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

ID: ALA4536365

PubChem CID: 155548230

Max Phase: Preclinical

Molecular Formula: C23H25N3O

Molecular Weight: 359.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CN2CCC1CC2)c1cc2ccc3cc(C4CC4)ccc3n2c1

Standard InChI:  InChI=1S/C23H25N3O/c27-23(24-21-14-25-9-7-16(21)8-10-25)19-12-20-5-3-18-11-17(15-1-2-15)4-6-22(18)26(20)13-19/h3-6,11-13,15-16,21H,1-2,7-10,14H2,(H,24,27)/t21-/m0/s1

Standard InChI Key:  KPFZLQPTZSESAS-NRFANRHFSA-N

Molfile:  

 
     RDKit          2D

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   36.7519  -11.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4735  -11.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2063  -11.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7585  -10.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4843   -9.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2105  -10.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2175   -8.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4890   -8.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9443   -8.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9341   -9.8305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7300  -10.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2318   -9.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7465   -8.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0695   -9.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4817  -10.1681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4993   -8.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3195  -10.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7253  -10.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5636  -10.9264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9930  -10.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5862   -9.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7459   -9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8571  -10.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4308  -10.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0398  -11.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2235  -11.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6244  -12.1716    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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 17 15  1  6
 17 18  1  0
 17 22  1  0
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 20 21  1  0
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 23 24  1  0
 24 19  1  0
  1 25  1  0
 26 25  1  0
 27 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536365

   ---

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: 359.47

Molecular Weight (Monoisotopic): 359.1998

AlogP: 3.79

#Rotatable Bonds: 3

Polar Surface Area: 36.75

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 2.86

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.45

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