NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	1357.57
Volume:	1259.825
LogP:	0.256
LogD:	0.184
LogS:	-2.942
# Rotatable Bonds:	20
TPSA:	477.48
# H-Bond Aceptor:	31
# H-Bond Donor:	14
# Rings:	10
# Heavy Atoms:	32

MedChem Properties

QED Drug-Likeness Score:	0.024
Synthetic Accessibility Score:	7.796
Fsp3:	0.918
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.279
MDCK Permeability:	0.0005850151064805686
Pgp-inhibitor:	0.001
Pgp-substrate:	0.998
Human Intestinal Absorption (HIA):	0.994
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.189
Plasma Protein Binding (PPB):	61.23390197753906%
Volume Distribution (VD):	-0.148
Pgp-substrate:	11.757198333740234%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.095
CYP2C19-inhibitor:	0.002
CYP2C19-substrate:	0.071
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.022
CYP3A4-inhibitor:	0.022
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	-0.074
Half-life (T1/2):	0.615

ADMET: Toxicity

hERG Blockers:	0.5
Human Hepatotoxicity (H-HT):	0.153
Drug-inuced Liver Injury (DILI):	0.323
AMES Toxicity:	0.101
Rat Oral Acute Toxicity:	0.432
Maximum Recommended Daily Dose:	0.038
Skin Sensitization:	0.474
Carcinogencity:	0.347
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.984

Download Data

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

Natural Product: NPC476670

Natural Product ID:	NPC476670
*Common Name:**	Astrosterioside A
IUPAC Name:	sodium;[(3S,5S,6S,8S,10S,13S,14S,17R)-6-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R)-5-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-[(E)-6-methyl-4-oxohept-2-en-2-yl]-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
Synonyms:
Standard InCHIKey:	NBBZKXHGFQVAQJ-RMFCJGBSSA-M
Standard InCHI:	InChI=1S/C61H98O31S.Na/c1-22(2)15-27(64)16-23(3)30-9-10-31-29-18-34(33-17-28(92-93(77,78)79)11-13-61(33,8)32(29)12-14-60(30,31)7)84-56-48(75)51(40(67)25(5)82-56)89-58-52(90-54-47(74)44(71)38(65)24(4)81-54)43(70)37(21-80-58)87-59-53(45(72)41(68)35(19-62)86-59)91-57-49(76)50(39(66)26(6)83-57)88-55-46(73)42(69)36(20-63)85-55;/h12,16,22,24-26,28-31,33-59,62-63,65-76H,9-11,13-15,17-21H2,1-8H3,(H,77,78,79);/q;+1/p-1/b23-16+;/t24-,25-,26-,28+,29+,30-,31+,33-,34+,35-,36+,37-,38-,39+,40-,41+,42+,43+,44+,45+,46-,47-,48-,49-,50+,51+,52-,53-,54+,55+,56+,57+,58+,59+,60-,61-;/m1./s1
SMILES:	C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3[C@@H]([C@H](O[C@H]([C@@H]3O)O[C@H]4C[C@H]5[C@@H]6CC[C@@H]([C@]6(CC=C5[C@@]7([C@@H]4C[C@H](CC7)OS(=O)(=O)[O-])C)C)/C(=C/C(=O)CC(C)C)/C)C)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)C)O)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)O)O)O)O)O)O)O.[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	73353726
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
NPO33624	Astropecten monacanthus	Species	Astropectinidae	Eukaryota	n.a.	Cat Ba, Haiphong, Vietnam	2012-JUN	PMID[24047259]

☑ 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	3

Activity Type	# Activity
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	>	50000	nM	PMID[24047259]
NPT2	Others	Unspecified		IC50	=	3170	nM	PMID[24047259]

