NPASS Compound

Structure

NPC473510 OpenBabel07101719252D 39 42 0 0 1 0 0 0 0 0999 V2000 -6.1235 4.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7707 3.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1527 1.6896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1913 2.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9071 3.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 1.0000 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 -1.7321 2.0000 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 -5.5054 2.2248 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 -6.7926 3.3838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4836 2.4328 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 1.7321 -3.0000 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 -2.5981 0.5000 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 1.7321 -1.0000 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 -3.5491 1.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8363 2.9680 0.0000 C 0 0 3 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 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8581 2.7601 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1453 3.9190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6502 3.7382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 2 0 0 0 0 4 19 1 0 0 0 0 5 20 1 0 0 0 0 8 32 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 26 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 30 1 0 0 0 0 14 31 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 19 33 2 0 0 0 0 19 38 1 0 0 0 0 20 34 2 0 0 0 0 20 39 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 30 1 6 0 0 0 23 31 1 6 0 0 0 24 29 1 0 0 0 0 24 35 1 6 0 0 0 25 28 1 0 0 0 0 25 38 1 1 0 0 0 26 30 1 6 0 0 0 26 32 1 0 0 0 0 27 32 1 0 0 0 0 27 36 1 0 0 0 0 28 29 1 0 0 0 0 28 31 1 6 0 0 0 29 39 1 6 0 0 0 30 6 1 6 0 0 0 31 7 1 6 0 0 0 32 37 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	546.36
Volume:	578.788
LogP:	4.191
LogD:	3.795
LogS:	-4.272
# Rotatable Bonds:	9
TPSA:	113.29
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.313
Synthetic Accessibility Score:	5.412
Fsp3:	0.812
Lipinski Rule-of-5:	Accepted
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:	-4.692
MDCK Permeability:	5.708941171178594e-05
Pgp-inhibitor:	0.992
Pgp-substrate:	0.885
Human Intestinal Absorption (HIA):	0.891
20% Bioavailability (F20%):	0.802
30% Bioavailability (F30%):	0.276

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.112
Plasma Protein Binding (PPB):	81.92347717285156%
Volume Distribution (VD):	1.434
Pgp-substrate:	10.026154518127441%

ADMET: Metabolism

CYP1A2-inhibitor:	0.02
CYP1A2-substrate:	0.093
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.424
CYP2C9-inhibitor:	0.052
CYP2C9-substrate:	0.038
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.117
CYP3A4-inhibitor:	0.465
CYP3A4-substrate:	0.318

ADMET: Excretion

Clearance (CL):	3.479
Half-life (T1/2):	0.134

ADMET: Toxicity

hERG Blockers:	0.082
Human Hepatotoxicity (H-HT):	0.897
Drug-inuced Liver Injury (DILI):	0.435
AMES Toxicity:	0.02
Rat Oral Acute Toxicity:	0.882
Maximum Recommended Daily Dose:	0.03
Skin Sensitization:	0.086
Carcinogencity:	0.12
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: NPC473510

Natural Product ID:	NPC473510
*Common Name:**	Agosterol C7
IUPAC Name:	[(3S,4R,5S,6S,9R,10R,13S,14R,17S)-4-acetyloxy-17-(2,3-dihydroxy-6-methyl-5-methylideneheptan-2-yl)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
Synonyms:	Agosterol C7
Standard InCHIKey:	VADVFHPNQHOFEA-QFFOTPQNSA-N
Standard InCHI:	InChI=1S/C32H50O7/c1-17(2)18(3)15-27(36)32(8,37)26-10-9-22-21-16-25(38-19(4)33)28-29(39-20(5)34)24(35)12-14-31(28,7)23(21)11-13-30(22,26)6/h16-17,22-29,35-37H,3,9-15H2,1-2,4-8H3/t22-,23-,24-,25-,26-,27?,28-,29-,30-,31+,32?/m0/s1
SMILES:	CC(C)C(=C)CC(C(C)(C1CCC2C1(CCC3C2=CC(C4C3(CCC(C4OC(=O)C)O)C)OC(=O)C)C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL444231
PubChem CID:	11827717
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001445] Bile acids, alcohols and derivatives [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives [CHEMONTID:0001104] Trihydroxy bile acids, alcohols 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
NPO32957	Acanthodendrilla sp.	Species	Dictyodendrillidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14510593]
NPO32957	Acanthodendrilla sp.	Species	Dictyodendrillidae	Eukaryota	n.a.	Indonesia	n.a.	PMID[15568767]
NPO32957	Acanthodendrilla sp.	Species	Dictyodendrillidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18257533]
NPO32957	Acanthodendrilla sp.	Species	Dictyodendrillidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9834155]

