Tert-butyl 1-(6-chlorobenzo[d]thiazol-2-yl)-4-hydroxy-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5219151

Chembl Id: CHEMBL5219151

PubChem CID: 168297998

Max Phase: Preclinical

Molecular Formula: C22H19ClN2O4S

Molecular Weight: 442.92

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)C1=C(O)C(=O)N(c2nc3ccc(Cl)cc3s2)C1c1ccccc1

Standard InChI:  InChI=1S/C22H19ClN2O4S/c1-22(2,3)29-20(28)16-17(12-7-5-4-6-8-12)25(19(27)18(16)26)21-24-14-10-9-13(23)11-15(14)30-21/h4-11,17,26H,1-3H3

Standard InChI Key:  XFCUBNLVPVBACG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5219151

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 442.92

Molecular Weight (Monoisotopic): 442.0754

AlogP: 5.19

#Rotatable Bonds: 3

Polar Surface Area: 79.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.54

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 4.78

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.60

References

1. Fathalla RK, Fröhner W, Bader CD, Fischer PD, Dahlem C, Chatterjee D, Mathea S, Kiemer AK, Arthanari H, Müller R, Abdel-Halim M, Ducho C, Engel M..  (2022)  Identification and Biochemical Characterization of Pyrrolidinediones as Novel Inhibitors of the Bacterial Enzyme MurA.,  65  (21.0): [PMID:36269107] [10.1021/acs.jmedchem.2c01275]

Source

Source(1):

• Scientific Literature