NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	561.27
Volume:	543.779
LogP:	0.684
LogD:	0.64
LogS:	-2.4
# Rotatable Bonds:	6
TPSA:	187.81
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	4
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.153
Synthetic Accessibility Score:	5.81
Fsp3:	0.926
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.379
MDCK Permeability:	2.6573979994282126e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.098
Human Intestinal Absorption (HIA):	0.4
20% Bioavailability (F20%):	0.697
30% Bioavailability (F30%):	0.91

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009
Plasma Protein Binding (PPB):	81.89120483398438%
Volume Distribution (VD):	0.965
Pgp-substrate:	3.550426959991455%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.424
CYP2C19-inhibitor:	0.005
CYP2C19-substrate:	0.682
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.419
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.105
CYP3A4-inhibitor:	0.018
CYP3A4-substrate:	0.043

ADMET: Excretion

Clearance (CL):	0.983
Half-life (T1/2):	0.165

ADMET: Toxicity

hERG Blockers:	0.174
Human Hepatotoxicity (H-HT):	0.902
Drug-inuced Liver Injury (DILI):	0.076
AMES Toxicity:	0.049
Rat Oral Acute Toxicity:	0.683
Maximum Recommended Daily Dose:	0.968
Skin Sensitization:	0.097
Carcinogencity:	0.03
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.982

Download Data

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

Natural Product: NPC477226

Natural Product ID:	NPC477226
*Common Name:**	sodium;[(3S,4R,6R,7R,8S,10S,13R,15R,17R)-3,4,7,8,15-pentahydroxy-17-[(E,2R,5R)-5-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl] sulfate
IUPAC Name:	sodium;[(3S,4R,6R,7R,8S,10S,13R,15R,17R)-3,4,7,8,15-pentahydroxy-17-[(E,2R,5R)-5-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl] sulfate
Synonyms:
Standard InCHIKey:	VDEXHCOHFLSYPV-JYQAKFDTSA-M
Standard InCHI:	InChI=1S/C27H46O10S.Na/c1-13(2)16(28)7-6-14(3)15-12-18(30)23-25(15,4)11-9-19-26(5)10-8-17(29)21(31)20(26)22(37-38(34,35)36)24(32)27(19,23)33;/h6-7,13-24,28-33H,8-12H2,1-5H3,(H,34,35,36);/q;+1/p-1/b7-6+;/t14-,15-,16+,17+,18-,19?,20?,21+,22-,23?,24-,25-,26-,27+;/m1./s1
SMILES:	C[C@H](/C=C/[C@@H](C(C)C)O)[C@H]1C[C@H](C2[C@@]1(CCC3[C@]2([C@@H]([C@@H](C4[C@@]3(CC[C@@H]([C@@H]4O)O)C)OS(=O)(=O)[O-])O)O)C)O.[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44577234
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003566] Cholestane steroids [CHEMONTID:0001469] Cholesterols 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
NPO3611	Hippasteria kurilensis	Species	Goniasteridae	Eukaryota	n.a.	at a depth of 100 m near Matua Island (Kuril Islands) in the Sea of Okhotsk	2003-JUL	PMID[18357996]
NPO3611	Hippasteria kurilensis	Species	Goniasteridae	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	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT7193	Organism	Strongylocentrotus nudus	Strongylocentrotus nudus	EC100	=	11	nM	PMID[18357996]

