Harmine

Harmine

SCHEMBL1469013

COc1ccc2c(c1)[nH]c1c(C)nccc12.Cl

nearest known ligand 1.00 ✓ in ChEMBL — recovers established targets

Full drug profile on Sugi Atlas →

Known targets — ChEMBL curated mechanism

ABL1ACEACHEACVR1ADRA1AADRA1BADRA1DADRA2AADRA2BADRA2CADRB1ADRB2ADRB3AGTR1ALKAVPR1AAVPR2BCHEBCRCA2CACNA1ACACNA1BCACNA1CCACNA1DCACNA1ECACNA1FCACNA1GCACNA1HCACNA1ICACNA1SCACNA2D1CACNA2D2CACNA2D3CACNA2D4CACNB1CACNB2CACNB3CACNB4CACNG1CACNG2CACNG3CACNG4CACNG5CACNG6CACNG7CACNG8CALCRLCASRCCR5CDK4CDK6CFBCHRM1CHRM2CHRM3CHRM4CHRM5CHRNA1CHRNA3CHRNA7CHRNB1CHRNB4CHRNDCHRNECHRNGCOXFA4COXFA4L2CRBNCSF1RCUL4ACYP19A1DDB1DPP4DRD1DRD2DRD3DRD4EDNRAEGFREML4ERBB2ERBB4ESR1ESR2FGFR1FGFR3FLT1FLT3FLT4GAAGABRA1GABRA2GABRA3GABRA4GABRA5GABRA6GABRB1GABRB2GABRB3GABRDGABREGABRG1GABRG2GABRG3GABRPGABRQGHSRGLAGNRHRGPD2GRIN1GRIN2AGRIN2BGRIN2CGRIN2DGRIN3AGRIN3BGSTP1HCN4HCRTR1HCRTR2HDAC1HDAC10HDAC11HDAC2HDAC3HDAC4HDAC5HDAC6HDAC7HDAC8HDAC9HRH1HRH2HRH3HSD11B1HSP90AA1HSP90AB1HTR1AHTR1BHTR1DHTR1EHTR1FHTR2AHTR2BHTR2CHTR3AHTR3BHTR3CHTR3DHTR3EHTR4HTR5AHTR6HTR7IMPDH1IMPDH2ITGA2BITGB3ITKJAK1JAK2KCNA1KCNA10KCNA2KCNA3KCNA4KCNA5KCNA6KCNA7KCNB1KCNB2KCNC1KCNC2KCNC3KCNC4KCND1KCND2KCND3KCNF1KCNG1KCNG2KCNG3KCNG4KCNH1KCNH2KCNH3KCNH4KCNH5KCNH6KCNH7KCNH8KCNJ2KCNJ3KCNJ5KCNK3KCNK9KCNQ1KCNQ2KCNQ3KCNQ4KCNQ5KCNS1KCNS2KCNS3KCNV1KCNV2KDRKITKLKB1LCKMMAOAMAOBMAPK14METMMP1MMP13MMP7MMP8MT-ND1MT-ND2MT-ND3MT-ND4MT-ND4LMT-ND5MT-ND6NDUFA1NDUFA10NDUFA11NDUFA12NDUFA13NDUFA2NDUFA3NDUFA5NDUFA6NDUFA7NDUFA8NDUFA9NDUFAB1NDUFAF1NDUFAF2NDUFAF3NDUFAF4NDUFB1NDUFB10NDUFB11NDUFB2NDUFB3NDUFB4NDUFB5NDUFB6NDUFB7NDUFB8NDUFB9NDUFC1NDUFC2NDUFS1NDUFS2NDUFS3NDUFS4NDUFS5NDUFS6NDUFS7NDUFS8NDUFV1NDUFV2NDUFV3NR3C1NS5ANTRK1NTRK2NTRK3ODC1OPRD1OPRK1OPRM1P2RY12PAHPARP1PDE3APDE3BPDE4APDE4BPDE4CPDE4DPDE5APDE7APDE7BPDE8APDE8BPDGFRAPDGFRBPIK3CAPIK3CDPNPPOLA1POLA2POLD1POLD2POLD3POLD4POLEPOLE2POLE3PPARGPRIM1PRIM2PRKCAPRKCBPRKCDPRKCEPRKCGPRKCHPRKCIPRKCQPRKCZPRKD1PRKD3PTGS1PTGS2RBX1RENRETROCK1ROCK2RPE65RRM1RRM2RRM2BS1PR1S1PR2S1PR3S1PR4S1PR5SCN10ASCN11ASCN1ASCN2ASCN3ASCN4ASCN5ASCN7ASCN8ASCN9ASCNN1ASCNN1BSCNN1GSIGMAR1SLC18A2SLC6A1SLC6A2SLC6A3SLC6A4SLC9A3SRCTACR1TOP1TOP2ATOP2BTTRTYMPdacAdacBdacCembAfolAftsIgyrAgyrBmrcAmrcBmrdAparCparEpolrplArplBrplCrplDrplErplFrplIrplJrplKrplLrplMrplNrplOrplPrplQrplRrplSrplTrplUrplVrplWrplXrplYrpmArpmBrpmCrpmDrpmErpmE2rpmFrpmGrpmG1rpmG2rpmG3rpmHrpmIrpmJrpsArpsBrpsCrpsDrpsErpsFrpsGrpsHrpsIrpsJrpsKrpsLrpsMrpsNrpsOrpsPrpsQrpsRrpsSrpsTrpsUykgMykgO

