(2S)-2-amino-5-{[(1S)-1-{[(1R)-1-carboxyprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid

• ChemBase ID: 3106
• Molecular Formular: C13H21N3O6S
• Molecular Mass: 347.38734
• Monoisotopic Mass: 347.11510641
• SMILES: N[C@@H](CCCC(=O)N[C@H](CS)C(=O)N[C@H](C=C)C(=O)O)C(=O)O
• Canonical SMILES: SC[C@H](C(=O)N[C@@H](C(=O)O)C=C)NC(=O)CCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C13H21N3O6S/c1-2-8(13(21)22)16-11(18)9(6-23)15-10(17)5-3-4-7(14)12(19)20/h2,7-9,23H,1,3-6,14H2,(H,15,17)(H,16,18)(H,19,20)(H,21,22)/t7-,8+,9+/m0/s1
• InChIKey: JJJCGQKXGIRXKN-DJLDLDEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-{[(1S)-1-{[(1R)-1-carboxyprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-{[(1S)-1-{[(1R)-1-carboxyprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
• Synonyms: Delta-(L-Alpha-Aminoadipoyl)-L-Cysteinyl-D-Vinylglycine

Database IDs

• PubChem SID: 160966550; 46508704
• PubChem CID: 46936672

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9372203
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -5.1641393
• LogD (pH = 7.4): -6.6975613
• Log P: -3.497163
• Molar Refractivity: 82.6239 cm^3
• Polarizability: 32.656895 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.9
• LOG S: -2.58
• Solubility (Water): 9.05e-01 g/l

DETAILS

DrugBank - DB03427

Drug information: experimental