(2R)-2-amino-3-({[(1,10-phenanthrolin-5-yl)carbamoyl]methyl}sulfanyl)propanoic acid

• ChemBase ID: 4019
• Molecular Formular: C17H16N4O3S
• Molecular Mass: 356.39894
• Monoisotopic Mass: 356.09431139
• SMILES: N[C@@H](CSCC(=O)Nc1cc2c(nccc2)c2c1cccn2)C(=O)O
• Canonical SMILES: O=C(Nc1cc2cccnc2c2c1cccn2)CSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C17H16N4O3S/c18-12(17(23)24)8-25-9-14(22)21-13-7-10-3-1-5-19-15(10)16-11(13)4-2-6-20-16/h1-7,12H,8-9,18H2,(H,21,22)(H,23,24)/t12-/m0/s1
• InChIKey: ZFGIPRHDRFOMFO-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-({[(1,10-phenanthrolin-5-yl)carbamoyl]methyl}sulfanyl)propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-({[(1,10-phenanthrolin-5-yl)carbamoyl]methyl}sulfanyl)propanoic acid
• Synonyms: Cysteine-Methylene-Carbamoyl-1,10-Phenanthroline

Database IDs

• PubChem SID: 46508289; 160967454
• PubChem CID: 17754108

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1238444
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5411205
• LogD (pH = 7.4): -1.5036286
• Log P: -1.4957854
• Molar Refractivity: 95.2267 cm^3
• Polarizability: 39.0699 Å^3
• Polar Surface Area: 118.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.86
• LOG S: -4.02
• Solubility (Water): 3.43e-02 g/l

DETAILS

DrugBank - DB04437

Drug information: experimental