N-Benzoyl-N'-(perchlorocyclopenta-2,4-dien-1-ylidene)benzohydrazide

ID: ALA4060289

PubChem CID: 12576976

Max Phase: Preclinical

Molecular Formula: C19H10Cl4N2O2

Molecular Weight: 440.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)N(N=C1C(Cl)=C(Cl)C(Cl)=C1Cl)C(=O)c1ccccc1

Standard InChI:  InChI=1S/C19H10Cl4N2O2/c20-13-14(21)16(23)17(15(13)22)24-25(18(26)11-7-3-1-4-8-11)19(27)12-9-5-2-6-10-12/h1-10H

Standard InChI Key:  PLNZUIPXJXWALY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.5751  -21.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3965  -21.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6508  -20.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9837  -20.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250  -20.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9825  -19.3484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6937  -18.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5436  -20.3997    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8760  -22.0985    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0898  -22.0974    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.4062  -19.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4074  -20.1676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1174  -18.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4696  -20.6485    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.8302  -19.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5409  -18.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5386  -18.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8196  -17.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1119  -18.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6925  -18.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3996  -17.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9841  -17.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9860  -16.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2785  -16.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5705  -16.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5743  -17.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2824  -18.1191    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
  2  9  1  0
  1 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
  7 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4060289

   N-benzoyl-N-[(2,3,4,5-tetrachlorocyclopenta-2,4-dien-1-ylidene)amino]benzamide

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: 440.11

Molecular Weight (Monoisotopic): 437.9496

AlogP: 5.72

#Rotatable Bonds: 3

Polar Surface Area: 49.74

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -0.42

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