ID: ALA523794

Max Phase: Preclinical

Molecular Formula: C11H16N4O4

Molecular Weight: 268.27

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=c1[nH]cnc2c(CNCC(O)C(O)CO)c[nH]c12

Standard InChI:  InChI=1S/C11H16N4O4/c16-4-8(18)7(17)3-12-1-6-2-13-10-9(6)14-5-15-11(10)19/h2,5,7-8,12-13,16-18H,1,3-4H2,(H,14,15,19)

Standard InChI Key:  NSEGFCCGYNYXFR-UHFFFAOYSA-N

Associated Targets(Human)

Purine nucleoside phosphorylase 774 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Purine nucleoside phosphorylase 81 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: 268.27Molecular Weight (Monoisotopic): 268.1172AlogP: -1.95#Rotatable Bonds: 6
Polar Surface Area: 134.26Molecular Species: NEUTRALHBA: 6HBD: 6
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 10.03CX Basic pKa: 7.73CX LogP: -2.67CX LogD: -3.17
Aromatic Rings: 2Heavy Atoms: 19QED Weighted: 0.36Np Likeness Score: 0.09

References

1. Clinch K, Evans GB, Fröhlich RF, Furneaux RH, Kelly PM, Legentil L, Murkin AS, Li L, Schramm VL, Tyler PC, Woolhouse AD..  (2009)  Third-generation immucillins: syntheses and bioactivities of acyclic immucillin inhibitors of human purine nucleoside phosphorylase.,  52  (4): [PMID:19170524] [10.1021/jm801421q]
2.  (2014)  Acyclic amine inhibitors of nucleoside phosphorylases and hydrolases,