NPASS Natural Product

Natural Product: NPC143903

Natural Product ID:	NPC143903
Common Name:	Pisonin C
IUPAC Name:	5,7-dihydroxy-6-methoxychromen-4-one
Synonyms:	Pisonin C
Molecular Formula:	C10H8O5
Standard InCHIKey:	JMJBXDWFZVLFDK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C10H8O5/c1-14-10-6(12)4-7-8(9(10)13)5(11)2-3-15-7/h2-4,12-13H,1H3
Canonical SMILES:	COc1c(O)cc2c(c1O)c(=O)cco2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota		PMID[21542597]
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	Root	PMID[21542597]
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	Stems	PMID[21542597]

Biological Activity

Activity Type	# Activity
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	=	80	ug/ml	21542597

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 NPC143903 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	292
0.1-0.2	1274
0.2-0.3	3297
0.3-0.4	7364
0.4-0.5	5249
0.5-0.6	2562
0.6-0.7	3913
0.7-0.8	4383
0.8-0.85	1595
0.85-0.9	692
0.9-0.95	245
0.95-1	23

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC226987
0.9586	High Similarity	NPC131266
0.9586	High Similarity	NPC100971
0.9586	High Similarity	NPC100263
0.9586	High Similarity	NPC291802
0.9586	High Similarity	NPC181209
0.9586	High Similarity	NPC209487
0.9586	High Similarity	NPC269451
0.9586	High Similarity	NPC216769
0.9586	High Similarity	NPC245382
0.9586	High Similarity	NPC121522
0.9586	High Similarity	NPC35763
0.958	High Similarity	NPC287395
0.958	High Similarity	NPC183655
0.9568	High Similarity	NPC50823
0.9521	High Similarity	NPC124714
0.9517	High Similarity	NPC45291
0.9517	High Similarity	NPC19980
0.9514	High Similarity	NPC102003
0.9514	High Similarity	NPC92722
0.951	High Similarity	NPC61871
0.951	High Similarity	NPC55557
0.951	High Similarity	NPC30647
0.9456	High Similarity	NPC39184
0.9448	High Similarity	NPC156953
0.9448	High Similarity	NPC10467
0.9444	High Similarity	NPC15329
0.9444	High Similarity	NPC218490
0.9444	High Similarity	NPC131451
0.9388	High Similarity	NPC250557
0.9384	High Similarity	NPC288316
0.9384	High Similarity	NPC262623
0.9379	High Similarity	NPC139293
0.9379	High Similarity	NPC195763
0.9379	High Similarity	NPC264550
0.9379	High Similarity	NPC264289
0.9379	High Similarity	NPC333691
0.9379	High Similarity	NPC69430
0.9379	High Similarity	NPC142876
0.9379	High Similarity	NPC200060
0.9379	High Similarity	NPC40290
0.9375	High Similarity	NPC188074
0.9375	High Similarity	NPC125449
0.9375	High Similarity	NPC119660
0.9375	High Similarity	NPC93034
0.9371	High Similarity	NPC472917
0.9324	High Similarity	NPC134287
0.9324	High Similarity	NPC213622
0.9324	High Similarity	NPC130589
0.9324	High Similarity	NPC2928
0.9324	High Similarity	NPC20830
0.9324	High Similarity	NPC256612
0.932	High Similarity	NPC275836
0.932	High Similarity	NPC25270
0.932	High Similarity	NPC239128
0.932	High Similarity	NPC198826
0.932	High Similarity	NPC120163
0.932	High Similarity	NPC71334
0.932	High Similarity	NPC187498
0.932	High Similarity	NPC142540
0.932	High Similarity	NPC131624
0.932	High Similarity	NPC100887
0.932	High Similarity	NPC39007
0.932	High Similarity	NPC212678
0.932	High Similarity	NPC222830
0.932	High Similarity	NPC57030
0.932	High Similarity	NPC301323
0.932	High Similarity	NPC188203
0.932	High Similarity	NPC156222
0.932	High Similarity	NPC83508
0.932	High Similarity	NPC293183
0.932	High Similarity	NPC256283
0.932	High Similarity	NPC161277
0.932	High Similarity	NPC241498
0.932	High Similarity	NPC275722
0.932	High Similarity	NPC162313
0.9315	High Similarity	NPC239363
0.9315	High Similarity	NPC45873
0.931	High Similarity	NPC254702
0.931	High Similarity	NPC139364
0.931	High Similarity	NPC203747
0.931	High Similarity	NPC80710
0.931	High Similarity	NPC194653
0.9306	High Similarity	NPC165389
0.9301	High Similarity	NPC142165
