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

• ChemBase ID: 155708
• Molecular Formular: C19H31N3O6
• Molecular Mass: 397.46594
• Monoisotopic Mass: 397.22128573
• SMILES: CCCNC(=O)[C@@H]1[C@H](O1)C(=O)N[C@@H](C(C)CC)C(=O)N1CCC[C@H]1C(=O)OC
• Canonical SMILES: CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)OC)C(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-RQLZCWDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-1-[(2S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• IUPAC Traditional name: methyl (2S)-1-[(2S)-3-methyl-2-{[(2S,3S)-3-(propylcarbamoyl)oxiran-2-yl]formamido}pentanoyl]pyrrolidine-2-carboxylate
• Synonyms: (L-3-trans-(Propylcarbamyl)oxirane-2-carbonyl)-L-isoleucyl-L-proline methyl ester; CA-074 methyl ester

Database IDs

• CAS Number: 147859-80-1
• MDL Number: MFCD03452890
• PubChem SID: 162249846
• PubChem CID: 23760717

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99% (TLC)
• Empirical Formula (Hill Notation): C19H31N3O6

DETAILS

Sigma Aldrich - C5857

Biochem/physiol Actions
CA-074 methyl ester is an inhibitor of cathepsin B.