NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	234.16
Volume:	260.554
LogP:	3.587
LogD:	3.06
LogS:	-4.845
# Rotatable Bonds:	0
TPSA:	34.14
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.476
Synthetic Accessibility Score:	4.36
Fsp3:	0.733
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.72
MDCK Permeability:	2.232091355836019e-05
Pgp-inhibitor:	0.795
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.02
30% Bioavailability (F30%):	0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.077
Plasma Protein Binding (PPB):	95.83258056640625%
Volume Distribution (VD):	1.087
Pgp-substrate:	2.4682440757751465%

ADMET: Metabolism

CYP1A2-inhibitor:	0.15
CYP1A2-substrate:	0.32
CYP2C19-inhibitor:	0.661
CYP2C19-substrate:	0.86
CYP2C9-inhibitor:	0.542
CYP2C9-substrate:	0.763
CYP2D6-inhibitor:	0.027
CYP2D6-substrate:	0.48
CYP3A4-inhibitor:	0.093
CYP3A4-substrate:	0.294

ADMET: Excretion

Clearance (CL):	4.737
Half-life (T1/2):	0.066

ADMET: Toxicity

hERG Blockers:	0.003
Human Hepatotoxicity (H-HT):	0.138
Drug-inuced Liver Injury (DILI):	0.283
AMES Toxicity:	0.048
Rat Oral Acute Toxicity:	0.292
Maximum Recommended Daily Dose:	0.221
Skin Sensitization:	0.165
Carcinogencity:	0.075
Eye Corrosion:	0.021
Eye Irritation:	0.044
Respiratory Toxicity:	0.973

Download Data

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

Natural Product: NPC211279

Natural Product ID:	NPC211279
*Common Name:**	Buddledin B
IUPAC Name:	(1S,5E,8R,9R)-8-hydroxy-6,10,10-trimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-7-one
Synonyms:
Standard InCHIKey:	AXGJIHAKGFPXOX-BFRHVZAJSA-N
Standard InCHI:	InChI=1S/C15H22O2/c1-9-6-5-7-10(2)13(16)14(17)12-11(9)8-15(12,3)4/h7,11-12,14,17H,1,5-6,8H2,2-4H3/b10-7+/t11-,12+,14-/m1/s1
SMILES:	C=C1CC/C=C(/C(=O)[C@@H]([C@@H]2[C@@H]1CC2(C)C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL519046
PubChem CID:	44593338
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO27625	Buddleja globosa	Species	Scrophulariaceae	Eukaryota	Roots	London	n.a.	PMID[10514305]
NPO27625	Buddleja globosa	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11000021]
NPO27625	Buddleja globosa	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27625	Buddleja globosa	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]

☑ 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
MIC	3
Others	3

Activity Type	# Activity
Individual Protein	2
Organism	4
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT183	Individual Protein	Arachidonate 5-lipoxygenase	Rattus norvegicus	Inhibition	=	49.3	%	PMID[548281]
NPT183	Individual Protein	Arachidonate 5-lipoxygenase	Rattus norvegicus	IC50	>	200000.0	nM	PMID[548281]
NPT328	Organism	Epidermophyton floccosum	Epidermophyton floccosum	MIC	=	51000.0	nM	PMID[548280]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	51000.0	nM	PMID[548280]
NPT4353	Organism	Trichophyton interdigitale	Trichophyton interdigitale	MIC	=	51000.0	nM	PMID[548280]
NPT2	Others	Unspecified		Inhibition	=	47.9	%	PMID[548281]
NPT2	Others	Unspecified		IC50	>	200000.0	nM	PMID[548281]
NPT1897	Organism	Oryzias latipes	Oryzias latipes	TLm	=	1.2	ug ml-1	PMID[548282]

