NPASS Compound

Structure

CID98165 OpenBabel06191715432D 21 24 0 0 1 0 0 0 0 0999 V2000 -1.1919 -2.2968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0216 -0.6022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2756 2.0162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6477 0.8363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9459 1.5487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5204 -0.6205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9115 -1.3369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5232 -0.5458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2006 0.1125 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0299 -0.9996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2546 1.2360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1871 -0.0513 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1855 1.6013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0515 1.1013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9599 0.2804 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8562 -1.5629 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5216 1.9162 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1273 -1.0495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5186 1.1098 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0515 2.1013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 6 0 0 0 9 14 1 0 0 0 0 10 16 2 0 0 0 0 10 20 1 0 0 0 0 11 13 1 6 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 2 1 6 0 0 0 12 18 1 0 0 0 0 13 14 1 1 0 0 0 13 21 1 0 0 0 0 14 5 1 1 0 0 0 14 21 1 0 0 0 0 15 19 1 1 0 0 0 15 20 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	296.13
Volume:	281.239
LogP:	1.265
LogD:	0.902
LogS:	-3.496
# Rotatable Bonds:	0
TPSA:	99.52
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.43
Synthetic Accessibility Score:	5.665
Fsp3:	0.8
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.294
MDCK Permeability:	1.2260511539352592e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.717
Human Intestinal Absorption (HIA):	0.049
20% Bioavailability (F20%):	0.816
30% Bioavailability (F30%):	0.937

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.84
Plasma Protein Binding (PPB):	31.40415382385254%
Volume Distribution (VD):	0.505
Pgp-substrate:	51.29745101928711%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.981
CYP2C19-inhibitor:	0.019
CYP2C19-substrate:	0.77
CYP2C9-inhibitor:	0.011
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.089
CYP3A4-inhibitor:	0.084
CYP3A4-substrate:	0.361

ADMET: Excretion

Clearance (CL):	3.508
Half-life (T1/2):	0.702

ADMET: Toxicity

hERG Blockers:	0.031
Human Hepatotoxicity (H-HT):	0.842
Drug-inuced Liver Injury (DILI):	0.275
AMES Toxicity:	0.933
Rat Oral Acute Toxicity:	0.966
Maximum Recommended Daily Dose:	0.296
Skin Sensitization:	0.513
Carcinogencity:	0.346
Eye Corrosion:	0.004
Eye Irritation:	0.042
Respiratory Toxicity:	0.976

Download Data

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

Natural Product: NPC98165

Natural Product ID:	NPC98165
*Common Name:**	Zedoarolide A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FYIUFPCMCZWNKH-OJVJDFQCSA-N
Standard InCHI:	InChI=1S/C15H20O6/c1-7-8-6-9-12(2,18)4-5-14(9)13(3,21-14)11(17)15(8,19)20-10(7)16/h9,11,17-19H,4-6H2,1-3H3/t9-,11+,12+,13-,14+,15-/m1/s1
SMILES:	O=C1O[C@@]2(C(=C1C)C[C@H]1[C@]3([C@]([C@@H]2O)(C)O3)CC[C@]1(C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2386519
PubChem CID:	15489108
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001543] Sesquiterpene lactones [CHEMONTID:0001770] Guaianolides 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
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[23755850]
NPO17751	Rhizoma wenyujin concisum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	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	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	87100.0	nM	PMID[566564]

