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

ID: ALA5220662

PubChem CID: 168298395

Max Phase: Preclinical

Molecular Formula: C25H21NO4

Molecular Weight: 399.45

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2ccc(-c3ccccc3)cc2)C1c1ccccc1

Standard InChI:  InChI=1S/C25H21NO4/c1-2-30-25(29)21-22(19-11-7-4-8-12-19)26(24(28)23(21)27)20-15-13-18(14-16-20)17-9-5-3-6-10-17/h3-16,22,27H,2H2,1H3

Standard InChI Key:  JEUYUQUHSLUWFN-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220662

   ---

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: 399.45

Molecular Weight (Monoisotopic): 399.1471

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 66.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.16

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -0.76

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