5'-Deoxy-5'-N-(N-[7-fluoro-4-oxo-1,4-dihydrocinnolin-3-yl]sulfamoyl)aminoadenosine Triethylammonium Salt

ID: ALA4299745

Chembl Id: CHEMBL4299745

PubChem CID: 145946433

Max Phase: Preclinical

Molecular Formula: C24H32FN9O6S

Molecular Weight: 492.45

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)c2n[nH]c3cc(F)ccc3c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H17FN8O6S.C6H15N/c19-7-1-2-8-9(3-7)25-26-17(12(8)28)34(31,32)24-4-10-13(29)14(30)18(33-10)27-6-23-11-15(20)21-5-22-16(11)27;1-4-7(5-2)6-3/h1-3,5-6,10,13-14,18,24,29-30H,4H2,(H,25,28)(H2,20,21,22);4-6H2,1-3H3/t10-,13-,14-,18-;/m1./s1

Standard InChI Key:  WPGJYYARFSGHCF-GCHWKPKDSA-N

Associated Targets(Human)

HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mbtA 2,3-dihydroxybenzoate-AMP ligase (130 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 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: 492.45Molecular Weight (Monoisotopic): 492.0976AlogP: -1.62#Rotatable Bonds: 5
Polar Surface Area: 211.23Molecular Species: ACIDHBA: 12HBD: 5
#RO5 Violations: 1HBA (Lipinski): 14HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 6.22CX Basic pKa: 4.90CX LogP: -0.01CX LogD: -1.05
Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.21Np Likeness Score: -0.29

References

1. Dawadi S, Boshoff HIM, Park SW, Schnappinger D, Aldrich CC..  (2018)  Conformationally Constrained Cinnolinone Nucleoside Analogues as Siderophore Biosynthesis Inhibitors for Tuberculosis.,  (4): [PMID:29670706] [10.1021/acsmedchemlett.8b00090]

Source