NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	340.1
Volume:	314.43
LogP:	5.024
LogD:	3.832
LogS:	-5.634
# Rotatable Bonds:	2
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.39
Synthetic Accessibility Score:	4.946
Fsp3:	0.706
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.554
MDCK Permeability:	1.8501386875868775e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.738
30% Bioavailability (F30%):	0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.264
Plasma Protein Binding (PPB):	91.33245849609375%
Volume Distribution (VD):	2.452
Pgp-substrate:	14.397358894348145%

ADMET: Metabolism

CYP1A2-inhibitor:	0.269
CYP1A2-substrate:	0.166
CYP2C19-inhibitor:	0.758
CYP2C19-substrate:	0.878
CYP2C9-inhibitor:	0.868
CYP2C9-substrate:	0.811
CYP2D6-inhibitor:	0.021
CYP2D6-substrate:	0.427
CYP3A4-inhibitor:	0.714
CYP3A4-substrate:	0.73

ADMET: Excretion

Clearance (CL):	2.745
Half-life (T1/2):	0.142

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.486
Drug-inuced Liver Injury (DILI):	0.586
AMES Toxicity:	0.089
Rat Oral Acute Toxicity:	0.218
Maximum Recommended Daily Dose:	0.158
Skin Sensitization:	0.127
Carcinogencity:	0.865
Eye Corrosion:	0.928
Eye Irritation:	0.709
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: NPC15714

Natural Product ID:	NPC15714
*Common Name:**	Acetyldeschloroelatol
IUPAC Name:	[(3S,4R,6R)-4-bromo-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-9-en-3-yl] acetate
Synonyms:	Acetyldeschloroelatol
Standard InCHIKey:	NQXXGYWRUKNVOU-ZOBUZTSGSA-N
Standard InCHI:	InChI=1S/C17H25BrO2/c1-11-6-8-17(9-7-11)12(2)10-14(20-13(3)19)15(18)16(17,4)5/h6,14-15H,2,7-10H2,1,3-5H3/t14-,15-,17-/m0/s1
SMILES:	CC(=O)O[C@H]1CC(=C)[C@@]2(C([C@H]1Br)(C)C)CCC(=CC2)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL465758
PubChem CID:	11702874
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002517] Chamigranes

*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
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	tenerife	n.a.	PMID[10924166]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309323]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22220686]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24279991]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	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
IC50	6

Activity Type	# Activity
Cell Line	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	58000.0	nM	PMID[512233]
NPT1171	Cell Line	HEp-2	Homo sapiens	IC50	>	58000.0	nM	PMID[512233]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	>	58000.0	nM	PMID[512233]

