1-(Perchlorocyclopenta-2,4-dien-1-ylidene)-2-(3-(trifluoromethyl)phenyl)hydrazine

ID: ALA4077014

PubChem CID: 137650730

Max Phase: Preclinical

Molecular Formula: C12H5Cl4F3N2

Molecular Weight: 375.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(NN=C2C(Cl)=C(Cl)C(Cl)=C2Cl)c1

Standard InChI:  InChI=1S/C12H5Cl4F3N2/c13-7-8(14)10(16)11(9(7)15)21-20-6-3-1-2-5(4-6)12(17,18)19/h1-4,20H

Standard InChI Key:  XCJASRNEMCYHFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   42.5888   -7.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4102   -7.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6645   -6.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9974   -5.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3346   -6.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9962   -5.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.7074   -4.6751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5573   -6.1401    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   44.4462   -6.1409    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.8897   -7.8390    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   42.1035   -7.8378    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.7062   -3.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4200   -3.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4191   -2.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7061   -2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9926   -2.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9969   -3.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1305   -2.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8428   -2.6182    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.1297   -1.3890    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.8370   -1.7912    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  4  6  2  0
  6  7  1  0
  5  8  1  0
  3  9  1  0
  2 10  1  0
  1 11  1  0
  7 12  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
 14 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077014

   ---

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: 375.99

Molecular Weight (Monoisotopic): 373.9159

AlogP: 5.87

#Rotatable Bonds: 2

Polar Surface Area: 24.39

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.90

CX Basic pKa: 0.49

CX LogP: 5.28

CX LogD: 5.28

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -1.37

References

1. Lee J, Shi Y, Vega M, Yang Y, Gera J, Jung ME, Lichtenstein A..  (2017)  Structure-activity relationship study of small molecule inhibitors of the DEPTOR-mTOR interaction.,  27  (20): [PMID:28916338] [10.1016/j.bmcl.2017.09.002]

2.  (2018)  Inhibitors of mtor-deptor interactions and methods of use thereof, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data