1-(4-Benzoyl-1-phenyl-1H-pyrazol-3-yl)-ethanone

ID: ALA1087680

PubChem CID: 45917950

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1nn(-c2ccccc2)cc1C(=O)c1ccccc1

Standard InChI:  InChI=1S/C18H14N2O2/c1-13(21)17-16(18(22)14-8-4-2-5-9-14)12-20(19-17)15-10-6-3-7-11-15/h2-12H,1H3

Standard InChI Key:  PESVAKKHPTWTQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.0662  -14.3703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3838  -13.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259  -13.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552  -13.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266  -13.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8688  -12.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570  -11.6585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6940  -12.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029  -11.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9273  -11.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3399  -12.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220  -13.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0989  -13.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826  -15.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049  -15.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8216  -16.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1149  -16.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897  -16.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3765  -15.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9352  -12.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003  -13.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779  -11.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  2  3  2  0
 11 12  1  0
  4  6  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  6  7  2  0
 14 15  2  0
  1  2  1  0
 15 16  1  0
  6  8  1  0
 16 17  2  0
  3  4  1  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
 19 14  1  0
  4  5  2  0
  3 20  1  0
  9 10  1  0
 20 21  1  0
  5  1  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087680

   1-(4-Benzoyl-1-phenylpyrazol-3-yl)ethanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 290.32

Molecular Weight (Monoisotopic): 290.1055

AlogP: 3.31

#Rotatable Bonds: 4

Polar Surface Area: 51.96

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.19

References

1. Riyadh SM, Farghaly TA, Abdallah MA, Abdalla MM, Abd El-Aziz MR..  (2010)  New pyrazoles incorporating pyrazolylpyrazole moiety: synthesis, anti-HCV and antitumor activity.,  45  (3): [PMID:20022411] [10.1016/j.ejmech.2009.11.050]

2. Xiang Q, Wang C, Zhang Y, Xue X, Song M, Zhang C, Li C, Wu C, Li K, Hui X, Zhou Y, Smaill JB, Patterson AV, Wu D, Ding K, Xu Y..  (2018)  Discovery and optimization of 1-(1H-indol-1-yl)ethanone derivatives as CBP/EP300 bromodomain inhibitors for the treatment of castration-resistant prostate cancer.,  147  [PMID:29448139] [10.1016/j.ejmech.2018.01.087]

Source

Source(1):

• Scientific Literature