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

ID: ALA3092295

PubChem CID: 72737028

Max Phase: Preclinical

Molecular Formula: C13H11ClN2S2

Molecular Weight: 258.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=CN2CC(c3cc4ccccc4s3)N=C2S1.Cl

Standard InChI:  InChI=1S/C13H10N2S2.ClH/c1-2-4-11-9(3-1)7-12(17-11)10-8-15-5-6-16-13(15)14-10;/h1-7,10H,8H2;1H

Standard InChI Key:  VAMVMXMVUABESY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   14.6363   -3.5473    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.1838   -4.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4109   -4.7302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1848   -5.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9207   -5.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3968   -6.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9717   -4.7363    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0950   -5.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9695   -6.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4598   -5.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6080   -4.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6122   -6.0689    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8261   -5.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8247   -4.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1125   -4.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4011   -4.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4065   -5.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1194   -6.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  2  1  0
  5  3  1  0
  6  4  1  0
  7  2  1  0
  5  8  1  0
  9  4  1  0
 10  7  1  0
 10  9  2  0
  6  5  1  0
  8 11  2  0
 11 14  1  0
 13 12  1  0
 12  8  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
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: 258.37

Molecular Weight (Monoisotopic): 258.0285

AlogP: 3.83

#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: 5.10

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.77

Np Likeness Score: -0.97

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