rac-Ethyl 1-(1-acryloylpiperidin-3-yl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylate

ID: ALA4465635

PubChem CID: 141741258

Max Phase: Preclinical

Molecular Formula: C26H27N3O4

Molecular Weight: 445.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCCC(n2nc(-c3ccc(Oc4ccccc4)cc3)cc2C(=O)OCC)C1

Standard InChI:  InChI=1S/C26H27N3O4/c1-3-25(30)28-16-8-9-20(18-28)29-24(26(31)32-4-2)17-23(27-29)19-12-14-22(15-13-19)33-21-10-6-5-7-11-21/h3,5-7,10-15,17,20H,1,4,8-9,16,18H2,2H3

Standard InChI Key:  FTYXBHZFNYRKSG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.8051  -16.1203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4679  -15.6288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2029  -14.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3789  -14.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8112  -16.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0994  -17.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1065  -18.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8237  -18.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5354  -18.1760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5300  -17.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.9765  -13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.8047  -12.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3328  -13.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1056  -12.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9272  -12.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2703  -12.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0912  -13.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5669  -12.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2157  -11.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3959  -11.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2530  -18.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2594  -19.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9643  -18.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6819  -18.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3500  -15.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7310  -15.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1873  -16.7159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9492  -15.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3301  -15.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
  4  5  1  0
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  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6  2  1  0
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 15 16  1  0
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  4 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
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 25 26  2  0
 25 27  1  0
 27 28  2  0
  1 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465635

   ---

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: 445.52

Molecular Weight (Monoisotopic): 445.2002

AlogP: 4.87

#Rotatable Bonds: 7

Polar Surface Area: 73.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.10

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.96

References

1. Ran F, Liu Y, Zhang D, Liu M, Zhao G..  (2019)  Discovery of novel pyrazole derivatives as potential anticancer agents in MCL.,  29  (9): [PMID:30857748] [10.1016/j.bmcl.2019.03.005]

Source

Source(1):

• Scientific Literature