4-Ethylamino-2-methyl-1,1-dioxo-1,2,3,4-tetrahydro-1lambda*6*-thieno[3,2-e][1,2]thiazine-6-sulfonic acid amide

ID: ALA1083496

PubChem CID: 9928906

Max Phase: Preclinical

Molecular Formula: C9H15N3O4S3

Molecular Weight: 325.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC1CN(C)S(=O)(=O)c2sc(S(N)(=O)=O)cc21

Standard InChI:  InChI=1S/C9H15N3O4S3/c1-3-11-7-5-12(2)19(15,16)9-6(7)4-8(17-9)18(10,13)14/h4,7,11H,3,5H2,1-2H3,(H2,10,13,14)

Standard InChI Key:  GJDXMGTZKOMXRY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.6471    1.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6471    0.9251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3593    0.5167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.3593    2.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0714    1.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0713    0.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8526    0.6747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3356    1.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8526    2.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9333    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1606    1.3393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.5732    0.6248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9433    2.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9559    1.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7681   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9390   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3593    2.9920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0738    3.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0738    4.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0
  5  4  1  0
  2 10  1  0
  5  6  2  0
  8 11  1  0
 11 12  1  0
  1  2  1  0
 11 13  2  0
  1  4  1  0
 11 14  2  0
  2  3  1  0
  3 15  2  0
  3  6  1  0
  3 16  2  0
  6  7  1  0
  4 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1083496

   (+)-4-Ethylamino-3,4-dihydro-2-methyl-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide

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: 325.44

Molecular Weight (Monoisotopic): 325.0225

AlogP: -0.32

#Rotatable Bonds: 3

Polar Surface Area: 109.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.19

CX Basic pKa: 6.50

CX LogP: -0.60

CX LogD: -0.56

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.73

References

1. Oltulu O, Yaşar MM, Eroğlu E..  (2009)  A QSAR study on relationship between structure of sulfonamides and their carbonic anhydrase inhibitory activity using the eigenvalue (EVA) method.,  44  (9): [PMID:19303173] [10.1016/j.ejmech.2009.02.016]

Source

Source(1):

• Scientific Literature