0.9296	High Similarity	NPC299154
0.9262	High Similarity	NPC317383
0.9262	High Similarity	NPC472916
0.9257	High Similarity	NPC145379
0.9257	High Similarity	NPC231018
0.9257	High Similarity	NPC274327
0.9257	High Similarity	NPC183878
0.9257	High Similarity	NPC88645
0.9257	High Similarity	NPC255350
0.9257	High Similarity	NPC176775
0.9257	High Similarity	NPC271779
0.9257	High Similarity	NPC160951
0.9257	High Similarity	NPC206238
0.9257	High Similarity	NPC69394
0.9257	High Similarity	NPC167091
0.9257	High Similarity	NPC47781
0.9257	High Similarity	NPC22519
0.9257	High Similarity	NPC292214
0.9252	High Similarity	NPC171010
0.9247	High Similarity	NPC296197
0.9247	High Similarity	NPC259713
0.9247	High Similarity	NPC17286
0.9247	High Similarity	NPC216318
0.9231	High Similarity	NPC287722
0.9231	High Similarity	NPC254659
0.922	High Similarity	NPC4796
0.9209	High Similarity	NPC143649
0.92	High Similarity	NPC210084
0.92	High Similarity	NPC99597
0.92	High Similarity	NPC470402
0.92	High Similarity	NPC78103
0.9195	High Similarity	NPC92659
0.9195	High Similarity	NPC201451
0.9195	High Similarity	NPC227325
0.9195	High Similarity	NPC146165
0.9195	High Similarity	NPC138360
0.9195	High Similarity	NPC280339
0.9195	High Similarity	NPC4455
0.9195	High Similarity	NPC44079
0.9195	High Similarity	NPC26227
0.9195	High Similarity	NPC183597
0.9195	High Similarity	NPC167815
0.9195	High Similarity	NPC196439
0.9195	High Similarity	NPC128863
0.9195	High Similarity	NPC50715
0.9195	High Similarity	NPC208197
0.9195	High Similarity	NPC163780
0.9195	High Similarity	NPC2476
0.9195	High Similarity	NPC201136
0.9189	High Similarity	NPC39732
0.9189	High Similarity	NPC101996
0.9189	High Similarity	NPC60972
0.9189	High Similarity	NPC120537
0.9189	High Similarity	NPC199100
0.9189	High Similarity	NPC180234
0.9184	High Similarity	NPC184136
0.9184	High Similarity	NPC306821
0.9184	High Similarity	NPC248102
0.9184	High Similarity	NPC103509
0.9178	High Similarity	NPC118726
0.9178	High Similarity	NPC12367
0.9172	High Similarity	NPC12377
0.9167	High Similarity	NPC38065
0.9167	High Similarity	NPC242893
0.9161	High Similarity	NPC312256
0.9161	High Similarity	NPC284556
0.9161	High Similarity	NPC301178
0.9145	High Similarity	NPC260640
0.9145	High Similarity	NPC295009
0.9139	High Similarity	NPC472886
0.9139	High Similarity	NPC193842
0.9133	High Similarity	NPC49824
0.9133	High Similarity	NPC235165
0.9133	High Similarity	NPC43243
0.9133	High Similarity	NPC245546
0.9133	High Similarity	NPC247017
0.9133	High Similarity	NPC98661
0.9133	High Similarity	NPC266960
0.9133	High Similarity	NPC255106
0.9128	High Similarity	NPC250822
0.9128	High Similarity	NPC75279
0.9128	High Similarity	NPC472915
0.9128	High Similarity	NPC280937
0.9128	High Similarity	NPC276409
0.9122	High Similarity	NPC225731
0.9122	High Similarity	NPC31363
0.9122	High Similarity	NPC308451
0.9122	High Similarity	NPC256406
0.9122	High Similarity	NPC149614
0.9122	High Similarity	NPC208043
0.9122	High Similarity	NPC226973
0.9122	High Similarity	NPC251110
0.9116	High Similarity	NPC287101
0.9116	High Similarity	NPC223579
0.9116	High Similarity	NPC183950
0.9116	High Similarity	NPC52005
0.9116	High Similarity	NPC137062
0.911	High Similarity	NPC275772
0.911	High Similarity	NPC130230
0.911	High Similarity	NPC239312
0.911	High Similarity	NPC251188
0.911	High Similarity	NPC168803
0.9097	High Similarity	NPC119663
0.9097	High Similarity	NPC471417
0.9091	High Similarity	NPC110419
0.9085	High Similarity	NPC261470
0.9079	High Similarity	NPC476980
0.9079	High Similarity	NPC225624
0.9079	High Similarity	NPC285973
0.9073	High Similarity	NPC474208
0.9073	High Similarity	NPC472911
0.9073	High Similarity	NPC48208
0.9073	High Similarity	NPC75215
0.9073	High Similarity	NPC227192
0.9073	High Similarity	NPC472914

