NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	282.05
Volume:	256.485
LogP:	1.359
LogD:	2.203
LogS:	-3.562
# Rotatable Bonds:	2
TPSA:	45.06
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.856
Synthetic Accessibility Score:	4.88
Fsp3:	0.417
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.75
MDCK Permeability:	1.0235014087811578e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.733
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.04

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.985
Plasma Protein Binding (PPB):	94.74163818359375%
Volume Distribution (VD):	1.039
Pgp-substrate:	3.1211724281311035%

ADMET: Metabolism

CYP1A2-inhibitor:	0.804
CYP1A2-substrate:	0.798
CYP2C19-inhibitor:	0.698
CYP2C19-substrate:	0.909
CYP2C9-inhibitor:	0.174
CYP2C9-substrate:	0.768
CYP2D6-inhibitor:	0.084
CYP2D6-substrate:	0.741
CYP3A4-inhibitor:	0.315
CYP3A4-substrate:	0.914

ADMET: Excretion

Clearance (CL):	7.56
Half-life (T1/2):	0.178

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.295
Drug-inuced Liver Injury (DILI):	0.978
AMES Toxicity:	0.909
Rat Oral Acute Toxicity:	0.986
Maximum Recommended Daily Dose:	0.91
Skin Sensitization:	0.876
Carcinogencity:	0.617
Eye Corrosion:	0.003
Eye Irritation:	0.025
Respiratory Toxicity:	0.945

