General Information of the Compound
Compound ID
CP0133127
Compound Name
5'-UTP
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Synonyms
5'-UTP
63-39-8
BRN 0071520
CHEBI:15713
CHEMBL336296
EINECS 200-558-7
H4utp
INS 316
INS316
UNII-UT0S826Z60
UT0S826Z60
UTP
Uridine 5'-(tetrahydrogen triphosphate)
Uridine 5'-triphosphate
Uridine 5'-triphosphoric acid
Uridine5'-(tetrahydrogen triphosphate)
Uteplex
[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
uridine 5'-triphosphate
uridine tetrahydrogen
uridine triphosphate
uridine-5'-triphosphate
uridine5'-triphosphate
uridintriphosphat
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Structure
Formula
C9H15N2O15P3
Molecular Weight
484.14
Canonical SMILES
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O
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InChI
InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
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InChIKey
PGAVKCOVUIYSFO-XVFCMESISA-N
CAS
63-39-8
Physicochemical Property
logP
-2.5009
Rotatable Bonds
8
Heavy Atom Count
29
Polar Areas
264.37
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
12
Complexity
29

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 6133
SID: 14932630
ChEMBL ID
CHEMBL336296
DrugBank ID
DB04005
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04714, P2Y purinoceptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000094 1321N1 Homo sapiens (Human)  23
1
EC50 = 17.9 nM
   TI
   LI
   LO
   TS
2
EC50 = 20 nM
   TI
   LI
   LO
   TS
3
EC50 = 30 nM
   TI
   LI
   LO
   TS
4
EC50 = 37.2 nM
   TI
   LI
   LO
   TS
5
EC50 = 43 nM
   TI
   LI
   LO
   TS
6
EC50 = 49 nM
   TI
   LI
   LO
   TS
7
EC50 = 50.1 nM
   TI
   LI
   LO
   TS
8
EC50 = 55 nM
   TI
   LI
   LO
   TS
9
EC50 = 59 nM
   TI
   LI
   LO
   TS
10
EC50 = 60 nM
   TI
   LI
   LO
   TS
11
EC50 = 80.4 nM
   TI
   LI
   LO
   TS
12
EC50 = 100 nM
   TI
   LI
   LO
   TS
13
EC50 = 108 nM
   TI
   LI
   LO
   TS
14
EC50 = 109.65 nM
   TI
   LI
   LO
   TS
15
EC50 = 121 nM
   TI
   LI
   LO
   TS
16
EC50 = 124 nM
   TI
   LI
   LO
   TS
17
EC50 = 138 nM
   TI
   LI
   LO
   TS
18
EC50 = 140 nM
   TI
   LI
   LO
   TS
19
EC50 = 157 nM
   TI
   LI
   LO
   TS
20
EC50 = 640 nM
   TI
   LI
   LO
   TS
21
EC50 = 781 nM
   TI
   LI
   LO
   TS
22
EC50 = 2090 nM
   TI
   LI
   LO
   TS
23
EC50 = 20600 nM
   TI
   LI
   LO
   TS
CL000068 A-549 Homo sapiens (Human)  1
1
EC50 = 450 nM
   TI
   LI
   LO
   TS
Protein ID: PT07316, P2Y purinoceptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 130 nM
   TI
   LI
   LO
   TS
Protein ID: PT05219, P2Y purinoceptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000094 1321N1 Homo sapiens (Human)  9
1
EC50 = 73 nM
   TI
   LI
   LO
   TS
2
EC50 = 80 nM
   TI
   LI
   LO
   TS
3
EC50 = 87 nM
   TI
   LI
   LO
   TS
4
EC50 = 88.4 nM
   TI
   LI
   LO
   TS
5
EC50 = 90 nM
   TI
   LI
   LO
   TS
6
EC50 = 100 nM
   TI
   LI
   LO
   TS
7
EC50 = 480 nM
   TI
   LI
   LO
   TS
8
EC50 = 500 nM
   TI
   LI
   LO
   TS
9
EC50 = 900 nM
   TI
   LI
   LO
   TS
Protein ID: PT02796, P2Y purinoceptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000094 1321N1 Homo sapiens (Human)  2
1
EC50 = 6000 nM
   TI
   LI
   LO
   TS
2
EC50 > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( INS 316 )
Drug Name INS 316
Company Inspire Pharmaceuticals
Indication
Lung cancer
Discontinued in Phase 3
Target(s)
P2Y purinoceptor 4 (P2RY4)
Agonist
P2Y purinoceptor 11 (P2RY11)
Agonist
P2Y purinoceptor 6 (P2RY6)
Agonist
P2Y purinoceptor 2 (P2RY2)
Modulator