1-(5-chloro-8-quinolyl)-N-[[(7S)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-7-yl]methyl]methanamine

ID: ALA5093295

PubChem CID: 166633062

Max Phase: Preclinical

Molecular Formula: C18H19ClN4

Molecular Weight: 326.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(CNC[C@H]2CCn3ccnc3C2)c2ncccc12

Standard InChI:  InChI=1S/C18H19ClN4/c19-16-4-3-14(18-15(16)2-1-6-22-18)12-20-11-13-5-8-23-9-7-21-17(23)10-13/h1-4,6-7,9,13,20H,5,8,10-12H2/t13-/m0/s1

Standard InChI Key:  FHGRIXIUNQVDDZ-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -2.8049    0.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784    0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -0.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0885   -0.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8049   -0.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -1.4733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7959   -1.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -1.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5194   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5191    0.9974    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6642   -0.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -0.2396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7641   -0.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4783   -0.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4783    0.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066    0.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066   -0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924   -0.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    1.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639    1.8038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841    1.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  6 10  1  0
  1 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  6
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 15 20  1  0
 18 21  1  0
 17 22  2  0
 22 23  1  0
 23 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5093295

   ---

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: 326.83

Molecular Weight (Monoisotopic): 326.1298

AlogP: 3.44

#Rotatable Bonds: 4

Polar Surface Area: 42.74

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.79

CX LogP: 2.61

CX LogD: 0.20

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.08

References

1. Levit Kaplan A, Strachan RT, Braz JM, Craik V, Slocum S, Mangano T, Amabo V, O'Donnell H, Lak P, Basbaum AI, Roth BL, Shoichet BK..  (2022)  Structure-Based Design of a Chemical Probe Set for the 5-HT_5A Serotonin Receptor.,  65  (5.0): [PMID:35195401] [10.1021/acs.jmedchem.1c02031]

Source

Source(1):

• Scientific Literature