rac-(E)-1-(3-(5-(hydroxymethyl)-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidin-1-yl)but-2-en-1-one

ID: ALA4443274

PubChem CID: 155516300

Max Phase: Preclinical

Molecular Formula: C25H27N3O3

Molecular Weight: 417.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C(=O)N1CCCC(n2nc(-c3ccc(Oc4ccccc4)cc3)cc2CO)C1

Standard InChI:  InChI=1S/C25H27N3O3/c1-2-7-25(30)27-15-6-8-20(17-27)28-21(18-29)16-24(26-28)19-11-13-23(14-12-19)31-22-9-4-3-5-10-22/h2-5,7,9-14,16,20,29H,6,8,15,17-18H2,1H3/b7-2+

Standard InChI Key:  KXOGPQCIYOFRQH-FARCUNLSSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   12.1110  -15.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7844  -15.6453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4470  -15.1538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1821  -14.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3580  -14.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7903  -16.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0787  -16.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0857  -17.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8029  -18.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5147  -17.7010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5091  -16.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6576  -13.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4802  -13.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9558  -13.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6099  -12.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7839  -12.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3119  -12.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0848  -11.6753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9065  -11.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2494  -12.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0703  -12.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5460  -11.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1950  -11.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3751  -11.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2323  -18.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2385  -18.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9435  -17.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6611  -18.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3292  -15.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7101  -14.8867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3724  -17.6792    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4443274

   ---

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: 417.51

Molecular Weight (Monoisotopic): 417.2052

AlogP: 4.57

#Rotatable Bonds: 6

Polar Surface Area: 67.59

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.26

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.74

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