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

ID: ALA2272521

PubChem CID: 12182171

Max Phase: Preclinical

Molecular Formula: C17H12F6N2

Molecular Weight: 358.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc2c(c1)CN1CN2Cc2cc(C(F)(F)F)ccc21

Standard InChI:  InChI=1S/C17H12F6N2/c18-16(19,20)12-1-3-14-10(5-12)7-25-9-24(14)8-11-6-13(17(21,22)23)2-4-15(11)25/h1-6H,7-9H2

Standard InChI Key:  MCBSQMTZOWTKBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   30.1617   -6.0525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1618   -8.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9879   -8.0422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9879   -6.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5786   -7.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5779   -6.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8603   -6.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1428   -6.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1475   -7.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8657   -7.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5676   -6.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5645   -7.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2764   -7.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9920   -7.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9910   -6.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2785   -6.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9762   -6.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4366   -7.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7039   -6.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7209   -7.4811    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.4416   -8.7124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.7205   -8.2953    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4177   -6.6341    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.7028   -5.3995    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.2836   -5.6328    0.0000 F   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
 18 20  1  0
 18 21  1  0
 18 22  1  0
 19 23  1  0
 19 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272521

   5,13-Bis(trifluoromethyl)-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: 358.28

Molecular Weight (Monoisotopic): 358.0905

AlogP: 5.02

#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: 5.36

CX LogD: 5.36

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.49

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