☑ 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 NPC15714 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	1526
0.2-0.3	7855
0.3-0.4	17432
0.4-0.5	8296
0.5-0.6	5980
0.6-0.7	1353
0.7-0.8	45
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9241	High Similarity	NPC282598
0.8333	Intermediate Similarity	NPC474946
0.8333	Intermediate Similarity	NPC35397
0.7931	Intermediate Similarity	NPC76909
0.7831	Intermediate Similarity	NPC113024
0.7805	Intermediate Similarity	NPC274750
0.7805	Intermediate Similarity	NPC215307
0.7738	Intermediate Similarity	NPC311891
0.7711	Intermediate Similarity	NPC153987
0.7711	Intermediate Similarity	NPC31330
0.7711	Intermediate Similarity	NPC44083
0.7683	Intermediate Similarity	NPC283619
0.7614	Intermediate Similarity	NPC109900
0.7558	Intermediate Similarity	NPC132386
0.7529	Intermediate Similarity	NPC195334
0.7529	Intermediate Similarity	NPC25554
0.7529	Intermediate Similarity	NPC290495
0.7529	Intermediate Similarity	NPC108476
0.7529	Intermediate Similarity	NPC142163
0.75	Intermediate Similarity	NPC100906
0.7442	Intermediate Similarity	NPC286786
0.7442	Intermediate Similarity	NPC471218
0.7442	Intermediate Similarity	NPC256112
0.7412	Intermediate Similarity	NPC269791
0.7381	Intermediate Similarity	NPC35574
0.7326	Intermediate Similarity	NPC473420
0.7303	Intermediate Similarity	NPC474970
0.7294	Intermediate Similarity	NPC242767
0.7209	Intermediate Similarity	NPC469802
0.7209	Intermediate Similarity	NPC233332
0.7191	Intermediate Similarity	NPC35933
0.7191	Intermediate Similarity	NPC191965
0.7159	Intermediate Similarity	NPC52108
0.7159	Intermediate Similarity	NPC139206
0.7159	Intermediate Similarity	NPC474789
0.7143	Intermediate Similarity	NPC188896
0.7126	Intermediate Similarity	NPC170303
0.7111	Intermediate Similarity	NPC264127
0.7111	Intermediate Similarity	NPC84121
0.7111	Intermediate Similarity	NPC6979
0.7111	Intermediate Similarity	NPC9892
0.7111	Intermediate Similarity	NPC137306
0.7111	Intermediate Similarity	NPC102996
0.7111	Intermediate Similarity	NPC325594
0.7111	Intermediate Similarity	NPC10005
0.7111	Intermediate Similarity	NPC329943
0.7111	Intermediate Similarity	NPC286153
0.7111	Intermediate Similarity	NPC91525
0.7108	Intermediate Similarity	NPC71152
0.7093	Intermediate Similarity	NPC158565
0.7079	Intermediate Similarity	NPC96055
0.7079	Intermediate Similarity	NPC306951
0.7079	Intermediate Similarity	NPC139566
0.7065	Intermediate Similarity	NPC246028
0.7059	Intermediate Similarity	NPC189206
0.7045	Intermediate Similarity	NPC73882
0.7033	Intermediate Similarity	NPC102640
0.7033	Intermediate Similarity	NPC46912
0.7033	Intermediate Similarity	NPC162107
0.7033	Intermediate Similarity	NPC478104
0.7011	Intermediate Similarity	NPC268827
0.7	Intermediate Similarity	NPC476602
0.7	Intermediate Similarity	NPC474013
0.6989	Remote Similarity	NPC474728
0.6977	Remote Similarity	NPC184737
0.6977	Remote Similarity	NPC4827
0.6966	Remote Similarity	NPC222358
0.6966	Remote Similarity	NPC476927
0.6966	Remote Similarity	NPC470948
0.6962	Remote Similarity	NPC474768
0.6957	Remote Similarity	NPC472220
0.6957	Remote Similarity	NPC224145
0.6957	Remote Similarity	NPC97884
0.6957	Remote Similarity	NPC470613
0.6957	Remote Similarity	NPC470612
0.6957	Remote Similarity	NPC477128
0.6957	Remote Similarity	NPC473879
0.6957	Remote Similarity	NPC69713
0.6951	Remote Similarity	NPC92801
0.6941	Remote Similarity	NPC476607
0.6941	Remote Similarity	NPC41017
0.6932	Remote Similarity	NPC159148
0.6932	Remote Similarity	NPC327002
0.6932	Remote Similarity	NPC475665
0.6932	Remote Similarity	NPC476101
0.6923	Remote Similarity	NPC329692
0.6923	Remote Similarity	NPC73038
0.6923	Remote Similarity	NPC473226
0.6923	Remote Similarity	NPC471219
0.6915	Remote Similarity	NPC285184
0.6915	Remote Similarity	NPC26888
