N-(2-momholinoethyl)-1,3-di-p-tolyl-1H-pyrazole-4-carboxamide

ID: ALA4776759

PubChem CID: 29206303

Max Phase: Preclinical

Molecular Formula: C24H28N4O2

Molecular Weight: 404.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(-c2nn(-c3ccccc3)cc2C(=O)NCCN2CCOCC2)cc1

Standard InChI:  InChI=1S/C24H28N4O2/c1-2-19-8-10-20(11-9-19)23-22(18-28(26-23)21-6-4-3-5-7-21)24(29)25-12-13-27-14-16-30-17-15-27/h3-11,18H,2,12-17H2,1H3,(H,25,29)

Standard InChI Key:  POKUESGCUSOYAZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   36.4921   -5.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2307   -4.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1283   -4.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3228   -4.0152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9337   -4.7329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9473   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9654   -6.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6458   -4.9469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3624   -5.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0609   -4.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7774   -5.3085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7915   -6.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5040   -6.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2050   -6.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1889   -5.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4718   -4.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9724   -3.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4379   -2.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0878   -1.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2723   -1.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8083   -2.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1610   -3.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3412   -6.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5683   -6.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4158   -7.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0353   -7.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8099   -7.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9587   -6.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8840   -8.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1129   -8.8078    0.0000 C   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
  5  1  2  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  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
  4 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
 26 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776759

   3-(4-ethylphenyl)-N-(2-morpholin-4-ylethyl)-1-phenylpyrazole-4-carboxamide

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: 404.51

Molecular Weight (Monoisotopic): 404.2212

AlogP: 3.16

#Rotatable Bonds: 7

Polar Surface Area: 59.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 6.07

CX LogP: 3.92

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -2.09

References

1. Zhao B,Liang Q,Ren H,Zhang X,Wu Y,Zhang K,Ma LY,Zheng YC,Liu HM.  (2020)  Discovery of pyrazole derivatives as cellular active inhibitors of histone lysine specific demethylase 5B (KDM5B/JARID1B).,  192  [PMID:32155529] [10.1016/j.ejmech.2020.112161]

2. Sayegh, Joyce J and 9 more authors.  2013-03-29  Identification of small molecule inhibitors of Jumonji AT-rich interactive domain 1B (JARID1B) histone demethylase by a sensitive high throughput screen.  [PMID:23408432]

3. Bavetsias, Vassilios and 42 more authors.  2016-02-25  8-Substituted Pyrido[3,4-d]pyrimidin-4(3H)-one Derivatives As Potent, Cell Permeable, KDM4 (JMJD2) and KDM5 (JARID1) Histone Lysine Demethylase Inhibitors.  [PMID:26741168]

4. Labadie, Sharada S SS and 19 more authors.  2016-09-15  Design and evaluation of 1,7-naphthyridones as novel KDM5 inhibitors.  [PMID:27499454]

5. Zheng, Yi-Chao YC and 5 more authors.  2019-01-01  Lysine demethylase 5B (KDM5B): A potential anti-cancer drug target.  [PMID:30343192]

6. Horton, John R and 22 more authors.  2018-12-13  Structure-Based Engineering of Irreversible Inhibitors against Histone Lysine Demethylase KDM5A.  [PMID:30392349]

7. Le Bihan, Yann-Vaï and 28 more authors.  2019-09-01  C8-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones: Studies towards the identification of potent, cell penetrant Jumonji C domain containing histone lysine demethylase 4 subfamily (KDM4) inhibitors, compound profiling in cell-based target engagement assays.  [PMID:31158747]

8. Zhao, Bing and 8 more authors.  2020-04-15  Discovery of pyrazole derivatives as cellular active inhibitors of histone lysine specific demethylase 5B (KDM5B/JARID1B).  [PMID:32155529]

Source

Source(1):

• Scientific Literature