☑ 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 NPC477226 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	216
0.1-0.2	1724
0.2-0.3	5851
0.3-0.4	14641
0.4-0.5	9304
0.5-0.6	5449
0.6-0.7	4435
0.7-0.8	980
0.8-0.85	72
0.85-0.9	21
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9222	High Similarity	NPC109744
0.9121	High Similarity	NPC475751
0.9121	High Similarity	NPC473956
0.9022	High Similarity	NPC275671
0.9	High Similarity	NPC474657
0.9	High Similarity	NPC186145
0.8901	High Similarity	NPC475664
0.8889	High Similarity	NPC139724
0.8889	High Similarity	NPC6605
0.883	High Similarity	NPC477605
0.8817	High Similarity	NPC41554
0.8817	High Similarity	NPC97404
0.875	High Similarity	NPC316604
0.871	High Similarity	NPC329596
0.871	High Similarity	NPC204188
0.871	High Similarity	NPC3345
0.871	High Similarity	NPC80561
0.871	High Similarity	NPC291484
0.871	High Similarity	NPC11216
0.8696	High Similarity	NPC133588
0.8681	High Similarity	NPC201273
0.8681	High Similarity	NPC299068
0.8602	High Similarity	NPC470361
0.8587	High Similarity	NPC477600
0.8571	High Similarity	NPC470360
0.8556	High Similarity	NPC193870
0.8556	High Similarity	NPC141941
0.8495	Intermediate Similarity	NPC474668
0.8478	Intermediate Similarity	NPC121981
0.8462	Intermediate Similarity	NPC475798
0.8462	Intermediate Similarity	NPC469878
0.8462	Intermediate Similarity	NPC127606
0.8454	Intermediate Similarity	NPC288970
0.8404	Intermediate Similarity	NPC477606
0.8404	Intermediate Similarity	NPC105495
0.8387	Intermediate Similarity	NPC470620
0.8381	Intermediate Similarity	NPC475354
0.8381	Intermediate Similarity	NPC477050
0.8352	Intermediate Similarity	NPC477818
0.8352	Intermediate Similarity	NPC216420
0.8352	Intermediate Similarity	NPC85095
0.8352	Intermediate Similarity	NPC110778
0.8352	Intermediate Similarity	NPC207013
0.8352	Intermediate Similarity	NPC211135
0.8333	Intermediate Similarity	NPC310013
0.8298	Intermediate Similarity	NPC67872
0.8298	Intermediate Similarity	NPC475605
0.8298	Intermediate Similarity	NPC4574
0.8298	Intermediate Similarity	NPC212596
0.828	Intermediate Similarity	NPC293287
0.828	Intermediate Similarity	NPC269058
0.828	Intermediate Similarity	NPC261266
0.828	Intermediate Similarity	NPC152808
0.828	Intermediate Similarity	NPC71520
0.828	Intermediate Similarity	NPC6391
0.8265	Intermediate Similarity	NPC471903
0.8261	Intermediate Similarity	NPC255882
0.8247	Intermediate Similarity	NPC65402
0.8247	Intermediate Similarity	NPC127718
0.8242	Intermediate Similarity	NPC218616
0.8242	Intermediate Similarity	NPC296701
0.8211	Intermediate Similarity	NPC187785
0.8211	Intermediate Similarity	NPC101886
0.8211	Intermediate Similarity	NPC259875
0.8208	Intermediate Similarity	NPC475312
0.8191	Intermediate Similarity	NPC304083
0.8191	Intermediate Similarity	NPC475313
0.8182	Intermediate Similarity	NPC476040
0.8182	Intermediate Similarity	NPC476021
0.8182	Intermediate Similarity	NPC476893
0.8182	Intermediate Similarity	NPC474994
0.8172	Intermediate Similarity	NPC318390
0.8163	Intermediate Similarity	NPC8774
0.8152	Intermediate Similarity	NPC82623
0.8152	Intermediate Similarity	NPC478054
0.8152	Intermediate Similarity	NPC232023
0.8105	Intermediate Similarity	NPC280556
0.81	Intermediate Similarity	NPC476895
0.8085	Intermediate Similarity	NPC477604
0.8085	Intermediate Similarity	NPC24277
0.8081	Intermediate Similarity	NPC12103
0.8081	Intermediate Similarity	NPC103165
0.8081	Intermediate Similarity	NPC227583
0.8081	Intermediate Similarity	NPC210717
0.8081	Intermediate Similarity	NPC98457
0.8065	Intermediate Similarity	NPC185568
0.8065	Intermediate Similarity	NPC256567
0.8065	Intermediate Similarity	NPC124172
0.8065	Intermediate Similarity	NPC478102
0.8065	Intermediate Similarity	NPC205845
0.8043	Intermediate Similarity	NPC477599
0.8043	Intermediate Similarity	NPC30166
0.8022	Intermediate Similarity	NPC102253
0.8022	Intermediate Similarity	NPC13554
0.8022	Intermediate Similarity	NPC322313
0.8022	Intermediate Similarity	NPC95124
0.8022	Intermediate Similarity	NPC236237
0.8022	Intermediate Similarity	NPC471266
0.8021	Intermediate Similarity	NPC138974