☑ 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 NPC476670 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	268
0.1-0.2	1885
0.2-0.3	6322
0.3-0.4	13652
0.4-0.5	8962
0.5-0.6	5900
0.6-0.7	3385
0.7-0.8	1522
0.8-0.85	606
0.85-0.9	186
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9558	High Similarity	NPC476675
0.9558	High Similarity	NPC476672
0.931	High Similarity	NPC476674
0.9279	High Similarity	NPC476671
0.8983	High Similarity	NPC473505
0.8908	High Similarity	NPC476673
0.8879	High Similarity	NPC190939
0.8879	High Similarity	NPC197003
0.8803	High Similarity	NPC308459
0.8783	High Similarity	NPC279638
0.875	High Similarity	NPC302057
0.871	High Similarity	NPC478069
0.8707	High Similarity	NPC477807
0.8696	High Similarity	NPC477808
0.8696	High Similarity	NPC477810
0.8689	High Similarity	NPC477235
0.8684	High Similarity	NPC244431
0.8684	High Similarity	NPC31896
0.8684	High Similarity	NPC263359
0.8684	High Similarity	NPC32361
0.8684	High Similarity	NPC210569
0.8673	High Similarity	NPC222202
0.8673	High Similarity	NPC23808
0.8673	High Similarity	NPC224314
0.8673	High Similarity	NPC269297
0.8673	High Similarity	NPC477811
0.8673	High Similarity	NPC87998
0.8661	High Similarity	NPC220427
0.8661	High Similarity	NPC159005
0.8661	High Similarity	NPC6931
0.8655	High Similarity	NPC94072
0.8655	High Similarity	NPC15918
0.8655	High Similarity	NPC305771
0.8655	High Similarity	NPC169816
0.8621	High Similarity	NPC63609
0.8609	High Similarity	NPC79900
0.8609	High Similarity	NPC260665
0.8596	High Similarity	NPC476547
0.8596	High Similarity	NPC294129
0.8596	High Similarity	NPC475247
0.8596	High Similarity	NPC13193
0.8584	High Similarity	NPC208383
0.8584	High Similarity	NPC84956
0.8584	High Similarity	NPC194207
0.8584	High Similarity	NPC102016
0.8584	High Similarity	NPC470433
0.8584	High Similarity	NPC475333
0.8584	High Similarity	NPC477809
0.8584	High Similarity	NPC6806
0.8584	High Similarity	NPC150372
0.8584	High Similarity	NPC248746
0.8584	High Similarity	NPC232054
0.8584	High Similarity	NPC475550
0.8584	High Similarity	NPC95051
0.8584	High Similarity	NPC249265
0.8584	High Similarity	NPC22779
0.8584	High Similarity	NPC73243
0.8584	High Similarity	NPC46190
0.8584	High Similarity	NPC224098
0.8584	High Similarity	NPC300557
0.8584	High Similarity	NPC171073
0.8584	High Similarity	NPC218571
0.8584	High Similarity	NPC309278
0.8584	High Similarity	NPC244086
0.8583	High Similarity	NPC256983
0.8571	High Similarity	NPC249553
0.8571	High Similarity	NPC208650
0.8571	High Similarity	NPC476543
0.8571	High Similarity	NPC14946
0.8571	High Similarity	NPC182900
0.8571	High Similarity	NPC190395
0.8571	High Similarity	NPC476544
0.8571	High Similarity	NPC476545
0.8571	High Similarity	NPC63368
0.8534	High Similarity	NPC165439
0.8534	High Similarity	NPC167183
0.8534	High Similarity	NPC32707
0.8522	High Similarity	NPC210420
0.8522	High Similarity	NPC474265
0.8496	Intermediate Similarity	NPC98696
0.8496	Intermediate Similarity	NPC246124
0.8496	Intermediate Similarity	NPC180183
0.8487	Intermediate Similarity	NPC207243
0.8487	Intermediate Similarity	NPC198325
0.8487	Intermediate Similarity	NPC129393
0.8487	Intermediate Similarity	NPC233391
0.8482	Intermediate Similarity	NPC194842
0.8482	Intermediate Similarity	NPC208594
0.8482	Intermediate Similarity	NPC69737
0.8482	Intermediate Similarity	NPC309448
0.8482	Intermediate Similarity	NPC269627
0.8482	Intermediate Similarity	NPC127801
0.8482	Intermediate Similarity	NPC152584
0.8482	Intermediate Similarity	NPC160816
0.8482	Intermediate Similarity	NPC208477
0.8475	Intermediate Similarity	NPC476691
0.8475	Intermediate Similarity	NPC476692
0.8462	Intermediate Similarity	NPC477031
0.8462	Intermediate Similarity	NPC477029
0.8462	Intermediate Similarity	NPC477030
0.8462	Intermediate Similarity	NPC146652
0.8435	Intermediate Similarity	NPC124677
0.8435	Intermediate Similarity	NPC65167
0.8435	Intermediate Similarity	NPC477028
