(R)-7-Propoxy-N-(quinuclidin-3-yl)pyrrolo[1,2-a]quinoline-2-carboxamide

ID: ALA4538631

PubChem CID: 155549096

Max Phase: Preclinical

Molecular Formula: C23H27N3O2

Molecular Weight: 377.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1ccc2c(ccc3cc(C(=O)N[C@H]4CN5CCC4CC5)cn32)c1

Standard InChI:  InChI=1S/C23H27N3O2/c1-2-11-28-20-5-6-22-17(13-20)3-4-19-12-18(14-26(19)22)23(27)24-21-15-25-9-7-16(21)8-10-25/h3-6,12-14,16,21H,2,7-11,15H2,1H3,(H,24,27)/t21-/m0/s1

Standard InChI Key:  MXTHNZHBIVLJKF-NRFANRHFSA-N

Molfile:  

 
     RDKit          2D

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   16.8249  -18.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5578  -17.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1099  -16.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8358  -16.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5620  -16.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5690  -15.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8404  -15.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2958  -15.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2856  -16.4341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0815  -16.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5833  -16.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0980  -15.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4210  -16.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8332  -16.7717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8507  -15.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6709  -16.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0768  -17.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9151  -17.5300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3445  -16.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9377  -16.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0974  -16.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2086  -16.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7823  -16.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3913  -18.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6880  -17.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9759  -18.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2727  -17.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  1  1  0
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  6 10  1  0
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 12 13  1  0
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 20 21  1  0
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 22 23  1  0
 23 24  1  0
 24 19  1  0
  1 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538631

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 377.49

Molecular Weight (Monoisotopic): 377.2103

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 45.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 2.80

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -0.69

References

1. Xue Y, He X, Yang T, Wang Y, Liu Z, Zhang G, Wang Y, Wang K, Zhang L, Zhang L..  (2019)  Discovery of fused heterocyclic carboxamide derivatives as novel α7-nAChR agonists: Synthesis, preliminary SAR and biological evaluation.,  182  [PMID:31434041] [10.1016/j.ejmech.2019.111618]

Source

Source(1):

• Scientific Literature