{3-[4-(2-Benzothiazol-2-yl-vinyl)-phenoxy]-propyl}-dibutyl-amine hydrochloride hydrate

ID: ALA1202643

PubChem CID: 14146371

Max Phase: Preclinical

Molecular Formula: C26H37ClN2O2S

Molecular Weight: 422.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCCOc1ccc(/C=C/c2nc3ccccc3s2)cc1.Cl.O

Standard InChI:  InChI=1S/C26H34N2OS.ClH.H2O/c1-3-5-18-28(19-6-4-2)20-9-21-29-23-15-12-22(13-16-23)14-17-26-27-24-10-7-8-11-25(24)30-26;;/h7-8,10-17H,3-6,9,18-21H2,1-2H3;1H;1H2/b17-14+;;

Standard InChI Key:  XSEINTPVDVDRRX-WTLOABTRSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
   22.2897    0.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4889    4.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2890    4.1052    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 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0855    0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3503   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1150   -2.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5272   -3.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8201    1.4465    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 N   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 S   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
   24.7897    0.1962    0.0000 Cl  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  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
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 24 25  1  0
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 27 28  2  0
 28 23  1  0
 28 29  1  0
 29 21  1  0
 18 30  1  0
 30 31  2  0
 31 15  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: 422.64

Molecular Weight (Monoisotopic): 422.2392

AlogP: 7.14

#Rotatable Bonds: 13

Polar Surface Area: 25.36

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 7.25

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.27

Np Likeness Score: -1.22

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