9-Methyl-12-(2,2,2-trifluoro-acetyl)-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-11-ylidene-cyanamide

ID: ALA2252037

PubChem CID: 76329980

Max Phase: Preclinical

Molecular Formula: C14H11F3N4O2

Molecular Weight: 324.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC(c3ccccc3O1)N(C(=O)C(F)(F)F)/C(=N/C#N)N2

Standard InChI:  InChI=1S/C14H11F3N4O2/c1-13-6-9(8-4-2-3-5-10(8)23-13)21(11(22)14(15,16)17)12(20-13)19-7-18/h2-5,9H,6H2,1H3,(H,19,20)

Standard InChI Key:  OOFPFOXNECJJBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.4410  -26.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4398  -27.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1479  -28.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1461  -26.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8547  -26.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8581  -27.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5705  -28.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2840  -27.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2806  -26.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5637  -26.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2654  -25.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9877  -27.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9798  -26.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6873  -25.9766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3952  -26.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1027  -26.7936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6864  -28.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2642  -25.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9713  -24.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9701  -23.9204    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6796  -25.1451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6769  -24.3218    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5559  -24.7397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 11 13  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  3  0
  8 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 18 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252037

   [9-Methyl-12-(2,2,2-trifluoroacetyl)-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6,10-tetraen-11-yl]cyanamide

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: 324.26

Molecular Weight (Monoisotopic): 324.0834

AlogP: 2.06

#Rotatable Bonds: ┄

Polar Surface Area: 77.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: -0.49

References

1. Finkelstein BL, Benner EA, Hendrixson MC, Kranis KT, Rauh JJ, Sethuraman MR, McCann SF..  (2002)  Tricyclic cyanoguanidines: synthesis, site of action and insecticidal activity of a novel class of reversible acetylcholinesterase inhibitors.,  10  (3): [PMID:11814848] [10.1016/s0968-0896(01)00326-1]

Source

Source(1):

• Scientific Literature