Ethyl 1,2-Bis(4-chlorophenyl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220391

PubChem CID: 69499254

Max Phase: Preclinical

Molecular Formula: C19H15Cl2NO4

Molecular Weight: 392.24

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2ccc(Cl)cc2)C1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H15Cl2NO4/c1-2-26-19(25)15-16(11-3-5-12(20)6-4-11)22(18(24)17(15)23)14-9-7-13(21)8-10-14/h3-10,16,23H,2H2,1H3

Standard InChI Key:  HDJLRRFRHBUHKB-UHFFFAOYSA-N

Molfile:  

 
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    2.2530    1.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0497    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    1.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832    0.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5220391

   ethyl 1,2-bis(4-chlorophenyl)-4-hydroxy-5-oxo-2H-pyrrole-3-carboxylate

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: 392.24

Molecular Weight (Monoisotopic): 391.0378

AlogP: 4.46

#Rotatable Bonds: 4

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: 7.35

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -0.99

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