Download Data

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

Natural Product: NPC470824

Natural Product ID:	NPC470824
*Common Name:**	Dihydroerucalexin
IUPAC Name:	1-methoxy-2'-methylsulfanylspiro[3H-indole-2,5'-4H-1,3-thiazole]-3-ol
Synonyms:
Standard InCHIKey:	GXHXCHAETADHEX-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H14N2O2S2/c1-16-14-9-6-4-3-5-8(9)10(15)12(14)7-13-11(17-2)18-12/h3-6,10,15H,7H2,1-2H3
SMILES:	CON1C2=CC=CC=C2C(C13CN=C(S3)SC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2253037
PubChem CID:	76322834
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000211] Indoles and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO4482	Leptosphaeria maculans	Species	Leptosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18701303]
NPO4482	Leptosphaeria maculans	Species	Leptosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22672981]
NPO4482	Leptosphaeria maculans	Species	Leptosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4482	Leptosphaeria maculans	Species	Leptosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	7.0	%	PMID[533883]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	13.0	%	PMID[533883]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	23.0	%	PMID[533883]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC470824 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	206
0.1-0.2	2665
0.2-0.3	13035
0.3-0.4	15431
0.4-0.5	8500
0.5-0.6	2713
0.6-0.7	143
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.7468	Intermediate Similarity	NPC470822
0.7219	Intermediate Similarity	NPC184437
0.7067	Intermediate Similarity	NPC226662
0.6954	Remote Similarity	NPC187231
0.6845	Remote Similarity	NPC476231
0.6836	Remote Similarity	NPC302235
0.6759	Remote Similarity	NPC147957
0.6753	Remote Similarity	NPC476687
0.6753	Remote Similarity	NPC476689
0.6753	Remote Similarity	NPC476685
0.6746	Remote Similarity	NPC85651
0.6708	Remote Similarity	NPC472103
0.6706	Remote Similarity	NPC476118
0.6706	Remote Similarity	NPC328270
0.6688	Remote Similarity	NPC159589
0.6626	Remote Similarity	NPC472100
0.6625	Remote Similarity	NPC470301
0.6601	Remote Similarity	NPC476950
0.6579	Remote Similarity	NPC325013
0.6575	Remote Similarity	NPC101139
0.6558	Remote Similarity	NPC197680
0.6558	Remote Similarity	NPC259098
0.6556	Remote Similarity	NPC283130
0.6556	Remote Similarity	NPC328683
0.6547	Remote Similarity	NPC178681
0.6543	Remote Similarity	NPC471680
0.6532	Remote Similarity	NPC472115
0.6532	Remote Similarity	NPC472114
0.6529	Remote Similarity	NPC471122
0.6512	Remote Similarity	NPC313757
0.6491	Remote Similarity	NPC143457
0.6488	Remote Similarity	NPC471132
0.648	Remote Similarity	NPC166169
0.6479	Remote Similarity	NPC37584
0.6446	Remote Similarity	NPC300596
0.6446	Remote Similarity	NPC237649
0.6429	Remote Similarity	NPC250476
0.642	Remote Similarity	NPC158129
0.6403	Remote Similarity	NPC214200
0.6403	Remote Similarity	NPC228400
0.64	Remote Similarity	NPC24990
0.6395	Remote Similarity	NPC470550
0.6386	Remote Similarity	NPC254798
0.6379	Remote Similarity	NPC471124
0.6364	Remote Similarity	NPC477556
0.6364	Remote Similarity	NPC83790
0.6364	Remote Similarity	NPC128237
0.6354	Remote Similarity	NPC314394
0.6319	Remote Similarity	NPC43477
0.6316	Remote Similarity	NPC141353
0.6316	Remote Similarity	NPC86966
0.6313	Remote Similarity	NPC129624
0.631	Remote Similarity	NPC318086
0.6298	Remote Similarity	NPC249662
0.6292	Remote Similarity	NPC34508
0.6286	Remote Similarity	NPC70172
0.6284	Remote Similarity	NPC245741
0.6279	Remote Similarity	NPC469428
0.6268	Remote Similarity	NPC226778
0.6268	Remote Similarity	NPC304761
0.6268	Remote Similarity	NPC150254
0.6268	Remote Similarity	NPC147000
0.6258	Remote Similarity	NPC243162
0.625	Remote Similarity	NPC253476
0.625	Remote Similarity	NPC112823
0.6241	Remote Similarity	NPC327226
0.6235	Remote Similarity	NPC153769
0.6235	Remote Similarity	NPC166667
0.623	Remote Similarity	NPC163055
0.623	Remote Similarity	NPC48938
0.6229	Remote Similarity	NPC102423
0.6209	Remote Similarity	NPC39822
0.6207	Remote Similarity	NPC474058
0.6205	Remote Similarity	NPC311330
0.619	Remote Similarity	NPC212799
0.619	Remote Similarity	NPC161292
0.6188	Remote Similarity	NPC161242
0.6185	Remote Similarity	NPC211525
