NPASS Natural Product

Natural Product: NPC85689

Natural Product ID:	NPC85689
Common Name:	Adenosine-3'-Monophosphate
IUPAC Name:	[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
Synonyms:	Adenosine-3'-Monophosphate
Molecular Formula:	C10H14N5O7P
Standard InCHIKey:	LNQVTSROQXJCDD-KQYNXXCUSA-N
Standard InCHI:	InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO3574.1	Pinus parviflora var. pentaphylla	Varieties	Pinaceae	Eukaryota		UNPD*
NPO11677	Lactobacillus acidophilus	Species	Lactobacillaceae	Bacteria		UNPD*
NPO146	Heliotropium indicum	Species	Heliotropiaceae	Eukaryota		UNPD*
NPO9659	Codium divaricatum	Species	Codiaceae	Eukaryota		UNPD*
NPO3230	Clitocybe truncicola	Species	Tricholomataceae	Eukaryota		UNPD*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	DOI[10.1007/s11306-012-0464-y]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[18544912]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria		PMID[21988831]

Biological Activity

Activity Type	# Activity
EC50	1
Kd	1

Activity Type	# Activity
Individual Protein	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Kd	=	3200000	nM	19678707
NPT216	Individual Protein	Adenosine A1 receptor	Homo sapiens	EC50	=	440	nM	22738238

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC85689 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	599
0.1-0.2	22648
0.2-0.3	4579
0.3-0.4	2455
0.4-0.5	411
0.5-0.6	88
0.6-0.7	26
0.7-0.8	18
0.8-0.85	20
0.85-0.9	17
0.9-0.95	12
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC211025
1.0	High Similarity	NPC185991
0.9928	High Similarity	NPC321814
0.9857	High Similarity	NPC302778
0.9857	High Similarity	NPC130586
0.9857	High Similarity	NPC164952
0.9857	High Similarity	NPC212551
0.9787	High Similarity	NPC174802
0.9783	High Similarity	NPC121222
0.9718	High Similarity	NPC224076
0.965	High Similarity	NPC316618
0.965	High Similarity	NPC226245
0.9574	High Similarity	NPC161224
0.9565	High Similarity	NPC156461
0.9565	High Similarity	NPC21448
0.9565	High Similarity	NPC107374
0.9496	High Similarity	NPC189068
0.9496	High Similarity	NPC164665
0.9429	High Similarity	NPC219313
0.9429	High Similarity	NPC309832
0.9429	High Similarity	NPC269827
0.942	High Similarity	NPC229974
0.9324	High Similarity	NPC323091
0.9275	High Similarity	NPC209525
0.9275	High Similarity	NPC161659
0.9143	High Similarity	NPC314152
0.9137	High Similarity	NPC317821
0.9103	High Similarity	NPC472816
0.8947	High Similarity	NPC261595
0.8889	High Similarity	NPC324033
0.8889	High Similarity	NPC321458
0.8859	High Similarity	NPC239737
0.8846	High Similarity	NPC326529
0.8844	High Similarity	NPC207633
0.8794	High Similarity	NPC129756
0.879	High Similarity	NPC324198
0.879	High Similarity	NPC189261
0.879	High Similarity	NPC319100
0.871	High Similarity	NPC326082
0.8707	High Similarity	NPC150853
0.8639	High Similarity	NPC136349
0.8609	High Similarity	NPC313754
0.8609	High Similarity	NPC311197
0.8609	High Similarity	NPC54320
0.8543	High Similarity	NPC52238
0.8467	Intermediate Similarity	NPC328479
0.8462	Intermediate Similarity	NPC30326
0.8462	Intermediate Similarity	NPC33996
0.8451	Intermediate Similarity	NPC320818
0.8367	Intermediate Similarity	NPC274384
