N-(2-propylthiazolo[4,5-c]quinolin-4-yl)pent-4-ynamide

ID: ALA5283490

Max Phase: Preclinical

Molecular Formula: C18H17N3OS

Molecular Weight: 323.42

Names and Identifiers

Canonical SMILES:  C#CCCC(=O)Nc1nc2ccccc2c2sc(CCC)nc12

Standard InChI:  InChI=1S/C18H17N3OS/c1-3-5-11-14(22)20-18-16-17(23-15(21-16)8-4-2)12-9-6-7-10-13(12)19-18/h1,6-7,9-10H,4-5,8,11H2,2H3,(H,19,20,22)

Standard InChI Key:  ZWSYAQOCYGWTMI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.2228   -2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5569    1.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580    0.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470    1.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335    1.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329    0.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040    1.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215    1.7733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4169    0.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.6919    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -0.0211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058    1.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0086   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159    1.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162    0.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264    1.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1394    1.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    1.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5580    2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  5  2  1  0
  6  5  2  0
  4  7  2  0
  6  7  1  0
  8  9  2  0
  9  6  1  0
 10  8  1  0
  7 11  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  8 15  1  0
 13 16  1  0
 16 17  1  0
 17  1  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283490

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 323.42

Molecular Weight (Monoisotopic): 323.1092

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.10

References

1. Kaushik D, Kaur A, Petrovsky N, Salunke DB..  (2021)  Structural evolution of toll-like receptor 7/8 agonists from imidazoquinolines to imidazoles.,  12  (7.0): [PMID:34355178] [10.1039/D1MD00031D]

Source

Source(1):

• Scientific Literature