0.6185	Remote Similarity	NPC153694
0.6176	Remote Similarity	NPC475763
0.6171	Remote Similarity	NPC472117
0.6171	Remote Similarity	NPC230942
0.6171	Remote Similarity	NPC315498
0.6167	Remote Similarity	NPC13367
0.6164	Remote Similarity	NPC231382
0.6154	Remote Similarity	NPC270009
0.6144	Remote Similarity	NPC326232
0.6143	Remote Similarity	NPC164514
0.6143	Remote Similarity	NPC290515
0.6143	Remote Similarity	NPC226096
0.6143	Remote Similarity	NPC303611
0.6143	Remote Similarity	NPC108606
0.6139	Remote Similarity	NPC101372
0.6135	Remote Similarity	NPC287358
0.6133	Remote Similarity	NPC134586
0.6131	Remote Similarity	NPC285731
0.6131	Remote Similarity	NPC264589
0.6129	Remote Similarity	NPC282092
0.6127	Remote Similarity	NPC29285
0.612	Remote Similarity	NPC168486
0.612	Remote Similarity	NPC222592
0.6114	Remote Similarity	NPC131718
0.6114	Remote Similarity	NPC27904
0.6111	Remote Similarity	NPC313791
0.6111	Remote Similarity	NPC470491
0.6099	Remote Similarity	NPC293472
0.6099	Remote Similarity	NPC326575
0.6099	Remote Similarity	NPC248454
0.6099	Remote Similarity	NPC475534
0.6099	Remote Similarity	NPC476080
0.6099	Remote Similarity	NPC211997
0.6089	Remote Similarity	NPC476103
0.6087	Remote Similarity	NPC192270
0.6087	Remote Similarity	NPC208757
0.608	Remote Similarity	NPC286871
0.608	Remote Similarity	NPC133470
0.608	Remote Similarity	NPC289776
0.608	Remote Similarity	NPC191863
0.6077	Remote Similarity	NPC475594
0.6077	Remote Similarity	NPC470548
0.6067	Remote Similarity	NPC205652
0.6066	Remote Similarity	NPC133261
0.6066	Remote Similarity	NPC472443
0.6062	Remote Similarity	NPC314098
0.6061	Remote Similarity	NPC315051
0.6057	Remote Similarity	NPC243673
0.6057	Remote Similarity	NPC97380
0.6057	Remote Similarity	NPC310403
0.6057	Remote Similarity	NPC263709
0.6057	Remote Similarity	NPC63210
0.6057	Remote Similarity	NPC148468
0.6054	Remote Similarity	NPC65855
0.6054	Remote Similarity	NPC477159
0.6054	Remote Similarity	NPC292758
0.6049	Remote Similarity	NPC475609
0.6044	Remote Similarity	NPC150048
0.6044	Remote Similarity	NPC203754
0.6044	Remote Similarity	NPC476441
0.6044	Remote Similarity	NPC475607
0.6043	Remote Similarity	NPC215351
0.6043	Remote Similarity	NPC20142
0.6042	Remote Similarity	NPC469974
0.6041	Remote Similarity	NPC14339
0.6038	Remote Similarity	NPC469666
0.6036	Remote Similarity	NPC146370
0.6034	Remote Similarity	NPC33507
0.6033	Remote Similarity	NPC25316
0.6033	Remote Similarity	NPC263485
0.6033	Remote Similarity	NPC229160
0.6033	Remote Similarity	NPC475685
0.6029	Remote Similarity	NPC79386
0.6025	Remote Similarity	NPC313466
0.6024	Remote Similarity	NPC22082
0.6024	Remote Similarity	NPC186284
0.6024	Remote Similarity	NPC468984
0.6023	Remote Similarity	NPC472102
0.6023	Remote Similarity	NPC68650
0.6023	Remote Similarity	NPC288445
0.6023	Remote Similarity	NPC309531
0.6011	Remote Similarity	NPC470069
0.6011	Remote Similarity	NPC52059
0.6011	Remote Similarity	NPC471130
0.6011	Remote Similarity	NPC474081
0.6	Remote Similarity	NPC296163
0.6	Remote Similarity	NPC211551
0.6	Remote Similarity	NPC13470
0.6	Remote Similarity	NPC324702
0.5989	Remote Similarity	NPC472121
0.5989	Remote Similarity	NPC472101
0.5989	Remote Similarity	NPC472120
0.5989	Remote Similarity	NPC88970
0.5989	Remote Similarity	NPC176983
0.5989	Remote Similarity	NPC49051
0.5985	Remote Similarity	NPC78154
0.5978	Remote Similarity	NPC278887
0.5978	Remote Similarity	NPC321211
0.5978	Remote Similarity	NPC475330
0.5978	Remote Similarity	NPC475761
0.5978	Remote Similarity	NPC182131
0.5977	Remote Similarity	NPC470507
0.5976	Remote Similarity	NPC472242
0.5971	Remote Similarity	NPC476483
0.5968	Remote Similarity	NPC471785
0.5968	Remote Similarity	NPC472444
0.5967	Remote Similarity	NPC85482
0.5964	Remote Similarity	NPC472243
0.5959	Remote Similarity	NPC470787
0.5959	Remote Similarity	NPC472540
0.5959	Remote Similarity	NPC472539
0.5956	Remote Similarity	NPC472122
0.5956	Remote Similarity	NPC24594
0.5955	Remote Similarity	NPC311276
0.5955	Remote Similarity	NPC189116
0.5954	Remote Similarity	NPC219383
0.5949	Remote Similarity	NPC474479
0.5948	Remote Similarity	NPC192209
0.5946	Remote Similarity	NPC174652
0.5944	Remote Similarity	NPC44161
0.5943	Remote Similarity	NPC477156
0.5943	Remote Similarity	NPC315257

