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

ID: ALA1090062

PubChem CID: 45378231

Max Phase: Preclinical

Molecular Formula: C14H22N2O4S

Molecular Weight: 314.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(C(C)C)N(S(N)(=O)=O)CC2

Standard InChI:  InChI=1S/C14H22N2O4S/c1-9(2)14-11-8-13(20-4)12(19-3)7-10(11)5-6-16(14)21(15,17)18/h7-9,14H,5-6H2,1-4H3,(H2,15,17,18)

Standard InChI Key:  BTHWOLGXBUFQAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   13.9098   -0.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9086   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6230   -2.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6212   -0.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3360   -0.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3395   -1.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0581   -2.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7780   -1.6765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7746   -0.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0513   -0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4931   -2.0868    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2060   -1.6726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0757   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9001   -2.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1943   -2.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4807   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1957   -0.4415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4819   -0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0604   -2.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3475   -3.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7755   -3.3281    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
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090062

   6,7-dimethoxy-1-propan-2-yl-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: 1.46

#Rotatable Bonds: 4

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: 10.70

CX Basic pKa: ┄

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -0.06

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