NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	663.34
Volume:	641.919
LogP:	2.549
LogD:	3.157
LogS:	-2.104
# Rotatable Bonds:	9
TPSA:	206.27
# H-Bond Aceptor:	12
# H-Bond Donor:	6
# Rings:	5
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.153
Synthetic Accessibility Score:	5.87
Fsp3:	1.0
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:	-5.194
MDCK Permeability:	4.537617860478349e-05
Pgp-inhibitor:	0.444
Pgp-substrate:	0.043
Human Intestinal Absorption (HIA):	0.568
20% Bioavailability (F20%):	0.028
30% Bioavailability (F30%):	0.835

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.07
Plasma Protein Binding (PPB):	92.8210220336914%
Volume Distribution (VD):	0.639
Pgp-substrate:	6.480546951293945%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.24
CYP2C19-inhibitor:	0.002
CYP2C19-substrate:	0.748
CYP2C9-inhibitor:	0.001
CYP2C9-substrate:	0.046
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.11
CYP3A4-inhibitor:	0.009
CYP3A4-substrate:	0.049

ADMET: Excretion

Clearance (CL):	1.123
Half-life (T1/2):	0.196

ADMET: Toxicity

hERG Blockers:	0.5
Human Hepatotoxicity (H-HT):	0.307
Drug-inuced Liver Injury (DILI):	0.036
AMES Toxicity:	0.248
Rat Oral Acute Toxicity:	0.037
Maximum Recommended Daily Dose:	0.114
Skin Sensitization:	0.294
Carcinogencity:	0.248
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.975

Download Data

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

Natural Product: NPC476669

Natural Product ID:	NPC476669
*Common Name:**	sodium;[(3S,6R,7S,8R,9S,10R,13R,14S,15S,17R)-3,6,7-trihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-15-yl] sulfate
IUPAC Name:	sodium;[(3S,6R,7S,8R,9S,10R,13R,14S,15S,17R)-3,6,7-trihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-15-yl] sulfate
Synonyms:
Standard InCHIKey:	PECPQTBRGDUMCA-CAAPXDDUSA-M
Standard InCHI:	InChI=1S/C32H56O12S.Na/c1-15(2)22(43-30-29(38)27(36)21(34)14-42-30)7-6-16(3)19-13-23(44-45(39,40)41)25-24-18(9-11-32(19,25)5)31(4)10-8-17(33)12-20(31)26(35)28(24)37;/h15-30,33-38H,6-14H2,1-5H3,(H,39,40,41);/q;+1/p-1/t16-,17+,18+,19-,20?,21?,22+,23+,24-,25+,26-,27?,28+,29?,30?,31-,32-;/m1./s1
SMILES:	C[C@H](CC[C@@H](C(C)C)OC1C(C(C(CO1)O)O)O)[C@H]2C[C@@H]([C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@@H]([C@@H](C5[C@@]4(CC[C@@H](C5)O)C)O)O)C)OS(=O)(=O)[O-].[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	76333111
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

*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
NPO27400	Asterias amurensis	Species	Asteriidae	Eukaryota	n.a.	Pacific coast of Okkaido, Japan	n.a.	PMID[8145229]
NPO27400	Asterias amurensis	Species	Asteriidae	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	2

Activity Type	# Activity
Cell Line	1
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	>	123000	nM	PMID[8145229]
NPT3795	Organism	Human immunodeficiency virus 2	Human immunodeficiency virus 2	IC50	=	69000	nM	PMID[8145229]