☑ 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 NPC211279 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	200
0.1-0.2	1542
0.2-0.3	7376
0.3-0.4	16779
0.4-0.5	8785
0.5-0.6	6133
0.6-0.7	1724
0.7-0.8	142
0.8-0.85	7
0.85-0.9	7
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9589	High Similarity	NPC321180
0.859	High Similarity	NPC304795
0.8353	Intermediate Similarity	NPC219874
0.8312	Intermediate Similarity	NPC470525
0.8243	Intermediate Similarity	NPC10758
0.8243	Intermediate Similarity	NPC250928
0.8182	Intermediate Similarity	NPC114236
0.8101	Intermediate Similarity	NPC475994
0.7975	Intermediate Similarity	NPC476007
0.7975	Intermediate Similarity	NPC197659
0.7975	Intermediate Similarity	NPC276769
0.7949	Intermediate Similarity	NPC472256
0.7949	Intermediate Similarity	NPC474885
0.7945	Intermediate Similarity	NPC474329
0.7945	Intermediate Similarity	NPC474304
0.7927	Intermediate Similarity	NPC103486
0.7927	Intermediate Similarity	NPC145963
0.7895	Intermediate Similarity	NPC173321
0.7875	Intermediate Similarity	NPC62336
0.7857	Intermediate Similarity	NPC36350
0.7857	Intermediate Similarity	NPC79573
0.7848	Intermediate Similarity	NPC469646
0.7848	Intermediate Similarity	NPC263582
0.7805	Intermediate Similarity	NPC136150
0.7792	Intermediate Similarity	NPC474884
0.7778	Intermediate Similarity	NPC261125
0.7778	Intermediate Similarity	NPC181195
0.7778	Intermediate Similarity	NPC308038
0.7765	Intermediate Similarity	NPC94666
0.7746	Intermediate Similarity	NPC285594
0.7746	Intermediate Similarity	NPC96551
0.7722	Intermediate Similarity	NPC474011
0.7692	Intermediate Similarity	NPC275098
0.7683	Intermediate Similarity	NPC108955
0.7683	Intermediate Similarity	NPC172013
0.7683	Intermediate Similarity	NPC45495
0.7683	Intermediate Similarity	NPC2482
0.7662	Intermediate Similarity	NPC286154
0.7654	Intermediate Similarity	NPC178852
0.7647	Intermediate Similarity	NPC32037
0.7625	Intermediate Similarity	NPC250621
0.7625	Intermediate Similarity	NPC215481
0.7625	Intermediate Similarity	NPC474527
0.7625	Intermediate Similarity	NPC471726
0.7619	Intermediate Similarity	NPC62214
0.7614	Intermediate Similarity	NPC477711
0.76	Intermediate Similarity	NPC197089
0.759	Intermediate Similarity	NPC121984
0.759	Intermediate Similarity	NPC55869
0.7586	Intermediate Similarity	NPC477710
0.7561	Intermediate Similarity	NPC229204
0.7561	Intermediate Similarity	NPC19900
0.7561	Intermediate Similarity	NPC281138
0.7561	Intermediate Similarity	NPC7232
0.7558	Intermediate Similarity	NPC327115
0.7558	Intermediate Similarity	NPC472974
0.7534	Intermediate Similarity	NPC260573
0.7531	Intermediate Similarity	NPC74995
0.7531	Intermediate Similarity	NPC86917
0.7529	Intermediate Similarity	NPC237712
0.7529	Intermediate Similarity	NPC472326
0.75	Intermediate Similarity	NPC48362
