UCSF

ZINC00598852

Substance Information

In ZINC since Heavy atoms Benign functionality
September 26th, 2005 27 Yes

CAS Numbers: 52128-35-5 , 82952-64-5

Other Names:

trexate

2,4-Diamino-5-methyl-6-((3,4,5-trimethoxyanilino)methyl)quinazoline

2,4-Diamino-5-methyl-6-((3,4,5-trimethoxyanilino)methyl)quinazoline mono-D-glucuronate; 2,4-Quinazolinediamine, 5-methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-, mono-D-glucuronate; 6-(((3,4,5-Trimethoxyphenyl)amino)methyl)-5-methyl-2,4-quinazolinediam

2,4-Diamino-5-methyl-6-((3,4,5-trimethoxyanilino)methyl)quinazoline; 2,4-Quinazolinediamine, 5-methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-; 5-Methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-2,4-quinazolinediamine; C19H23N5O3; CI 898; CI-898; HSDB 6

2,4-Quinazolinediamine, 5-methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-

2,4-Quinazolinediamine, 5-methyl-6-[[(3,4,5-trimethoxyphenyl)amino]methyl]-

5-Methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-2,4-quinazolinediamine

5-methyl-6-({[3,4,5-tris(methyloxy)phenyl]amino}methyl)quinazoline-2,4-diamine

5-methyl-6-[(3,4,5-trimethoxyanilino)methyl]quinazoline-2,4-diamine

52128-35-5

52128-35-5; C11154; Trimetrexate

6-[((3,4,5-Trimethoxyphenyl)amino)methyl]-5-methyl-2,4-quinazolinediamine

82952-64-5; D06239; Neutrexin (TN); Trimetrexate glucuronate (USAN)

AC1L1KO5

BIDD:GT0129

C11154

C19H23N5O3

CHEMBL119

CI-898

CID5583

D06238

DAP000635

DB01157

Ethanesulfonic acid, 2-hydroxy-, compd. with 5-methyl-6-(((3,4,5-trimethoxyphenyl)amino)methyl)-2,4-quinazolinediamine (1:1); JB-11 isethionate; LS-65665; NSC 328564

HSDB 6545

INN

JB 11

Jb-11

LS-175340

NCGC00161419-01

NCGC00161419-02

Neutrexin

NSC 249008

NSC-249008

NSC-328564

NSC-352122

NSC249008

TMQ

TMQ;TMX;Trimetrexato [INN-Spanish];Trimetrexatum [INN-Latin]

TMX

Trimetrexate (BAN

Trimetrexate (USAN/INN)

Trimetrexate Glucuronate

Trimetrexate Glucuronate (FDA

Trimetrexate [USAN:BAN:INN]

Trimetrexato

Trimetrexato [INN-Spanish]

Trimetrexatum

Trimetrexatum [INN-Latin]

UNII-UPN4ITI8T4

USAN)

USAN); Trimetrexate (BAN

USAN); Trimetrexate Glucuronate (FDA

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.19 5.85 -37.21 6 8 1 119 370.433 6
Hi High (pH 8-9.5) 2.19 5.38 -15.09 5 8 0 118 369.425 6

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 3.09e-02 g/l DrugBank-approved

