(2R,4R)-2-[(1R)-1-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 3116
• Molecular Formular: C14H19N5O5S2
• Molecular Mass: 401.46116
• Monoisotopic Mass: 401.08276073
• SMILES: CO/N=C(/C(=O)N[C@H](C=O)[C@@H]1N[C@H](C(=O)O)C(C)(C)S1)\c1csc(N)n1
• Canonical SMILES: O=C[C@H]([C@@H]1N[C@@H](C(S1)(C)C)C(=O)O)NC(=O)/C(=N/OC)/c1csc(n1)N
• InChI: InChI=1S/C14H19N5O5S2/c1-14(2)9(12(22)23)18-11(26-14)6(4-20)16-10(21)8(19-24-3)7-5-25-13(15)17-7/h4-6,9,11,18H,1-3H3,(H2,15,17)(H,16,21)(H,22,23)/b19-8+/t6-,9-,11-/m1/s1
• InChIKey: YVNKGXXVZIQNIV-YWDVHJRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R)-2-[(1R)-1-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: (2R,4R)-2-[(1R)-1-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
• Synonyms: 2-{1-[2-(2-Amino-Thiazol-4-Yl)-2-Methoxyimino-Acetylamino]-2-Oxo-Ethyl}-5,5-Dimethyl-Thiazolidine-4-Carboxylic Acid

Database IDs

• PubChem SID: 46507263; 160966560
• PubChem CID: 46936674

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.794165
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -2.2167768
• LogD (pH = 7.4): -2.3580568
• Log P: -2.2189898
• Molar Refractivity: 94.8844 cm^3
• Polarizability: 36.83462 Å^3
• Polar Surface Area: 156.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.07
• LOG S: -3.46
• Solubility (Water): 1.38e-01 g/l

DETAILS

DrugBank - DB03437

Drug information: experimental