| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| January 4th, 2010 | 15 | Yes |
Popular Name: Ibuprofen Ibuprofen
Find On: PubMed — Wikipedia — Google
CAS Numbers: 121662-14-4 , 141505-32-0 , 15687-27-1 , 15687-27-1, 58560-75-1 , 15687-27-1, 58560-75-1 [(+/-) mixture] , 31121-93-4 , 51146-56-6 , 527688-20-6 , 57469-77-9 , 57469-82-6 , 58560-75-1 , [31121-93-4] , [51146-56-6]
(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
(S)-(+)-2-(4-Isobutylphenyl)propionic Acid
(S)-(+)-4-Isobutyl-Alpha-MethylphenylaceticAcid
(S)-(+)-4-Isobutyl-_-methylphenylacetic acid
(S)-2-(4-Isobutylphenyl)propanoic acid
(S)-2-Amino-5-guanidinopentanoic acid compound with 2-(4-isobutylphenyl)propanoic acid (1:1)
15687-27-1; Advil (TN); D00126; Ibuprofen (JP16/USP/INN); Motrin (TN)
15687-27-1; CPD000058184; IBUPROFEN; SAM002264619
2-(4-Isobutyl-phenyl)-propionic acid
2-(4-Isobutylphenyl)propanoic acid
2-(4-Isobutylphenyl)propionic Acid
2-[4-(2-methylpropyl)phenyl]propanoic acid
4-Isobutyl-alpha-methylphenylacetic acid
4-Isobutyl-alpha-methylphenylacetic acid, 99%
4-Isobutyl-Alpha-MethylphenylaceticAcid
527688-20-6; D09760; Ibuprofen sodium (USAN); Ibuprofen sodium hydrate
57469-77-9; D06606; Ibuprofen lysine (USAN); Neoprofen (TN); Solufenum
benzeneacetic acid, a-methyl-4-(2-methylpropyl)-
benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-
CPD000058184; Ibuprofen; SAM002264619
Sodium 2-(4-isobutylphenyl)propanoate
| 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) | 3.46 | 9.06 | -46.94 | 0 | 2 | -1 | 40 | 205.277 | 4 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| BP [°C] | 157 (p=4 torr) | Acros Organics |
| BP | 157 / 4 | TCI |
| Boiling_Point | 157?/4mm | Alfa-Aesar |
| Boiling_Point | 157°/4mm | Alfa-Aesar |
| ALOGPS_SOLUBILITY | 6.84e-02 g/l | DrugBank-approved |
| Mp [°C] | 75 - 78 | Acros Organics |
| Melting_Point | 75-78? | Alfa-Aesar |
| Melting_Point | 75-78° | Alfa-Aesar |
| MP | 76 | TCI |
| MP | 77 - 78 | Enamine Building Blocks |
| MP | 77...78 | Enamine Building Blocks |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 95+% | Matrix Scientific |
| Purity | 97% | APIChem |
| Purity | 98% | Fluorochem |
| Purity | 99% | APIChem |
| UniProt Database Links | AK1C1_HUMAN; AK1C2_HUMAN; AMACR_RAT; S22AK_MOUSE; SC5A8_HUMAN; SC5AC_HUMAN | ChEBI |
| biological_use | Analgesic | IBScreen Bioactives |
| therap | analgesic, antiinflammatory | MicroSource US Drugs |
| Therapy | Anti-inflammatory and analgesic; non-selective COX inhibitor | SMDC Iconix |
| therap | antiinflammatory | MicroSource Spectrum |
| biological_use | Antipyretic | IBScreen Bioactives |
| Target | COX | Selleck Chemicals |
| mechanism | Cyclooxygenase (COX) inhibitor | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Cyclooxygenase (COX) inhibitor; Prostaglandin antagonist | ZereneX Building Blocks |
| Patent Database Links | EP0908186; EP1064967; EP1088550; EP1176140; EP1231209; EP1310488; EP1382339; EP1405646; EP1493439; EP1514877; EP1518551; EP1520590; EP1576962; EP1582221; EP1593386; EP1595936; EP1600154; EP1602334; EP1604658; EP1611877; EP1611879; EP1614421; EP1614431; EP | ChEBI |
| Patent Database Links | EP1889847; US2007218128; WO2007115822 | ChEBI |
| H phrase | H302: Harmful if swallowed; H319: Causes serious eye irritation; H335: May cause respiratory irritation | Acros Organics |
| H phrase | H411: Toxic to aquatic life with long lasting effects | Acros Organics |
| Warnings | IRRITANT | Matrix Scientific |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : I-6117 | NIH Clinical Collection via PubChem |
| biological_use | Non-steroidal antiinflammatory agent | IBScreen Bioactives IBScreen Bioactives |
| Indications | NSAID, Pain Management & Musculoskeletal | KeyOrganics Bioactives |
