3,9-Dichloro-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine

ID: ALA2272531

PubChem CID: 11140842

Max Phase: Preclinical

Molecular Formula: C15H12Cl2N2

Molecular Weight: 291.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)N1Cc3ccc(Cl)cc3N(C2)C1

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

Standard InChI Key:  DNXQLTNBGKOINI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   30.3192  -14.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3193  -16.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1453  -16.7176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1453  -14.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7362  -16.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7355  -15.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0179  -14.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3006  -15.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3053  -16.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0234  -16.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7248  -15.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7217  -16.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4335  -16.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1489  -16.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1481  -15.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4357  -14.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1336  -15.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5858  -14.9064    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.8618  -16.5523    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
  8 18  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272531

   4,12-Dichloro-1,9-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaene

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: -0.48

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