N'-(4-chlorobenzylidene)-2-((3,6-dimethyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)acetohydrazide

ID: ALA5282466

Max Phase: Preclinical

Molecular Formula: C22H19ClN6O2

Molecular Weight: 434.89

Names and Identifiers

Canonical SMILES:  Cc1nc(OCC(=O)N/N=C/c2ccc(Cl)cc2)c2c(C)nn(-c3ccccc3)c2n1

Standard InChI:  InChI=1S/C22H19ClN6O2/c1-14-20-21(29(28-14)18-6-4-3-5-7-18)25-15(2)26-22(20)31-13-19(30)27-24-12-16-8-10-17(23)11-9-16/h3-12H,13H2,1-2H3,(H,27,30)/b24-12+

Standard InChI Key:  AFGAOJIQXSWXHT-WYMPLXKRSA-N

Molfile:  

 
     RDKit          2D

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    1.1408    0.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    1.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674    0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674    0.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8572   -0.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408    0.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521   -0.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    1.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8371    0.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8554    2.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1408    2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5657    1.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4263   -0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5657   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -1.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5749   -1.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9912   -2.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977   -2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9797   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4262    2.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884    2.5587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4262    1.3209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    2.1462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7176    2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4323    2.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325    1.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602    1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    2.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500    2.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5749    0.9103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  2  0
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 14  7  1  0
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 14 19  1  0
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 11 20  1  0
 20 21  1  0
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 21 23  1  0
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 24 25  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 25 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282466

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 434.89

Molecular Weight (Monoisotopic): 434.1258

AlogP: 3.61

#Rotatable Bonds: 6

Polar Surface Area: 94.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.57

CX Basic pKa: 1.99

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -2.26

References

1. Liu FT, Li NG, Zhang YM, Xie WC, Yang SP, Lu T, Shi ZH..  (2020)  Recent advance in the development of novel, selective and potent FGFR inhibitors.,  186  [PMID:31761386] [10.1016/j.ejmech.2019.111884]

Source

Source(1):

• Scientific Literature