1-n-Butyl-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-sulfonamide

ID: ALA1090419

PubChem CID: 45378361

Max Phase: Preclinical

Molecular Formula: C15H24N2O4S

Molecular Weight: 328.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC1c2cc(OC)c(OC)cc2CCN1S(N)(=O)=O

Standard InChI:  InChI=1S/C15H24N2O4S/c1-4-5-6-13-12-10-15(21-3)14(20-2)9-11(12)7-8-17(13)22(16,18)19/h9-10,13H,4-8H2,1-3H3,(H2,16,18,19)

Standard InChI Key:  OSHMAGWLYCFUNX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.0058   -5.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046   -6.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7194   -6.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -5.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4328   -5.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4363   -6.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1552   -6.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8755   -6.4723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8721   -5.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1484   -5.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5910   -6.8829    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3042   -6.4684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1733   -7.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9982   -7.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899   -6.8881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760   -6.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2913   -5.2367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772   -5.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1575   -7.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4443   -8.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4466   -8.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7333   -9.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  9 10  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090419

   1-butyl-6,7-dimethoxy-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: 328.43

Molecular Weight (Monoisotopic): 328.1457

AlogP: 2.00

#Rotatable Bonds: 6

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: 1.73

CX LogD: 1.73

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -0.02

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