UCSF

ZINC01530804

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2004 22 No

Popular Name: Topiramate Topiramate

Find On: PubMed — Wikipedia — Google

CAS Numbers: 56211-40-6 , 97240-79-4 , [56211-40-6] , [97240-79-4]

Other Names:

"2,3:4,5-Di-O-isopropylidene-¦Â-D-fructopyranoside sulfamate"

D-fructopyranose deriv.

.beta.-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, sulfamate (9CI)

2,3-4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate

2,3:4,5-Bis-O-(1-methylethylidene) .beta.-D-fructopyranose sulfamate

2,3:4,5-Bis-O-(1-methylethylidene)-36-D-fructo-pyranose sulfamate

2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate

2,3:4,5-Di- O -isopropylidene-(beta)-D-fructopyranose sulfamate

2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulfamate

534

5H-Bis[1,3]dioxolo[4,5-b:4',5'-d]pyran, .beta.

97240-79-4

AKOS000424547

BAN

beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, sulfamate

beta.-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 1-sulfamate

BIDD:GT0854

BIDD:PXR0127

BRN 5988957

BSPBio_002306

C052342

C07502

C12H21NO8S

CBChromo1_000352

CHEBI:129573

CHEMBL220492

CID5284627

Cilag brand of topiramate

CPD000466325

CPD000466325; SAM001246601; TOPIRAMATE

CPD000466325; TOPIRAMATE; 97240-79-4

D00537

DAP000137

DB00273

Demadex

Epitoma

Epitomax

FDA

HMS1922H06

HMS2051L09

HMS2093D20

HSDB 7531

INN

Janssen brand of topiramate

KS-1122

KW-6485

LS-187392

LS-69764

McN 4853

MCN-4853

MCN-4853; RWJ-17021

MFCD00865320

MLS000759431

MLS001424070

MolPort-001-615-062

MolPort-002-885-869

N-[[(1-Methylethyl)amino]carbonyl]-4-[(3-methylphenyl)amino]-3-pyridinesulfonamide

NCGC00178714-01

Ortho brand of topiramate

RWJ 17021

RWJ-17021

RWJ-17021-000

S1438_Selleck

SAM001246601

SMR000466325

SPBio_000995

SPECTRUM1505801

Spectrum2_001128

STOCK1N-71037

T0575_SIGMA

Tipiramate

Tipiramate [French]

Tipiramato

Tipiramato [Spanish]

TL8006021

Topamac

Topamax

Topamax (TN)

Topamax sprinkle

Topamax, Topiramate

Topimax

Topina

Topiramate (BAN

Topiramate (FDA

Topiramate (JAN/USAN/INN)

Topiramate (TPM)

Topiramate / Placebo

topiramate tablet

Topiramate [USAN:BAN:INN]

Topiramato

Topiramato [INN-Spanish]

Topiramatum

Topiramatum [INN-Latin]

topiramatum [Latin]

Topiramic acid

Topomax

TOR

Torasemide

UNII-0H73WJJ391

USAN)

USL-255

[(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi[1,3]dioxolo[4,5-a:5',3'-d]pyran-3a-yl]methyl sulfamate

[(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate

¦Â-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 1-sulfamate

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 0.16 -1.52 -44.79 1 9 -1 113 338.358 3 ↓
Mid Mid (pH 6-8) 0.16 -2 -12.26 2 9 0 116 339.366 3 ↓

