Drug · BTK inhibitor · BTK inhibitor · Sourced compound
Ibrutinib structure · mechanism
PubChem CID 24821094. Molecular formula C25H24N6O2. Independently assigned structure; reviewed 2026-10-08. Family grouping is editorial and does not establish shared activity.
Ibrutinib 2D structure
- Role
- Drug
- Mechanism class
- BTK inhibitor
- Aliases
- imbruvica
- InChIKey
XYFPWWZEPKGCCK-GOSISDBHSA-N
- Structure checked
- 2026-10-08
- Molecular formula
- C25H24N6O2
- Structure source
- PubChem
- PubChem CID
- 24821094
- InChI Key
- XYFPWWZEPKGCCK-GOSISDBHSA-N
Read the two structures
Record the ring connections of ibrutinib and pirtobrutinib independently, separating ring nitrogens from nitrogens outside rings. This comparison starts from atom connectivity rather than the shared BTK label and asks how different local environments contribute to fingerprint overlap.
| Observation | Ibrutinib | Pirtobrutinib |
|---|---|---|
| Acrylamide connectivity | 1 | 0 |
| Fluorine atoms | 0 | 4 |
Connect the structural observations with the fingerprint result
Ibrutinib has one C=C–C(=O)–N motif match and no fluorine match. Pirtobrutinib has no match for that motif and four fluorine atom matches. The drawings locate the selected connections and atoms independently. [Ibrutinib] · [Pirtobrutinib]
The complete fingerprints share 16 set bits across a union of 107, giving 0.150. A shared BTK class label and fingerprint proximity are different information: the class selects comparison subjects, while fingerprints compare encoded local connectivity.
Motif presence is a structural observation. This page performs no protein-binding or reactivity experiment, so a coloured motif is not evidence of covalent bond formation.
Calculated structural similarity: 0.150 · Morgan radius 2 / 2048 bits · Tanimoto
Calculation: 16 / (61 + 62 − 16) = 16 / 107 ≈ 0.150. Set-bit counts are not counts of unique atoms or functional groups.
Query definitions and reproducibility
- Acrylamide connectivity:
C=CC(=O)N - Fluorine atoms:
[F]
RDKit 2025.03.4 · Matches with identical atom sets are counted once. Colours mark atoms and bonds matching selected queries, not a proven shared scaffold or synthesis route.
- Read elemental composition from the formulas.
- Trace ring and substituent connections in each drawing.
- Compare your observations with the fingerprint score calculated under identical settings.
- Check stereochemistry and the complete InChIKey in the source records.
The score is fingerprint overlap, not a percentage of efficacy or safety. RDKit
Structure-source check: 2026-10-08 / 2026-10-08 · Editorial update and calculation check: 2026-10-16
Download source structures, queries and bit counts for this comparison (JSON)
StructureMoa editorial · source review 2026-10-08
Molecular identity
Ibrutinib: independently retrieved PubChem CID 24821094, formula C25H24N6O2.
How to compare
Record the ring connections of ibrutinib and pirtobrutinib independently, separating ring nitrogens from nitrogens outside rings. This comparison starts from atom connectivity rather than the shared BTK label and asks how different local environments contribute to fingerprint overlap.
Interpretation limits
The Morgan/Tanimoto score measures fingerprint overlap. It does not establish efficacy, safety, clinical superiority or full stereochemical identity.
SMILES
C=CC(=O)N1CCC[C@H](C1)N2C3=NC=NC(=C3C(=N2)C4=CC=C(C=C4)OC5=CC=CC=C5)NTags
Related compounds
Comparisons · briefs
External IDs · BioMoa
StructureMoa is a chemical-structure exploration tool. Structural similarity, clustering, and SAR relationships are intended for research exploration and do not establish shared potency, selectivity, safety, efficacy, or clinical performance.
Editorial responsibility and corrections
Operated and edited by the independent StructureMoa project. Explanations use AI assistance; structural identity and similarity are checked against source records and calculation tests. Molecular data and clinical or regulatory evidence have separate review scopes.
- Source structures
- PubChem · CID / SMILES / InChIKey
- Calculations and automated checks
- RDKit · Morgan / SMARTS
- Disclosed specialist review
- No separate external specialist review is disclosed. Passing automated tests is not specialist review of clinical claims.
For a correction, include the page URL, molecule name or CID, the field in question and a supporting source. Corrections are checked against sources, and the affected editorial update date is changed when a correction is published. [email protected]