Antipyrine

Antipyrine

SCHEMBL375507

Cc1cc(=O)n(-c2ccccc2)n1C.Cn1c(=O)c2c(ncn2C)n(C)c1=O.O=C(O)CC(O)(CC(=O)O)C(=O)O

nearest known ligand 0.45

Full drug profile on Sugi Atlas →

Known targets — ChEMBL curated mechanism

PTGS1

The experimentally established mechanism targets of Antipyrine. The predicted profile below is derived independently by chemical similarity — agreement is a validation signal, a miss is honest.

Predicted protein targets (top 20)

geneUniProtsupporting neighboursconfidence
▸ ADORA2B P29275 5/20 0.45
▸ PIK3CD O00329 1/20 0.45
▸ POLB P06746 1/20 0.45
▸ ADORA3 P0DMS8 1/20 0.45
▸ CNR1 P21554 1/20 0.45
▸ ACHE P22303 1/20 0.45
▸ ADORA2A P29274 1/20 0.45
▸ ADORA1 P30542 1/20 0.45
▸ NTSR1 P30989 1/20 0.45
▸ MC3R P41968 1/20 0.45
▸ NOTUM Q6P988 1/20 0.45
▸ SIRT3 Q9NTG7 1/20 0.45
▸ GDA Q9Y2T3 1/20 0.45
▸ NR2E1 Q9Y466 1/20 0.45
▸ NAPRT Q6XQN6 1/20 0.45
▸ L3MBTL1 Q9Y468 1/20 0.41
▸ RXFP1 Q9HBX9 2/20 0.40
▸ SMN1; SMN2 Q16637 1/20 0.40
▸ ALDH1A1 P00352 2/20 0.39
▸ GRM4 Q14833 1/20 0.39

Click a target to see other patent compounds predicted against it — the reverse direction, in place.

Similar compounds — the chemically nearest patent molecules

Nearest neighbours by Morgan-fingerprint cosine across the patent-compound collection, with each neighbour's top predicted target and the predicted targets it shares with this molecule.

Compoundsimilaritytop predictedshared targets
Caffeine SCHEMBL452067 0.83 ADORA2B (0.64) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL28250257 0.81 ADORA2B (0.61) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL6013759 0.80 ADORA2B (0.59) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL28537613 0.77 ADORA2B (0.54) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL6013758 0.77 TNF (0.57) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL20797203 0.75 ADORA2B (0.52) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL20797205 0.75 ADORA2B (0.52) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL2409052 0.74 ADORA2B (0.51) ADORA2BPIK3CDPOLBADORA3CNR1
Caffeine SCHEMBL29657639 0.71 ADORA2B (0.52) ADORA2BPIK3CDPOLBADORA3CNR1
Ampyrone SCHEMBL27612823 0.70 BCHE (0.61) ADORA2BPIK3CDPOLBADORA3CNR1

Similarity is cosine over the 2,048-bit Morgan fingerprint (≈ Tanimoto). Identical fingerprints score 1.00.

Patent provenance — the patents this molecule appears in, and who filed them

Claimed or disclosed in 616 patents — showing the first 20. claimed = in the patent's claims; disclosed = body only.

