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

ID: ALA4475776

PubChem CID: 155537729

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(ccc3cc(C(=O)N[C@H]4CN5CCC4CC5)cn32)c1

Standard InChI:  InChI=1S/C21H23N3O/c1-14-2-5-20-16(10-14)3-4-18-11-17(12-24(18)20)21(25)22-19-13-23-8-6-15(19)7-9-23/h2-5,10-12,15,19H,6-9,13H2,1H3,(H,22,25)/t19-/m0/s1

Standard InChI Key:  UTCZZYIQGYWCDV-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
   15.2449  -11.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9665  -12.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6993  -11.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2515  -10.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9773  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7035  -10.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7106   -9.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9820   -9.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4373   -9.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4271  -10.3960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2230  -10.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7248   -9.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2395   -9.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5625  -10.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9747  -10.7336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9923   -9.2811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8125  -10.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2183  -11.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0566  -11.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4860  -10.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0792  -10.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2389  -10.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3502  -10.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9238  -10.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5328  -12.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 17 15  1  6
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475776

   ---

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: 333.44

Molecular Weight (Monoisotopic): 333.1841

AlogP: 3.22

#Rotatable Bonds: 2

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: 2.59

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -0.67

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