(R)-3-(1-(cyclopenta-1,3-dienyl)cycloheptanecarbonyloxy)-1-(2-phenoxyethyl)-1-azoniabicyclo[2.2.2]octane

ID: ALA3088084

PubChem CID: 72545285

Max Phase: Preclinical

Molecular Formula: C28H38NO3+

Molecular Weight: 436.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O[C@H]1C[N+]2(CCOc3ccccc3)CCC1CC2)C1(C2=CC=CC2)CCCCCC1

Standard InChI:  InChI=1S/C28H38NO3/c30-27(28(24-10-6-7-11-24)16-8-1-2-9-17-28)32-26-22-29(18-14-23(26)15-19-29)20-21-31-25-12-4-3-5-13-25/h3-7,10,12-13,23,26H,1-2,8-9,11,14-22H2/q+1/t23?,26-,29?/m0/s1

Standard InChI Key:  ZQILZUIFOHLKHJ-JOMKWTIYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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   12.8239   -4.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8150   -5.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5400   -6.0346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2386   -5.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7569   -5.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1173   -4.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2239   -4.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0835   -5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7055   -5.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4099   -5.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0584   -5.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4315   -6.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0828   -7.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9742   -8.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6255   -8.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5116   -9.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1620   -9.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9229   -9.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0294   -8.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3778   -8.3521    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  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  CHG  1   4   1
M  END

Alternative Forms

1. Parent:

   

   ALA3088084

   [(3R)-1-(2-phenoxyethyl)-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: 436.62

Molecular Weight (Monoisotopic): 436.2846

AlogP: 5.44

#Rotatable Bonds: 7

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.28

CX LogD: 1.28

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: 0.65

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