1-(3-Methoxyphenyl)-2-(perchlorocyclopenta-2,4-dien-1-ylidene)hydrazine

ID: ALA4063047

PubChem CID: 137637841

Max Phase: Preclinical

Molecular Formula: C12H8Cl4N2O

Molecular Weight: 338.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(NN=C2C(Cl)=C(Cl)C(Cl)=C2Cl)c1

Standard InChI:  InChI=1S/C12H8Cl4N2O/c1-19-7-4-2-3-6(5-7)17-18-12-10(15)8(13)9(14)11(12)16/h2-5,17H,1H3

Standard InChI Key:  ZMKBDYKDEDOHOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    9.8145  -13.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6317  -13.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8861  -12.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2231  -12.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5644  -12.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2219  -11.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9290  -11.2869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7871  -12.7437    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6636  -12.7444    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1113  -14.4343    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.3333  -14.4331    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9277  -10.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6374  -10.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6365   -9.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9277   -8.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2182   -9.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2226  -10.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3438   -8.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0520   -9.2424    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA4063047

   ---

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: 338.02

Molecular Weight (Monoisotopic): 335.9391

AlogP: 4.86

#Rotatable Bonds: 3

Polar Surface Area: 33.62

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: 0.97

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -1.09

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