(+/-)-2-(5,6-dihydroimidazo[2,1-b]thiazol-6-yl)benzo[b]thiophen-5-amine hydrochloride

ID: ALA3092294

PubChem CID: 72737031

Max Phase: Preclinical

Molecular Formula: C13H12ClN3S2

Molecular Weight: 273.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Nc1ccc2sc(C3CN4C=CSC4=N3)cc2c1

Standard InChI:  InChI=1S/C13H11N3S2.ClH/c14-9-1-2-11-8(5-9)6-12(18-11)10-7-16-3-4-17-13(16)15-10;/h1-6,10H,7,14H2;1H

Standard InChI Key:  AAYUGJSPDGFFSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.3330   -4.5320    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7094   -5.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5007   -6.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0768   -5.6078    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5016   -5.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5071   -6.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2882   -5.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1952   -6.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0217   -6.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7137   -6.9401    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5149   -5.6016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9270   -6.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0746   -6.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5637   -6.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2132   -5.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2201   -7.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2892   -6.6925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9256   -5.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7838   -5.4577    0.0000 N   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
  5 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: 273.39

Molecular Weight (Monoisotopic): 273.0394

AlogP: 3.41

#Rotatable Bonds: 1

Polar Surface Area: 41.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.12

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.81

Np Likeness Score: -0.91

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