ID: ALA3601186

Max Phase: Preclinical

Molecular Formula: C25H26N6O3S

Molecular Weight: 490.59

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1cc(Nc2ncc(-c3nc(-c4ccccc4)cs3)c(N[C@@H]3C[C@H](CO)[C@@H](O)[C@H]3O)n2)ccn1

Standard InChI:  InChI=1S/C25H26N6O3S/c1-14-9-17(7-8-26-14)28-25-27-11-18(24-30-20(13-35-24)15-5-3-2-4-6-15)23(31-25)29-19-10-16(12-32)21(33)22(19)34/h2-9,11,13,16,19,21-22,32-34H,10,12H2,1H3,(H2,26,27,28,29,31)/t16-,19-,21-,22+/m1/s1

Standard InChI Key:  UTAVZGFTYULZRM-OJWCNPDFSA-N

Associated Targets(Human)

Interleukin-1 receptor-associated kinase 4 5917 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Tumor necrosis factor receptor R1 157 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cytochrome P450 3A4 53859 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cytochrome P450 2D6 33882 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cytochrome P450 2C9 32119 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

LLC-PK1 2135 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: 490.59Molecular Weight (Monoisotopic): 490.1787AlogP: 3.23#Rotatable Bonds: 7
Polar Surface Area: 136.31Molecular Species: NEUTRALHBA: 10HBD: 5
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 5#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.25CX Basic pKa: 8.13CX LogP: 2.04CX LogD: 1.31
Aromatic Rings: 4Heavy Atoms: 35QED Weighted: 0.26Np Likeness Score: -0.59

References

1. Seganish WM, McElroy WT, Herr RJ, Brumfield S, Greenlee WJ, Harding J, Komanduri V, Matasi J, Prakash KC, Tulshian D, Yang J, Yet L, Devito K, Fossetta J, Garlisi CG, Lundell D, Niu X, Sondey C..  (2015)  Initial optimization and series evolution of diaminopyrimidine inhibitors of interleukin-1 receptor associated kinase 4.,  25  (16): [PMID:26115573] [10.1016/j.bmcl.2015.05.097]

Source