4-((1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(p-tolyl)piperidine-1-carbothioamide

ID: ALA4776242

PubChem CID: 162642837

Max Phase: Preclinical

Molecular Formula: C18H21N7S

Molecular Weight: 367.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=S)N2CCC(Nc3ncnc4[nH]ncc34)CC2)cc1

Standard InChI:  InChI=1S/C18H21N7S/c1-12-2-4-13(5-3-12)23-18(26)25-8-6-14(7-9-25)22-16-15-10-21-24-17(15)20-11-19-16/h2-5,10-11,14H,6-9H2,1H3,(H,23,26)(H2,19,20,21,22,24)

Standard InChI Key:  AVEJNHMRONFOEY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7645  -27.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1718  -28.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9904  -28.6325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3936  -27.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1714  -27.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9867  -27.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2370  -26.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5763  -25.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9178  -26.4499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2108  -27.9257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6179  -27.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4351  -27.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2078  -26.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6148  -25.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4320  -25.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8391  -25.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8421  -26.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4290  -24.3846    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.6563  -25.0896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0634  -24.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8801  -24.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2871  -23.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8770  -22.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0555  -22.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6522  -23.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2831  -22.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 12 17  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776242

   ---

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: 367.48

Molecular Weight (Monoisotopic): 367.1579

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 81.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.07

CX Basic pKa: 4.06

CX LogP: 2.37

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -2.10

References

1. Zhang J,Zou L,Tang P,Pan D,He Z,Yao D.  (2020)  Design, synthesis and biological evaluation of 1H-pyrazolo [3,4-d]pyrimidine derivatives as PAK1 inhibitors that trigger apoptosis, ER stress and anti-migration effect in MDA-MB-231 cells.,  194  [PMID:32222676] [10.1016/j.ejmech.2020.112220]

Source

Source(1):

• Scientific Literature