Vendor Notes

Note Type Comments Provided By
Molecular_Solubility 0.855 Bitter DB
MP 126 TCI
Indications anticonvulsant KeyOrganics Bioactives
Therapy anticonvulsant, antimigraine, GABA-A agonist, AMP/kinate glutamate receptor antagonist, carbonic anhydrase inhibitor SMDC Iconix
Indications epilepsy, migraines, anticonvulsant KeyOrganics Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP02505t NIH Clinical Collection via PubChem
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP02505t NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CAH-2-A Carbonic Anhydrase (cluster #2 Of 2), Archaea Archaea 8900 0.32 Binding ≤ 10μM
CYNT-3-B Carbonic Anhydrase (cluster #3 Of 3), Bacterial Bacteria 474 0.40 Binding ≤ 10μM
P96878-2-B PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) (cluster #2 Of 2), Bacterial Bacteria 3020 0.35 Binding ≤ 10μM
Y1284-2-B Uncharacterized Protein Rv1284/MT1322 (cluster #2 Of 2), Bacterial Bacteria 612 0.40 Binding ≤ 10μM
B5SU02-4-E Alpha Carbonic Anhydrase (cluster #4 Of 6), Eukaryotic Eukaryotes 29 0.48 Binding ≤ 10μM
C0IX24-3-E Carbonic Anhydrase (cluster #3 Of 5), Eukaryotic Eukaryotes 367 0.41 Binding ≤ 10μM
CAH1-8-E Carbonic Anhydrase I (cluster #8 Of 12), Eukaryotic Eukaryotes 8900 0.32 Binding ≤ 10μM
CAH12-6-E Carbonic Anhydrase XII (cluster #6 Of 9), Eukaryotic Eukaryotes 3800 0.34 Binding ≤ 10μM
CAH13-3-E Carbonic Anhydrase XIII (cluster #3 Of 7), Eukaryotic Eukaryotes 47 0.47 Binding ≤ 10μM
CAH14-5-E Carbonic Anhydrase XIV (cluster #5 Of 8), Eukaryotic Eukaryotes 1460 0.37 Binding ≤ 10μM
CAH15-5-E Carbonic Anhydrase 15 (cluster #5 Of 6), Eukaryotic Eukaryotes 78 0.45 Binding ≤ 10μM
CAH2-10-E Carbonic Anhydrase II (cluster #10 Of 15), Eukaryotic Eukaryotes 8900 0.32 Binding ≤ 10μM
CAH3-4-E Carbonic Anhydrase III (cluster #4 Of 6), Eukaryotic Eukaryotes 8890 0.32 Binding ≤ 10μM
CAH4-7-E Carbonic Anhydrase IV (cluster #7 Of 16), Eukaryotic Eukaryotes 54 0.46 Binding ≤ 10μM
CAH5A-3-E Carbonic Anhydrase VA (cluster #3 Of 10), Eukaryotic Eukaryotes 8890 0.32 Binding ≤ 10μM
CAH5B-3-E Carbonic Anhydrase VB (cluster #3 Of 9), Eukaryotic Eukaryotes 30 0.48 Binding ≤ 10μM
CAH6-2-E Carbonic Anhydrase VI (cluster #2 Of 8), Eukaryotic Eukaryotes 8890 0.32 Binding ≤ 10μM
CAH7-5-E Carbonic Anhydrase VII (cluster #5 Of 8), Eukaryotic Eukaryotes 1 0.57 Binding ≤ 10μM
CAH9-7-E Carbonic Anhydrase IX (cluster #7 Of 11), Eukaryotic Eukaryotes 58 0.46 Binding ≤ 10μM
CAH1-1-E Carbonic Anhydrase I (cluster #1 Of 3), Eukaryotic Eukaryotes 250 0.42 Functional ≤ 10μM
CAH2-2-E Carbonic Anhydrase II (cluster #2 Of 2), Eukaryotic Eukaryotes 5 0.53 Functional ≤ 10μM
CAH4-2-E Carbonic Anhydrase IV (cluster #2 Of 2), Eukaryotic Eukaryotes 54 0.46 Functional ≤ 10μM
CAN-2-F Carbonic Anhydrase (cluster #2 Of 3), Fungal Fungi 110 0.44 Binding ≤ 10μM
Q3I4V7-4-F Carbonic Anhydrase 2 (cluster #4 Of 4), Fungal Fungi 370 0.41 Binding ≤ 10μM
Q5AJ71-1-F Carbonic Anhydrase (cluster #1 Of 4), Fungal Fungi 1110 0.38 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
B5SU02_9CNID B5SU02 Alpha Carbonic Anhydrase, 9cnid 29.1 0.48 Binding ≤ 1μM
CAH_METTE P40881 Carbonic Anhydrase, Mette 120 0.44 Binding ≤ 1μM
Q5AJ71_CANAL Q5AJ71 Carbonic Anhydrase, Canal 10 0.51 Binding ≤ 1μM
CYNT_MYCTU O53573 Carbonic Anhydrase, Myctu 474 0.40 Binding ≤ 1μM
CAN_YEAST P53615 Carbonic Anhydrase, Yeast 110 0.44 Binding ≤ 1μM
C0IX24_9CNID C0IX24 Carbonic Anhydrase, 9cnid 367 0.41 Binding ≤ 1μM
CYNT_HELPY O24855 Carbonic Anhydrase 1, Helpy 172 0.43 Binding ≤ 1μM
CAH15_MOUSE Q99N23 Carbonic Anhydrase 15, Mouse 78 0.45 Binding ≤ 1μM
Q3I4V7_CRYNV Q3I4V7 Carbonic Anhydrase 2, Crynv 370 0.41 Binding ≤ 1μM
