diphenylmethyl (6R,7R)-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 176504
• Molecular Formular: C34H29N3O4S2
• Molecular Mass: 607.74176
• Monoisotopic Mass: 607.15994842
• SMILES: S1[C@H]2N(C(=C(C1)/C=C\c1c(ncs1)C)C(=O)OC(c1ccccc1)c1ccccc1)C(=O)[C@H]2NC(=O)Cc1ccccc1
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)OC(c1ccccc1)c1ccccc1)/C=C\c1scnc1C)Cc1ccccc1
• InChI: InChI=1S/C34H29N3O4S2/c1-22-27(43-21-35-22)18-17-26-20-42-33-29(36-28(38)19-23-11-5-2-6-12-23)32(39)37(33)30(26)34(40)41-31(24-13-7-3-8-14-24)25-15-9-4-10-16-25/h2-18,21,29,31,33H,19-20H2,1H3,(H,36,38)/b18-17-/t29-,33-/m1/s1
• InChIKey: PWLXILYCJRRXMU-VBORYMHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diphenylmethyl (6R,7R)-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: diphenylmethyl (6R,7R)-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: [6R-[3(Z),6α,7β]]-3-[2-(4-Methyl-5-thiazolyl)ethenyl]-8-oxo-7-[(phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Diphenylmethyl Ester; (6R,7R)-7-Phenylacetamido-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Diphenyl Methyl Ester; (6R,7R)-7-Phenylacetamido-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-3-cephem-4-carboxylic Acid Diphenyl Methyl Ester

Database IDs

• CAS Number: 112953-21-6
• PubChem SID: 164232414
• PubChem CID: 14850196

CALCULATED PROPERTIES

• Acid pKa: 11.717553
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.4967265
• LogD (pH = 7.4): 5.497274
• Log P: 5.4973
• Molar Refractivity: 169.64 cm^3
• Polarizability: 65.117805 Å^3
• Polar Surface Area: 88.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethylformamide
• Apperance: Red Solid

DETAILS

Toronto Research Chemicals - P319120

Intermediate in the preparation of Cephalosporin antibiotics and derivatives.