7-(4,5-Dimethyl-4,5-dihydro-1H-imidazol-2-ylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

ID: ALA13586

Chembl Id: CHEMBL13586

PubChem CID: 136135842

Max Phase: Preclinical

Molecular Formula: C26H28N4O3S

Molecular Weight: 476.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)OC(c2ccccc2)c2ccccc2)N2C(=O)[C@@H](NC3=NC(C)C(C)N3)C2SC1

Standard InChI:  InChI=1S/C26H28N4O3S/c1-15-14-34-24-20(29-26-27-16(2)17(3)28-26)23(31)30(24)21(15)25(32)33-22(18-10-6-4-7-11-18)19-12-8-5-9-13-19/h4-13,16-17,20,22,24H,14H2,1-3H3,(H2,27,28,29)/t16?,17?,20-,24?/m1/s1

Standard InChI Key:  UAUCZSOMKAATEJ-MUMPWHGTSA-N

Alternative Forms

1. Parent:

   

   ALA13586

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.60

Molecular Weight (Monoisotopic): 476.1882

AlogP: 3.20

#Rotatable Bonds: 5

Polar Surface Area: 83.03

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.15

CX Basic pKa: 9.95

CX LogP: 4.01

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: 0.11

References

1. Jung F, Delvare C, Boucherot D, Hamon A, Ackerley N, Betts MJ..  (1991)  Synthesis and structure-activity relationship of new cephalosporins with amino heterocycles at C-7. Dependence of the antibacterial spectrum and beta-lactamase stability on the pKa of the C-7 heterocycle.,  34  (3): [PMID:2002452] [10.1021/jm00107a035]

Source

Source(1):

• Scientific Literature