ID: ALA3828019

Max Phase: Preclinical

Molecular Formula: C17H15N9O3S

Molecular Weight: 425.43

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Nc1nc2ncc(CNc3ccc(S(=O)(=O)Nc4ncccn4)cc3)nc2c(=O)[nH]1

Standard InChI:  InChI=1S/C17H15N9O3S/c18-16-24-14-13(15(27)25-16)23-11(9-22-14)8-21-10-2-4-12(5-3-10)30(28,29)26-17-19-6-1-7-20-17/h1-7,9,21H,8H2,(H,19,20,26)(H3,18,22,24,25,27)

Standard InChI Key:  FVAJQURHLLKNKM-UHFFFAOYSA-N

Associated Targets(non-human)

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

Properties

Molecular Weight: 425.43Molecular Weight (Monoisotopic): 425.1019AlogP: 0.50#Rotatable Bonds: 6
Polar Surface Area: 181.53Molecular Species: NEUTRALHBA: 10HBD: 4
#RO5 Violations: 0HBA (Lipinski): 12HBD (Lipinski): 5#RO5 Violations (Lipinski): 1
CX Acidic pKa: 6.98CX Basic pKa: 1.34CX LogP: -0.44CX LogD: -0.88
Aromatic Rings: 4Heavy Atoms: 30QED Weighted: 0.34Np Likeness Score: -1.19

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