2-(1-(4-(3-Bromophenyl)thiazole)-4,5-dihydro-pyrazol-3-phenyl)phenol

ID: ALA4575357

PubChem CID: 155563852

Max Phase: Preclinical

Molecular Formula: C24H18BrN3OS

Molecular Weight: 476.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccccc1C1CC(c2ccccc2)=NN1c1nc(-c2cccc(Br)c2)cs1

Standard InChI:  InChI=1S/C24H18BrN3OS/c25-18-10-6-9-17(13-18)21-15-30-24(26-21)28-22(19-11-4-5-12-23(19)29)14-20(27-28)16-7-2-1-3-8-16/h1-13,15,22,29H,14H2

Standard InChI Key:  BJKRPBZRGHLHLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   22.1719   -4.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9462   -4.6454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4440   -3.9973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9815   -3.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1938   -3.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2715   -4.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7340   -4.6897    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5218   -4.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5436   -3.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7693   -3.3639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2525   -2.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0615   -2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3388   -1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8040   -1.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9926   -1.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7232   -1.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2198   -3.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9618   -3.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6391   -3.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5758   -2.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8293   -1.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1550   -2.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4961   -4.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7541   -4.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0767   -4.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1400   -5.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8865   -6.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5608   -5.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9159   -2.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7612   -1.0786    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  3  6  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  9 17  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  1 23  1  0
 16 29  1  0
 21 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575357

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.40

Molecular Weight (Monoisotopic): 475.0354

AlogP: 6.63

#Rotatable Bonds: 4

Polar Surface Area: 48.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.17

CX Basic pKa: 4.44

CX LogP: 7.26

CX LogD: 7.25

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.36

Np Likeness Score: -1.31

References

1. Wang ZC, Shen FQ, Yang MR, You LX, Chen LZ, Zhu HL, Lu YD, Kong FL, Wang MH..  (2018)  Dihydropyrazothiazole derivatives as potential MMP-2/MMP-8 inhibitors for cancer therapy.,  28  (23-24): [PMID:30342958] [10.1016/j.bmcl.2018.05.004]

Source

Source(1):

• Scientific Literature