5-(3,4-dichlorophenyl)-6-(5-hydroxypentyl)pyrimidine-2,4-diamine

ID: ALA226251

Chembl Id: CHEMBL226251

PubChem CID: 44423947

Max Phase: Preclinical

Molecular Formula: C15H18Cl2N4O

Molecular Weight: 341.24

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c(-c2ccc(Cl)c(Cl)c2)c(CCCCCO)n1

Standard InChI:  InChI=1S/C15H18Cl2N4O/c16-10-6-5-9(8-11(10)17)13-12(4-2-1-3-7-22)20-15(19)21-14(13)18/h5-6,8,22H,1-4,7H2,(H4,18,19,20,21)

Standard InChI Key:  XEBAGVWVAJRQAE-UHFFFAOYSA-N

Associated Targets(Human)

DHFR Tclin Dihydrofolate reductase (3072 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

folA Dihydrofolate reductase (79 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DFR1 Dihydrofolate reductase (68 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 341.24Molecular Weight (Monoisotopic): 340.0858AlogP: 3.32#Rotatable Bonds: 6
Polar Surface Area: 98.05Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 7.73CX LogP: 3.25CX LogD: 2.76
Aromatic Rings: 2Heavy Atoms: 22QED Weighted: 0.70Np Likeness Score: -0.35

References

1. El-Hamamsy MH, Smith AW, Thompson AS, Threadgill MD..  (2007)  Structure-based design, synthesis and preliminary evaluation of selective inhibitors of dihydrofolate reductase from Mycobacterium tuberculosis.,  15  (13): [PMID:17451962] [10.1016/j.bmc.2007.04.011]

Source