NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	376.22
Volume:	390.884
LogP:	2.711
LogD:	3.054
LogS:	-3.919
# Rotatable Bonds:	2
TPSA:	61.83
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.519
Synthetic Accessibility Score:	6.276
Fsp3:	0.818
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	2
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.758
MDCK Permeability:	6.725461571477354e-05
Pgp-inhibitor:	0.172
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.025

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.285
Plasma Protein Binding (PPB):	82.65445709228516%
Volume Distribution (VD):	0.81
Pgp-substrate:	16.740154266357422%

ADMET: Metabolism

CYP1A2-inhibitor:	0.036
CYP1A2-substrate:	0.139
CYP2C19-inhibitor:	0.027
CYP2C19-substrate:	0.815
CYP2C9-inhibitor:	0.106
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.257
CYP3A4-inhibitor:	0.42
CYP3A4-substrate:	0.497

ADMET: Excretion

Clearance (CL):	9.339
Half-life (T1/2):	0.561

ADMET: Toxicity

hERG Blockers:	0.345
Human Hepatotoxicity (H-HT):	0.927
Drug-inuced Liver Injury (DILI):	0.859
AMES Toxicity:	0.123
Rat Oral Acute Toxicity:	0.381
Maximum Recommended Daily Dose:	0.74
Skin Sensitization:	0.28
Carcinogencity:	0.101
Eye Corrosion:	0.005
Eye Irritation:	0.012
Respiratory Toxicity:	0.952

Download Data

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

Natural Product: NPC476722

Natural Product ID:	NPC476722
*Common Name:**	[(2S,3R,4R,5R,8R,11S)-5,8,11-trimethyl-15-methylidene-14-oxo-10,18-dioxatetracyclo[9.7.0.02,7.03,17]octadecan-4-yl] acetate
IUPAC Name:	[(2S,3R,4R,5R,8R,11S)-5,8,11-trimethyl-15-methylidene-14-oxo-10,18-dioxatetracyclo[9.7.0.02,7.03,17]octadecan-4-yl] acetate
Synonyms:	Asbestinin-10
Standard InCHIKey:	RPKHAXXJGNCVSE-XRBZTKGDSA-N
Standard InCHI:	InChI=1S/C22H32O5/c1-11-9-17-19-18-15(8-12(2)20(19)26-14(4)23)13(3)10-25-22(5,21(18)27-17)7-6-16(11)24/h12-13,15,17-21H,1,6-10H2,2-5H3/t12-,13+,15?,17?,18+,19+,20-,21?,22+/m1/s1
SMILES:	C[C@@H]1CC2[C@H](CO[C@]3(CCC(=O)C(=C)CC4[C@H]([C@@H]1OC(=O)C)[C@H]2C3O4)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44566450
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001729] Oxepanes

*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
NPO33599	Briareum polyanthes	Species	Briareidae	Eukaryota	n.a.	coral reef off Cabo Rojo, Puerto Rico, at a depth of 10-15 m	2000-OCT	PMID[17190449]

☑ 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
IC50	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	9	ug/ml	PMID[17190449]
NPT164	Organism	Human herpesvirus 4	Human herpesvirus 4	IC50	=	0.25	ug/ml	PMID[17190449]

