12-Acetyl-5-fluoro-9-methyl-8-oxa-10,12-diaza-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-11-ylidene-cyanamide

ID: ALA2252015

PubChem CID: 76315461

Max Phase: Preclinical

Molecular Formula: C14H13FN4O2

Molecular Weight: 288.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1/C(=N/C#N)NC2(C)CC1c1ccc(F)cc1O2

Standard InChI:  InChI=1S/C14H13FN4O2/c1-8(20)19-11-6-14(2,18-13(19)17-7-16)21-12-5-9(15)3-4-10(11)12/h3-5,11H,6H2,1-2H3,(H,17,18)

Standard InChI Key:  IIFAMTMPPGYMSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   27.1103   -9.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1092  -10.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8172  -11.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8155   -9.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5241   -9.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5275  -10.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2398  -11.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9534  -10.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9500   -9.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2331   -9.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9348   -9.1377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6571  -10.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6492   -9.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3567   -9.1499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0646   -9.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7720   -9.9669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3558  -11.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9336   -8.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6407   -7.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2252   -7.9130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4012  -11.2030    0.0000 F   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
 18 20  2  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252015

   (12-Acetyl-5-fluoro-9-methyl-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-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: 288.28

Molecular Weight (Monoisotopic): 288.1023

AlogP: 1.65

#Rotatable Bonds: ┄

Polar Surface Area: 77.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 1.67

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -0.30

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