(2R)-4-(2H-1,3-benzodioxol-5-ylmethyl)-N-tert-butyl-1-[(2R,4R)-2-hydroxy-4-{[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}-4-[(1S)-1-phenylethyl]butyl]piperazine-2-carboxamide

• ChemBase ID: 1495
• Molecular Formular: C39H50N4O6
• Molecular Mass: 670.8375
• Monoisotopic Mass: 670.37303534
• SMILES: C[C@@H]([C@@H](C[C@@H](O)CN1CCN(C[C@@H]1C(=O)NC(C)(C)C)Cc1ccc2OCOc2c1)C(=O)N[C@H]1[C@H](O)Cc2ccccc12)c1ccccc1
• Canonical SMILES: O[C@H](C[C@H]([C@@H](c1ccccc1)C)C(=O)N[C@H]1[C@H](O)Cc2c1cccc2)CN1CCN(C[C@@H]1C(=O)NC(C)(C)C)Cc1ccc2c(c1)OCO2
• InChI: InChI=1S/C39H50N4O6/c1-25(27-10-6-5-7-11-27)31(37(46)40-36-30-13-9-8-12-28(30)19-33(36)45)20-29(44)22-43-17-16-42(23-32(43)38(47)41-39(2,3)4)21-26-14-15-34-35(18-26)49-24-48-34/h5-15,18,25,29,31-33,36,44-45H,16-17,19-24H2,1-4H3,(H,40,46)(H,41,47)/t25-,29-,31-,32-,33-,36-/m1/s1
• InChIKey: MJIRDPUZGGHJMX-FUAXDPDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-4-(2H-1,3-benzodioxol-5-ylmethyl)-N-tert-butyl-1-[(2R,4R)-2-hydroxy-4-{[(1R,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}-4-[(1S)-1-phenylethyl]butyl]piperazine-2-carboxamide
• IUPAC Traditional name: @analogue of indinavir drug
• Synonyms: Analogue of Indinavir Drug

Database IDs

• PubChem SID: 160964954; 46504994
• PubChem CID: 46936200

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.209171
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 2.076037
• LogD (pH = 7.4): 3.653713
• Log P: 3.937856
• Molar Refractivity: 188.3665 cm^3
• Polarizability: 74.05502 Å^3
• Polar Surface Area: 123.6 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.37
• LOG S: -4.46
• Solubility (Water): 2.33e-02 g/l

DETAILS

DrugBank - DB01721

Drug information: experimental