4-((1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(2-chlorophenyl)piperidine-1-carbothioamide

ID: ALA4780723

PubChem CID: 162663199

Max Phase: Preclinical

Molecular Formula: C17H18ClN7S

Molecular Weight: 387.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  S=C(Nc1ccccc1Cl)N1CCC(Nc2ncnc3[nH]ncc23)CC1

Standard InChI:  InChI=1S/C17H18ClN7S/c18-13-3-1-2-4-14(13)23-17(26)25-7-5-11(6-8-25)22-15-12-9-21-24-16(12)20-10-19-15/h1-4,9-11H,5-8H2,(H,23,26)(H2,19,20,21,22,24)

Standard InChI Key:  IUPPJUJSKAITSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   14.8904   -6.0467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2978   -6.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1163   -6.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5196   -6.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2973   -5.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1127   -5.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3629   -4.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7023   -4.0866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0438   -4.5673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3368   -6.0431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7438   -5.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5610   -5.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3337   -4.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7408   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5580   -3.9174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9651   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9681   -4.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5550   -2.5020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.7823   -3.2071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1893   -2.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0061   -2.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4131   -1.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0029   -1.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1815   -1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7782   -1.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4153   -3.2058    0.0000 Cl  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
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780723

   ---

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: 387.90

Molecular Weight (Monoisotopic): 387.1033

AlogP: 3.28

#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: 2.46

CX LogD: 2.45

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -2.28

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