0.8	Intermediate Similarity	NPC261807
0.7961	Intermediate Similarity	NPC470601
0.7959	Intermediate Similarity	NPC27531
0.7959	Intermediate Similarity	NPC98193
0.7957	Intermediate Similarity	NPC113978
0.7957	Intermediate Similarity	NPC185605
0.7957	Intermediate Similarity	NPC134481
0.7957	Intermediate Similarity	NPC474634
0.7957	Intermediate Similarity	NPC317458
0.7957	Intermediate Similarity	NPC470558
0.7941	Intermediate Similarity	NPC476896
0.7938	Intermediate Similarity	NPC270511
0.7938	Intermediate Similarity	NPC14380
0.7938	Intermediate Similarity	NPC192437
0.7938	Intermediate Similarity	NPC470390
0.7938	Intermediate Similarity	NPC245410
0.7938	Intermediate Similarity	NPC295668
0.7935	Intermediate Similarity	NPC249423
0.7935	Intermediate Similarity	NPC471270
0.7912	Intermediate Similarity	NPC476316
0.7912	Intermediate Similarity	NPC24504
0.7912	Intermediate Similarity	NPC273410
0.7912	Intermediate Similarity	NPC80530
0.7905	Intermediate Similarity	NPC477916
0.7905	Intermediate Similarity	NPC83744
0.79	Intermediate Similarity	NPC111834
0.79	Intermediate Similarity	NPC306797
0.79	Intermediate Similarity	NPC72204
0.79	Intermediate Similarity	NPC169270
0.79	Intermediate Similarity	NPC292718
0.7895	Intermediate Similarity	NPC478094
0.7895	Intermediate Similarity	NPC94462
0.7889	Intermediate Similarity	NPC128951
0.7889	Intermediate Similarity	NPC105208
0.7889	Intermediate Similarity	NPC302578
0.7889	Intermediate Similarity	NPC192046
0.7889	Intermediate Similarity	NPC477227
0.7885	Intermediate Similarity	NPC312774
0.7879	Intermediate Similarity	NPC144202
0.7872	Intermediate Similarity	NPC209802
0.7872	Intermediate Similarity	NPC15534
0.787	Intermediate Similarity	NPC473567
0.787	Intermediate Similarity	NPC216595
0.7864	Intermediate Similarity	NPC470602
0.7857	Intermediate Similarity	NPC210268
0.7849	Intermediate Similarity	NPC470614
0.7849	Intermediate Similarity	NPC101462
0.7849	Intermediate Similarity	NPC49964
0.7849	Intermediate Similarity	NPC1272
0.7849	Intermediate Similarity	NPC87489
0.7849	Intermediate Similarity	NPC50964
0.783	Intermediate Similarity	NPC472897
0.783	Intermediate Similarity	NPC329417
0.783	Intermediate Similarity	NPC472896
0.7826	Intermediate Similarity	NPC71535
0.7826	Intermediate Similarity	NPC47149
0.7826	Intermediate Similarity	NPC78545
0.7826	Intermediate Similarity	NPC236112
0.7826	Intermediate Similarity	NPC236707
0.7812	Intermediate Similarity	NPC149224
0.781	Intermediate Similarity	NPC171137
0.781	Intermediate Similarity	NPC214264
0.781	Intermediate Similarity	NPC302607
0.781	Intermediate Similarity	NPC150531
0.781	Intermediate Similarity	NPC472898
0.781	Intermediate Similarity	NPC472899
0.781	Intermediate Similarity	NPC85829
0.781	Intermediate Similarity	NPC48733
0.781	Intermediate Similarity	NPC319077
0.781	Intermediate Similarity	NPC50692
0.781	Intermediate Similarity	NPC97202
0.781	Intermediate Similarity	NPC260268
0.781	Intermediate Similarity	NPC49958
0.781	Intermediate Similarity	NPC296945
0.781	Intermediate Similarity	NPC202167
0.781	Intermediate Similarity	NPC472900
0.781	Intermediate Similarity	NPC476027
0.781	Intermediate Similarity	NPC152695
0.7802	Intermediate Similarity	NPC477819
0.7802	Intermediate Similarity	NPC472500
0.7802	Intermediate Similarity	NPC18857
0.7802	Intermediate Similarity	NPC138621
0.7802	Intermediate Similarity	NPC475
0.7802	Intermediate Similarity	NPC11908
0.7802	Intermediate Similarity	NPC301707
0.7802	Intermediate Similarity	NPC477817
0.7802	Intermediate Similarity	NPC472499
0.7802	Intermediate Similarity	NPC472501
0.7802	Intermediate Similarity	NPC472502
0.7802	Intermediate Similarity	NPC167037
0.7802	Intermediate Similarity	NPC31828
0.7802	Intermediate Similarity	NPC285761
0.7802	Intermediate Similarity	NPC67657
0.7802	Intermediate Similarity	NPC244385
0.7802	Intermediate Similarity	NPC6978
0.78	Intermediate Similarity	NPC241047
0.78	Intermediate Similarity	NPC476894
0.7798	Intermediate Similarity	NPC154815
0.7798	Intermediate Similarity	NPC108721
0.7798	Intermediate Similarity	NPC73300
0.7788	Intermediate Similarity	NPC473523

