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Compound Detail

CHEMBL14249

ADENOSINE TRIPHOSPHATE
🧪 Phase II
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🧪 Phase II
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL14249
Name ADENOSINE TRIPHOSPHATE
Phase Phase II
Structure Type MOL
InChI Key ZKHQWZAMYRWXGA-KQYNXXCUSA-N

Known Names

Adenosine 5'-triphosphoric acid Adenosine triphosphate
29
Targets
87
Activities
4
Assay Types
7
PK Parameters
20
Publications
2
Known Names
3
Indications

Molecular Properties

507.2
MW (Da)
-1.63
ALogP
14
HBA
7
HBD
279.1
PSA (Ų)
0.20
QED
3
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -nosine

Extended Properties

Molecular Formula C10H16N5O13P3
MW 507.18
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 1.34

Indications

Alzheimer Disease Depressive Disorder Depressive Disorder, Major

Activity Summary

EC50 56 meas. best 9.0
IC50 15 meas. best 7.75
Kd 11 meas. best 7.43
Ki 5 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
EC50 9.0 9.0 1.0 2
Unchecked
CHEMBL612545
Ki 7.75 7.75 18.0 1
Unchecked
CHEMBL612545
IC50 7.75 6.2067 18.0 3
P2Y purinoceptor 2
CHEMBL4398
EC50 7.52 6.7165 30.1 20
Unchecked
CHEMBL612545
Kd 7.43 6.36 37.0 4
P2X purinoceptor 1
CHEMBL2094
EC50 7.25 7.25 56.0 1
P2Y purinoceptor 1
CHEMBL4315
EC50 6.82 6.2583 150.0 6
P2Y purinoceptor 1
CHEMBL2497
EC50 6.7 6.465 200.0 2
P2X purinoceptor 3
CHEMBL2998
EC50 6.47 6.47 340.0 1
Kinesin-like protein KIFC1
CHEMBL3351200
Kd 6.36 6.36 436.0 1
P2X purinoceptor 4
CHEMBL2104
EC50 6.3 6.15 500.0 2
P2X purinoceptor 4
CHEMBL2818
EC50 6.0 6.0 1000.0 2
P2X purinoceptor 5
CHEMBL2495
EC50 6.0 6.0 1000.0 1
P2X purinoceptor 4
CHEMBL2176849
EC50 6.0 6.0 1000.0 1
P2X purinoceptor 6
CHEMBL2122
EC50 6.0 6.0 1000.0 1
P2Y purinoceptor 4
CHEMBL2124
EC50 5.93 5.84 1170.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
Kd 5.89 5.89 1300.0 2
P2X purinoceptor 2
CHEMBL2135
EC50 5.85 5.85 1400.0 1
CDGSH iron-sulfur domain-containing protein 1
CHEMBL1795168
Kd 5.72 5.72 1920.0 1
MAP kinase-activated protein kinase 2
CHEMBL2208
IC50 5.55 5.2233 2800.0 3
P2Y purinoceptor 1
CHEMBL5720
EC50 5.55 5.4333 2800.0 3
Mitogen-activated protein kinase kinase kinase 7
CHEMBL5776
Kd 5.55 5.55 2800.0 1
P2Y purinoceptor 12
CHEMBL2188
EC50 5.5 5.5 3190.0 1
Endoplasmin
CHEMBL4748
IC50 5.49 5.49 3241.0 1
P2Y purinoceptor 11
CHEMBL4867
EC50 5.48 5.07 3300.0 5
Heat shock 70 kDa protein 1A
CHEMBL5460
IC50 5.47 5.47 3370.0 1
P2Y purinoceptor 4
CHEMBL2123
EC50 5.21 4.79 6200.0 2
Heat shock cognate 71 kDa protein
CHEMBL1275223
IC50 4.76 4.76 17300.0 1
Endoplasmin
CHEMBL4748
EC50 4.72 4.72 19000.0 1
Heat shock protein 75 kDa, mitochondrial
CHEMBL1075132
IC50 4.5 4.5 31303.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.22 4.22 60000.0 1
No relevant target
CHEMBL2362975
IC50 4.22 4.22 60000.0 1
Adenylate kinase 2, mitochondrial
CHEMBL2376
Ki 4.05 4.05 90000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 5.7 /uM Homo sapiens
Ka 27.5 /nM Homo sapiens
T1/2 2.0 hr Bos taurus
T1/2 0.25 hr Homo sapiens
T1/2 3.6 hr Homo sapiens
T1/2 7.7 hr Homo sapiens
T1/2 4.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 1.0 nM 9.0 Displacement of Cy5-labelled (position-4) ATP from Mycobacterium tuberculosis HS... 29042222
Unchecked EC50 = 1.0 nM 9.0 Displacement of Cy5-labelled (position-4) ATP from human HSP70 expressed in Esch... 29042222
Unchecked Ki = 18.0 nM 7.75 Displacement of [35S]ATP-alphaS from purinergic P2Y receptor Wistar rat brain af... 23403082
Unchecked IC50 = 18.0 nM 7.75 Displacement of [35S]ATP-alphaS from purinergic P2Y receptor Wistar rat brain af... 23403082
P2Y purinoceptor 2 EC50 = 30.1 nM 7.52 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y114A mutan... 19419204
Unchecked Kd = 37.0 nM 7.43 Displacement of Cy5-labelled (position-4) ATP from Mycobacterium tuberculosis HS... 29042222
Unchecked Kd = 37.0 nM 7.43 Displacement of Cy5-labelled (position-4) ATP from human HSP70 expressed in Esch... 29042222
P2X purinoceptor 1 EC50 = 56.0 nM 7.25 Antagonist activity against recombinant human P2X purinoceptor 1 (P2X1 ) 12213051
P2Y purinoceptor 2 EC50 = 63.1 nM 7.2 Agonist activity at N-terminal HA epitope-tagged wild type 4 human P2Y2 receptor... 19419204
P2Y purinoceptor 2 EC50 = 85.0 nM 7.07 Agonist activity by measuring inositol phosphate accumulation in 1321N1 human as... 11985476
P2Y purinoceptor 2 EC50 = 85.0 nM 7.07 Agonist activity at human P2Y2 receptor expressed in human 1321N1 cells coexpres... 19419868
P2Y purinoceptor 2 EC50 = 85.0 nM 7.07 Agonist activity at human recombinant P2Y2 receptor expressed in 1321N1 cells as... 17302398
P2Y purinoceptor 2 EC50 = 95.8 nM 7.02 Agonist activity at N-terminal HA epitope-tagged wild type 3 human P2Y2 receptor... 19419204
P2Y purinoceptor 2 EC50 = 111.0 nM 6.96 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R194H mutan... 19419204
P2Y purinoceptor 2 EC50 = 120.0 nM 6.92 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor Y198A mutan... 19419204
P2Y purinoceptor 1 EC50 = 150.0 nM 6.82 Agonist activity at GFP tagged-human P2Y1 receptor expressed in human 1321N1 cel... 21090681
P2Y purinoceptor 2 EC50 = 180.0 nM 6.75 Agonist activity at P2Y2 receptor in NG108-15 cells (unknown origin) 29254895
P2Y purinoceptor 2 EC50 = 183.0 nM 6.74 Agonist activity at N-terminal HA epitope-tagged human P2Y2 receptor R177A mutan... 19419204
P2Y purinoceptor 2 EC50 = 200.0 nM 6.7 Agonist activity at P2Y2 receptor in BEA cells (unknown origin) 29254895
P2Y purinoceptor 1 EC50 = 200.0 nM 6.7 Agonist activity at P2Y1 receptor expressed in human HEK293 cells 20175517

