1-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]-N-methyl-3-[4-(piperazin-1-yl)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-amine

ID: ALA4211308

PubChem CID: 145965031

Max Phase: Preclinical

Molecular Formula: C26H28N10

Molecular Weight: 480.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ncc2c(-c3ccc(N4CCNCC4)cc3)nn(Cc3cn(Cc4ccccc4)nn3)c2n1

Standard InChI:  InChI=1S/C26H28N10/c1-27-26-29-15-23-24(20-7-9-22(10-8-20)34-13-11-28-12-14-34)32-36(25(23)30-26)18-21-17-35(33-31-21)16-19-5-3-2-4-6-19/h2-10,15,17,28H,11-14,16,18H2,1H3,(H,27,29,30)

Standard InChI Key:  UYWDDAKIGJTMMG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.8145   -6.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5225   -7.1428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5207   -5.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2293   -5.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2341   -6.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0142   -6.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4915   -6.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   28.3026   -3.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7520   -3.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9501   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7057   -4.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0036   -2.5462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.9146   -8.2856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5865   -9.0340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1970   -9.5774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9023   -9.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1064   -7.1419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3990   -6.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.7102  -10.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9662  -10.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8850  -11.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.2953  -11.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 10  1  0
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 17 18  1  0
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 19 20  1  0
 20 21  1  0
 13 16  1  0
  7 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
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  2 28  1  0
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 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4211308

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 480.58

Molecular Weight (Monoisotopic): 480.2498

AlogP: 2.63

#Rotatable Bonds: 7

Polar Surface Area: 101.61

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.86

CX LogP: 3.20

CX LogD: 1.73

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -1.79

References

1. Myers SH, Temps C, Houston DR, Brunton VG, Unciti-Broceta A..  (2018)  Development of Potent Inhibitors of Receptor Tyrosine Kinases by Ligand-Based Drug Design and Target-Biased Phenotypic Screening.,  61  (5): [PMID:29466002] [10.1021/acs.jmedchem.7b01605]

Source

Source(1):

• Scientific Literature