(2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylpropyl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid

• ChemBase ID: 1791
• Molecular Formular: C14H25N3O6S
• Molecular Mass: 363.4298
• Monoisotopic Mass: 363.14640654
• SMILES: O=C(N[C@@H](C(=O)O)C(C)C)[C@@H](NC(=O)CCC[C@@H](C(=O)O)N)CS
• Canonical SMILES: SC[C@@H](C(=O)N[C@@H](C(=O)O)C(C)C)NC(=O)CCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C14H25N3O6S/c1-7(2)11(14(22)23)17-12(19)9(6-24)16-10(18)5-3-4-8(15)13(20)21/h7-9,11,24H,3-6,15H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t8-,9-,11+/m0/s1
• InChIKey: BYEIJZFKOAXBBV-ATZCPNFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylpropyl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
• IUPAC Traditional name: aadcv
• Synonyms: ACV; L-D-(a-Aminoadipoyl)-L-Cysteinyl-D-Valine

Database IDs

• PubChem SID: 160965247; 46506598
• PubChem CID: 448130

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9394742
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.491151
• LogD (pH = 7.4): -6.106675
• Log P: -2.963836
• Molar Refractivity: 87.2054 cm^3
• Polarizability: 34.72821 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.66
• LOG S: -2.88
• Solubility (Water): 4.78e-01 g/l

DETAILS

DrugBank - DB02025

Drug information: experimental