3-methyl-N-(2-morpholinoethyl)-1H-pyrazole-4-carboxamide

ID: ALA4777636

PubChem CID: 61684995

Max Phase: Preclinical

Molecular Formula: C11H18N4O2

Molecular Weight: 238.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1n[nH]cc1C(=O)NCCN1CCOCC1

Standard InChI:  InChI=1S/C11H18N4O2/c1-9-10(8-13-14-9)11(16)12-2-3-15-4-6-17-7-5-15/h8H,2-7H2,1H3,(H,12,16)(H,13,14)

Standard InChI Key:  FWDZCAYVYJZMCG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.0294   -2.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8465   -2.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379   -1.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -2.0670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3261   -3.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9929   -4.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389   -3.4209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6185   -4.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4313   -3.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9109   -4.6598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5736   -5.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0495   -6.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8631   -5.9846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1985   -5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7204   -4.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -3.5042    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
  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777636

   5-methyl-N-(2-morpholin-4-ylethyl)-1H-pyrazole-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: 238.29

Molecular Weight (Monoisotopic): 238.1430

AlogP: -0.22

#Rotatable Bonds: 4

Polar Surface Area: 70.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.61

CX Basic pKa: 5.93

CX LogP: -0.72

CX LogD: -0.73

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: -2.45

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