2-[[5-(1H-Imidazol-1-yl)pentyl]thio]benzothiazole

ID: ALA3415250

PubChem CID: 118733128

Max Phase: Preclinical

Molecular Formula: C15H17N3S2

Molecular Weight: 303.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2sc(SCCCCCn3ccnc3)nc2c1

Standard InChI:  InChI=1S/C15H17N3S2/c1(4-9-18-10-8-16-12-18)5-11-19-15-17-13-6-2-3-7-14(13)20-15/h2-3,6-8,10,12H,1,4-5,9,11H2

Standard InChI Key:  CZEXNLLYEFJMEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   10.7903    4.0267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6362    5.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0680    4.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0851    3.3028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6639    2.8230    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
   -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
    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
    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
    4.0872    0.0382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2896    4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3415250

   ---

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: 303.46

Molecular Weight (Monoisotopic): 303.0864

AlogP: 4.46

#Rotatable Bonds: 7

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.54

CX LogP: 4.25

CX LogD: 4.21

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: -2.35

References

1. Salerno L, Pittalà V, Romeo G, Modica MN, Marrazzo A, Siracusa MA, Sorrenti V, Di Giacomo C, Vanella L, Parayath NN, Greish K..  (2015)  Novel imidazole derivatives as heme oxygenase-1 (HO-1) and heme oxygenase-2 (HO-2) inhibitors and their cytotoxic activity in human-derived cancer cell lines.,  96  [PMID:25874340] [10.1016/j.ejmech.2015.04.003]

Source

Source(1):

• Scientific Literature