NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	364.22
Volume:	376.225
LogP:	2.686
LogD:	2.897
LogS:	-3.57
# 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:	0.669
Synthetic Accessibility Score:	6.039
Fsp3:	0.905
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:	-4.756
MDCK Permeability:	5.2286148275015876e-05
Pgp-inhibitor:	0.976
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.269

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.485
Plasma Protein Binding (PPB):	78.25074005126953%
Volume Distribution (VD):	1.239
Pgp-substrate:	12.791460990905762%

ADMET: Metabolism

CYP1A2-inhibitor:	0.03
CYP1A2-substrate:	0.239
CYP2C19-inhibitor:	0.018
CYP2C19-substrate:	0.873
CYP2C9-inhibitor:	0.055
CYP2C9-substrate:	0.041
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.254
CYP3A4-inhibitor:	0.483
CYP3A4-substrate:	0.554

ADMET: Excretion

Clearance (CL):	10.058
Half-life (T1/2):	0.845

ADMET: Toxicity

hERG Blockers:	0.132
Human Hepatotoxicity (H-HT):	0.929
Drug-inuced Liver Injury (DILI):	0.844
AMES Toxicity:	0.045
Rat Oral Acute Toxicity:	0.335
Maximum Recommended Daily Dose:	0.402
Skin Sensitization:	0.194
Carcinogencity:	0.07
Eye Corrosion:	0.008
Eye Irritation:	0.016
Respiratory Toxicity:	0.777