Literature References

PubMed DOI Target Context # Activities
19419204 10.1021/jm801442p P2Y purinoceptor 2 29
25611072 10.1021/jm501667n Serine/threonine-protein kinase B-raf 19
7040662 10.1021/jm00346a011 ADMET 9
20145089 10.1128/aac.01444-09 Unchecked 9
29254895 10.1016/j.bmc.2017.11.043 P2Y purinoceptor 2 4
17101674 10.1128/aac.00400-06 Unchecked 4
29042222 10.1016/j.bmc.2017.10.003 Unchecked 4
37137430 10.1016/j.bmcl.2023.129310 CDGSH iron-sulfur domain-containing protein 1 4
6279845 10.1021/jm00346a010 Rattus norvegicus 4
31715099 10.1021/acs.jmedchem.9b01062 Cyclic GMP-AMP synthase 4
23075067 10.1021/jm300845v P2X purinoceptor 4 3
21641210 10.1016/j.bmcl.2011.05.021 Pantothenate synthetase 3
19919896 10.1016/j.bmcl.2009.10.102 MAP kinase-activated protein kinase 2 3
18067241 10.1021/jm7009952 Unchecked 3
12672257 10.1021/jm011070z Rattus norvegicus 3
8254622 10.1021/jm00076a023 Cavia porcellus 3
20014752 10.1021/tx900326k Hepatotoxicity 3
23163425 10.1021/np3005248 MDCK 3
12639570 10.1016/s0960-894x(02)01032-6 Unchecked 3
19124251 10.1016/j.bmc.2008.12.021 Unchecked 3

Data from ChEMBL 36 via Core Engine