6,6-dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,6-dihydro-1,3,5-triazine-2,4-diamine

• ChemBase ID: 6337
• Molecular Formular: C14H18Cl3N5O2
• Molecular Mass: 394.68402
• Monoisotopic Mass: 393.05260788
• SMILES: C1(N=C(N=C(N1OCCCOc1c(cc(c(c1)Cl)Cl)Cl)N)N)(C)C
• Canonical SMILES: NC1=NC(N(C(=N1)N)OCCCOc1cc(Cl)c(cc1Cl)Cl)(C)C
• InChI: InChI=1S/C14H18Cl3N5O2/c1-14(2)21-12(18)20-13(19)22(14)24-5-3-4-23-11-7-9(16)8(15)6-10(11)17/h6-7H,3-5H2,1-2H3,(H4,18,19,20,21)
• InChIKey: MJZJYWCQPMNPRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,6-dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,6-dihydro-1,3,5-triazine-2,4-diamine
• IUPAC Traditional name: 6,6-dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,3,5-triazine-2,4-diamine
• Synonyms: 6,6-DIMETHYL-1-[3-(2,4,5-TRICHLOROPHENOXY)PROPOXY]-1,6-DIHYDRO-1,3,5-TRIAZINE-2,4-DIAMINE; WR99210; 1,6-Dihydro-6,6-dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,3,5-triazine-2,4-diamine

Database IDs

• CAS Number: 47326-86-3
• MDL Number: MFCD01679034
• PubChem SID: 162103422
• PubChem CID: 121750

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.99937
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.1096764
• LogD (pH = 7.4): 2.5615401
• Log P: 2.7995281
• Molar Refractivity: 94.3205 cm^3
• Polarizability: 36.414364 Å^3
• Polar Surface Area: 98.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.92
• LOG S: -4.09
• Solubility (Water): 3.20e-02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to off-white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H18Cl3N5O2

DETAILS

DrugBank - DB08734

Drug information: experimental

Sigma Aldrich - W1770

Biochem/physiol Actions
WR99210 is a potent inhibitor of Plasmodium falciparum dihydrofolate reductase (DHFR), which is a major malarial drug target. It has subnanomolar potency for the wild type, double mutant and quadruple mutant dihydrofolate reductases.