Download Data

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

Natural Product: NPC476721

Natural Product ID:	NPC476721
*Common Name:**	nor-Asbestinin A
IUPAC Name:	[(2S,3R,4R,5R,8R,11S)-5,8,11-trimethyl-15-oxo-10,18-dioxatetracyclo[9.7.0.02,7.03,17]octadecan-4-yl] acetate
Synonyms:
Standard InCHIKey:	ARTZUUBHXRPSMO-HFIGZDJHSA-N
Standard InCHI:	InChI=1S/C21H32O5/c1-11-8-15-12(2)10-24-21(4)7-5-6-14(23)9-16-18(17(15)20(21)26-16)19(11)25-13(3)22/h11-12,15-20H,5-10H2,1-4H3/t11-,12+,15?,16?,17+,18+,19-,20?,21+/m1/s1
SMILES:	C[C@@H]1CC2[C@H](CO[C@]3(CCCC(=O)CC4[C@H]([C@@H]1OC(=O)C)[C@H]2C3O4)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44566430
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	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	14	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 NPC476721 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	475
0.1-0.2	4051
0.2-0.3	9314
0.3-0.4	14299
0.4-0.5	7651
0.5-0.6	5931
0.6-0.7	890
0.7-0.8	69
0.8-0.85	10
0.85-0.9	2
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9146	High Similarity	NPC476717
0.9024	High Similarity	NPC476715
0.8701	High Similarity	NPC476718
0.8427	Intermediate Similarity	NPC476722
0.8272	Intermediate Similarity	NPC476719
0.8256	Intermediate Similarity	NPC477441
0.8235	Intermediate Similarity	NPC477434
0.8235	Intermediate Similarity	NPC65133
0.8228	Intermediate Similarity	NPC123122
0.8202	Intermediate Similarity	NPC216137
0.8202	Intermediate Similarity	NPC165180
0.8171	Intermediate Similarity	NPC252483
0.8171	Intermediate Similarity	NPC191345
0.8111	Intermediate Similarity	NPC474379
0.8046	Intermediate Similarity	NPC235196
0.8046	Intermediate Similarity	NPC228593
0.8022	Intermediate Similarity	NPC476716
0.7978	Intermediate Similarity	NPC477443
0.7978	Intermediate Similarity	NPC477440
0.7927	Intermediate Similarity	NPC136424
0.7889	Intermediate Similarity	NPC477442
0.7889	Intermediate Similarity	NPC477433
0.7889	Intermediate Similarity	NPC477444
0.7882	Intermediate Similarity	NPC119922
0.7882	Intermediate Similarity	NPC116320
0.7882	Intermediate Similarity	NPC211049
0.7865	Intermediate Similarity	NPC471221
0.7865	Intermediate Similarity	NPC221993
0.7766	Intermediate Similarity	NPC111348
0.7765	Intermediate Similarity	NPC134227
0.7765	Intermediate Similarity	NPC125366
0.7738	Intermediate Similarity	NPC43463
0.7711	Intermediate Similarity	NPC474020
0.7701	Intermediate Similarity	NPC470261
0.7683	Intermediate Similarity	NPC55508
0.7667	Intermediate Similarity	NPC476435
0.7619	Intermediate Similarity	NPC143250
0.7582	Intermediate Similarity	NPC471459
0.7582	Intermediate Similarity	NPC67653
0.7561	Intermediate Similarity	NPC474755
0.7558	Intermediate Similarity	NPC186594
0.7528	Intermediate Similarity	NPC477205
0.7528	Intermediate Similarity	NPC476725
0.7471	Intermediate Similarity	NPC329490
0.7471	Intermediate Similarity	NPC328639
0.7447	Intermediate Similarity	NPC477495
0.7447	Intermediate Similarity	NPC470424
