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5-(3-Chloro-4,5-dimethoxy-benzyl)-pyrimidine-2,4-diamine

ID: ALA171742

Chembl Id: CHEMBL171742

Cas Number: 20285-74-9

PubChem CID: 23275506

Max Phase: Preclinical

Molecular Formula: C13H15ClN4O2

Molecular Weight: 294.74

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cc(Cc2cnc(N)nc2N)cc(Cl)c1OC

Standard InChI: InChI=1S/C13H15ClN4O2/c1-19-10-5-7(4-9(14)11(10)20-2)3-8-6-17-13(16)18-12(8)15/h4-6H,3H2,1-2H3,(H4,15,16,17,18)

Standard InChI Key: NFOZDILTJCAYND-UHFFFAOYSA-N

A549 (127892 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Dhfr Dihydrofolate reductase (2343 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

folA Dihydrofolate reductase (1415 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 294.74	Molecular Weight (Monoisotopic): 294.0884	AlogP: 1.90	#Rotatable Bonds: 4
Polar Surface Area: 96.28	Molecular Species: NEUTRAL	HBA: 6	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 7.16	CX LogP: 2.05	CX LogD: 1.86
Aromatic Rings: 2	Heavy Atoms: 20	QED Weighted: 0.89	Np Likeness Score: -0.28

1. Ghose AK, Crippen GM.. (1984) General distance geometry three-dimensional receptor model for diverse dihydrofolate reductase inhibitors., 27 (7): [PMID:6737433] [10.1021/jm00373a016]
2. Hansch C, Fukunaga JY, Jow PY.. (1977) Quantitative structure-activity relationships of antimalarial and dihydrofolate reductase inhibition by quinazolines and 5-substituted benzyl-2,4-diaminopyrimidines., 20 (1): [PMID:319234] [10.1021/jm00211a020]
3. Nilchan N, Phetsang W, Nowwarat T, Chaturongakul S, Jiarpinitnun C.. (2018) Halogenated trimethoprim derivatives as multidrug-resistant Staphylococcus aureus therapeutics., 26 (19): [PMID:29784273] [10.1016/j.bmc.2018.05.019]

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