2-Hydroxyethyl 2-(5-(4-Chlorophenyl)furan-2-yl)-4-hydroxy-1-(6-methylbenzo[d]thiazol-2-yl)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220877

Chembl Id: CHEMBL5220877

PubChem CID: 168298528

Max Phase: Preclinical

Molecular Formula: C25H19ClN2O6S

Molecular Weight: 510.96

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(N3C(=O)C(O)=C(C(=O)OCCO)C3c3ccc(-c4ccc(Cl)cc4)o3)sc2c1

Standard InChI:  InChI=1S/C25H19ClN2O6S/c1-13-2-7-16-19(12-13)35-25(27-16)28-21(20(22(30)23(28)31)24(32)33-11-10-29)18-9-8-17(34-18)14-3-5-15(26)6-4-14/h2-9,12,21,29-30H,10-11H2,1H3

Standard InChI Key:  PCADJBUXCPMLMU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5220877

   ---

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: 510.96

Molecular Weight (Monoisotopic): 510.0652

AlogP: 4.95

#Rotatable Bonds: 6

Polar Surface Area: 113.10

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.58

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.19

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: -1.44

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