[3-(4-Benzothiazol-2-yl-phenoxy)-propyl]-dipropyl-amine hydrochloride hydrate

ID: ALA1202656

PubChem CID: 49860338

Max Phase: Preclinical

Molecular Formula: C22H31ClN2O2S

Molecular Weight: 368.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)CCCOc1ccc(-c2nc3ccccc3s2)cc1.Cl.O

Standard InChI:  InChI=1S/C22H28N2OS.ClH.H2O/c1-3-14-24(15-4-2)16-7-17-25-19-12-10-18(11-13-19)22-23-20-8-5-6-9-21(20)26-22;;/h5-6,8-13H,3-4,7,14-17H2,1-2H3;1H;1H2

Standard InChI Key:  GIQMRIQSDOKHBU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   18.1175    2.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4893    5.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9777    4.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4822    4.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8423    3.3698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6960    2.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0547    0.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7373   -0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3468    3.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7070    1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2114    1.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716    0.4033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0761    0.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347   -1.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397   -1.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0896    0.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7275    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2225    1.5111    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
   20.6175    2.3487    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
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 27 19  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: 368.55

Molecular Weight (Monoisotopic): 368.1922

AlogP: 5.85

#Rotatable Bonds: 10

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: 10.31

CX LogP: 5.82

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.78

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