4-((quinolin-2-ylamino)methyl)phenol

ID: ALA202984

PubChem CID: 44406699

Max Phase: Preclinical

Molecular Formula: C16H14N2O

Molecular Weight: 250.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(CNc2ccc3ccccc3n2)cc1

Standard InChI:  InChI=1S/C16H14N2O/c19-14-8-5-12(6-9-14)11-17-16-10-7-13-3-1-2-4-15(13)18-16/h1-10,19H,11H2,(H,17,18)

Standard InChI Key:  REDFZVZIUMTTCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    9.0819   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0807   -4.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7956   -5.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7938   -3.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5091   -3.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5099   -4.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2252   -5.0716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9402   -4.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9355   -3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2196   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6563   -5.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3692   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3660   -3.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0797   -3.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0768   -2.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3602   -2.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6450   -2.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6514   -3.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3559   -1.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0
  9 10  1  0
 10  5  2  0
  8 11  1  0
  2  3  2  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
  3  6  1  0
 13 14  2  0
  6  7  2  0
 14 15  1  0
  1  2  1  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
  5  4  1  0
 17 18  2  0
 18 13  1  0
  8  9  2  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA202984

   4-((Quinolin-2-ylamino)methyl)phenol

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: 250.30

Molecular Weight (Monoisotopic): 250.1106

AlogP: 3.55

#Rotatable Bonds: 3

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: 5.92

CX LogP: 3.62

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.75

Np Likeness Score: -0.83

References

1. Inglis SR, Jones RK, Booker GW, Pyke SM..  (2006)  Synthesis of N-benzylated-2-aminoquinolines as ligands for the Tec SH3 domain.,  16  (2): [PMID:16260132] [10.1016/j.bmcl.2005.09.073]

Source

Source(1):

• Scientific Literature