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

ID: ALA2252181

PubChem CID: 76319151

Max Phase: Preclinical

Molecular Formula: C13H14N4O3S

Molecular Weight: 306.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12CC(c3ccccc3O1)N(S(C)(=O)=O)/C(=N/C#N)N2

Standard InChI:  InChI=1S/C13H14N4O3S/c1-13-7-10(9-5-3-4-6-11(9)20-13)17(21(2,18)19)12(16-13)15-8-14/h3-6,10H,7H2,1-2H3,(H,15,16)

Standard InChI Key:  MGVZJTWQEGSONK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   14.9983   -4.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8155   -4.5482    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.4069   -3.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9952   -6.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9941   -7.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021   -7.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7003   -5.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4090   -6.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4123   -7.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1247   -7.4322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8383   -7.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8349   -6.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1179   -5.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8197   -5.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5419   -6.6036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5340   -5.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2416   -5.3776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9495   -5.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6569   -6.1946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2406   -7.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5255   -4.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 14 16  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  3  0
 11 20  1  0
 14  2  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252181

   (9-Methyl-12-methylsulfonyl-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: 306.35

Molecular Weight (Monoisotopic): 306.0787

AlogP: 0.93

#Rotatable Bonds: 1

Polar Surface Area: 94.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -0.47

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