5-(2,3-dihydrobenzo[b][1,4]dioxane-6-yl)-3-(4-nitrophenyl)-N-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide

ID: ALA4283993

PubChem CID: 145990775

Max Phase: Preclinical

Molecular Formula: C24H20N4O4S

Molecular Weight: 460.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(C2=NN(C(=S)Nc3ccccc3)C(c3ccc4c(c3)OCCO4)C2)cc1

Standard InChI:  InChI=1S/C24H20N4O4S/c29-28(30)19-9-6-16(7-10-19)20-15-21(17-8-11-22-23(14-17)32-13-12-31-22)27(26-20)24(33)25-18-4-2-1-3-5-18/h1-11,14,21H,12-13,15H2,(H,25,33)

Standard InChI Key:  MPRRCMYBRNIYOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    9.3472   -5.4105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5268   -5.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2609   -6.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9178   -6.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5891   -6.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7582   -4.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800   -4.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3523   -3.9877    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5538   -6.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431   -6.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333   -6.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1400   -7.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8507   -7.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5584   -7.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9919   -4.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8137   -4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8222   -2.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4953   -7.6838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7862   -7.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7862   -6.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4953   -6.0453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2044   -6.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2044   -7.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0771   -6.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3645   -6.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3639   -7.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0771   -7.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4348   -7.8291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354   -8.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205   -7.4285    0.0000 O   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
  1  5  1  0
  6  7  1  0
  6  8  2  0
  1  6  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  3  9  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  7 15  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 21 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 22 30  2  0
 23 27  2  0
  5 28  1  0
 12 31  1  0
 31 32  2  0
 31 33  1  0
M  CHG  2  31   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4283993

   ---

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: 460.52

Molecular Weight (Monoisotopic): 460.1205

AlogP: 4.91

#Rotatable Bonds: 4

Polar Surface Area: 89.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: 0.80

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -1.40

References

1. Li HL, Su MM, Xu YJ, Xu C, Yang YS, Zhu HL..  (2018)  Design and biological evaluation of novel triaryl pyrazoline derivatives with dioxane moiety for selective BRAFV600E inhibition.,  155  [PMID:29940463] [10.1016/j.ejmech.2018.06.043]

Source

Source(1):

• Scientific Literature