rac-1-(1-(2-chloroacetyl)piperidin-3-yl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4460627

PubChem CID: 155527896

Max Phase: Preclinical

Molecular Formula: C23H22ClN3O4

Molecular Weight: 439.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2ccc(Oc3ccccc3)cc2)nn1C1CCCN(C(=O)CCl)C1

Standard InChI:  InChI=1S/C23H22ClN3O4/c24-14-22(28)26-12-4-5-17(15-26)27-21(23(29)30)13-20(25-27)16-8-10-19(11-9-16)31-18-6-2-1-3-7-18/h1-3,6-11,13,17H,4-5,12,14-15H2,(H,29,30)

Standard InChI Key:  UHGMPZJRDBIRKG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.4485   -5.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1218   -6.0621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7845   -5.5705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5195   -4.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6955   -4.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1278   -6.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4161   -7.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4233   -8.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1404   -8.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8521   -8.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8466   -7.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9951   -4.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8177   -4.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2933   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9474   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1214   -2.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6495   -3.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4222   -2.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2439   -2.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5870   -2.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4078   -2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8835   -2.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5325   -1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7126   -1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5697   -8.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5760   -9.3497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2810   -8.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9986   -8.5139    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.6667   -5.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0476   -5.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5040   -6.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  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
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  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
 24 19  1  0
 10 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
  1 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460627

   ---

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: 439.90

Molecular Weight (Monoisotopic): 439.1299

AlogP: 4.44

#Rotatable Bonds: 6

Polar Surface Area: 84.66

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.47

CX Basic pKa: 1.10

CX LogP: 3.76

CX LogD: 0.38

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.16

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