Ethyl 4-hydroxy-5-oxo-2-phenyl-1-(4,5,6,7-tetrahydrobenzo[d]thiazol-2-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate

ID: ALA5220650

PubChem CID: 168298389

Max Phase: Preclinical

Molecular Formula: C20H20N2O4S

Molecular Weight: 384.46

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(O)C(=O)N(c2nc3c(s2)CCCC3)C1c1ccccc1

Standard InChI:  InChI=1S/C20H20N2O4S/c1-2-26-19(25)15-16(12-8-4-3-5-9-12)22(18(24)17(15)23)20-21-13-10-6-7-11-14(13)27-20/h3-5,8-9,16,23H,2,6-7,10-11H2,1H3

Standard InChI Key:  QBLKAEGJJYOIFW-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220650

   ---

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: 384.46

Molecular Weight (Monoisotopic): 384.1144

AlogP: 3.49

#Rotatable Bonds: 4

Polar Surface Area: 79.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: -1.46

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