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC143903 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	313
0.1-0.2	908
0.2-0.3	1982
0.3-0.4	2685
0.4-0.5	1701
0.5-0.6	1038
0.6-0.7	391
0.7-0.8	102
0.8-0.85	33
0.85-0.9	7
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9257	High Similarity	NPD2801	Approved
0.8933	High Similarity	NPD1934	Approved
0.8904	High Similarity	NPD1511	Approved
0.8882	High Similarity	NPD3882	Suspended
0.8784	High Similarity	NPD1512	Approved
0.8627	High Similarity	NPD2393	Clinical (unspecified phase)
0.8611	High Similarity	NPD1510	Phase 2
0.85	High Similarity	NPD3818	Discontinued
0.8462	Intermediate Similarity	NPD1240	Approved
0.8462	Intermediate Similarity	NPD943	Approved
0.8452	Intermediate Similarity	NPD3817	Phase 2
0.8403	Intermediate Similarity	NPD230	Phase 1
0.8375	Intermediate Similarity	NPD6166	Phase 2
0.8375	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8375	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8354	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8345	Intermediate Similarity	NPD1607	Approved
0.8333	Intermediate Similarity	NPD7054	Approved
0.8312	Intermediate Similarity	NPD4380	Phase 2
0.8311	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8302	Intermediate Similarity	NPD1247	Approved
0.8282	Intermediate Similarity	NPD7472	Approved
0.8239	Intermediate Similarity	NPD5494	Approved
0.8239	Intermediate Similarity	NPD9494	Approved
0.8231	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.8188	Intermediate Similarity	NPD1549	Phase 2
0.8171	Intermediate Similarity	NPD7074	Phase 3
0.8165	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8137	Intermediate Similarity	NPD6232	Discontinued
0.8121	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD6797	Phase 2
0.8121	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8105	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8098	Intermediate Similarity	NPD7473	Discontinued
0.8079	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8072	Intermediate Similarity	NPD7251	Discontinued
0.8039	Intermediate Similarity	NPD6799	Approved
0.8038	Intermediate Similarity	NPD1465	Phase 2
0.8027	Intermediate Similarity	NPD447	Suspended
0.8024	Intermediate Similarity	NPD7808	Phase 3
0.8	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD5402	Approved
0.795	Intermediate Similarity	NPD919	Approved
0.7933	Intermediate Similarity	NPD2935	Discontinued
0.7933	Intermediate Similarity	NPD2796	Approved
0.7888	Intermediate Similarity	NPD7075	Discontinued
0.7862	Intermediate Similarity	NPD6801	Discontinued
0.7812	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7784	Intermediate Similarity	NPD5844	Phase 1
0.7778	Intermediate Similarity	NPD2800	Approved
0.7771	Intermediate Similarity	NPD920	Approved
0.7762	Intermediate Similarity	NPD9269	Phase 2
0.7756	Intermediate Similarity	NPD2532	Approved
0.7756	Intermediate Similarity	NPD2534	Approved
0.7756	Intermediate Similarity	NPD2533	Approved
0.7756	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7755	Intermediate Similarity	NPD3027	Phase 3
0.7736	Intermediate Similarity	NPD6599	Discontinued
0.7722	Intermediate Similarity	NPD1653	Approved
0.7702	Intermediate Similarity	NPD7819	Suspended
