3-(pent-1-yn-1-yl)quinolin-2-amine

ID: ALA5283757

Max Phase: Preclinical

Molecular Formula: C14H14N2

Molecular Weight: 210.28

Names and Identifiers

Canonical SMILES:  CCCC#Cc1cc2ccccc2nc1N

Standard InChI:  InChI=1S/C14H14N2/c1-2-3-4-8-12-10-11-7-5-6-9-13(11)16-14(12)15/h5-7,9-10H,2-3H2,1H3,(H2,15,16)

Standard InChI Key:  CQWGJHOARKFCHO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -3.2073    0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2085   -0.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957   -0.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4975    1.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    0.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -0.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    1.2325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501   -0.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550    1.2401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634   -0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733   -0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -1.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4965   -0.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2085   -1.2401    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  3  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283757

   ---

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: 210.28

Molecular Weight (Monoisotopic): 210.1157

AlogP: 2.97

#Rotatable Bonds: 1

Polar Surface Area: 38.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.15

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.73

Np Likeness Score: -0.41

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