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470824 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	142
0.1-0.2	587
0.2-0.3	1039
0.3-0.4	1138
0.4-0.5	4023
0.5-0.6	2060
0.6-0.7	155
0.7-0.8	6
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7134	Intermediate Similarity	NPD4514	Approved
0.7086	Intermediate Similarity	NPD864	Approved
0.7086	Intermediate Similarity	NPD865	Approved
0.7039	Intermediate Similarity	NPD1595	Approved
0.7039	Intermediate Similarity	NPD1594	Phase 3
0.6913	Remote Similarity	NPD9587	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD3720	Discontinued
0.6908	Remote Similarity	NPD4274	Approved
0.6908	Remote Similarity	NPD4275	Approved
0.6875	Remote Similarity	NPD5595	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD5663	Discontinued
0.681	Remote Similarity	NPD1405	Approved
0.6792	Remote Similarity	NPD1908	Phase 2
0.6708	Remote Similarity	NPD6506	Clinical (unspecified phase)
0.6706	Remote Similarity	NPD5138	Approved
0.6706	Remote Similarity	NPD5140	Approved
0.6688	Remote Similarity	NPD471	Approved
0.6685	Remote Similarity	NPD5596	Phase 2
0.6648	Remote Similarity	NPD3449	Discontinued
0.6628	Remote Similarity	NPD3587	Clinical (unspecified phase)
0.6622	Remote Similarity	NPD2212	Approved
0.6622	Remote Similarity	NPD2210	Approved
0.6609	Remote Similarity	NPD4150	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD4120	Approved
0.6587	Remote Similarity	NPD4121	Phase 3
0.6558	Remote Similarity	NPD995	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD519	Approved
0.6556	Remote Similarity	NPD478	Approved
0.6554	Remote Similarity	NPD1379	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD5742	Approved
0.6548	Remote Similarity	NPD5743	Approved
0.6548	Remote Similarity	NPD5741	Approved
0.6545	Remote Similarity	NPD5881	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD1592	Phase 3
0.6541	Remote Similarity	NPD4410	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD3864	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD4411	Phase 1
0.6519	Remote Similarity	NPD2791	Discontinued
0.6509	Remote Similarity	NPD6396	Clinical (unspecified phase)
0.6509	Remote Similarity	NPD6395	Phase 2
0.648	Remote Similarity	NPD6879	Phase 2
0.648	Remote Similarity	NPD6878	Phase 2
0.6475	Remote Similarity	NPD854	Approved
0.6475	Remote Similarity	NPD855	Approved
0.6471	Remote Similarity	NPD4670	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD6320	Approved
0.6471	Remote Similarity	NPD4671	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD4669	Clinical (unspecified phase)
0.645	Remote Similarity	NPD1397	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD4430	Phase 2
0.6432	Remote Similarity	NPD5077	Approved
0.6432	Remote Similarity	NPD5076	Approved
0.642	Remote Similarity	NPD2093	Discontinued
0.642	Remote Similarity	NPD3883	Clinical (unspecified phase)
0.6419	Remote Similarity	NPD6069	Approved
0.6419	Remote Similarity	NPD6070	Approved
0.6402	Remote Similarity	NPD2387	Approved
0.6386	Remote Similarity	NPD5570	Discontinued
0.6379	Remote Similarity	NPD3363	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD1111	Phase 3
0.6364	Remote Similarity	NPD1112	Phase 3
