UCSF

ZINC00002272

Substance Information

In ZINC since Heavy atoms Benign functionality
October 4th, 2005 19 Yes

Other Names:

(+-)-3-Benzoyl-alpha-methylbenzeneacetic acid

(+-)-3-Benzoyl-alpha-methylbenzeneacetic acid; (+-)-m-Benzoylhydratropic acid; 19,583 RP; 19583 RP; 2-(3-Benzoylphenyl)propionic acid; 2-(3-benzoylphenyl)propanoic acid; 2-(m-Benzoylphenyl)propionic acid; 2-[3-(phenylcarbonyl)phenyl]propanoic acid; 3-Benz

(+-)-m-Benzoylhydratropic acid

(R)-2-(3-Benzoylphenyl)propanoic acid

(S)-Ketoprofen trometamol; 1,3-Propanediol, 2-amino-2-(hydroxymethyl)-, (S)-3-benzoyl-alpha-methylbenzeneacetate (salt); 1,3-Propanediol, 2-amino-2-(hydroxymethyl)-, (alphaS)-3-benzoyl-alpha-methylbenzeneacetate (salt); Benzeneacetic acid, 3-benzoyl-alpha

profen

154907-35-4

15962-46-6; CPD000040181; KETOPROFEN; SAM002264620

172964-50-0

19,583 RP

19583 RP

19583 RP sodium; 19583RP-Na; 2-(3-Benzoylphenyl)propionate sodium; 3-Benzoyl-alpha-methyl-benzeneacetic acid sodium salt; Benzeneacetic acid, 3-benzoyl-alpha-methyl-, sodium salt; EINECS 260-770-0; Ketoprofen sodium; LS-28623; Sodium 2-(3-benzoylphenyl)pr

2-(3-Benzoyl-phenyl)-propionic acid

2-(3-Benzoylphenyl)propanoic acid

2-(3-Benzoylphenyl)propionic acid

2-(3-Benzoylphenyl)propionic acid; 3-Benzoyl-alpha-methylbenzeneacetic acid; 3-Benzoylhydratropic acid; Ketoprofen; L'Acide (benzoyl-3-phenyl)-2-propionique; Orudis (TN); m-Benzoylhydratropic acid

2-(m-Benzoylphenyl)propionic acid

2-[3-(benzoyl)phenyl]propanoic acid

2-[3-(phenylcarbonyl)phenyl]propanoic acid

2-[3-Benzoylphenyl]propionic acid

22071-15-4

22071-15-4; C01716; Ketoprofen

22071-15-4; D00132; Ketoprofen (JP16/USP/INN); Orudis (TN)

22071-15-4; Ketoprofen; Prestwick_617

22161-86-0

3-BENZOYL-ALPHA-METHYLBENZENEACETIC ACID

3-Benzoylhydratropic acid

34016_FLUKA

34016_RIEDEL

57495-14-4; D08103; Ketoprofen sodium; Orudis (TN)

AB00052249

AC-1486

AC1L1GST

AC1Q1LGA

Acide (benzoyl-3-phenyl)-2-propionique

Acide (benzoyl-3-phenyl)-2-propionique [French]

Actron

Alrheumat

Alrheumum

Alrheumun

Aneol

BAN

Benzeneacetic acid, 3-benzoyl-.alpha.-methyl-

Benzeneacetic acid, 3-benzoyl-alpha-methyl-

Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (+-)-

Benzoylhydratropic Acid

BIDD:GT0443

BIM-0050664.0001

Bio-0742

BPBio1_000261

BRD-A97739905-001-05-9

BSPBio_000237

BSPBio_003037

C01716

Capisten

CCRIS 4508

CHEBI:6128

CHEMBL571

CID3825

CPD000040181

CPD000040181; Ketoprofen; SAM002264620

D00132

D007660

DAP000623

DB01009

Dexal

Dexketoprofen trometamol

Dexketoprofentrometamol

DivK1c_000598

DKYWVDODHFEZIM-UHFFFAOYSA-

DNC005410

EINECS 244-759-8

Epatec

EU-0100686

Fastum

FDA

FT-0082352

HMS1568L19

HMS1921B12

HMS2089B16

HMS2092L19

HMS501N20

Hydratropic acid, m-benzoyl-, (+-)-

I01-3439

IDI1_000598

InChI=1/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)

INN

Iso-K

JAN

K 1751

K0038

K1751_SIAL

K1751_SIGMA

K2012_SIAL

KBio1_000598

KBio2_001789

KBio2_004357

KBio2_006925

KBio3_002537

KBioGR_000435

KBioSS_001789

Kefenid

Ketoprofen (+-)

Ketoprofen (Actron)

Ketoprofen (BAN

Ketoprofen (FDA

Ketoprofen (JP15/USP/INN)

Ketoprofen Lysinate

Ketoprofen [USAN:INN:BAN:JAN]

Ketoprofene

Ketoprofene [INN-French]

Ketoprofeno

Ketoprofeno [INN-Spanish]

Ketoprofenum

Ketoprofenum [INN-Latin]

Ketopron

Ketoprophene

L'Acide (benzoyl-3-phenyl)-2-propionique

Lertus

LS-28621

LS-7470

m-Benzoylhydratropic acid

Menamin

Meprofen

MFCD00055790

MFCD03701078

MLS000028446

MLS000079024

MLS001201752

MLS001306444

MolPort-001-684-346

NA

NCGC00015578-02

NCGC00015578-07

NCGC00094043-01

NCGC00094043-02

NCGC00094043-03

NCGC00094043-04

NINDS_000598

Oprea1_117113

Orudis

Orudis (TN)