0.8435	Intermediate Similarity	NPC477032
0.8435	Intermediate Similarity	NPC197231
0.8421	Intermediate Similarity	NPC306131
0.8421	Intermediate Similarity	NPC250089
0.8421	Intermediate Similarity	NPC14630
0.8421	Intermediate Similarity	NPC157530
0.8421	Intermediate Similarity	NPC477027
0.8421	Intermediate Similarity	NPC477026
0.8421	Intermediate Similarity	NPC70204
0.8421	Intermediate Similarity	NPC475670
0.8417	Intermediate Similarity	NPC477463
0.8413	Intermediate Similarity	NPC477234
0.8407	Intermediate Similarity	NPC230507
0.8407	Intermediate Similarity	NPC470432
0.8407	Intermediate Similarity	NPC305423
0.8407	Intermediate Similarity	NPC161676
0.8407	Intermediate Similarity	NPC234160
0.8407	Intermediate Similarity	NPC113044
0.8407	Intermediate Similarity	NPC181467
0.8407	Intermediate Similarity	NPC283829
0.8407	Intermediate Similarity	NPC14704
0.8407	Intermediate Similarity	NPC94272
0.8403	Intermediate Similarity	NPC229962
0.8403	Intermediate Similarity	NPC161738
0.8403	Intermediate Similarity	NPC477464
0.8403	Intermediate Similarity	NPC195560
0.8393	Intermediate Similarity	NPC221562
0.8393	Intermediate Similarity	NPC187400
0.8393	Intermediate Similarity	NPC470885
0.839	Intermediate Similarity	NPC20979
0.8378	Intermediate Similarity	NPC159036
0.8378	Intermediate Similarity	NPC312553
0.8378	Intermediate Similarity	NPC288694
0.8376	Intermediate Similarity	NPC54636
0.8376	Intermediate Similarity	NPC473714
0.8376	Intermediate Similarity	NPC71065
0.8376	Intermediate Similarity	NPC74727
0.8376	Intermediate Similarity	NPC224381
0.8376	Intermediate Similarity	NPC204414
0.8376	Intermediate Similarity	NPC227551
0.8376	Intermediate Similarity	NPC475140
0.8376	Intermediate Similarity	NPC236638
0.8376	Intermediate Similarity	NPC65105
0.8376	Intermediate Similarity	NPC294453
0.8376	Intermediate Similarity	NPC250247
0.8376	Intermediate Similarity	NPC261506
0.8376	Intermediate Similarity	NPC298034
0.8376	Intermediate Similarity	NPC57484
0.8376	Intermediate Similarity	NPC293330
0.8376	Intermediate Similarity	NPC476068
0.8376	Intermediate Similarity	NPC43550
0.8376	Intermediate Similarity	NPC208832
0.8376	Intermediate Similarity	NPC60557
0.8376	Intermediate Similarity	NPC4328
0.8376	Intermediate Similarity	NPC119592
0.8376	Intermediate Similarity	NPC161717
0.8376	Intermediate Similarity	NPC100639
0.8376	Intermediate Similarity	NPC309907
0.8376	Intermediate Similarity	NPC67857
0.8376	Intermediate Similarity	NPC471550
0.8376	Intermediate Similarity	NPC202828
0.8376	Intermediate Similarity	NPC123199
0.8376	Intermediate Similarity	NPC11548
0.8376	Intermediate Similarity	NPC473882
0.8376	Intermediate Similarity	NPC41061
0.8376	Intermediate Similarity	NPC469782
0.8376	Intermediate Similarity	NPC76972
0.8376	Intermediate Similarity	NPC70809
0.8376	Intermediate Similarity	NPC474557
0.8376	Intermediate Similarity	NPC305981
0.8376	Intermediate Similarity	NPC471385
0.8376	Intermediate Similarity	NPC475160
0.8376	Intermediate Similarity	NPC79643
0.8362	Intermediate Similarity	NPC308140
0.8362	Intermediate Similarity	NPC42171
0.8362	Intermediate Similarity	NPC19888
0.8361	Intermediate Similarity	NPC471090
0.8361	Intermediate Similarity	NPC248202
0.8348	Intermediate Similarity	NPC247037
0.8348	Intermediate Similarity	NPC475317
0.8348	Intermediate Similarity	NPC154856
0.8348	Intermediate Similarity	NPC52241
0.8347	Intermediate Similarity	NPC74259
0.8347	Intermediate Similarity	NPC474423
0.8333	Intermediate Similarity	NPC38217
0.8333	Intermediate Similarity	NPC476539
0.8333	Intermediate Similarity	NPC135369
0.8333	Intermediate Similarity	NPC50689
0.8333	Intermediate Similarity	NPC473566
0.8333	Intermediate Similarity	NPC472988
0.8333	Intermediate Similarity	NPC475358
0.8333	Intermediate Similarity	NPC476538
0.8333	Intermediate Similarity	NPC476540
0.8333	Intermediate Similarity	NPC476541
0.8319	Intermediate Similarity	NPC475899
0.8319	Intermediate Similarity	NPC470514

