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

ID: ALA5220961

PubChem CID: 168299356

Max Phase: Preclinical

Molecular Formula: C26H22ClNO4

Molecular Weight: 447.92

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(Cc2ccc(Cl)cc2)C1c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C26H22ClNO4/c1-2-32-26(31)22-23(20-12-10-19(11-13-20)18-6-4-3-5-7-18)28(25(30)24(22)29)16-17-8-14-21(27)15-9-17/h3-15,23,29H,2,16H2,1H3

Standard InChI Key:  GYPASEIVAYFPAR-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220961

   ---

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: 447.92

Molecular Weight (Monoisotopic): 447.1237

AlogP: 5.47

#Rotatable Bonds: 6

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.39

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -0.96

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