4-(2-Amino-ethyl)-quinolin-6-ol

ID: ALA348460

PubChem CID: 15681434

Max Phase: Preclinical

Molecular Formula: C11H12N2O

Molecular Weight: 188.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCc1ccnc2ccc(O)cc12

Standard InChI:  InChI=1S/C11H12N2O/c12-5-3-8-4-6-13-11-2-1-9(14)7-10(8)11/h1-2,4,6-7,14H,3,5,12H2

Standard InChI Key:  RRPXZQUYHTVONF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -0.5958   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -4.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -3.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -1.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  1  1  0
  6  2  2  0
  7  4  1  0
  8 12  1  0
  9  7  2  0
 10 14  1  0
 11  7  1  0
 12  5  2  0
 13  5  1  0
 14 13  1  0
  8  3  2  0
  9  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA348460

   4-(2-Aminoethyl)quinolin-6-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 188.23

Molecular Weight (Monoisotopic): 188.0950

AlogP: 1.44

#Rotatable Bonds: 2

Polar Surface Area: 59.14

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.40

CX Basic pKa: 10.05

CX LogP: 0.64

CX LogD: -0.97

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.75

Np Likeness Score: 0.29

References

1. Blum E, Buchheit K, Buescher H, Gamse R, Kloeppner E, Meigel H, Papageorgiou C, Waelchli R, Revesz L.  (1992)  Design and synthesis of novel ligands for the 5-HT3 and the 5-HT4 receptor,  2  (5): [10.1016/S0960-894X(00)80170-5]

Source

Source(1):

• Scientific Literature