SCHEMBL1934719

SCHEMBL1934719

[O-][N+]1(OCc2ccccc2)CCC1

nearest known ligand 0.43

Predicted protein targets (top 20)

geneUniProtsupporting neighboursconfidence
TSHR P16473 2/20 0.43
IDO1 P14902 1/20 0.40
AGXT P21549 1/20 0.39
CTSL P07711 1/20 0.35
CTSB P07858 1/20 0.35
CTSK P43235 1/20 0.35
HTT P42858 1/20 0.35
ALDH1A1 P00352 3/20 0.34
CA1 P00915 2/20 0.34
CA2 P00918 2/20 0.34
CA9 Q16790 2/20 0.34
SLC6A2 P23975 2/20 0.34
SLC6A3 Q01959 2/20 0.34
LMNA P02545 1/20 0.34
CYP1A2 P05177 1/20 0.34
PTGS1 P23219 1/20 0.34
CYP2C19 P33261 1/20 0.34
PTGS2 P35354 1/20 0.34
HIF1A Q16665 1/20 0.34
HDAC6 Q9UBN7 1/20 0.34

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
SCHEMBL13386605 0.92 TSHR (0.46) TSHRIDO1AGXTCTSLCTSB
SCHEMBL3695345 0.72 TSHR (0.43) TSHRIDO1AGXTCTSLCTSB
SCHEMBL5697583 0.68 LMNA (0.51) CA1CA2CA9SLC6A2SLC6A3
SCHEMBL1831948 0.68 HIF1A (0.41) TSHRIDO1ALDH1A1SLC6A3HIF1A
Cyclohexane SCHEMBL8149682 0.66 TSHR (0.83) TSHRIDO1AGXTCA1CA2
Benzyl Carbamate SCHEMBL9673813 0.64 ALDH1A1 (0.57) TSHRALDH1A1CA1CA2CA9
SCHEMBL11846749 0.64 HIF1A (0.41) TSHRIDO1HTTALDH1A1SLC6A3
SCHEMBL596253 0.63 HIF1A (0.39) ALDH1A1HIF1A
SCHEMBL5311581 0.62 TSHR (1.00) TSHRIDO1AGXTALDH1A1CA1
SCHEMBL27380 0.62 TSHR (1.00) TSHRIDO1AGXTALDH1A1CA1

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 19 patents. claimed = in the patent's claims; disclosed = body only.

