N'-(4-fluorobenzylidene)-3,6-dimethyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carbohydrazide

ID: ALA4071381

PubChem CID: 137638229

Max Phase: Preclinical

Molecular Formula: C22H18FN5O

Molecular Weight: 387.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N/N=C/c2ccc(F)cc2)c2c(C)nn(-c3ccccc3)c2n1

Standard InChI:  InChI=1S/C22H18FN5O/c1-14-12-19(22(29)26-24-13-16-8-10-17(23)11-9-16)20-15(2)27-28(21(20)25-14)18-6-4-3-5-7-18/h3-13H,1-2H3,(H,26,29)/b24-13+

Standard InChI Key:  HCCMFKYMWHLSJG-ZMOGYAJESA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   12.6769  -10.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6790   -9.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3891   -9.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0972   -9.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0951  -10.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3850  -11.0818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4206  -10.2596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8990  -10.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9024   -9.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3912   -8.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0972   -8.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6831   -8.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6852   -7.4026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6465  -11.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1928  -12.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9403  -13.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1374  -13.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5911  -12.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8477  -11.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8031  -11.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6538   -8.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3912   -6.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3933   -6.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6852   -5.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6873   -4.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3974   -4.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1055   -4.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1034   -5.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3995   -3.7270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  1  0
  7  9  2  0
  1  8  1  0
  2  9  1  0
 12 13  1  0
 10 11  2  0
 10 12  1  0
  3 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  8 14  1  0
  5 20  1  0
  9 21  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 26 29  1  0
 13 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071381

   ---

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: 387.42

Molecular Weight (Monoisotopic): 387.1495

AlogP: 3.94

#Rotatable Bonds: 4

Polar Surface Area: 72.17

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.42

CX Basic pKa: 1.82

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -2.40

References

1. Lourenço AL, Salvador RRS, Silva LA, Saito MS, Mello JFR, Cabral LM, Rodrigues CR, Vera MAF, Muri EMF, de Souza AMT, Craik CS, Dias LRS, Castro HC, Sathler PC..  (2017)  Synthesis and mechanistic evaluation of novel N'-benzylidene-carbohydrazide-1H-pyrazolo[3,4-b]pyridine derivatives as non-anionic antiplatelet agents.,  135  [PMID:28453995] [10.1016/j.ejmech.2017.04.023]

Source

Source(1):

• Scientific Literature