NPASS Compound

Structure

NPC173905 OpenBabel07101719512D 50 53 0 0 1 0 0 0 0 0999 V2000 1.7321 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4106 -6.2859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7633 -6.8212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7926 -4.3838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1890 -4.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1913 -3.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1453 -4.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8363 -3.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4325 -6.0780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1235 -5.1270 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8581 -3.7601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 34 1 0 0 0 0 3 34 1 0 0 0 0 7 45 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 23 43 1 0 0 0 0 24 25 2 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 27 1 0 0 0 0 26 39 1 0 0 0 0 27 40 1 0 0 0 0 28 31 1 0 0 0 0 28 37 1 0 0 0 0 29 30 1 0 0 0 0 29 41 1 0 0 0 0 30 44 1 0 0 0 0 31 45 1 0 0 0 0 32 38 2 0 0 0 0 32 42 1 0 0 0 0 33 37 1 0 0 0 0 33 46 1 0 0 0 0 34 35 1 0 0 0 0 35 4 1 1 0 0 0 36 5 1 6 0 0 0 36 39 1 0 0 0 0 37 47 1 1 0 0 0 38 40 1 0 0 0 0 38 41 1 0 0 0 0 39 44 1 1 0 0 0 40 44 1 1 0 0 0 41 45 1 1 0 0 0 42 46 1 6 0 0 0 42 50 1 0 0 0 0 43 48 2 0 0 0 0 43 50 1 0 0 0 0 44 6 1 1 0 0 0 45 46 1 1 0 0 0 46 49 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	692.57
Volume:	791.925
LogP:	9.378
LogD:	6.758
LogS:	-3.726
# Rotatable Bonds:	20
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.08
Synthetic Accessibility Score:	5.285
Fsp3:	0.804
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
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:	-5.035
MDCK Permeability:	6.615836900891736e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.007
Human Intestinal Absorption (HIA):	0.409
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.061
Plasma Protein Binding (PPB):	99.40148162841797%
Volume Distribution (VD):	1.824
Pgp-substrate:	2.4717819690704346%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.237
CYP2C19-inhibitor:	0.135
CYP2C19-substrate:	0.833
CYP2C9-inhibitor:	0.14
CYP2C9-substrate:	0.681
CYP2D6-inhibitor:	0.304
CYP2D6-substrate:	0.251
CYP3A4-inhibitor:	0.913
CYP3A4-substrate:	0.565

ADMET: Excretion

Clearance (CL):	3.559
Half-life (T1/2):	0.182

ADMET: Toxicity

hERG Blockers:	0.216
Human Hepatotoxicity (H-HT):	0.776
Drug-inuced Liver Injury (DILI):	0.034
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.544
Maximum Recommended Daily Dose:	0.972
Skin Sensitization:	0.881
Carcinogencity:	0.007
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.966

Download Data

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

Natural Product: NPC173905

Natural Product ID:	NPC173905
*Common Name:**	IASUPFYZOZPFLS-VZIDHDPNSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	IASUPFYZOZPFLS-VZIDHDPNSA-N
Standard InCHI:	InChI=1S/C46H76O4/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-43(48)50-42-32-38-40-27-26-39(36(5)25-24-35(4)34(2)3)44(40,6)30-29-41(38)45(7)31-28-37(47)33-46(42,45)49/h12-13,15-16,24-25,32,34-37,39-42,47,49H,8-11,14,17-23,26-31,33H2,1-7H3/b13-12-,16-15-,25-24+/t35-,36+,37-,39+,40-,41-,42-,44+,45+,46-/m0/s1
SMILES:	CCCCC/C=CC/C=CCCCCCCCC(=O)O[C@H]1C=C2[C@@H]3CC[C@@H]([C@@]3(C)CC[C@@H]2[C@@]2([C@]1(O)C[C@@H](O)CC2)C)[C@@H](/C=C/[C@@H](C(C)C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3353028
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003567] Ergostane steroids [CHEMONTID:0001403] Ergosterols 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
NPO33451	hericium erinaceum	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18835171]
NPO33451	hericium erinaceum	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25437304]

☑ 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
EC50	1

Activity Type	# Activity
Protein Family	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3942	Protein Family	Peroxisome proliferator-activated receptor	Homo sapiens	EC50	>	50000.0	nM	PMID[531317]

