AntibioticMech

pentostatin

CHEBI:27834 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A member of the class of coformycins that is coformycin in which the hydroxy group at position 2' is replaced with a hydrogen. It is a drug used for the treatment of hairy cell leukaemia. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Chemical structure

Computed structure properties
Molecular formulaC11H16N4O4
Charge0
Average mass268.273 Da
Monoisotopic mass268.11716 Da
SourceChEBI
InChIKeyFPVKHBSQESCIEP-JQCXWYLXSA-N

SMILES

OC[C@H]1O[C@@H](n2cnc3c2N=CNC[C@H]3O)C[C@@H]1O

InChI

InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1

Also called

Cross-references

Equivalent identifiers for this same structure in other resources.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
SourceNative IDLabelMinted CURIEVersion
CHEBI CHEBI:27834 pentostatin antibioticmech:chebi-04913c71fb 2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

Adenosine deaminase PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Streptomyces antibioticus NCBITaxon:1890

Quantitative measurements
TypeReported valueAssayBindingDB IDsReference
KI 2.1 nM In Vitro ADA Activity Assay
For the ADA activity assay, a reaction comprising 50 mM potassium phosphate buffer (pH 7.2), 0.1 mM Ara-A or adenosine, and 20 mg ADA was conducted at 30 °C for 30 min. Reactions were terminated by the addition of an equivalent volume of methanol, followed by centrifugation to get rid of protein. The reactions were analyzed by HPLC (Shimadzu LC-20A), equipped with a reversephase C18 column (Inertsil ODS-3, 4.63250 mm, 5 mm), at the elution gradient of 5%-20% methanol:0.15% trifluoroacetic acid (TFA; HPLC grade) for 10 min, then the ratio of 20% methanol:0.15% TFA was continued until 30 min. The elution was monitored by a DAD at 260 nm with a flow rate of 0.5 mL/min. Assays were measured at ten different concentrations of substrate (adenosine, Ara-A) ranging from 10 to 100 mM in 50 mM potassium phosphate (pH 7.2) at 30 °C, and the assays were repeated at least three times. The inhibitory activity of PTN was assayed by adding differentconcentrations (final concentrations 1, 2, and 5 nM) to the reaction mixture described above.		 RSID 390254
assay 7900_1
monomer 223291		 PMID:28111097
KI 1 nM In Vitro ADA Activity Assay
For the ADA activity assay, a reaction comprising 50 mM potassium phosphate buffer (pH 7.2), 0.1 mM Ara-A or adenosine, and 20 mg ADA was conducted at 30 °C for 30 min. Reactions were terminated by the addition of an equivalent volume of methanol, followed by centrifugation to get rid of protein. The reactions were analyzed by HPLC (Shimadzu LC-20A), equipped with a reversephase C18 column (Inertsil ODS-3, 4.63250 mm, 5 mm), at the elution gradient of 5%-20% methanol:0.15% trifluoroacetic acid (TFA; HPLC grade) for 10 min, then the ratio of 20% methanol:0.15% TFA was continued until 30 min. The elution was monitored by a DAD at 260 nm with a flow rate of 0.5 mL/min. Assays were measured at ten different concentrations of substrate (adenosine, Ara-A) ranging from 10 to 100 mM in 50 mM potassium phosphate (pH 7.2) at 30 °C, and the assays were repeated at least three times. The inhibitory activity of PTN was assayed by adding differentconcentrations (final concentrations 1, 2, and 5 nM) to the reaction mixture described above.		 RSID 390255
assay 7900_1
monomer 223291		 PMID:28111097
Organism-specific examples
ProteinGeneOrganismEntry
Adenosine deaminase UniProtKB:A0A1S5RQP7 — Streptomyces antibioticus UNREVIEWED

Mechanism summary

Clinical status
APPROVED

Curation history

  1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Seeded from data/raw/ inventories (CHEBI)

  2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  5. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

  6. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

    Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.