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

ID: ALA5220921

PubChem CID: 168299104

Max Phase: Preclinical

Molecular Formula: C26H20N2O4S

Molecular Weight: 456.52

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3ccccc3s2)C1c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C26H20N2O4S/c1-2-32-25(31)21-22(18-14-12-17(13-15-18)16-8-4-3-5-9-16)28(24(30)23(21)29)26-27-19-10-6-7-11-20(19)33-26/h3-15,22,29H,2H2,1H3

Standard InChI Key:  ISLIWKMUWNZCLC-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220921

   ---

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: 456.52

Molecular Weight (Monoisotopic): 456.1144

AlogP: 5.43

#Rotatable Bonds: 5

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: 7.86

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.23

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.31

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