4-(4-chlorobenzoyl)-3-hydroxy-1-(pyridin-3-ylmethyl)-5-(3,4,5-trimethoxyphenyl)-1H-pyrrol-2(5H)-one

ID: ALA461201

Chembl Id: CHEMBL461201

PubChem CID: 5734936

Max Phase: Preclinical

Molecular Formula: C26H23ClN2O6

Molecular Weight: 494.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2C(C(=O)c3ccc(Cl)cc3)=C(O)C(=O)N2Cc2cccnc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C26H23ClN2O6/c1-33-19-11-17(12-20(34-2)25(19)35-3)22-21(23(30)16-6-8-18(27)9-7-16)24(31)26(32)29(22)14-15-5-4-10-28-13-15/h4-13,22,31H,14H2,1-3H3

Standard InChI Key:  AYHJMQNCWLNOEL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA461201

   3-(4-chlorobenzoyl)-4-hydroxy-1-(3-pyridylmethyl)-2-(3,4,5-trimethoxyphenyl)-2H-pyrrol-5-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 494.93

Molecular Weight (Monoisotopic): 494.1245

AlogP: 4.54

#Rotatable Bonds: 8

Polar Surface Area: 98.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.19

CX Basic pKa: 4.81

CX LogP: 2.89

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: -0.94

References

1. Cho Y, Ioerger TR, Sacchettini JC..  (2008)  Discovery of novel nitrobenzothiazole inhibitors for Mycobacterium tuberculosis ATP phosphoribosyl transferase (HisG) through virtual screening.,  51  (19): [PMID:18778048] [10.1021/jm800328v]

Source

Source(1):

• Scientific Literature