(2S)-2-amino-3-[(1R,5Z)-4-hydroxy-2-oxo-5-{[(1R,2S)-2-phenylcyclopropyl]imino}cyclohex-3-en-1-yl]propanoic acid

• ChemBase ID: 1432
• Molecular Formular: C18H20N2O4
• Molecular Mass: 328.3624
• Monoisotopic Mass: 328.14230713
• SMILES: N[C@@H](C[C@@H]1C/C(=N/[C@@H]2C[C@H]2c2ccccc2)/C(=CC1=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H](C[C@@H]1C/C(=N/[C@@H]2C[C@H]2c2ccccc2)/C(=CC1=O)O)N
• InChI: InChI=1S/C18H20N2O4/c19-13(18(23)24)6-11-7-15(17(22)9-16(11)21)20-14-8-12(14)10-4-2-1-3-5-10/h1-5,9,11-14,22H,6-8,19H2,(H,23,24)/b20-15-/t11-,12+,13+,14-/m1/s1
• InChIKey: QDTWKLJWNHRCPJ-WGCYKYFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[(1R,5Z)-4-hydroxy-2-oxo-5-{[(1R,2S)-2-phenylcyclopropyl]imino}cyclohex-3-en-1-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-[(1R,5Z)-4-hydroxy-2-oxo-5-{[(1R,2S)-2-phenylcyclopropyl]imino}cyclohex-3-en-1-yl]propanoic acid
• Synonyms: 2-Amino-3-[4-Hydroxy-6-Oxo-3-(2-Phenyl-Cyclopropylimino)-Cyclohexa-1,4-Dienyl]-Propionic Acid

Database IDs

• PubChem SID: 46505620; 160964891
• PubChem CID: 46936181

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.878421
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.8473754
• LogD (pH = 7.4): -1.0519725
• Log P: -0.8280641
• Molar Refractivity: 89.2494 cm^3
• Polarizability: 34.128586 Å^3
• Polar Surface Area: 112.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.03
• LOG S: -3.3
• Solubility (Water): 1.66e-01 g/l

DETAILS

DrugBank - DB01657

Drug information: experimental