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

ID: ALA4218196

PubChem CID: 139413691

Max Phase: Preclinical

Molecular Formula: C20H17FN4O2S

Molecular Weight: 396.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-n2c(SCc3cccc(F)c3)nc3c(cnn3C)c2=O)c1

Standard InChI:  InChI=1S/C20H17FN4O2S/c1-24-18-17(11-22-24)19(26)25(15-7-4-8-16(10-15)27-2)20(23-18)28-12-13-5-3-6-14(21)9-13/h3-11H,12H2,1-2H3

Standard InChI Key:  BGTVGYWDKJYKAS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   29.0052  -10.9495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2999  -10.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2999   -9.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7123  -12.1764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.4206  -11.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4170   -9.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7115   -9.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1236  -12.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8299  -13.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5392  -12.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.8309  -11.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2446  -11.7640    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.5947  -11.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5947  -10.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8174  -10.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3370  -11.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8174  -12.0193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5649  -12.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4166   -8.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1240   -8.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 13 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218196

   ---

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: 396.45

Molecular Weight (Monoisotopic): 396.1056

AlogP: 3.56

#Rotatable Bonds: 5

Polar Surface Area: 61.94

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -2.55

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]

Source

Source(1):

• Scientific Literature