ID: ALA4166754

Max Phase: Preclinical

Molecular Formula: C21H12F3N5O5

Molecular Weight: 471.35

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=[N+]([O-])c1ccc2nc(-c3cccc(C(F)(F)F)c3)nc(Nc3ccc(O)c([N+](=O)[O-])c3)c2c1

Standard InChI:  InChI=1S/C21H12F3N5O5/c22-21(23,24)12-3-1-2-11(8-12)19-26-16-6-5-14(28(31)32)10-15(16)20(27-19)25-13-4-7-18(30)17(9-13)29(33)34/h1-10,30H,(H,25,26,27)

Standard InChI Key:  FSNCBCISRCCRAI-UHFFFAOYSA-N

Associated Targets(Human)

Multidrug resistance-associated protein 1 2587 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

P-glycoprotein 1 14716 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

ATP-binding cassette sub-family G member 2 4927 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

MDCK-II 565 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

Properties

Molecular Weight: 471.35Molecular Weight (Monoisotopic): 471.0791AlogP: 5.58#Rotatable Bonds: 5
Polar Surface Area: 144.32Molecular Species: NEUTRALHBA: 8HBD: 2
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 7.60CX Basic pKa: 3.45CX LogP: 6.22CX LogD: 6.01
Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.22Np Likeness Score: -1.66

References

1. Krapf MK, Gallus J, Namasivayam V, Wiese M..  (2018)  2,4,6-Substituted Quinazolines with Extraordinary Inhibitory Potency toward ABCG2.,  61  (17): [PMID:30075623] [10.1021/acs.jmedchem.8b01011]

Source