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 NPC476670 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	232
0.1-0.2	2059
0.2-0.3	4466
0.3-0.4	1606
0.4-0.5	404
0.5-0.6	234
0.6-0.7	113
0.7-0.8	28
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8182	Intermediate Similarity	NPD8294	Approved
0.8182	Intermediate Similarity	NPD8377	Approved
0.8115	Intermediate Similarity	NPD8380	Approved
0.8115	Intermediate Similarity	NPD8378	Approved
0.8115	Intermediate Similarity	NPD8379	Approved
0.8115	Intermediate Similarity	NPD8296	Approved
0.8115	Intermediate Similarity	NPD8335	Approved
0.8087	Intermediate Similarity	NPD6412	Phase 2
0.7967	Intermediate Similarity	NPD8033	Approved
0.784	Intermediate Similarity	NPD8328	Phase 3
0.7724	Intermediate Similarity	NPD7328	Approved
0.7724	Intermediate Similarity	NPD7327	Approved
0.7686	Intermediate Similarity	NPD8133	Approved
0.7661	Intermediate Similarity	NPD7516	Approved
0.7647	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD6370	Approved
0.7597	Intermediate Similarity	NPD7736	Approved
0.7578	Intermediate Similarity	NPD7507	Approved
0.754	Intermediate Similarity	NPD7503	Approved
0.7519	Intermediate Similarity	NPD8293	Discontinued
0.746	Intermediate Similarity	NPD6054	Approved
0.746	Intermediate Similarity	NPD6059	Approved
0.7458	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7422	Intermediate Similarity	NPD6067	Discontinued
0.7405	Intermediate Similarity	NPD7319	Approved
0.7345	Intermediate Similarity	NPD8171	Discontinued
0.7273	Intermediate Similarity	NPD6686	Approved
0.7266	Intermediate Similarity	NPD6015	Approved
0.7266	Intermediate Similarity	NPD6016	Approved
0.7231	Intermediate Similarity	NPD7492	Approved
0.7222	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD5988	Approved
0.7185	Intermediate Similarity	NPD8450	Suspended
0.7176	Intermediate Similarity	NPD6616	Approved
0.7121	Intermediate Similarity	NPD7078	Approved
0.7111	Intermediate Similarity	NPD8449	Approved
0.704	Intermediate Similarity	NPD8297	Approved
0.704	Intermediate Similarity	NPD6882	Approved
0.7	Intermediate Similarity	NPD8516	Approved
0.7	Intermediate Similarity	NPD8515	Approved
0.7	Intermediate Similarity	NPD8517	Approved
0.6953	Remote Similarity	NPD6009	Approved
0.694	Remote Similarity	NPD6033	Approved
0.6923	Remote Similarity	NPD6319	Approved
0.6891	Remote Similarity	NPD7638	Approved
0.687	Remote Similarity	NPD8513	Phase 3
0.6855	Remote Similarity	NPD7320	Approved
0.685	Remote Similarity	NPD4632	Approved
0.6838	Remote Similarity	NPD7748	Approved
0.6833	Remote Similarity	NPD7639	Approved
0.6833	Remote Similarity	NPD7640	Approved
0.6829	Remote Similarity	NPD6675	Approved
0.6829	Remote Similarity	NPD7128	Approved
0.6829	Remote Similarity	NPD5739	Approved
0.6829	Remote Similarity	NPD6402	Approved
0.6807	Remote Similarity	NPD7902	Approved
0.68	Remote Similarity	NPD6373	Approved
0.68	Remote Similarity	NPD6372	Approved
0.6783	Remote Similarity	NPD5328	Approved
0.672	Remote Similarity	NPD6899	Approved