0.75	Intermediate Similarity	NPC93590
0.75	Intermediate Similarity	NPC38796
0.75	Intermediate Similarity	NPC158411
0.7468	Intermediate Similarity	NPC186042
0.7444	Intermediate Similarity	NPC125180
0.7442	Intermediate Similarity	NPC132228
0.7442	Intermediate Similarity	NPC8518
0.7442	Intermediate Similarity	NPC263997
0.7442	Intermediate Similarity	NPC6185
0.7442	Intermediate Similarity	NPC241512
0.7442	Intermediate Similarity	NPC179006
0.7442	Intermediate Similarity	NPC474853
0.7439	Intermediate Similarity	NPC231739
0.7439	Intermediate Similarity	NPC478122
0.7432	Intermediate Similarity	NPC474155
0.7432	Intermediate Similarity	NPC473759
0.7412	Intermediate Similarity	NPC470165
0.7412	Intermediate Similarity	NPC52609
0.7412	Intermediate Similarity	NPC1761
0.7412	Intermediate Similarity	NPC64600
0.7397	Intermediate Similarity	NPC40206
0.7381	Intermediate Similarity	NPC90055
0.7381	Intermediate Similarity	NPC116797
0.7381	Intermediate Similarity	NPC14151
0.7381	Intermediate Similarity	NPC225515
0.7375	Intermediate Similarity	NPC206875
0.7375	Intermediate Similarity	NPC215050
0.7375	Intermediate Similarity	NPC469691
0.7375	Intermediate Similarity	NPC470299
0.7375	Intermediate Similarity	NPC167049
0.7363	Intermediate Similarity	NPC23170
0.7356	Intermediate Similarity	NPC474778
0.7356	Intermediate Similarity	NPC474733
0.7356	Intermediate Similarity	NPC51014
0.7356	Intermediate Similarity	NPC145879
0.7356	Intermediate Similarity	NPC474732
0.7356	Intermediate Similarity	NPC20688
0.7356	Intermediate Similarity	NPC194417
0.7356	Intermediate Similarity	NPC261721
0.7356	Intermediate Similarity	NPC31564
0.7356	Intermediate Similarity	NPC202394
0.7356	Intermediate Similarity	NPC179591
0.7349	Intermediate Similarity	NPC152061
0.7349	Intermediate Similarity	NPC476177
0.7342	Intermediate Similarity	NPC40327
0.7333	Intermediate Similarity	NPC99380
0.7326	Intermediate Similarity	NPC329043
0.7326	Intermediate Similarity	NPC85774
0.7326	Intermediate Similarity	NPC476412
0.7326	Intermediate Similarity	NPC214043
0.7326	Intermediate Similarity	NPC161423
0.7326	Intermediate Similarity	NPC473246
0.7326	Intermediate Similarity	NPC321187
0.7326	Intermediate Similarity	NPC227064
0.7326	Intermediate Similarity	NPC230527
0.7326	Intermediate Similarity	NPC58841
0.7326	Intermediate Similarity	NPC470812
0.7326	Intermediate Similarity	NPC7927
0.7317	Intermediate Similarity	NPC203403
0.7317	Intermediate Similarity	NPC266124
0.7317	Intermediate Similarity	NPC97377
0.7317	Intermediate Similarity	NPC471061
0.7308	Intermediate Similarity	NPC469914
0.7303	Intermediate Similarity	NPC119416
0.7294	Intermediate Similarity	NPC151519
0.7294	Intermediate Similarity	NPC212083
0.7284	Intermediate Similarity	NPC251435
0.7284	Intermediate Similarity	NPC469669
0.7284	Intermediate Similarity	NPC469678
