2,8-Dibromo-4,10-dimethyl-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine

ID: ALA2272513

PubChem CID: 11269791

Max Phase: Preclinical

Molecular Formula: C17H16Br2N2

Molecular Weight: 408.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Br)cc2c1N1Cc3cc(Br)cc(C)c3N(C2)C1

Standard InChI:  InChI=1S/C17H16Br2N2/c1-10-3-14(18)5-12-7-21-9-20(16(10)12)8-13-6-15(19)4-11(2)17(13)21/h3-6H,7-9H2,1-2H3

Standard InChI Key:  KRBVJORCGUWLSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   29.8134  -15.0534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8135  -17.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6395  -17.0429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6395  -15.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2303  -16.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2297  -15.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5121  -15.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7947  -15.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7994  -16.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5175  -16.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2191  -15.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2160  -16.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9278  -16.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6433  -16.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6425  -15.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9300  -15.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6279  -15.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5104  -14.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9256  -17.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0887  -16.8895    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   33.3552  -15.2241    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
  7 18  1  0
 13 19  1  0
  9 20  1  0
 15 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272513

   5,13-Dibromo-3,11-dimethyl-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: 408.14

Molecular Weight (Monoisotopic): 405.9680

AlogP: 5.13

#Rotatable Bonds: ┄

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.17

CX LogD: 6.17

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.60

Np Likeness Score: -0.46

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