☑ 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 NPC476722 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	257
0.1-0.2	1976
0.2-0.3	6595
0.3-0.4	13080
0.4-0.5	9399
0.5-0.6	7671
0.6-0.7	3434
0.7-0.8	264
0.8-0.85	10
0.85-0.9	5
0.9-0.95	4
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.977	High Similarity	NPC165180
0.9239	High Similarity	NPC111348
0.8913	High Similarity	NPC476716
0.8444	Intermediate Similarity	NPC476725
0.8427	Intermediate Similarity	NPC476721
0.8404	Intermediate Similarity	NPC477615
0.8222	Intermediate Similarity	NPC127917
0.8172	Intermediate Similarity	NPC92370
0.8172	Intermediate Similarity	NPC476724
0.8172	Intermediate Similarity	NPC476723
0.8152	Intermediate Similarity	NPC214315
0.8125	Intermediate Similarity	NPC66581
0.8085	Intermediate Similarity	NPC291875
0.8061	Intermediate Similarity	NPC474921
0.8043	Intermediate Similarity	NPC476715
0.8	Intermediate Similarity	NPC475776
0.7959	Intermediate Similarity	NPC8803
0.7957	Intermediate Similarity	NPC476717
0.7957	Intermediate Similarity	NPC475684
0.7938	Intermediate Similarity	NPC474841
0.7938	Intermediate Similarity	NPC471446
0.7938	Intermediate Similarity	NPC473434
0.7917	Intermediate Similarity	NPC312805
0.7889	Intermediate Similarity	NPC474981
0.7872	Intermediate Similarity	NPC44538
0.7872	Intermediate Similarity	NPC175293
0.7857	Intermediate Similarity	NPC56369
0.7826	Intermediate Similarity	NPC257358
0.7826	Intermediate Similarity	NPC239308
0.7826	Intermediate Similarity	NPC474472
0.7822	Intermediate Similarity	NPC252614
0.7812	Intermediate Similarity	NPC312471
0.7812	Intermediate Similarity	NPC471378
0.78	Intermediate Similarity	NPC98837
0.78	Intermediate Similarity	NPC28864
0.78	Intermediate Similarity	NPC162459
0.78	Intermediate Similarity	NPC20479
0.78	Intermediate Similarity	NPC38471
0.78	Intermediate Similarity	NPC38296
0.7789	Intermediate Similarity	NPC470260
0.7789	Intermediate Similarity	NPC75443
0.7778	Intermediate Similarity	NPC200054
0.7778	Intermediate Similarity	NPC256227
0.7778	Intermediate Similarity	NPC29410
0.7778	Intermediate Similarity	NPC473964
0.7767	Intermediate Similarity	NPC301787
0.7736	Intermediate Similarity	NPC253906
0.7732	Intermediate Similarity	NPC122057
0.7732	Intermediate Similarity	NPC470230
0.7723	Intermediate Similarity	NPC293866
0.7714	Intermediate Similarity	NPC273155
0.7708	Intermediate Similarity	NPC161560
0.7701	Intermediate Similarity	NPC476718
0.77	Intermediate Similarity	NPC473963
0.7692	Intermediate Similarity	NPC138908
0.7692	Intermediate Similarity	NPC200957
0.7692	Intermediate Similarity	NPC222833
0.7677	Intermediate Similarity	NPC157686
0.7677	Intermediate Similarity	NPC90014
0.7677	Intermediate Similarity	NPC98639
0.7677	Intermediate Similarity	NPC475900
0.7677	Intermediate Similarity	NPC259042
