2-[(2R)-2-(4-aminobutanamido)-3-{[(4-methoxyphenyl)methyl]sulfanyl}propanamido]acetic acid

• ChemBase ID: 2652
• Molecular Formular: C17H25N3O5S
• Molecular Mass: 383.4625
• Monoisotopic Mass: 383.15149192
• SMILES: O=C(O)CNC(=O)[C@@H](NC(=O)CCCN)CSCc1ccc(OC)cc1
• Canonical SMILES: NCCCC(=O)N[C@H](C(=O)NCC(=O)O)CSCc1ccc(cc1)OC
• InChI: InChI=1S/C17H25N3O5S/c1-25-13-6-4-12(5-7-13)10-26-11-14(17(24)19-9-16(22)23)20-15(21)3-2-8-18/h4-7,14H,2-3,8-11,18H2,1H3,(H,19,24)(H,20,21)(H,22,23)/t14-/m0/s1
• InChIKey: OMOPDEZZBQHMGS-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R)-2-(4-aminobutanamido)-3-{[(4-methoxyphenyl)methyl]sulfanyl}propanamido]acetic acid
• IUPAC Traditional name: [(2R)-2-(4-aminobutanamido)-3-{[(4-methoxyphenyl)methyl]sulfanyl}propanamido]acetic acid
• Synonyms: N-(4-Aminobutanoyl)-S-(4-Methoxybenzyl)-L-Cysteinylglycine

Database IDs

• PubChem SID: 46506921; 160966101
• PubChem CID: 46936534; 447867

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.36378
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.6302223
• LogD (pH = 7.4): -2.6286776
• Log P: -2.6280904
• Molar Refractivity: 99.061 cm^3
• Polarizability: 38.843445 Å^3
• Polar Surface Area: 130.75 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.88
• LOG S: -3.89
• Solubility (Water): 4.95e-02 g/l

DETAILS

DrugBank - DB02943

Drug information: experimental