(R)-1-(3-chlorophenethyl)-3-(1-(cyclopenta-1,3-dienyl)cycloheptanecarbonyloxy)-1-azoniabicyclo[2.2.2]octane

ID: ALA3088082

PubChem CID: 72545283

Max Phase: Preclinical

Molecular Formula: C28H37ClNO2+

Molecular Weight: 455.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O[C@H]1C[N+]2(CCc3cccc(Cl)c3)CCC1CC2)C1(C2=CC=CC2)CCCCCC1

Standard InChI:  InChI=1S/C28H37ClNO2/c29-25-11-7-8-22(20-25)12-17-30-18-13-23(14-19-30)26(21-30)32-27(31)28(24-9-3-4-10-24)15-5-1-2-6-16-28/h3-4,7-9,11,20,23,26H,1-2,5-6,10,12-19,21H2/q+1/t23?,26-,30?/m0/s1

Standard InChI Key:  NANQYNXGFGPELV-SHCORVSCSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   14.8117   -5.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0951   -5.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0862   -6.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8112   -6.9673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5098   -6.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5204   -5.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2808   -5.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0280   -6.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3885   -5.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0353   -4.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4951   -5.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5866   -5.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2776   -4.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0511   -3.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5324   -3.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3506   -3.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8929   -3.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7538   -4.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6773   -5.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3506   -6.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9726   -6.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6811   -6.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3296   -6.2780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7026   -7.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3498   -8.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2413   -9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4816   -9.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3728  -10.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0245  -10.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7873  -10.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8924   -9.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4391  -10.9083    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  4  8  1  0
  7  8  1  0
  2  9  1  6
 11 10  1  0
 10 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 10  1  0
 16 17  1  0
 10 18  1  0
 17 18  1  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 11  1  0
 12 23  2  0
 12  9  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 30 32  1  0
M  CHG  1   4   1
M  END

Alternative Forms

1. Parent:

   

   ALA3088082

   [(3R)-1-[2-(3-chlorophenyl)ethyl]-1-azoniabicyclo[2.2.2]octan-3-yl] 1-cyclopenta-1,3-dien-1-ylcycloheptane-1-carboxylate

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: 455.06

Molecular Weight (Monoisotopic): 454.2507

AlogP: 6.26

#Rotatable Bonds: 6

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: 2.26

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: 0.54

References

1. Mete A, Bowers K, Bull RJ, Coope H, Donald DK, Escott KJ, Ford R, Grime K, Mather A, Ray NC, Russell V..  (2013)  The design of a novel series of muscarinic receptor antagonists leading to AZD8683, a potential inhaled treatment for COPD.,  23  (23): [PMID:24144851] [10.1016/j.bmcl.2013.09.092]

Source

Source(1):

• Scientific Literature