UCSF

ZINC00007455

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 29th, 2005 22 Yes

Popular Name: ROFECOXIB ROFECOXIB

Find On: PubMed — Wikipedia — Google

CAS Numbers: 162011-90-7 , 186912-82-3 , N/A , [162011-90-7]

Other Names:

coxib

162011-90-7

162011-90-7; C07590; Rofecoxib

162011-90-7; D00568; Rofecoxib (JAN/USAN/INN); Vioxx (TN)

186912-82-3

2(5H)-Furanone, 4-(4-(methylsulfonyl)phenyl)-3-phenyl-

2(5H)-Furanone, 4-(4-(methylsulfonyl)phenyl)-3-phenyl-; 3-Phenyl-4-(4-(methylsulfonyl)phenyl))-2(5H)-furanone; 4-(4-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone; 4-(p-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone; 4-[4-(methylsulfonyl)phenyl]-3-pheny

2(5H)-Furanone, 4-[4-(methyl-sulfonyl)phenyl]-3-phenyl-

3-(4-methylsulfonylphenyl)-4-phenyl-2H-furan-5-one

3-Phenyl-4-(4-(methylsulfonyl)phenyl))-2(5H)-furanone

3-phenyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone

3-phenyl-4-[4-(methylsulfonyl)phenyl]-2(5H)-furanone; 4-[4-(methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone; Ceoxx; Rofecoxib; Vioxx

4-(4-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone

4-(4-(Methylsulfonyl)phenyl)-3-phenylfuran-2(5H)-one

4-(4-Methanesulfonyl-phenyl)-3-phenyl-5H-furan-2-one

4-(4-methylsulfonylphenyl)-3-phenyl-5H-furan-2-one

4-(p-(Methylsulfonyl)phenyl)-3-phenyl-2(5H)-furanone

4-[4-(methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone

4-[4-(Methylsulfonyl)phenyl]-3-phenylfuran-2(5H)-one

AC-13144

AC1L1JL6

AKOS000280931

BAN

BIDD:GT0399

Bio-0094

BRD-K21733600-001-02-6

BSPBio_002705

C07590

C116926

C17H14O4S

Cahill May Roberts brand of rofecoxib

CCRIS 8967

Ceeoxx

Ceoxx

CHEBI:8887

CHEMBL122

CID5090

cMAP_000024

CPD000466331

CPD000466331; ROFECOXIB

CPD000466331; ROFECOXIB; SAM001246617

D00568

DAP001338

DB00533

DivK1c_006765

FDA

FT-0081390

HMS1922H11

HMS2051G16

HMS2089H20

HMS2093E04

HSDB 7262

I01-1042

INN

Jsp003237

KBio1_001709

KBio2_000559

KBio2_002345

KBio2_003127

KBio2_004913

KBio2_005695

KBio2_007481

KBio3_002205

KBio3_002825

KBioGR_001242

KBioGR_002345

KBioSS_000559

KBioSS_002348

KS-1107

L000912

LS-70511

Merck brand of rofecoxib

Merck Frosst brand of rofecoxib

Merck Sharp & Dhome brand of rofecoxib

MFCD00935806

MK 0966

MK 0996

MK 966

MK 996

MK-0966

MK-0966; MK-966

MK-966

MK0966

MLS000759440

MLS001165770

MLS001195623

MLS001424113

MolPort-000-883-878

MolPort-006-817-786

MSD brand of rofecoxib

N/A

NCGC00095118-01

NCGC00095118-02

NCGC00095118-03

NCGC00095118-04

NCI60_041175

NSC720256

OR-2351

refecoxib

Rofecoxib

Rofecoxib (BAN

Rofecoxib (FDA

Rofecoxib (JAN/USAN/INN)

Rofecoxib (Vioxx)

Rofecoxib, 98%+

rofecoxib; rofecoxibum

SAM001246617

SMR000466331

SPBio_000492

SpecPlus_000669

SPECTRUM1504235

Spectrum2_000446

Spectrum3_001153

Spectrum4_000631

Spectrum5_001598

Spectrum_000119

STK635144

UNII-0QTW8Z7MCR

USAN)

Vioxx

Vioxx (TN)

Vioxx (trademark)

Vioxx Dolor

Vioxx

ZINC00007455

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

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) 0.71 7.51 -17.87 0 4 0 60 314.362 3 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.06e-02 g/l DrugBank-withdrawn
Purity 95% Fluorochem
Indications analgesic, NSAID KeyOrganics Bioactives
Target COX Selleck Chemicals
Therapy COX2 inhibitor, antiinflammatory, antiarthritic SMDC Pharmakon
mechanism Cyclooxygenase-2 inhibitor ZereneX Building Blocks
Patent Database Links EP1088550; EP1229034; EP1471054; EP1518555; EP1525883; EP1537858; EP1538164; EP1547650; EP1593386; EP1602334; EP1611877; EP1627639; EP1629835; EP1637137; EP1698330; EP1717247; EP1743654; EP1752164; EP1764111; EP1767218; EP1806151; EP1806152; EP1808163; EP ChEBI
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP013045r NIH Clinical Collection via PubChem
biological_use Nonsteroidal anti-inflammatory drug (NSAID) ZereneX Building Blocks
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP013045r NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
PGH1-1-E Cyclooxygenase-1 (cluster #1 Of 6), Eukaryotic Eukaryotes 2000 0.36 Binding ≤ 10μM
PGH2-4-E Cyclooxygenase-2 (cluster #4 Of 8), Eukaryotic Eukaryotes 12 0.50 Binding ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 1), Eukaryotic Eukaryotes 830 0.39 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PGH2_MOUSE Q05769 Cyclooxygenase-2, Mouse 12 0.50 Binding ≤ 1μM
PGH2_SHEEP P79208 Cyclooxygenase-2, Sheep 300 0.42 Binding ≤ 1μM
PGH2_RAT P35355 Cyclooxygenase-2, Rat 760 0.39 Binding ≤ 1μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 1 0.57 Binding ≤ 1μM
PGH2_BOVIN O62698 Cyclooxygenase-2, Bovin 430 0.41 Binding ≤ 1μM
PGH1_HUMAN P23219 Cyclooxygenase-1, Human 1700 0.37 Binding ≤ 10μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 1 0.57 Binding ≤ 10μM
PGH2_BOVIN O62698 Cyclooxygenase-2, Bovin 430 0.41 Binding ≤ 10μM
PGH2_MOUSE Q05769 Cyclooxygenase-2, Mouse 12 0.50 Binding ≤ 10μM
PGH2_SHEEP P79208 Cyclooxygenase-2, Sheep 300 0.42 Binding ≤ 10μM
PGH2_RAT P35355 Cyclooxygenase-2, Rat 760 0.39 Binding ≤ 10μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 210 0.42 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
COX reactions
Nicotinamide salvaging
Synthesis of 15-eicosatetraenoic acid derivatives
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)

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

No pre-computed analogs available. Try a structural similarity search.