Pirlindole

Pirlindole

SCHEMBL4157397

Cc1ccc2c(c1)c1c3n2CCNC3CCC1.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 Pirlindole. 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
HTR1A known ✓ P08908 1/20 0.97
ADRA2A known ✓ P08913 1/20 0.97
CHRM1 known ✓ P11229 1/20 0.97
MAOA known ✓ P21397 1/20 0.97
DRD1 known ✓ P21728 1/20 0.97
SLC6A2 known ✓ P23975 1/20 0.97
SLC6A4 known ✓ P31645 1/20 0.97
SLC6A3 known ✓ Q01959 1/20 0.97
KCNH2 known ✓ Q12809 1/20 0.97
GAA known ✓ P10253 2/20 0.72
HSD17B10 Q99714 7/20 0.97
MEN1 O00255 6/20 0.97
KMT2A Q03164 6/20 0.97
KDM4E B2RXH2 6/20 0.97
CYP1A2 P05177 3/20 0.97
CYP2D6 P10635 3/20 0.97
TP53 P04637 3/20 0.97
CYP3A4 P08684 2/20 0.97
TEAD4 Q15561 2/20 0.97
TEAD1 P28347 1/20 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
Pirlindole SCHEMBL18878061 0.99 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL373564 0.99 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL18877133 0.99 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL29500947 0.99 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL1649683 0.96 HSD17B10 (0.95) HSD17B10MEN1KMT2AKDM4ECYP1A2
SCHEMBL4152460 0.93 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL30984462 0.91 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL3761340 0.91 HSD17B10 (1.00) HSD17B10MEN1KMT2AKDM4ECYP1A2
Hydrochloric Acid SCHEMBL9849090 0.82 KMT2A (0.98) HSD17B10MEN1KMT2AKDM4ECYP1A2
Pirlindole SCHEMBL17241165 0.82 HSD17B10 (0.68) HSD17B10MEN1KMT2AKDM4ECYP1A2

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

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-10172854-B2 Compositions and methods for treating mitochondrial diseases BIOVISTA, INC. (US) 2019-01-08 US claimed
US-20180110775-A1 COMPOSITIONS AND METHODS FOR TREATING MITOCHONDRIAL DISEASES BIOVISTA INC (US) 2018-04-26 US claimed
CN-104774208-A Preparation method of deuterium-labeled pirlindole hydrochloride TLC PHARMACHEM INC 2015-07-15 CN claimed
EP-1044976-B1 Process for the preparation of pirlindole hydrochloride ERREGIERRE SPA (IT) 2002-07-24 EP claimed
EP-1044976-A1 Process for the preparation of pirlindole hydrochloride ERREGIERRE S.p.A. (IT) 2000-10-18 EP claimed
EP-3831385-B1 MANDELATE SALTS OF PIRLINDOLE ENANTIOMERS FOR USE IN MEDICINE TECNIMEDE SOCIEDADE TECNICO MEDICINAL S (PT) 2024-07-10 EP disclosed
CN-110831943-B Method for producing piperazine rings for the synthesis of pyrazinocarbazole derivatives 社会医疗技术员技术股份公司 2022-05-03 CN disclosed
CN-110914270-B Preparation method of pirlindole enantiomer and salt thereof 社会医疗技术员技术股份公司 2022-05-03 CN disclosed
EP-3612534-B1 PROCESS FOR THE PREPARATION OF PIPERAZINE RING FOR THE SYNTHESIS OF PYRAZINOCARBAZOLE DERIVATIVES TECNIMEDE SOCIEDADE TECNICO MEDICINAL SA (PT) 2021-12-22 EP disclosed
US-11008327-B2 Processes for the preparation of pharmaceutically acceptable salts of (R)-Pirlindole and (S)-Pirlindole TECNIMEDE, SOCIEDADE TÉCNICO-MEDICINAL, SA (PT) 2021-05-18 US disclosed
CN-106456637-B Pharmaceutical use of (S) -pirlindole and pharmaceutically acceptable salts thereof 特克尼梅德医疗技术股份公司 2020-06-09 CN disclosed
US-20200131186-A1 PROCESS FOR THE PREPARATION OF PIPERAZINE RING FOR THE SYNTHESIS OF PYRAZINOCARBAZOLE DERIVATIVES TECNIMEDE, SOCIEDADE TÉCNICO-MEDICINAL, SA (PT) 2020-04-30 US disclosed
CN-1810789-A Prepn of-2-(N-carbazolyl)-ethoxy carbohydrazide DALIAN CHEMICAL PHYSICS INST (CN) 2006-08-02 CN disclosed
EP-1300140-B1 Long release matricial formulations of pirlindol hydrochloride TECNIMEDE SOCIEDADE TECNICO MEDICINAL SA (PT) 2005-11-30 EP disclosed
EP-1044976-B1 Process for the preparation of pirlindole hydrochloride ERREGIERRE SPA (IT) 2002-07-24 EP disclosed
EP-1044976-B1 Process for the preparation of pirlindole hydrochloride ERREGIERRE SPA (IT) 2002-07-24 EP disclosed
EP-1044976-A1 Process for the preparation of pirlindole hydrochloride ERREGIERRE S.p.A. (IT) 2000-10-18 EP disclosed
EP-1044976-A1 Process for the preparation of pirlindole hydrochloride ERREGIERRE S.p.A. (IT) 2000-10-18 EP disclosed
EP-1044976-A1 Process for the preparation of pirlindole hydrochloride ERREGIERRE S.p.A. (IT) 2000-10-18 EP disclosed
EP-0457908-A1 HYDROCHLORIDE 2,3,3a,4,5,6-HEXAHYDRO-8-CYCLOHEXYL-1H-PYRAZINO (3,2,1-j,k)CARBAZOL, METHOD OF OBTAINING IT AND A PHARMACEUTICAL PREPARATION OF ANTIDEPRESSIVE ACTION BASED ON IT VSESOJUZNY NAUCHNO-ISSLEDOVATELSKY KHIMIKO-FARMATSEVTICHESKY INST. IMENI SERGO ORDZHONIKIDZE (VNIKHFI) (SU) 1991-11-27 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 (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-10172854-B2 Compositions and methods for treating mitochondrial diseases MT-ND2, CS, UQCRC2 HTR1A 4403/4885ADRA2A 3910/4885CHRM1 4724/4885
US-20180110775-A1 COMPOSITIONS AND METHODS FOR TREATING MITOCHONDRIAL DISEASES MT-ND2, CS, UQCRC2 HTR1A 4403/4885ADRA2A 3910/4885CHRM1 4724/4885
US-11008327-B2 Processes for the preparation of pharmaceutically acceptable salts of (R)-Pirlindole and (S)-Pirlindole PIR, DRD5, DRD1 HTR1A 63/4885ADRA2A 871/4885CHRM1 698/4885
US-20200131186-A1 PROCESS FOR THE PREPARATION OF PIPERAZINE RING FOR THE SYNTHESIS OF PYRAZINOCARBAZOLE DERIVATIVES PIR, CYP3A5, DRD5 HTR1A 134/4885ADRA2A 1622/4885CHRM1 1442/4885

“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.