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

ID: ALA4876076

PubChem CID: 132259118

Max Phase: Preclinical

Molecular Formula: C21H20N4OS

Molecular Weight: 376.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(Sc1nc2c(cnn2C)c(=O)n1-c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C21H20N4OS/c1-3-18(15-10-6-4-7-11-15)27-21-23-19-17(14-22-24(19)2)20(26)25(21)16-12-8-5-9-13-16/h4-14,18H,3H2,1-2H3

Standard InChI Key:  UJZUXSRRZFTERS-UHFFFAOYSA-N

Molfile:  

 
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   21.0711  -19.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7791  -20.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4888  -19.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4859  -19.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7773  -18.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3596  -20.3885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6489  -19.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6534  -21.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3614  -21.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6503  -19.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9372  -21.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9380  -20.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1543  -20.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6691  -20.7932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1530  -21.4605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8998  -22.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0692  -21.6134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0697  -22.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7776  -22.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7730  -23.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4801  -24.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1885  -23.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1854  -22.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4777  -22.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3622  -22.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6543  -22.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
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  8 13  1  0
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  9 10  2  0
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  8 11  2  0
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 19 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876076

   ---

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: 376.49

Molecular Weight (Monoisotopic): 376.1358

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 52.71

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -1.66

References

1. Huddle BC, Grimley E, Chtcherbinine M, Buchman CD, Takahashi C, Debnath B, McGonigal SC, Mao S, Li S, Felton J, Pan S, Wen B, Sun D, Neamati N, Buckanovich RJ, Hurley TD, Larsen SD..  (2021)  Development of 2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one inhibitors of aldehyde dehydrogenase 1A (ALDH1A) as potential adjuncts to ovarian cancer chemotherapy.,  211  [PMID:33341649] [10.1016/j.ejmech.2020.113060]

Source

Source(1):

• Scientific Literature