3-(5-Amino-2-(2-methyl-4-(2-(2-(2-phosphonoethoxy)-ethoxy)ethoxy)phenethyl)benzo[f][1,7]naphthyridin-8-yl)-propanoic Acid

ID: ALA3828229

Chembl Id: CHEMBL3828229

Cas Number: 1258595-15-1

PubChem CID: 49838260

Max Phase: Preclinical

Molecular Formula: C30H36N3O8P

Molecular Weight: 597.61

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cc(OCCOCCOCCP(=O)(O)O)ccc1CCc1cnc2c(N)nc3cc(CCC(=O)O)ccc3c2c1

Standard InChI:  InChI=1S/C30H36N3O8P/c1-20-16-24(41-13-12-39-10-11-40-14-15-42(36,37)38)7-6-23(20)5-2-22-17-26-25-8-3-21(4-9-28(34)35)18-27(25)33-30(31)29(26)32-19-22/h3,6-8,16-19H,2,4-5,9-15H2,1H3,(H2,31,33)(H,34,35)(H2,36,37,38)

Standard InChI Key:  FEMXQTNILSJYNG-UHFFFAOYSA-N

Associated Targets(Human)

TLR7 Tclin Toll-like receptor 7 (2626 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TLR8 Tchem Toll-like receptor 8 (1853 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Tlr7 Toll-like receptor 7 (174 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: 597.61Molecular Weight (Monoisotopic): 597.2240AlogP: 4.07#Rotatable Bonds: 16
Polar Surface Area: 174.32Molecular Species: ACIDHBA: 8HBD: 4
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 1.77CX Basic pKa: 4.91CX LogP: 1.17CX LogD: -1.95
Aromatic Rings: 4Heavy Atoms: 42QED Weighted: 0.08Np Likeness Score: -0.19

References

1. Cortez A, Li Y, Miller AT, Zhang X, Yue K, Maginnis J, Hampton J, Hall de S, Shapiro M, Nayak B, D'Oro U, Li C, Skibinski D, Mbow ML, Singh M, O'Hagan DT, Cooke MP, Valiante NM, Wu TY..  (2016)  Incorporation of Phosphonate into Benzonaphthyridine Toll-like Receptor 7 Agonists for Adsorption to Aluminum Hydroxide.,  59  (12): [PMID:27270029] [10.1021/acs.jmedchem.6b00489]

Source