(-)-Tetramisole hydrochloride

ID: ALA1256295

Cas Number: 16595-76-9

PubChem CID: 197152

Max Phase: Preclinical

Molecular Formula: C11H13ClN2S

Molecular Weight: 204.30

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (-)-Tetramisole HCl | Dexamisole hydrochloride|16595-76-9|Dexamisole HCl|d-Tetramisole hydrochloride|84VUY5WNF2|(R)-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole monohydrochloride|Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (R)-(+)-|(6R)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole;hydrochloride|(R)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole monohydrochloride|EINECS 240-653-0|R 12563|R 12,563|(-)-Tetramisole HCl|UNII-84VUY5WNF2|(R)-(+)-2,3,5,6-TeShow More⌵

Canonical SMILES:  Cl.c1ccc([C@@H]2CN3CCSC3=N2)cc1

Standard InChI:  InChI=1S/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H/t10-;/m0./s1

Standard InChI Key:  LAZPBGZRMVRFKY-PPHPATTJSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    1.7292    0.4083    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4042   -2.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2314   -2.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384   -1.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930   -0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0144   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8394   -1.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3296   -0.8341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185   -2.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1054   -1.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1151   -1.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8948   -0.8552    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712   -1.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -2.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  1
  8  9  1  0
  4  5  2  0
  9 12  2  0
 11 10  1  0
 10  8  1  0
 11 12  1  0
  5  6  1  0
  3  4  1  0
  6  7  2  0
  7  2  1  0
  2  3  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  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: 204.30

Molecular Weight (Monoisotopic): 204.0721

AlogP: 2.15

#Rotatable Bonds: 1

Polar Surface Area: 15.60

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.98

CX LogP: 2.36

CX LogD: 2.22

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.70

Np Likeness Score: -0.47

References

1. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

2. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

3. Hanson RN, Giese RW, Davis MA, Costello SM..  (1978)  Selenium-sulfur analogues. 1. Synthesis and biochemical evaluation of selenotetramisole.,  21  (5): [PMID:566327] [10.1021/jm00203a021]

4. Hanson RN, Giese RW, Davis MA, Costello SM..  (1978)  Selenium-sulfur analogues. 1. Synthesis and biochemical evaluation of selenotetramisole.,  21  (5): [PMID:566327] [10.1021/jm00203a021]

Source

Source(1):

• Scientific Literature