0.6915	Remote Similarity	NPC77099
0.6915	Remote Similarity	NPC49420
0.6915	Remote Similarity	NPC60755
0.6915	Remote Similarity	NPC470590
0.6914	Remote Similarity	NPC208999
0.6897	Remote Similarity	NPC83436
0.6897	Remote Similarity	NPC327674
0.6889	Remote Similarity	NPC312660
0.6889	Remote Similarity	NPC102048
0.6889	Remote Similarity	NPC100391
0.6882	Remote Similarity	NPC475049
0.6882	Remote Similarity	NPC470588
0.6882	Remote Similarity	NPC261320
0.6882	Remote Similarity	NPC73995
0.6882	Remote Similarity	NPC224552
0.6882	Remote Similarity	NPC239453
0.6882	Remote Similarity	NPC473647
0.6875	Remote Similarity	NPC299714
0.6875	Remote Similarity	NPC257510
0.686	Remote Similarity	NPC84868
0.686	Remote Similarity	NPC472300
0.6854	Remote Similarity	NPC178676
0.6848	Remote Similarity	NPC245004
0.6848	Remote Similarity	NPC131329
0.6848	Remote Similarity	NPC166857
0.6848	Remote Similarity	NPC473097
0.6848	Remote Similarity	NPC174273
0.6842	Remote Similarity	NPC240206
0.6842	Remote Similarity	NPC473678
0.6829	Remote Similarity	NPC22301
0.6818	Remote Similarity	NPC474978
0.6818	Remote Similarity	NPC473685
0.6818	Remote Similarity	NPC195424
0.6818	Remote Similarity	NPC281880
0.6813	Remote Similarity	NPC323765
0.6813	Remote Similarity	NPC109528
0.6809	Remote Similarity	NPC328141
0.6809	Remote Similarity	NPC120840
0.6809	Remote Similarity	NPC280149
0.6809	Remote Similarity	NPC152467
0.6809	Remote Similarity	NPC113989
0.6809	Remote Similarity	NPC48732
0.6809	Remote Similarity	NPC220216
0.6809	Remote Similarity	NPC221111
0.6809	Remote Similarity	NPC175628
0.6809	Remote Similarity	NPC471896
0.6809	Remote Similarity	NPC111585
0.6809	Remote Similarity	NPC78973
0.6809	Remote Similarity	NPC148414
0.679	Remote Similarity	NPC96962
0.6786	Remote Similarity	NPC471799
0.6786	Remote Similarity	NPC476609
0.6782	Remote Similarity	NPC321514
0.6778	Remote Similarity	NPC49208
0.6778	Remote Similarity	NPC193198
0.6778	Remote Similarity	NPC12283
0.6778	Remote Similarity	NPC474193
0.6778	Remote Similarity	NPC57370
0.6778	Remote Similarity	NPC23748
0.6774	Remote Similarity	NPC181225
0.6774	Remote Similarity	NPC131453
0.6774	Remote Similarity	NPC470629
0.6774	Remote Similarity	NPC40552
0.6774	Remote Similarity	NPC473242
0.6774	Remote Similarity	NPC474512
0.6774	Remote Similarity	NPC215831
0.6774	Remote Similarity	NPC290690
0.6774	Remote Similarity	NPC17733
0.6774	Remote Similarity	NPC93411
0.6774	Remote Similarity	NPC473229
0.6774	Remote Similarity	NPC474845
0.6774	Remote Similarity	NPC246708
0.6771	Remote Similarity	NPC470697
0.6771	Remote Similarity	NPC474922
0.6771	Remote Similarity	NPC38830
0.6744	Remote Similarity	NPC61080
0.6744	Remote Similarity	NPC265588
0.6744	Remote Similarity	NPC899
0.6744	Remote Similarity	NPC476606
0.6744	Remote Similarity	NPC92489
0.6742	Remote Similarity	NPC474955
0.6739	Remote Similarity	NPC82979
0.6739	Remote Similarity	NPC202394
0.6739	Remote Similarity	NPC155011
0.6739	Remote Similarity	NPC195640
0.6739	Remote Similarity	NPC131813
0.6739	Remote Similarity	NPC220478
0.6737	Remote Similarity	NPC186363
0.6737	Remote Similarity	NPC124374
0.6737	Remote Similarity	NPC233345
0.6737	Remote Similarity	NPC234335
0.6737	Remote Similarity	NPC477574
0.6737	Remote Similarity	NPC177641
0.6707	Remote Similarity	NPC96484
0.6706	Remote Similarity	NPC471797
0.6706	Remote Similarity	NPC166797
0.6706	Remote Similarity	NPC243342
0.6706	Remote Similarity	NPC477138
0.6706	Remote Similarity	NPC104644
0.6706	Remote Similarity	NPC306928
0.6705	Remote Similarity	NPC305835
0.6705	Remote Similarity	NPC47808
0.6705	Remote Similarity	NPC129501
0.6703	Remote Similarity	NPC30486
0.6703	Remote Similarity	NPC302360
0.6703	Remote Similarity	NPC46320
0.6702	Remote Similarity	NPC50488
0.6702	Remote Similarity	NPC20946
0.6702	Remote Similarity	NPC314727

