rac-1-(1-Acryloylpiperidin-3-yl)-3-(4-phenoxyphenyl)-1H-pyrazole-5-carboxylic acid

ID: ALA4462888

PubChem CID: 141741210

Max Phase: Preclinical

Molecular Formula: C24H23N3O4

Molecular Weight: 417.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H23N3O4/c1-2-23(28)26-14-6-7-18(16-26)27-22(24(29)30)15-21(25-27)17-10-12-20(13-11-17)31-19-8-4-3-5-9-19/h2-5,8-13,15,18H,1,6-7,14,16H2,(H,29,30)

Standard InChI Key:  FWVSXRCCXRMYBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    4.1529   -5.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264   -5.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4891   -5.0792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2240   -4.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -4.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -6.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1206   -6.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1277   -7.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8449   -8.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5567   -7.6265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5512   -6.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -3.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5223   -3.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -3.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6520   -2.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8260   -2.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3540   -2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1270   -1.6004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9487   -1.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2916   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1126   -2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5883   -1.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2372   -1.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4173   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2743   -8.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2806   -8.8585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9856   -7.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -8.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -5.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7520   -4.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -6.1663    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  2  0
  1 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462888

   ---

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: 417.47

Molecular Weight (Monoisotopic): 417.1689

AlogP: 4.39

#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: 1.12

CX LogP: 3.98

CX LogD: 0.59

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.85

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