☑ 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 NPC173905 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	199
0.1-0.2	1113
0.2-0.3	3681
0.3-0.4	6729
0.4-0.5	13711
0.5-0.6	6217
0.6-0.7	6035
0.7-0.8	4461
0.8-0.85	484
0.85-0.9	57
0.9-0.95	3
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC5475
1.0	High Similarity	NPC284828
1.0	High Similarity	NPC472216
0.951	High Similarity	NPC472219
0.951	High Similarity	NPC472217
0.951	High Similarity	NPC472218
0.9327	High Similarity	NPC472215
0.9327	High Similarity	NPC472214
0.901	High Similarity	NPC473510
0.8932	High Similarity	NPC474124
0.8932	High Similarity	NPC222153
0.8922	High Similarity	NPC475617
0.89	High Similarity	NPC98457
0.89	High Similarity	NPC227583
0.89	High Similarity	NPC12103
0.8857	High Similarity	NPC67321
0.8857	High Similarity	NPC187435
0.8846	High Similarity	NPC473543
0.8835	High Similarity	NPC476471
0.8835	High Similarity	NPC475344
0.8824	High Similarity	NPC230546
0.8824	High Similarity	NPC167974
0.8812	High Similarity	NPC210337
0.88	High Similarity	NPC8774
0.8796	High Similarity	NPC470063
0.8785	High Similarity	NPC475134
0.8785	High Similarity	NPC475563
0.8762	High Similarity	NPC173172
0.8762	High Similarity	NPC475414
0.875	High Similarity	NPC36688
0.875	High Similarity	NPC473523
0.8725	High Similarity	NPC119036
0.8713	High Similarity	NPC288970
0.8713	High Similarity	NPC88009
0.8704	High Similarity	NPC473921
0.8704	High Similarity	NPC475668
0.8704	High Similarity	NPC475480
0.87	High Similarity	NPC65402
0.87	High Similarity	NPC127718
0.8692	High Similarity	NPC475065
0.8684	High Similarity	NPC473979
0.8684	High Similarity	NPC41129
0.8679	High Similarity	NPC59530
0.8679	High Similarity	NPC475176
0.8679	High Similarity	NPC255387
0.8679	High Similarity	NPC131665
0.8673	High Similarity	NPC67569
0.8667	High Similarity	NPC471293
0.8661	High Similarity	NPC477071
0.8654	High Similarity	NPC476081
0.8614	High Similarity	NPC279974
0.8611	High Similarity	NPC101450
0.8598	High Similarity	NPC475418
0.8598	High Similarity	NPC472825
0.8598	High Similarity	NPC318363
0.8598	High Similarity	NPC306265
0.8598	High Similarity	NPC473482
0.8598	High Similarity	NPC258323
0.8596	High Similarity	NPC23786
0.8596	High Similarity	NPC470265
0.8571	High Similarity	NPC45475
0.8571	High Similarity	NPC709
0.8571	High Similarity	NPC50774
0.8534	High Similarity	NPC293112
0.8534	High Similarity	NPC473635
0.8532	High Similarity	NPC470076
0.8529	High Similarity	NPC471903
0.8522	High Similarity	NPC469789
0.8522	High Similarity	NPC11895
0.8519	High Similarity	NPC218853
0.8505	High Similarity	NPC329048
0.8505	High Similarity	NPC64844
0.8505	High Similarity	NPC330011
0.8505	High Similarity	NPC263729
0.8505	High Similarity	NPC42847
0.8505	High Similarity	NPC473173
0.8505	High Similarity	NPC144459
0.8505	High Similarity	NPC469318
0.8496	Intermediate Similarity	NPC475041
0.8491	Intermediate Similarity	NPC475585
0.8491	Intermediate Similarity	NPC473577
0.8491	Intermediate Similarity	NPC474550
0.8482	Intermediate Similarity	NPC140055
0.8482	Intermediate Similarity	NPC286528
0.8482	Intermediate Similarity	NPC20302
0.8482	Intermediate Similarity	NPC167606
0.8482	Intermediate Similarity	NPC473590
0.8476	Intermediate Similarity	NPC477054
0.8476	Intermediate Similarity	NPC32577
0.8476	Intermediate Similarity	NPC114540
0.8476	Intermediate Similarity	NPC155332
0.8468	Intermediate Similarity	NPC220293
0.8468	Intermediate Similarity	NPC67259
0.8468	Intermediate Similarity	NPC147912
0.8462	Intermediate Similarity	NPC38855
0.8455	Intermediate Similarity	NPC236217
0.8455	Intermediate Similarity	NPC234042
0.8455	Intermediate Similarity	NPC152117
0.8448	Intermediate Similarity	NPC8374
0.8447	Intermediate Similarity	NPC291634
0.844	Intermediate Similarity	NPC5284
0.8435	Intermediate Similarity	NPC170538
0.8426	Intermediate Similarity	NPC295389
0.8426	Intermediate Similarity	NPC88701
0.8421	Intermediate Similarity	NPC474370
