4,6-Dichloro-9-methyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-11-ylidene-cyanamide

ID: ALA2252045

PubChem CID: 76329982

Max Phase: Preclinical

Molecular Formula: C12H10Cl2N4O

Molecular Weight: 297.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC(N/C(=N/C#N)N1)c1cc(Cl)cc(Cl)c1O2

Standard InChI:  InChI=1S/C12H10Cl2N4O/c1-12-4-9(17-11(18-12)16-5-15)7-2-6(13)3-8(14)10(7)19-12/h2-3,9H,4H2,1H3,(H2,16,17,18)

Standard InChI Key:  NPVOMBVRFCLASB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   14.2994   -1.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2983   -2.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0063   -2.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0045   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7132   -1.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7165   -2.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4289   -2.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1425   -2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1391   -1.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4221   -0.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1239   -0.4746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8461   -1.7128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8382   -0.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5458   -0.4868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2537   -0.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9611   -1.3039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7182   -2.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5916   -0.9040    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.0049   -3.3581    0.0000 Cl  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
  1 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252045

   (4,6-Dichloro-9-methyl-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2(7),3,5,11-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: 297.14

Molecular Weight (Monoisotopic): 296.0232

AlogP: 2.56

#Rotatable Bonds: ┄

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: 2.86

CX LogD: 2.86

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: -0.35

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