☑ 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
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[514995]
NPT2	Others	Unspecified		IC50	=	20.0	ug.mL-1	PMID[514995]

☑ 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 NPC473510 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	192
0.1-0.2	1253
0.2-0.3	4162
0.3-0.4	10359
0.4-0.5	11325
0.5-0.6	6119
0.6-0.7	5818
0.7-0.8	3164
0.8-0.85	259
0.85-0.9	32
0.9-0.95	10
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9785	High Similarity	NPC230546
0.9783	High Similarity	NPC210337
0.9674	High Similarity	NPC88009
0.9479	High Similarity	NPC474124
0.9474	High Similarity	NPC475617
0.9381	High Similarity	NPC473543
0.9375	High Similarity	NPC475344
0.9375	High Similarity	NPC476471
0.9278	High Similarity	NPC473523
0.901	High Similarity	NPC5475
0.901	High Similarity	NPC284828
0.901	High Similarity	NPC472216
0.901	High Similarity	NPC173905
0.8854	High Similarity	NPC98457
0.8854	High Similarity	NPC12103
0.8854	High Similarity	NPC227583
0.883	High Similarity	NPC177641
0.8776	High Similarity	NPC474190
0.8763	High Similarity	NPC475032
0.8763	High Similarity	NPC475033
0.875	High Similarity	NPC8774
0.8696	High Similarity	NPC474970
0.8687	High Similarity	NPC155974
0.866	High Similarity	NPC288970
0.866	High Similarity	NPC471903
0.8646	High Similarity	NPC65402
0.8646	High Similarity	NPC127718
0.8632	High Similarity	NPC234335
0.8617	High Similarity	NPC473647
0.86	High Similarity	NPC273668
0.86	High Similarity	NPC283343
0.86	High Similarity	NPC258547
0.8586	High Similarity	NPC38855
0.8586	High Similarity	NPC208358
0.8558	High Similarity	NPC472215
0.8558	High Similarity	NPC472214
0.8544	High Similarity	NPC472217
0.8544	High Similarity	NPC472219
0.8544	High Similarity	NPC472218
0.8542	High Similarity	NPC53555
0.8542	High Similarity	NPC27918
0.8529	High Similarity	NPC88349
0.8529	High Similarity	NPC173172
0.8529	High Similarity	NPC475414
0.8526	High Similarity	NPC473269
0.85	High Similarity	NPC472554
0.85	High Similarity	NPC473160
0.8485	Intermediate Similarity	NPC470067
0.8485	Intermediate Similarity	NPC470066
0.8485	Intermediate Similarity	NPC102426
0.8485	Intermediate Similarity	NPC470068
0.8485	Intermediate Similarity	NPC300179
0.8476	Intermediate Similarity	NPC470076
0.8469	Intermediate Similarity	NPC276103
0.8469	Intermediate Similarity	NPC72204
0.8469	Intermediate Similarity	NPC54248
0.8454	Intermediate Similarity	NPC474922
0.8447	Intermediate Similarity	NPC131665
0.8447	Intermediate Similarity	NPC475176
0.8447	Intermediate Similarity	NPC255387
0.8447	Intermediate Similarity	NPC473586
0.8431	Intermediate Similarity	NPC475585
0.8431	Intermediate Similarity	NPC31430
0.8431	Intermediate Similarity	NPC473577
0.8431	Intermediate Similarity	NPC474550
0.8431	Intermediate Similarity	NPC85593
0.8421	Intermediate Similarity	NPC20946
0.8416	Intermediate Similarity	NPC472552
0.8404	Intermediate Similarity	NPC166857
0.8404	Intermediate Similarity	NPC149224
0.8387	Intermediate Similarity	NPC266511
0.8387	Intermediate Similarity	NPC35933
0.8387	Intermediate Similarity	NPC157257
0.8384	Intermediate Similarity	NPC231751
0.8367	Intermediate Similarity	NPC276110
0.8365	Intermediate Similarity	NPC88701
0.8365	Intermediate Similarity	NPC475263
0.8351	Intermediate Similarity	NPC307776
0.8351	Intermediate Similarity	NPC38232
0.835	Intermediate Similarity	NPC475290
0.835	Intermediate Similarity	NPC186668
0.835	Intermediate Similarity	NPC220217
0.835	Intermediate Similarity	NPC119855
0.8333	Intermediate Similarity	NPC78973
0.8333	Intermediate Similarity	NPC472821
0.8333	Intermediate Similarity	NPC297617
0.8317	Intermediate Similarity	NPC470054
0.8317	Intermediate Similarity	NPC11974
0.8317	Intermediate Similarity	NPC235920
0.8317	Intermediate Similarity	NPC96784
0.8317	Intermediate Similarity	NPC289670
0.8316	Intermediate Similarity	NPC474668
0.83	Intermediate Similarity	NPC477875
0.83	Intermediate Similarity	NPC477876
0.83	Intermediate Similarity	NPC247233
0.83	Intermediate Similarity	NPC476895
0.8298	Intermediate Similarity	NPC125399
0.8298	Intermediate Similarity	NPC286153
0.8286	Intermediate Similarity	NPC475065
