Trimetrexate

Trimetrexate

SCHEMBL7099341

COc1cc(NCc2ccc3nc(N)nc(N)c3c2C)cc(OC)c1OC.Cl

nearest known ligand 0.98

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 Trimetrexate. 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
ESR1 known ✓ P03372 1/20 0.98
CHRM2 known ✓ P08172 1/20 0.98
HTR1A known ✓ P08908 1/20 0.98
CHRM1 known ✓ P11229 1/20 0.98
MAOA known ✓ P21397 1/20 0.98
DRD1 known ✓ P21728 1/20 0.98
ACHE known ✓ P22303 1/20 0.98
PTGS1 known ✓ P23219 1/20 0.98
SLC6A2 known ✓ P23975 1/20 0.98
PDE4A known ✓ P27815 1/20 0.98
OPRM1 known ✓ P35372 1/20 0.98
DRD3 known ✓ P35462 1/20 0.98
SLC6A3 known ✓ Q01959 1/20 0.98
KCNH2 known ✓ Q12809 1/20 0.98
PDE3A known ✓ Q14432 1/20 0.98
DHFR P00374 9/20 0.98
MEN1 O00255 1/20 0.98
ALDH1A1 P00352 1/20 0.98
MAPT P10636 1/20 0.98
HPGD P15428 1/20 0.98

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
Trimetrexate SCHEMBL29906169 1.00 DHFR (0.98) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL8035980 0.99 DHFR (0.96) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL3983 0.99 DHFR (1.00) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL29376841 0.99 DHFR (1.00) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL10701228 0.99 DHFR (1.00) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL29403928 0.99 DHFR (1.00) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL7099831 0.98 DHFR (0.98) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL27795867 0.94 DHFR (0.90) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL8039650 0.93 DHFR (0.88) DHFRMEN1ALDH1A1ESR1CHRM2
Trimetrexate SCHEMBL7099424 0.93 DHFR (0.88) DHFRMEN1ALDH1A1ESR1CHRM2

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

PatentTitleAssigneePublishedPriorityFilingCountryStatus
US-20030199694-A1 Thermally stable trimetrexates and processes for producing the same MEDIMMUNE ONCOLOGY, INC. 2003-10-23 US claimed
US-20020107393-A1 Tremextrexate derivatives and pharmaceutical compositions comprising the same MEDIMMUNE ONCOLOGY, INC. 2002-08-08 US claimed
EP-1080079-A4 THERMALLY STABLE TRIMETREXATES AND PROCESSES FOR PRODUCING THE SAME US BIOSCIENCE (US) 2001-10-04 EP claimed
US-6258952-B1 CRYSTALLIZATION MEDIMMUNE ONCOLOGY, INC. 2001-07-10 US claimed
EP-1080079-A1 THERMALLY STABLE TRIMETREXATES AND PROCESSES FOR PRODUCING THE SAME U.S. BIOSCIENCE, INC. (US) 2001-03-07 EP claimed
WO-1999059981-A1 THERMALLY STABLE TRIMETREXATES AND PROCESSES FOR PRODUCING THE SAME U.S. BIOSCIENCE, INC. (US) 1999-11-25 WO claimed
CN-115038451-A Multimodal compositions and methods of treatment 阿奎斯蒂弗医疗股份有限公司 2022-09-09 CN disclosed
CN-115003279-A Prodrug compositions and methods of treatment 阿奎斯蒂弗医疗股份有限公司 2022-09-02 CN disclosed
CN-1152687-C Trimetrexate crystal and preparation method thereof E 2004-06-09 CN disclosed
US-20030216418-A1 Novel compositions comprising trimetrexate and methods of their synthesis and use MEDIMMUNE ONCOLOGY, INC. 2003-11-20 US disclosed
US-20030199694-A1 Thermally stable trimetrexates and processes for producing the same MEDIMMUNE ONCOLOGY, INC. 2003-10-23 US disclosed
US-6576635-B2 Trimetrexate ascorbate and compositions comprising trimetrexate and ascorbic acid useful as anticarcinogenic agents, bactericides, antiprotozoa agents and antidiabetic agents; heat, light, oxygen and water resistant MEDIMMUNE ONCOLOGY, INC. 2003-06-10 US disclosed
US-20020107393-A1 Tremextrexate derivatives and pharmaceutical compositions comprising the same MEDIMMUNE ONCOLOGY, INC. 2002-08-08 US disclosed
US-6258821-B1 TRIMETREXATE ASCORBATE DIHYDROFOLATE REDUCTASE ACTIVITY COMPRISING ADMINISTERING TO A SUBJECT IN NEED OF SUCH TREATMENT A THERAPEUTICALLY EFFECTIVE AMOUNT OF A COMPOSITION VIRAL INFECTION, FUNGAL INFECTION, YEAST INFECTION, BACTERIA MEDIMMUNE ONCOLOGY, INC. 2001-07-10 US disclosed
US-6258952-B1 CRYSTALLIZATION MEDIMMUNE ONCOLOGY, INC. 2001-07-10 US disclosed
EP-1080079-A1 THERMALLY STABLE TRIMETREXATES AND PROCESSES FOR PRODUCING THE SAME U.S. BIOSCIENCE, INC. (US) 2001-03-07 EP disclosed
WO-2000064447-A1 NOVEL COMPOSITIONS COMPRISING TRIMETREXATE AND METHODS OF THEIR SYNTHESIS AND USE MEDIMMUNE ONCOLOGY, INC. (US) 2000-11-02 WO disclosed
US-6017922-A Thermally stable trimetrexates and processes for producing the same U.S. BIOSCIENCE, INC. (US) 2000-01-25 US disclosed
WO-1999059981-A1 THERMALLY STABLE TRIMETREXATES AND PROCESSES FOR PRODUCING THE SAME U.S. BIOSCIENCE, INC. (US) 1999-11-25 WO disclosed
CN-1177925-A Trimetrexate crystal and preparation method thereof PAUL E KENNEDY (US) 1998-04-01 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 (3 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-20030199694-A1 Thermally stable trimetrexates and processes for producing the same TYMS, TYMP, TOP1 ESR1 4342/4885CHRM2 1250/4885HTR1A 1088/4885
US-20030216418-A1 Novel compositions comprising trimetrexate and methods of their synthesis and use TYMS, MTHFD1, DHFR ESR1 4404/4885CHRM2 4548/4885HTR1A 4637/4885
US-20020107393-A1 Tremextrexate derivatives and pharmaceutical compositions comprising the same TYMP, TYMS, DTYMK ESR1 3290/4885CHRM2 356/4885HTR1A 359/4885

“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.