0.7444	Intermediate Similarity	NPC83242
0.7444	Intermediate Similarity	NPC243746
0.7416	Intermediate Similarity	NPC237938
0.7416	Intermediate Similarity	NPC219535
0.7416	Intermediate Similarity	NPC181871
0.7416	Intermediate Similarity	NPC9060
0.7412	Intermediate Similarity	NPC471151
0.7386	Intermediate Similarity	NPC216800
0.7363	Intermediate Similarity	NPC239938
0.7356	Intermediate Similarity	NPC60568
0.7349	Intermediate Similarity	NPC109510
0.734	Intermediate Similarity	NPC476189
0.7333	Intermediate Similarity	NPC473350
0.7333	Intermediate Similarity	NPC474572
0.7333	Intermediate Similarity	NPC477445
0.7303	Intermediate Similarity	NPC127917
0.7303	Intermediate Similarity	NPC15091
0.73	Intermediate Similarity	NPC473701
0.73	Intermediate Similarity	NPC473526
0.7292	Intermediate Similarity	NPC163685
0.7292	Intermediate Similarity	NPC235109
0.7292	Intermediate Similarity	NPC116683
0.7283	Intermediate Similarity	NPC476724
0.7283	Intermediate Similarity	NPC226491
0.7283	Intermediate Similarity	NPC476723
0.7283	Intermediate Similarity	NPC92370
0.7283	Intermediate Similarity	NPC477614
0.7273	Intermediate Similarity	NPC45256
0.7273	Intermediate Similarity	NPC260977
0.7273	Intermediate Similarity	NPC285480
0.7273	Intermediate Similarity	NPC30443
0.7263	Intermediate Similarity	NPC76136
0.7263	Intermediate Similarity	NPC329713
0.7263	Intermediate Similarity	NPC309127
0.7263	Intermediate Similarity	NPC247877
0.7263	Intermediate Similarity	NPC217567
0.7253	Intermediate Similarity	NPC214315
0.7234	Intermediate Similarity	NPC52756
0.7229	Intermediate Similarity	NPC96322
0.7222	Intermediate Similarity	NPC471044
0.7222	Intermediate Similarity	NPC473299
0.7222	Intermediate Similarity	NPC473336
0.7216	Intermediate Similarity	NPC266417
0.7209	Intermediate Similarity	NPC474003
0.7204	Intermediate Similarity	NPC61688
0.7204	Intermediate Similarity	NPC291875
0.7204	Intermediate Similarity	NPC200580
0.7191	Intermediate Similarity	NPC13494
0.7191	Intermediate Similarity	NPC102156
0.7191	Intermediate Similarity	NPC148740
0.7188	Intermediate Similarity	NPC287354
0.7188	Intermediate Similarity	NPC62407
0.7188	Intermediate Similarity	NPC82633
0.7188	Intermediate Similarity	NPC17336
0.7188	Intermediate Similarity	NPC217329
0.7179	Intermediate Similarity	NPC469922
0.7159	Intermediate Similarity	NPC472943
0.7159	Intermediate Similarity	NPC472951
0.7159	Intermediate Similarity	NPC471217
0.7159	Intermediate Similarity	NPC471216
0.7158	Intermediate Similarity	NPC477615
0.7143	Intermediate Similarity	NPC253995
0.7143	Intermediate Similarity	NPC478111
0.7143	Intermediate Similarity	NPC93616
0.7128	Intermediate Similarity	NPC475211
0.7128	Intermediate Similarity	NPC88337
0.7128	Intermediate Similarity	NPC185529
0.7128	Intermediate Similarity	NPC470262
0.7128	Intermediate Similarity	NPC470114
0.7128	Intermediate Similarity	NPC472146
0.7125	Intermediate Similarity	NPC469926
0.7113	Intermediate Similarity	NPC193785
0.7113	Intermediate Similarity	NPC475785
0.7113	Intermediate Similarity	NPC475765
