2-(1-carboxy-N-{4-[(2R)-2-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}carbamoyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}ethyl]phenyl}formamido)benzoic acid

• ChemBase ID: 3711
• Molecular Formular: C34H35N3O12
• Molecular Mass: 677.6546
• Monoisotopic Mass: 677.22207358
• SMILES: COC(=O)c1c(O)cccc1OCCCCNC(=O)[C@@H](Cc1ccc(cc1)N(C(=O)C(=O)O)c1ccccc1C(=O)O)NC(=O)OCC=C
• Canonical SMILES: C=CCOC(=O)N[C@@H](C(=O)NCCCCOc1cccc(c1C(=O)OC)O)Cc1ccc(cc1)N(c1ccccc1C(=O)O)C(=O)C(=O)O
• InChI: InChI=1S/C34H35N3O12/c1-3-18-49-34(46)36-24(29(39)35-17-6-7-19-48-27-12-8-11-26(38)28(27)33(45)47-2)20-21-13-15-22(16-14-21)37(30(40)32(43)44)25-10-5-4-9-23(25)31(41)42/h3-5,8-16,24,38H,1,6-7,17-20H2,2H3,(H,35,39)(H,36,46)(H,41,42)(H,43,44)/t24-/m1/s1
• InChIKey: JTJBRKLISQICDU-XMMPIXPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-carboxy-N-{4-[(2R)-2-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}carbamoyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}ethyl]phenyl}formamido)benzoic acid
• IUPAC Traditional name: compound 6
• Synonyms: Compound 6; N-(Allyloxycarbonyl)-4-[N-(Carboxy-Formyl)-2-(Benzoic Acid)-Amino]-L-Phenylalaninyl-Amino-Butyloxy-(6-Hydroxy-Benzoic Acid Methyl Ester)

Database IDs

• PubChem SID: 160967149; 46506877
• PubChem CID: 46936885

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.3121297
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -0.4334788
• LogD (pH = 7.4): -2.2972705
• Log P: 4.611932
• Molar Refractivity: 172.9413 cm^3
• Polarizability: 66.23314 Å^3
• Polar Surface Area: 218.1 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.07
• LOG S: -5.45
• Solubility (Water): 2.40e-03 g/l

DETAILS

DrugBank - DB04088

Drug information: experimental