Orudis kt

Orudis, Oruvail

Orudis, Oruvail, Ketoflam, Orudis KT, Ketoprofen

Orugesic

Oruvail

Oscorel

Prestwick0_000219

Prestwick1_000219

Prestwick2_000219

Prestwick3_000219

Prestwick_617

Profenid

Propionic acid, 2-(3-benzoylphenyl)-

R-KETOPROFEN

R.P. 19583; RP-19583

racemic-Ketoprofen

RP 19583

RP, 19,583

RP-19583

RP19583

RU 4733

S1645_Selleck

SAM002264620

SMR000040181

SPBio_000952

SPBio_002158

SPECTRUM1501215

Spectrum2_000956

Spectrum3_001479

Spectrum4_000028

Spectrum5_001254

Spectrum_001309

Toprec

Toprek

UNII-90Y4QC304K

UNM-0000306100

USAN

USP)

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) 3.59 9.65 -45.69 0 3 -1 57 253.277 4

Vendor Notes

Note Type Comments Provided By
biological_use . ZereneX Building Blocks
ALOGPS_SOLUBILITY 2.13e-02 g/l DrugBank-approved
MP 75 - 78 Enamine Building Blocks
MP 75...78 Enamine Building Blocks
purity 9.500000000000000e+001 Enamine Building Blocks TCI
Purity 95% Fluorochem
Purity 95+% Matrix Scientific
Purity 97% APIChem
Purity 98% Fluorochem
biological_use Analgesic IBScreen Bioactives
Indications analgesic, arthritis KeyOrganics Bioactives
Indications analgesic, NSAID KeyOrganics Bioactives
biological_use Antiinflammatory IBScreen Bioactives IBScreen Bioactives
mechanism Bradykinin antagonist IBScreen Bioactives IBScreen Bioactives
mechanism Bradykinin antagonist; Prostaglandin-antagonist ZereneX Building Blocks
Target COX Selleck Chemicals
Patent Database Links EP0908186; EP0990637; EP1088550; EP1106175; EP1176140; EP1231209; EP1310488; EP1405646; EP1493439; EP1518551; EP1520590; EP1554936; EP1595936; EP1611884; EP1614421; EP1614431; EP1621188; EP1627644; EP1634584; EP1649857; EP1661583; EP1679301; EP1685843; EP ChEBI
Warnings IRRITANT Matrix Scientific
mechanism Leukotriene synthesis inhibitor IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : K-4804 NIH Clinical Collection via PubChem
mechanism Prostaglandin-antagonist IBScreen Bioactives
UniProt Database Links S22A7_RAT; SC5AC_HUMAN ChEBI
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: K-4804 NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
IL8-1-E Interleukin-8 (cluster #1 Of 1), Eukaryotic Eukaryotes 20 0.57 Binding ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic Eukaryotes 330 0.48 Binding ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic Eukaryotes 3400 0.40 Binding ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic Eukaryotes 690 0.45 Binding ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic Eukaryotes 3400 0.40 Binding ≤ 10μM
CXCR1-1-E Interleukin-8 Receptor A (cluster #1 Of 2), Eukaryotic Eukaryotes 34 0.55 Functional ≤ 10μM
CXCR2-1-E C-X-C Chemokine Receptor Type 2 (cluster #1 Of 3), Eukaryotic Eukaryotes 34 0.55 Functional ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 2), Eukaryotic Eukaryotes 2 0.64 Functional ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 1), Eukaryotic Eukaryotes 26 0.56 Functional ≤ 10μM
Z50597-12-O Rattus Norvegicus (cluster #12 Of 12), Other Other 200 0.49 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PGH1_HUMAN P23219 Cyclooxygenase-1, Human 330 0.48 Binding ≤ 1μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 690 0.45 Binding ≤ 1μM
IL8_HUMAN P10145 Interleukin-8, Human 20 0.57 Binding ≤ 1μM
PGH1_HUMAN P23219 Cyclooxygenase-1, Human 330 0.48 Binding ≤ 10μM
PGH1_BOVIN O62664 Cyclooxygenase-1, Bovin 3400 0.40 Binding ≤ 10μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 690 0.45 Binding ≤ 10μM
PGH2_BOVIN O62698 Cyclooxygenase-2, Bovin 3400 0.40 Binding ≤ 10μM
IL8_HUMAN P10145 Interleukin-8, Human 20 0.57 Binding ≤ 10μM
PGH1_HUMAN P23219 Cyclooxygenase-1, Human 2 0.64 Functional ≤ 10μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 26 0.56 Functional ≤ 10μM
CXCR1_HUMAN P25024 Interleukin-8 Receptor A, Human 34 0.55 Functional ≤ 10μM
CXCR2_HUMAN P25025 Interleukin-8 Receptor B, Human 34 0.55 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 200 0.49 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
ATF4 activates genes
Chemokine receptors bind chemokines
COX reactions
G alpha (i) signalling events
Nicotinamide salvaging
Peptide ligand-binding receptors
Senescence-Associated Secretory Phenotype (SASP)
Synthesis of 15-eicosatetraenoic acid derivatives
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)

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