(R)-1-cycloheptyl-3-((R)-3-methoxyquinuclidin-3-yl)-1-phenylprop-2-yn-1-ol

ID: ALA409151

PubChem CID: 10109563

Max Phase: Preclinical

Molecular Formula: C24H33NO2

Molecular Weight: 367.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@]1(C#C[C@](O)(c2ccccc2)C2CCCCCC2)CN2CCC1CC2

Standard InChI:  InChI=1S/C24H33NO2/c1-27-23(19-25-17-13-20(23)14-18-25)15-16-24(26,22-11-7-4-8-12-22)21-9-5-2-3-6-10-21/h4,7-8,11-12,20-21,26H,2-3,5-6,9-10,13-14,17-19H2,1H3/t23-,24-/m1/s1

Standard InChI Key:  OIVUQKJVYIDTLN-DNQXCXABSA-N

Molfile:  

     RDKit          2D

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   -1.2564   -6.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980   -4.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5745   -5.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3613   -5.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -4.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -4.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1246   -7.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7123   -7.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5447   -7.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -6.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641   -4.5326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7498   -7.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4857   -6.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843   -6.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4324   -5.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2770   -5.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -5.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6906   -5.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  1  0
 13 14  1  1
  4  7  1  0
 13 15  1  0
  5  8  1  0
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  6 17  1  0
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 15 18  2  0
 18 19  1  0
  7  9  1  1
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  1  2  1  0
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  7 10  1  0
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  1  3  1  0
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  9 11  1  0
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  2  4  1  0
 16 25  1  0
 10 12  3  0
 24 26  1  0
  2  5  1  0
 25 27  1  0
 12 13  1  0
 26 28  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA409151

   (1R)-1-cycloheptyl-3-[(3R)-3-methoxy-1-azabicyclo[2.2.2]octan-3-yl]-1-phenylprop-2-yn-1-ol

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: 367.53

Molecular Weight (Monoisotopic): 367.2511

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 8.00

CX LogP: 4.47

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: 0.44

References

1. Starck JP, Provins L, Christophe B, Gillard M, Jadot S, Lo Brutto P, Quéré L, Talaga P, Guyaux M..  (2008)  Alkyne-quinuclidine derivatives as potent and selective muscarinic antagonists for the treatment of COPD.,  18  (8): [PMID:18359633] [10.1016/j.bmcl.2008.03.024]

Source

Source(1):

• Scientific Literature