UCSF

ZINC00057464

Substance Information

In ZINC since Heavy atoms Benign functionality
July 23rd, 2004 17 Yes

CAS Numbers: 58-14-0 , [58-14-0]

Other Names:

2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine; 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine; 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine; 2,4-Pyrimidinediamine, 5-(4-chlorophenyl)-6-ethyl-; 2,4-Pyrimidinediamine, 5-(p-chlorophenyl)-6-ethyl-; 4753

2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine; 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine; 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine; 5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidine; 5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine; 5-(4-Chl

2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine

5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine

5-(4-Chlorophenyl)-6-ethylpyrimidine-2,4-diamine

58-14-0; C07391; Pyrimethamine

58-14-0; CPD000058714; Pyrimethamine; SAM002554921

58-14-0; D00488; Daraprim (TN); Pyrimethamine (JAN/USP/INN)

58-14-0; Prestwick_504; Pyrimethamine

BAN

BRD-K88429204-001-05-4

BRD-K88429204-001-21-1

CD

CD;Chloridin;Chloridine;Chloridyn;Diaminopyritamin;Ethylpyrimidine;Pirimetamin;Pirimetamina;Primethamine;Pyremethamine;Pyrimethamin

Chloridin

Chloridine

Chloridyn

CPD0-1583; pyrimethamine

CPD000058714; Pyrimethamine; SAM002554921

DAP001493

Darachlor

Daraclor

Darapram

Daraprim

Daraprime

Diaminopyritamin

Disulone

Erbaprelina

Ethylpyrimidine

EXR-101

Fansidar

GNF-PF-5586

INN

JAN

Khloridin

Malacid

Malacide

Malocid

Malocide

Maloprim

MCB-3837

MFCD00057350

NA

NSC 3061

Oxaquin

Pirimecidan

Pirimetamin

Pirimetamina

pirimetamina; pyrimethamine; pyrimethaminum

Pirimetmin

Primethamine

Pyremethamine

Pyrimethamin

Pyrimethamine (FDA

Pyrimethamine Hcl

RP 4753

TCMDC-123831

TCMDC-125860

Tindurin

Tinduring

USP)

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) 2.84 6.53 -28.58 5 4 1 79 249.725 2
Mid Mid (pH 6-8) 2.84 6.08 -5.33 4 4 0 78 248.717 2

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.79e-01 g/l DrugBank-approved
Melting Pt.: 233-2340C Toronto Research Chemicals
Purity 97% APIChem
Therapy antimalarial SMDC Pharmakon
Indications antimalerial KeyOrganics Bioactives
Solubility: DMSO, Ethanol (hot) Toronto Research Chemicals
UniProt Database Links DRTS_PLAFK; DRTS_PLAVI ChEBI
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : P-4000; NCC_SUPPLIER_SAMPLE_COMMENTS : OFF-WHITE POWDER NIH Clinical Collection via PubChem
Target NULL Selleck Chemicals
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: P-4000; SUPPLIER_COMMENTS: OFF-WHITE POWDER NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
DRTS-1-E Bifunctional Dihydrofolate Reductase-thymidylate Synthase (cluster #1 Of 3), Eukaryotic Eukaryotes 80 0.58 Binding ≤ 10μM
DYR-1-E Dihydrofolate Reductase (cluster #1 Of 3), Eukaryotic Eukaryotes 2300 0.46 Binding ≤ 10μM
DRTS-1-E Dihydrofolate Reductase (cluster #1 Of 1), Eukaryotic Eukaryotes 80 0.58 Functional ≤ 10μM
DYR-1-F Dihydrofolate Reductase (cluster #1 Of 1), Fungal Fungi 10 0.66 Binding ≤ 10μM
Z50339-1-O Pneumocystis Carinii (cluster #1 Of 2), Other Other 0 0.00 Functional ≤ 10μM
Z50418-5-O Trypanosoma Brucei (cluster #5 Of 6), Other Other 7000 0.42 Functional ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 80 0.58 Functional ≤ 10μM
Z50426-1-O Plasmodium Falciparum (isolate K1 / Thailand) (cluster #1 Of 9), Other Other 9900 0.41 Functional ≤ 10μM
Z50472-1-O Toxoplasma Gondii (cluster #1 Of 4), Other Other 700 0.51 Functional ≤ 10μM
Z80186-3-O K562 (Erythroleukemia Cells) (cluster #3 Of 3), Other Other 5000 0.44 ADME/T ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
DRTS_TOXGO Q07422 Dihydrofolate Reductase, Toxgo 390 0.53 Binding ≤ 1μM
DYR_PNECA P16184 Dihydrofolate Reductase, Pneca 9.7 0.66 Binding ≤ 1μM
DRTS_PLAFK P13922 Dihydrofolate Reductase, Plafk 0.19 0.80 Binding ≤ 1μM
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 1.2 0.73 Binding ≤ 1μM
DYR_HUMAN P00374 Dihydrofolate Reductase, Human 1.2 0.73 Binding ≤ 10μM
DYR_RAT Q920D2 Dihydrofolate Reductase, Rat 1500 0.48 Binding ≤ 10μM
DRTS_TOXGO Q07422 Dihydrofolate Reductase, Toxgo 390 0.53 Binding ≤ 10μM
DYR_PNECA P16184 Dihydrofolate Reductase, Pneca 2800 0.46 Binding ≤ 10μM
DRTS_PLAFK P13922 Dihydrofolate Reductase, Plafk 0.19 0.80 Binding ≤ 10μM
DRTS_PLAFK P13922 Dihydrofolate Reductase, Plafk 80 0.58 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1.2 0.73 Functional ≤ 10μM
Z50426 Z50426 Plasmodium Falciparum (isolate K1 / Thailand) 9900 0.41 Functional ≤ 10μM
Z50339 Z50339 Pneumocystis Carinii 0.1 0.82 Functional ≤ 10μM
Z50472 Z50472 Toxoplasma Gondii 0.1 0.82 Functional ≤ 10μM
Z50418 Z50418 Trypanosoma Brucei 7000 0.42 Functional ≤ 10μM
Z80186 Z80186 K562 (Erythroleukemia Cells) 5000 0.44 ADME/T ≤ 10μM

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

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