5-{[(3S)-3-amino-3-carboxypropyl]sulfanyl}pentanoic acid

• ChemBase ID: 2080
• Molecular Formular: C9H17NO4S
• Molecular Mass: 235.30058
• Monoisotopic Mass: 235.08782903
• SMILES: N[C@@H](CCSCCCCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCCCSCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C9H17NO4S/c10-7(9(13)14)4-6-15-5-2-1-3-8(11)12/h7H,1-6,10H2,(H,11,12)(H,13,14)/t7-/m0/s1
• InChIKey: BMONDXDFXRPNKQ-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[(3S)-3-amino-3-carboxypropyl]sulfanyl}pentanoic acid
• IUPAC Traditional name: 5-{[(3S)-3-amino-3-carboxypropyl]sulfanyl}pentanoic acid
• Synonyms: S-(D-Carboxybutyl)-L-Homocysteine

Database IDs

• PubChem SID: 46505551; 160965534
• PubChem CID: 446994

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5529735
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.7796576
• LogD (pH = 7.4): -4.559537
• Log P: -1.9481373
• Molar Refractivity: 57.7752 cm^3
• Polarizability: 23.007832 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.65
• LOG S: -2.08
• Solubility (Water): 1.98e+00 g/l

DETAILS

DrugBank - DB02337

Drug information: experimental