4-((2-amino-4-oxo-3,4-dihydropteridin-6-yl)methylamino)-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

ID: ALA3827911

Chembl Id: CHEMBL3827911

PubChem CID: 137195722

Max Phase: Preclinical

Molecular Formula: C19H19N9O5S

Molecular Weight: 485.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(NS(=O)(=O)c2ccc(NCc3cnc4nc(N)[nH]c(=O)c4n3)cc2)nc(OC)n1

Standard InChI:  InChI=1S/C19H19N9O5S/c1-32-14-7-13(24-19(25-14)33-2)28-34(30,31)12-5-3-10(4-6-12)21-8-11-9-22-16-15(23-11)17(29)27-18(20)26-16/h3-7,9,21H,8H2,1-2H3,(H,24,25,28)(H3,20,22,26,27,29)

Standard InChI Key:  UWYSUYORSGKFOE-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3827911

    ---

Associated Targets(non-human)

folP Dihydropteroate synthase (77 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 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: 485.49Molecular Weight (Monoisotopic): 485.1230AlogP: 0.52#Rotatable Bonds: 8
Polar Surface Area: 199.99Molecular Species: NEUTRALHBA: 12HBD: 4
#RO5 Violations: 1HBA (Lipinski): 14HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 6.87CX Basic pKa: 1.52CX LogP: 0.44CX LogD: -0.06
Aromatic Rings: 4Heavy Atoms: 34QED Weighted: 0.27Np Likeness Score: -1.15

References

1. Zhao Y, Shadrick WR, Wallace MJ, Wu Y, Griffith EC, Qi J, Yun MK, White SW, Lee RE..  (2016)  Pterin-sulfa conjugates as dihydropteroate synthase inhibitors and antibacterial agents.,  26  (16): [PMID:27423480] [10.1016/j.bmcl.2016.07.006]

Source