CAH1_HUMAN P00915 Carbonic Anhydrase I, Human 15 0.50 Binding ≤ 1μM
CAH2_HUMAN P00918 Carbonic Anhydrase II, Human 10 0.51 Binding ≤ 1μM
CAH4_BOVIN Q95323 Carbonic Anhydrase IV, Bovin 54 0.46 Binding ≤ 1μM
CAH9_HUMAN Q16790 Carbonic Anhydrase IX, Human 58 0.46 Binding ≤ 1μM
CAH5A_HUMAN P35218 Carbonic Anhydrase VA, Human 25.4 0.48 Binding ≤ 1μM
CAH5A_MOUSE P23589 Carbonic Anhydrase VA, Mouse 63 0.46 Binding ≤ 1μM
CAH5B_HUMAN Q9Y2D0 Carbonic Anhydrase VB, Human 25.4 0.48 Binding ≤ 1μM
CAH5B_MOUSE Q9QZA0 Carbonic Anhydrase VB, Mouse 63 0.46 Binding ≤ 1μM
CAH6_HUMAN P23280 Carbonic Anhydrase VI, Human 45 0.47 Binding ≤ 1μM
CAH7_HUMAN P43166 Carbonic Anhydrase VII, Human 0.87 0.58 Binding ≤ 1μM
CAH12_HUMAN O43570 Carbonic Anhydrase XII, Human 3.5 0.54 Binding ≤ 1μM
CAH13_MOUSE Q9D6N1 Carbonic Anhydrase XIII, Mouse 47 0.47 Binding ≤ 1μM
CAH13_HUMAN Q8N1Q1 Carbonic Anhydrase XIII, Human 47 0.47 Binding ≤ 1μM
Y1284_MYCTU P64797 Uncharacterized Protein Rv1284/MT1322, Myctu 610 0.40 Binding ≤ 1μM
B5SU02_9CNID B5SU02 Alpha Carbonic Anhydrase, 9cnid 29.1 0.48 Binding ≤ 10μM
CAN_YEAST P53615 Carbonic Anhydrase, Yeast 110 0.44 Binding ≤ 10μM
CYNT_MYCTU O53573 Carbonic Anhydrase, Myctu 474 0.40 Binding ≤ 10μM
CAH_METTE P40881 Carbonic Anhydrase, Mette 1020 0.38 Binding ≤ 10μM
C0IX24_9CNID C0IX24 Carbonic Anhydrase, 9cnid 367 0.41 Binding ≤ 10μM
Q5AJ71_CANAL Q5AJ71 Carbonic Anhydrase, Canal 10 0.51 Binding ≤ 10μM
CYNT_HELPY O24855 Carbonic Anhydrase 1, Helpy 172 0.43 Binding ≤ 10μM
CAH15_MOUSE Q99N23 Carbonic Anhydrase 15, Mouse 78 0.45 Binding ≤ 10μM
Q3I4V7_CRYNV Q3I4V7 Carbonic Anhydrase 2, Crynv 370 0.41 Binding ≤ 10μM
CAH1_HUMAN P00915 Carbonic Anhydrase I, Human 15 0.50 Binding ≤ 10μM
CAH2_HUMAN P00918 Carbonic Anhydrase II, Human 10 0.51 Binding ≤ 10μM
CAH2_RAT P27139 Carbonic Anhydrase II, Rat 1360 0.37 Binding ≤ 10μM
CAH3_RAT P14141 Carbonic Anhydrase III, Rat 1360 0.37 Binding ≤ 10μM
CAH4_HUMAN P22748 Carbonic Anhydrase IV, Human 4900 0.34 Binding ≤ 10μM
CAH4_RAT P48284 Carbonic Anhydrase IV, Rat 1360 0.37 Binding ≤ 10μM
CAH4_BOVIN Q95323 Carbonic Anhydrase IV, Bovin 54 0.46 Binding ≤ 10μM
CAH9_HUMAN Q16790 Carbonic Anhydrase IX, Human 1590 0.37 Binding ≤ 10μM
CAH5A_RAT P43165 Carbonic Anhydrase VA, Rat 1360 0.37 Binding ≤ 10μM
CAH5A_HUMAN P35218 Carbonic Anhydrase VA, Human 25.4 0.48 Binding ≤ 10μM
CAH5A_MOUSE P23589 Carbonic Anhydrase VA, Mouse 63 0.46 Binding ≤ 10μM
CAH5B_HUMAN Q9Y2D0 Carbonic Anhydrase VB, Human 25.4 0.48 Binding ≤ 10μM
CAH5B_MOUSE Q9QZA0 Carbonic Anhydrase VB, Mouse 63 0.46 Binding ≤ 10μM
CAH6_HUMAN P23280 Carbonic Anhydrase VI, Human 1360 0.37 Binding ≤ 10μM
CAH7_HUMAN P43166 Carbonic Anhydrase VII, Human 0.87 0.58 Binding ≤ 10μM
CAH12_HUMAN O43570 Carbonic Anhydrase XII, Human 3.5 0.54 Binding ≤ 10μM
CAH13_MOUSE Q9D6N1 Carbonic Anhydrase XIII, Mouse 47 0.47 Binding ≤ 10μM
CAH13_HUMAN Q8N1Q1 Carbonic Anhydrase XIII, Human 47 0.47 Binding ≤ 10μM
CAH14_HUMAN Q9ULX7 Carbonic Anhydrase XIV, Human 1460 0.37 Binding ≤ 10μM
P96878_MYCTU P96878 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE), Myctu 3020 0.35 Binding ≤ 10μM
Y1284_MYCTU P64797 Uncharacterized Protein Rv1284/MT1322, Myctu 610 0.40 Binding ≤ 10μM
CAH1_HUMAN P00915 Carbonic Anhydrase I, Human 250 0.42 Functional ≤ 10μM
CAH2_HUMAN P00918 Carbonic Anhydrase II, Human 5 0.53 Functional ≤ 10μM
CAH4_BOVIN Q95323 Carbonic Anhydrase IV, Bovin 54 0.46 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Erythrocytes take up carbon dioxide and release oxygen
Erythrocytes take up oxygen and release carbon dioxide
Regulation of gene expression by Hypoxia-inducible Factor
Reversible hydration of carbon dioxide

Analogs ( Draw Identity 99% 90% 80% 70% )