0.7697	Intermediate Similarity	NPD1551	Phase 2
0.7692	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7651	Intermediate Similarity	NPD3926	Phase 2
0.7616	Intermediate Similarity	NPD6651	Approved
0.76	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD1613	Approved
0.7586	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD7411	Suspended
0.7574	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7568	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD5403	Approved
0.7546	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7543	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7532	Intermediate Similarity	NPD5401	Approved
0.7532	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD6959	Discontinued
0.7516	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3750	Approved
0.75	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD9268	Approved
0.7452	Intermediate Similarity	NPD6190	Approved
0.7442	Intermediate Similarity	NPD6559	Discontinued
0.7436	Intermediate Similarity	NPD1243	Approved
0.7405	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD3749	Approved
0.7333	Intermediate Similarity	NPD5353	Approved
0.731	Intermediate Similarity	NPD3751	Discontinued
0.7308	Intermediate Similarity	NPD2344	Approved
0.7305	Intermediate Similarity	NPD6234	Discontinued
0.7294	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD9545	Approved
0.7289	Intermediate Similarity	NPD7768	Phase 2
0.7286	Intermediate Similarity	NPD228	Approved
0.7279	Intermediate Similarity	NPD9717	Approved
0.7278	Intermediate Similarity	NPD4628	Phase 3
0.7273	Intermediate Similarity	NPD9493	Approved
0.7273	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD7286	Phase 2
0.7263	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7248	Intermediate Similarity	NPD1203	Approved
0.7241	Intermediate Similarity	NPD7685	Pre-registration
0.7235	Intermediate Similarity	NPD5242	Approved
0.7215	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7215	Intermediate Similarity	NPD2654	Approved
0.7212	Intermediate Similarity	NPD37	Approved
0.7211	Intermediate Similarity	NPD422	Phase 1
0.7208	Intermediate Similarity	NPD1933	Approved
0.7184	Intermediate Similarity	NPD5953	Discontinued
0.7179	Intermediate Similarity	NPD3748	Approved
0.7176	Intermediate Similarity	NPD5711	Approved
0.7176	Intermediate Similarity	NPD5710	Approved
0.7174	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6385	Approved
0.7152	Intermediate Similarity	NPD6386	Approved
0.7143	Intermediate Similarity	NPD4357	Discontinued
0.7134	Intermediate Similarity	NPD3226	Approved
0.7125	Intermediate Similarity	NPD2309	Approved
0.7124	Intermediate Similarity	NPD411	Approved
0.7124	Intermediate Similarity	NPD2313	Discontinued
0.7118	Intermediate Similarity	NPD7199	Phase 2
0.7103	Intermediate Similarity	NPD5536	Phase 2
0.7097	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD2798	Approved
0.7083	Intermediate Similarity	NPD4967	Phase 2
0.7083	Intermediate Similarity	NPD4966	Approved
0.7083	Intermediate Similarity	NPD4965	Approved
0.7076	Intermediate Similarity	NPD3787	Discontinued
0.707	Intermediate Similarity	NPD2799	Discontinued
0.7055	Intermediate Similarity	NPD1548	Phase 1
0.7039	Intermediate Similarity	NPD3018	Phase 2
