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

ID: ALA5220784

PubChem CID: 168299487

Max Phase: Preclinical

Molecular Formula: C26H19BrN2O4S

Molecular Weight: 535.42

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H19BrN2O4S/c1-2-33-25(32)21-22(17-10-8-16(9-11-17)15-6-4-3-5-7-15)29(24(31)23(21)30)26-28-19-13-12-18(27)14-20(19)34-26/h3-14,22,30H,2H2,1H3

Standard InChI Key:  HGQQTRLCOBKUPM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.6604    2.1960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1062    1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4937   -3.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -3.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5290    2.3180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    2.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9088   -0.1494    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  1 33  2  0
 13 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220784

   ---

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: 535.42

Molecular Weight (Monoisotopic): 534.0249

AlogP: 6.19

#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: 7.54

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 5.90

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -1.38

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