Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H14N2O6S2.2Na |
Molecular Weight | 428.391 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](C([O-])=O)C3=CSC=C3)C([O-])=O
InChI
InChIKey=ZBBCUBMBMZNEME-QBGWIPKPSA-L
InChI=1S/C15H16N2O6S2.2Na/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6;;/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23);;/q;2*+1/p-2/t7-,8-,9+,12-;;/m1../s1
Molecular Formula | C15H14N2O6S2 |
Molecular Weight | 382.411 |
Charge | -2 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | Na |
Molecular Weight | 22.9898 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Ticarcillin (also known as Ticar) is a semisynthetic antibiotic with a broad spectrum of bactericidal activity against many gram-positive and gram-negative aerobic and anaerobic bacteria. Ticarcillin is not absorbed orally; therefore, it must be given intravenously or intramuscularly. Ticarcillin's antibiotic properties arise from its ability to prevent cross-linking of peptidoglycan during cell wall synthesis when the bacteria tries to divide, causing death. Usage of ticar was discontinued.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2354204 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2387996 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sources: https://www.drugs.com/pro/ticar.html |
Curative | TICAR Approved UseUnknown Launch Date1976 |
||
Curative | TICAR Approved UseUnknown Launch Date1976 |
|||
Curative | TICAR Approved UseUnknown Launch Date1976 |
|||
Curative | TICAR Approved UseUnknown Launch Date1976 |
|||
Curative | TICAR Approved UseUnknown Launch Date1976 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
324 μg/mL |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
431.5 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
621.8 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
576.2 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
485 μg × h/mL |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
538 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
890 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
747 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
339 μg × h/mL |
50 mg/kg bw single, intravenous dose: 50 mg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
76 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7140806/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
TICARCILLIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1.1 h |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
80.7 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
84.7 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANIC ACID |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
74.8 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3722046/ |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
TICARCILLIN serum | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1 h |
50 mg/kg bw single, intravenous dose: 50 mg/kg bw route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
55% |
3 g single, intravenous dose: 3 g route of administration: Intravenous experiment type: SINGLE co-administered: CLAVULANATE POTASSIUM |
TICARCILLIN serum | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
3 g 4 times / day multiple, intravenous Recommended Dose: 3 g, 4 times / day Route: intravenous Route: multiple Dose: 3 g, 4 times / day Co-administed with:: ciavuianate potassium iv(200 mg/kg/day) Sources: Page: p.90 |
unhealthy, 19-91 n = 37 Health Status: unhealthy Condition: Urinary tract infections Age Group: 19-91 Sex: M+F Population Size: 37 Sources: Page: p.90 |
Disc. AE: Rash, Nausea... Other AEs: Elevated liver enzymes, Eosinophilia... AEs leading to discontinuation/dose reduction: Rash (grade 1, 2.7%) Other AEs:Nausea (grade 2, 2.7%) Elevated liver enzymes Sources: Page: p.90Eosinophilia |
80 mg/kg single, intravenous Highest studied dose Dose: 80 mg/kg Route: intravenous Route: single Dose: 80 mg/kg Sources: Page: p.360 |
healthy, 22-26 n = 8 Health Status: healthy Age Group: 22-26 Sex: M+F Population Size: 8 Sources: Page: p.360 |
|
