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1-Cyclopropyl-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-sulfonamide
ID: ALA1090418
PubChem CID: 45378360
Max Phase: Preclinical
Molecular Formula: C14H20N2O4S
Molecular Weight: 312.39
Molecule Type: Small molecule
Associated Items:
Names and Identifiers
Canonical SMILES: COc1cc2c(cc1OC)C(C1CC1)N(S(N)(=O)=O)CC2
Standard InChI: InChI=1S/C14H20N2O4S/c1-19-12-7-10-5-6-16(21(15,17)18)14(9-3-4-9)11(10)8-13(12)20-2/h7-9,14H,3-6H2,1-2H3,(H2,15,17,18)
Standard InChI Key: XZFBPECMSJPLSK-UHFFFAOYSA-N
Molfile:
RDKit 2D
21 23 0 0 0 0 0 0 0 0999 V2000
-3.5284 -6.1919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.5296 -7.0188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.8151 -7.4313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.8169 -5.7793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.1021 -6.1883 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.0986 -7.0208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.3799 -7.4318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.6600 -7.0149 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-0.6634 -6.1824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.3867 -5.7668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0552 -7.4252 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
0.7681 -7.0110 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-0.3623 -8.1366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.4622 -8.1366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-4.2439 -7.4304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-4.9576 -7.0176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.2425 -5.7798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-4.9564 -6.1922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.3776 -8.2563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.7846 -8.9725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.9601 -8.9703 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
20 19 1 0
21 20 1 0
19 21 1 0
7 8 1 0
8 9 1 0
M END
Associated Targets(Human)
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 |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Calculated Properties
Molecular Weight: 312.39 | Molecular Weight (Monoisotopic): 312.1144 | AlogP: 1.22 | #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: 0.75 | CX LogD: 0.75 |
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] |