2-(3-methyl-1-(4-nitrophenethylsulfonyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

ID: ALA1770495

PubChem CID: 54584754

Max Phase: Preclinical

Molecular Formula: C18H19N3O5S

Molecular Weight: 389.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(S(=O)(=O)CCc2ccc([N+](=O)[O-])cc2)C(c2ccccc2O)C1

Standard InChI:  InChI=1S/C18H19N3O5S/c1-13-12-17(16-4-2-3-5-18(16)22)20(19-13)27(25,26)11-10-14-6-8-15(9-7-14)21(23)24/h2-9,17,22H,10-12H2,1H3

Standard InChI Key:  HMSFBHVDDUACRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   15.0428  -11.5229    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2983  -12.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8499  -11.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6819  -10.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6807  -11.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3956  -12.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1120  -11.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1091  -10.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3938  -10.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9673  -10.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8808   -9.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0738   -9.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6615  -10.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2137  -10.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7381   -8.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3913   -9.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2583  -11.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0929  -12.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3100  -12.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6970  -12.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9148  -12.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7481  -13.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3699  -13.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1498  -13.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9621  -13.6262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7972  -14.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3446  -13.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 10  1  0
  7  8  1  0
 12 15  1  0
 14  1  1  0
  4  5  2  0
  9 16  1  0
  8  9  2  0
  1 17  1  0
  9  4  1  0
 18 17  1  0
  1  3  2  0
 18 19  1  0
  4 10  1  0
 19 20  2  0
 10 11  1  0
 20 21  1  0
  5  6  1  0
 21 22  2  0
 22 23  1  0
  6  7  2  0
 23 24  2  0
 24 19  1  0
  2  1  2  0
 11 12  1  0
 12 13  2  0
 25 26  2  0
 25 27  1  0
 22 25  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1770495

   2-(3-methyl-1-(4-nitrophenethylsulfonyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

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: 389.43

Molecular Weight (Monoisotopic): 389.1045

AlogP: 3.00

#Rotatable Bonds: 6

Polar Surface Area: 113.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -0.81

References

1. Liu XH, Ruan BF, Liu JX, Song BA, Jing LH, Li J, Yang Y, Zhu HL, Qi XB..  (2011)  Design and synthesis of N-phenylacetyl (sulfonyl) 4,5-dihydropyrazole derivatives as potential antitumor agents.,  21  (10): [PMID:21486698] [10.1016/j.bmcl.2011.03.066]

Source

Source(1):

• Scientific Literature