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-10273252-B2 Substituted dihydropyrrolopyrazole derivative UBE INDUSTRIES, LTD. (JP) 2019-04-30 — — US claimed
US-20180186818-A1 SUBSTITUTED DIHYDROPYRROLOPYRAZOLE DERIVATIVE UBE INDUSTRIES, LTD. (JP) 2018-07-05 — — US claimed
EP-3309163-A1 SUBSTITUTED DIHYDROPYRROLOPYRAZOLE DERIVATIVE UBE Industries, Ltd. (JP) 2018-04-18 — — EP claimed
EP-2042162-B1 PROCESS FOR PRODUCING SPHERICAL ELEMENTARY GRANULE CONTAINING READILY WATER-SOLUBLE DRUG ASAHI CHEMICAL IND (JP) 2017-10-04 — — EP claimed
EP-2050439-B1 PROCESS FOR PRODUCTION OF SPHERICAL GRANULE CONTAINING SLIGHTLY WATER-SOLUBLE SUBSTANCE ASAHI CHEMICAL IND (JP) 2016-11-23 — — EP claimed
US-RE45810-E1 Process for producing spherical base granule comprising easily water-soluble drug ASAHI KASEI CHEMICALS CORPORATION (JP) 2015-11-24 — — US claimed
US-9095512-B2 Method for producing spherical base granules comprising hardly water-soluble drug ASAHI KASEI CHEMICALS CORPORATION (JP) 2015-08-04 — — US claimed
US-8568785-B2 Process for producing spherical base granule comprising easily water-soluble drug ASAHI KASEI CHEMICALS CORPORATION (JP) 2013-10-29 — — US claimed
US-20090280186-A1 PROCESS FOR PRODUCING SPHERICAL BASE GRANULE COMPRISING EASILY WATER-SOLUBLE DRUG ASAHI KASEI CHEMICALS CORPORATION (JP) 2009-11-12 — — US claimed
US-5811547-A Method for inducing crystalline state transition in medicinal substance NIPPON SHINYAJU CO., LTD. (JP) 1998-09-22 — — US claimed
EP-4727924-A1 INHIBITORS OF TREK (TWIK RELATED K+ CHANNELS) CHANNEL FUNCTION ONO Pharmaceutical Co., Ltd. (JP) 2026-04-22 — — EP disclosed
US-12600730-B2 Substituted cyclopenta[c]pyrroles as ABHD6 antagonists ONO PHARMACEUTICAL CO., LTD. (JP) 2026-04-14 — — US disclosed
US-12528816-B2 Substituted imidazo [1,2-b] pyridazines and [1, 2, 4] triazolo [ 4,3-b] pyridazines as camkii inhibitors CARDURION PHARMACEUTICALS, INC. (US) 2026-01-20 — — US disclosed
US-12304913-B2 Dihydropyrrolopyrazole derivative UBE INDUSTRIES, LTD. (JP) 2025-05-20 — — US disclosed
WO-2025097123-A1 COMPOSITIONS AND METHODS TO TREAT ALZHEIMER'S DISEASE BOARD OF SUPERVISORS OF LOUISIANA STATE UNIVERSITY AND AGRICULTURAL AND MECHANICAL COLLEGE (US) 2025-05-08 — — WO disclosed
US-4789667-A ANTIINFLAMMATORY AGENT AND PYROGLUTAMATES AS PENETRATION ENHANCERS TEIJIN LIMITED (JP) 1988-12-06 — — US disclosed
US-4746675-A ENHANCED PENETRATION OF DRUG THROUGH SKIN OR MUCOSA TEIJIN LIMITED (JP) 1988-05-24 — — US disclosed
EP-0123948-B1 EXTERNAL PHARMACEUTICAL COMPOSITION TEIJIN LIMITED (JP) 1987-09-30 — — EP disclosed
EP-0173990-A2 External pharmaceutical composition TEIJIN LIMITED (JP) 1986-03-12 — — EP disclosed
EP-0123948-A1 External pharmaceutical composition TEIJIN LIMITED (JP) 1984-11-07 — — EP disclosed

Patent text — is the patent's own abstract consistent with the prediction?

For each of this compound's patents that has machine-readable text (5 of them — usually the abstract, not the full specification), we ask MedCPT which protein the text reads most about, and where the chemistry-predicted target lands among 4885 human targets. A high rank means the patent's own wording is consistent with the prediction — a weak, independent signal, not proof of activity.

PatentTitleText reads most aboutPredicted target · text-rank
US-12528816-B2 Substituted imidazo [1,2-b] pyridazines and [1, 2, 4] triazolo [ 4,3-b] pyridazines as camkii inhibitors RYR2, CACNA1C, CAMK4 ADORA2B 2113/4885PIK3CD 598/4885POLB 4240/4885
US-12304913-B2 Dihydropyrrolopyrazole derivative CBR3, SLC13A3, CYP3A5 ADORA2B 1183/4885PIK3CD 3570/4885POLB 4621/4885
US-10273252-B2 Substituted dihydropyrrolopyrazole derivative QDPR, CYP11B2, CYP4F3 ADORA2B 3323/4885PIK3CD 3132/4885POLB 3575/4885
US-20180186818-A1 SUBSTITUTED DIHYDROPYRROLOPYRAZOLE DERIVATIVE QDPR, CYP11B2, CYP4F3 ADORA2B 3323/4885PIK3CD 3132/4885POLB 3575/4885
US-12600730-B2 Substituted cyclopenta[c]pyrroles as ABHD6 antagonists ABHD6, ABHD16A, HDHD5 ADORA2B 3734/4885PIK3CD 4482/4885POLB 1870/4885

“Text reads most about” is the patent abstract's nearest protein in MedCPT space (background-debiased). Only ~1.4% of patents have machine-readable text, so most compounds won't have this panel.

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