5-[(3,4,5-Trimethoxy-phenylamino)-methyl]-furo[2,3-d]pyrimidine-2,4-diamine

ID: ALA16950

Chembl Id: CHEMBL16950

PubChem CID: 468709

Max Phase: Preclinical

Molecular Formula: C16H19N5O4

Molecular Weight: 345.36

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(NCc2coc3nc(N)nc(N)c23)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H19N5O4/c1-22-10-4-9(5-11(23-2)13(10)24-3)19-6-8-7-25-15-12(8)14(17)20-16(18)21-15/h4-5,7,19H,6H2,1-3H3,(H4,17,18,20,21)

Standard InChI Key:  PQRAIAZIJGMIFB-UHFFFAOYSA-N

Associated Targets(Human)

DHFR Tclin Dihydrofolate reductase (3072 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-5 (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Dhfr Dihydrofolate reductase (2343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
folA Dihydrofolate reductase (640 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Dihydrofolate reductase (1239 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Dihydrofolate reductase (1637 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: 345.36Molecular Weight (Monoisotopic): 345.1437AlogP: 2.03#Rotatable Bonds: 6
Polar Surface Area: 130.68Molecular Species: NEUTRALHBA: 9HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.17CX LogP: 0.92CX LogD: 0.92
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.61Np Likeness Score: -0.42

References

1. Gangjee A, Devraj R, McGuire JJ, Kisliuk RL, Queener SF, Barrows LR..  (1994)  Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities.,  37  (8): [PMID:8164259] [10.1021/jm00034a015]

Source