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 NPC477226 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	164
0.1-0.2	1868
0.2-0.3	4413
0.3-0.4	1916
0.4-0.5	390
0.5-0.6	187
0.6-0.7	186
0.7-0.8	25
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8022	Intermediate Similarity	NPD7525	Registered
0.7629	Intermediate Similarity	NPD7524	Approved
0.7629	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7456	Intermediate Similarity	NPD7516	Approved
0.7447	Intermediate Similarity	NPD6931	Approved
0.7447	Intermediate Similarity	NPD7514	Phase 3
0.7447	Intermediate Similarity	NPD6930	Phase 2
0.7396	Intermediate Similarity	NPD6695	Phase 3
0.7368	Intermediate Similarity	NPD7328	Approved
0.7368	Intermediate Similarity	NPD7327	Approved
0.734	Intermediate Similarity	NPD6929	Approved
0.7263	Intermediate Similarity	NPD7332	Phase 2
0.7234	Intermediate Similarity	NPD7145	Approved
0.7204	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD5211	Phase 2
0.7188	Intermediate Similarity	NPD6902	Approved
0.7179	Intermediate Similarity	NPD8296	Approved
0.7179	Intermediate Similarity	NPD8380	Approved
0.7179	Intermediate Similarity	NPD8335	Approved
0.7179	Intermediate Similarity	NPD8379	Approved
0.7179	Intermediate Similarity	NPD8378	Approved
0.717	Intermediate Similarity	NPD7640	Approved
0.717	Intermediate Similarity	NPD7639	Approved
0.7128	Intermediate Similarity	NPD6932	Approved
0.7128	Intermediate Similarity	NPD6925	Approved
0.7128	Intermediate Similarity	NPD5776	Phase 2
0.7111	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD7750	Discontinued
0.7097	Intermediate Similarity	NPD6942	Approved
0.7097	Intermediate Similarity	NPD7339	Approved
0.7094	Intermediate Similarity	NPD8294	Approved
0.7094	Intermediate Similarity	NPD8377	Approved
0.7075	Intermediate Similarity	NPD7638	Approved
0.7071	Intermediate Similarity	NPD6893	Approved
0.7064	Intermediate Similarity	NPD5141	Approved
0.7054	Intermediate Similarity	NPD4634	Approved
0.7034	Intermediate Similarity	NPD8033	Approved
0.7021	Intermediate Similarity	NPD6933	Approved
0.7009	Intermediate Similarity	NPD5286	Approved
0.7009	Intermediate Similarity	NPD5285	Approved
0.7009	Intermediate Similarity	NPD4696	Approved
0.6989	Remote Similarity	NPD4784	Approved
0.6989	Remote Similarity	NPD4785	Approved
0.6981	Remote Similarity	NPD4755	Approved
0.6979	Remote Similarity	NPD7645	Phase 2
0.6957	Remote Similarity	NPD4243	Approved
0.6923	Remote Similarity	NPD4202	Approved
0.6891	Remote Similarity	NPD7503	Approved
0.6881	Remote Similarity	NPD5226	Approved
0.6881	Remote Similarity	NPD4633	Approved
0.6881	Remote Similarity	NPD5224	Approved
0.6881	Remote Similarity	NPD5225	Approved
0.6852	Remote Similarity	NPD4700	Approved
0.6837	Remote Similarity	NPD6898	Phase 1
0.6827	Remote Similarity	NPD7087	Discontinued
0.6818	Remote Similarity	NPD5174	Approved
0.6818	Remote Similarity	NPD5175	Approved
0.6809	Remote Similarity	NPD6924	Approved
0.6809	Remote Similarity	NPD6926	Approved
0.6804	Remote Similarity	NPD6683	Phase 2