| P phrase | P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing | Acros Organics |
| P phrase | P281: Use personal protective equipment as required | Acros Organics |
| mechanism | Prostaglandin antagonist | IBScreen Bioactives |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| R phrase | R22: Harmful if swallowed.; R36/37: Irritating to eyes and respiratory system. | Acros Organics |
| S phrase | S36/37: Wear suitable protective clothing and gloves. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: I-6117 | NIH Clinical Collection via PubChem |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALBU-1-E | Serum Albumin (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3000 | 0.52 | Binding ≤ 10μM |
| PGH1-2-E | Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 2000 | 0.53 | Binding ≤ 10μM |
| PGH1-2-E | Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 2600 | 0.52 | Binding ≤ 10μM |
| PGH2-1-E | Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic | Eukaryotes | 1100 | 0.56 | Binding ≤ 10μM |
| PGH2-1-E | Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic | Eukaryotes | 1500 | 0.54 | Binding ≤ 10μM |
| S22A6-1-E | Solute Carrier Family 22 Member 6 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 4700 | 0.50 | Binding ≤ 10μM |
| S22AK-1-E | Solute Carrier Family 22 Member 20 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1122 | 0.56 | Binding ≤ 10μM |
| CXCR1-1-E | Interleukin-8 Receptor A (cluster #1 Of 2), Eukaryotic | Eukaryotes | 100 | 0.65 | Functional ≤ 10μM |
| CXCR2-1-E | C-X-C Chemokine Receptor Type 2 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 100 | 0.65 | Functional ≤ 10μM |
| PGH1-2-E | Cyclooxygenase-1 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 220 | 0.62 | Functional ≤ 10μM |
| PGH2-1-E | Cyclooxygenase-2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 220 | 0.62 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 100 | 0.65 | Binding ≤ 1μM |
| PGH1_RAT | Q63921 | Cyclooxygenase-1, Rat | 2000 | 0.53 | Binding ≤ 10μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 2260 | 0.53 | Binding ≤ 10μM |
| PGH1_SHEEP | P05979 | Cyclooxygenase-1, Sheep | 3200 | 0.51 | Binding ≤ 10μM |
| PGH1_BOVIN | O62664 | Cyclooxygenase-1, Bovin | 2900 | 0.52 | Binding ≤ 10μM |
| PGH2_SHEEP | P79208 | Cyclooxygenase-2, Sheep | 1500 | 0.54 | Binding ≤ 10μM |
| PGH2_RAT | P35355 | Cyclooxygenase-2, Rat | 2000 | 0.53 | Binding ≤ 10μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 1400 | 0.55 | Binding ≤ 10μM |
| PGH2_BOVIN | O62698 | Cyclooxygenase-2, Bovin | 1100 | 0.56 | Binding ≤ 10μM |
| ALBU_BOVIN | P02769 | Serum Albumin, Bovin | 3000 | 0.52 | Binding ≤ 10μM |
| S22AK_MOUSE | Q80UJ1 | Solute Carrier Family 22 Member 20, Mouse | 1100 | 0.56 | Binding ≤ 10μM |
| S22A6_MOUSE | Q8VC69 | Solute Carrier Family 22 Member 6, Mouse | 4677.35141 | 0.50 | Binding ≤ 10μM |
| PGH1_MOUSE | P22437 | Cyclooxygenase-1, Mouse | 220 | 0.62 | Functional ≤ 10μM |
| PGH2_MOUSE | Q05769 | Cyclooxygenase-2, Mouse | 220 | 0.62 | Functional ≤ 10μM |
| CXCR1_HUMAN | P25024 | Interleukin-8 Receptor A, Human | 100 | 0.65 | Functional ≤ 10μM |
| CXCR2_HUMAN | P25025 | Interleukin-8 Receptor B, Human | 100 | 0.65 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Chemokine receptors bind chemokines | |
| COX reactions | |
| G alpha (i) signalling events | |
| HDL-mediated lipid transport | |
| Nicotinamide salvaging | |
| Organic anion transport | |
| Platelet degranulation | |
| Recycling of bile acids and salts | |
| Scavenging of heme from plasma | |
| Synthesis of 15-eicosatetraenoic acid derivatives | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) | |
| Transport of organic anions |
