1-[4-[2-(1,3-benzothiazol-2-yl)pyrrolidin-1-yl]-4-oxo-butyl]-3-hydroxy-2-methyl-pyridin-4-one

ID: ALA4797501

Chembl Id: CHEMBL4797501

PubChem CID: 71664697

Max Phase: Preclinical

Molecular Formula: C21H23N3O3S

Molecular Weight: 397.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(O)c(=O)ccn1CCCC(=O)N1CCCC1c1nc2ccccc2s1

Standard InChI:  InChI=1S/C21H23N3O3S/c1-14-20(27)17(25)10-13-23(14)11-5-9-19(26)24-12-4-7-16(24)21-22-15-6-2-3-8-18(15)28-21/h2-3,6,8,10,13,16,27H,4-5,7,9,11-12H2,1H3

Standard InChI Key:  UGNAMSGGBGOPKD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4797501

   1-[4-[2-(1,3-Benzothiazol-2-yl)pyrrolidin-1-yl]-4-oxobutyl]-3-hydroxy-2-methylpyridin-4-one

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: 397.50

Molecular Weight (Monoisotopic): 397.1460

AlogP: 3.62

#Rotatable Bonds: 5

Polar Surface Area: 75.43

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: 1.52

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.37

References

1. Jiang X,Zhou T,Bai R,Xie Y.  (2020)  Hydroxypyridinone-Based Iron Chelators with Broad-Ranging Biological Activities.,  63  (23.0): [PMID:33023291] [10.1021/acs.jmedchem.0c01480]

2. Arshad JZ, Hanif M..  (2022)  Hydroxypyrone derivatives in drug discovery: from chelation therapy to rational design of metalloenzyme inhibitors.,  13  (10.0): [PMID:36325396] [10.1039/d2md00175f]

Source

Source(1):

• Scientific Literature