5-(3-(4-Bromobenzoyl)-4-hydroxy-5-oxo-2-(4-(thiazol-2-yl)phenyl)-2,5-dihydro-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

ID: ALA4799906

Chembl Id: CHEMBL4799906

PubChem CID: 59052095

Max Phase: Preclinical

Molecular Formula: C27H17BrN2O6S

Molecular Weight: 577.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C1=C(O)C(=O)N(c2ccc(O)c(C(=O)O)c2)C1c1ccc(-c2nccs2)cc1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C27H17BrN2O6S/c28-17-7-5-15(6-8-17)23(32)21-22(14-1-3-16(4-2-14)25-29-11-12-37-25)30(26(34)24(21)33)18-9-10-20(31)19(13-18)27(35)36/h1-13,22,31,33H,(H,35,36)

Standard InChI Key:  QXDSUYVYKQGWBY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4799906

   5-[(4E)-4-[(4-bromophenyl)-hydroxymethylidene]-2,3-dioxo-5-[4-(1,3-thiazol-2-yl)phenyl]pyrrolidin-1-yl]-2-hydroxybenzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 577.41

Molecular Weight (Monoisotopic): 575.9991

AlogP: 5.76

#Rotatable Bonds: 6

Polar Surface Area: 128.03

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.31

CX Basic pKa: 2.91

CX LogP: 4.71

CX LogD: 1.68

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -1.18

References

1. Borgelt L,Li F,Hommen P,Lampe P,Hwang J,Goebel GL,Sievers S,Wu P.  (2021)  Trisubstituted Pyrrolinones as Small-Molecule Inhibitors Disrupting the Protein-RNA Interaction of LIN28 and Let-7.,  12  (6.0): [PMID:34136077] [10.1021/acsmedchemlett.0c00546]

Source

Source(1):

• Scientific Literature