0.6358	Remote Similarity	NPD3487	Phase 1
0.6351	Remote Similarity	NPD2622	Approved
0.6347	Remote Similarity	NPD4644	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD6301	Phase 2
0.634	Remote Similarity	NPD4273	Approved
0.634	Remote Similarity	NPD522	Approved
0.6337	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD6283	Phase 2
0.6333	Remote Similarity	NPD5657	Phase 3
0.6331	Remote Similarity	NPD2882	Phase 1
0.6316	Remote Similarity	NPD2326	Approved
0.6301	Remote Similarity	NPD6524	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD6694	Clinical (unspecified phase)
0.6268	Remote Similarity	NPD309	Approved
0.6268	Remote Similarity	NPD310	Approved
0.6268	Remote Similarity	NPD314	Approved
0.6268	Remote Similarity	NPD311	Approved
0.6268	Remote Similarity	NPD10	Approved
0.6268	Remote Similarity	NPD315	Approved
0.6258	Remote Similarity	NPD3068	Approved
0.6258	Remote Similarity	NPD3605	Approved
0.6257	Remote Similarity	NPD6316	Clinical (unspecified phase)
0.6257	Remote Similarity	NPD6659	Phase 2
0.625	Remote Similarity	NPD4432	Discontinued
0.625	Remote Similarity	NPD1965	Approved
0.625	Remote Similarity	NPD3082	Discontinued
0.625	Remote Similarity	NPD6557	Phase 2
0.625	Remote Similarity	NPD7133	Discontinued
0.6235	Remote Similarity	NPD9715	Phase 2
0.6221	Remote Similarity	NPD2468	Approved
0.6221	Remote Similarity	NPD2469	Approved
0.6205	Remote Similarity	NPD3525	Discontinued
0.619	Remote Similarity	NPD6378	Approved
0.6185	Remote Similarity	NPD7735	Clinical (unspecified phase)
0.6183	Remote Similarity	NPD2383	Phase 1
0.6183	Remote Similarity	NPD6891	Phase 2
0.6183	Remote Similarity	NPD8103	Clinical (unspecified phase)
0.6182	Remote Similarity	NPD4168	Approved
0.6182	Remote Similarity	NPD2578	Phase 3
0.6176	Remote Similarity	NPD3329	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD2328	Phase 2
0.6175	Remote Similarity	NPD7149	Clinical (unspecified phase)
0.6174	Remote Similarity	NPD2543	Discontinued
0.6171	Remote Similarity	NPD19	Approved
0.6171	Remote Similarity	NPD1742	Approved
0.6171	Remote Similarity	NPD1743	Approved
0.6167	Remote Similarity	NPD5153	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD6492	Phase 2
0.6164	Remote Similarity	NPD1108	Approved
0.6164	Remote Similarity	NPD1107	Approved
0.6149	Remote Similarity	NPD4485	Approved
0.6149	Remote Similarity	NPD1762	Approved
0.6149	Remote Similarity	NPD1764	Approved
0.6144	Remote Similarity	NPD2340	Discontinued
0.6143	Remote Similarity	NPD9609	Approved
0.6143	Remote Similarity	NPD9611	Approved
0.6143	Remote Similarity	NPD9612	Approved
0.614	Remote Similarity	NPD1633	Approved
0.614	Remote Similarity	NPD2188	Approved
0.614	Remote Similarity	NPD950	Clinical (unspecified phase)
0.6139	Remote Similarity	NPD767	Phase 1
0.6138	Remote Similarity	NPD3479	Discontinued
0.6135	Remote Similarity	NPD827	Approved
0.6131	Remote Similarity	NPD3141	Discontinued
0.6129	Remote Similarity	NPD3622	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD3623	Clinical (unspecified phase)
0.6127	Remote Similarity	NPD6913	Approved
0.6121	Remote Similarity	NPD3069	Approved
0.6111	Remote Similarity	NPD5078	Clinical (unspecified phase)
0.6107	Remote Similarity	NPD3148	Approved