PatentTitleAssigneePublishedPriorityFilingCountryStatus
WO-2023175492-A1 NOVEL INTERMEDIATES AND ITS USE IN MANUFACTURING OF SITAGLIPTIN HIKAL LIMITED (IN) 2023-09-21 WO disclosed
WO-2019186260-A1 AN IMPROVED PROCESS FOR THE PREPARATION OF SITAGLIPTIN AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF HIKAL LIMITED (IN) 2019-10-03 WO disclosed
US-9938282-B2 Expedient synthesis of sitagliptin STEREOKEM, INC. (US) 2018-04-10 US disclosed
US-20170183351-A1 EXPEDIENT SYNTHESIS OF SITAGLIPTIN STEREOKEM, INC. 2017-06-29 US disclosed
EP-3102580-A2 EXPEDIENT SYNTHESIS OF SITAGLIPTIN Stereokem Inc. (USA) (US) 2016-12-14 EP disclosed
WO-2015120111-A2 EXPEDIENT SYNTHESIS OF SITAGLIPTIN STEREOKEM, INC. (USA) (US) 2015-08-13 WO disclosed
EP-2331545-B1 IMPROVED PROCESS FOR PREPARATION OF (2R)-4-OXO-4-[3- (TRIFLUOROMETHYL)-5,6-DIHYDRO [1,2,4]-TRIAZOLO[4,3-A]PYRAZIN- 7(8H)-YL]-L-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE&NEW IMPURITIES IN PREPARATION THEREOF CADILA HEALTHCARE LTD (IN) 2013-10-02 EP disclosed
US-8476437-B2 Process for preparation of (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro [1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-l-(2,4,5-trifluorophenyl)butan-2-amine and new impurities in preparation thereof CADILA HEALTHCARE LIMITED (IN) 2013-07-02 US disclosed
WO-2013065066-A1 PROCESSES FOR PREPARING 4-OXO-4-[3-(TRIFLUOROMETHYL)-5,6- DIHYDRO [L,2,41-TRIAZOLO[43-A]PYRAZIN-7(8H)-YL]-L-(2,4,5- TRIFLUOROPHENYL)BUTAN-2-AMINE CADILA HEALTHCARE LIMITED (IN) 2013-05-10 WO disclosed
WO-2011142825-A2 NOVEL SULFUR CONTAINING COMPOUNDS DISSYMMETRIX (P) LTD. (IN) 2011-11-17 WO disclosed
US-20110213149-A1 PROCESS FOR PREPARATION OF (2R)-4-OXO-4-[3- (TRIFLUOROMETHYL)-5,6-DIHYDRO [1,2,4]-TRIAZOLO[4,3-A]PYRAZIN- 7(8H)-YL]-L-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE & NEW IMPURITIES IN PREPARATION THEREOF CADILA HEALTHCARE LIMITED (IN) 2011-09-01 US disclosed
EP-2331545-A2 IMPROVED PROCESS FOR PREPARATION OF (2R)-4-OXO-4-[3- (TRIFLUOROMETHYL)-5,6-DIHYDRO [1,2,4]-TRIAZOLO[4,3-A]PYRAZIN- 7(8H)-YL]-L-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE&NEW IMPURITIES IN PREPARATION THEREOF Cadila Healthcare Limited (IN) 2011-06-15 EP disclosed
WO-2010032264-A2 IMPROVED PROCESS FOR PREPARATION OF (2R)-4-OXO-4-[3- (TRIFLUOROMETHYL)-5,6-DIHYDRO [1,2,4]-TRIAZOLO[4,3-A]PYRAZIN- 7(8H)-YL]-L-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE & NEW IMPURITIES IN PREPARATION THEREOF CADILA HEALTHCARE LIMITED (IN) 2010-03-25 WO disclosed
WO-2004087650-A2 PROCESS AND INTERMEDIATES FOR THE PREPARATION OF BETA-AMINO ACID AMIDE DIPEPTIDYL PEPTIDASE-IV INHIBITORS MERCK & CO. INC. (US) 2004-10-14 WO disclosed
US-4992544-A Intermediates for b-lactam antibiotics and b-lactamase inhibitor UNIVERSITY OF NOTRE DAME DU LAC (US) 1991-02-12 US disclosed
EP-0218415-B1 PROCESS FOR INTERMEDIATES TO 1-CARBAPENEMS AND 1-CARBACEPHEMS THE UNIVERSITY OF NOTRE DAME DU LAC (US) 1990-08-08 EP disclosed
US-4845229-A Process for intermediates to 1-carbapenems and 1-carbacephems UNIVERSITY OF NOTRE DAME DU LAC (US) 1989-07-04 US disclosed
US-4745201-A Process for intermediates to 1-carbapenems and 1-carbacephems UNIVERSITY OF NOTRE DAME DU LAC (US) 1988-05-17 US disclosed
EP-0218415-A1 Process for intermediates to 1-carbapenems and 1-carbacephems THE UNIVERSITY OF NOTRE DAME DU LAC (US) 1987-04-15 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 (2 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-20110213149-A1 PROCESS FOR PREPARATION OF (2R)-4-OXO-4-[3- (TRIFLUOROMETHYL)-5,6-DIHYDRO [1,2,4]-TRIAZOLO[4,3-A]PYRAZIN- 7(8H)-YL]-L-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE & NEW IMPURITIES IN PREPARATION THEREOF BPNT1, GART, SLC7A1 TSHR 997/4885IDO1 1109/4885AGXT 177/4885
US-20170183351-A1 EXPEDIENT SYNTHESIS OF SITAGLIPTIN DPP4, DPP7, DPP8 TSHR 2344/4885IDO1 2050/4885AGXT 228/4885

“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.