Ethyl 4-hydroxy-1-(naphtho[1,2-d]thiazol-2-yl)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220491

PubChem CID: 168298266

Max Phase: Preclinical

Molecular Formula: C24H18N2O4S

Molecular Weight: 430.49

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3c(ccc4ccccc43)s2)C1c1ccccc1

Standard InChI:  InChI=1S/C24H18N2O4S/c1-2-30-23(29)18-20(15-9-4-3-5-10-15)26(22(28)21(18)27)24-25-19-16-11-7-6-8-14(16)12-13-17(19)31-24/h3-13,20,27H,2H2,1H3

Standard InChI Key:  QMNDYJPQBHYYET-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220491

   ---

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: 430.49

Molecular Weight (Monoisotopic): 430.0987

AlogP: 4.91

#Rotatable Bonds: 4

Polar Surface Area: 79.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.90

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.30

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