0.6803	Remote Similarity	NPD7507	Approved
0.6789	Remote Similarity	NPD5223	Approved
0.6789	Remote Similarity	NPD4159	Approved
0.6783	Remote Similarity	NPD8297	Approved
0.6774	Remote Similarity	NPD7319	Approved
0.6735	Remote Similarity	NPD4748	Discontinued
0.6731	Remote Similarity	NPD7136	Phase 2
0.6726	Remote Similarity	NPD4730	Approved
0.6726	Remote Similarity	NPD4729	Approved
0.6726	Remote Similarity	NPD6881	Approved
0.6726	Remote Similarity	NPD6899	Approved
0.6724	Remote Similarity	NPD4632	Approved
0.6701	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD6675	Approved
0.6696	Remote Similarity	NPD4768	Approved
0.6696	Remote Similarity	NPD6649	Approved
0.6696	Remote Similarity	NPD6650	Approved
0.6696	Remote Similarity	NPD7128	Approved
0.6696	Remote Similarity	NPD6402	Approved
0.6696	Remote Similarity	NPD4767	Approved
0.6696	Remote Similarity	NPD5739	Approved
0.6667	Remote Similarity	NPD6372	Approved
0.6667	Remote Similarity	NPD6319	Approved
0.6667	Remote Similarity	NPD6373	Approved
0.6667	Remote Similarity	NPD4754	Approved
0.6667	Remote Similarity	NPD7637	Suspended
0.6667	Remote Similarity	NPD6079	Approved
0.6638	Remote Similarity	NPD6882	Approved
0.6637	Remote Similarity	NPD5697	Approved
0.6635	Remote Similarity	NPD4753	Phase 2
0.6635	Remote Similarity	NPD5328	Approved
0.6634	Remote Similarity	NPD4786	Approved
0.6633	Remote Similarity	NPD4195	Approved
0.6609	Remote Similarity	NPD7290	Approved
0.6609	Remote Similarity	NPD7102	Approved
0.6609	Remote Similarity	NPD5247	Approved
0.6609	Remote Similarity	NPD5249	Phase 3
0.6609	Remote Similarity	NPD5251	Approved
0.6609	Remote Similarity	NPD5250	Approved
0.6609	Remote Similarity	NPD5248	Approved
0.6609	Remote Similarity	NPD6883	Approved
0.6596	Remote Similarity	NPD7150	Approved
0.6596	Remote Similarity	NPD7152	Approved
0.6596	Remote Similarity	NPD7151	Approved
0.6579	Remote Similarity	NPD7320	Approved
0.6577	Remote Similarity	NPD7632	Discontinued
0.6566	Remote Similarity	NPD7509	Discontinued
0.6562	Remote Similarity	NPD5275	Approved
0.6562	Remote Similarity	NPD4190	Phase 3
0.6555	Remote Similarity	NPD7115	Discovery
0.6552	Remote Similarity	NPD6617	Approved
0.6552	Remote Similarity	NPD6847	Approved
0.6552	Remote Similarity	NPD8130	Phase 1
0.6552	Remote Similarity	NPD6869	Approved
0.6529	Remote Similarity	NPD6054	Approved
0.6522	Remote Similarity	NPD6014	Approved
0.6522	Remote Similarity	NPD6012	Approved
0.6522	Remote Similarity	NPD6013	Approved
0.6505	Remote Similarity	NPD3618	Phase 1
0.6491	Remote Similarity	NPD6412	Phase 2
0.6491	Remote Similarity	NPD5701	Approved
0.6489	Remote Similarity	NPD7144	Approved
0.6489	Remote Similarity	NPD4787	Phase 1
0.6489	Remote Similarity	NPD7143	Approved
0.6486	Remote Similarity	NPD5344	Discontinued
0.6481	Remote Similarity	NPD4629	Approved
0.6481	Remote Similarity	NPD5210	Approved
0.6476	Remote Similarity	NPD6051	Approved
0.6471	Remote Similarity	NPD3133	Approved
0.6471	Remote Similarity	NPD3668	Phase 3
0.6471	Remote Similarity	NPD3665	Phase 1
