(2R)-1-[(2R,4S)-4-benzyl-2-hydroxy-4-{[(1S,2S,5R)-2-hydroxy-5-methylcyclopentyl]carbamoyl}butyl]-N-tert-butyl-4-[6-chloro-5-(4-methylpiperazin-1-yl)pyrazine-2-carbonyl]piperazine-2-carboxamide

• ChemBase ID: 2499
• Molecular Formular: C37H55ClN8O5
• Molecular Mass: 727.3362
• Monoisotopic Mass: 726.39839458
• SMILES: C[C@@H]1CC[C@H](O)[C@H]1NC(=O)[C@H](C[C@@H](O)CN1CCN(C[C@@H]1C(=O)NC(C)(C)C)C(=O)c1cnc(N2CCN(C)CC2)c(Cl)n1)Cc1ccccc1
• Canonical SMILES: O[C@@H](CN1CCN(C[C@@H]1C(=O)NC(C)(C)C)C(=O)c1cnc(c(n1)Cl)N1CCN(CC1)C)C[C@@H](C(=O)N[C@H]1[C@H](C)CC[C@@H]1O)Cc1ccccc1
• InChI: InChI=1S/C37H55ClN8O5/c1-24-11-12-30(48)31(24)41-34(49)26(19-25-9-7-6-8-10-25)20-27(47)22-45-17-18-46(23-29(45)35(50)42-37(2,3)4)36(51)28-21-39-33(32(38)40-28)44-15-13-43(5)14-16-44/h6-10,21,24,26-27,29-31,47-48H,11-20,22-23H2,1-5H3,(H,41,49)(H,42,50)/t24-,26+,27-,29-,30+,31+/m1/s1
• InChIKey: SQZXWXXIPWXBCL-OJZNMFIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(2R,4S)-4-benzyl-2-hydroxy-4-{[(1S,2S,5R)-2-hydroxy-5-methylcyclopentyl]carbamoyl}butyl]-N-tert-butyl-4-[6-chloro-5-(4-methylpiperazin-1-yl)pyrazine-2-carbonyl]piperazine-2-carboxamide
• IUPAC Traditional name: (2R)-1-[(2R,4S)-4-benzyl-2-hydroxy-4-{[(1S,2S,5R)-2-hydroxy-5-methylcyclopentyl]carbamoyl}butyl]-N-tert-butyl-4-[6-chloro-5-(4-methylpiperazin-1-yl)pyrazine-2-carbonyl]piperazine-2-carboxamide
• Synonyms: N-[2(S)-Cyclopentyl-1(R)-Hydroxy-3(R)Methyl]-5-[(2(S)-Tertiary-Butylamino-Carbonyl)-4-(N1-(2)-(N-Methylpiperazinyl)-3-Chloro-Pyrazinyl-5-Carbonyl)-Piperazino]-4(S)-Hydroxy-2(R)-Phenylmethyl-Pentanamide

Database IDs

• PubChem SID: 46508413; 160965949
• PubChem CID: 46936487

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.929499
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 0.94639146
• LogD (pH = 7.4): 2.1154878
• Log P: 2.1595247
• Molar Refractivity: 199.044 cm^3
• Polarizability: 76.52072 Å^3
• Polar Surface Area: 154.47 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.61
• LOG S: -3.84
• Solubility (Water): 1.04e-01 g/l

DETAILS

DrugBank - DB02785

Drug information: experimental