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

ID: ALA2252050

PubChem CID: 76308278

Max Phase: Preclinical

Molecular Formula: C13H14N4O

Molecular Weight: 242.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC12CC(N/C(=N/C#N)N1)c1ccccc1O2

Standard InChI:  InChI=1S/C13H14N4O/c1-2-13-7-10(16-12(17-13)15-8-14)9-5-3-4-6-11(9)18-13/h3-6,10H,2,7H2,1H3,(H2,15,16,17)

Standard InChI Key:  SPAFQVDPEIJHRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    6.8085   -5.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -6.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5154   -7.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5136   -5.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2222   -5.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2256   -6.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9380   -7.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6516   -6.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6482   -5.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9312   -5.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6330   -4.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3552   -6.1991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3473   -5.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0549   -4.9731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7627   -5.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4702   -5.7902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0539   -7.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8711   -7.3207    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
M  END

Alternative Forms

1. Parent:

   

   ALA2252050

   (9-Ethyl-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: 242.28

Molecular Weight (Monoisotopic): 242.1168

AlogP: 1.65

#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: 2.29

CX LogD: 2.29

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: -0.03

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