NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	238.19
Volume:	265.827
LogP:	3.347
LogD:	3.773
LogS:	-3.416
# Rotatable Bonds:	0
TPSA:	40.46
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.637
Synthetic Accessibility Score:	4.594
Fsp3:	0.867
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.496
MDCK Permeability:	2.497846980986651e-05
Pgp-inhibitor:	0.904
Pgp-substrate:	0.929
Human Intestinal Absorption (HIA):	0.023
20% Bioavailability (F20%):	0.951
30% Bioavailability (F30%):	0.953

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.915
Plasma Protein Binding (PPB):	83.2890396118164%
Volume Distribution (VD):	0.944
Pgp-substrate:	27.12244415283203%

ADMET: Metabolism

CYP1A2-inhibitor:	0.048
CYP1A2-substrate:	0.107
CYP2C19-inhibitor:	0.023
CYP2C19-substrate:	0.621
CYP2C9-inhibitor:	0.034
CYP2C9-substrate:	0.456
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.436
CYP3A4-inhibitor:	0.026
CYP3A4-substrate:	0.198

ADMET: Excretion

Clearance (CL):	10.903
Half-life (T1/2):	0.61

ADMET: Toxicity

hERG Blockers:	0.049
Human Hepatotoxicity (H-HT):	0.19
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.921
Maximum Recommended Daily Dose:	0.936
Skin Sensitization:	0.88
Carcinogencity:	0.253
Eye Corrosion:	0.417
Eye Irritation:	0.582
Respiratory Toxicity:	0.968

Download Data

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

Natural Product: NPC61503

Natural Product ID:	NPC61503
*Common Name:**	1,5,8,8-Tetramethyl-8-Bicyclo[8.1.0]Undecene-2,9-Diol
IUPAC Name:	(1S,2S,5E,9S,10R)-3,3,6,10-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol
Synonyms:
Standard InCHIKey:	RKDPETZBSSPSSM-SSHMBCCFSA-N
Standard InCHI:	InChI=1S/C15H26O2/c1-10-5-6-12(16)15(4)9-11(15)13(17)14(2,3)8-7-10/h7,11-13,16-17H,5-6,8-9H2,1-4H3/b10-7+/t11-,12+,13+,15-/m1/s1
SMILES:	C/C/1=CCC(C)(C)[C@H]([C@H]2C[C@@]2(C)[C@H](CC1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450757
PubChem CID:	10331790
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000129] Alcohols and polyols [CHEMONTID:0001661] Secondary alcohols

*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
NPO7630	Cyperus longus	Species	Cyperaceae	Eukaryota	n.a.	Egyptian herbal medicine	n.a.	PMID[15104485]
NPO7630	Cyperus longus	Species	Cyperaceae	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
Others	4

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT993	Cell Line	Hepatocyte	Mus musculus	IC50	=	70000.0	nM	PMID[449334]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	54.8	%	PMID[449334]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	37.3	%	PMID[449334]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	16.6	%	PMID[449334]
NPT993	Cell Line	Hepatocyte	Mus musculus	Inhibition	=	5.9	%	PMID[449334]

