5-n-Dodecylaminomethyl-2-methoxyphenol

ID: ALA473037

PubChem CID: 19068310

Max Phase: Preclinical

Molecular Formula: C20H35NO2

Molecular Weight: 321.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCNCc1ccc(OC)c(O)c1

Standard InChI:  InChI=1S/C20H35NO2/c1-3-4-5-6-7-8-9-10-11-12-15-21-17-18-13-14-20(23-2)19(22)16-18/h13-14,16,21-22H,3-12,15,17H2,1-2H3

Standard InChI Key:  JDKPVYCGWSWPHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   17.2258  -10.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2247  -11.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9410  -11.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6589  -11.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6561  -10.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9392  -10.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3756  -11.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3768  -12.6268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0873  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8013  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5153  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2293  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9433  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6572  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3712  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0852  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7992  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5131  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2271  -13.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9411  -12.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9367   -9.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5098  -10.1461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5096   -9.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  4  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
  6 21  1  0
  2  3  1  0
  1 22  1  0
 10 11  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA473037

   N-lauryl-3-hydroxy-4-methoxybenzylamine

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: 321.50

Molecular Weight (Monoisotopic): 321.2668

AlogP: 5.41

#Rotatable Bonds: 14

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.98

CX Basic pKa: 8.98

CX LogP: 5.52

CX LogD: 4.25

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: 0.10

References

1. Kragler A, Höfner G, Wanner KT..  (2008)  Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1-mGAT4.,  43  (11): [PMID:18395300] [10.1016/j.ejmech.2008.01.005]

Source

Source(1):

• Scientific Literature