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

ID: ALA5221132

PubChem CID: 168299899

Max Phase: Preclinical

Molecular Formula: C27H22N2O4S

Molecular Weight: 470.55

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3ccc(C)cc3s2)C1c1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C27H22N2O4S/c1-3-33-26(32)22-23(19-12-8-7-11-18(19)17-9-5-4-6-10-17)29(25(31)24(22)30)27-28-20-14-13-16(2)15-21(20)34-27/h4-15,23,30H,3H2,1-2H3

Standard InChI Key:  RCRDDYVAETVSSX-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5221132

   ---

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: 470.55

Molecular Weight (Monoisotopic): 470.1300

AlogP: 5.73

#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: 8.00

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 5.78

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -1.34

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