0.8283	Intermediate Similarity	NPC129569
0.8283	Intermediate Similarity	NPC304899
0.8283	Intermediate Similarity	NPC253115
0.828	Intermediate Similarity	NPC185568
0.828	Intermediate Similarity	NPC470077
0.8269	Intermediate Similarity	NPC33053
0.8269	Intermediate Similarity	NPC144459
0.8269	Intermediate Similarity	NPC475781
0.8265	Intermediate Similarity	NPC215700
0.8261	Intermediate Similarity	NPC30166
0.8261	Intermediate Similarity	NPC470049
0.8257	Intermediate Similarity	NPC203862
0.8252	Intermediate Similarity	NPC93352
0.8252	Intermediate Similarity	NPC152966
0.8247	Intermediate Similarity	NPC219516
0.8247	Intermediate Similarity	NPC210268
0.8247	Intermediate Similarity	NPC41554
0.8247	Intermediate Similarity	NPC97404
0.8247	Intermediate Similarity	NPC189520
0.8241	Intermediate Similarity	NPC147912
0.8241	Intermediate Similarity	NPC67259
0.8235	Intermediate Similarity	NPC470053
0.8235	Intermediate Similarity	NPC470972
0.8235	Intermediate Similarity	NPC11956
0.8229	Intermediate Similarity	NPC82876
0.8229	Intermediate Similarity	NPC246028
0.8229	Intermediate Similarity	NPC470361
0.8224	Intermediate Similarity	NPC470063
0.8218	Intermediate Similarity	NPC188968
0.8218	Intermediate Similarity	NPC167974
0.8218	Intermediate Similarity	NPC476195
0.8211	Intermediate Similarity	NPC470620
0.8211	Intermediate Similarity	NPC131329
0.8211	Intermediate Similarity	NPC245004
0.8208	Intermediate Similarity	NPC177047
0.8208	Intermediate Similarity	NPC475563
0.8208	Intermediate Similarity	NPC475134
0.82	Intermediate Similarity	NPC473244
0.82	Intermediate Similarity	NPC141401
0.82	Intermediate Similarity	NPC476893
0.82	Intermediate Similarity	NPC274793
0.8191	Intermediate Similarity	NPC274448
0.819	Intermediate Similarity	NPC50124
0.819	Intermediate Similarity	NPC473482
0.819	Intermediate Similarity	NPC318363
0.819	Intermediate Similarity	NPC475418
0.8182	Intermediate Similarity	NPC50774
0.8182	Intermediate Similarity	NPC709
0.8182	Intermediate Similarity	NPC257457
0.8182	Intermediate Similarity	NPC53565
0.8182	Intermediate Similarity	NPC311554
0.8173	Intermediate Similarity	NPC473199
0.8173	Intermediate Similarity	NPC471206
0.8172	Intermediate Similarity	NPC474634
0.8172	Intermediate Similarity	NPC317458
0.8172	Intermediate Similarity	NPC207013
0.8172	Intermediate Similarity	NPC23748
0.8172	Intermediate Similarity	NPC49208
0.8165	Intermediate Similarity	NPC146652
0.8165	Intermediate Similarity	NPC207637
0.8165	Intermediate Similarity	NPC470075
0.8155	Intermediate Similarity	NPC281378
0.8155	Intermediate Similarity	NPC112009
0.8155	Intermediate Similarity	NPC475334
0.8155	Intermediate Similarity	NPC187302
0.8155	Intermediate Similarity	NPC475623
0.8155	Intermediate Similarity	NPC180204
0.8155	Intermediate Similarity	NPC23584
0.8155	Intermediate Similarity	NPC473694
0.8155	Intermediate Similarity	NPC189588
0.8155	Intermediate Similarity	NPC36688
0.8155	Intermediate Similarity	NPC196471
0.8155	Intermediate Similarity	NPC160583
0.8155	Intermediate Similarity	NPC97487
0.8155	Intermediate Similarity	NPC10232
0.8155	Intermediate Similarity	NPC324001
0.8152	Intermediate Similarity	NPC474531
0.8152	Intermediate Similarity	NPC474731
0.8152	Intermediate Similarity	NPC7505
0.8152	Intermediate Similarity	NPC474683
0.8152	Intermediate Similarity	NPC474752
0.8152	Intermediate Similarity	NPC82986
0.8152	Intermediate Similarity	NPC474759
0.8152	Intermediate Similarity	NPC25554
0.8144	Intermediate Similarity	NPC295668
0.8144	Intermediate Similarity	NPC291484
0.8144	Intermediate Similarity	NPC204188
0.8144	Intermediate Similarity	NPC3345
0.8144	Intermediate Similarity	NPC11216
0.8144	Intermediate Similarity	NPC80561
0.8144	Intermediate Similarity	NPC329596
0.8144	Intermediate Similarity	NPC471896
0.8137	Intermediate Similarity	NPC54909
0.8137	Intermediate Similarity	NPC121072
0.8137	Intermediate Similarity	NPC268829
0.8137	Intermediate Similarity	NPC222875
0.8137	Intermediate Similarity	NPC49532
0.8137	Intermediate Similarity	NPC247701
0.8137	Intermediate Similarity	NPC476132
0.8137	Intermediate Similarity	NPC25177
0.8137	Intermediate Similarity	NPC476897

