8-Methoxy-2H-benzo[e]imidazo[1,2-c][1,3]thiazine-5(3H)-thione

ID: ALA4514367

PubChem CID: 155539319

Max Phase: Preclinical

Molecular Formula: C11H10N2OS2

Molecular Weight: 250.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)SC(=S)N1CCN=C21

Standard InChI:  InChI=1S/C11H10N2OS2/c1-14-7-2-3-8-9(6-7)16-11(15)13-5-4-12-10(8)13/h2-3,6H,4-5H2,1H3

Standard InChI Key:  BYIFHHTYFILUMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   18.6578  -22.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6566  -23.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3647  -24.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3629  -22.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0715  -22.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0703  -23.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7804  -24.0111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4963  -23.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2028  -24.0123    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7803  -22.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4974  -22.7802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1186  -22.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7854  -21.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9583  -21.5483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9486  -24.0057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9480  -24.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8 11  1  0
  8  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
  2 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514367

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 250.35

Molecular Weight (Monoisotopic): 250.0235

AlogP: 2.15

#Rotatable Bonds: 1

Polar Surface Area: 24.83

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 2.61

CX LogD: 2.58

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: -1.00

References

1. Wolff B, Jänsch N, Sugiarto WO, Frühschulz S, Lang M, Altintas R, Oehme I, Meyer-Almes FJ..  (2019)  Synthesis and structure activity relationship of 1, 3-benzo-thiazine-2-thiones as selective HDAC8 inhibitors.,  184  [PMID:31630054] [10.1016/j.ejmech.2019.111756]

Source

Source(1):

• Scientific Literature