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

• ChemBase ID: 2311
• Molecular Formular: C14H23N3O6S
• Molecular Mass: 361.41392
• Monoisotopic Mass: 361.13075647
• SMILES: CC(=C)[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(=O)O)C(=O)O
• 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/C14H23N3O6S/c1-7(2)11(14(22)23)17-12(19)9(6-24)16-10(18)5-3-4-8(15)13(20)21/h8-9,11,24H,1,3-6,15H2,2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t8-,9-,11+/m0/s1
• InChIKey: BGZJEMYSINIAHS-ATZCPNFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-{[(1R)-1-{[(1R)-1-carboxy-2-methylprop-2-en-1-yl]carbamoyl}-2-sulfanylethyl]carbamoyl}pentanoic acid
• Synonyms: D-(L-a-Aminoadipoyl)-L-Cysteinyl-D-Isodehydrovaline

Database IDs

• PubChem SID: 46506795; 160965763
• PubChem CID: 4369330; 46936430

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9381826
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.859837
• LogD (pH = 7.4): -6.4264135
• Log P: -3.2452745
• Molar Refractivity: 86.9059 cm^3
• Polarizability: 34.47706 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.75
• LOG S: -2.64
• Solubility (Water): 8.19e-01 g/l

DETAILS

DrugBank - DB02582

Drug information: experimental