0.8367	Intermediate Similarity	NPC89147
0.8299	Intermediate Similarity	NPC211820
0.8299	Intermediate Similarity	NPC251233
0.8288	Intermediate Similarity	NPC186619
0.8243	Intermediate Similarity	NPC177169
0.8194	Intermediate Similarity	NPC195140
0.8188	Intermediate Similarity	NPC232408
0.8188	Intermediate Similarity	NPC64705
0.8176	Intermediate Similarity	NPC318590
0.8129	Intermediate Similarity	NPC93365
0.8121	Intermediate Similarity	NPC317746
0.8092	Intermediate Similarity	NPC326694
0.805	Intermediate Similarity	NPC324484
0.8012	Intermediate Similarity	NPC290959
0.8	Intermediate Similarity	NPC325906
0.7945	Intermediate Similarity	NPC61198
0.7877	Intermediate Similarity	NPC262926
0.7756	Intermediate Similarity	NPC321052
0.7711	Intermediate Similarity	NPC313897
0.7702	Intermediate Similarity	NPC14590
0.7687	Intermediate Similarity	NPC319221
0.7619	Intermediate Similarity	NPC324009
0.75	Intermediate Similarity	NPC24589
0.7471	Intermediate Similarity	NPC282458
0.7471	Intermediate Similarity	NPC78941
0.7403	Intermediate Similarity	NPC315642
0.7403	Intermediate Similarity	NPC74306
0.7273	Intermediate Similarity	NPC313514
0.7246	Intermediate Similarity	NPC33382
0.7202	Intermediate Similarity	NPC168702
0.7202	Intermediate Similarity	NPC125659
0.7118	Intermediate Similarity	NPC222174
0.7006	Intermediate Similarity	NPC321393
0.6989	Remote Similarity	NPC276373
0.6952	Remote Similarity	NPC5802
0.6918	Remote Similarity	NPC327579
0.6915	Remote Similarity	NPC157821
0.6866	Remote Similarity	NPC107160
0.6765	Remote Similarity	NPC21461
0.6714	Remote Similarity	NPC476564
0.671	Remote Similarity	NPC57279
0.6688	Remote Similarity	NPC246193
0.6688	Remote Similarity	NPC104011
0.6667	Remote Similarity	NPC158055
0.6619	Remote Similarity	NPC174114
0.6619	Remote Similarity	NPC87981
0.66	Remote Similarity	NPC250178
0.6579	Remote Similarity	NPC248007
0.6483	Remote Similarity	NPC312187
0.6483	Remote Similarity	NPC4837
0.6392	Remote Similarity	NPC103388
0.6382	Remote Similarity	NPC139776
0.6369	Remote Similarity	NPC287876
0.6306	Remote Similarity	NPC14330
0.6286	Remote Similarity	NPC160666
0.625	Remote Similarity	NPC18335
0.6221	Remote Similarity	NPC472834
0.609	Remote Similarity	NPC109322
0.6013	Remote Similarity	NPC68938
0.5946	Remote Similarity	NPC164845
0.5924	Remote Similarity	NPC5707
0.5921	Remote Similarity	NPC313547
0.5917	Remote Similarity	NPC217656
0.5882	Remote Similarity	NPC89139
0.5868	Remote Similarity	NPC296437
0.5849	Remote Similarity	NPC180493
0.5833	Remote Similarity	NPC470266
0.5806	Remote Similarity	NPC189314
0.5782	Remote Similarity	NPC476561
0.578	Remote Similarity	NPC244700
0.5765	Remote Similarity	NPC476528
0.5765	Remote Similarity	NPC476433
0.5731	Remote Similarity	NPC474986
0.5731	Remote Similarity	NPC476520
0.5731	Remote Similarity	NPC476013
0.5731	Remote Similarity	NPC476522
0.573	Remote Similarity	NPC472833
0.5729	Remote Similarity	NPC265111
0.5723	Remote Similarity	NPC476408
0.5698	Remote Similarity	NPC476521
0.5684	Remote Similarity	NPC473585
0.5667	Remote Similarity	NPC119133
0.5635	Remote Similarity	NPC472832
0.5635	Remote Similarity	NPC18308
0.56	Remote Similarity	NPC476099

