ID: ALA2436979

Max Phase: Preclinical

Molecular Formula: C22H19N5O4

Molecular Weight: 417.43

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1cc(-c2cnc3[nH]c(=O)n(-c4ccc5[nH]ccc5c4)c3n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H19N5O4/c1-29-17-9-13(10-18(30-2)19(17)31-3)16-11-24-20-21(25-16)27(22(28)26-20)14-4-5-15-12(8-14)6-7-23-15/h4-11,23H,1-3H3,(H,24,26,28)

Standard InChI Key:  NMMATNQHSAAIGY-UHFFFAOYSA-N

Associated Targets(Human)

Mitogen-activated protein kinase kinase kinase 11 808 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Leucine-rich repeat serine/threonine-protein kinase 2 6390 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tyrosine-protein kinase receptor FLT3 13481 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mitogen-activated protein kinase kinase kinase 11 9 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: 417.43Molecular Weight (Monoisotopic): 417.1437AlogP: 3.28#Rotatable Bonds: 5
Polar Surface Area: 107.05Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 10.04CX Basic pKa: CX LogP: 3.26CX LogD: 3.26
Aromatic Rings: 5Heavy Atoms: 31QED Weighted: 0.45Np Likeness Score: -0.80

References

1. Goodfellow VS, Loweth CJ, Ravula SB, Wiemann T, Nguyen T, Xu Y, Todd DE, Sheppard D, Pollack S, Polesskaya O, Marker DF, Dewhurst S, Gelbard HA..  (2013)  Discovery, synthesis, and characterization of an orally bioavailable, brain penetrant inhibitor of mixed lineage kinase 3.,  56  (20): [PMID:24044867] [10.1021/jm401094t]

Source