2-(carboxymethoxy)-5-[(2R)-2-[(2R)-2-(3-carboxypropanamido)-3-phenylpropanamido]-2-(pentylcarbamoyl)ethyl]benzoic acid

• ChemBase ID: 4096
• Molecular Formular: C30H37N3O10
• Molecular Mass: 599.62888
• Monoisotopic Mass: 599.2478944
• SMILES: CCCCCNC(=O)[C@@H](Cc1ccc(OCC(=O)O)c(c1)C(=O)O)NC(=O)[C@@H](Cc1ccccc1)NC(=O)CCC(=O)O
• Canonical SMILES: CCCCCNC(=O)[C@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)CCC(=O)O)Cc1ccc(c(c1)C(=O)O)OCC(=O)O
• InChI: InChI=1S/C30H37N3O10/c1-2-3-7-14-31-28(39)22(17-20-10-11-24(43-18-27(37)38)21(15-20)30(41)42)33-29(40)23(16-19-8-5-4-6-9-19)32-25(34)12-13-26(35)36/h4-6,8-11,15,22-23H,2-3,7,12-14,16-18H2,1H3,(H,31,39)(H,32,34)(H,33,40)(H,35,36)(H,37,38)(H,41,42)/t22-,23-/m1/s1
• InChIKey: PUAJYWYRZTYQKS-DHIUTWEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(carboxymethoxy)-5-[(2R)-2-[(2R)-2-(3-carboxypropanamido)-3-phenylpropanamido]-2-(pentylcarbamoyl)ethyl]benzoic acid
• IUPAC Traditional name: 2-(carboxymethoxy)-5-[(2R)-2-[(2R)-2-(3-carboxypropanamido)-3-phenylpropanamido]-2-(pentylcarbamoyl)ethyl]benzoic acid
• Synonyms: 2-(Carboxymethoxy)-5-[(2s)-2-({(2s)-2-[(3-Carboxypropanoyl)Amino] -3-Phenylpropanoyl}Amino)-3-Oxo-3-(Pentylamino)Propyl]Benzoic Acid

Database IDs

• PubChem SID: 46506542; 160967529
• PubChem CID: 46936999

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9861236
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -3.2409363
• LogD (pH = 7.4): -7.6670747
• Log P: 2.0042279
• Molar Refractivity: 152.3673 cm^3
• Polarizability: 59.052567 Å^3
• Polar Surface Area: 208.43 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.13
• LOG S: -4.82
• Solubility (Water): 9.10e-03 g/l

DETAILS

DrugBank - DB04525

Drug information: experimental