☑ 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 NPC98165 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	274
0.1-0.2	1954
0.2-0.3	6276
0.3-0.4	15608
0.4-0.5	9882
0.5-0.6	5911
0.6-0.7	2483
0.7-0.8	297
0.8-0.85	4
0.85-0.9	7
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9032	High Similarity	NPC220221
0.8764	High Similarity	NPC290052
0.8764	High Similarity	NPC53011
0.8764	High Similarity	NPC37005
0.8764	High Similarity	NPC154893
0.8764	High Similarity	NPC16887
0.8404	Intermediate Similarity	NPC471184
0.8229	Intermediate Similarity	NPC272293
0.8229	Intermediate Similarity	NPC40821
0.8229	Intermediate Similarity	NPC32862
0.8065	Intermediate Similarity	NPC287015
0.8065	Intermediate Similarity	NPC146850
0.8061	Intermediate Similarity	NPC37408
0.8061	Intermediate Similarity	NPC469873
0.8058	Intermediate Similarity	NPC54737
0.8058	Intermediate Similarity	NPC243998
0.8	Intermediate Similarity	NPC221615
0.7921	Intermediate Similarity	NPC471381
0.7885	Intermediate Similarity	NPC223450
0.7879	Intermediate Similarity	NPC170120
0.7879	Intermediate Similarity	NPC329435
0.7857	Intermediate Similarity	NPC258216
0.7857	Intermediate Similarity	NPC471483
0.7843	Intermediate Similarity	NPC150923
0.783	Intermediate Similarity	NPC59489
0.783	Intermediate Similarity	NPC139838
0.7822	Intermediate Similarity	NPC45125
0.7788	Intermediate Similarity	NPC161775
0.7778	Intermediate Similarity	NPC96541
0.7767	Intermediate Similarity	NPC470972
0.7767	Intermediate Similarity	NPC86077
0.7755	Intermediate Similarity	NPC155215
0.7755	Intermediate Similarity	NPC158061
0.7745	Intermediate Similarity	NPC130792
0.7745	Intermediate Similarity	NPC186861
0.7732	Intermediate Similarity	NPC212664
0.7723	Intermediate Similarity	NPC161493
0.7714	Intermediate Similarity	NPC470980
0.7708	Intermediate Similarity	NPC191283
0.77	Intermediate Similarity	NPC213698
0.77	Intermediate Similarity	NPC472873
0.77	Intermediate Similarity	NPC52044
0.7692	Intermediate Similarity	NPC124881
0.7685	Intermediate Similarity	NPC71680
0.7653	Intermediate Similarity	NPC216284
0.7636	Intermediate Similarity	NPC121816
0.7636	Intermediate Similarity	NPC216665
0.7624	Intermediate Similarity	NPC213078
0.7624	Intermediate Similarity	NPC473333
0.76	Intermediate Similarity	NPC470010
0.76	Intermediate Similarity	NPC127019
0.76	Intermediate Similarity	NPC323008
0.76	Intermediate Similarity	NPC262133
0.76	Intermediate Similarity	NPC472467
0.76	Intermediate Similarity	NPC470013
0.7593	Intermediate Similarity	NPC15551
0.7576	Intermediate Similarity	NPC475925
0.7573	Intermediate Similarity	NPC70865
0.7573	Intermediate Similarity	NPC79631
0.7551	Intermediate Similarity	NPC215556
0.7551	Intermediate Similarity	NPC299527
0.7549	Intermediate Similarity	NPC205143
0.7549	Intermediate Similarity	NPC477949
0.7549	Intermediate Similarity	NPC181151
0.7549	Intermediate Similarity	NPC2666
0.7549	Intermediate Similarity	NPC471150
0.7549	Intermediate Similarity	NPC182811
0.7547	Intermediate Similarity	NPC85670
0.7545	Intermediate Similarity	NPC273242
0.7526	Intermediate Similarity	NPC45957
0.7526	Intermediate Similarity	NPC471657
0.7525	Intermediate Similarity	NPC476053
0.7525	Intermediate Similarity	NPC240838
0.7525	Intermediate Similarity	NPC67584
0.7525	Intermediate Similarity	NPC471915
0.75	Intermediate Similarity	NPC471185
0.75	Intermediate Similarity	NPC257853
0.75	Intermediate Similarity	NPC470187
0.75	Intermediate Similarity	NPC245434
0.7477	Intermediate Similarity	NPC472263
0.7477	Intermediate Similarity	NPC43213
0.7477	Intermediate Similarity	NPC108682
0.7477	Intermediate Similarity	NPC469957
0.7477	Intermediate Similarity	NPC469959
0.7477	Intermediate Similarity	NPC106446
0.7477	Intermediate Similarity	NPC472820
0.7477	Intermediate Similarity	NPC204884
0.7476	Intermediate Similarity	NPC79449
0.7476	Intermediate Similarity	NPC473326
0.7476	Intermediate Similarity	NPC474957
0.7476	Intermediate Similarity	NPC222303
0.7476	Intermediate Similarity	NPC187268
0.7476	Intermediate Similarity	NPC274458
0.7474	Intermediate Similarity	NPC231601
0.7455	Intermediate Similarity	NPC241477
0.7451	Intermediate Similarity	NPC18019
0.7451	Intermediate Similarity	NPC319861