☑ 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 NPC61503 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	182
0.1-0.2	2328
0.2-0.3	11199
0.3-0.4	14803
0.4-0.5	8522
0.5-0.6	4844
0.6-0.7	720
0.7-0.8	90
0.8-0.85	6
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8438	Intermediate Similarity	NPC473508
0.8333	Intermediate Similarity	NPC311736
0.8308	Intermediate Similarity	NPC300593
0.8209	Intermediate Similarity	NPC163290
0.8182	Intermediate Similarity	NPC471200
0.8125	Intermediate Similarity	NPC99487
0.8028	Intermediate Similarity	NPC190859
0.8	Intermediate Similarity	NPC225342
0.7879	Intermediate Similarity	NPC211291
0.7879	Intermediate Similarity	NPC133368
0.7812	Intermediate Similarity	NPC155025
0.7808	Intermediate Similarity	NPC268111
0.7808	Intermediate Similarity	NPC170148
0.7778	Intermediate Similarity	NPC24443
0.7761	Intermediate Similarity	NPC309300
0.7761	Intermediate Similarity	NPC225415
0.7746	Intermediate Similarity	NPC469343
0.7746	Intermediate Similarity	NPC471662
0.7727	Intermediate Similarity	NPC475251
0.7681	Intermediate Similarity	NPC477791
0.7647	Intermediate Similarity	NPC238352
0.7647	Intermediate Similarity	NPC477009
0.7639	Intermediate Similarity	NPC476709
0.7612	Intermediate Similarity	NPC474155
0.7612	Intermediate Similarity	NPC473759
0.7606	Intermediate Similarity	NPC92801
0.7606	Intermediate Similarity	NPC470041
0.7571	Intermediate Similarity	NPC471238
0.7571	Intermediate Similarity	NPC167527
0.7538	Intermediate Similarity	NPC10017
0.7534	Intermediate Similarity	NPC306727
0.75	Intermediate Similarity	NPC290367
0.75	Intermediate Similarity	NPC41886
0.75	Intermediate Similarity	NPC164022
0.75	Intermediate Similarity	NPC62755
0.7467	Intermediate Similarity	NPC130136
0.7465	Intermediate Similarity	NPC74722
0.7465	Intermediate Similarity	NPC304690
0.7465	Intermediate Similarity	NPC471560
0.7463	Intermediate Similarity	NPC63111
0.7432	Intermediate Similarity	NPC60818
0.7432	Intermediate Similarity	NPC23231
0.7429	Intermediate Similarity	NPC136813
0.7429	Intermediate Similarity	NPC259299
0.7429	Intermediate Similarity	NPC73603
0.7424	Intermediate Similarity	NPC122239
0.7397	Intermediate Similarity	NPC329763
0.7397	Intermediate Similarity	NPC68443
0.7397	Intermediate Similarity	NPC474140
0.7391	Intermediate Similarity	NPC300442
0.7391	Intermediate Similarity	NPC19569
0.7391	Intermediate Similarity	NPC308844
0.7368	Intermediate Similarity	NPC475980
0.7361	Intermediate Similarity	NPC471781
0.7361	Intermediate Similarity	NPC34834
0.7333	Intermediate Similarity	NPC126969
0.7333	Intermediate Similarity	NPC253190
0.7324	Intermediate Similarity	NPC305698
0.7324	Intermediate Similarity	NPC208999
0.7324	Intermediate Similarity	NPC96484