0.8421	Intermediate Similarity	NPC79579
0.8411	Intermediate Similarity	NPC475290
0.8411	Intermediate Similarity	NPC477877
0.8407	Intermediate Similarity	NPC257457
0.8407	Intermediate Similarity	NPC311554
0.8407	Intermediate Similarity	NPC473617
0.8407	Intermediate Similarity	NPC153440
0.8407	Intermediate Similarity	NPC473828
0.84	Intermediate Similarity	NPC471896
0.8396	Intermediate Similarity	NPC112009
0.8396	Intermediate Similarity	NPC180204
0.8396	Intermediate Similarity	NPC120321
0.8396	Intermediate Similarity	NPC324001
0.8393	Intermediate Similarity	NPC190286
0.8381	Intermediate Similarity	NPC477052
0.8381	Intermediate Similarity	NPC477053
0.8381	Intermediate Similarity	NPC289670
0.8381	Intermediate Similarity	NPC476897
0.8381	Intermediate Similarity	NPC477051
0.8378	Intermediate Similarity	NPC255017
0.8378	Intermediate Similarity	NPC250109
0.8365	Intermediate Similarity	NPC477854
0.8364	Intermediate Similarity	NPC250481
0.8364	Intermediate Similarity	NPC285410
0.8364	Intermediate Similarity	NPC263827
0.8349	Intermediate Similarity	NPC41405
0.8348	Intermediate Similarity	NPC46570
0.8333	Intermediate Similarity	NPC301666
0.8333	Intermediate Similarity	NPC475294
0.8333	Intermediate Similarity	NPC305260
0.8333	Intermediate Similarity	NPC473284
0.8333	Intermediate Similarity	NPC77689
0.8333	Intermediate Similarity	NPC264954
0.8333	Intermediate Similarity	NPC5292
0.8333	Intermediate Similarity	NPC473636
0.8333	Intermediate Similarity	NPC270850
0.8319	Intermediate Similarity	NPC470492
0.8319	Intermediate Similarity	NPC470493
0.8319	Intermediate Similarity	NPC284068
0.8319	Intermediate Similarity	NPC231529
0.8319	Intermediate Similarity	NPC476966
0.8319	Intermediate Similarity	NPC471407
0.8319	Intermediate Similarity	NPC312824
0.8319	Intermediate Similarity	NPC183580
0.8318	Intermediate Similarity	NPC473175
0.8317	Intermediate Similarity	NPC177641
0.8317	Intermediate Similarity	NPC41554
0.8317	Intermediate Similarity	NPC234335
0.8317	Intermediate Similarity	NPC189520
0.8317	Intermediate Similarity	NPC97404
0.8317	Intermediate Similarity	NPC26888
0.8304	Intermediate Similarity	NPC473882
0.8304	Intermediate Similarity	NPC475163
0.8302	Intermediate Similarity	NPC472552
0.8302	Intermediate Similarity	NPC473928
0.8302	Intermediate Similarity	NPC22388
0.83	Intermediate Similarity	NPC475921
0.83	Intermediate Similarity	NPC474704
0.8291	Intermediate Similarity	NPC172154
0.8291	Intermediate Similarity	NPC81736
0.8291	Intermediate Similarity	NPC8369
0.8288	Intermediate Similarity	NPC269530
0.8288	Intermediate Similarity	NPC280782
0.8276	Intermediate Similarity	NPC153700
0.8276	Intermediate Similarity	NPC107493
0.8276	Intermediate Similarity	NPC88326
0.8276	Intermediate Similarity	NPC269642
0.8273	Intermediate Similarity	NPC52241
0.8273	Intermediate Similarity	NPC250956
0.8273	Intermediate Similarity	NPC6206
0.8273	Intermediate Similarity	NPC475317
0.8273	Intermediate Similarity	NPC129340
0.8273	Intermediate Similarity	NPC154856
0.8269	Intermediate Similarity	NPC475032
0.8269	Intermediate Similarity	NPC108078
0.8269	Intermediate Similarity	NPC475033
0.8269	Intermediate Similarity	NPC126815
0.8261	Intermediate Similarity	NPC145074
0.8261	Intermediate Similarity	NPC114939
0.8261	Intermediate Similarity	NPC470312
0.8261	Intermediate Similarity	NPC476961
0.8261	Intermediate Similarity	NPC41123
0.8261	Intermediate Similarity	NPC474585
0.8252	Intermediate Similarity	NPC53565
0.8252	Intermediate Similarity	NPC266899
0.8252	Intermediate Similarity	NPC37787
0.8252	Intermediate Similarity	NPC473415
0.8252	Intermediate Similarity	NPC276110
0.8252	Intermediate Similarity	NPC180557
0.8252	Intermediate Similarity	NPC469329
0.8252	Intermediate Similarity	NPC30677
0.8246	Intermediate Similarity	NPC124676
0.8246	Intermediate Similarity	NPC146280
0.8241	Intermediate Similarity	NPC60315
0.8241	Intermediate Similarity	NPC34768