0.672	Remote Similarity	NPD6881	Approved
0.6694	Remote Similarity	NPD6008	Approved
0.6693	Remote Similarity	NPD6649	Approved
0.6693	Remote Similarity	NPD6650	Approved
0.6693	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD8130	Phase 1
0.6692	Remote Similarity	NPD7115	Discovery
0.6667	Remote Similarity	NPD3618	Phase 1
0.6667	Remote Similarity	NPD4755	Approved
0.6667	Remote Similarity	NPD7515	Phase 2
0.6667	Remote Similarity	NPD6079	Approved
0.664	Remote Similarity	NPD5701	Approved
0.664	Remote Similarity	NPD5697	Approved
0.6614	Remote Similarity	NPD6883	Approved
0.6614	Remote Similarity	NPD7290	Approved
0.6614	Remote Similarity	NPD7102	Approved
0.6614	Remote Similarity	NPD4634	Approved
0.661	Remote Similarity	NPD6399	Phase 3
0.661	Remote Similarity	NPD4202	Approved
0.6599	Remote Similarity	NPD7625	Phase 1
0.6562	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD6847	Approved
0.6562	Remote Similarity	NPD6869	Approved
0.6562	Remote Similarity	NPD6617	Approved
0.6557	Remote Similarity	NPD4700	Approved
0.6557	Remote Similarity	NPD4696	Approved
0.6557	Remote Similarity	NPD5285	Approved
0.6557	Remote Similarity	NPD5286	Approved
0.6555	Remote Similarity	NPD7900	Approved
0.6555	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD6012	Approved
0.6535	Remote Similarity	NPD6014	Approved
0.6535	Remote Similarity	NPD6013	Approved
0.6529	Remote Similarity	NPD6084	Phase 2
0.6529	Remote Similarity	NPD6083	Phase 2
0.6519	Remote Similarity	NPD7604	Phase 2
0.6493	Remote Similarity	NPD5983	Phase 2
0.6491	Remote Similarity	NPD4786	Approved
0.6475	Remote Similarity	NPD5956	Approved
0.6475	Remote Similarity	NPD4225	Approved
0.6457	Remote Similarity	NPD6011	Approved
0.6452	Remote Similarity	NPD5211	Phase 2
0.6452	Remote Similarity	NPD5225	Approved
0.6452	Remote Similarity	NPD5226	Approved
0.6452	Remote Similarity	NPD4633	Approved
0.6452	Remote Similarity	NPD5224	Approved
0.6446	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6446	Remote Similarity	NPD4697	Phase 3
0.6446	Remote Similarity	NPD5221	Approved
0.6446	Remote Similarity	NPD5222	Approved
0.6429	Remote Similarity	NPD4767	Approved
0.6429	Remote Similarity	NPD4768	Approved
0.6429	Remote Similarity	NPD7525	Registered
0.6423	Remote Similarity	NPD6336	Discontinued
0.6406	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.64	Remote Similarity	NPD5174	Approved
0.64	Remote Similarity	NPD4754	Approved
0.64	Remote Similarity	NPD5175	Approved
0.6393	Remote Similarity	NPD5173	Approved
0.6387	Remote Similarity	NPD8035	Phase 2
0.6387	Remote Similarity	NPD8034	Phase 2
0.6371	Remote Similarity	NPD5223	Approved
0.6364	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6356	Remote Similarity	NPD4753	Phase 2
0.6349	Remote Similarity	NPD5141	Approved
0.6348	Remote Similarity	NPD3133	Approved
0.6348	Remote Similarity	NPD3668	Phase 3
0.6348	Remote Similarity	NPD3666	Approved
0.6348	Remote Similarity	NPD3665	Phase 1
0.6339	Remote Similarity	NPD7645	Phase 2
0.6331	Remote Similarity	NPD8337	Approved
0.6331	Remote Similarity	NPD8336	Approved
