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

ID: ALA5220379

PubChem CID: 168298380

Max Phase: Preclinical

Molecular Formula: C26H22N2O5S

Molecular Weight: 474.54

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3ccc(C)cc3s2)C1c1ccc(OC)c2ccccc12

Standard InChI:  InChI=1S/C26H22N2O5S/c1-4-33-25(31)21-22(17-10-12-19(32-3)16-8-6-5-7-15(16)17)28(24(30)23(21)29)26-27-18-11-9-14(2)13-20(18)34-26/h5-13,22,29H,4H2,1-3H3

Standard InChI Key:  VNPWKZSVQMXKMQ-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220379

   ---

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: 474.54

Molecular Weight (Monoisotopic): 474.1249

AlogP: 5.23

#Rotatable Bonds: 5

Polar Surface Area: 88.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.87

CX Basic pKa: ┄

CX LogP: 5.06

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -1.26

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