☑ 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 NPC476669 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	552
0.1-0.2	4990
0.2-0.3	13473
0.3-0.4	10988
0.4-0.5	5476
0.5-0.6	3630
0.6-0.7	2367
0.7-0.8	941
0.8-0.85	122
0.85-0.9	133
0.9-0.95	17
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9885	High Similarity	NPC475325
0.9884	High Similarity	NPC473637
0.9884	High Similarity	NPC476668
0.9663	High Similarity	NPC473287
0.9659	High Similarity	NPC473503
0.9651	High Similarity	NPC473472
0.9551	High Similarity	NPC469710
0.954	High Similarity	NPC223143
0.9535	High Similarity	NPC281004
0.9451	High Similarity	NPC473638
0.9432	High Similarity	NPC149966
0.9432	High Similarity	NPC5632
0.9432	High Similarity	NPC293609
0.9425	High Similarity	NPC102725
0.9326	High Similarity	NPC277774
0.9318	High Similarity	NPC279329
0.9318	High Similarity	NPC473542
0.9318	High Similarity	NPC65550
0.9247	High Similarity	NPC477225
0.9239	High Similarity	NPC473616
0.9222	High Similarity	NPC3538
0.9222	High Similarity	NPC113500
0.9222	High Similarity	NPC477224
0.9213	High Similarity	NPC36372
0.9213	High Similarity	NPC204881
0.9213	High Similarity	NPC473830
0.9205	High Similarity	NPC20822
0.9195	High Similarity	NPC43912
0.9195	High Similarity	NPC140446
0.9121	High Similarity	NPC92196
0.9111	High Similarity	NPC144790
0.9111	High Similarity	NPC137004
0.9111	High Similarity	NPC473726
0.9111	High Similarity	NPC88962
0.9111	High Similarity	NPC172838
0.9111	High Similarity	NPC149400
0.9111	High Similarity	NPC167644
0.9111	High Similarity	NPC311246
0.9022	High Similarity	NPC121453
0.9011	High Similarity	NPC475436
0.9011	High Similarity	NPC175
0.9011	High Similarity	NPC222731
0.9011	High Similarity	NPC473774
0.9011	High Similarity	NPC179859
0.9011	High Similarity	NPC312678
0.9011	High Similarity	NPC309866
0.9011	High Similarity	NPC253268
0.9011	High Similarity	NPC131693
0.9011	High Similarity	NPC294686
0.9011	High Similarity	NPC252253
0.9011	High Similarity	NPC45959
0.9011	High Similarity	NPC291547
0.9011	High Similarity	NPC174024
0.9011	High Similarity	NPC24960
0.9011	High Similarity	NPC473851
0.8989	High Similarity	NPC82955
0.8989	High Similarity	NPC131466
0.8966	High Similarity	NPC290612
0.8925	High Similarity	NPC477223
0.8925	High Similarity	NPC477222
0.8913	High Similarity	NPC473064
0.8913	High Similarity	NPC473065
0.8913	High Similarity	NPC473067
0.8901	High Similarity	NPC325828
0.8901	High Similarity	NPC250393
0.8901	High Similarity	NPC477451
0.8901	High Similarity	NPC48339
0.8901	High Similarity	NPC297348
0.8901	High Similarity	NPC477547
0.8901	High Similarity	NPC177834
0.8901	High Similarity	NPC141769
0.8901	High Similarity	NPC249204
0.8901	High Similarity	NPC234352
0.8864	High Similarity	NPC471240
0.883	High Similarity	NPC473518
0.8817	High Similarity	NPC476510
0.8817	High Similarity	NPC296936
0.8817	High Similarity	NPC473601
0.8817	High Similarity	NPC139271
0.8817	High Similarity	NPC195297
0.8817	High Similarity	NPC142264
0.8817	High Similarity	NPC304011
0.8804	High Similarity	NPC471464
0.8804	High Similarity	NPC264101
0.8804	High Similarity	NPC291203
0.8804	High Similarity	NPC217205
0.8791	High Similarity	NPC307167
0.8791	High Similarity	NPC210759
0.8791	High Similarity	NPC229801
0.875	High Similarity	NPC232044
0.875	High Similarity	NPC273290
0.8723	High Similarity	NPC476112
0.8723	High Similarity	NPC470028
0.8723	High Similarity	NPC115165
0.8723	High Similarity	NPC232611
0.8723	High Similarity	NPC83137
0.8723	High Similarity	NPC307534
0.8723	High Similarity	NPC470861
0.8723	High Similarity	NPC470862
0.8723	High Similarity	NPC303069
0.8723	High Similarity	NPC233649