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 NPC15714 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	191
0.1-0.2	2009
0.2-0.3	4338
0.3-0.4	1930
0.4-0.5	439
0.5-0.6	214
0.6-0.7	29
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
0.6739	Remote Similarity	NPD5330	Approved
0.6739	Remote Similarity	NPD7521	Approved
0.6739	Remote Similarity	NPD6409	Approved
0.6739	Remote Similarity	NPD7334	Approved
0.6739	Remote Similarity	NPD6684	Approved
0.6739	Remote Similarity	NPD7146	Approved
0.6667	Remote Similarity	NPD6399	Phase 3
0.6598	Remote Similarity	NPD7900	Approved
0.6598	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD7748	Approved
0.6596	Remote Similarity	NPD6903	Approved
0.6596	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD6051	Approved
0.6517	Remote Similarity	NPD7645	Phase 2
0.6489	Remote Similarity	NPD3573	Approved
0.6484	Remote Similarity	NPD3667	Approved
0.6452	Remote Similarity	NPD1694	Approved
0.6437	Remote Similarity	NPD7339	Approved
0.6437	Remote Similarity	NPD6942	Approved
0.6421	Remote Similarity	NPD5737	Approved
0.6421	Remote Similarity	NPD6672	Approved
0.64	Remote Similarity	NPD7902	Approved
0.6392	Remote Similarity	NPD7515	Phase 2
0.6392	Remote Similarity	NPD6411	Approved
0.6344	Remote Similarity	NPD4786	Approved
0.6344	Remote Similarity	NPD3668	Phase 3
0.6311	Remote Similarity	NPD7632	Discontinued
0.6304	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.625	Remote Similarity	NPD8039	Approved
0.622	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD6274	Approved
0.6211	Remote Similarity	NPD3618	Phase 1
0.6211	Remote Similarity	NPD6098	Approved
0.6186	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD6101	Approved
0.6176	Remote Similarity	NPD4225	Approved
0.6176	Remote Similarity	NPD7638	Approved
0.6145	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD6924	Approved
0.6136	Remote Similarity	NPD6926	Approved
0.6132	Remote Similarity	NPD6008	Approved
0.6117	Remote Similarity	NPD7639	Approved
0.6117	Remote Similarity	NPD7640	Approved
0.6087	Remote Similarity	NPD7525	Registered
0.6082	Remote Similarity	NPD5208	Approved
0.6067	Remote Similarity	NPD8264	Approved
0.604	Remote Similarity	NPD5695	Phase 3
0.604	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.602	Remote Similarity	NPD6904	Approved
0.602	Remote Similarity	NPD6080	Approved
0.602	Remote Similarity	NPD5328	Approved
0.602	Remote Similarity	NPD6673	Approved
0.6	Remote Similarity	NPD6933	Approved
0.6	Remote Similarity	NPD3665	Phase 1
0.6	Remote Similarity	NPD5779	Approved
0.6	Remote Similarity	NPD3666	Approved
0.6	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5778	Approved
0.6	Remote Similarity	NPD3133	Approved
0.5981	Remote Similarity	NPD6675	Approved
0.5981	Remote Similarity	NPD7128	Approved
0.5981	Remote Similarity	NPD5739	Approved
0.5981	Remote Similarity	NPD6402	Approved
0.596	Remote Similarity	NPD5207	Approved
0.596	Remote Similarity	NPD5692	Phase 3
0.5941	Remote Similarity	NPD6001	Approved
0.5938	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD5701	Approved