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 NPC473510 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	153
0.1-0.2	1427
0.2-0.3	3830
0.3-0.4	2488
0.4-0.5	733
0.5-0.6	230
0.6-0.7	198
0.7-0.8	90
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
0.8091	Intermediate Similarity	NPD7115	Discovery
0.7965	Intermediate Similarity	NPD8033	Approved
0.7946	Intermediate Similarity	NPD7516	Approved
0.7941	Intermediate Similarity	NPD4225	Approved
0.7941	Intermediate Similarity	NPD7638	Approved
0.7876	Intermediate Similarity	NPD8294	Approved
0.7876	Intermediate Similarity	NPD8377	Approved
0.7864	Intermediate Similarity	NPD7639	Approved
0.7864	Intermediate Similarity	NPD7640	Approved
0.7857	Intermediate Similarity	NPD6051	Approved
0.7857	Intermediate Similarity	NPD7327	Approved
0.7857	Intermediate Similarity	NPD7328	Approved
0.7849	Intermediate Similarity	NPD7525	Registered
0.7807	Intermediate Similarity	NPD8335	Approved
0.7807	Intermediate Similarity	NPD8380	Approved
0.7807	Intermediate Similarity	NPD8378	Approved
0.7807	Intermediate Similarity	NPD8379	Approved
0.7807	Intermediate Similarity	NPD8296	Approved
0.78	Intermediate Similarity	NPD6399	Phase 3
0.7727	Intermediate Similarity	NPD8297	Approved
0.7664	Intermediate Similarity	NPD6402	Approved
0.7664	Intermediate Similarity	NPD7128	Approved
0.7664	Intermediate Similarity	NPD6675	Approved
0.7664	Intermediate Similarity	NPD5739	Approved
0.7653	Intermediate Similarity	NPD7524	Approved
0.7652	Intermediate Similarity	NPD7503	Approved
0.7615	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7523	Intermediate Similarity	NPD6899	Approved
0.7523	Intermediate Similarity	NPD6881	Approved
0.7523	Intermediate Similarity	NPD7320	Approved
0.75	Intermediate Similarity	NPD6942	Approved
0.75	Intermediate Similarity	NPD7339	Approved
0.7477	Intermediate Similarity	NPD8130	Phase 1
0.7455	Intermediate Similarity	NPD6373	Approved
0.7455	Intermediate Similarity	NPD6372	Approved
0.7453	Intermediate Similarity	NPD4159	Approved
0.7453	Intermediate Similarity	NPD5344	Discontinued
0.7431	Intermediate Similarity	NPD5701	Approved
0.7431	Intermediate Similarity	NPD5697	Approved
0.7395	Intermediate Similarity	NPD7507	Approved
0.7387	Intermediate Similarity	NPD7290	Approved
0.7387	Intermediate Similarity	NPD6883	Approved
0.7387	Intermediate Similarity	NPD7102	Approved
0.7353	Intermediate Similarity	NPD8035	Phase 2
0.7353	Intermediate Similarity	NPD8034	Phase 2
0.7347	Intermediate Similarity	NPD4786	Approved
0.7347	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6083	Phase 2
0.7333	Intermediate Similarity	NPD6084	Phase 2
0.7321	Intermediate Similarity	NPD6617	Approved
0.7321	Intermediate Similarity	NPD6650	Approved
0.7321	Intermediate Similarity	NPD6869	Approved
0.7321	Intermediate Similarity	NPD6847	Approved
0.7321	Intermediate Similarity	NPD6649	Approved
0.7297	Intermediate Similarity	NPD6012	Approved
0.7297	Intermediate Similarity	NPD6013	Approved
0.7297	Intermediate Similarity	NPD6014	Approved
0.7257	Intermediate Similarity	NPD6882	Approved
