2-Acetyl-1,2,5,6-tetrahydro-4H-1,5-methano-benzo[e][1,3]diazocin-3-ylidene-cyanamide

ID: ALA2252007

PubChem CID: 76329975

Max Phase: Preclinical

Molecular Formula: C14H14N4O

Molecular Weight: 254.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1/C(=N/C#N)NC2Cc3ccccc3C1C2

Standard InChI:  InChI=1S/C14H14N4O/c1-9(19)18-13-7-11(17-14(18)16-8-15)6-10-4-2-3-5-12(10)13/h2-5,11,13H,6-7H2,1H3,(H,16,17)

Standard InChI Key:  SYWATUJVFMZHOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   30.7533  -30.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7522  -30.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4649  -31.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4631  -29.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1766  -30.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1799  -30.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8971  -31.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6155  -30.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6121  -30.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8902  -29.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5967  -29.1759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3238  -30.4224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3158  -29.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0282  -29.1882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7408  -29.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4530  -30.0106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5954  -28.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3073  -27.9408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8824  -27.9430    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
 11 17  1  0
 17 18  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252007

   (12-Acetyl-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: 254.29

Molecular Weight (Monoisotopic): 254.1168

AlogP: 1.33

#Rotatable Bonds: ┄

Polar Surface Area: 68.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.84

CX LogP: 1.17

CX LogD: 1.17

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: 0.00

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