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

ID: ALA2272777

PubChem CID: 11822244

Max Phase: Preclinical

Molecular Formula: C17H16F2N2

Molecular Weight: 286.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(F)c2c(c1)CN1CN2Cc2cc(C)cc(F)c21

Standard InChI:  InChI=1S/C17H16F2N2/c1-10-3-12-7-20-9-21(16(12)14(18)5-10)8-13-4-11(2)6-15(19)17(13)20/h3-6H,7-9H2,1-2H3

Standard InChI Key:  XVQNIILQYFDYGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   21.3858  -23.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3859  -25.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2120  -25.1876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2120  -23.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8028  -24.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8021  -23.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0845  -23.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3672  -23.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3718  -24.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0900  -25.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7915  -23.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7884  -24.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5002  -25.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2157  -24.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2149  -23.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5025  -23.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2003  -24.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0829  -22.5459    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6611  -25.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4981  -25.8440    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9276  -23.3688    0.0000 C   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
  9 19  1  0
 13 20  1  0
 15 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272777

   3,11-Difluoro-5,13-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: 286.32

Molecular Weight (Monoisotopic): 286.1282

AlogP: 3.88

#Rotatable Bonds: ┄

Polar Surface Area: 6.48

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -0.56

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