(Cloxacillin sulfoxide)6-{[3-(2-Chloro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-3,3-dimethyl-4,7-dioxo-4lambda*4*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

ID: ALA281317

Chembl Id: CHEMBL281317

PubChem CID: 44459568

Max Phase: Preclinical

Molecular Formula: C19H18ClN3O6S

Molecular Weight: 451.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2Cl)c1C(=O)N[C@@H]1C(=O)N2[C@@H]1[S+]([O-])C(C)(C)[C@@H]2C(=O)O

Standard InChI:  InChI=1S/C19H18ClN3O6S/c1-8-11(12(22-29-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)30(28)17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-,30?/m1/s1

Standard InChI Key:  IIVFKZIJLAWXCY-CDUSLDLUSA-N

Alternative Forms

1. Parent:

   

   ALA281317

   (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-4,7-dioxo-4lambda4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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: 451.89

Molecular Weight (Monoisotopic): 451.0605

AlogP: 1.56

#Rotatable Bonds: 4

Polar Surface Area: 135.80

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 1.05

CX LogD: -2.32

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -0.61

References

1. Blanpain PC, Nagy JB, Laurent GH, Durant FV..  (1980)  A multifaceted approach to the study of the side-chain conformation in beta-lactamase-resistant penicillins.,  23  (12): [PMID:6969804] [10.1021/jm00186a002]

Source

Source(1):

• Scientific Literature