(2R)-2-{3-[(diaminomethylidene)amino]phenyl}-3-sulfanylpropanoic acid

• ChemBase ID: 4275
• Molecular Formular: C10H13N3O2S
• Molecular Mass: 239.29412
• Monoisotopic Mass: 239.07284767
• SMILES: NC(=Nc1cccc(c1)[C@@H](CS)C(=O)O)N
• Canonical SMILES: SC[C@H](c1cccc(c1)N=C(N)N)C(=O)O
• InChI: InChI=1S/C10H13N3O2S/c11-10(12)13-7-3-1-2-6(4-7)8(5-16)9(14)15/h1-4,8,16H,5H2,(H,14,15)(H4,11,12,13)/t8-/m1/s1
• InChIKey: YHBCRXAIIVZWEW-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{3-[(diaminomethylidene)amino]phenyl}-3-sulfanylpropanoic acid
• IUPAC Traditional name: (2R)-2-{3-[(diaminomethylidene)amino]phenyl}-3-sulfanylpropanoic acid
• Synonyms: 2-(3-GUANIDINOPHENYL)-3-MERCAPTOPROPANOIC ACID

Database IDs

• PubChem SID: 46505717; 160967707
• PubChem CID: 4369579

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7361076
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.054914035
• LogD (pH = 7.4): -0.049710527
• Log P: -0.049299948
• Molar Refractivity: 65.8178 cm^3
• Polarizability: 24.262373 Å^3
• Polar Surface Area: 101.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.52
• LOG S: -3.08
• Solubility (Water): 2.01e-01 g/l

DETAILS

DrugBank - DB04723

Drug information: experimental