3 g 5 times / day multiple, intravenous Overdose Dose: 3 g, 5 times / day Route: intravenous Route: multiple Dose: 3 g, 5 times / day Co-administed with:: ciavuianate potassium iv(>100 mg) Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Bacterial infections Sources: Page: p.1 |
Other AEs: Convulsions... Other AEs: Convulsions Sources: Page: p.1 |
3 g 5 times / day multiple, intravenous Recommended Dose: 3 g, 5 times / day Route: intravenous Route: multiple Dose: 3 g, 5 times / day Co-administed with:: ciavuianate potassium iv(100 mg) Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Bacterial infections Sources: Page: p.1 |
Other AEs: Hypersensitivity reaction, Diarrhea, Clostridium difficile... Other AEs: Hypersensitivity reaction (grade 3-5) Sources: Page: p.1Diarrhea, Clostridium difficile |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Elevated liver enzymes | 3 g 4 times / day multiple, intravenous Recommended Dose: 3 g, 4 times / day Route: intravenous Route: multiple Dose: 3 g, 4 times / day Co-administed with:: ciavuianate potassium iv(200 mg/kg/day) Sources: Page: p.90 |
unhealthy, 19-91 n = 37 Health Status: unhealthy Condition: Urinary tract infections Age Group: 19-91 Sex: M+F Population Size: 37 Sources: Page: p.90 |
|
Eosinophilia | 3 g 4 times / day multiple, intravenous Recommended Dose: 3 g, 4 times / day Route: intravenous Route: multiple Dose: 3 g, 4 times / day Co-administed with:: ciavuianate potassium iv(200 mg/kg/day) Sources: Page: p.90 |
unhealthy, 19-91 n = 37 Health Status: unhealthy Condition: Urinary tract infections Age Group: 19-91 Sex: M+F Population Size: 37 Sources: Page: p.90 |
|
Rash | grade 1, 2.7% Disc. AE |
3 g 4 times / day multiple, intravenous Recommended Dose: 3 g, 4 times / day Route: intravenous Route: multiple Dose: 3 g, 4 times / day Co-administed with:: ciavuianate potassium iv(200 mg/kg/day) Sources: Page: p.90 |
unhealthy, 19-91 n = 37 Health Status: unhealthy Condition: Urinary tract infections Age Group: 19-91 Sex: M+F Population Size: 37 Sources: Page: p.90 |
Nausea | grade 2, 2.7% Disc. AE |
3 g 4 times / day multiple, intravenous Recommended Dose: 3 g, 4 times / day Route: intravenous Route: multiple Dose: 3 g, 4 times / day Co-administed with:: ciavuianate potassium iv(200 mg/kg/day) Sources: Page: p.90 |
unhealthy, 19-91 n = 37 Health Status: unhealthy Condition: Urinary tract infections Age Group: 19-91 Sex: M+F Population Size: 37 Sources: Page: p.90 |
Convulsions | 3 g 5 times / day multiple, intravenous Overdose Dose: 3 g, 5 times / day Route: intravenous Route: multiple Dose: 3 g, 5 times / day Co-administed with:: ciavuianate potassium iv(>100 mg) Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Bacterial infections Sources: Page: p.1 |
|
Diarrhea, Clostridium difficile | 3 g 5 times / day multiple, intravenous Recommended Dose: 3 g, 5 times / day Route: intravenous Route: multiple Dose: 3 g, 5 times / day Co-administed with:: ciavuianate potassium iv(100 mg) Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Bacterial infections Sources: Page: p.1 |
|
Hypersensitivity reaction | grade 3-5 | 3 g 5 times / day multiple, intravenous Recommended Dose: 3 g, 5 times / day Route: intravenous Route: multiple Dose: 3 g, 5 times / day Co-administed with:: ciavuianate potassium iv(100 mg) Sources: Page: p.1 |
unhealthy Health Status: unhealthy Condition: Bacterial infections Sources: Page: p.1 |
PubMed
Title | Date | PubMed |
---|---|---|
The relationships and susceptibilities of some industrial, laboratory and clinical isolates of Pseudomonas aeruginosa to some antibiotics and biocides. | 2001 Dec |
|
[Correlation between sensitivity to fosfomycin and the presence of penicillinase PSE-1 in Pseudomonas aeruginosa]. | 2001 Feb |
|
Stability of piperacillin and ticarcillin in AutoDose infusion system bags. | 2001 Nov |
|
National shortages of antimicrobial agents: results of 2 surveys from the Infectious Diseases Society of America Emerging Infections Network. | 2001 Nov 1 |
|
Systematic review and meta-analysis of antibiotic therapy for bone and joint infections. | 2001 Oct |
|
