9-Phenyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6,11-tetraen-11-yl-cyanamide

ID: ALA2252182

PubChem CID: 76315469

Max Phase: Preclinical

Molecular Formula: C17H14N4O

Molecular Weight: 290.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/N=C1/NC2CC(c3ccccc3)(N1)Oc1ccccc12

Standard InChI:  InChI=1S/C17H14N4O/c18-11-19-16-20-14-10-17(21-16,12-6-2-1-3-7-12)22-15-9-5-4-8-13(14)15/h1-9,14H,10H2,(H2,19,20,21)

Standard InChI Key:  BJKBNOMYVCXFRG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   19.7341   -4.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7330   -5.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4484   -6.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4466   -4.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1628   -4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1661   -5.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8860   -6.1174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6071   -5.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6037   -4.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8791   -4.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5883   -4.0289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3181   -5.2801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3101   -4.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0252   -4.0412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7405   -4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4554   -4.8668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0136   -6.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5987   -7.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0047   -7.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8242   -7.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2361   -7.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8277   -6.4114    0.0000 C   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
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252182

   (9-Phenyl-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6,11-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: 290.33

Molecular Weight (Monoisotopic): 290.1168

AlogP: 2.39

#Rotatable Bonds: 1

Polar Surface Area: 69.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 0.05

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