2-(2-(cyclopropanecarboxamido)pyridin-4-yl)-N-methyl-4-(2-(1-(1,2,3,4-tetrahydroacridin-9-yl)-1H-1,2,3-triazol-4-yl)ethoxy)thiazole-5-carboxamide

ID: ALA4791286

PubChem CID: 162670676

Max Phase: Preclinical

Molecular Formula: C31H30N8O3S

Molecular Weight: 594.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1sc(-c2ccnc(NC(=O)C3CC3)c2)nc1OCCc1cn(-c2c3c(nc4ccccc24)CCCC3)nn1

Standard InChI:  InChI=1S/C31H30N8O3S/c1-32-29(41)27-30(36-31(43-27)19-12-14-33-25(16-19)35-28(40)18-10-11-18)42-15-13-20-17-39(38-37-20)26-21-6-2-4-8-23(21)34-24-9-5-3-7-22(24)26/h2,4,6,8,12,14,16-18H,3,5,7,9-11,13,15H2,1H3,(H,32,41)(H,33,35,40)

Standard InChI Key:  GYRWNPFZHGOCEC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 49  0  0  0  0  0  0  0  0999 V2000
   20.3714   -3.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0751   -3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6995   -3.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3796   -2.6478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5575   -2.7171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5027   -3.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1081   -3.9735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0638   -2.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8680   -3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4304   -2.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1942   -1.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3900   -1.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8221   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5426   -4.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7418   -4.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1796   -4.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4169   -5.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2218   -5.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7804   -5.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2306   -1.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7985   -2.6607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1935   -3.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0203   -3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4506   -2.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0533   -1.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7653   -4.0862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1598   -4.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7296   -5.5147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9846   -4.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6925   -5.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7131   -4.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2754   -2.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7452   -3.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5348   -3.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5520   -2.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7727   -2.0613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2292   -1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9759   -2.2122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1600   -1.0391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1922   -3.6558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9526   -3.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6531   -1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6099   -3.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  3  6  1  0
  6 15  1  0
 14  7  1  0
  7  9  2  0
  8  6  2  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 22 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 30 29  1  0
 31 30  1  0
 29 31  1  0
 24 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 32  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 34 40  1  0
 40 41  1  0
 38 42  1  0
 41 43  1  0
 43  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791286

   ---

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: 594.70

Molecular Weight (Monoisotopic): 594.2162

AlogP: 4.54

#Rotatable Bonds: 9

Polar Surface Area: 136.81

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.93

CX Basic pKa: 6.91

CX LogP: 4.93

CX LogD: 4.81

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.25

Np Likeness Score: -1.60

References

1. Jiang X,Zhou J,Wang Y,Chen L,Duan Y,Huang J,Liu C,Chen Y,Liu W,Sun H,Feng F,Qu W.  (2020)  Rational design and biological evaluation of a new class of thiazolopyridyl tetrahydroacridines as cholinesterase and GSK-3 dual inhibitors for Alzheimer's disease.,  207  [PMID:32950908] [10.1016/j.ejmech.2020.112751]

Source

Source(1):

• Scientific Literature