0.767	Intermediate Similarity	NPC87927
0.767	Intermediate Similarity	NPC277074
0.767	Intermediate Similarity	NPC122811
0.767	Intermediate Similarity	NPC61442
0.767	Intermediate Similarity	NPC209298
0.7667	Intermediate Similarity	NPC264610
0.766	Intermediate Similarity	NPC196911
0.766	Intermediate Similarity	NPC471379
0.7653	Intermediate Similarity	NPC147272
0.7647	Intermediate Similarity	NPC46848
0.7647	Intermediate Similarity	NPC289148
0.7647	Intermediate Similarity	NPC52899
0.7647	Intermediate Similarity	NPC163963
0.7647	Intermediate Similarity	NPC475958
0.7634	Intermediate Similarity	NPC5958
0.7624	Intermediate Similarity	NPC476806
0.7624	Intermediate Similarity	NPC474793
0.7624	Intermediate Similarity	NPC89099
0.7624	Intermediate Similarity	NPC476807
0.7624	Intermediate Similarity	NPC471038
0.7624	Intermediate Similarity	NPC17183
0.7619	Intermediate Similarity	NPC166993
0.7609	Intermediate Similarity	NPC118116
0.76	Intermediate Similarity	NPC148872
0.76	Intermediate Similarity	NPC284518
0.76	Intermediate Similarity	NPC93245
0.7593	Intermediate Similarity	NPC234042
0.7593	Intermediate Similarity	NPC474516
0.7593	Intermediate Similarity	NPC152117
0.7579	Intermediate Similarity	NPC471042
0.7579	Intermediate Similarity	NPC476015
0.7579	Intermediate Similarity	NPC474949
0.7579	Intermediate Similarity	NPC475019
0.7579	Intermediate Similarity	NPC474762
0.7576	Intermediate Similarity	NPC469596
0.7576	Intermediate Similarity	NPC225474
0.7576	Intermediate Similarity	NPC148000
0.7573	Intermediate Similarity	NPC88203
0.7573	Intermediate Similarity	NPC304832
0.7573	Intermediate Similarity	NPC148628
0.7573	Intermediate Similarity	NPC275990
0.7573	Intermediate Similarity	NPC76866
0.7573	Intermediate Similarity	NPC246736
0.7573	Intermediate Similarity	NPC214946
0.7573	Intermediate Similarity	NPC286519
0.7553	Intermediate Similarity	NPC219011
0.7553	Intermediate Similarity	NPC470011
0.7551	Intermediate Similarity	NPC476934
0.7551	Intermediate Similarity	NPC91251
0.7549	Intermediate Similarity	NPC287676
0.7547	Intermediate Similarity	NPC231278
0.7547	Intermediate Similarity	NPC112895
0.7547	Intermediate Similarity	NPC218123
0.7547	Intermediate Similarity	NPC37628
0.7547	Intermediate Similarity	NPC255082
0.7528	Intermediate Similarity	NPC471491
0.7526	Intermediate Similarity	NPC471043
0.7526	Intermediate Similarity	NPC474951
0.7525	Intermediate Similarity	NPC96839
0.7525	Intermediate Similarity	NPC10864
0.7524	Intermediate Similarity	NPC470975
0.7524	Intermediate Similarity	NPC103088
0.7524	Intermediate Similarity	NPC470979
0.7524	Intermediate Similarity	NPC102352
0.7523	Intermediate Similarity	NPC472757
0.75	Intermediate Similarity	NPC470229
0.75	Intermediate Similarity	NPC157476
0.75	Intermediate Similarity	NPC5130
0.75	Intermediate Similarity	NPC99510
