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

ID: ALA4876602

PubChem CID: 132259554

Max Phase: Preclinical

Molecular Formula: C20H18N4OS

Molecular Weight: 362.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](Sc1nc2c(cnn2C)c(=O)n1-c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C20H18N4OS/c1-14(15-9-5-3-6-10-15)26-20-22-18-17(13-21-23(18)2)19(25)24(20)16-11-7-4-8-12-16/h3-14H,1-2H3/t14-/m1/s1

Standard InChI Key:  JNPNRKXZLIGUCT-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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    3.5964  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044  -20.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0141  -20.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0113  -19.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026  -19.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1742  -20.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787  -21.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867  -21.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1756  -19.4779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625  -21.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633  -20.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796  -20.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1944  -21.1152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783  -21.7824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251  -22.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945  -21.9353    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5950  -22.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029  -23.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983  -23.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0054  -24.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7139  -23.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7108  -23.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031  -22.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875  -23.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 13  1  0
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 20 21  2  0
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 25 20  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876602

   ---

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: 362.46

Molecular Weight (Monoisotopic): 362.1201

AlogP: 3.97

#Rotatable Bonds: 4

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: 4.48

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -1.96

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