6-((3-Fluorobenzyl)thio)-5-(o-tolyl)-1H-pyrazolo[3,4-d]-pyrimidin-4(5H)-one

ID: ALA4217738

Chembl Id: CHEMBL4217738

Max Phase: Preclinical

Molecular Formula: C19H15FN4OS

Molecular Weight: 366.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-n1c(SCc2cccc(F)c2)nc2[nH]ncc2c1=O

Standard InChI:  InChI=1S/C19H15FN4OS/c1-12-5-2-3-8-16(12)24-18(25)15-10-21-23-17(15)22-19(24)26-11-13-6-4-7-14(20)9-13/h2-10H,11H2,1H3,(H,21,23)

Standard InChI Key:  SSEVBNPAVKLWFQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4217738

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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: 366.42

Molecular Weight (Monoisotopic): 366.0951

AlogP: 3.85

#Rotatable Bonds: 4

Polar Surface Area: 63.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.69

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: -2.46

References

1. Huddle BC, Grimley E, Buchman CD, Chtcherbinine M, Debnath B, Mehta P, Yang K, Morgan CA, Li S, Felton J, Sun D, Mehta G, Neamati N, Buckanovich RJ, Hurley TD, Larsen SD..  (2018)  Structure-Based Optimization of a Novel Class of Aldehyde Dehydrogenase 1A (ALDH1A) Subfamily-Selective Inhibitors as Potential Adjuncts to Ovarian Cancer Chemotherapy.,  61  (19): [PMID:30221940] [10.1021/acs.jmedchem.8b00930]

2. Liang D, Fan Y, Yang Z, Zhang Z, Liu M, Liu L, Jiang C..  (2020)  Discovery of coumarin-based selective aldehyde dehydrogenase 1A1 inhibitors with glucose metabolism improving activity.,  187  [PMID:31816557] [10.1016/j.ejmech.2019.111923]

3. Li B, Yang K, Liang D, Jiang C, Ma Z..  (2021)  Discovery and development of selective aldehyde dehydrogenase 1A1 (ALDH1A1) inhibitors.,  209  [PMID:33328099] [10.1016/j.ejmech.2020.112940]

Source

Source(1):

• Scientific Literature