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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201116
CHEMBL1201116
Compound Name HETACILLIN
ChEMBL Synonyms VERSAPEN-K | HETACILLIN POTASSIUM | Hetacin | HETACILLIN | VERSAPEN | BL-P 804 | Natacillin | BRL-804
Max Phase 4 (Approved)
Trade Names Hetacin | VERSAPEN-K | Natacillin | VERSAPEN
Molecular Formula C19H23N3O4S

Additional synonyms for CHEMBL1201116 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)S[C@@H]2[C@H](N3C(=O)[C@H](NC3(C)C)c4ccccc4)C(=O)N2[C@ ...
Download SMILES
Standard InChI InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)2 ...
Download InChI
Standard InChI Key DXVUYOAEDJXBPY-NFFDBFGFSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1201116

Molecule Features

CHEMBL1201116 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Penicillin-binding protein inhibitor Penicillin-binding protein PubMed PubMed

Clinical Data

ClinicalTrials.gov HETACILLIN
The Cochrane Collaboration HETACILLIN

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 CHEMBL1201116. 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
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.995
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.961
CHEMBL5600 Serine/threonine-protein kinase c-TAK1 Homo sapiens 0.433
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 0.351

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2065 Beta-lactamase TEM Escherichia coli 0.998
CHEMBL2725 Beta-lactamase Enterobacter cloacae 0.998
CHEMBL3401 Pregnane X receptor Homo sapiens 0.991
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 0.569
CHEMBL5600 Serine/threonine-protein kinase c-TAK1 Homo sapiens 0.274

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
389.5 389.1409 1.41 3 89.95 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.45 5.09 8.43 4.71 1 27 0.76

Structural Alerts

There are 3 structural alerts for CHEMBL1201116. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CA - Penicillins with extended spectrum
J01CA18 - hetacillin

ChemSpider ChemSpider:DXVUYOAEDJXBPY-NFFDBFGFSA-N
Wikipedia Hetacillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201116



ChEBI 5683
DrugBank DB00739
DrugCentral 1363
FDA SRS TN4JSC48CV
Human Metabolome Database HMDB0014877
IBM Patent System 285CA11FA0AB5D0F10D2875828B1E91F
KEGG Ligand C11729
MolPort MolPort-006-167-622
Nikkaji J7.741K
PharmGKB PA164746559
PubChem 443387 40473404
PubChem: Thomson Pharma 15004735
SureChEMBL SCHEMBL34131
ZINC ZINC000004102186

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