{2-[4-(2-Benzooxazol-2-yl-vinyl)-phenoxy]-ethyl}-dibutyl-amine hydrochloride

ID: ALA1202644

PubChem CID: 49860330

Max Phase: Preclinical

Molecular Formula: C25H33ClN2O2

Molecular Weight: 392.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCOc1ccc(/C=C/c2nc3ccccc3o2)cc1.Cl

Standard InChI:  InChI=1S/C25H32N2O2.ClH/c1-3-5-17-27(18-6-4-2)19-20-28-22-14-11-21(12-15-22)13-16-25-26-23-9-7-8-10-24(23)29-25;/h7-16H,3-6,17-20H2,1-2H3;1H/b16-13+;

Standard InChI Key:  PILOILRCUNDVKL-ZUQRMPMESA-N

Molfile:  

     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   20.7890    0.7843    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.1419    3.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5552    2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0545    2.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3208    1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8201    1.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0501    2.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5494    2.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7794    4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5795    3.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0864    0.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5857    0.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8519   -1.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3512   -1.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6160   -2.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1161   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0866    0.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5865    0.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 27 28  1  0
 28 20  2  0
 17 29  1  0
 29 30  2  0
 30 14  1  0
M  END

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: 392.54

Molecular Weight (Monoisotopic): 392.2464

AlogP: 6.28

#Rotatable Bonds: 12

Polar Surface Area: 38.50

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.86

CX LogP: 6.39

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -0.90

References

1. Sanfilippo PJ, Urbanski M, Press JB, Hajos ZG, Shriver DA, Scott CK..  (1988)  Synthesis of (aryloxy)alkylamines. 1. Novel antisecretory agents with H+K+-ATPase inhibitory activity.,  31  (9): [PMID:2842503] [10.1021/jm00117a018]

Source

Source(1):

• Scientific Literature