0.71	Intermediate Similarity	NPC471254
0.71	Intermediate Similarity	NPC470172
0.7097	Intermediate Similarity	NPC473319
0.7097	Intermediate Similarity	NPC476379
0.7097	Intermediate Similarity	NPC131104
0.7097	Intermediate Similarity	NPC3032
0.7093	Intermediate Similarity	NPC471046
0.7083	Intermediate Similarity	NPC470423
0.7079	Intermediate Similarity	NPC475743
0.7079	Intermediate Similarity	NPC470154
0.7079	Intermediate Similarity	NPC71541
0.7065	Intermediate Similarity	NPC80700
0.7065	Intermediate Similarity	NPC475684
0.7065	Intermediate Similarity	NPC475729
0.7065	Intermediate Similarity	NPC246347
0.7065	Intermediate Similarity	NPC279260
0.7065	Intermediate Similarity	NPC474008
0.7065	Intermediate Similarity	NPC474215
0.7059	Intermediate Similarity	NPC96759
0.7053	Intermediate Similarity	NPC475878
0.7053	Intermediate Similarity	NPC41838
0.7053	Intermediate Similarity	NPC312805
0.7053	Intermediate Similarity	NPC470230
0.7045	Intermediate Similarity	NPC477287
0.7045	Intermediate Similarity	NPC474754
0.7033	Intermediate Similarity	NPC50438
0.7033	Intermediate Similarity	NPC475689
0.703	Intermediate Similarity	NPC473406
0.703	Intermediate Similarity	NPC471253
0.7024	Intermediate Similarity	NPC470243
0.7021	Intermediate Similarity	NPC56962
0.7021	Intermediate Similarity	NPC24705
0.7019	Intermediate Similarity	NPC474242
0.7011	Intermediate Similarity	NPC307865
0.7	Intermediate Similarity	NPC178853
0.7	Intermediate Similarity	NPC477447
0.7	Intermediate Similarity	NPC477446
0.7	Intermediate Similarity	NPC470155
0.7	Intermediate Similarity	NPC477284
0.6989	Remote Similarity	NPC44538
0.6989	Remote Similarity	NPC263802
0.6989	Remote Similarity	NPC471377
0.697	Remote Similarity	NPC472144
0.697	Remote Similarity	NPC474793
0.697	Remote Similarity	NPC17183
0.6966	Remote Similarity	NPC1882
0.6961	Remote Similarity	NPC469629
0.6957	Remote Similarity	NPC131350
0.6952	Remote Similarity	NPC470622
0.6947	Remote Similarity	NPC18536
0.6947	Remote Similarity	NPC471378
0.6947	Remote Similarity	NPC50443
0.6947	Remote Similarity	NPC312471
0.6939	Remote Similarity	NPC476728
0.6931	Remote Similarity	NPC244969
0.6931	Remote Similarity	NPC213528
0.6923	Remote Similarity	NPC239308
0.6923	Remote Similarity	NPC153587
0.6915	Remote Similarity	NPC56777
0.6915	Remote Similarity	NPC470260
0.6915	Remote Similarity	NPC201607
0.6915	Remote Similarity	NPC75443
0.6915	Remote Similarity	NPC191221
0.69	Remote Similarity	NPC477656
0.6893	Remote Similarity	NPC103088
0.6893	Remote Similarity	NPC470975
0.6893	Remote Similarity	NPC200957
0.6893	Remote Similarity	NPC138908
0.6893	Remote Similarity	NPC470979
0.6893	Remote Similarity	NPC470587
0.6889	Remote Similarity	NPC470156
0.6887	Remote Similarity	NPC470246
0.6887	Remote Similarity	NPC157476
0.6882	Remote Similarity	NPC472745
0.6882	Remote Similarity	NPC302111
0.6882	Remote Similarity	NPC114378
0.6882	Remote Similarity	NPC103782
0.6882	Remote Similarity	NPC472272
0.6875	Remote Similarity	NPC122057