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
DYR-1-B Dihydrofolate Reductase (cluster #1 Of 4), Bacterial Bacteria 7 0.42 Binding ≤ 10μM
O30463-1-B Dihydrofolate Reductase (cluster #1 Of 1), Bacterial Bacteria 1500 0.30 Binding ≤ 10μM
DRTS-1-E Bifunctional Dihydrofolate Reductase-thymidylate Synthase (cluster #1 Of 3), Eukaryotic Eukaryotes 7 0.42 Binding ≤ 10μM
DYR-1-E Dihydrofolate Reductase (cluster #1 Of 3), Eukaryotic Eukaryotes 8 0.42 Binding ≤ 10μM
DYR-1-F Dihydrofolate Reductase (cluster #1 Of 1), Fungal Fungi 2 0.45 Binding ≤ 10μM
Z50362-1-O Lactobacillus Casei (cluster #1 Of 1), Other Other 27 0.39 Functional ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 45 0.38 Functional ≤ 10μM
Z50472-1-O Toxoplasma Gondii (cluster #1 Of 4), Other Other 20 0.40 Functional ≤ 10μM
Z50587-1-O Homo Sapiens (cluster #1 Of 9), Other Other 770 0.32 Functional ≤ 10μM
Z80152-1-O HCT-8 (Ileocecal Adenocarcinoma) (cluster #1 Of 2), Other Other 2 0.45 Functional ≤ 10μM
Z80362-1-O P388 (Lymphoma Cells) (cluster #1 Of 8), Other Other 3 0.44 Functional ≤ 10μM
Z80409-1-O R2 (cluster #1 Of 1), Other Other 7 0.42 Functional ≤ 10μM
Z80457-1-O SCC-25 (cluster #1 Of 1), Other Other 8 0.42 Functional ≤ 10μM
Z80459-1-O SCC-7 (cluster #1 Of 1), Other Other 6 0.43 Functional ≤ 10μM
Z80563-1-O U-373 MG ( Glioblastoma Cells) (cluster #1 Of 1), Other Other 10 0.41 Functional ≤ 10μM
Z80565-1-O U-87 MG (Glioblastoma Cells) (cluster #1 Of 2), Other Other 11 0.41 Functional ≤ 10μM
Z80583-1-O Vero (Kidney Cells) (cluster #1 Of 7), Other Other 16 0.40 Functional ≤ 10μM
Z80682-1-O A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other Other 5 0.43 Functional ≤ 10μM
Z80815-1-O D54 Cell Line (cluster #1 Of 1), Other Other 60 0.37 Functional ≤ 10μM
Z81115-1-O KB (Squamous Cell Carcinoma) (cluster #1 Of 6), Other Other 58 0.38 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
DRTS_TRYCR Q27793 Bifunctional Dihydrofolate Reductase-thymidylate Synthase, Trycr 20.2 0.40 Binding ≤ 1μM
DRTS_TOXGO Q07422 Dihydrofolate Reductase, Toxgo 10 0.41 Binding ≤ 1μM
DYR_CANAX P22906 Dihydrofolate Reductase, Canax 1.9 0.45 Binding ≤ 1μM
DYR_PNECA P16184 Dihydrofolate Reductase, Pneca 0.71 0.47 Binding ≤ 1μM
DYR_ECOLI P0ABQ4 Dihydrofolate Reductase, Ecoli 10 0.41 Binding ≤ 1μM
DYR_YEAST P07807 Dihydrofolate Reductase, Yeast 42 0.38 Binding ≤ 1μM
DYR_MOUSE P00375 Dihydrofolate Reductase, Mouse 0.1 0.52 Binding ≤ 1μM
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 1.4 0.46 Binding ≤ 1μM
O30463_MYCAV O30463 Dihydrofolate Reductase, Mycav 1.5 0.46 Binding ≤ 1μM
DYR_RAT Q920D2 Dihydrofolate Reductase, Rat 3 0.44 Binding ≤ 1μM
DRTS_TRYCR Q27793 Bifunctional Dihydrofolate Reductase-thymidylate Synthase, Trycr 20.2 0.40 Binding ≤ 10μM
DYR_CANAX P22906 Dihydrofolate Reductase, Canax 1.9 0.45 Binding ≤ 10μM
DYR_PNECA P16184 Dihydrofolate Reductase, Pneca 0.71 0.47 Binding ≤ 10μM
DYR_ECOLI P0ABQ4 Dihydrofolate Reductase, Ecoli 10 0.41 Binding ≤ 10μM
DYR_YEAST P07807 Dihydrofolate Reductase, Yeast 42 0.38 Binding ≤ 10μM
DYR_MOUSE P00375 Dihydrofolate Reductase, Mouse 0.1 0.52 Binding ≤ 10μM
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 1.4 0.46 Binding ≤ 10μM
O30463_MYCAV O30463 Dihydrofolate Reductase, Mycav 1.5 0.46 Binding ≤ 10μM
DYR_RAT Q920D2 Dihydrofolate Reductase, Rat 3 0.44 Binding ≤ 10μM
DRTS_TOXGO Q07422 Dihydrofolate Reductase, Toxgo 10 0.41 Binding ≤ 10μM
Z80682 Z80682 A549 (Lung Carcinoma Cells) 5.3 0.43 Functional ≤ 10μM
Z80815 Z80815 D54 Cell Line 60 0.37 Functional ≤ 10μM
Z80152 Z80152 HCT-8 (Ileocecal Adenocarcinoma) 1.8 0.45 Functional ≤ 10μM
Z50587 Z50587 Homo Sapiens 750 0.32 Functional ≤ 10μM
Z81115 Z81115 KB (Squamous Cell Carcinoma) 155 0.35 Functional ≤ 10μM
Z50362 Z50362 Lactobacillus Casei 27 0.39 Functional ≤ 10μM
Z80362 Z80362 P388 (Lymphoma Cells) 2.7 0.44 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 20.91 0.40 Functional ≤ 10μM
Z80409 Z80409 R2 6.7 0.42 Functional ≤ 10μM
Z80457 Z80457 SCC-25 8 0.42 Functional ≤ 10μM
Z80459 Z80459 SCC-7 6.3 0.43 Functional ≤ 10μM
Z50472 Z50472 Toxoplasma Gondii 20 0.40 Functional ≤ 10μM
Z80563 Z80563 U-373 MG ( Glioblastoma Cells) 9.6 0.42 Functional ≤ 10μM
Z80565 Z80565 U-87 MG (Glioblastoma Cells) 11 0.41 Functional ≤ 10μM
Z80583 Z80583 Vero (Kidney Cells) 16 0.40 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
E2F mediated regulation of DNA replication
G1/S-Specific Transcription
Metabolism of folate and pterines
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.