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 NPC173905 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	1301
0.2-0.3	3541
0.3-0.4	2610
0.4-0.5	908
0.5-0.6	271
0.6-0.7	191
0.7-0.8	151
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8482	Intermediate Similarity	NPD7115	Discovery
0.819	Intermediate Similarity	NPD7638	Approved
0.8182	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD8297	Approved
0.8113	Intermediate Similarity	NPD7640	Approved
0.8113	Intermediate Similarity	NPD7639	Approved
0.8058	Intermediate Similarity	NPD6399	Phase 3
0.7928	Intermediate Similarity	NPD6899	Approved
0.7928	Intermediate Similarity	NPD6881	Approved
0.7917	Intermediate Similarity	NPD7507	Approved
0.7909	Intermediate Similarity	NPD5739	Approved
0.7909	Intermediate Similarity	NPD6675	Approved
0.7909	Intermediate Similarity	NPD6402	Approved
0.7909	Intermediate Similarity	NPD7128	Approved
0.7895	Intermediate Similarity	NPD4632	Approved
0.7876	Intermediate Similarity	NPD8130	Phase 1
0.7869	Intermediate Similarity	NPD7319	Approved
0.7838	Intermediate Similarity	NPD5697	Approved
0.7797	Intermediate Similarity	NPD6319	Approved
0.7788	Intermediate Similarity	NPD7102	Approved
0.7788	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7788	Intermediate Similarity	NPD7290	Approved
0.7788	Intermediate Similarity	NPD6883	Approved
0.7778	Intermediate Similarity	NPD7327	Approved
0.7778	Intermediate Similarity	NPD7328	Approved
0.7768	Intermediate Similarity	NPD6686	Approved
0.7768	Intermediate Similarity	NPD7320	Approved
0.7768	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7739	Intermediate Similarity	NPD8133	Approved
0.7731	Intermediate Similarity	NPD8380	Approved
0.7731	Intermediate Similarity	NPD8335	Approved
0.7731	Intermediate Similarity	NPD8378	Approved
0.7731	Intermediate Similarity	NPD8379	Approved
0.7731	Intermediate Similarity	NPD8033	Approved
0.7731	Intermediate Similarity	NPD8296	Approved
0.7719	Intermediate Similarity	NPD6869	Approved
0.7719	Intermediate Similarity	NPD6847	Approved
0.7719	Intermediate Similarity	NPD6649	Approved
0.7719	Intermediate Similarity	NPD6650	Approved
0.7719	Intermediate Similarity	NPD6617	Approved
0.7712	Intermediate Similarity	NPD7516	Approved
0.7699	Intermediate Similarity	NPD6013	Approved
0.7699	Intermediate Similarity	NPD6372	Approved
0.7699	Intermediate Similarity	NPD6373	Approved
0.7699	Intermediate Similarity	NPD6012	Approved
0.7699	Intermediate Similarity	NPD6014	Approved
0.7685	Intermediate Similarity	NPD4225	Approved
0.7679	Intermediate Similarity	NPD5701	Approved
0.7652	Intermediate Similarity	NPD6882	Approved
0.7647	Intermediate Similarity	NPD8377	Approved
0.7647	Intermediate Similarity	NPD8294	Approved
0.7624	Intermediate Similarity	NPD4786	Approved
0.7619	Intermediate Similarity	NPD8035	Phase 2
0.7619	Intermediate Similarity	NPD8034	Phase 2
0.7619	Intermediate Similarity	NPD7637	Suspended
0.7611	Intermediate Similarity	NPD6011	Approved
0.7593	Intermediate Similarity	NPD6083	Phase 2
0.7593	Intermediate Similarity	NPD6084	Phase 2
0.7583	Intermediate Similarity	NPD7503	Approved
0.7542	Intermediate Similarity	NPD6009	Approved
