(2S)-1-[(2S,3S)-2-[(3S)-3-hydroxy-3-(propylcarbamoyl)propanamido]-3-methylpentanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 2568
• Molecular Formular: C18H31N3O6
• Molecular Mass: 385.45524
• Monoisotopic Mass: 385.22128573
• SMILES: CCCNC(=O)[C@H](CC(=O)N[C@@H]([C@@H](C)CC)C(=O)N1CCC[C@H]1C(=O)O)O
• Canonical SMILES: CCCNC(=O)[C@H](CC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)[C@H](CC)C)O
• InChI: InChI=1S/C18H31N3O6/c1-4-8-19-16(24)13(22)10-14(23)20-15(11(3)5-2)17(25)21-9-6-7-12(21)18(26)27/h11-13,15,22H,4-10H2,1-3H3,(H,19,24)(H,20,23)(H,26,27)/t11-,12-,13-,15-/m0/s1
• InChIKey: UDNIFTKCMDIXFC-ABHRYQDASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S,3S)-2-[(3S)-3-hydroxy-3-(propylcarbamoyl)propanamido]-3-methylpentanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(2S,3S)-2-[(3S)-3-hydroxy-3-(propylcarbamoyl)propanamido]-3-methylpentanoyl]pyrrolidine-2-carboxylic acid
• Brand Name: N-(3-Propylcarbamoyloxirane-2-carbonyl)-isoleucyl-proline
• Synonyms: N-(3-Propylcarbamoyloxirane-2-Carbonyl)-Isoleucyl-Proline

Database IDs

• CAS Number: 134448-10-5
• PubChem SID: 160966018; 46507264
• PubChem CID: 5287408

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8624995
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9277458
• LogD (pH = 7.4): -3.518451
• Log P: -0.28588617
• Molar Refractivity: 96.7472 cm^3
• Polarizability: 38.057774 Å^3
• Polar Surface Area: 136.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.09
• LOG S: -1.67
• Solubility (Water): 8.23e+00 g/l

DETAILS

DrugBank - DB02855

Drug information: experimental