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

ID: ALA3088080

PubChem CID: 72545281

Max Phase: Preclinical

Molecular Formula: C28H38NO2+

Molecular Weight: 420.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O[C@H]1C[N+]2(CCc3ccccc3)CCC1CC2)C1(C2=CC=CC2)CCCCCC1

Standard InChI:  InChI=1S/C28H38NO2/c30-27(28(25-12-6-7-13-25)17-8-1-2-9-18-28)31-26-22-29(20-15-24(26)16-21-29)19-14-23-10-4-3-5-11-23/h3-7,10-12,24,26H,1-2,8-9,13-22H2/q+1/t24?,26-,29?/m0/s1

Standard InChI Key:  RAJJUUJWYSNNFB-MUZWYTLNSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
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    4.1939   -8.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -8.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100   -9.2249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6086   -8.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1268   -8.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4873   -7.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7761   -7.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535   -8.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713   -8.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -8.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4284   -8.5356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8014  -10.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4527  -10.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3442  -11.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845  -11.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4757  -12.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1233  -12.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861  -12.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912  -11.8505    0.0000 C   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
M  CHG  1   4   1
M  END

Alternative Forms

1. Parent:

   

   ALA3088080

   [(3R)-1-(2-phenylethyl)-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: 420.62

Molecular Weight (Monoisotopic): 420.2897

AlogP: 5.61

#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: 1.65

CX LogD: 1.65

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: 0.85

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