0.7541	Intermediate Similarity	NPD7492	Approved
0.7522	Intermediate Similarity	NPD6412	Phase 2
0.7522	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7736	Approved
0.75	Intermediate Similarity	NPD6054	Approved
0.75	Intermediate Similarity	NPD6053	Discontinued
0.748	Intermediate Similarity	NPD6616	Approved
0.7478	Intermediate Similarity	NPD4634	Approved
0.7477	Intermediate Similarity	NPD7748	Approved
0.7477	Intermediate Similarity	NPD5211	Phase 2
0.7477	Intermediate Similarity	NPD7632	Discontinued
0.7459	Intermediate Similarity	NPD7604	Phase 2
0.7455	Intermediate Similarity	NPD5286	Approved
0.7455	Intermediate Similarity	NPD4696	Approved
0.7455	Intermediate Similarity	NPD5285	Approved
0.7453	Intermediate Similarity	NPD6079	Approved
0.7438	Intermediate Similarity	NPD5983	Phase 2
0.7434	Intermediate Similarity	NPD6008	Approved
0.7431	Intermediate Similarity	NPD4755	Approved
0.7431	Intermediate Similarity	NPD7902	Approved
0.7429	Intermediate Similarity	NPD5328	Approved
0.7426	Intermediate Similarity	NPD3667	Approved
0.7419	Intermediate Similarity	NPD7078	Approved
0.7419	Intermediate Similarity	NPD8293	Discontinued
0.7414	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7404	Intermediate Similarity	NPD7524	Approved
0.7391	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7387	Intermediate Similarity	NPD5344	Discontinued
0.7383	Intermediate Similarity	NPD4202	Approved
0.7379	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD6370	Approved
0.7355	Intermediate Similarity	NPD6059	Approved
0.7345	Intermediate Similarity	NPD5141	Approved
0.7339	Intermediate Similarity	NPD6336	Discontinued
0.7321	Intermediate Similarity	NPD5224	Approved
0.7321	Intermediate Similarity	NPD5225	Approved
0.7321	Intermediate Similarity	NPD5226	Approved
0.7321	Intermediate Similarity	NPD4633	Approved
0.7308	Intermediate Similarity	NPD3618	Phase 1
0.7297	Intermediate Similarity	NPD4700	Approved
0.7295	Intermediate Similarity	NPD8516	Approved
0.7295	Intermediate Similarity	NPD6016	Approved
0.7295	Intermediate Similarity	NPD8515	Approved
0.7295	Intermediate Similarity	NPD8513	Phase 3
0.7295	Intermediate Similarity	NPD6015	Approved
0.7295	Intermediate Similarity	NPD8517	Approved
0.729	Intermediate Similarity	NPD7515	Phase 2
0.7282	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7101	Approved
0.7273	Intermediate Similarity	NPD7100	Approved
0.7264	Intermediate Similarity	NPD6051	Approved
0.7257	Intermediate Similarity	NPD5175	Approved
0.7257	Intermediate Similarity	NPD5174	Approved
0.7248	Intermediate Similarity	NPD5695	Phase 3
0.7236	Intermediate Similarity	NPD5988	Approved
0.7232	Intermediate Similarity	NPD5223	Approved
0.7228	Intermediate Similarity	NPD7525	Registered
0.7222	Intermediate Similarity	NPD5778	Approved
0.7222	Intermediate Similarity	NPD5779	Approved
0.7207	Intermediate Similarity	NPD5696	Approved
0.7196	Intermediate Similarity	NPD6698	Approved
0.7196	Intermediate Similarity	NPD46	Approved
0.719	Intermediate Similarity	NPD6335	Approved
0.7184	Intermediate Similarity	NPD6695	Phase 3
0.7182	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD5221	Approved
0.7182	Intermediate Similarity	NPD5222	Approved
