1-(1-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperidin-4-yl)-3-(3-chlorophenyl)urea

ID: ALA4780324

PubChem CID: 162662916

Max Phase: Preclinical

Molecular Formula: C17H18ClN7O

Molecular Weight: 371.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)NC1CCN(c2ncnc3[nH]ncc23)CC1

Standard InChI:  InChI=1S/C17H18ClN7O/c18-11-2-1-3-13(8-11)23-17(26)22-12-4-6-25(7-5-12)16-14-9-21-24-15(14)19-10-20-16/h1-3,8-10,12H,4-7H2,(H2,22,23,26)(H,19,20,21,24)

Standard InChI Key:  HQQDBGZFUMHFCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   14.3291  -12.3655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7365  -13.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5550  -13.0687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9583  -12.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7360  -11.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5513  -11.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8016  -10.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1409  -10.4054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4825  -10.8861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7755  -12.3619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1856  -13.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1825  -11.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9997  -11.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0028  -13.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4098  -12.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2270  -12.3567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6341  -11.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2240  -10.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4513  -11.6463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8584  -10.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6760  -10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0830  -10.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6729   -9.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8514   -9.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4481  -10.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9002  -10.2290    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
 10 12  1  0
 12 13  1  0
 11 14  1  0
 13 15  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 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
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780324

   ---

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: 371.83

Molecular Weight (Monoisotopic): 371.1261

AlogP: 2.80

#Rotatable Bonds: 3

Polar Surface Area: 98.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: 3.90

CX LogP: 1.98

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -2.40

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