Ethyl 2-([1,1'-biphenyl]-4-yl)-4-hydroxy-5-oxo-1-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220390

PubChem CID: 168298506

Max Phase: Preclinical

Molecular Formula: C27H19F3N2O4S

Molecular Weight: 524.52

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3ccc(C(F)(F)F)cc3s2)C1c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H19F3N2O4S/c1-2-36-25(35)21-22(17-10-8-16(9-11-17)15-6-4-3-5-7-15)32(24(34)23(21)33)26-31-19-13-12-18(27(28,29)30)14-20(19)37-26/h3-14,22,33H,2H2,1H3

Standard InChI Key:  KFUFYNSQVBTXNX-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220390

   ---

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: 524.52

Molecular Weight (Monoisotopic): 524.1018

AlogP: 6.45

#Rotatable Bonds: 5

Polar Surface Area: 79.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.39

CX Basic pKa: ┄

CX LogP: 6.24

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.45

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