0.7451	Intermediate Similarity	NPC284063
0.7451	Intermediate Similarity	NPC24956
0.7449	Intermediate Similarity	NPC79549
0.7431	Intermediate Similarity	NPC257240
0.7429	Intermediate Similarity	NPC214714
0.7429	Intermediate Similarity	NPC200672
0.7426	Intermediate Similarity	NPC477131
0.7426	Intermediate Similarity	NPC281775
0.7426	Intermediate Similarity	NPC198853
0.7423	Intermediate Similarity	NPC311163
0.7411	Intermediate Similarity	NPC255450
0.7411	Intermediate Similarity	NPC170692
0.7407	Intermediate Similarity	NPC117604
0.74	Intermediate Similarity	NPC472468
0.74	Intermediate Similarity	NPC131209
0.7387	Intermediate Similarity	NPC287075
0.7383	Intermediate Similarity	NPC265502
0.7383	Intermediate Similarity	NPC472818
0.7383	Intermediate Similarity	NPC44004
0.7383	Intermediate Similarity	NPC29389
0.7383	Intermediate Similarity	NPC93026
0.7383	Intermediate Similarity	NPC469960
0.7379	Intermediate Similarity	NPC474313
0.7379	Intermediate Similarity	NPC86843
0.7379	Intermediate Similarity	NPC476057
0.7379	Intermediate Similarity	NPC474182
0.7379	Intermediate Similarity	NPC254121
0.7379	Intermediate Similarity	NPC347923
0.7374	Intermediate Similarity	NPC32922
0.7374	Intermediate Similarity	NPC472872
0.7358	Intermediate Similarity	NPC329834
0.7353	Intermediate Similarity	NPC304886
0.7353	Intermediate Similarity	NPC471492
0.7353	Intermediate Similarity	NPC14961
0.7353	Intermediate Similarity	NPC270013
0.7345	Intermediate Similarity	NPC290693
0.7333	Intermediate Similarity	NPC26557
0.7333	Intermediate Similarity	NPC477950
0.7328	Intermediate Similarity	NPC115349
0.7321	Intermediate Similarity	NPC305044
0.7321	Intermediate Similarity	NPC265290
0.732	Intermediate Similarity	NPC471494
0.7315	Intermediate Similarity	NPC26617
0.7312	Intermediate Similarity	NPC23187
0.73	Intermediate Similarity	NPC472466
0.73	Intermediate Similarity	NPC35809
0.73	Intermediate Similarity	NPC3952
0.73	Intermediate Similarity	NPC37607
0.73	Intermediate Similarity	NPC473448
0.73	Intermediate Similarity	NPC301969
0.7297	Intermediate Similarity	NPC258711
0.7297	Intermediate Similarity	NPC35069
0.7292	Intermediate Similarity	NPC471340
0.729	Intermediate Similarity	NPC472819
0.729	Intermediate Similarity	NPC100487
0.7282	Intermediate Similarity	NPC113433
0.7282	Intermediate Similarity	NPC279621
0.7273	Intermediate Similarity	NPC224652
0.7273	Intermediate Similarity	NPC217983
0.7273	Intermediate Similarity	NPC207114
0.7265	Intermediate Similarity	NPC84865
0.7264	Intermediate Similarity	NPC252242
0.7264	Intermediate Similarity	NPC475956
0.7264	Intermediate Similarity	NPC475986
0.7255	Intermediate Similarity	NPC474035
0.7255	Intermediate Similarity	NPC81386
0.7248	Intermediate Similarity	NPC181994
0.7248	Intermediate Similarity	NPC308191
0.7245	Intermediate Similarity	NPC187661
0.7245	Intermediate Similarity	NPC204048
0.7238	Intermediate Similarity	NPC469864
0.7238	Intermediate Similarity	NPC469872
0.7232	Intermediate Similarity	NPC101965
0.7232	Intermediate Similarity	NPC106395
0.7232	Intermediate Similarity	NPC46269
0.7232	Intermediate Similarity	NPC101400
0.7228	Intermediate Similarity	NPC63193
0.7228	Intermediate Similarity	NPC184063
0.7228	Intermediate Similarity	NPC29821
0.7228	Intermediate Similarity	NPC78594
0.7228	Intermediate Similarity	NPC133698
0.7228	Intermediate Similarity	NPC57304
0.7228	Intermediate Similarity	NPC133888
0.7228	Intermediate Similarity	NPC293001
0.7228	Intermediate Similarity	NPC35959
0.7228	Intermediate Similarity	NPC235051
0.7228	Intermediate Similarity	NPC171360
0.7222	Intermediate Similarity	NPC179891
0.7222	Intermediate Similarity	NPC220217
0.7222	Intermediate Similarity	NPC119855
0.7217	Intermediate Similarity	NPC304260
0.7217	Intermediate Similarity	NPC5883
0.7217	Intermediate Similarity	NPC477092
0.7217	Intermediate Similarity	NPC44899
0.7217	Intermediate Similarity	NPC29639
0.7216	Intermediate Similarity	NPC78673
0.7216	Intermediate Similarity	NPC160517
0.7216	Intermediate Similarity	NPC186155
0.7212	Intermediate Similarity	NPC311904
0.7212	Intermediate Similarity	NPC236580
0.7212	Intermediate Similarity	NPC471490
0.7212	Intermediate Similarity	NPC304445
0.7203	Intermediate Similarity	NPC226049

