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

ID: ALA24174

Chembl Id: CHEMBL24174

Cas Number: 22418-07-1

PubChem CID: 44459486

Max Phase: Preclinical

Molecular Formula: C20H20ClN3O5S

Molecular Weight: 449.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1N2C(=O)[C@@H](NC(=O)c3c(-c4ccccc4Cl)noc3C)[C@H]2SC1(C)C

Standard InChI:  InChI=1S/C20H20ClN3O5S/c1-9-12(13(23-29-9)10-7-5-6-8-11(10)21)16(25)22-14-17(26)24-15(19(27)28-4)20(2,3)30-18(14)24/h5-8,14-15,18H,1-4H3,(H,22,25)/t14-,15+,18-/m1/s1

Standard InChI Key:  SXMINDUFMFBCLB-RVKKMQEKSA-N

Alternative Forms

1. Parent:

   

   ALA24174

   Cloxacillin methyl ester

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: 449.92

Molecular Weight (Monoisotopic): 449.0812

AlogP: 2.64

#Rotatable Bonds: 4

Polar Surface Area: 101.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -0.43

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