3-(butylthio)quinolin-2-amine

ID: ALA5286649

Max Phase: Preclinical

Molecular Formula: C13H16N2S

Molecular Weight: 232.35

Names and Identifiers

Canonical SMILES:  CCCCSc1cc2ccccc2nc1N

Standard InChI:  InChI=1S/C13H16N2S/c1-2-3-8-16-12-9-10-6-4-5-7-11(10)15-13(12)14/h4-7,9H,2-3,8H2,1H3,(H2,14,15)

Standard InChI Key:  APRQEGXYKOMOAW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -3.2097    0.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -0.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4980   -0.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865    0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -0.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    0.8238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700   -0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526    0.8314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3611   -0.8251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7859   -0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4971   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108   -0.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  1  1  0
  5  4  2  0
  3  6  2  0
  5  6  1  0
  7  8  2  0
  8  5  1  0
  9  7  1  0
  6 10  1  0
  9 10  2  0
  7 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286649

   ---

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: 232.35

Molecular Weight (Monoisotopic): 232.1034

AlogP: 3.71

#Rotatable Bonds: 4

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.52

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.64

Np Likeness Score: -0.91

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