methyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate

• ChemBase ID: 4874
• Molecular Formular: C19H31N3O6
• Molecular Mass: 397.46594
• Monoisotopic Mass: 397.22128573
• SMILES: [C@@H]1(O[C@@H]1C(=O)N[C@H](C(=O)N1[C@H](C(=O)OC)CCC1)[C@H](CC)C)C(=O)NCCC
• Canonical SMILES: CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)OC)[C@H](CC)C
• InChI: InChI=1S/C19H31N3O6/c1-5-9-20-16(23)14-15(28-14)17(24)21-13(11(3)6-2)18(25)22-10-7-8-12(22)19(26)27-4/h11-15H,5-10H2,1-4H3,(H,20,23)(H,21,24)/t11-,12-,13-,14-,15-/m0/s1
• InChIKey: XGWSRLSPWIEMLQ-YTFOTSKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• IUPAC Traditional name: methyl (2S)-1-[(2S,3S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• Synonyms: METHYL N-({(2S,3S)-3-[(PROPYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINATE

Database IDs

• PubChem SID: 99443694; 160968306
• PubChem CID: 6610318

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.19776
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.30655295
• LogD (pH = 7.4): 0.3065468
• Log P: 0.306553
• Molar Refractivity: 99.3444 cm^3
• Polarizability: 39.482647 Å^3
• Polar Surface Area: 117.34 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.76
• LOG S: -2.14
• Solubility (Water): 2.90e+00 g/l

DETAILS

DrugBank - DB07223

Drug information: experimental