0.75	Intermediate Similarity	NPC254202
0.7477	Intermediate Similarity	NPC273433
0.7477	Intermediate Similarity	NPC471934
0.7477	Intermediate Similarity	NPC274827
0.7477	Intermediate Similarity	NPC469370
0.7476	Intermediate Similarity	NPC98225
0.7476	Intermediate Similarity	NPC236585
0.7476	Intermediate Similarity	NPC308824
0.7475	Intermediate Similarity	NPC294263
0.7474	Intermediate Similarity	NPC329749
0.7455	Intermediate Similarity	NPC472400
0.7455	Intermediate Similarity	NPC90472
0.7455	Intermediate Similarity	NPC473798
0.7453	Intermediate Similarity	NPC3316
0.7453	Intermediate Similarity	NPC144854
0.7453	Intermediate Similarity	NPC180744
0.7453	Intermediate Similarity	NPC78966
0.7453	Intermediate Similarity	NPC284732
0.7451	Intermediate Similarity	NPC78427
0.7451	Intermediate Similarity	NPC471932
0.7451	Intermediate Similarity	NPC16911
0.7449	Intermediate Similarity	NPC153853
0.7449	Intermediate Similarity	NPC475748
0.7447	Intermediate Similarity	NPC194637
0.7431	Intermediate Similarity	NPC269530
0.7431	Intermediate Similarity	NPC474927
0.7429	Intermediate Similarity	NPC65523
0.7429	Intermediate Similarity	NPC98603
0.7429	Intermediate Similarity	NPC96268
0.7429	Intermediate Similarity	NPC477127
0.7429	Intermediate Similarity	NPC469629
0.7426	Intermediate Similarity	NPC476009
0.7426	Intermediate Similarity	NPC219353
0.7426	Intermediate Similarity	NPC228766
0.7426	Intermediate Similarity	NPC165528
0.7426	Intermediate Similarity	NPC118159
0.7426	Intermediate Similarity	NPC329910
0.7423	Intermediate Similarity	NPC309656
0.7423	Intermediate Similarity	NPC58219
0.7423	Intermediate Similarity	NPC177629
0.7419	Intermediate Similarity	NPC77003
0.7419	Intermediate Similarity	NPC475951
0.7407	Intermediate Similarity	NPC474786
0.7407	Intermediate Similarity	NPC100908
0.7407	Intermediate Similarity	NPC471093
0.7407	Intermediate Similarity	NPC320383
0.7407	Intermediate Similarity	NPC137104
0.7404	Intermediate Similarity	NPC164551
0.74	Intermediate Similarity	NPC475118
0.74	Intermediate Similarity	NPC24861
0.7396	Intermediate Similarity	NPC322922
0.7396	Intermediate Similarity	NPC321812
0.7387	Intermediate Similarity	NPC251236
0.7387	Intermediate Similarity	NPC40632
0.7387	Intermediate Similarity	NPC234858
0.7387	Intermediate Similarity	NPC96312
0.7387	Intermediate Similarity	NPC471127
0.7387	Intermediate Similarity	NPC328374
0.7387	Intermediate Similarity	NPC154363
0.7383	Intermediate Similarity	NPC469984
0.7383	Intermediate Similarity	NPC277017
0.7383	Intermediate Similarity	NPC63841
0.7383	Intermediate Similarity	NPC153587
0.7383	Intermediate Similarity	NPC154608
0.7383	Intermediate Similarity	NPC192813
0.7383	Intermediate Similarity	NPC473410
0.7383	Intermediate Similarity	NPC471094
0.7379	Intermediate Similarity	NPC47024
0.7379	Intermediate Similarity	NPC470388