0.717	Intermediate Similarity	NPD6672	Approved
0.717	Intermediate Similarity	NPD5737	Approved
0.7167	Intermediate Similarity	NPD6274	Approved
0.7156	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD7900	Approved
0.7143	Intermediate Similarity	NPD7521	Approved
0.7143	Intermediate Similarity	NPD7334	Approved
0.7143	Intermediate Similarity	NPD6684	Approved
0.7143	Intermediate Similarity	NPD7146	Approved
0.7143	Intermediate Similarity	NPD6409	Approved
0.7143	Intermediate Similarity	NPD5330	Approved
0.713	Intermediate Similarity	NPD6411	Approved
0.713	Intermediate Similarity	NPD5693	Phase 1
0.7119	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD5173	Approved
0.7107	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6317	Approved
0.7103	Intermediate Similarity	NPD4753	Phase 2
0.7091	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD7750	Discontinued
0.7049	Intermediate Similarity	NPD6313	Approved
0.7049	Intermediate Similarity	NPD6314	Approved
0.704	Intermediate Similarity	NPD8328	Phase 3
0.7034	Intermediate Similarity	NPD6371	Approved
0.703	Intermediate Similarity	NPD6697	Approved
0.703	Intermediate Similarity	NPD6115	Approved
0.703	Intermediate Similarity	NPD6118	Approved
0.703	Intermediate Similarity	NPD6114	Approved
0.7027	Intermediate Similarity	NPD4697	Phase 3
0.7025	Intermediate Similarity	NPD6868	Approved
0.7016	Intermediate Similarity	NPD6909	Approved
0.7016	Intermediate Similarity	NPD6921	Approved
0.7016	Intermediate Similarity	NPD6908	Approved
0.7009	Intermediate Similarity	NPD4729	Approved
0.7009	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD4730	Approved
0.7009	Intermediate Similarity	NPD6903	Approved
0.7008	Intermediate Similarity	NPD8074	Phase 3
0.6991	Remote Similarity	NPD6648	Approved
0.6983	Remote Similarity	NPD4768	Approved
0.6983	Remote Similarity	NPD4767	Approved
0.6981	Remote Similarity	NPD6098	Approved
0.6972	Remote Similarity	NPD5284	Approved
0.6972	Remote Similarity	NPD7983	Approved
0.6972	Remote Similarity	NPD5281	Approved
0.6957	Remote Similarity	NPD4754	Approved
0.6952	Remote Similarity	NPD3665	Phase 1
0.6952	Remote Similarity	NPD3666	Approved
0.6952	Remote Similarity	NPD3133	Approved
0.6952	Remote Similarity	NPD3668	Phase 3
0.6944	Remote Similarity	NPD6101	Approved
0.6944	Remote Similarity	NPD6673	Approved
0.6944	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD6080	Approved
0.6944	Remote Similarity	NPD6904	Approved
0.6937	Remote Similarity	NPD4629	Approved
0.6937	Remote Similarity	NPD5210	Approved
0.6931	Remote Similarity	NPD6116	Phase 1
0.693	Remote Similarity	NPD4159	Approved
0.6923	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.69	Remote Similarity	NPD6942	Approved
0.69	Remote Similarity	NPD7339	Approved
0.6893	Remote Similarity	NPD6930	Phase 2
0.6893	Remote Similarity	NPD6931	Approved
0.6893	Remote Similarity	NPD7514	Phase 3
0.6891	Remote Similarity	NPD5251	Approved
0.6891	Remote Similarity	NPD5249	Phase 3
0.6891	Remote Similarity	NPD5248	Approved
0.6891	Remote Similarity	NPD5250	Approved
0.6891	Remote Similarity	NPD5247	Approved
0.6887	Remote Similarity	NPD1694	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