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

ID: ALA2252023

PubChem CID: 76322802

Max Phase: Preclinical

Molecular Formula: C15H16N4O

Molecular Weight: 268.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1/C(=N/C#N)NC2(C)CC1c1ccccc1O2

Standard InChI:  InChI=1S/C15H16N4O/c1-3-8-19-12-9-15(2,18-14(19)17-10-16)20-13-7-5-4-6-11(12)13/h3-7,12H,1,8-9H2,2H3,(H,17,18)

Standard InChI Key:  QOEDLHKQQMCPPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.2256  -18.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2244  -19.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325  -19.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307  -17.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393  -18.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427  -19.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551  -19.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686  -19.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0653  -18.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483  -17.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500  -17.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7723  -18.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7644  -17.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4720  -17.3961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1798  -17.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873  -18.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4710  -19.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488  -16.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559  -16.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547  -15.3399    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
 18 19  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252023

   (9-Methyl-12-prop-2-enyl-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: 268.32

Molecular Weight (Monoisotopic): 268.1324

AlogP: 2.15

#Rotatable Bonds: 2

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: 2.64

CX LogD: 2.64

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -0.25

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