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 NPC476722 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	252
0.1-0.2	2627
0.2-0.3	3924
0.3-0.4	1590
0.4-0.5	433
0.5-0.6	236
0.6-0.7	88
0.7-0.8	0
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
0.7358	Intermediate Similarity	NPD6008	Approved
0.6939	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6814	Remote Similarity	NPD8297	Approved
0.6757	Remote Similarity	NPD6881	Approved
0.6757	Remote Similarity	NPD6899	Approved
0.6754	Remote Similarity	NPD4632	Approved
0.675	Remote Similarity	NPD7492	Approved
0.6731	Remote Similarity	NPD7900	Approved
0.6731	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD6402	Approved
0.6727	Remote Similarity	NPD7128	Approved
0.6727	Remote Similarity	NPD5739	Approved
0.6727	Remote Similarity	NPD6675	Approved
0.6726	Remote Similarity	NPD6649	Approved
0.6726	Remote Similarity	NPD6650	Approved
0.6701	Remote Similarity	NPD1779	Approved
0.6701	Remote Similarity	NPD1780	Approved
0.6699	Remote Similarity	NPD8034	Phase 2
0.6699	Remote Similarity	NPD8035	Phase 2
0.6696	Remote Similarity	NPD6372	Approved
0.6696	Remote Similarity	NPD6373	Approved
0.6695	Remote Similarity	NPD6319	Approved
0.6695	Remote Similarity	NPD6054	Approved
0.6694	Remote Similarity	NPD6616	Approved
0.6667	Remote Similarity	NPD5697	Approved
0.6667	Remote Similarity	NPD1695	Approved
0.6667	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD7078	Approved
0.6637	Remote Similarity	NPD7102	Approved
0.6637	Remote Similarity	NPD7290	Approved
0.6637	Remote Similarity	NPD6883	Approved
0.6635	Remote Similarity	NPD6399	Phase 3
0.6634	Remote Similarity	NPD3573	Approved
0.6607	Remote Similarity	NPD7320	Approved
0.6585	Remote Similarity	NPD7736	Approved
0.6583	Remote Similarity	NPD6370	Approved
0.6581	Remote Similarity	NPD6009	Approved
0.6579	Remote Similarity	NPD8130	Phase 1
0.6579	Remote Similarity	NPD6847	Approved
0.6579	Remote Similarity	NPD6869	Approved
0.6579	Remote Similarity	NPD6617	Approved
0.6555	Remote Similarity	NPD6059	Approved
0.6549	Remote Similarity	NPD6012	Approved
0.6549	Remote Similarity	NPD6013	Approved
0.6549	Remote Similarity	NPD6014	Approved
0.6542	Remote Similarity	NPD7902	Approved
0.6529	Remote Similarity	NPD7604	Phase 2
0.6522	Remote Similarity	NPD6053	Discontinued
0.6522	Remote Similarity	NPD6882	Approved
0.6518	Remote Similarity	NPD5701	Approved
0.6518	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6509	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD8293	Discontinued
0.65	Remote Similarity	NPD6016	Approved
0.65	Remote Similarity	NPD5983	Phase 2
0.65	Remote Similarity	NPD6015	Approved
0.6491	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD4225	Approved
0.646	Remote Similarity	NPD6011	Approved
0.6446	Remote Similarity	NPD5988	Approved
0.6441	Remote Similarity	NPD7115	Discovery
0.6436	Remote Similarity	NPD1694	Approved
0.6423	Remote Similarity	NPD6336	Discontinued
0.6422	Remote Similarity	NPD6648	Approved
0.6415	Remote Similarity	NPD7748	Approved
0.6404	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6393	Remote Similarity	NPD8328	Phase 3
0.6373	Remote Similarity	NPD7146	Approved
0.6373	Remote Similarity	NPD7521	Approved
0.6373	Remote Similarity	NPD5330	Approved
0.6373	Remote Similarity	NPD6684	Approved
0.6373	Remote Similarity	NPD7334	Approved
0.6373	Remote Similarity	NPD6409	Approved
0.6364	Remote Similarity	NPD5344	Discontinued
0.6355	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6348	Remote Similarity	NPD6371	Approved
0.633	Remote Similarity	NPD7638	Approved
0.6325	Remote Similarity	NPD8133	Approved
0.6321	Remote Similarity	NPD5778	Approved
0.6321	Remote Similarity	NPD5779	Approved
0.6316	Remote Similarity	NPD6686	Approved
0.6303	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.629	Remote Similarity	NPD7507	Approved
0.6286	Remote Similarity	NPD6698	Approved
0.6286	Remote Similarity	NPD46	Approved
0.6275	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6273	Remote Similarity	NPD5285	Approved
0.6273	Remote Similarity	NPD5286	Approved
0.6273	Remote Similarity	NPD7640	Approved
0.6273	Remote Similarity	NPD4696	Approved
0.6273	Remote Similarity	NPD7639	Approved
0.6262	Remote Similarity	NPD5282	Discontinued
0.625	Remote Similarity	NPD5737	Approved
0.625	Remote Similarity	NPD6672	Approved
0.625	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6903	Approved