0.7245	Intermediate Similarity	NPD6695	Phase 3
0.7234	Intermediate Similarity	NPD6933	Approved
0.7234	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7232	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD7632	Discontinued
0.7213	Intermediate Similarity	NPD7319	Approved
0.7212	Intermediate Similarity	NPD7748	Approved
0.7207	Intermediate Similarity	NPD6686	Approved
0.7207	Intermediate Similarity	NPD6011	Approved
0.7193	Intermediate Similarity	NPD4632	Approved
0.7193	Intermediate Similarity	NPD8133	Approved
0.7188	Intermediate Similarity	NPD7645	Phase 2
0.7184	Intermediate Similarity	NPD7637	Suspended
0.717	Intermediate Similarity	NPD4755	Approved
0.717	Intermediate Similarity	NPD7902	Approved
0.7168	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7157	Intermediate Similarity	NPD5328	Approved
0.7143	Intermediate Similarity	NPD3667	Approved
0.7129	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7129	Intermediate Similarity	NPD7750	Discontinued
0.7119	Intermediate Similarity	NPD6319	Approved
0.7115	Intermediate Similarity	NPD4202	Approved
0.71	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD5211	Phase 2
0.7054	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5286	Approved
0.7037	Intermediate Similarity	NPD4696	Approved
0.7037	Intermediate Similarity	NPD5285	Approved
0.7037	Intermediate Similarity	NPD4700	Approved
0.7037	Intermediate Similarity	NPD6648	Approved
0.703	Intermediate Similarity	NPD3618	Phase 1
0.7021	Intermediate Similarity	NPD6924	Approved
0.7021	Intermediate Similarity	NPD6926	Approved
0.7019	Intermediate Similarity	NPD6079	Approved
0.7019	Intermediate Similarity	NPD7515	Phase 2
0.6991	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD5695	Phase 3
0.6964	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD6412	Phase 2
0.6957	Remote Similarity	NPD6053	Discontinued
0.6944	Remote Similarity	NPD5696	Approved
0.6939	Remote Similarity	NPD6930	Phase 2
0.6939	Remote Similarity	NPD6931	Approved
0.6937	Remote Similarity	NPD5141	Approved
0.6923	Remote Similarity	NPD6274	Approved
0.6911	Remote Similarity	NPD8293	Discontinued
0.6909	Remote Similarity	NPD4633	Approved
0.6909	Remote Similarity	NPD5224	Approved
0.6909	Remote Similarity	NPD5226	Approved
0.6909	Remote Similarity	NPD5225	Approved
0.6893	Remote Similarity	NPD6672	Approved
0.6893	Remote Similarity	NPD5737	Approved
0.6891	Remote Similarity	NPD7100	Approved
0.6891	Remote Similarity	NPD7101	Approved
0.6887	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD7900	Approved
0.6885	Remote Similarity	NPD7492	Approved
0.6875	Remote Similarity	NPD6008	Approved
0.6864	Remote Similarity	NPD6009	Approved
0.6863	Remote Similarity	NPD7146	Approved
0.6863	Remote Similarity	NPD6684	Approved
0.6863	Remote Similarity	NPD7334	Approved
0.6863	Remote Similarity	NPD6409	Approved
0.6863	Remote Similarity	NPD5330	Approved
0.6863	Remote Similarity	NPD7521	Approved
0.6857	Remote Similarity	NPD5693	Phase 1
0.6855	Remote Similarity	NPD7736	Approved
0.6847	Remote Similarity	NPD5174	Approved
0.6847	Remote Similarity	NPD5175	Approved
