1-(4-chlorophenyl)-4-(3,4-dimethoxybenzylidene)-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one

ID: ALA1668291

Cas Number: 431999-74-5

PubChem CID: 1007614

Max Phase: Preclinical

Molecular Formula: C19H14ClF3N2O3

Molecular Weight: 410.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2/C(=O)N(c3ccc(Cl)cc3)N=C2C(F)(F)F)cc1OC

Standard InChI:  InChI=1S/C19H14ClF3N2O3/c1-27-15-8-3-11(10-16(15)28-2)9-14-17(19(21,22)23)24-25(18(14)26)13-6-4-12(20)5-7-13/h3-10H,1-2H3/b14-9+

Standard InChI Key:  AMFQIALECOUHGP-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -3.4098   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -4.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961   -5.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -4.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9825   -3.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -3.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645   -5.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932   -4.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -3.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1257   -5.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1899   -4.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6802   -4.2442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2006   -3.5729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5865   -3.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -5.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5051   -4.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9088   -4.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1520   -4.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408   -3.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179   -3.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9770   -4.2714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -3.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011   -2.3933    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -3.1204    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5052   -2.4506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399   -4.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8387   -3.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 14  8  1  0
  4  7  1  0
 11 15  2  0
  3  4  2  0
 12 16  1  0
  7  8  2  0
 16 17  2  0
 17 18  1  0
  1  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  2 10  1  0
 20 21  2  0
 21 16  1  0
  8 11  1  0
 19 22  1  0
  2  3  1  0
 14 23  1  0
  5  6  2  0
 23 24  1  0
  6  1  1  0
 23 25  1  0
  1  2  2  0
 23 26  1  0
 11 12  1  0
 10 27  1  0
 12 13  1  0
  9 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1668291

   1-(4-chlorophenyl)-4-(3,4-dimethoxybenzylidene)-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one

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: 410.78

Molecular Weight (Monoisotopic): 410.0645

AlogP: 4.71

#Rotatable Bonds: 4

Polar Surface Area: 51.13

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.17

References

1. Chu Y, Chen X, Yang Y, Tang Y..  (2011)  Identification of small molecular inhibitors for Ero1p by structure-based virtual screening.,  21  (4): [PMID:21269829] [10.1016/j.bmcl.2010.12.129]

Source

Source(1):

• Scientific Literature