(+/-)-6-Benzo[b]thiophen-2-yl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazole hydrochloride

ID: ALA3092296

PubChem CID: 72737032

Max Phase: Preclinical

Molecular Formula: C13H13ClN2S2

Molecular Weight: 260.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.c1ccc2sc(C3CN4CCSC4=N3)cc2c1

Standard InChI:  InChI=1S/C13H12N2S2.ClH/c1-2-4-11-9(3-1)7-12(17-11)10-8-15-5-6-16-13(15)14-10;/h1-4,7,10H,5-6,8H2;1H

Standard InChI Key:  JNKSOLVXNYVFGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   23.3199   -5.3846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.7759   -6.4395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.9912   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9912   -7.5216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7759   -7.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2607   -7.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2065   -6.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7216   -7.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2065   -7.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6271   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6271   -7.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4118   -7.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8965   -7.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4118   -6.4395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9111   -7.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1993   -7.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1993   -6.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9111   -6.2841    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
  2  6  1  0
  7  8  1  0
  8  9  1  0
  3  7  2  0
  4  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 10 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 10 18  2  0
 11 15  2  0
  8 13  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: 260.39

Molecular Weight (Monoisotopic): 260.0442

AlogP: 3.36

#Rotatable Bonds: 1

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.74

CX LogP: 3.37

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: -1.06

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