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

ID: ALA4285067

PubChem CID: 145992396

Max Phase: Preclinical

Molecular Formula: C24H20ClN3O2S

Molecular Weight: 449.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(Nc1ccccc1)N1N=C(c2cccc(Cl)c2)CC1c1ccc2c(c1)OCCO2

Standard InChI:  InChI=1S/C24H20ClN3O2S/c25-18-6-4-5-16(13-18)20-15-21(17-9-10-22-23(14-17)30-12-11-29-22)28(27-20)24(31)26-19-7-2-1-3-8-19/h1-10,13-14,21H,11-12,15H2,(H,26,31)

Standard InChI Key:  LEIPHKWIBVWYRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    8.0678   -5.7241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2473   -5.7139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9815   -6.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6383   -6.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3097   -6.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4788   -5.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3006   -5.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0728   -4.3014    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2743   -6.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5637   -6.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8539   -6.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8606   -7.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5712   -8.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2789   -7.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7125   -4.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5342   -4.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9488   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5428   -2.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7223   -2.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3104   -3.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2158   -7.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5067   -7.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5067   -6.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2158   -6.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9249   -6.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9249   -7.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7976   -6.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0851   -6.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0844   -7.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7976   -7.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1361   -6.5063    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
  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
 11 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4285067

   ---

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: 449.96

Molecular Weight (Monoisotopic): 449.0965

AlogP: 5.66

#Rotatable Bonds: 3

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.99

CX Basic pKa: 1.08

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.41

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