0.7037	Intermediate Similarity	NPD7390	Discontinued
0.7035	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.703	Intermediate Similarity	NPD824	Approved
0.7025	Intermediate Similarity	NPD6100	Approved
0.7025	Intermediate Similarity	NPD6099	Approved
0.702	Intermediate Similarity	NPD1470	Approved
0.7011	Intermediate Similarity	NPD7228	Approved
0.7006	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD6844	Discontinued
0.6994	Remote Similarity	NPD2403	Approved
0.6994	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6993	Remote Similarity	NPD6832	Phase 2
0.699	Remote Similarity	NPD2899	Discontinued
0.6989	Remote Similarity	NPD6779	Approved
0.6989	Remote Similarity	NPD6781	Approved
0.6989	Remote Similarity	NPD6776	Approved
0.6989	Remote Similarity	NPD6782	Approved
0.6989	Remote Similarity	NPD6780	Approved
0.6989	Remote Similarity	NPD6777	Approved
0.6989	Remote Similarity	NPD6778	Approved
0.6981	Remote Similarity	NPD2346	Discontinued
0.698	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD1019	Discontinued
0.6957	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD1241	Discontinued
0.6894	Remote Similarity	NPD1652	Phase 2
0.6887	Remote Similarity	NPD2982	Phase 2
0.6887	Remote Similarity	NPD2983	Phase 2
0.6878	Remote Similarity	NPD7435	Discontinued
0.6867	Remote Similarity	NPD1201	Approved
0.6867	Remote Similarity	NPD1610	Phase 2
0.6851	Remote Similarity	NPD8150	Discontinued
0.6851	Remote Similarity	NPD8434	Phase 2
0.6836	Remote Similarity	NPD1729	Discontinued
0.6828	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6826	Remote Similarity	NPD7458	Discontinued
0.6821	Remote Similarity	NPD2981	Phase 2
0.6821	Remote Similarity	NPD1608	Approved
0.6821	Remote Similarity	NPD3972	Approved
0.6795	Remote Similarity	NPD1296	Phase 2
0.6789	Remote Similarity	NPD7698	Approved
0.6789	Remote Similarity	NPD7696	Phase 3
0.6789	Remote Similarity	NPD7697	Approved
0.6788	Remote Similarity	NPD8151	Discontinued
0.6778	Remote Similarity	NPD8312	Approved
0.6778	Remote Similarity	NPD8313	Approved
0.6774	Remote Similarity	NPD4908	Phase 1
0.677	Remote Similarity	NPD7266	Discontinued
0.676	Remote Similarity	NPD6104	Discontinued
0.6754	Remote Similarity	NPD7871	Phase 2
0.6754	Remote Similarity	NPD7870	Phase 2
0.6752	Remote Similarity	NPD6233	Phase 2
0.675	Remote Similarity	NPD4308	Phase 3
0.675	Remote Similarity	NPD7033	Discontinued
0.6737	Remote Similarity	NPD6823	Phase 2
0.6736	Remote Similarity	NPD7701	Phase 2
0.6728	Remote Similarity	NPD2424	Discontinued
0.6726	Remote Similarity	NPD3455	Phase 2
0.6723	Remote Similarity	NPD2163	Approved
0.6722	Remote Similarity	NPD7549	Discontinued
0.672	Remote Similarity	NPD6534	Approved
0.672	Remote Similarity	NPD4360	Phase 2
0.672	Remote Similarity	NPD6535	Approved
0.672	Remote Similarity	NPD4363	Phase 3
0.6713	Remote Similarity	NPD74	Approved
0.6713	Remote Similarity	NPD9266	Approved

Structure

External Identifiers

PubChem CID	56683358
ChEMBL	CHEMBL1802141
ZINC

Physicochemical Properties

Molecular Weight:	208.04
ALogP:	-1.5502
MLogP:	2.01
XLogP:	-0.263
# Rotatable Bonds:	4
Polar Surface Area:	75.99
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	15

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs