1-(3,5-Diphenyl-4,5-dihydro-pyrazol-1-yl)-ethanone

ID: ALA193585

Chembl Id: CHEMBL193585

Cas Number: 30693-34-6

PubChem CID: 207753

Max Phase: Preclinical

Molecular Formula: C17H16N2O

Molecular Weight: 264.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1N=C(c2ccccc2)CC1c1ccccc1

Standard InChI:  InChI=1S/C17H16N2O/c1-13(20)19-17(15-10-6-3-7-11-15)12-16(18-19)14-8-4-2-5-9-14/h2-11,17H,12H2,1H3

Standard InChI Key:  BSTJKGVHQLTINE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA193585

   1-(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)ethanone

Molecule Features

Natural Product: Yes

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: 264.33

Molecular Weight (Monoisotopic): 264.1263

AlogP: 3.38

#Rotatable Bonds: 2

Polar Surface Area: 32.67

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -1.13

References

1. Cox CD, Breslin MJ, Mariano BJ, Coleman PJ, Buser CA, Walsh ES, Hamilton K, Huber HE, Kohl NE, Torrent M, Yan Y, Kuo LC, Hartman GD..  (2005)  Kinesin spindle protein (KSP) inhibitors. Part 1: The discovery of 3,5-diaryl-4,5-dihydropyrazoles as potent and selective inhibitors of the mitotic kinesin KSP.,  15  (8): [PMID:15808464] [10.1016/j.bmcl.2005.02.055]

2. Lv PC, Sun J, Luo Y, Yang Y, Zhu HL..  (2010)  Design, synthesis, and structure-activity relationships of pyrazole derivatives as potential FabH inhibitors.,  20  (15): [PMID:20594840] [10.1016/j.bmcl.2010.05.105]

3. PubChem BioAssay data set, 

4. Nepali K, Singh G, Turan A, Agarwal A, Sapra S, Kumar R, Banerjee UC, Verma PK, Satti NK, Gupta MK, Suri OP, Dhar KL..  (2011)  A rational approach for the design and synthesis of 1-acetyl-3,5-diaryl-4,5-dihydro(1H)pyrazoles as a new class of potential non-purine xanthine oxidase inhibitors.,  19  (6): [PMID:21353569] [10.1016/j.bmc.2011.01.058]

5. Nepali K, Kadian K, Ojha R, Dhiman R, Garg A, Singh G, Buddhiraja A, Bedi PMS, Dhar KL.  (2012)  Effect of ring A and ring B substitution on the cytotoxic potential of pyrazole tethered chalcones,  21  (10): [10.1007/s00044-011-9824-9]

6. Raghav N, Singh M..  (2014)  SAR studies of differently functionalized chalcones based hydrazones and their cyclized derivatives as inhibitors of mammalian cathepsin B and cathepsin H.,  22  (15): [PMID:24913985] [10.1016/j.bmc.2014.05.037]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays