2,8-Dichloro-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine

ID: ALA2272781

PubChem CID: 15183880

Max Phase: Preclinical

Molecular Formula: C15H12Cl2N2

Molecular Weight: 291.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)CN1CN2Cc2cc(Cl)ccc21

Standard InChI:  InChI=1S/C15H12Cl2N2/c16-12-1-3-14-10(5-12)7-19-9-18(14)8-11-6-13(17)2-4-15(11)19/h1-6H,7-9H2

Standard InChI Key:  DUYLDOHSHDZONW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   21.2240   -1.5216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2241   -3.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0499   -3.5108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0499   -1.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6410   -2.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6404   -2.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9229   -1.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2056   -2.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2104   -2.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9283   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6294   -2.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6263   -2.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3381   -3.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0534   -2.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0526   -2.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3403   -1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0383   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4997   -3.3574    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.7651   -1.6924    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  5  2  1  0
  2  3  1  0
  3 12  1  0
 11  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  3 17  1  0
  9 18  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272781

   2,8-dichloro Troger's base

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: 291.18

Molecular Weight (Monoisotopic): 290.0378

AlogP: 4.29

#Rotatable Bonds: ┄

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.47

References

1. Thirunarayanan G.  (2012)  Antimicrobial and insect antifeedant activities of some Trogers bases,  [10.1016/j.arabjc.2012.10.025]

Source

Source(1):

• Scientific Literature