0.7284	Intermediate Similarity	NPC475771
0.7273	Intermediate Similarity	NPC58063
0.7273	Intermediate Similarity	NPC109900
0.7273	Intermediate Similarity	NPC475740
0.7273	Intermediate Similarity	NPC470523
0.7273	Intermediate Similarity	NPC96962
0.7262	Intermediate Similarity	NPC271104
0.7262	Intermediate Similarity	NPC471514
0.7262	Intermediate Similarity	NPC148685
0.7262	Intermediate Similarity	NPC157895
0.7262	Intermediate Similarity	NPC104120
0.7262	Intermediate Similarity	NPC472478
0.7253	Intermediate Similarity	NPC12722
0.7253	Intermediate Similarity	NPC109414
0.725	Intermediate Similarity	NPC470237
0.7241	Intermediate Similarity	NPC476426
0.7241	Intermediate Similarity	NPC469948
0.7241	Intermediate Similarity	NPC96621
0.7241	Intermediate Similarity	NPC474680
0.7241	Intermediate Similarity	NPC470574
0.7229	Intermediate Similarity	NPC297996
0.7229	Intermediate Similarity	NPC192006
0.7229	Intermediate Similarity	NPC59436
0.7229	Intermediate Similarity	NPC74410
0.7215	Intermediate Similarity	NPC280256
0.7215	Intermediate Similarity	NPC318766
0.7209	Intermediate Similarity	NPC278648
0.7209	Intermediate Similarity	NPC476082
0.7209	Intermediate Similarity	NPC105803
0.72	Intermediate Similarity	NPC477830
0.7195	Intermediate Similarity	NPC110725
0.7195	Intermediate Similarity	NPC92080
0.7191	Intermediate Similarity	NPC474677
0.7191	Intermediate Similarity	NPC53454
0.7191	Intermediate Similarity	NPC471722
0.7191	Intermediate Similarity	NPC470524
0.7191	Intermediate Similarity	NPC473229
0.7191	Intermediate Similarity	NPC158778
0.7191	Intermediate Similarity	NPC206060
0.7179	Intermediate Similarity	NPC476614
0.7179	Intermediate Similarity	NPC469688
0.7176	Intermediate Similarity	NPC473420
0.7176	Intermediate Similarity	NPC474085
0.7176	Intermediate Similarity	NPC470298
0.7174	Intermediate Similarity	NPC298919
0.7174	Intermediate Similarity	NPC245972
0.7174	Intermediate Similarity	NPC196485
0.716	Intermediate Similarity	NPC472966
0.7159	Intermediate Similarity	NPC472985
0.7159	Intermediate Similarity	NPC118648
0.7159	Intermediate Similarity	NPC475022
0.7159	Intermediate Similarity	NPC222613
0.7159	Intermediate Similarity	NPC472986
0.7143	Intermediate Similarity	NPC472490
0.7143	Intermediate Similarity	NPC136033
0.7143	Intermediate Similarity	NPC470429
0.7143	Intermediate Similarity	NPC470239
0.7143	Intermediate Similarity	NPC113363
0.7143	Intermediate Similarity	NPC168027
0.7143	Intermediate Similarity	NPC470244
0.7143	Intermediate Similarity	NPC131872
0.7143	Intermediate Similarity	NPC185936
0.7143	Intermediate Similarity	NPC27817
0.7126	Intermediate Similarity	NPC59453
0.7126	Intermediate Similarity	NPC221758
0.7126	Intermediate Similarity	NPC165287
0.7126	Intermediate Similarity	NPC472265
0.7126	Intermediate Similarity	NPC180834
0.7111	Intermediate Similarity	NPC268406

