(+/-)-6-(5-nitrobenzo[b]thiophen-2-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride

ID: ALA3092293

PubChem CID: 72737030

Max Phase: Preclinical

Molecular Formula: C13H10ClN3O2S2

Molecular Weight: 303.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=[N+]([O-])c1ccc2sc(C3CN4C=CSC4=N3)cc2c1

Standard InChI:  InChI=1S/C13H9N3O2S2.ClH/c17-16(18)9-1-2-11-8(5-9)6-12(20-11)10-7-15-3-4-19-13(15)14-10;/h1-6,10H,7H2;1H

Standard InChI Key:  HSADHYVJNYYZJE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.3446   -4.5362    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7194   -5.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5125   -6.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0900   -5.6130    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5096   -5.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5151   -6.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3007   -5.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2057   -6.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0330   -6.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7237   -6.9466    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5267   -5.6068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9363   -6.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0878   -6.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5773   -6.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2218   -5.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2288   -7.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3017   -6.6987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9349   -5.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7911   -5.4628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0800   -5.8769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7880   -4.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 10  8  1  0
  6 16  2  0
 15  5  2  0
 12 18  2  0
 11  7  2  0
 17  7  1  0
  9  8  1  0
 14 13  2  0
 18 15  1  0
  3  9  1  0
 14  4  1  0
  4  7  1  0
  2 18  1  0
  3 17  1  0
  8  2  2  0
  9 11  1  0
 12 10  1  0
 16 12  1  0
 13 17  1  0
 19 20  2  0
 19 21  1  0
  5 19  1  0
M  CHG  2  19   1  21  -1
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: 303.37

Molecular Weight (Monoisotopic): 303.0136

AlogP: 3.74

#Rotatable Bonds: 2

Polar Surface Area: 58.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.10

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -1.43

References

1. Debray J, Chang L, Marquès S, Pellet-Rostaing S, Le Duy D, Mebarek S, Buchet R, Magne D, Popowycz F, Lemaire M..  (2013)  Inhibitors of tissue-nonspecific alkaline phosphatase: design, synthesis, kinetics, biomineralization and cellular tests.,  21  (24): [PMID:24183741] [10.1016/j.bmc.2013.09.053]

Source

Source(1):

• Scientific Literature