(R)-1-(3-(pyridin-4-yl)propyl)-3-(1-(thiophen-2-yl)cycloheptanecarbonyloxy)-1-azoniabicyclo[2.2.2]octane

ID: ALA3087230

PubChem CID: 72545528

Max Phase: Preclinical

Molecular Formula: C27H37N2O2S+

Molecular Weight: 453.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O[C@H]1C[N+]2(CCCc3ccncc3)CCC1CC2)C1(c2cccs2)CCCCCC1

Standard InChI:  InChI=1S/C27H37N2O2S/c30-26(27(25-8-6-20-32-25)13-3-1-2-4-14-27)31-24-21-29(18-11-23(24)12-19-29)17-5-7-22-9-15-28-16-10-22/h6,8-10,15-16,20,23-24H,1-5,7,11-14,17-19,21H2/q+1/t23?,24-,29?/m0/s1

Standard InChI Key:  HNKRLZPRTHVMQJ-IDPZRHLESA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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   14.4377   -6.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4288   -6.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1538   -7.2191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7311   -5.5835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8376   -5.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6973   -6.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3193   -6.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0236   -6.5608    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6722   -6.5298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0452   -8.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6965   -8.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5879   -9.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2392   -9.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1253  -10.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7758  -11.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5366  -10.8504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6431  -10.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9916   -9.5366    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:

   

   ALA3087230

   [(3R)-1-(3-pyridin-4-ylpropyl)-1-azoniabicyclo[2.2.2]octan-3-yl] 1-thiophen-2-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: 453.67

Molecular Weight (Monoisotopic): 453.2570

AlogP: 5.52

#Rotatable Bonds: 7

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.65

CX LogP: 1.54

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.15

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