0.6328	Remote Similarity	NPD4730	Approved
0.6328	Remote Similarity	NPD4729	Approved
0.632	Remote Similarity	NPD7632	Discontinued
0.6316	Remote Similarity	NPD3667	Approved
0.6283	Remote Similarity	NPD6928	Phase 2
0.6271	Remote Similarity	NPD6672	Approved
0.6271	Remote Similarity	NPD5737	Approved
0.6271	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD6903	Approved
0.625	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD6274	Approved
0.6239	Remote Similarity	NPD6684	Approved
0.6239	Remote Similarity	NPD7334	Approved
0.6239	Remote Similarity	NPD7521	Approved
0.6239	Remote Similarity	NPD7146	Approved
0.6239	Remote Similarity	NPD6409	Approved
0.6239	Remote Similarity	NPD5330	Approved
0.6231	Remote Similarity	NPD5247	Approved
0.6231	Remote Similarity	NPD5251	Approved
0.6231	Remote Similarity	NPD5250	Approved
0.6231	Remote Similarity	NPD5249	Phase 3
0.6231	Remote Similarity	NPD5248	Approved
0.6231	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.623	Remote Similarity	NPD5695	Phase 3
0.6222	Remote Similarity	NPD7101	Approved
0.6222	Remote Similarity	NPD7100	Approved
0.621	Remote Similarity	NPD5696	Approved
0.6202	Remote Similarity	NPD5128	Approved
0.6194	Remote Similarity	NPD6317	Approved
0.6186	Remote Similarity	NPD7524	Approved
0.6154	Remote Similarity	NPD8338	Approved
0.6154	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD6335	Approved
0.6131	Remote Similarity	NPD6909	Approved
0.6131	Remote Similarity	NPD6908	Approved
0.6126	Remote Similarity	NPD6942	Approved
0.6126	Remote Similarity	NPD7339	Approved
0.6119	Remote Similarity	NPD6868	Approved
0.6107	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6107	Remote Similarity	NPD5135	Approved
0.6102	Remote Similarity	NPD5279	Phase 3
0.6098	Remote Similarity	NPD4629	Approved
0.6098	Remote Similarity	NPD5210	Approved
0.608	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6077	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6068	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6061	Remote Similarity	NPD5215	Approved
0.6061	Remote Similarity	NPD5217	Approved
0.6061	Remote Similarity	NPD5216	Approved
0.6034	Remote Similarity	NPD4223	Phase 3
0.6034	Remote Similarity	NPD4221	Approved
0.6029	Remote Similarity	NPD6313	Approved
0.6029	Remote Similarity	NPD6314	Approved
0.6028	Remote Similarity	NPD8074	Phase 3
0.6017	Remote Similarity	NPD5329	Approved
0.6016	Remote Similarity	NPD6001	Approved
0.6015	Remote Similarity	NPD6053	Discontinued
0.6	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5985	Remote Similarity	NPD5169	Approved
0.5984	Remote Similarity	NPD7637	Suspended
0.5983	Remote Similarity	NPD6695	Phase 3
0.5966	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.5954	Remote Similarity	NPD5168	Approved
0.5952	Remote Similarity	NPD5290	Discontinued
0.595	Remote Similarity	NPD6904	Approved
0.595	Remote Similarity	NPD6080	Approved
0.595	Remote Similarity	NPD6673	Approved
0.594	Remote Similarity	NPD5127	Approved

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