(2R)-5-[(diaminomethylidene)amino]-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide

• ChemBase ID: 126144
• Molecular Formular: C27H31N5O3
• Molecular Mass: 473.56674
• Monoisotopic Mass: 473.24268988
• SMILES: c1ccc(cc1)C(c1ccccc1)C(=O)N[C@H](CCCN=C(N)N)C(=O)NCc1ccc(cc1)O
• Canonical SMILES: O=C([C@H](NC(=O)C(c1ccccc1)c1ccccc1)CCCN=C(N)N)NCc1ccc(cc1)O
• InChI: InChI=1S/C27H31N5O3/c28-27(29)30-17-7-12-23(25(34)31-18-19-13-15-22(33)16-14-19)32-26(35)24(20-8-3-1-4-9-20)21-10-5-2-6-11-21/h1-6,8-11,13-16,23-24,33H,7,12,17-18H2,(H,31,34)(H,32,35)(H4,28,29,30)/t23-/m1/s1
• InChIKey: KUWBXRGRMQZCSS-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5-[(diaminomethylidene)amino]-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide
• IUPAC Traditional name: (2R)-5-[(diaminomethylidene)amino]-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide
• Synonyms: BIBP-3226; BIBP-3226

Database IDs

• CAS Number: 159013-54-4
• PubChem SID: 162220485
• PubChem CID: 5311023
• CHEMBL: 332347
• Chemspider ID: 4470561
• IUPHAR ligand ID: 1485
• Wikipedia Title: BIBP-3226

CALCULATED PROPERTIES

• Acid pKa: 9.466052
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.21490423
• LogD (pH = 7.4): 0.516277
• Log P: 2.1432266
• Molar Refractivity: 135.7779 cm^3
• Polarizability: 52.10244 Å^3
• Polar Surface Area: 142.83 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true