0.8723	High Similarity	NPC51520
0.8723	High Similarity	NPC470591
0.8723	High Similarity	NPC475207
0.871	High Similarity	NPC107962
0.871	High Similarity	NPC475351
0.871	High Similarity	NPC474399
0.871	High Similarity	NPC19400
0.871	High Similarity	NPC211354
0.871	High Similarity	NPC6295
0.871	High Similarity	NPC477494
0.871	High Similarity	NPC57964
0.871	High Similarity	NPC206003
0.871	High Similarity	NPC107188
0.871	High Similarity	NPC94582
0.871	High Similarity	NPC473610
0.871	High Similarity	NPC473727
0.8646	High Similarity	NPC478106
0.8646	High Similarity	NPC31346
0.8636	High Similarity	NPC227260
0.8632	High Similarity	NPC291548
0.8617	High Similarity	NPC103616
0.8617	High Similarity	NPC284104
0.8617	High Similarity	NPC475643
0.8617	High Similarity	NPC232037
0.8617	High Similarity	NPC184617
0.8617	High Similarity	NPC98018
0.8617	High Similarity	NPC97700
0.8617	High Similarity	NPC470863
0.8617	High Similarity	NPC30856
0.8617	High Similarity	NPC287483
0.8617	High Similarity	NPC475625
0.8617	High Similarity	NPC128572
0.8617	High Similarity	NPC470864
0.8617	High Similarity	NPC132080
0.8617	High Similarity	NPC160426
0.8617	High Similarity	NPC116756
0.8617	High Similarity	NPC470865
0.8617	High Similarity	NPC470866
0.8617	High Similarity	NPC84111
0.8602	High Similarity	NPC191915
0.8602	High Similarity	NPC151214
0.8602	High Similarity	NPC305418
0.8602	High Similarity	NPC30687
0.86	High Similarity	NPC474573
0.8587	High Similarity	NPC59006
0.8556	High Similarity	NPC472396
0.8542	High Similarity	NPC41843
0.8526	High Similarity	NPC210157
0.8526	High Similarity	NPC274200
0.85	High Similarity	NPC475634
0.8462	Intermediate Similarity	NPC128475
0.8454	Intermediate Similarity	NPC472081
0.8454	Intermediate Similarity	NPC108227
0.8454	Intermediate Similarity	NPC477172
0.8454	Intermediate Similarity	NPC476839
0.8454	Intermediate Similarity	NPC476838
0.8454	Intermediate Similarity	NPC476512
0.8454	Intermediate Similarity	NPC475574
0.8427	Intermediate Similarity	NPC474156
0.8421	Intermediate Similarity	NPC237071
0.8421	Intermediate Similarity	NPC472989
0.8421	Intermediate Similarity	NPC252056
0.8421	Intermediate Similarity	NPC238796
0.8421	Intermediate Similarity	NPC203434
0.8409	Intermediate Similarity	NPC470611
0.8409	Intermediate Similarity	NPC296734
0.8384	Intermediate Similarity	NPC312774
0.8384	Intermediate Similarity	NPC475521
0.837	Intermediate Similarity	NPC228059
0.8367	Intermediate Similarity	NPC470029
0.8367	Intermediate Similarity	NPC114700
0.8367	Intermediate Similarity	NPC134967
0.8367	Intermediate Similarity	NPC310138
0.8352	Intermediate Similarity	NPC161928
0.8352	Intermediate Similarity	NPC210658
0.8351	Intermediate Similarity	NPC20028
0.8351	Intermediate Similarity	NPC470030
0.835	Intermediate Similarity	NPC475312
0.8333	Intermediate Similarity	NPC76486
0.8315	Intermediate Similarity	NPC241959
0.8283	Intermediate Similarity	NPC139181
0.8283	Intermediate Similarity	NPC97260
0.8283	Intermediate Similarity	NPC476837
0.8247	Intermediate Similarity	NPC292775
0.8229	Intermediate Similarity	NPC156377
0.82	Intermediate Similarity	NPC475365
0.8182	Intermediate Similarity	NPC310031
0.8182	Intermediate Similarity	NPC80191
0.8182	Intermediate Similarity	NPC248944
0.8182	Intermediate Similarity	NPC7479
0.8182	Intermediate Similarity	NPC257296
0.8173	Intermediate Similarity	NPC475354
0.8163	Intermediate Similarity	NPC91497
0.8163	Intermediate Similarity	NPC471247
0.8163	Intermediate Similarity	NPC7341
0.8163	Intermediate Similarity	NPC473200
0.8161	Intermediate Similarity	NPC177343
0.8144	Intermediate Similarity	NPC472273
0.8125	Intermediate Similarity	NPC215570

