6,7-Dimethoxy-1-propyl-3,4-dihydroisoquinoline-2(1H)-sulfonamide

ID: ALA1089380

PubChem CID: 45378230

Max Phase: Preclinical

Molecular Formula: C14H22N2O4S

Molecular Weight: 314.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1c2cc(OC)c(OC)cc2CCN1S(N)(=O)=O

Standard InChI:  InChI=1S/C14H22N2O4S/c1-4-5-12-11-9-14(20-3)13(19-2)8-10(11)6-7-16(12)21(15,17)18/h8-9,12H,4-7H2,1-3H3,(H2,15,17,18)

Standard InChI Key:  AACQWTYEMSTWRC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    5.7868   -0.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7857   -1.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5001   -2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4983   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2133   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167   -1.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9354   -2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6554   -1.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6519   -0.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9285   -0.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3706   -2.0120    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0835   -1.5979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9530   -2.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7776   -2.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0713   -2.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3575   -1.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727   -0.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -0.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9376   -2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2248   -3.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -4.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  6  1  0
  8 11  1  0
 11 12  1  0
  2  3  1  0
 11 13  2  0
  3  6  2  0
 11 14  2  0
  1  2  2  0
  2 15  1  0
  5  4  2  0
 15 16  1  0
  4  1  1  0
  1 17  1  0
  5 10  1  0
 17 18  1  0
  6  7  1  0
  7 19  1  0
  7  8  1  0
 19 20  1  0
  8  9  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089380

   6,7-dimethoxy-1-propyl-3,4-dihydro-1H-isoquinoline-2-sulfonamide

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: 314.41

Molecular Weight (Monoisotopic): 314.1300

AlogP: 1.61

#Rotatable Bonds: 5

Polar Surface Area: 81.86

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.83

CX Basic pKa: ┄

CX LogP: 1.29

CX LogD: 1.29

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -0.07

References

1. Gitto R, Agnello S, Ferro S, De Luca L, Vullo D, Brynda J, Mader P, Supuran CT, Chimirri A..  (2010)  Identification of 3,4-Dihydroisoquinoline-2(1H)-sulfonamides as potent carbonic anhydrase inhibitors: synthesis, biological evaluation, and enzyme--ligand X-ray studies.,  53  (6): [PMID:20170095] [10.1021/jm9014026]

Source

Source(1):

• Scientific Literature