SCHEMBL3157359

SCHEMBL3157359

COC(=O)c1c2n(c3ccccc13)CCCO2

nearest known ligand 0.64

Predicted protein targets (top 11)

geneUniProtsupporting neighboursconfidence
HTR3A P46098 4/20 0.64
HTR4 Q13639 13/20 0.55
KCNH2 Q12809 3/20 0.53
CHRM2 P08172 1/20 0.52
ADRA2B P18089 1/20 0.52
HRH2 P25021 1/20 0.52
HTR1D P28221 1/20 0.52
HTR2A P28223 1/20 0.52
HRH1 P35367 1/20 0.52
HTR2B P41595 1/20 0.52
SIGMAR1 Q99720 1/20 0.52

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
SCHEMBL5793974 0.85 HTR3A (0.58) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL7107763 0.83 HTR4 (0.56) HTR3AHTR4KCNH2
SCHEMBL17176553 0.82 HTR3A (0.59) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL17170659 0.81 HTR3A (0.57) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL17170656 0.79 HTR3A (0.59) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL19068179 0.79 HTR3A (0.56) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL8129547 0.79 HTR3A (0.50) HTR3AHTR4KCNH2CHRM2ADRA2B
SCHEMBL7330863 0.78 HTR4 (0.56) HTR3AHTR4KCNH2
SCHEMBL17163321 0.78 HTR3A (1.00) HTR3AHTR4KCNH2
SCHEMBL15603679 0.78 HTR3A (1.00) HTR3AHTR4KCNH2

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

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-20040192911-A1 Process for the preparation of an indole derivative SMITHKLINE BEECHAM P.L.C. 2004-09-30 US claimed
EP-1097136-B1 PROCESS FOR THE PREPARATION OF AN INDOLE DERIVATIVE SMITHKLINE BEECHAM PLC (GB) 2003-10-22 EP claimed
EP-0922048-B1 PROCESS FOR THE PREPARATION OF N- (1-n-BUTYL-4-PIPERIDINYL)METHYL] -3,4-DIHYDRO -2H-[1,3] OXAZINO[3,2-a] INDOLE-10-CARBOXAMIDE AND SALTS AND INTERMEDIATES IN THE PROCESS SMITHKLINE BEECHAM PLC (GB) 2000-11-15 EP claimed
WO-2000017207-A1 3,4-DIHYDRO -N-[[1-(3 -HYDROXYBUTYL) -4-PIPERIDINYL] METHYL] -2H-[1,3] OXAZINO[3, 2-A]INDOLE -10-CARBOXAMIDE AS 5-HT(4) RECEPTOR ANTAGONIST SMITHKLINE BEECHAM P.L.C. (GB) 2000-03-30 WO claimed
US-7834010-B2 Modulators of peripheral 5-HT receptors SERODUS AS (NO) 2010-11-16 US disclosed
US-7834010-B2 Modulators of peripheral 5-HT receptors SERODUS AS (NO) 2010-11-16 US disclosed
US-7834010-B2 Modulators of peripheral 5-HT receptors SERODUS AS (NO) 2010-11-16 US disclosed
EP-1701951-B1 MODULATORS OF PERIPHERAL 5-HT RECEPTORS SERODUS AS (NO) 2010-02-10 EP disclosed
US-20090029979-A1 5-HTX MODULATORS BIO-MEDISINSK INNOVASJON AS (NO) 2009-01-29 US disclosed
US-20090029979-A1 5-HTX MODULATORS BIO-MEDISINSK INNOVASJON AS (NO) 2009-01-29 US disclosed
US-20090029979-A1 5-HTX MODULATORS BIO-MEDISINSK INNOVASJON AS (NO) 2009-01-29 US disclosed
EP-1097135-B1 PROCESS FOR THE PREPARATION OF AN INDOLE DERIVATIVE SMITHKLINE BEECHAM PLC (GB) 2008-05-07 EP disclosed
US-20040176370-A1 3,4-Dihdro-N-[[1-(3-hydroxybutyl)-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide as 5-HT(4) receptor antagonist SMITHKLINE BEECHAM P.L.C. 2004-09-09 US disclosed
EP-1097136-B1 PROCESS FOR THE PREPARATION OF AN INDOLE DERIVATIVE SMITHKLINE BEECHAM PLC (GB) 2003-10-22 EP disclosed
US-6583294-B2 Reacting 3-chloro-3-carboxylate indole with 3-chloropropanol in presence of such as trichloroacetic acid to produce methyl 2-(3-chloropropoxy)-indole-3-carboxylate in high yield SMITHKLINE BEECHAM P.L.C. (GB) 2003-06-24 US disclosed
US-20030083506-A1 PROCESS FOR THE PREPARATION OF AN INDOLE DERIVATIVE SMITHKLINE BEECHAM P.L.C. 2003-05-01 US disclosed
US-20020091271-A1 Process for the preparation of an indole derivative SMITHKLINE BEECHAM PLC 2002-07-11 US disclosed
EP-0922048-B1 PROCESS FOR THE PREPARATION OF N- (1-n-BUTYL-4-PIPERIDINYL)METHYL] -3,4-DIHYDRO -2H-[1,3] OXAZINO[3,2-a] INDOLE-10-CARBOXAMIDE AND SALTS AND INTERMEDIATES IN THE PROCESS SMITHKLINE BEECHAM PLC (GB) 2000-11-15 EP disclosed
US-6100397-A Process for the preparation of N-[(1-n butyl-4-piperidyl)methyl]-3,4-dihydro-2H-[1,3]oxazino[3,2-a] indole-10-carboxamide and salts and intermediates in the process SMITHKLINE BEECHAM PLC (GB) 2000-08-08 US disclosed
WO-2000017207-A1 3,4-DIHYDRO -N-[[1-(3 -HYDROXYBUTYL) -4-PIPERIDINYL] METHYL] -2H-[1,3] OXAZINO[3, 2-A]INDOLE -10-CARBOXAMIDE AS 5-HT(4) RECEPTOR ANTAGONIST SMITHKLINE BEECHAM P.L.C. (GB) 2000-03-30 WO 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-20090029979-A1 5-HTX MODULATORS HTR7, HTR5A, HTR2C HTR3A 7/4885HTR4 9/4885KCNH2 2040/4885
US-20030083506-A1 PROCESS FOR THE PREPARATION OF AN INDOLE DERIVATIVE PRKD3, COMT, IDO1 HTR3A 5/4885HTR4 63/4885KCNH2 1557/4885
US-20040192911-A1 Process for the preparation of an indole derivative PRKD3, COMT, IDO1 HTR3A 5/4885HTR4 63/4885KCNH2 1557/4885
US-20040176370-A1 3,4-Dihdro-N-[[1-(3-hydroxybutyl)-4-piperidinyl]methyl]-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide as 5-HT(4) receptor antagonist HTR4, HTR3A, HTR1D HTR3A 2/4885HTR4 1/4885KCNH2 469/4885
US-20020091271-A1 Process for the preparation of an indole derivative PRKD3, COMT, IDO1 HTR3A 5/4885HTR4 63/4885KCNH2 1557/4885

“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.