0.6239	Remote Similarity	NPD4755	Approved
0.623	Remote Similarity	NPD8513	Phase 3
0.623	Remote Similarity	NPD8516	Approved
0.623	Remote Similarity	NPD8515	Approved
0.623	Remote Similarity	NPD6921	Approved
0.623	Remote Similarity	NPD8517	Approved
0.6228	Remote Similarity	NPD6412	Phase 2
0.6226	Remote Similarity	NPD6079	Approved
0.6226	Remote Similarity	NPD7515	Phase 2
0.6226	Remote Similarity	NPD7983	Approved
0.6218	Remote Similarity	NPD6274	Approved
0.6216	Remote Similarity	NPD1700	Approved
0.6207	Remote Similarity	NPD4634	Approved
0.6198	Remote Similarity	NPD7100	Approved
0.6198	Remote Similarity	NPD7101	Approved
0.619	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.619	Remote Similarity	NPD5328	Approved
0.619	Remote Similarity	NPD6101	Approved
0.6161	Remote Similarity	NPD5211	Phase 2
0.6161	Remote Similarity	NPD5226	Approved
0.6161	Remote Similarity	NPD4633	Approved
0.6161	Remote Similarity	NPD5225	Approved
0.6161	Remote Similarity	NPD5224	Approved
0.6142	Remote Similarity	NPD7319	Approved
0.6139	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6139	Remote Similarity	NPD6435	Approved
0.6126	Remote Similarity	NPD4700	Approved
0.6116	Remote Similarity	NPD6335	Approved
0.6111	Remote Similarity	NPD6001	Approved
0.6106	Remote Similarity	NPD5174	Approved
0.6106	Remote Similarity	NPD5175	Approved
0.6098	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6091	Remote Similarity	NPD6084	Phase 2
0.6091	Remote Similarity	NPD6083	Phase 2
0.6078	Remote Similarity	NPD3669	Approved
0.6078	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6075	Remote Similarity	NPD6411	Approved
0.6071	Remote Similarity	NPD5223	Approved
0.6063	Remote Similarity	NPD6033	Approved
0.6058	Remote Similarity	NPD3618	Phase 1
0.6055	Remote Similarity	NPD5695	Phase 3
0.6053	Remote Similarity	NPD5141	Approved
0.6038	Remote Similarity	NPD6904	Approved
0.6038	Remote Similarity	NPD6673	Approved
0.6038	Remote Similarity	NPD6080	Approved
0.6036	Remote Similarity	NPD5696	Approved
0.6033	Remote Similarity	NPD6317	Approved
0.6	Remote Similarity	NPD5222	Approved
0.6	Remote Similarity	NPD4697	Phase 3
0.6	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5221	Approved
0.5984	Remote Similarity	NPD6314	Approved
0.5984	Remote Similarity	NPD8074	Phase 3
0.5984	Remote Similarity	NPD6313	Approved
0.5981	Remote Similarity	NPD5207	Approved
0.5968	Remote Similarity	NPD6909	Approved
0.5968	Remote Similarity	NPD6908	Approved
0.595	Remote Similarity	NPD6868	Approved
0.5946	Remote Similarity	NPD5173	Approved
0.5941	Remote Similarity	NPD5368	Approved
0.5926	Remote Similarity	NPD6050	Approved
0.5923	Remote Similarity	NPD7260	Phase 2
0.5922	Remote Similarity	NPD4788	Approved
0.5905	Remote Similarity	NPD6098	Approved
0.59	Remote Similarity	NPD6697	Approved
0.59	Remote Similarity	NPD6114	Approved
0.59	Remote Similarity	NPD6118	Approved
0.59	Remote Similarity	NPD6115	Approved
0.5897	Remote Similarity	NPD4730	Approved
0.5897	Remote Similarity	NPD5128	Approved
0.5897	Remote Similarity	NPD4729	Approved
0.5889	Remote Similarity	NPD1145	Discontinued
0.5882	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD5369	Approved
0.5878	Remote Similarity	NPD6845	Suspended
0.5877	Remote Similarity	NPD7632	Discontinued
0.5873	Remote Similarity	NPD6067	Discontinued
0.5872	Remote Similarity	NPD4202	Approved
0.5865	Remote Similarity	NPD4786	Approved
0.5865	Remote Similarity	NPD3668	Phase 3
0.5862	Remote Similarity	NPD4767	Approved
0.5862	Remote Similarity	NPD4768	Approved
0.5833	Remote Similarity	NPD3168	Discontinued
0.5833	Remote Similarity	NPD7838	Discovery
0.5833	Remote Similarity	NPD5692	Phase 3
0.5826	Remote Similarity	NPD4754	Approved
0.5825	Remote Similarity	NPD3667	Approved
0.58	Remote Similarity	NPD6116	Phase 1
0.5798	Remote Similarity	NPD5247	Approved
0.5798	Remote Similarity	NPD5248	Approved
0.5798	Remote Similarity	NPD5249	Phase 3
0.5798	Remote Similarity	NPD5250	Approved
0.5798	Remote Similarity	NPD5251	Approved
0.5794	Remote Similarity	NPD5208	Approved
0.578	Remote Similarity	NPD5694	Approved
0.578	Remote Similarity	NPD5284	Approved
0.578	Remote Similarity	NPD5281	Approved
0.578	Remote Similarity	NPD5693	Phase 1
0.5776	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5773	Remote Similarity	NPD5777	Approved
0.5758	Remote Similarity	NPD3703	Phase 2

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