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC85689 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	148
0.1-0.2	2209
0.2-0.3	3440
0.3-0.4	2083
0.4-0.5	987
0.5-0.6	164
0.6-0.7	56
0.7-0.8	27
0.8-0.85	16
0.85-0.9	16
0.9-0.95	8
0.95-1	7

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD283	Approved
0.9857	High Similarity	NPD242	Approved
0.9857	High Similarity	NPD338	Approved
0.9787	High Similarity	NPD339	Approved
0.9718	High Similarity	NPD169	Phase 2
0.9565	High Similarity	NPD249	Approved
0.9565	High Similarity	NPD250	Approved
0.9429	High Similarity	NPD186	Discovery
0.9429	High Similarity	NPD195	Approved
0.9143	High Similarity	NPD185	Approved
0.9041	High Similarity	NPD3107	Discontinued
0.9041	High Similarity	NPD1369	Phase 2
0.9041	High Similarity	NPD1750	Clinical (unspecified phase)
0.9014	High Similarity	NPD166	Approved
0.9	High Similarity	NPD193	Suspended
0.8947	High Similarity	NPD247	Clinical (unspecified phase)
0.8859	High Similarity	NPD2624	Phase 2
0.8859	High Similarity	NPD2646	Discontinued
0.8859	High Similarity	NPD1732	Phase 3
0.8824	High Similarity	NPD7988	Suspended
0.879	High Similarity	NPD4171	Clinical (unspecified phase)
0.8734	High Similarity	NPD1412	Clinical (unspecified phase)
0.8639	High Similarity	NPD548	Clinical (unspecified phase)
0.8627	High Similarity	NPD3083	Approved
0.8625	High Similarity	NPD4716	Approved
0.8609	High Similarity	NPD218	Approved
0.8609	High Similarity	NPD220	Clinical (unspecified phase)
0.8609	High Similarity	NPD219	Phase 3
0.8609	High Similarity	NPD216	Approved
0.8609	High Similarity	NPD217	Approved
0.8571	High Similarity	NPD4744	Clinical (unspecified phase)
0.8411	Intermediate Similarity	NPD214	Approved
0.8411	Intermediate Similarity	NPD213	Clinical (unspecified phase)
0.8408	Intermediate Similarity	NPD2647	Phase 3
0.8364	Intermediate Similarity	NPD6417	Clinical (unspecified phase)
0.8263	Intermediate Similarity	NPD2631	Clinical (unspecified phase)
0.8263	Intermediate Similarity	NPD2630	Approved
0.8263	Intermediate Similarity	NPD2632	Approved
0.8227	Intermediate Similarity	NPD248	Discontinued
0.8156	Intermediate Similarity	NPD9633	Phase 3
0.8148	Intermediate Similarity	NPD5666	Phase 2
0.8129	Intermediate Similarity	NPD546	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD7158	Phase 1
0.8099	Intermediate Similarity	NPD9632	Phase 3
0.8071	Intermediate Similarity	NPD9408	Phase 3
0.8	Intermediate Similarity	NPD1777	Approved
0.8	Intermediate Similarity	NPD1776	Approved
0.7958	Intermediate Similarity	NPD870	Clinical (unspecified phase)
0.7945	Intermediate Similarity	NPD252	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD3085	Phase 1
0.7848	Intermediate Similarity	NPD4074	Clinical (unspecified phase)
0.7811	Intermediate Similarity	NPD1692	Approved
0.7806	Intermediate Similarity	NPD3086	Phase 3
0.775	Intermediate Similarity	NPD516	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD549	Approved
0.7719	Intermediate Similarity	NPD5682	Phase 3
0.7719	Intermediate Similarity	NPD5683	Clinical (unspecified phase)
0.7719	Intermediate Similarity	NPD5684	Clinical (unspecified phase)
0.7635	Intermediate Similarity	NPD194	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD3695	Approved
0.7616	Intermediate Similarity	NPD3696	Approved
0.7586	Intermediate Similarity	NPD4054	Clinical (unspecified phase)
0.7532	Intermediate Similarity	NPD536	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD582	Approved
0.7308	Intermediate Similarity	NPD171	Discontinued
0.7296	Intermediate Similarity	NPD3708	Phase 2
0.7273	Intermediate Similarity	NPD7138	Phase 2
0.725	Intermediate Similarity	NPD353	Discontinued
0.7244	Intermediate Similarity	NPD4240	Approved
0.7216	Intermediate Similarity	NPD1063	Phase 2
0.7099	Intermediate Similarity	NPD231	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD2965	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD2876	Phase 3
0.7021	Intermediate Similarity	NPD2877	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD9605	Phase 3
0.6966	Remote Similarity	NPD9606	Approved
0.6947	Remote Similarity	NPD2824	Phase 2
0.6923	Remote Similarity	NPD5080	Phase 2
0.6918	Remote Similarity	NPD9607	Approved
0.6875	Remote Similarity	NPD1046	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD5079	Phase 2
0.6804	Remote Similarity	NPD2902	Phase 2
0.6804	Remote Similarity	NPD2903	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD209	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD9409	Discontinued
0.671	Remote Similarity	NPD545	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD4495	Phase 1
0.6667	Remote Similarity	NPD6840	Approved
0.6644	Remote Similarity	NPD9374	Approved
0.6628	Remote Similarity	NPD527	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD1730	Discontinued
0.6621	Remote Similarity	NPD9373	Approved
0.6603	Remote Similarity	NPD547	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD9084	Phase 2
0.6577	Remote Similarity	NPD307	Approved
0.6538	Remote Similarity	NPD282	Approved
0.6519	Remote Similarity	NPD1119	Phase 2
0.6446	Remote Similarity	NPD775	Approved
0.6398	Remote Similarity	NPD2152	Clinical (unspecified phase)
