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

ID: ALA1770494

PubChem CID: 54582780

Max Phase: Preclinical

Molecular Formula: C17H18N2O3S

Molecular Weight: 330.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(S(=O)(=O)c2ccc(C)cc2)C(c2ccccc2O)C1

Standard InChI:  InChI=1S/C17H18N2O3S/c1-12-7-9-14(10-8-12)23(21,22)19-16(11-13(2)18-19)15-5-3-4-6-17(15)20/h3-10,16,20H,11H2,1-2H3

Standard InChI Key:  HFSCUGRKIMEXGT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.2928  -12.1520    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5483  -12.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0999  -12.3230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9319  -11.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9307  -12.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6456  -12.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3620  -12.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3591  -11.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6438  -11.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2173  -11.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1308  -10.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238  -10.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9115  -10.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4637  -11.3449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9881   -9.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6413  -10.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083  -12.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8984  -11.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146  -12.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430  -12.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615  -13.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3429  -13.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1589  -13.1748    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
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1770494

   2-(3-Methyl-1-tosyl-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: 330.41

Molecular Weight (Monoisotopic): 330.1038

AlogP: 3.21

#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: 3.30

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.94

Np Likeness Score: -0.85

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