(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-[(naphthalen-1-ylmethyl)sulfanyl]ethyl]carbamoyl}butanoic acid

• ChemBase ID: 3522
• Molecular Formular: C21H25N3O6S
• Molecular Mass: 447.5047
• Monoisotopic Mass: 447.14640654
• SMILES: N[C@@H](CCC(=O)N[C@H](CSCc1cccc2c1cccc2)C(=O)NCC(=O)O)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CSCc1cccc2c1cccc2)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C21H25N3O6S/c22-16(21(29)30)8-9-18(25)24-17(20(28)23-10-19(26)27)12-31-11-14-6-3-5-13-4-1-2-7-15(13)14/h1-7,16-17H,8-12,22H2,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t16-,17+/m0/s1
• InChIKey: IHZCIRSQSFPOLH-DLBZAZTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-[(naphthalen-1-ylmethyl)sulfanyl]ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-[(naphthalen-1-ylmethyl)sulfanyl]ethyl]carbamoyl}butanoic acid
• Synonyms: 1-Menaphthyl Glutathione Conjugate

Database IDs

• PubChem SID: 160966961; 46505686
• PubChem CID: 46936819

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8087629
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -3.525325
• LogD (pH = 7.4): -5.07293
• Log P: -1.8774892
• Molar Refractivity: 114.8779 cm^3
• Polarizability: 46.146355 Å^3
• Polar Surface Area: 158.82 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.98
• LOG S: -4.63
• Solubility (Water): 1.04e-02 g/l

DETAILS

DrugBank - DB03885

Drug information: experimental