0.638	Remote Similarity	NPD1430	Approved
0.638	Remote Similarity	NPD2253	Discontinued
0.638	Remote Similarity	NPD1431	Approved
0.6369	Remote Similarity	NPD8829	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD9083	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD1058	Discontinued
0.631	Remote Similarity	NPD207	Discontinued
0.6309	Remote Similarity	NPD9584	Phase 2
0.6289	Remote Similarity	NPD4458	Phase 2
0.6289	Remote Similarity	NPD4459	Clinical (unspecified phase)
0.6287	Remote Similarity	NPD7531	Clinical (unspecified phase)
0.625	Remote Similarity	NPD8836	Approved
0.6242	Remote Similarity	NPD1128	Approved
0.6242	Remote Similarity	NPD1127	Approved
0.6218	Remote Similarity	NPD281	Approved
0.6196	Remote Similarity	NPD799	Phase 1
0.6196	Remote Similarity	NPD1808	Phase 1
0.6135	Remote Similarity	NPD6112	Approved
0.6122	Remote Similarity	NPD9416	Phase 3
0.6122	Remote Similarity	NPD9417	Phase 3
0.6121	Remote Similarity	NPD1118	Discontinued
0.6107	Remote Similarity	NPD9375	Discontinued
0.609	Remote Similarity	NPD798	Discontinued
0.6074	Remote Similarity	NPD535	Approved
0.6074	Remote Similarity	NPD1120	Approved
0.6074	Remote Similarity	NPD1121	Approved
0.6058	Remote Similarity	NPD6381	Phase 2
0.6027	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.6012	Remote Similarity	NPD9484	Clinical (unspecified phase)
0.6011	Remote Similarity	NPD2593	Clinical (unspecified phase)
0.601	Remote Similarity	NPD5486	Discontinued
0.598	Remote Similarity	NPD4713	Clinical (unspecified phase)
0.598	Remote Similarity	NPD34	Approved
0.598	Remote Similarity	NPD4715	Clinical (unspecified phase)
0.598	Remote Similarity	NPD4714	Approved
0.5975	Remote Similarity	NPD515	Phase 1
0.5972	Remote Similarity	NPD7502	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD1816	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD9582	Phase 3
0.5924	Remote Similarity	NPD8830	Phase 3
0.592	Remote Similarity	NPD5458	Discontinued
0.5919	Remote Similarity	NPD8250	Phase 2
0.5918	Remote Similarity	NPD691	Discontinued
0.5891	Remote Similarity	NPD2452	Phase 2
0.5891	Remote Similarity	NPD2450	Phase 2
0.5891	Remote Similarity	NPD2453	Phase 2
0.5891	Remote Similarity	NPD2451	Phase 2
0.5882	Remote Similarity	NPD9406	Approved
0.5862	Remote Similarity	NPD7842	Phase 2
0.5849	Remote Similarity	NPD9544	Approved
0.5849	Remote Similarity	NPD78	Approved
0.5813	Remote Similarity	NPD796	Phase 2
0.5806	Remote Similarity	NPD8833	Approved
0.5806	Remote Similarity	NPD8831	Approved
0.5802	Remote Similarity	NPD6036	Suspended
0.5779	Remote Similarity	NPD757	Phase 3
0.5769	Remote Similarity	NPD9360	Approved
0.5735	Remote Similarity	NPD534	Phase 2
0.5735	Remote Similarity	NPD537	Phase 2
0.5734	Remote Similarity	NPD5627	Approved
0.5705	Remote Similarity	NPD1368	Approved
0.57	Remote Similarity	NPD5665	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD1775	Approved
0.5679	Remote Similarity	NPD1085	Approved
0.5676	Remote Similarity	NPD3849	Clinical (unspecified phase)
0.5669	Remote Similarity	NPD237	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD9291	Approved
0.566	Remote Similarity	NPD2221	Clinical (unspecified phase)
0.566	Remote Similarity	NPD4555	Clinical (unspecified phase)
0.5659	Remote Similarity	NPD5768	Phase 2
0.5642	Remote Similarity	NPD1017	Clinical (unspecified phase)
0.564	Remote Similarity	NPD9704	Approved
0.5619	Remote Similarity	NPD3913	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD6351	Discovery

Structure

CID85689 OpenBabel06191715422D 23 25 0 0 1 0 0 0 0 0999 V2000 0.2274 -3.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8168 -4.0573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9432 -0.8659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0259 -2.0683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8349 -2.6561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1124 -2.4750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7485 -2.2493 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7304 -3.6506 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0078 -3.4695 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9214 -1.0738 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -1.7319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7236 -2.8546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9875 -0.1151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 12 2 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 3 15 1 0 0 0 0 4 1 1 6 0 0 0 4 7 1 0 0 0 0 4 21 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 6 17 1 1 0 0 0 7 22 1 1 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 15 1 6 0 0 0 10 21 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 20 23 2 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	41211
ChEMBL	CHEMBL576739
ZINC

Physicochemical Properties

Molecular Weight:	347.06
ALogP:	-2.2149
MLogP:	1.13
XLogP:	-3.896
# Rotatable Bonds:	9
Polar Surface Area:	195.88
# H-Bond Aceptor:	12
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	23

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Structure MOL file
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Similar NPs/Drugs