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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL376140
CHEMBL376140
Compound Name TIGECYCLINE
ChEMBL Synonyms TIGECYCLINE | TYGACIL | WAY-GAR-936
Max Phase 4 (Approved)
Trade Names TYGACIL | TIGECYCLINE
Molecular Formula C29H39N5O8

Additional synonyms for CHEMBL376140 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4c(cc(NC(=O)CNC(C)(C)C)c(O)c4C(= ...
Download SMILES
Standard InChI InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5 ...
Download InChI
Standard InChI Key FPZLLRFZJZRHSY-HJYUBDRYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL376140

Molecule Features

CHEMBL376140 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial 70S ribosome inhibitor Bacterial 70S ribosome DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BacteremiaD016470EFO:0003033bacteriemia2ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Abdominal AbscessD018784EFO:1001753abdominal abscess3ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease3ClinicalTrials
InfectionD007239EFO:0000544infection3ClinicalTrials
Staphylococcal InfectionsD013203EFO:0005681Staphylococcus aureus infection3ClinicalTrials
Bacterial InfectionsD001424EFO:0000771bacterial disease4ATC
Liver Cirrhosis, BiliaryD008105EFO:1001486primary biliary cirrhosis1ClinicalTrials

Clinical Data

ClinicalTrials.gov TIGECYCLINE
The Cochrane Collaboration TIGECYCLINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL376140. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.989
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.980
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.791
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.235

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.994
CHEMBL3834 Tyrosine-protein kinase BMX Homo sapiens 0.976
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.865
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.779
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.767
CHEMBL3032 Protein kinase N2 Homo sapiens 0.635
CHEMBL3411 Prenyl protein specific protease Homo sapiens 0.583
CHEMBL3384 Protein kinase N1 Homo sapiens 0.549
CHEMBL2885 Carbonic anhydrase III Homo sapiens 0.351
CHEMBL5800 Falcipain 2 Plasmodium falciparum 0.348
CHEMBL5784 NUAK family SNF1-like kinase 1 Homo sapiens 0.252
CHEMBL4695 Fructose-bisphosphate aldolase A Oryctolagus cuniculus 0.200

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
585.7 585.2799 0.51 6 205.76 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
11 7 3 13 8 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 11.05 2.67 0 1 42 0.18

Structural Alerts

There are 3 structural alerts for CHEMBL376140. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01A - TETRACYCLINES
J01AA - Tetracyclines
J01AA12 - tigecycline

ChemSpider ChemSpider:FPZLLRFZJZRHSY-HJYUBDRYSA-N
DailyMed tigecycline
PubChem SID: 144206463
Wikipedia Tigecycline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL376140



ACToR 220620-09-7
ChEBI 149836
ChemicalBook CB6248215
DrugBank DB00560
DrugCentral 2661
eMolecules 6719081
EPA CompTox Dashboard DTXSID2048581
FDA SRS 70JE2N95KR
Human Metabolome Database HMDB0014700
KEGG Ligand C12012
Metabolights MTBLC149836
MolPort MolPort-009-199-379
Nikkaji J1.112.522K
PubChem: Drugs of the Future 12014912
PubChem: Thomson Pharma 14862434
Selleck Tigecycline
SureChEMBL SCHEMBL101795
ZINC ZINC000014879972

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/FPZLLRFZJZRHSY-HJYUBDRYSA-N spacer
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