0.7313	Intermediate Similarity	NPC66020
0.7297	Intermediate Similarity	NPC471659
0.7286	Intermediate Similarity	NPC272125
0.7286	Intermediate Similarity	NPC267027
0.7273	Intermediate Similarity	NPC475830
0.7273	Intermediate Similarity	NPC325869
0.7273	Intermediate Similarity	NPC226848
0.726	Intermediate Similarity	NPC477792
0.726	Intermediate Similarity	NPC471272
0.726	Intermediate Similarity	NPC242001
0.726	Intermediate Similarity	NPC167706
0.7237	Intermediate Similarity	NPC476007
0.7237	Intermediate Similarity	NPC471454
0.7237	Intermediate Similarity	NPC476703
0.7237	Intermediate Similarity	NPC471798
0.7222	Intermediate Similarity	NPC239373
0.7222	Intermediate Similarity	NPC217570
0.7222	Intermediate Similarity	NPC474248
0.7222	Intermediate Similarity	NPC329989
0.7222	Intermediate Similarity	NPC90115
0.7206	Intermediate Similarity	NPC321867
0.7206	Intermediate Similarity	NPC68679
0.7206	Intermediate Similarity	NPC207007
0.72	Intermediate Similarity	NPC319090
0.72	Intermediate Similarity	NPC474885
0.72	Intermediate Similarity	NPC291503
0.72	Intermediate Similarity	NPC32832
0.72	Intermediate Similarity	NPC328104
0.7188	Intermediate Similarity	NPC286752
0.7183	Intermediate Similarity	NPC82337
0.7183	Intermediate Similarity	NPC69649
0.7183	Intermediate Similarity	NPC68703
0.7183	Intermediate Similarity	NPC114651
0.7183	Intermediate Similarity	NPC253303
0.7183	Intermediate Similarity	NPC472253
0.7183	Intermediate Similarity	NPC269077
0.7183	Intermediate Similarity	NPC472255
0.7183	Intermediate Similarity	NPC476650
0.7179	Intermediate Similarity	NPC96362
0.7179	Intermediate Similarity	NPC287749
0.7164	Intermediate Similarity	NPC475931
0.7164	Intermediate Similarity	NPC5698
0.7162	Intermediate Similarity	NPC471799
0.7162	Intermediate Similarity	NPC310608
0.7162	Intermediate Similarity	NPC234527
0.7162	Intermediate Similarity	NPC14352
0.7143	Intermediate Similarity	NPC11555
0.7143	Intermediate Similarity	NPC60837
0.7143	Intermediate Similarity	NPC477089
0.7143	Intermediate Similarity	NPC205618
0.7143	Intermediate Similarity	NPC87604
0.7143	Intermediate Similarity	NPC469326
0.7143	Intermediate Similarity	NPC172613
0.7143	Intermediate Similarity	NPC282619
0.7143	Intermediate Similarity	NPC261782
0.7143	Intermediate Similarity	NPC2728
0.7143	Intermediate Similarity	NPC208198
0.7125	Intermediate Similarity	NPC231601
0.7125	Intermediate Similarity	NPC113978
0.7123	Intermediate Similarity	NPC254845
0.7123	Intermediate Similarity	NPC145498
0.7105	Intermediate Similarity	NPC1973
0.7105	Intermediate Similarity	NPC477925
0.7105	Intermediate Similarity	NPC167873
0.7105	Intermediate Similarity	NPC471658
0.7105	Intermediate Similarity	NPC274079
0.7101	Intermediate Similarity	NPC279200
