3,5-Dichloro-9-methyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-11-ylidene-cyanamide

ID: ALA2252026

PubChem CID: 76333613

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)c1c(Cl)cc(Cl)cc1O2

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

Standard InChI Key:  SHCUEMXPJDEOAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   19.4708  -18.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4697  -18.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1777  -19.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1760  -17.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8846  -18.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8880  -18.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6003  -19.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3139  -18.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3105  -18.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5936  -17.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2953  -17.1775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0176  -18.4157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0097  -17.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7172  -17.1897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4251  -17.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1325  -18.0067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7163  -19.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1735  -16.7893    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7617  -19.2429    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
  4 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252026

   (3,5-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: -0.02

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