[Survey of the antibiotic sensitivity of Pseudomonas aeruginosa in France and the distribution of beta-lactam resistance mechanisms: the GERPB 1999 study]. | 2001 Sep |
|
In vitro susceptibility of Stenotrophomonas maltophilia to various antimicrobial combinations. | 2001 Sep-Oct |
|
[Identification and susceptibility to antimicrobial agents of strictly anaerobic bacteria isolated from hospitalized patients]. | 2002 |
|
Once-daily, high-dose levofloxacin versus ticarcillin-clavulanate alone or followed by amoxicillin-clavulanate for complicated skin and skin-structure infections: a randomized, open-label trial. | 2002 Aug 15 |
|
Antibiotic-associated maculopapular reaction. | 2002 Dec |
|
Mechanisms of beta-lactam resistance in Pseudomonas aeruginosa: prevalence of OprM-overproducing strains in a French multicentre study (1997). | 2002 Dec |
|
Antibiotic-induced recurring interstitial nephritis. | 2002 Jan |
|
Bacteriological evidence of antibiotic failure in pneumococcal lower respiratory tract infections. | 2002 Jul |
|
Geographic variations in activity of broad-spectrum beta-lactams against Pseudomonas aeruginosa: summary of the worldwide SENTRY Antimicrobial Surveillance Program (1997-2000). | 2002 Jul |
|
[Hepatic inflammatory pseudotumor regressing with antibiotic therapy]. | 2002 May 25 |
|
beta-Lactam allergenic determinants: fine structural recognition of a cross-reacting determinant on benzylpenicillin and cephalothin. | 2002 Nov |
|
Re-evaluations of disk diffusion quality control ranges for 11 drugs: report from the QC working group of the national committee for clinical laboratory standards. | 2002 Oct |
|
Natural antibiotic susceptibility of Enterobacter amnigenus, Enterobacter cancerogenus, Enterobacter gergoviae and Enterobacter sakazakii strains. | 2002 Sep |
|
Evaluation of ticarcillin/clavulanic acid versus ceftriaxone plus amikacin for fever and neutropenia in pediatric patients with leukemia and lymphoma. | 2003 Apr |
|
Natural antimicrobial susceptibilities of strains of 'unusual' Serratia species: S. ficaria, S. fonticola, S. odorifera, S. plymuthica and S. rubidaea. | 2003 Apr |
|
Early antibiotic selection and efficient rooting and acclimatization improve the production of transgenic plum plants (Prunus domestica L.). | 2003 Aug |
|
Antimicrobial susceptibility and synergistic activity of meropenem against Gram-negative non-fermentative bacteria isolated from cystic fibrosis patients. | 2003 Dec |
|
Late bacterial keratitis after implantation of intrastromal corneal ring segments. | 2003 Feb |
|
Agrobacterium radiobacter bacteremia in pediatric patients: case report and review. | 2003 Feb |
|
Antimicrobial susceptibility profile of molecular typed cystic fibrosis Stenotrophomonas maltophilia isolates and differences with noncystic fibrosis isolates. | 2003 Feb |
|
Dead bugs don't mutate: susceptibility issues in the emergence of bacterial resistance. | 2003 Jan |
|
Natural antibiotic susceptibility of strains of Serratia marcescens and the S. liquefaciens complex: S. liquefaciens sensu stricto, S. proteamaculans and S. grimesii. | 2003 Jul |
|
Cefepime versus ticarcillin and clavulanate potassium and aztreonam for febrile neutropenia therapy in high-dose chemotherapy patients. | 2003 Jun |
|
Beta-lactamase production in Prevotella and in vitro susceptibilities to selected beta-lactam antibiotics [corrected]. | 2003 Mar |
|
Retrospective analysis of antibiotic susceptibility patterns of respiratory isolates of Pseudomonas aeruginosa in a Turkish University Hospital. | 2003 Mar 7 |
|
[Assay of Acinetobacter SPP drug-resistance by Kirby-Bauer and Etest method]. | 2003 May |
|
Sequence analysis and biochemical characterisation of chromosomal CAV-1 (Aeromonas caviae), the parental cephalosporinase of plasmid-mediated AmpC 'FOX' cluster. | 2003 May 16 |
|
[Which betalactam antibiotic use as a marker of multiresistance in Pseudomonas aeruginosa?]. | 2003 Oct |
|
Natural antimicrobial susceptibilities and biochemical profiles of Yersinia enterocolitica-like strains: Y. frederiksenii, Y. intermedia, Y. kristensenii and Y. rohdei. | 2003 Sep 22 |
|
