N'-(Perchlorocyclopenta-2,4-dien-1-yli-dene)benzohydrazide

ID: ALA4082200

PubChem CID: 12576957

Max Phase: Preclinical

Molecular Formula: C12H6Cl4N2O

Molecular Weight: 336.00

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H6Cl4N2O/c13-7-8(14)10(16)11(9(7)15)17-18-12(19)6-4-2-1-3-5-6/h1-5H,(H,18,19)

Standard InChI Key:  KQDNREGKNSEUSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    2.6909  -20.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5081  -20.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7584  -20.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0954  -19.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4408  -20.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0941  -18.7087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012  -18.2949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635  -19.7517    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9835  -21.4423    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2056  -21.4411    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5096  -18.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108  -19.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208  -18.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5730  -20.0005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9295  -18.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6361  -18.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6338  -17.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9189  -17.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2153  -17.4781    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
M  END

Alternative Forms

1. Parent:

   

   ALA4082200

   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: 336.00

Molecular Weight (Monoisotopic): 333.9234

AlogP: 4.16

#Rotatable Bonds: 2

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.56

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.81

Np Likeness Score: -1.10

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