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

ID: ALA2252046

PubChem CID: 76329983

Max Phase: Preclinical

Molecular Formula: C12H10Br2N4O

Molecular Weight: 386.05

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H10Br2N4O/c1-12-4-9(17-11(18-12)16-5-15)7-2-6(13)3-8(14)10(7)19-12/h2-3,9H,4H2,1H3,(H2,16,17,18)

Standard InChI Key:  ORRNTENYTHCFSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   20.8287   -1.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8276   -2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5356   -2.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5338   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2424   -1.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2458   -2.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9582   -2.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6718   -2.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6684   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9514   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6531   -0.3797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3754   -1.6179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3675   -0.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0751   -0.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7829   -0.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4904   -1.2089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0741   -2.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1209   -0.8091    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.5342   -3.2632    0.0000 Br  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
  1 18  1  0
  3 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252046

   (4,6-Dibromo-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: 386.05

Molecular Weight (Monoisotopic): 383.9221

AlogP: 2.78

#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: 3.19

CX LogD: 3.19

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: 0.07

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