4-(1,5-bis(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-3-yl)benzene-1,2-diol

ID: ALA4283413

PubChem CID: 145991650

Max Phase: Preclinical

Molecular Formula: C21H16Cl2N2O2

Molecular Weight: 399.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C2=NN(c3ccc(Cl)cc3)C(c3ccc(Cl)cc3)C2)cc1O

Standard InChI:  InChI=1S/C21H16Cl2N2O2/c22-15-4-1-13(2-5-15)19-12-18(14-3-10-20(26)21(27)11-14)24-25(19)17-8-6-16(23)7-9-17/h1-11,19,26-27H,12H2

Standard InChI Key:  MQKSXCWBYQNCLU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.6328  -22.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0717  -22.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5553  -23.4954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7932  -23.1953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8434  -22.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2611  -21.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4708  -22.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8918  -21.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1038  -20.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8878  -20.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4703  -21.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0837  -23.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0876  -24.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3806  -24.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6708  -24.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6685  -23.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3740  -23.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8904  -22.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2986  -22.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1138  -22.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5249  -22.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1219  -23.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3039  -23.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5214  -21.4401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3420  -22.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9640  -24.8355    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.5240  -20.0748    0.0000 Cl  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  1  0
  5  1  1  0
  5  6  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  4 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
  2 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 20 24  1  0
 21 25  1  0
 15 26  1  0
  9 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4283413

   ---

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: 399.28

Molecular Weight (Monoisotopic): 398.0589

AlogP: 5.76

#Rotatable Bonds: 3

Polar Surface Area: 56.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.93

CX Basic pKa: 3.60

CX LogP: 6.02

CX LogD: 6.00

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.78

References

1. Abdel-Halim M, Abadi AH, Engel M..  (2018)  Design and synthesis of novel 1,3,5-triphenyl pyrazolines as potential anti-inflammatory agents through allosteric inhibition of protein kinase Czeta (PKCζ).,  9  (6): [PMID:30108997] [10.1039/C8MD00100F]

Source

Source(1):

• Scientific Literature