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 NPC211279 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	203
0.1-0.2	2217
0.2-0.3	3975
0.3-0.4	2011
0.4-0.5	414
0.5-0.6	258
0.6-0.7	70
0.7-0.8	2
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
0.7683	Intermediate Similarity	NPD4695	Discontinued
0.7558	Intermediate Similarity	NPD5279	Phase 3
0.7326	Intermediate Similarity	NPD3665	Phase 1
0.7326	Intermediate Similarity	NPD3133	Approved
0.7326	Intermediate Similarity	NPD3666	Approved
0.7294	Intermediate Similarity	NPD3667	Approved
0.7159	Intermediate Similarity	NPD3618	Phase 1
0.7126	Intermediate Similarity	NPD4786	Approved
0.7111	Intermediate Similarity	NPD4753	Phase 2
0.7059	Intermediate Similarity	NPD8259	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD5221	Approved
0.7021	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD5222	Approved
0.6989	Remote Similarity	NPD5282	Discontinued
0.6974	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD5690	Phase 2
0.6957	Remote Similarity	NPD6079	Approved
0.6947	Remote Similarity	NPD5173	Approved
0.6932	Remote Similarity	NPD4197	Approved
0.6923	Remote Similarity	NPD7331	Phase 2
0.6923	Remote Similarity	NPD5328	Approved
0.6915	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD4629	Approved
0.6915	Remote Similarity	NPD5210	Approved
0.6854	Remote Similarity	NPD1696	Phase 3
0.6854	Remote Similarity	NPD5363	Approved
0.6854	Remote Similarity	NPD5329	Approved
0.6848	Remote Similarity	NPD5785	Approved
0.6842	Remote Similarity	NPD4697	Phase 3
0.6824	Remote Similarity	NPD3617	Approved
0.6824	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD5285	Approved
0.6804	Remote Similarity	NPD4696	Approved
0.6804	Remote Similarity	NPD5286	Approved
0.6795	Remote Similarity	NPD7341	Phase 2
0.6778	Remote Similarity	NPD5280	Approved
0.6778	Remote Similarity	NPD4694	Approved
0.6774	Remote Similarity	NPD7515	Phase 2
0.6771	Remote Similarity	NPD4755	Approved
0.6735	Remote Similarity	NPD5223	Approved
0.6709	Remote Similarity	NPD3704	Approved
0.6705	Remote Similarity	NPD4223	Phase 3
0.6705	Remote Similarity	NPD4221	Approved
0.6702	Remote Similarity	NPD4202	Approved
0.6667	Remote Similarity	NPD5225	Approved
0.6667	Remote Similarity	NPD4633	Approved
0.6667	Remote Similarity	NPD5226	Approved
0.6667	Remote Similarity	NPD5224	Approved
0.6667	Remote Similarity	NPD5211	Phase 2
0.6633	Remote Similarity	NPD4700	Approved
0.66	Remote Similarity	NPD5174	Approved
0.66	Remote Similarity	NPD5175	Approved
0.6598	Remote Similarity	NPD6083	Phase 2
0.6598	Remote Similarity	NPD6084	Phase 2
0.6591	Remote Similarity	NPD5369	Approved
0.6562	Remote Similarity	NPD5695	Phase 3
0.6559	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD3668	Phase 3
0.6535	Remote Similarity	NPD5141	Approved
0.6517	Remote Similarity	NPD4269	Approved
0.6517	Remote Similarity	NPD4270	Approved
0.65	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD1694	Approved
0.6477	Remote Similarity	NPD5368	Approved
0.6458	Remote Similarity	NPD7748	Approved
0.6456	Remote Similarity	NPD3197	Phase 1
0.6452	Remote Similarity	NPD4518	Approved
0.6452	Remote Similarity	NPD6672	Approved
0.6452	Remote Similarity	NPD5737	Approved
0.6447	Remote Similarity	NPD287	Approved
0.6444	Remote Similarity	NPD5362	Discontinued
0.6444	Remote Similarity	NPD4788	Approved
0.6436	Remote Similarity	NPD4754	Approved
0.6421	Remote Similarity	NPD6411	Approved
0.6413	Remote Similarity	NPD6684	Approved
0.6413	Remote Similarity	NPD4690	Approved
0.6413	Remote Similarity	NPD4138	Approved
0.6413	Remote Similarity	NPD4693	Phase 3
0.6413	Remote Similarity	NPD7334	Approved
0.6413	Remote Similarity	NPD4689	Approved
0.6413	Remote Similarity	NPD4519	Discontinued
0.6413	Remote Similarity	NPD7146	Approved
0.6413	Remote Similarity	NPD7521	Approved
0.6413	Remote Similarity	NPD6409	Approved
0.6413	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6413	Remote Similarity	NPD5330	Approved
0.6413	Remote Similarity	NPD4688	Approved
0.6413	Remote Similarity	NPD5205	Approved
0.6413	Remote Similarity	NPD4623	Approved
0.6408	Remote Similarity	NPD5697	Approved
0.6404	Remote Similarity	NPD857	Phase 3
0.6364	Remote Similarity	NPD5696	Approved
0.6354	Remote Similarity	NPD6399	Phase 3
0.6353	Remote Similarity	NPD6924	Approved
0.6353	Remote Similarity	NPD6926	Approved
0.6346	Remote Similarity	NPD6011	Approved
