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

ID: ALA2252014

PubChem CID: 76308274

Max Phase: Preclinical

Molecular Formula: C20H28N4O

Molecular Weight: 340.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC(N/C(=N/C#N)N1)c1cc(C(C)(C)C)cc(C(C)(C)C)c1O2

Standard InChI:  InChI=1S/C20H28N4O/c1-18(2,3)12-8-13-15-10-20(7,24-17(23-15)22-11-21)25-16(13)14(9-12)19(4,5)6/h8-9,15H,10H2,1-7H3,(H2,22,23,24)

Standard InChI Key:  UKQBJYZLLCEMKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.4478   -9.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4466   -9.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1547  -10.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1529   -8.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8615   -9.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8649   -9.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5773  -10.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2908   -9.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2875   -9.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5705   -8.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2722   -8.2668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9945   -9.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9866   -8.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6942   -8.2790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4020   -8.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1095   -9.0961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6932  -10.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1533  -11.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4448  -11.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8602  -11.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1467  -11.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7400   -8.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7398   -7.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0324   -9.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0294   -8.2875    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
  3 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  1 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252014

   (4,6-Ditert-butyl-9-methyl-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2(7),3,5,11-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: 340.47

Molecular Weight (Monoisotopic): 340.2263

AlogP: 3.85

#Rotatable Bonds: ┄

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: 4.74

CX LogD: 4.74

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: 0.04

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