Drug Information
| General Information | ||||||
|---|---|---|---|---|---|---|
| Drug ID |
DR00295
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| Drug Name |
Cyclic adenosine monophosphate
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| Synonyms |
3',5'-AMP; 3',5'-cyclic AMP; 60-92-4; Adenosine 3',5'-cyclic monophosphate; Adenosine 3',5'-cyclophosphate; Adenosine 3',5'-monophosphate; Adenosine 3',5'-phosphate; Adenosine cyclic 3',5'-monophosphate; Adenosine cyclic 3',5'-phosphate; Adenosine cyclic monophosphate; Adenosine cyclophosphate; Adenosine-3',5'-cyclophosphate; Cyclic AMP; Cyclic adenylic acid; [3H]cAMP; cAMP; cyclic 3',5'-AMP; cyclic 3',5'-Adenylic acid; cyclic Adenosine 3',5'-monophosphate; cyclic Adenosine 3',5'-phosphate
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| Drug Type |
Small molecular drug
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| Indication | Discovery agent [ICD11:N.A.] | Investigative | ||||
| Structure |
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| 3D MOL | 2D MOL | |||||
| Formula |
C10H12N5O6P
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| Canonical SMILES |
C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
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| InChI |
InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
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| InChIKey |
IVOMOUWHDPKRLL-KQYNXXCUSA-N
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| CAS Number |
CAS 60-92-4
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| Pharmaceutical Properties | Molecular Weight | 329.21 | Topological Polar Surface Area | 155 | ||
| Heavy Atom Count | 22 | Rotatable Bond Count | 1 | |||
| Hydrogen Bond Donor Count | 3 | Hydrogen Bond Acceptor Count | 10 | |||
| XLogP |
-2.6
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| PubChem CID | ||||||
| PubChem SID |
11533120
,15189713
,17404647
,24278245
,24770229
,24778927
,26710725
,26750341
,29225085
,3139529
,3854
,47500608
,49658468
,49693338
,49865082
,50096570
,50105813
,50105814
,53777190
,53789865
,56373926
,56479317
,57323167
,57578283
,603443
,74656422
,7886670
,81044562
,81054262
,8153795
,820438
,822155
,822436
,822448
,825879
,827602
,830055
,830091
,836189
,841066
,85164917
,85182380
,85285929
,854687
,85742009
,87349944
,90340992
,91688276
,92297604
,92303516
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| ChEBI ID |
ChEBI:17489
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| TTD Drug ID | ||||||
| DT(s) Transporting This Drug | MRP4 | Transporter Info | Multidrug resistance-associated protein 4 | Substrate | [1] | |
| MRP5 | Transporter Info | Multidrug resistance-associated protein 5 | Substrate | [2] | ||
| Drug-Transporter Activity Data | ||||||
| Drug-Transporter Activity Data | MRP4 | Transporter Info | Km =44.5 microM | Spodoptera frugiperda (Sf9) cells-MRP4 | [3] | |
| MRP5 | Transporter Info | Km =379 microM | Chinese hamster V79 cells (V79)-MRP5 | [2] | ||
| References | ||||||
| 1 | cAMP regulates expression of the cyclic nucleotide transporter MRP4 (ABCC4) through the EPAC pathway. Pharmacogenet Genomics. 2014 Oct;24(10):522-6. | |||||
| 2 | The multidrug resistance protein 5 functions as an ATP-dependent export pump for cyclic nucleotides. J Biol Chem. 2000 Sep 29;275(39):30069-74. | |||||
| 3 | Transport of cyclic nucleotides and estradiol 17-beta-D-glucuronide by multidrug resistance protein 4. Resistance to 6-mercaptopurine and 6-thioguanine. J Biol Chem. 2001 Sep 7;276(36):33747-54. | |||||
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