ID: ALA3350060

Max Phase: Preclinical

Molecular Formula: C20H23N5O4

Molecular Weight: 397.44

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  OC[C@H]1O[C@@H](n2cnc3c(NC4CCCc5ccccc54)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C20H23N5O4/c26-8-14-16(27)17(28)20(29-14)25-10-23-15-18(21-9-22-19(15)25)24-13-7-3-5-11-4-1-2-6-12(11)13/h1-2,4,6,9-10,13-14,16-17,20,26-28H,3,5,7-8H2,(H,21,22,24)/t13?,14-,16-,17-,20-/m1/s1

Standard InChI Key:  DXHLGWYQWDVEAA-UEXBNONGSA-N

Associated Targets(Human)

Glyceraldehyde-3-phosphate dehydrogenase liver 1284 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Adenosine A1 receptor 6163 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine A2 receptor 1828 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Rattus norvegicus 775804 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine receptors; A1 & A2 886 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: 397.44Molecular Weight (Monoisotopic): 397.1750AlogP: 0.93#Rotatable Bonds: 4
Polar Surface Area: 125.55Molecular Species: NEUTRALHBA: 9HBD: 4
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.45CX Basic pKa: 3.69CX LogP: 0.92CX LogD: 0.92
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.51Np Likeness Score: 0.46

References

1. Trivedi BK, Blankley CJ, Bristol JA, Hamilton HW, Patt WC, Kramer WJ, Johnson SA, Bruns RF, Cohen DM, Ryan MJ..  (1991)  N6-substituted adenosine receptor agonists: potential antihypertensive agents.,  34  (3): [PMID:2002448] [10.1021/jm00107a025]
2. Aronov AM, Verlinde CL, Hol WG, Gelb MH..  (1998)  Selective tight binding inhibitors of trypanosomal glyceraldehyde-3-phosphate dehydrogenase via structure-based drug design.,  41  (24): [PMID:9822549] [10.1021/jm9802620]

Source