0.6346	Remote Similarity	NPD5168	Approved
0.6346	Remote Similarity	NPD6881	Approved
0.6346	Remote Similarity	NPD4729	Approved
0.6346	Remote Similarity	NPD5128	Approved
0.6346	Remote Similarity	NPD4730	Approved
0.6346	Remote Similarity	NPD6899	Approved
0.6333	Remote Similarity	NPD6435	Approved
0.6333	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD4756	Discovery
0.6311	Remote Similarity	NPD4767	Approved
0.6311	Remote Similarity	NPD5739	Approved
0.6311	Remote Similarity	NPD6402	Approved
0.6311	Remote Similarity	NPD4768	Approved
0.6311	Remote Similarity	NPD6675	Approved
0.6311	Remote Similarity	NPD7128	Approved
0.6292	Remote Similarity	NPD4252	Approved
0.6286	Remote Similarity	NPD6013	Approved
0.6286	Remote Similarity	NPD6014	Approved
0.6286	Remote Similarity	NPD6012	Approved
0.6277	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6277	Remote Similarity	NPD6903	Approved
0.6264	Remote Similarity	NPD7154	Phase 3
0.6263	Remote Similarity	NPD7902	Approved
0.625	Remote Similarity	NPD5701	Approved
0.6237	Remote Similarity	NPD5786	Approved
0.6226	Remote Similarity	NPD7290	Approved
0.6226	Remote Similarity	NPD7102	Approved
0.6226	Remote Similarity	NPD6883	Approved
0.6226	Remote Similarity	NPD5248	Approved
0.6226	Remote Similarity	NPD5249	Phase 3
0.6226	Remote Similarity	NPD5169	Approved
0.6226	Remote Similarity	NPD5135	Approved
0.6226	Remote Similarity	NPD5251	Approved
0.6226	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD4634	Approved
0.6226	Remote Similarity	NPD5247	Approved
0.6226	Remote Similarity	NPD5250	Approved
0.6211	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD6101	Approved
0.6207	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD6933	Approved
0.619	Remote Similarity	NPD4691	Approved
0.619	Remote Similarity	NPD7320	Approved
0.6186	Remote Similarity	NPD5133	Approved
0.618	Remote Similarity	NPD4195	Approved
0.6168	Remote Similarity	NPD5215	Approved
0.6168	Remote Similarity	NPD5217	Approved
0.6168	Remote Similarity	NPD6650	Approved
0.6168	Remote Similarity	NPD6617	Approved
0.6168	Remote Similarity	NPD6649	Approved
0.6168	Remote Similarity	NPD6869	Approved
0.6168	Remote Similarity	NPD5127	Approved
0.6168	Remote Similarity	NPD6847	Approved
0.6168	Remote Similarity	NPD5216	Approved
0.6168	Remote Similarity	NPD8130	Phase 1
0.6154	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD46	Approved
0.6146	Remote Similarity	NPD4096	Approved
0.6146	Remote Similarity	NPD6698	Approved
0.6132	Remote Similarity	NPD6372	Approved
0.6132	Remote Similarity	NPD6373	Approved
0.6111	Remote Similarity	NPD4820	Approved
0.6111	Remote Similarity	NPD4822	Approved
0.6111	Remote Similarity	NPD6882	Approved
0.6111	Remote Similarity	NPD4821	Approved
0.6111	Remote Similarity	NPD8297	Approved
0.6111	Remote Similarity	NPD4819	Approved
0.6092	Remote Similarity	NPD6942	Approved
0.6092	Remote Similarity	NPD7339	Approved
0.6087	Remote Similarity	NPD6110	Phase 1
0.6087	Remote Similarity	NPD5331	Approved
0.6087	Remote Similarity	NPD5332	Approved
0.6082	Remote Similarity	NPD5284	Approved
0.6082	Remote Similarity	NPD5281	Approved
0.6075	Remote Similarity	NPD6371	Approved
0.6071	Remote Similarity	NPD4137	Phase 3
0.6071	Remote Similarity	NPD6923	Approved
0.6071	Remote Similarity	NPD6922	Approved
0.6067	Remote Similarity	NPD4268	Approved
0.6067	Remote Similarity	NPD4271	Approved
0.6055	Remote Similarity	NPD4632	Approved
0.6044	Remote Similarity	NPD4790	Discontinued
0.6042	Remote Similarity	NPD6673	Approved
0.6042	Remote Similarity	NPD6904	Approved
0.6042	Remote Similarity	NPD6080	Approved
0.604	Remote Similarity	NPD4225	Approved
0.6022	Remote Similarity	NPD5766	Clinical (unspecified phase)
0.602	Remote Similarity	NPD5778	Approved
0.602	Remote Similarity	NPD5779	Approved
0.6019	Remote Similarity	NPD5091	Approved
0.6019	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5167	Approved
0.6	Remote Similarity	NPD7144	Approved
0.6	Remote Similarity	NPD3573	Approved
0.6	Remote Similarity	NPD368	Approved
0.6	Remote Similarity	NPD7143	Approved
0.6	Remote Similarity	NPD4747	Approved
0.6	Remote Similarity	NPD6929	Approved
0.5979	Remote Similarity	NPD5692	Phase 3
0.5978	Remote Similarity	NPD5209	Approved
0.5977	Remote Similarity	NPD4058	Approved
0.596	Remote Similarity	NPD7900	Approved
0.596	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD7520	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data