)-3-carbamimidoyl-1-{[(4-carbamimidoylphenyl)methyl]carbamoyl}propyl]carbamoyl}-2-methylbutyl]sulfamoyl}methyl)benzoic acid
• Synonyms: 3-({1-[3-CARBAMIMIDOYL-1-(4-CARBAMIMIDOYL-BENZYLCARBAMOYL)-PROPYLCARBAMOYL]-2-METHYL-BUTYLSULFAMOYL}-METHYL)-BENZOIC ACID

Database IDs

• PubChem SID: 160967590; 46504568
• PubChem CID: 5326876

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0283623
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -4.0358043
• LogD (pH = 7.4): -4.0206227
• Log P: -3.6767159
• Molar Refractivity: 174.6394 cm^3
• Polarizability: 59.55733 Å^3
• Polar Surface Area: 241.41 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.09
• LOG S: -4.15
• Solubility (Water): 4.18e-02 g/l

DETAILS

DrugBank - DB04593

Drug information: experimental