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

ID: ALA4439058

PubChem CID: 155513697

Max Phase: Preclinical

Molecular Formula: C25H25N3O4

Molecular Weight: 431.49

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H25N3O4/c1-2-7-24(29)27-15-6-8-19(17-27)28-23(25(30)31)16-22(26-28)18-11-13-21(14-12-18)32-20-9-4-3-5-10-20/h2-5,7,9-14,16,19H,6,8,15,17H2,1H3,(H,30,31)/b7-2+

Standard InChI Key:  MUOKQSQWTQNUGP-FARCUNLSSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    3.9611  -17.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343  -17.7453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970  -17.2538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0321  -16.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081  -16.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6404  -18.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287  -18.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9357  -19.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6529  -20.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646  -19.8009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592  -18.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077  -15.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303  -15.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058  -15.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4600  -14.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6339  -14.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620  -15.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9348  -13.7752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7565  -13.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0994  -14.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9204  -14.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3961  -14.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0449  -13.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2251  -13.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0822  -20.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0885  -21.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7936  -19.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5111  -20.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793  -17.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602  -16.9868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225  -19.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165  -18.3409    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
 28 31  1  0
 29 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4439058

   ---

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: 431.49

Molecular Weight (Monoisotopic): 431.1845

AlogP: 4.78

#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: 4.37

CX LogD: 0.98

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -0.84

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