4-(6,7-Dihydro-benzo[b]thiophen-4-yl)-1H-imidazole

ID: ALA286246

Cas Number: 245744-10-9

PubChem CID: 9815610

Product Number: R288115, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H10N2S

Molecular Weight: 202.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2c[nH]cn2)c2ccsc2CC1

Standard InChI:  InChI=1S/C11H10N2S/c1-2-8(10-6-12-7-13-10)9-4-5-14-11(9)3-1/h2,4-7H,1,3H2,(H,12,13)

Standard InChI Key:  BAADWHDQAKDYLX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
    1.0417   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    0.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292   -2.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    1.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -2.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  3  1  0
  6  4  1  0
  7 11  1  0
  8  5  2  0
  9  1  1  0
 10  9  2  0
 11  3  2  0
 12  2  2  0
 13 14  1  0
 14  4  1  0
  6 10  1  0
 12 13  1  0
  7  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA286246

   RWJ 52353

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: 202.28

Molecular Weight (Monoisotopic): 202.0565

AlogP: 2.85

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.46

CX Basic pKa: 5.91

CX LogP: 2.76

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.76

Np Likeness Score: -0.44

References

1. Ross TM, Jetter MC, McDonnell ME, Boyd RE, Connelly CD, Martinez RP, Lewis MA, Codd EE, Raffa RB, Reitz AB..  (2000)  Alpha(2) adrenoceptor agonists as potential analgesic agents. 2. Discovery of 4-(4-imidazo)-1,3-dimethyl-6,7-dihydro-thianaphthene as a high-affinity ligand for the alpha(2D) adrenergic receptor.,  43  (7): [PMID:10753480] [10.1021/jm000128r]

2. Ross TM, Jetter MC, McDonnell ME, Boyd RE, Connelly CD, Martinez RP, Lewis MA, Codd EE, Raffa RB, Reitz AB..  (2000)  alpha(2) Adrenoceptor agonists as potential analgesic agents. 2. Discovery of 4-(4-Imidazo)-1,3-dimethyl-6,7-dihydrothianaphthene [corrected] as a high-affinity ligand for the alpha(2D) adrenergic receptor.,  43  (5): [PMID:10715142] [10.1021/jm990569e]

Source

Source(1):

• Scientific Literature