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 NPC98165 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	299
0.1-0.2	2589
0.2-0.3	3849
0.3-0.4	1764
0.4-0.5	446
0.5-0.6	163
0.6-0.7	35
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7431	Intermediate Similarity	NPD6371	Approved
0.7315	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.73	Intermediate Similarity	NPD7838	Discovery
0.72	Intermediate Similarity	NPD1695	Approved
0.7129	Intermediate Similarity	NPD46	Approved
0.7129	Intermediate Similarity	NPD6698	Approved
0.7094	Intermediate Similarity	NPD8033	Approved
0.7071	Intermediate Similarity	NPD4249	Approved
0.7009	Intermediate Similarity	NPD5344	Discontinued
0.7	Intermediate Similarity	NPD4250	Approved
0.7	Intermediate Similarity	NPD4251	Approved
0.6991	Remote Similarity	NPD6053	Discontinued
0.6983	Remote Similarity	NPD7327	Approved
0.6983	Remote Similarity	NPD7328	Approved
0.6923	Remote Similarity	NPD7516	Approved
0.6864	Remote Similarity	NPD8377	Approved
0.6864	Remote Similarity	NPD8294	Approved
0.6807	Remote Similarity	NPD8379	Approved
0.6807	Remote Similarity	NPD8296	Approved
0.6807	Remote Similarity	NPD8335	Approved
0.6807	Remote Similarity	NPD8378	Approved
0.6807	Remote Similarity	NPD8380	Approved
0.6804	Remote Similarity	NPD4819	Approved
0.6804	Remote Similarity	NPD4820	Approved
0.6804	Remote Similarity	NPD4821	Approved
0.6804	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD4822	Approved
0.68	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD7507	Approved
0.6667	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6637	Remote Similarity	NPD6686	Approved
0.6606	Remote Similarity	NPD6648	Approved
0.66	Remote Similarity	NPD5362	Discontinued
0.6598	Remote Similarity	NPD4268	Approved
0.6598	Remote Similarity	NPD4271	Approved
0.656	Remote Similarity	NPD7319	Approved
0.6529	Remote Similarity	NPD7503	Approved
0.6455	Remote Similarity	NPD7640	Approved
0.6455	Remote Similarity	NPD7639	Approved
0.6436	Remote Similarity	NPD5332	Approved
0.6436	Remote Similarity	NPD5331	Approved
0.64	Remote Similarity	NPD4790	Discontinued
0.6389	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6379	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4225	Approved
0.6364	Remote Similarity	NPD7638	Approved
0.6339	Remote Similarity	NPD7632	Discontinued
0.6333	Remote Similarity	NPD7115	Discovery
0.6325	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6321	Remote Similarity	NPD5785	Approved
0.6311	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6275	Remote Similarity	NPD7154	Phase 3
0.6262	Remote Similarity	NPD7983	Approved
0.6261	Remote Similarity	NPD6412	Phase 2
0.6214	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.619	Remote Similarity	NPD7524	Approved
0.6176	Remote Similarity	NPD6435	Approved
0.6154	Remote Similarity	NPD5363	Approved
0.6121	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD7637	Suspended
0.6058	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6036	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD6008	Approved
