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

ID: ALA2252049

PubChem CID: 76329984

Max Phase: Preclinical

Molecular Formula: C13H14N4O

Molecular Weight: 242.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1/C(=N/C#N)NC2(C)CC1c1ccccc1O2

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

Standard InChI Key:  FUHGJYQPVQKBOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    1.4018   -5.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4007   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087   -6.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1070   -5.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -5.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8190   -6.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5313   -6.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -6.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415   -5.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -5.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2263   -4.8247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9485   -6.0629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9407   -5.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6482   -4.8369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561   -5.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0635   -5.6540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6473   -7.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -4.0075    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
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252049

   (9,12-Dimethyl-8-oxa-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: 242.28

Molecular Weight (Monoisotopic): 242.1168

AlogP: 1.60

#Rotatable Bonds: ┄

Polar Surface Area: 60.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: -0.06

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