1,7-Dibromo-2,8-dimethoxy-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine

ID: ALA2272778

PubChem CID: 76319835

Max Phase: Preclinical

Molecular Formula: C17H16Br2N2O2

Molecular Weight: 440.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1Br)CN1CN2Cc2c1ccc(OC)c2Br

Standard InChI:  InChI=1S/C17H16Br2N2O2/c1-22-14-5-3-12-10(16(14)18)7-20-9-21(12)8-11-13(20)4-6-15(23-2)17(11)19/h3-6H,7-9H2,1-2H3

Standard InChI Key:  SABBZZVXOKHKES-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   30.2895  -23.3327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2896  -25.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1156  -25.3223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1156  -23.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7063  -24.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7057  -23.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9880  -23.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2707  -23.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2753  -24.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9935  -25.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6952  -23.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6921  -24.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4040  -25.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1195  -24.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1187  -23.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4062  -23.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1040  -24.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5645  -25.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8487  -24.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8315  -23.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5454  -23.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9978  -25.9850    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   32.4057  -22.6827    0.0000 Br  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
 18 19  1  0
 15 20  1  0
 20 21  1  0
 10 22  1  0
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272778

   6,14-Dibromo-5,13-dimethoxy-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: 440.13

Molecular Weight (Monoisotopic): 437.9579

AlogP: 4.53

#Rotatable Bonds: 2

Polar Surface Area: 24.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.06

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