0.6107	Remote Similarity	NPD3149	Approved
0.6107	Remote Similarity	NPD3150	Approved
0.6107	Remote Similarity	NPD2659	Approved
0.6107	Remote Similarity	NPD2658	Approved
0.6107	Remote Similarity	NPD3147	Approved
0.6105	Remote Similarity	NPD1634	Approved
0.6102	Remote Similarity	NPD4796	Discontinued
0.6096	Remote Similarity	NPD2678	Approved
0.6096	Remote Similarity	NPD2679	Approved
0.6095	Remote Similarity	NPD3988	Approved
0.6095	Remote Similarity	NPD3987	Approved
0.6087	Remote Similarity	NPD2112	Phase 2
0.6082	Remote Similarity	NPD3277	Phase 3
0.6075	Remote Similarity	NPD6227	Discontinued
0.6074	Remote Similarity	NPD6102	Clinical (unspecified phase)
0.6073	Remote Similarity	NPD3396	Approved
0.6073	Remote Similarity	NPD3395	Approved
0.6071	Remote Similarity	NPD6017	Discontinued
0.6067	Remote Similarity	NPD5631	Phase 3
0.6057	Remote Similarity	NPD704	Clinical (unspecified phase)
0.6057	Remote Similarity	NPD1554	Clinical (unspecified phase)
0.6056	Remote Similarity	NPD3824	Phase 1
0.6053	Remote Similarity	NPD9247	Phase 3
0.6053	Remote Similarity	NPD313	Approved
0.6053	Remote Similarity	NPD2638	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD1106	Discontinued
0.6048	Remote Similarity	NPD1625	Approved
0.6047	Remote Similarity	NPD6158	Phase 2
0.6047	Remote Similarity	NPD6476	Clinical (unspecified phase)
0.6044	Remote Similarity	NPD2381	Approved
0.6044	Remote Similarity	NPD2380	Approved
0.6044	Remote Similarity	NPD2382	Approved
0.6042	Remote Similarity	NPD489	Approved
0.6042	Remote Similarity	NPD3127	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD488	Approved
0.6039	Remote Similarity	NPD5723	Approved
0.6038	Remote Similarity	NPD973	Discontinued
0.6036	Remote Similarity	NPD6609	Clinical (unspecified phase)
0.6036	Remote Similarity	NPD5414	Phase 2
0.6034	Remote Similarity	NPD3983	Phase 3
0.6034	Remote Similarity	NPD3984	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD7105	Phase 1
0.6033	Remote Similarity	NPD1478	Clinical (unspecified phase)
0.6033	Remote Similarity	NPD6833	Clinical (unspecified phase)
0.6026	Remote Similarity	NPD964	Approved
0.6025	Remote Similarity	NPD5299	Approved
0.6025	Remote Similarity	NPD2322	Discovery
0.6024	Remote Similarity	NPD2087	Approved
0.6024	Remote Similarity	NPD2088	Approved
0.6024	Remote Similarity	NPD1953	Discontinued
0.6024	Remote Similarity	NPD2022	Approved
0.6023	Remote Similarity	NPD3560	Approved
0.6023	Remote Similarity	NPD3556	Approved
0.6023	Remote Similarity	NPD3558	Approved
0.6023	Remote Similarity	NPD3559	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD3557	Approved
0.6023	Remote Similarity	NPD1204	Discontinued
0.6022	Remote Similarity	NPD6607	Clinical (unspecified phase)
0.6014	Remote Similarity	NPD9376	Approved
0.6014	Remote Similarity	NPD1419	Approved
0.6014	Remote Similarity	NPD1417	Approved
0.6012	Remote Similarity	NPD679	Approved
0.6	Remote Similarity	NPD3784	Discontinued
0.6	Remote Similarity	NPD5542	Phase 2
0.6	Remote Similarity	NPD6885	Approved
0.6	Remote Similarity	NPD2013	Approved
0.6	Remote Similarity	NPD2014	Approved
0.6	Remote Similarity	NPD5352	Clinical (unspecified phase)
0.6	Remote Similarity	NPD3582	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data