0.7101	Intermediate Similarity	NPC83200
0.7101	Intermediate Similarity	NPC50435
0.7089	Intermediate Similarity	NPC471661
0.7089	Intermediate Similarity	NPC476646
0.7083	Intermediate Similarity	NPC245795
0.7067	Intermediate Similarity	NPC329090
0.7067	Intermediate Similarity	NPC91858
0.7067	Intermediate Similarity	NPC243342
0.7067	Intermediate Similarity	NPC477138
0.7067	Intermediate Similarity	NPC471797
0.7067	Intermediate Similarity	NPC27395
0.7059	Intermediate Similarity	NPC323153
0.7059	Intermediate Similarity	NPC240506
0.7059	Intermediate Similarity	NPC135648
0.7051	Intermediate Similarity	NPC472463
0.7051	Intermediate Similarity	NPC86971
0.7042	Intermediate Similarity	NPC162309
0.7042	Intermediate Similarity	NPC202017
0.7042	Intermediate Similarity	NPC326310
0.7042	Intermediate Similarity	NPC149680
0.7027	Intermediate Similarity	NPC23954
0.7027	Intermediate Similarity	NPC471271
0.7027	Intermediate Similarity	NPC471268
0.7013	Intermediate Similarity	NPC34019
0.7013	Intermediate Similarity	NPC31037
0.7	Intermediate Similarity	NPC287744
0.7	Intermediate Similarity	NPC470614
0.7	Intermediate Similarity	NPC210560
0.7	Intermediate Similarity	NPC101128
0.7	Intermediate Similarity	NPC1272
0.7	Intermediate Similarity	NPC24824
0.7	Intermediate Similarity	NPC219940
0.7	Intermediate Similarity	NPC140233
0.7	Intermediate Similarity	NPC96793
0.7	Intermediate Similarity	NPC144650
0.7	Intermediate Similarity	NPC87439
0.7	Intermediate Similarity	NPC107540
0.7	Intermediate Similarity	NPC323424
0.7	Intermediate Similarity	NPC165651
0.7	Intermediate Similarity	NPC110241
0.6986	Remote Similarity	NPC473893
0.6986	Remote Similarity	NPC144647
0.6986	Remote Similarity	NPC16964
0.6974	Remote Similarity	NPC133580
0.6974	Remote Similarity	NPC66566
0.6974	Remote Similarity	NPC477923
0.6974	Remote Similarity	NPC113639
0.6974	Remote Similarity	NPC114236
0.6974	Remote Similarity	NPC313185
0.6974	Remote Similarity	NPC93213
0.697	Remote Similarity	NPC48891
0.6962	Remote Similarity	NPC324772
0.6962	Remote Similarity	NPC26117
0.6962	Remote Similarity	NPC471266
0.6962	Remote Similarity	NPC95124
0.6957	Remote Similarity	NPC274704
0.6944	Remote Similarity	NPC96962
0.6944	Remote Similarity	NPC161612
0.6944	Remote Similarity	NPC139207
0.6944	Remote Similarity	NPC197805
0.6944	Remote Similarity	NPC171225
0.6944	Remote Similarity	NPC185874
0.6944	Remote Similarity	NPC33583
0.6933	Remote Similarity	NPC275098
0.6933	Remote Similarity	NPC130665
0.6933	Remote Similarity	NPC95165
0.6933	Remote Similarity	NPC182717
0.6923	Remote Similarity	NPC138621
0.6923	Remote Similarity	NPC476314
0.6923	Remote Similarity	NPC167037
0.6923	Remote Similarity	NPC244385
0.6923	Remote Similarity	NPC6978
0.6923	Remote Similarity	NPC302041