0.5926	Remote Similarity	NPD5697	Approved
0.5922	Remote Similarity	NPD6084	Phase 2
0.5922	Remote Similarity	NPD6083	Phase 2
0.5914	Remote Similarity	NPD4748	Discontinued
0.5914	Remote Similarity	NPD7509	Discontinued
0.5909	Remote Similarity	NPD7151	Approved
0.5909	Remote Similarity	NPD7152	Approved
0.5909	Remote Similarity	NPD7150	Approved
0.59	Remote Similarity	NPD5693	Phase 1
0.59	Remote Similarity	NPD8034	Phase 2
0.59	Remote Similarity	NPD5694	Approved
0.59	Remote Similarity	NPD8035	Phase 2
0.59	Remote Similarity	NPD7637	Suspended
0.59	Remote Similarity	NPD6079	Approved
0.59	Remote Similarity	NPD6050	Approved
0.5895	Remote Similarity	NPD6695	Phase 3
0.5872	Remote Similarity	NPD7320	Approved
0.5872	Remote Similarity	NPD6899	Approved
0.5872	Remote Similarity	NPD6881	Approved
0.5872	Remote Similarity	NPD6011	Approved
0.5865	Remote Similarity	NPD5696	Approved
0.5862	Remote Similarity	NPD6923	Approved
0.5862	Remote Similarity	NPD6922	Approved
0.5842	Remote Similarity	NPD4202	Approved
0.5833	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD6013	Approved
0.5818	Remote Similarity	NPD6373	Approved
0.5818	Remote Similarity	NPD6012	Approved
0.5818	Remote Similarity	NPD6014	Approved
0.5818	Remote Similarity	NPD6372	Approved
0.5816	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD4195	Approved
0.5806	Remote Similarity	NPD6929	Approved
0.5795	Remote Similarity	NPD7143	Approved
0.5795	Remote Similarity	NPD7144	Approved
0.5784	Remote Similarity	NPD5707	Approved
0.5778	Remote Similarity	NPD4785	Approved
0.5778	Remote Similarity	NPD4784	Approved
0.5766	Remote Similarity	NPD7102	Approved
0.5766	Remote Similarity	NPD6883	Approved
0.5766	Remote Similarity	NPD7290	Approved
0.5745	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5745	Remote Similarity	NPD6931	Approved
0.5745	Remote Similarity	NPD4695	Discontinued
0.5745	Remote Similarity	NPD6930	Phase 2
0.573	Remote Similarity	NPD4243	Approved
0.5714	Remote Similarity	NPD6869	Approved
0.5714	Remote Similarity	NPD6847	Approved
0.5714	Remote Similarity	NPD6649	Approved
0.5714	Remote Similarity	NPD8130	Phase 1
0.5714	Remote Similarity	NPD6617	Approved
0.5714	Remote Similarity	NPD6650	Approved
0.5714	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD5279	Phase 3
0.57	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD4697	Phase 3
0.5673	Remote Similarity	NPD5221	Approved
0.5673	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD5222	Approved
0.5664	Remote Similarity	NPD8297	Approved
0.5664	Remote Similarity	NPD6882	Approved
0.5663	Remote Similarity	NPD1145	Discontinued
0.566	Remote Similarity	NPD6648	Approved
0.5657	Remote Similarity	NPD7750	Discontinued
0.5657	Remote Similarity	NPD7524	Approved
0.5625	Remote Similarity	NPD4221	Approved
0.5625	Remote Similarity	NPD4223	Phase 3
0.5619	Remote Similarity	NPD5173	Approved
0.5619	Remote Similarity	NPD4755	Approved
0.5607	Remote Similarity	NPD5344	Discontinued
0.5603	Remote Similarity	NPD7115	Discovery

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