rac-2-Chloro-1-(3-(5-(hydroxymethyl)-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidin-1-yl)ethan-1-one

ID: ALA4562922

PubChem CID: 155559585

Max Phase: Preclinical

Molecular Formula: C23H24ClN3O3

Molecular Weight: 425.92

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H24ClN3O3/c24-14-23(29)26-12-4-5-18(15-26)27-19(16-28)13-22(25-27)17-8-10-21(11-9-17)30-20-6-2-1-3-7-20/h1-3,6-11,13,18,28H,4-5,12,14-16H2

Standard InChI Key:  OWZGTMIQITVQFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   21.3485   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0218   -5.5620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6845   -5.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4195   -4.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5955   -4.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0278   -6.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3161   -6.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3232   -7.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0404   -8.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7521   -7.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7466   -6.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8951   -3.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7177   -3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1933   -3.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8474   -2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0213   -2.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5494   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3222   -1.5920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1439   -1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4869   -2.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3078   -2.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7835   -1.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4324   -1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6126   -0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4696   -8.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4760   -8.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1810   -7.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8986   -8.0138    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.5667   -5.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9476   -4.8034    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
M  END

Alternative Forms

1. Parent:

   

   ALA4562922

   ---

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: 425.92

Molecular Weight (Monoisotopic): 425.1506

AlogP: 4.24

#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: 3.34

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.06

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