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 NPC61503 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	185
0.1-0.2	2928
0.2-0.3	3934
0.3-0.4	1549
0.4-0.5	416
0.5-0.6	112
0.6-0.7	25
0.7-0.8	1
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
0.7206	Intermediate Similarity	NPD368	Approved
0.7067	Intermediate Similarity	NPD6924	Approved
0.7067	Intermediate Similarity	NPD6926	Approved
0.7051	Intermediate Similarity	NPD6929	Approved
0.6962	Remote Similarity	NPD6931	Approved
0.6962	Remote Similarity	NPD6930	Phase 2
0.6883	Remote Similarity	NPD6933	Approved
0.6883	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD6902	Approved
0.6829	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD342	Phase 1
0.6795	Remote Similarity	NPD6932	Approved
0.6795	Remote Similarity	NPD5776	Phase 2
0.6795	Remote Similarity	NPD6925	Approved
0.6757	Remote Similarity	NPD6922	Approved
0.6757	Remote Similarity	NPD6923	Approved
0.6753	Remote Similarity	NPD7339	Approved
0.6753	Remote Similarity	NPD6942	Approved
0.675	Remote Similarity	NPD7525	Registered
0.675	Remote Similarity	NPD7509	Discontinued
0.6709	Remote Similarity	NPD7145	Approved
0.6707	Remote Similarity	NPD6695	Phase 3
0.6667	Remote Similarity	NPD7144	Approved
0.6667	Remote Similarity	NPD7143	Approved
0.6625	Remote Similarity	NPD7645	Phase 2
0.6625	Remote Similarity	NPD6683	Phase 2
0.6579	Remote Similarity	NPD7150	Approved
0.6579	Remote Similarity	NPD7151	Approved
0.6579	Remote Similarity	NPD7152	Approved
0.6548	Remote Similarity	NPD6893	Approved
0.6543	Remote Similarity	NPD7332	Phase 2
0.6543	Remote Similarity	NPD7514	Phase 3
0.6538	Remote Similarity	NPD8264	Approved
0.6463	Remote Similarity	NPD6898	Phase 1
0.6395	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD7750	Discontinued
0.6395	Remote Similarity	NPD7524	Approved
0.6386	Remote Similarity	NPD3667	Approved
0.6296	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD4732	Discontinued
0.6235	Remote Similarity	NPD3665	Phase 1
0.6235	Remote Similarity	NPD3666	Approved
0.6235	Remote Similarity	NPD3133	Approved
0.6235	Remote Similarity	NPD4786	Approved
0.6154	Remote Similarity	NPD4243	Approved
0.6111	Remote Similarity	NPD7087	Discontinued
0.6098	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6092	Remote Similarity	NPD5279	Phase 3
0.6092	Remote Similarity	NPD3618	Phase 1
0.6	Remote Similarity	NPD4784	Approved
0.6	Remote Similarity	NPD4219	Approved
0.6	Remote Similarity	NPD4785	Approved
0.6	Remote Similarity	NPD7838	Discovery
0.5978	Remote Similarity	NPD5282	Discontinued
0.5952	Remote Similarity	NPD4822	Approved
0.5952	Remote Similarity	NPD5368	Approved
0.5952	Remote Similarity	NPD4748	Discontinued
0.5952	Remote Similarity	NPD4820	Approved
0.5952	Remote Similarity	NPD4821	Approved
0.5952	Remote Similarity	NPD4819	Approved
0.5926	Remote Similarity	NPD4190	Phase 3
0.5926	Remote Similarity	NPD5275	Approved
0.5904	Remote Similarity	NPD4271	Approved
0.5904	Remote Similarity	NPD4268	Approved
0.5889	Remote Similarity	NPD5328	Approved
0.587	Remote Similarity	NPD4202	Approved
0.5846	Remote Similarity	NPD385	Approved
0.5846	Remote Similarity	NPD384	Approved
0.5833	Remote Similarity	NPD4195	Approved
0.5824	Remote Similarity	NPD46	Approved
0.5824	Remote Similarity	NPD7136	Phase 2
0.5824	Remote Similarity	NPD6698	Approved
0.5824	Remote Similarity	NPD3168	Discontinued
0.5814	Remote Similarity	NPD6435	Approved
0.5795	Remote Similarity	NPD1696	Phase 3
0.5795	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD4695	Discontinued
0.5765	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5761	Remote Similarity	NPD6411	Approved
0.5761	Remote Similarity	NPD6079	Approved
0.5761	Remote Similarity	NPD7515	Phase 2
0.5761	Remote Similarity	NPD7637	Suspended
0.5747	Remote Similarity	NPD5362	Discontinued
0.5747	Remote Similarity	NPD5331	Approved
0.5747	Remote Similarity	NPD5332	Approved
0.5745	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.573	Remote Similarity	NPD4249	Approved
0.5729	Remote Similarity	NPD7638	Approved
0.5714	Remote Similarity	NPD7331	Phase 2
0.5714	Remote Similarity	NPD4753	Phase 2
0.5699	Remote Similarity	NPD6399	Phase 3
0.5699	Remote Similarity	NPD5779	Approved
0.5699	Remote Similarity	NPD5778	Approved
0.5698	Remote Similarity	NPD4790	Discontinued
0.5698	Remote Similarity	NPD5369	Approved
0.5696	Remote Similarity	NPD15	Approved
0.5696	Remote Similarity	NPD1082	Approved
0.5696	Remote Similarity	NPD791	Approved
0.5692	Remote Similarity	NPD4265	Approved
0.5692	Remote Similarity	NPD388	Approved
0.5692	Remote Similarity	NPD386	Approved
0.5682	Remote Similarity	NPD3668	Phase 3
0.567	Remote Similarity	NPD7640	Approved
0.567	Remote Similarity	NPD7639	Approved
0.5667	Remote Similarity	NPD4250	Approved
0.5667	Remote Similarity	NPD4251	Approved
0.5663	Remote Similarity	NPD1346	Approved
0.5632	Remote Similarity	NPD4221	Approved
0.5632	Remote Similarity	NPD4269	Approved
0.5632	Remote Similarity	NPD4223	Phase 3
0.5632	Remote Similarity	NPD4270	Approved
0.5631	Remote Similarity	NPD6371	Approved
0.5625	Remote Similarity	NPD4755	Approved
0.5618	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD5344	Discontinued

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