(R)-6-((1-(4-Chlorophenyl)ethyl)amino)-1-isopropyl-5-(thiophen-3-ylmethyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

ID: ALA4646928

PubChem CID: 156020121

Max Phase: Preclinical

Molecular Formula: C21H22ClN5OS

Molecular Weight: 427.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)n1ncc2c(=O)n(Cc3ccsc3)c(N[C@H](C)c3ccc(Cl)cc3)nc21

Standard InChI:  InChI=1S/C21H22ClN5OS/c1-13(2)27-19-18(10-23-27)20(28)26(11-15-8-9-29-12-15)21(25-19)24-14(3)16-4-6-17(22)7-5-16/h4-10,12-14H,11H2,1-3H3,(H,24,25)/t14-/m1/s1

Standard InChI Key:  DTBMNWBCVVNLPF-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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   32.0763  -25.5888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0763  -23.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7858  -24.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7857  -25.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5637  -25.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0462  -24.7699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5638  -24.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0763  -23.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.9557  -24.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8153  -26.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6640  -25.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6651  -26.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9580  -26.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2532  -26.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5466  -26.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5474  -27.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2606  -28.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9643  -27.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8408  -28.0466    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.3734  -26.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2687  -26.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6147  -26.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2064  -24.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6626  -24.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0749  -25.3607    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.8733  -25.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 19 22  1  0
 15 23  1  6
 13 24  1  0
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 28 29  1  0
 29 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646928

   ---

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: 427.96

Molecular Weight (Monoisotopic): 427.1234

AlogP: 5.11

#Rotatable Bonds: 6

Polar Surface Area: 64.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.21

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -2.43

References

1. Wu Y, Tian YJ, Le ML, Zhang SR, Zhang C, Huang MX, Jiang MY, Zhang B, Luo HB..  (2020)  Discovery of Novel Selective and Orally Bioavailable Phosphodiesterase-1 Inhibitors for the Efficient Treatment of Idiopathic Pulmonary Fibrosis.,  63  (14): [PMID:32603117] [10.1021/acs.jmedchem.0c00711]

Source

Source(1):

• Scientific Literature