2-(3-Methyl-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

ID: ALA1770493

PubChem CID: 54583766

Max Phase: Preclinical

Molecular Formula: C16H16N2O3S

Molecular Weight: 316.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(S(=O)(=O)c2ccccc2)C(c2ccccc2O)C1

Standard InChI:  InChI=1S/C16H16N2O3S/c1-12-11-15(14-9-5-6-10-16(14)19)18(17-12)22(20,21)13-7-3-2-4-8-13/h2-10,15,19H,11H2,1H3

Standard InChI Key:  DIWWKKFMDSWKMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -1.5614  -12.4187    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3059  -13.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543  -12.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777  -11.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766  -12.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914  -12.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078  -12.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5050  -11.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896  -11.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6368  -11.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233  -10.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303  -10.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427  -10.9988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3904  -11.6116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -9.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871  -10.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458  -12.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9558  -12.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7396  -12.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9111  -13.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927  -13.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5113  -13.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  2  1  2  0
 11 12  1  0
 12 13  2  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
 17 18  2  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 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1770493

   2-(3-Methyl-1-(phenylsulfonyl)-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: 316.38

Molecular Weight (Monoisotopic): 316.0882

AlogP: 2.90

#Rotatable Bonds: 3

Polar Surface Area: 69.97

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.95

Np Likeness Score: -0.77

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