Beta-lactamase characterization in Escherichia coli isolates with diminished susceptibility or resistance to extended-spectrum cephalosporins recovered from sick animals in Spain. | 2003 Summer |
|
[Antibiotic susceptibility and occurrence of ESBL in Pseudomonas aeruginosa strains isolated from different clinical specimens]. | 2004 |
|
Detection and assay of beta-lactamases in clinical and non-clinical strains of Yersinia enterocolitica biovar 1A. | 2004 Aug |
|
[Pseudomonas aeruginosa: a multicentric study of antibiotic resistance (1999-2000)]. | 2004 Dec |
|
[Surveillance on antibiotic resistance of Stenotrophomonas maltophilia in Chengdu and Chongqing area]. | 2004 Jan |
|
[A 4-year study of Pseudomonas aeruginosa susceptibility to antibiotics (1998-2001) in northern Lebanon]. | 2004 Jul |
|
Clinical significance of Roseomonas species isolated from catheter and blood samples: analysis of 36 cases in patients with cancer. | 2004 Jun 1 |
|
Antibiotic resistance rates and phenotypes among isolates of Enterobacteriaceae in French extra-hospital practice. | 2004 Mar |
|
Antimicrobial resistance of selected Salmonella isolates from food animals and food in Alberta. | 2005 Feb |
|
Acinetobacter baumanii folliculitis in a patient with AIDS. | 2005 May |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/ticar.html
Bacterial septicemia: 200 to 300 mg/kg/day by I.V. infusion in divided doses every 4 or 6 hours.
Respiratory tract infections: (The usual dose is 3 grams given every 4 hours [18 grams/day] or 4 grams given every 6 hours [16 grams/day] depending on weight and the severity of the infection.)
Urinary tract infections: Complicated: 150 to 200 mg/kg/day by I.V. infusion in divided doses every 4 or 6 hours. (Usual recommended dosage for average [70 kg] adults: 3 grams q.i.d.)
Uncomplicated: 1 gram I.M. or direct I.V. every 6 hours.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6721472
A total of 632 clinical bacterial isolates were tested for susceptibility to twofold dilutions of ticarcillin alone and in combination with 1, 2, and 4 micrograms of clavulanic acid (CA) (Timentin) per ml by a reference microdilution method. With the addition of CA, ticarcillin MICs were reduced eightfold or greater with 54 of 59 (92%) strains of the family Enterobacteriaceae with ticarcillin MICs of greater than or equal to 64 micrograms/ml. Ticarcillin MICs for beta-lactamase-producing Haemophilus influenzae, Neisseria gonorrhoeae, and most Staphylococcus aureus were reduced to less than or equal to 0.5 micrograms/ml when CA was added.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:34:27 GMT 2023
by
admin
on
Fri Dec 15 15:34:27 GMT 2023
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Record UNII |
G8TVV6DSYG
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1558
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Code System | Code | Type | Description | ||
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4697-14-7
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NON-SPECIFIC STEREOCHEMISTRY | |||
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759166
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470375
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35017
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SUB04857MIG
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G8TVV6DSYG
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C65205
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142447
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G8TVV6DSYG
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Ticarcillin disodium
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29457-07-6
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DTXSID60951968
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m10854
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DBSALT001159
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SUB12367MIG
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100000079011
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249-642-5
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CHEMBL1449
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