Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000149 2
Target name Tax id
Adenosine deaminase 5702.0
269.236
Chemical Representations
InChI InChI=1S/C10H12FN5O3/c11-10-14-7(12)6-8(15-10)16(3-13-6)9-5(18)1-4(2-17)19-9/h3-5,9,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,9+/m0/s1
InChI Key PCVQISHHKVORII-OBXARNEKSA-N
SMILES Nc1nc(F)nc2c1ncn2[C@@H]1O[C@H](CO)C[C@H]1O
Molecular Formula C10H12FN5O3
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
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Match
Calculated Properties
logP -0.812 Computed by RDKit
Heavy Atom Count 19 Computed by RDKit
Ring Count 3 Computed by RDKit
Hydrogen Bond Acceptor Count 8 Computed by RDKit
Hydrogen Bond Donor Count 3 Computed by RDKit
Rotatable Bond Count 2 Computed by RDKit
Topological Polar Surface Area 119.310 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Mus musculus Tmax = 0.5 hr Tmax in C57BL/6 mouse at 25 mg/kg, po and ip CHEMBL3108778
Trypanosoma brucei brucei TIME = 168.0 hr Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E infected in acute C57BL6J (B6) mouse HAT model assessed as day of parasitemia relapse at 15 mg/kg, po qd administered for 5 days CHEMBL3108778
Trypanosoma brucei brucei TIME = 168.0 hr Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E infected in acute C57BL6J (B6) mouse HAT model assessed as day of parasitemia relapse at 5 mg/kg, po qd administered for 5 days CHEMBL3108778
Trypanosoma brucei brucei TIME = 120.0 hr Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E infected in acute C57BL6J (B6) mouse HAT model assessed as day of parasitemia relapse at 5 mg/kg, po qd administered for 5 days in presence of deoxycoformycin CHEMBL3108778
Trypanosoma brucei brucei TIME = 48.0 hr Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E infected in acute C57BL6J (B6) mouse HAT model assessed as day of parasitemia relapse at 1 mg/kg, po bid administered for 5 days CHEMBL3108778
Mus musculus T1/2 = 6.8 hr Apparent terminal half life in C57BL/6 mouse at 25 mg/kg, po CHEMBL3108778
Mus musculus T1/2 = 6.1 hr Apparent terminal half life in C57BL/6 mouse at 25 mg/kg, ip CHEMBL3108778
Mus musculus alphat1/2(app) = 0.9 hr Apparent initial half life in C57BL/6 mouse at 25 mg/kg, po CHEMBL3108778
Mus musculus alphat1/2(app) = 0.6 hr Apparent initial half life in C57BL/6 mouse at 25 mg/kg, ip CHEMBL3108778
ADMET Stability % Metabolic stability in CD-1 mouse liver microsomes at 1 uM by LC-MS/MS analysis CHEMBL3108778
Liver microsome Stability % Metabolic stability in human liver microsomes at 1 uM by LC-MS/MS analysis CHEMBL3108778
Plasma Stability = 98.0 % Metabolic stability in human plasma at 10 uM measured over 4 hrs by LC-MS/MS analysis CHEMBL3108778
Caco-2 Ratio = 0.5 Efflux ratio of apparent permeability across apical to basolateral side over basolateral to apical side in human Caco2 cells at 10 uM by LC-MS/MS analysis CHEMBL3108778
Caco-2 Papp = 104.0 % Apparent permeability across basolateral to apical side in human Caco2 cells assessed as compound recovery at 10 uM by LC-MS/MS analysis CHEMBL3108778
Caco-2 Papp = 102.0 % Apparent permeability across apical to basolateral side in human Caco2 cells assessed as compound recovery at 10 uM by LC-MS/MS analysis CHEMBL3108778
Caco-2 Papp = 3.0 ucm/s Apparent permeability across apical to basolateral side in human Caco2 cells at 10 uM by LC-MS/MS analysis CHEMBL3108778
Caco-2 Papp = 1.4 ucm/s Apparent permeability across basolateral to apical side in human Caco2 cells at 10 uM by LC-MS/MS analysis CHEMBL3108778
Unchecked Ki = 960.0 nM Displacement of [2,8-3H]-adenosine from Trypanosoma brucei AT1/P2 expressed in bloodstream stage of Trypanosoma brucei brucei B48 CHEMBL3108778
Trypanosoma brucei IC50 = 176.0 nM Trypanocidal activity against bloodstream stage of Trypanosoma brucei after 72 hrs by WST-1 assay CHEMBL3108778
Trypanosoma brucei IC50 = 170.0 nM Trypanocidal activity against bloodstream stage of Trypanosoma brucei after 72 hrs by WST-1 assay in presence of deoxycoformycin CHEMBL3108778
L929 IC50 = 5460.0 nM Cytotoxicity against mouse L929 cells assessed as cell viability after 72 hrs by WST-1 assay CHEMBL3108778
MOLT-4 IC50 = 2440.0 nM Cytotoxicity against human MOLT4 cells assessed as cell viability after 72 hrs by WST-1 assay CHEMBL3108778
MOLT-4 IC50 = 2130.0 nM Cytotoxicity against human MOLT4 cells assessed as cell viability after 72 hrs by WST-1 assay in presence of deoxycoformycin CHEMBL3108778
Trypanosoma brucei brucei IC50 = 170.0 nM Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E after 72 hrs by WST-1 assay CHEMBL3108778
Plasma Fu = 1.0 Fraction unbound in human plasma at 10 uM after 4 hrs by equilibrium dialysis method CHEMBL3108778
Adenosine deaminase Drug metabolism Drug metabolism assessed as recombinant human ADA-mediated inosine metabolite formation at 100 uM measured every 15 mins for 10 hrs by spectrophotometric analysis CHEMBL3108778
Adenosine deaminase Drug metabolism Drug metabolism assessed as recombinant human ADA-mediated inosine metabolite formation at 100 uM measured every 15 mins for 10 hrs by spectrophotometric analysis in presence of deoxycoformycin CHEMBL3108778
Mus musculus Cmax = 9167.0 nM Cmax in C57BL/6 mouse at 25 mg/kg, ip CHEMBL3108778
Mus musculus Cmax = 3998.0 nM Cmax in C57BL/6 mouse at 25 mg/kg, po CHEMBL3108778
Trypanosoma brucei brucei Activity Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E infected in acute C57BL6J (B6) mouse HAT model assessed as reduction of parasitemia at 30 mg/kg, po qd administered for 6 days measured after 90 days CHEMBL3108778
Trypanosoma brucei brucei Activity Trypanocidal activity against bloodstream stage of Trypanosoma brucei brucei AnTat1.1E after 72 hrs by WST-1 assay in presence of adenosine kinase inhibitor ABT702 CHEMBL3108778