9-Ethyl-13-methyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]-trideca-2,4,6-trien-11-ylidene-cyanamide

ID: ALA2252012

PubChem CID: 76311915

Max Phase: Preclinical

Molecular Formula: C14H16N4O

Molecular Weight: 256.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC12N/C(=N\C#N)NC(c3ccccc3O1)C2C

Standard InChI:  InChI=1S/C14H16N4O/c1-3-14-9(2)12(17-13(18-14)16-8-15)10-6-4-5-7-11(10)19-14/h4-7,9,12H,3H2,1-2H3,(H2,16,17,18)

Standard InChI Key:  IQEWWMIHUVFUQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    7.4606   -9.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4595  -10.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1675  -10.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1657   -9.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8743   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8777  -10.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5901  -10.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3037  -10.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3003   -9.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5833   -9.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2851   -8.7745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0073  -10.0127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9994   -9.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7070   -8.7867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4148   -9.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1223   -9.6037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7060  -11.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5232  -11.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5876  -10.0044    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  1  0
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252012

   (9-Ethyl-13-methyl-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: 256.31

Molecular Weight (Monoisotopic): 256.1324

AlogP: 1.89

#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: 2.66

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.75

Np Likeness Score: 0.32

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