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 NPC476721 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	564
0.1-0.2	4140
0.2-0.3	2960
0.3-0.4	916
0.4-0.5	342
0.5-0.6	214
0.6-0.7	14
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
0.7273	Intermediate Similarity	NPD1780	Approved
0.7273	Intermediate Similarity	NPD1779	Approved
0.7	Intermediate Similarity	NPD1700	Approved
0.6762	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD3669	Approved
0.6559	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD6697	Approved
0.6556	Remote Similarity	NPD6115	Approved
0.6556	Remote Similarity	NPD6118	Approved
0.6556	Remote Similarity	NPD6114	Approved
0.6506	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD229	Approved
0.6444	Remote Similarity	NPD6116	Phase 1
0.6437	Remote Similarity	NPD5777	Approved
0.6404	Remote Similarity	NPD3703	Phase 2
0.6333	Remote Similarity	NPD6117	Approved
0.6322	Remote Similarity	NPD2687	Approved
0.6322	Remote Similarity	NPD2254	Approved
0.6322	Remote Similarity	NPD2686	Approved
0.6321	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6262	Remote Similarity	NPD6008	Approved
0.6196	Remote Similarity	NPD4802	Phase 2
0.6196	Remote Similarity	NPD4238	Approved
0.6186	Remote Similarity	NPD7492	Approved
0.6134	Remote Similarity	NPD6616	Approved
0.6121	Remote Similarity	NPD6319	Approved
0.6121	Remote Similarity	NPD6054	Approved
0.6121	Remote Similarity	NPD6059	Approved
0.6111	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6083	Remote Similarity	NPD8293	Discontinued
0.6083	Remote Similarity	NPD7078	Approved
0.6068	Remote Similarity	NPD6921	Approved
0.6055	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6044	Remote Similarity	NPD3702	Approved
0.6033	Remote Similarity	NPD7736	Approved
0.6017	Remote Similarity	NPD6370	Approved
0.6	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.5963	Remote Similarity	NPD7128	Approved
0.5963	Remote Similarity	NPD6402	Approved
0.5963	Remote Similarity	NPD6675	Approved
0.5963	Remote Similarity	NPD5739	Approved
0.5955	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD1811	Approved
0.5934	Remote Similarity	NPD1810	Approved
0.5932	Remote Similarity	NPD6015	Approved
0.5932	Remote Similarity	NPD6016	Approved
0.5929	Remote Similarity	NPD8297	Approved
0.5893	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5889	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5889	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD5988	Approved
0.5882	Remote Similarity	NPD8034	Phase 2
0.5882	Remote Similarity	NPD8035	Phase 2
0.5877	Remote Similarity	NPD4632	Approved
0.5856	Remote Similarity	NPD6881	Approved
0.5856	Remote Similarity	NPD6899	Approved
0.5856	Remote Similarity	NPD7320	Approved
0.5843	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD8083	Approved
0.5833	Remote Similarity	NPD8300	Approved
0.5833	Remote Similarity	NPD8328	Phase 3
0.5833	Remote Similarity	NPD8082	Approved
0.5833	Remote Similarity	NPD8085	Approved
0.5833	Remote Similarity	NPD8139	Approved
0.5833	Remote Similarity	NPD8138	Approved
0.5833	Remote Similarity	NPD8301	Approved
0.5833	Remote Similarity	NPD8086	Approved
0.5833	Remote Similarity	NPD8084	Approved
0.5825	Remote Similarity	NPD5778	Approved
0.5825	Remote Similarity	NPD5779	Approved
0.5814	Remote Similarity	NPD371	Approved
0.5814	Remote Similarity	NPD7909	Approved
0.5804	Remote Similarity	NPD6373	Approved
0.5804	Remote Similarity	NPD6372	Approved
0.578	Remote Similarity	NPD8276	Approved
0.578	Remote Similarity	NPD8275	Approved
0.5773	Remote Similarity	NPD7345	Approved
0.5769	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5769	Remote Similarity	NPD7900	Approved
0.5766	Remote Similarity	NPD5697	Approved
0.5766	Remote Similarity	NPD5701	Approved
0.5752	Remote Similarity	NPD7102	Approved
0.5752	Remote Similarity	NPD7290	Approved
0.5752	Remote Similarity	NPD6883	Approved
0.5739	Remote Similarity	NPD8133	Approved
0.573	Remote Similarity	NPD5360	Phase 3
0.573	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5728	Remote Similarity	NPD7983	Approved
0.5727	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5727	Remote Similarity	NPD8081	Approved
0.5727	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5726	Remote Similarity	NPD7319	Approved
0.5726	Remote Similarity	NPD6009	Approved
0.5714	Remote Similarity	NPD6081	Approved
0.5714	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD6847	Approved
0.5702	Remote Similarity	NPD6869	Approved
0.5702	Remote Similarity	NPD6649	Approved
0.5702	Remote Similarity	NPD7604	Phase 2
0.5702	Remote Similarity	NPD8130	Phase 1
0.5702	Remote Similarity	NPD6650	Approved
0.5702	Remote Similarity	NPD6617	Approved
0.5686	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5686	Remote Similarity	NPD6101	Approved
0.5682	Remote Similarity	NPD4224	Phase 2
0.5676	Remote Similarity	NPD8393	Approved
0.5673	Remote Similarity	NPD6399	Phase 3
0.5667	Remote Similarity	NPD8517	Approved
0.5667	Remote Similarity	NPD8513	Phase 3
0.5667	Remote Similarity	NPD8516	Approved
0.5667	Remote Similarity	NPD8515	Approved
0.5667	Remote Similarity	NPD5983	Phase 2
0.5664	Remote Similarity	NPD6012	Approved
0.5664	Remote Similarity	NPD6013	Approved
0.5664	Remote Similarity	NPD6014	Approved
0.5652	Remote Similarity	NPD6882	Approved
0.5652	Remote Similarity	NPD6053	Discontinued
0.5645	Remote Similarity	NPD6033	Approved
0.5644	Remote Similarity	NPD3573	Approved
0.5625	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD7748	Approved
0.5614	Remote Similarity	NPD4634	Approved
0.5612	Remote Similarity	NPD6435	Approved
0.561	Remote Similarity	NPD6336	Discontinued
0.561	Remote Similarity	NPD7507	Approved
0.5607	Remote Similarity	NPD7902	Approved
0.5604	Remote Similarity	NPD4244	Approved
0.5604	Remote Similarity	NPD4245	Approved
0.56	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.56	Remote Similarity	NPD1733	Clinical (unspecified phase)

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