The experimentally established mechanism targets of Harmine. 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
MAOA known ✓ P21397 11/20 0.97
ACHE known ✓ P22303 2/20 0.97
ADRA2A known ✓ P08913 1/20 0.97
ADRA2B known ✓ P18089 1/20 0.97
ADRA2C known ✓ P18825 1/20 0.97
SLC6A2 known ✓ P23975 1/20 0.97
HTR2C known ✓ P28335 1/20 0.97
HTR7 known ✓ P34969 1/20 0.97
HTR6 known ✓ P50406 1/20 0.97
ROCK1 known ✓ Q13464 1/20 0.97
BCHE known ✓ P06276 1/20 0.64
KLK7 P49862 1/20 1.00
DYRK1A Q13627 10/20 0.97
CCNB2 O95067 2/20 0.97
CDK1 P06493 2/20 0.97
CCNB1 P14635 2/20 0.97
CCNA2 P20248 2/20 0.97
CDK2 P24941 2/20 0.97
CCNA1 P78396 2/20 0.97
CDK5 Q00535 2/20 0.97

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
Harmine SCHEMBL30726913 1.00 KLK7 (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL669625 0.99 KLK7 (0.97) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL4907423 0.99 KLK7 (0.97) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL31500130 0.99 KLK7 (0.97) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL292955 0.98 MAOA (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL9481427 0.98 MAOA (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL29941920 0.98 MAOA (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL30510974 0.98 MAOA (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL29440552 0.98 MAOA (1.00) KLK7MAOADYRK1AACHECCNB2
Harmine SCHEMBL16099771 0.97 MAOA (0.97) KLK7MAOADYRK1AACHECCNB2