0.6842	Remote Similarity	NPD4785	Approved
0.6842	Remote Similarity	NPD4784	Approved
0.6837	Remote Similarity	NPD6929	Approved
0.6833	Remote Similarity	NPD6059	Approved
0.6833	Remote Similarity	NPD6054	Approved
0.6832	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD6616	Approved
0.6827	Remote Similarity	NPD4753	Phase 2
0.6822	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD5223	Approved
0.6809	Remote Similarity	NPD4243	Approved
0.6807	Remote Similarity	NPD6335	Approved
0.6803	Remote Similarity	NPD7604	Phase 2
0.6783	Remote Similarity	NPD4634	Approved
0.6777	Remote Similarity	NPD6908	Approved
0.6777	Remote Similarity	NPD6909	Approved
0.6777	Remote Similarity	NPD5983	Phase 2
0.6774	Remote Similarity	NPD7078	Approved
0.6774	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD7509	Discontinued
0.6768	Remote Similarity	NPD7514	Phase 3
0.6768	Remote Similarity	NPD4748	Discontinued
0.6765	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD7838	Discovery
0.6759	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD5221	Approved
0.6759	Remote Similarity	NPD5222	Approved
0.6759	Remote Similarity	NPD4697	Phase 3
0.6731	Remote Similarity	NPD6903	Approved
0.6731	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD4767	Approved
0.6726	Remote Similarity	NPD4768	Approved
0.6723	Remote Similarity	NPD6317	Approved
0.6721	Remote Similarity	NPD6370	Approved
0.6699	Remote Similarity	NPD6098	Approved
0.6698	Remote Similarity	NPD7087	Discontinued
0.6698	Remote Similarity	NPD6411	Approved
0.6697	Remote Similarity	NPD5173	Approved
0.6696	Remote Similarity	NPD4754	Approved
0.6694	Remote Similarity	NPD6336	Discontinued
0.6667	Remote Similarity	NPD3133	Approved
0.6667	Remote Similarity	NPD6314	Approved
0.6667	Remote Similarity	NPD6904	Approved
0.6667	Remote Similarity	NPD6080	Approved
0.6667	Remote Similarity	NPD3666	Approved
0.6667	Remote Similarity	NPD6313	Approved
0.6667	Remote Similarity	NPD3668	Phase 3
0.6667	Remote Similarity	NPD4195	Approved
0.6667	Remote Similarity	NPD3665	Phase 1
0.6667	Remote Similarity	NPD6673	Approved
0.6639	Remote Similarity	NPD6868	Approved
0.6639	Remote Similarity	NPD8513	Phase 3
0.6639	Remote Similarity	NPD6015	Approved
0.6639	Remote Similarity	NPD8517	Approved
0.6639	Remote Similarity	NPD6016	Approved
0.6639	Remote Similarity	NPD8516	Approved
0.6639	Remote Similarity	NPD8515	Approved
0.6634	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD6925	Approved
0.6633	Remote Similarity	NPD5776	Phase 2
0.6633	Remote Similarity	NPD6116	Phase 1
0.6633	Remote Similarity	NPD6932	Approved
0.6632	Remote Similarity	NPD7150	Approved
0.6632	Remote Similarity	NPD7152	Approved
0.6632	Remote Similarity	NPD7151	Approved
0.6609	Remote Similarity	NPD4730	Approved
0.6609	Remote Similarity	NPD4729	Approved
0.6609	Remote Similarity	NPD5128	Approved
0.6606	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6698	Approved
0.6604	Remote Similarity	NPD46	Approved
0.6602	Remote Similarity	NPD6893	Approved
0.66	Remote Similarity	NPD4819	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