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 NPC476669 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	501
0.1-0.2	4561
0.2-0.3	2882
0.3-0.4	630
0.4-0.5	310
0.5-0.6	203
0.6-0.7	46
0.7-0.8	15
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8901	High Similarity	NPD8171	Discontinued
0.8182	Intermediate Similarity	NPD6928	Phase 2
0.802	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7257	Intermediate Similarity	NPD7516	Approved
0.7241	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7228	Intermediate Similarity	NPD7991	Discontinued
0.7193	Intermediate Similarity	NPD8377	Approved
0.7193	Intermediate Similarity	NPD8294	Approved
0.7168	Intermediate Similarity	NPD7328	Approved
0.7168	Intermediate Similarity	NPD7327	Approved
0.713	Intermediate Similarity	NPD8296	Approved
0.713	Intermediate Similarity	NPD8380	Approved
0.713	Intermediate Similarity	NPD8033	Approved
0.713	Intermediate Similarity	NPD8335	Approved
0.713	Intermediate Similarity	NPD8379	Approved
0.713	Intermediate Similarity	NPD8378	Approved
0.7117	Intermediate Similarity	NPD8133	Approved
0.6923	Remote Similarity	NPD1810	Approved
0.6923	Remote Similarity	NPD1811	Approved
0.6909	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD6412	Phase 2
0.6778	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.675	Remote Similarity	NPD7507	Approved
0.6696	Remote Similarity	NPD6940	Discontinued
0.6695	Remote Similarity	NPD7503	Approved
0.6667	Remote Similarity	NPD8174	Phase 2
0.6632	Remote Similarity	NPD6697	Approved
0.6632	Remote Similarity	NPD6115	Approved
0.6632	Remote Similarity	NPD6118	Approved
0.6632	Remote Similarity	NPD6114	Approved
0.6593	Remote Similarity	NPD4787	Phase 1
0.6593	Remote Similarity	NPD2687	Approved
0.6593	Remote Similarity	NPD2686	Approved
0.6593	Remote Similarity	NPD2254	Approved
0.6585	Remote Similarity	NPD7319	Approved
0.6526	Remote Similarity	NPD6116	Phase 1
0.6496	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6477	Remote Similarity	NPD371	Approved
0.6465	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6465	Remote Similarity	NPD3669	Approved
0.6421	Remote Similarity	NPD6117	Approved
0.6371	Remote Similarity	NPD7736	Approved
0.623	Remote Similarity	NPD6370	Approved
0.6211	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.619	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.619	Remote Similarity	NPD6700	Approved
0.6179	Remote Similarity	NPD8328	Phase 3
0.6172	Remote Similarity	NPD8449	Approved
0.617	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.617	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6162	Remote Similarity	NPD7525	Registered
0.616	Remote Similarity	NPD8293	Discontinued
0.6146	Remote Similarity	NPD3703	Phase 2
0.6132	Remote Similarity	NPD8035	Phase 2
0.6132	Remote Similarity	NPD6703	Approved
0.6132	Remote Similarity	NPD6702	Approved
0.6132	Remote Similarity	NPD8034	Phase 2
0.6124	Remote Similarity	NPD8450	Suspended
0.6087	Remote Similarity	NPD6686	Approved
0.6066	Remote Similarity	NPD6054	Approved
0.6066	Remote Similarity	NPD6059	Approved
0.6064	Remote Similarity	NPD4245	Approved
0.6064	Remote Similarity	NPD4244	Approved
0.6048	Remote Similarity	NPD6067	Discontinued
0.5979	Remote Similarity	NPD3702	Approved
0.5957	Remote Similarity	NPD3698	Phase 2
0.5957	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD7638	Approved
0.5942	Remote Similarity	NPD7625	Phase 1
0.5905	Remote Similarity	NPD7524	Approved
0.5893	Remote Similarity	NPD7640	Approved
0.5893	Remote Similarity	NPD7639	Approved
0.5887	Remote Similarity	NPD6016	Approved
0.5887	Remote Similarity	NPD6015	Approved
0.5882	Remote Similarity	NPD6882	Approved
0.5882	Remote Similarity	NPD8297	Approved
0.5873	Remote Similarity	NPD7492	Approved
0.5865	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5841	Remote Similarity	NPD1700	Approved
0.584	Remote Similarity	NPD5988	Approved
0.5833	Remote Similarity	NPD5777	Approved
0.5827	Remote Similarity	NPD6616	Approved
0.582	Remote Similarity	NPD6009	Approved
0.5812	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.581	Remote Similarity	NPD8308	Discontinued
0.5806	Remote Similarity	NPD6319	Approved
0.58	Remote Similarity	NPD5364	Discontinued
0.5789	Remote Similarity	NPD7632	Discontinued
0.5784	Remote Similarity	NPD1780	Approved
0.5784	Remote Similarity	NPD1779	Approved
0.5781	Remote Similarity	NPD7078	Approved
0.5778	Remote Similarity	NPD6123	Approved
0.5743	Remote Similarity	NPD7645	Phase 2
0.5729	Remote Similarity	NPD4789	Approved
0.5714	Remote Similarity	NPD7919	Phase 3
0.5714	Remote Similarity	NPD7920	Phase 3
0.5702	Remote Similarity	NPD4632	Approved
0.5702	Remote Similarity	NPD4159	Approved
0.569	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.569	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5684	Remote Similarity	NPD5360	Phase 3
0.5684	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5664	Remote Similarity	NPD8088	Phase 1
0.5641	Remote Similarity	NPD7128	Approved
0.5641	Remote Similarity	NPD6675	Approved
0.5641	Remote Similarity	NPD5739	Approved
0.5641	Remote Similarity	NPD6402	Approved
0.563	Remote Similarity	NPD6372	Approved
0.563	Remote Similarity	NPD6373	Approved
0.563	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD6033	Approved
0.5614	Remote Similarity	NPD8418	Phase 2
0.56	Remote Similarity	NPD3701	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