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Compound Detail

CHEMBL8771

NEOPLANOCIN A
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Nc1ncnc2c1ncn2[C@@H]1C=C(CO)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8771
Name NEOPLANOCIN A
Phase Preclinical
Structure Type MOL
InChI Key XUGWUUDOWNZAGW-VDAHYXPESA-N
21
Targets
37
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

263.3
MW (Da)
-1.40
ALogP
8
HBA
4
HBD
130.3
PSA (Ų)
0.49
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H13N5O3
MW 263.26
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 1.05

Activity Summary

IC50 29 meas. best 9.05
Ki 5 meas. best 8.52
EC50 3 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 9.05 9.05 0.9 1
Adenosylhomocysteinase
CHEMBL2664
 IC50 8.82 7.0643 1.5 7
Adenosylhomocysteinase
CHEMBL2389
 Ki 8.52 8.52 3.0 1
Adenosylhomocysteinase
CHEMBL2664
 Ki 8.42 8.42 3.8 3
L929
CHEMBL612267
 IC50 8.28 8.28 5.2 1
Adenosylhomocysteinase
CHEMBL3118
 Ki 8.08 8.08 8.4 1
Adenosylhomocysteinase
CHEMBL2389
 IC50 7.3 7.3 50.0 1
Vaccinia virus
CHEMBL613493
 IC50 7.1 7.1 80.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.0 7.0 100.0 1
Variola virus
CHEMBL613494
 EC50 7.0 7.0 100.0 1
Plasmodium falciparum
CHEMBL364
 IC50 6.7 6.7 200.0 1
KATO III stomach cancer cell line
CHEMBL612700
 IC50 6.66 6.66 220.0 1
MDA-MB-231
CHEMBL400
 IC50 6.4 6.235 400.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.16 5.755 700.0 2
SNU-638
CHEMBL614935
 IC50 6.09 6.09 820.0 1
HCT-116
CHEMBL394
 IC50 6.05 5.945 900.0 2
CCRF-CEM
CHEMBL382
 IC50 5.92 5.92 1200.0 1
A549
CHEMBL392
 IC50 5.91 5.79 1220.0 2
PC-3
CHEMBL390
 IC50 5.67 5.55 2140.0 2
SK-HEP1
CHEMBL614912
 IC50 5.63 5.63 2360.0 1
Vero
CHEMBL391
 IC50 5.46 5.46 3500.0 1
Cowpox virus
CHEMBL612672
 EC50 5.08 5.08 8400.0 1
ADMET
CHEMBL612558
 IC50 4.35 4.35 44600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 0.9 nM 9.05 Inhibition of rabbit erythrocyte S-adenosylhomocysteine hydrolase 25155914
Adenosylhomocysteinase IC50 = 1.5 nM 8.82 Inhibition of recombinant human AHCY using SAH as substrate assessed as formatio... 24813734
Adenosylhomocysteinase Ki = 3.0 nM 8.52 Binding affinity against L929 cells AdoHcy hydrolase activity 8120872
Adenosylhomocysteinase Ki = 3.8 nM 8.42 Time course of inactivation of bovine liver S-adenosyl-homocysteine hydrolase 3346868
Adenosylhomocysteinase Ki = 3.8 nM 8.42 Inhibition against bovine-liver S-Adenosyl-homocysteine (AdoHcy) hydrolase 3411600
Adenosylhomocysteinase Ki = 3.8 nM 8.42 Inhibitory activity against bovine liver S-adenosyl-L-homocysteine hydrolase (Ad... 1588558
L929 IC50 = 5.2 nM 8.28 Inhibitory concentration on L929 cells 8120872
Adenosylhomocysteinase IC50 = 7.2 nM 8.14 Tested for inhibitory concentration against S-adenosyl-homocysteine hydrolase -
Adenosylhomocysteinase Ki = 8.39 nM 8.08 Reversible inhibition of rat liver S- adenosyl-L-homocysteine hydrolase using SA... 32182061
Adenosylhomocysteinase IC50 = 10.0 nM 8.0 Inhibition of AHCY in human SH-SY5Y cells assessed as formation of homocysteine ... 24813734
Adenosylhomocysteinase IC50 = 50.0 nM 7.3 Evaluated for the 50% inhibition of S-Adenosyl-homocysteine (AdoHcy) hydrolase L... 3411600
Vaccinia virus IC50 = 80.0 nM 7.1 Evaluated for 50% plaque inhibition of vaccinia virus replication in murine L929... 3411600
Variola virus EC50 = 100.0 nM 7.0 Antiviral activity against Variola virus 7124 infected in monkey LLC-MK2 cells 36961984
Human immunodeficiency virus 1 EC50 = 100.0 nM 7.0 In vitro antiviral activity against HIV-1 in human PBM cells. 11689085
Plasmodium falciparum IC50 = 200.0 nM 6.7 In vivo antimalarial activity against Plasmodium falciparum 11806727
KATO III stomach cancer cell line IC50 = 220.0 nM 6.66 The compound was tested for cytotoxicity against the growth of human gastric car... 11806727
MDA-MB-231 IC50 = 400.0 nM 6.4 Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proli... 26010585
Adenosylhomocysteinase IC50 = 470.0 nM 6.33 Inhibition of recombinant human placental AdoHcy hydrolase expressed in Escheric... 26010585
NON-PROTEIN TARGET IC50 = 700.0 nM 6.16 Cytotoxicity against human SNU638 cells assessed as inhibition of cell prolifera... 26010585
SNU-638 IC50 = 820.0 nM 6.09 Cytotoxicity against human SNU638 cells assessed as decrease in cell viability a... 29906687

Literature References

PubMed DOI Target Context # Activities
1732550 10.1021/jm00080a018 Vero 11
12467606 10.1016/s0960-894x(02)00841-7 ADMET 10
12467606 10.1016/s0960-894x(02)00841-7 Vero 10
12467606 10.1016/s0960-894x(02)00841-7 NON-PROTEIN TARGET 10
8691433 10.1021/jm950853f Vero 10
1326633 10.1021/jm00096a012 Vero 8
1732550 10.1021/jm00080a018 ESM 8
8809173 10.1021/jm960145+ Vero 8
7699695 10.1021/jm00006a023 HEL 7
7699695 10.1021/jm00006a023 E6SM 7
8691433 10.1021/jm950853f HEL 7
8809173 10.1021/jm960145+ E6SM 7
7699695 10.1021/jm00006a023 Vero 7
11806727 10.1021/jm010374i NON-PROTEIN TARGET 7
1732550 10.1021/jm00080a018 HEL 7
8691433 10.1021/jm950853f E6SM 6
12519056 10.1021/jm025557z Adenosylhomocysteinase 6
8176716 10.1021/jm00035a020 E6SM 6
11806727 10.1021/jm010374i Plasmodium berghei 6
8176716 10.1021/jm00035a020 Vero 6

Data from ChEMBL 36 via Core Engine