Ethyl 4-Hydroxy-2-(6-hydroxynaphthalen-2-yl)-1-(6-methylbenzo[d]thiazol-2-yl)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220350

PubChem CID: 168298250

Max Phase: Preclinical

Molecular Formula: C25H20N2O5S

Molecular Weight: 460.51

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3ccc(C)cc3s2)C1c1ccc2cc(O)ccc2c1

Standard InChI:  InChI=1S/C25H20N2O5S/c1-3-32-24(31)20-21(16-6-5-15-12-17(28)8-7-14(15)11-16)27(23(30)22(20)29)25-26-18-9-4-13(2)10-19(18)33-25/h4-12,21,28-29H,3H2,1-2H3

Standard InChI Key:  LNAMWJUAWUDFFZ-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220350

   ---

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: 460.51

Molecular Weight (Monoisotopic): 460.1093

AlogP: 4.93

#Rotatable Bonds: 4

Polar Surface Area: 99.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.79

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.77

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.18

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