0.6022	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6019	Remote Similarity	NPD4270	Approved
0.6019	Remote Similarity	NPD4269	Approved
0.5984	Remote Similarity	NPD7492	Approved
0.598	Remote Similarity	NPD5368	Approved
0.5962	Remote Similarity	NPD6695	Phase 3
0.595	Remote Similarity	NPD4632	Approved
0.595	Remote Similarity	NPD8133	Approved
0.5943	Remote Similarity	NPD5786	Approved
0.5938	Remote Similarity	NPD6616	Approved
0.5935	Remote Similarity	NPD6009	Approved
0.5922	Remote Similarity	NPD5369	Approved
0.592	Remote Similarity	NPD6319	Approved
0.592	Remote Similarity	NPD6054	Approved
0.592	Remote Similarity	NPD6059	Approved
0.5891	Remote Similarity	NPD7078	Approved
0.5891	Remote Similarity	NPD8293	Discontinued
0.5873	Remote Similarity	NPD8517	Approved
0.5873	Remote Similarity	NPD6016	Approved
0.5873	Remote Similarity	NPD8513	Phase 3
0.5873	Remote Similarity	NPD8516	Approved
0.5873	Remote Similarity	NPD6015	Approved
0.5873	Remote Similarity	NPD8515	Approved
0.5846	Remote Similarity	NPD7736	Approved
0.5841	Remote Similarity	NPD6084	Phase 2
0.5841	Remote Similarity	NPD6083	Phase 2
0.5827	Remote Similarity	NPD6370	Approved
0.5827	Remote Similarity	NPD5988	Approved
0.5826	Remote Similarity	NPD4159	Approved
0.5825	Remote Similarity	NPD4252	Approved
0.5814	Remote Similarity	NPD8273	Phase 1
0.5804	Remote Similarity	NPD5695	Phase 3
0.5798	Remote Similarity	NPD7320	Approved
0.5784	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5781	Remote Similarity	NPD7642	Approved
0.578	Remote Similarity	NPD6051	Approved
0.5766	Remote Similarity	NPD5778	Approved
0.5766	Remote Similarity	NPD5779	Approved
0.5763	Remote Similarity	NPD5739	Approved
0.5763	Remote Similarity	NPD7128	Approved
0.5763	Remote Similarity	NPD6675	Approved
0.5763	Remote Similarity	NPD6402	Approved
0.5741	Remote Similarity	NPD7750	Discontinued
0.5738	Remote Similarity	NPD8297	Approved
0.5738	Remote Similarity	NPD6882	Approved
0.5727	Remote Similarity	NPD3168	Discontinued
0.5714	Remote Similarity	NPD5282	Discontinued
0.5714	Remote Similarity	NPD5697	Approved
0.5714	Remote Similarity	NPD5701	Approved
0.568	Remote Similarity	NPD7505	Discontinued
0.5678	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5678	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD6930	Phase 2
0.5673	Remote Similarity	NPD6931	Approved
0.5667	Remote Similarity	NPD6881	Approved
0.5667	Remote Similarity	NPD6899	Approved
0.5659	Remote Similarity	NPD7604	Phase 2
0.5659	Remote Similarity	NPD7830	Approved
0.5659	Remote Similarity	NPD7829	Approved
0.5652	Remote Similarity	NPD5696	Approved
0.5649	Remote Similarity	NPD8074	Phase 3
0.5625	Remote Similarity	NPD5983	Phase 2
0.562	Remote Similarity	NPD6012	Approved
0.562	Remote Similarity	NPD6014	Approved
0.562	Remote Similarity	NPD6372	Approved
0.562	Remote Similarity	NPD6013	Approved
0.562	Remote Similarity	NPD6373	Approved
0.5614	Remote Similarity	NPD7839	Suspended

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