(3R)-3-{[(1R)-1-[(5-{[(1S)-1-carbamoyl-2-sulfanylethyl]carbamoyl}pentyl)carbamoyl]-2-{4-[difluoro(phosphono)methyl]phenyl}ethyl]carbamoyl}-3-(2-{4-[difluoro(phosphono)methyl]phenyl}acetamido)propanoic acid

• ChemBase ID: 3222
• Molecular Formular: C32H41F4N5O13P2S
• Molecular Mass: 873.6997748
• Monoisotopic Mass: 873.18329354
• SMILES: NC(=O)[C@@H](CS)NC(=O)CCCCCNC(=O)[C@@H](Cc1ccc(cc1)C(F)(F)P(=O)(O)O)NC(=O)[C@@H](CC(=O)O)NC(=O)Cc1ccc(cc1)C(F)(F)P(=O)(O)O
• Canonical SMILES: SC[C@H](C(=O)N)NC(=O)CCCCCNC(=O)[C@H](NC(=O)[C@H](NC(=O)Cc1ccc(cc1)C(P(=O)(O)O)(F)F)CC(=O)O)Cc1ccc(cc1)C(P(=O)(O)O)(F)F
• InChI: InChI=1S/C32H41F4N5O13P2S/c33-31(34,55(49,50)51)20-9-5-18(6-10-20)14-22(29(47)38-13-3-1-2-4-25(42)40-24(17-57)28(37)46)41-30(48)23(16-27(44)45)39-26(43)15-19-7-11-21(12-8-19)32(35,36)56(52,53)54/h5-12,22-24,57H,1-4,13-17H2,(H2,37,46)(H,38,47)(H,39,43)(H,40,42)(H,41,48)(H,44,45)(H2,49,50,51)(H2,52,53,54)/t22-,23-,24-/m1/s1
• InChIKey: JNKZDIBIDJQPGC-WXFUMESZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-{[(1R)-1-[(5-{[(1S)-1-carbamoyl-2-sulfanylethyl]carbamoyl}pentyl)carbamoyl]-2-{4-[difluoro(phosphono)methyl]phenyl}ethyl]carbamoyl}-3-(2-{4-[difluoro(phosphono)methyl]phenyl}acetamido)propanoic acid
• IUPAC Traditional name: (3R)-3-{[(1R)-1-[(5-{[(1S)-1-carbamoyl-2-sulfanylethyl]carbamoyl}pentyl)carbamoyl]-2-{4-[difluoro(phosphono)methyl]phenyl}ethyl]carbamoyl}-3-(2-{4-[difluoro(phosphono)methyl]phenyl}acetamido)propanoic acid
• Synonyms: N-{1-[5-(1-Carbamoyl-2-Mercapto-Ethylcarbamoyl)-Pentylcarbamoyl]-2-[4-(Difluoro-Phosphono-Methyl)-Phenyl]-Ethyl}-3-{2-[4-(Difluoro-Phosphono-Methyl)-Phenyl]-Acetylamino}-Succinamic Acid

Database IDs

• PubChem SID: 46505110; 160966665
• PubChem CID: 46936715

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.19000691
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -6.8784065
• LogD (pH = 7.4): -9.444172
• Log P: -0.7748495
• Molar Refractivity: 194.3644 cm^3
• Polarizability: 74.49039 Å^3
• Polar Surface Area: 311.85 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.94
• LOG S: -4.9
• Solubility (Water): 1.10e-02 g/l

DETAILS

DrugBank - DB03557

Drug information: experimental