(3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-4-oxopentanoic acid

• ChemBase ID: 5380
• Molecular Formular: C21H29N3O7
• Molecular Mass: 435.47086
• Monoisotopic Mass: 435.20055028
• SMILES: O=C(OCc1ccccc1)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)C)CC(=O)O
• Canonical SMILES: OC(=O)C[C@@H](C(=O)C)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C21H29N3O7/c1-12(2)18(24-21(30)31-11-15-8-6-5-7-9-15)20(29)22-13(3)19(28)23-16(14(4)25)10-17(26)27/h5-9,12-13,16,18H,10-11H2,1-4H3,(H,22,29)(H,23,28)(H,24,30)(H,26,27)/t13-,16-,18-/m0/s1
• InChIKey: CYBAOBDVBPVSDJ-OWQGQXMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-4-oxopentanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]propanamido]-4-oxopentanoic acid
• Synonyms: 3-[2-(2-BENZYLOXYCARBONYLAMINO-3-METHYL-BUTYRYLAMINO)-PROPIONYLAMINO]-4-OXO-PENTANOIC ACID

Database IDs

• PubChem SID: 99444215; 160968809
• PubChem CID: 11840941

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9854844
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.43725252
• LogD (pH = 7.4): -2.081173
• Log P: 1.0861704
• Molar Refractivity: 109.3542 cm^3
• Polarizability: 42.983295 Å^3
• Polar Surface Area: 150.9 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.02
• LOG S: -3.78
• Solubility (Water): 7.29e-02 g/l

DETAILS

DrugBank - DB07744

Drug information: experimental