0.6471	Remote Similarity	NPD3666	Approved
0.6466	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD5135	Approved
0.6436	Remote Similarity	NPD3667	Approved
0.6435	Remote Similarity	NPD5128	Approved
0.6435	Remote Similarity	NPD6011	Approved
0.6423	Remote Similarity	NPD6370	Approved
0.6422	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6422	Remote Similarity	NPD5222	Approved
0.6422	Remote Similarity	NPD5221	Approved
0.6417	Remote Similarity	NPD6009	Approved
0.641	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.641	Remote Similarity	NPD5216	Approved
0.641	Remote Similarity	NPD5215	Approved
0.641	Remote Similarity	NPD5217	Approved
0.6408	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.64	Remote Similarity	NPD4819	Approved
0.64	Remote Similarity	NPD4822	Approved
0.64	Remote Similarity	NPD4820	Approved
0.64	Remote Similarity	NPD4821	Approved
0.6393	Remote Similarity	NPD6059	Approved
0.6392	Remote Similarity	NPD8264	Approved
0.6383	Remote Similarity	NPD6922	Approved
0.6383	Remote Similarity	NPD6923	Approved
0.6379	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6373	Remote Similarity	NPD4788	Approved
0.6364	Remote Similarity	NPD6084	Phase 2
0.6364	Remote Similarity	NPD6083	Phase 2
0.6364	Remote Similarity	NPD5173	Approved
0.6341	Remote Similarity	NPD6015	Approved
0.6341	Remote Similarity	NPD6016	Approved
0.6325	Remote Similarity	NPD5169	Approved
0.632	Remote Similarity	NPD7492	Approved
0.6306	Remote Similarity	NPD4225	Approved
0.6303	Remote Similarity	NPD8133	Approved
0.6299	Remote Similarity	NPD7736	Approved
0.6296	Remote Similarity	NPD8171	Discontinued
0.6296	Remote Similarity	NPD6399	Phase 3
0.6293	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.629	Remote Similarity	NPD5988	Approved
0.6275	Remote Similarity	NPD4221	Approved
0.6275	Remote Similarity	NPD4223	Phase 3
0.6273	Remote Similarity	NPD4697	Phase 3
0.6271	Remote Similarity	NPD5127	Approved
0.627	Remote Similarity	NPD6616	Approved
0.625	Remote Similarity	NPD5329	Approved
0.624	Remote Similarity	NPD7604	Phase 2
0.6238	Remote Similarity	NPD6928	Phase 2
0.622	Remote Similarity	NPD7078	Approved
0.621	Remote Similarity	NPD5983	Phase 2
0.6204	Remote Similarity	NPD7515	Phase 2
0.6204	Remote Similarity	NPD8035	Phase 2
0.6204	Remote Similarity	NPD8034	Phase 2
0.62	Remote Similarity	NPD6697	Approved
0.62	Remote Similarity	NPD4268	Approved
0.62	Remote Similarity	NPD6114	Approved
0.62	Remote Similarity	NPD6115	Approved
0.62	Remote Similarity	NPD4271	Approved
0.62	Remote Similarity	NPD6118	Approved
0.6186	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6179	Remote Similarity	NPD7100	Approved
0.6179	Remote Similarity	NPD7101	Approved
0.6179	Remote Similarity	NPD4522	Approved
0.6161	Remote Similarity	NPD5290	Discontinued
0.6154	Remote Similarity	NPD6686	Approved
0.6154	Remote Similarity	NPD4197	Approved
0.6148	Remote Similarity	NPD6317	Approved
0.6142	Remote Similarity	NPD6336	Discontinued

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