(S)-3-(2-methylbutoxy)quinolin-2-amine

ID: ALA5284395

Max Phase: Preclinical

Molecular Formula: C14H18N2O

Molecular Weight: 230.31

Names and Identifiers

Canonical SMILES:  CC[C@H](C)COc1cc2ccccc2nc1N

Standard InChI:  InChI=1S/C14H18N2O/c1-3-10(2)9-17-13-8-11-6-4-5-7-12(11)16-14(13)15/h4-8,10H,3,9H2,1-2H3,(H2,15,16)/t10-/m0/s1

Standard InChI Key:  YZWADUOSJBYTTM-JTQLQIEISA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -3.2095    0.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2107   -0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4996    1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863    0.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0742    1.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696   -0.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607   -0.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721   -0.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7858   -0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970   -0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.4105    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  6
 14 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284395

   ---

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: 230.31

Molecular Weight (Monoisotopic): 230.1419

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 48.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.66

CX LogP: 3.43

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.88

Np Likeness Score: -0.24

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