(3S)-3-hydroxy-3-{[(1R)-1-[(3-methylbutyl)carbamoyl]-3-phenylpropyl]carbamoyl}propanoic acid

• ChemBase ID: 3237
• Molecular Formular: C19H28N2O5
• Molecular Mass: 364.43602
• Monoisotopic Mass: 364.19982201
• SMILES: C(=O)(O)C[C@H](O)C(=O)N[C@H](CCc1ccccc1)C(=O)NCCC(C)C
• Canonical SMILES: CC(CCNC(=O)[C@H](NC(=O)[C@H](CC(=O)O)O)CCc1ccccc1)C
• InChI: InChI=1S/C19H28N2O5/c1-13(2)10-11-20-18(25)15(9-8-14-6-4-3-5-7-14)21-19(26)16(22)12-17(23)24/h3-7,13,15-16,22H,8-12H2,1-2H3,(H,20,25)(H,21,26)(H,23,24)/t15-,16+/m1/s1
• InChIKey: KVZMXOVSHIMGNA-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-hydroxy-3-{[(1R)-1-[(3-methylbutyl)carbamoyl]-3-phenylpropyl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-hydroxy-3-{[(1R)-1-[(3-methylbutyl)carbamoyl]-3-phenylpropyl]carbamoyl}propanoic acid
• Synonyms: WRR-99

Database IDs

• PubChem SID: 160966679; 46505552
• PubChem CID: 5289258

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9988635
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.032186836
• LogD (pH = 7.4): -1.681339
• Log P: 1.4783862
• Molar Refractivity: 96.5337 cm^3
• Polarizability: 37.858498 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.26
• LOG S: -3.39
• Solubility (Water): 1.49e-01 g/l

DETAILS

DrugBank - DB03573

Drug information: experimental