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

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-20230233537-A1 Compositions and Kits of Parts Comprising N,N-Dimethyltryptamine and Harmine and Their Use in Therapy UNIVERSITY OF ZURICH (CH) 2023-07-27 US claimed
EP-4167992-A1 COMPOSITIONS AND KITS OF PARTS COMPRISING N,N-DIMETHYLTRYPTAMINE AND HARMINE AND THEIR USE IN THERAPY University of Zürich (CH) 2023-04-26 EP claimed
CN-115996712-A Kit of parts and composition comprising N, N-dimethyltryptamine and harmine and use thereof in therapy 苏黎世大学 2023-04-21 CN claimed
WO-2021259962-A1 COMPOSITIONS AND KITS OF PARTS COMPRISING N,N-DIMETHYLTRYPTAMINE AND HARMINE AND THEIR USE IN THERAPY UNIVERSITY OF ZÜRICH (CH) 2021-12-30 WO claimed
US-9549942-B2 Composition for preventing or treating degenerative brain diseases including compound downregulating expression of BACE1 proteins Research & Business Foundation Sungkyunkwan University (KR) 2017-01-24 US claimed
CN-1063966-C Harmel preparation and preparing method thereof WANG SHIYU (CN) 2001-04-04 CN claimed
CN-1220162-A Harmel preparation and preparing method thereof WANG SHIYU (CN) 1999-06-23 CN claimed
CN-1104507-A Peganum harmala preparation and preparation method thereof WANG SHIYU (CN) 1995-07-05 CN claimed
EP-4026547-B1 MEBEVERINE AS SOLUBLE EPOXIDE HYDROLASE INHIBITOR BANASTHALI VIDYAPITH (IN) 2026-02-18 EP disclosed
US-20260007643-A1 HIGHLY SOLUBLE FORMULATIONS OF HARMINE RECONNECT LABS AG (CH) 2026-01-08 US disclosed
CN-119792282-B Application of harmine in preparing antiviral drugs 上海交通大学医学院附属瑞金医院 2025-11-04 CN disclosed
US-20250213601-A1 METHODS AND BIOAVAILABLE HIGHLY PERMEABLE COMPOUNDS FOR THE TREATMENT OF VIRAL DISEASES Didenko, Kirill (US) 2025-07-03 US disclosed
EP-4561527-A2 HIGHLY SOLUBLE FORMULATIONS OF HARMINE Reconnect Labs AG (CH) 2025-06-04 EP disclosed
US-12295955-B2 TTP phosphorylation for the identification of personalized medicines KING FAISAL SPECIALIST HOSPITAL & RESEARCH CENTRE (SA) 2025-05-13 US disclosed
EP-1635846-A2 SMALL MOLECULE TOLL-LIKE RECEPTOR (TLR) ANTAGONISTS Coley Pharmaceutical GmbH (DE) 2006-03-22 EP disclosed
US-20050119273-A1 Small molecule toll-like receptor (TLR) antagonists COLEY PHARMACEUTICAL GMBH (DE) 2005-06-02 US disclosed
WO-2005007672-A2 SMALL MOLECULE TOLL-LIKE RECEPTOR (TLR) ANTAGONISTS COLEY PHARMACEUTICAL GMBH (DE) 2005-01-27 WO disclosed
CN-1063966-C Harmel preparation and preparing method thereof WANG SHIYU (CN) 2001-04-04 CN disclosed
CN-1220162-A Harmel preparation and preparing method thereof WANG SHIYU (CN) 1999-06-23 CN disclosed
CN-1104507-A Peganum harmala preparation and preparation method thereof WANG SHIYU (CN) 1995-07-05 CN 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 (4 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-20260007643-A1 HIGHLY SOLUBLE FORMULATIONS OF HARMINE SLC6A2, SLC7A1, DLST MAOA 160/4885ACHE 1550/4885ADRA2A 710/4885
US-20050119273-A1 Small molecule toll-like receptor (TLR) antagonists TLR3, TLR8, TLR7 MAOA 4379/4885ACHE 4643/4885ADRA2A 1099/4885
US-20230233537-A1 Compositions and Kits of Parts Comprising N,N-Dimethyltryptamine and Harmine and Their Use in Therapy TPH1, SLC6A4, HNMT MAOA 19/4885ACHE 438/4885ADRA2A 355/4885
US-20250213601-A1 METHODS AND BIOAVAILABLE HIGHLY PERMEABLE COMPOUNDS FOR THE TREATMENT OF VIRAL DISEASES ACE2, FURIN, SARS1 MAOA 2167/4885ACHE 1160/4885ADRA2A 3359/4885

“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.