N-[(2S,3S,5S)-5-[(4-aminophenyl)formamido]-3-hydroxy-7-methyl-1-phenyloctan-2-yl]-2-(2,6-dimethylphenoxy)acetamide

• ChemBase ID: 3970
• Molecular Formular: C32H41N3O4
• Molecular Mass: 531.68564
• Monoisotopic Mass: 531.30970681
• SMILES: CC(C)C[C@@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)COc1c(C)cccc1C)NC(=O)c1ccc(N)cc1
• Canonical SMILES: CC(C[C@H](NC(=O)c1ccc(cc1)N)C[C@@H]([C@H](Cc1ccccc1)NC(=O)COc1c(C)cccc1C)O)C
• InChI: InChI=1S/C32H41N3O4/c1-21(2)17-27(34-32(38)25-13-15-26(33)16-14-25)19-29(36)28(18-24-11-6-5-7-12-24)35-30(37)20-39-31-22(3)9-8-10-23(31)4/h5-16,21,27-29,36H,17-20,33H2,1-4H3,(H,34,38)(H,35,37)/t27-,28-,29-/m0/s1
• InChIKey: APJAEXGNDLFGPD-AWCRTANDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,5S)-5-[(4-aminophenyl)formamido]-3-hydroxy-7-methyl-1-phenyloctan-2-yl]-2-(2,6-dimethylphenoxy)acetamide
• IUPAC Traditional name: N-[(2S,3S,5S)-5-[(4-aminophenyl)formamido]-3-hydroxy-7-methyl-1-phenyloctan-2-yl]-2-(2,6-dimethylphenoxy)acetamide
• Synonyms: 3-Amino-N-{4-[2-(2,6-Dimethyl-Phenoxy)-Acetylamino]-3-Hydroxy-1-Isobutyl-5-Phenyl-Pentyl}-Benzamide

Database IDs

• PubChem SID: 46507593; 160967405
• PubChem CID: 446917

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.55613
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.9547668
• LogD (pH = 7.4): 4.9574227
• Log P: 4.9574566
• Molar Refractivity: 156.1297 cm^3
• Polarizability: 59.782867 Å^3
• Polar Surface Area: 113.68 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.14
• LOG S: -6.15
• Solubility (Water): 3.77e-04 g/l

DETAILS

DrugBank - DB04378

Drug information: experimental