NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	220.18
Volume:	248.481
LogP:	3.582
LogD:	3.841
LogS:	-3.698
# Rotatable Bonds:	1
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.673
Synthetic Accessibility Score:	5.462
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:	-4.491
MDCK Permeability:	2.2403190087061375e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.236
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.912
Plasma Protein Binding (PPB):	62.08641052246094%
Volume Distribution (VD):	1.323
Pgp-substrate:	28.915266036987305%

ADMET: Metabolism

CYP1A2-inhibitor:	0.687
CYP1A2-substrate:	0.356
CYP2C19-inhibitor:	0.059
CYP2C19-substrate:	0.829
CYP2C9-inhibitor:	0.137
CYP2C9-substrate:	0.113
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.269
CYP3A4-inhibitor:	0.09
CYP3A4-substrate:	0.36

ADMET: Excretion

Clearance (CL):	9.989
Half-life (T1/2):	0.168

ADMET: Toxicity

hERG Blockers:	0.056
Human Hepatotoxicity (H-HT):	0.197
Drug-inuced Liver Injury (DILI):	0.324
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.916
Maximum Recommended Daily Dose:	0.758
Skin Sensitization:	0.301
Carcinogencity:	0.142
Eye Corrosion:	0.946
Eye Irritation:	0.914
Respiratory Toxicity:	0.963

Download Data

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

Natural Product: NPC475897

Natural Product ID:	NPC475897
*Common Name:**	Lemnalol
IUPAC Name:	n.a.
Synonyms:	Lemnalol
Standard InCHIKey:	LPXOPRGPLUWGKB-VRPMWHRCSA-N
Standard InCHI:	InChI=1S/C15H24O/c1-8(2)10-5-6-15(4)11-7-12(16)9(3)14(15)13(10)11/h8,10-14,16H,3,5-7H2,1-2,4H3/t10-,11+,12+,13-,14-,15+/m0/s1
SMILES:	CC(C)C1CCC2(C3C1C2C(=C)C(C3)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL518105
PubChem CID:	44584340
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
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10843584]
NPO33357	lemnalia carvicorni	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497934]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497934]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[30407007]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	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
ED50	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT139	Cell Line	HT-29	Homo sapiens	ED50	=	10.5	uM	PMID[517972]
NPT168	Cell Line	P388	Mus musculus	ED50	=	16.3	uM	PMID[517972]

☑ 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 NPC475897 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	228
0.1-0.2	2400
0.2-0.3	11281
0.3-0.4	15215
0.4-0.5	6122
0.5-0.6	5073
0.6-0.7	1965
0.7-0.8	376
0.8-0.85	33
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9672	High Similarity	NPC68656
0.9365	High Similarity	NPC473929
0.9077	High Similarity	NPC276616
0.9077	High Similarity	NPC245795
0.8906	High Similarity	NPC258595
0.875	High Similarity	NPC101128
0.875	High Similarity	NPC144650
0.8657	High Similarity	NPC474248
0.8657	High Similarity	NPC9942
0.8636	High Similarity	NPC253303
0.8636	High Similarity	NPC269077
0.8636	High Similarity	NPC185874
0.8636	High Similarity	NPC139207
0.8615	High Similarity	NPC282619
0.8615	High Similarity	NPC172613
0.8615	High Similarity	NPC11555
0.8615	High Similarity	NPC2728
0.8615	High Similarity	NPC208198
0.8615	High Similarity	NPC60837
0.8529	High Similarity	NPC283316
0.8507	High Similarity	NPC96484
0.8507	High Similarity	NPC244790
0.8358	Intermediate Similarity	NPC171225
0.831	Intermediate Similarity	NPC144075
0.831	Intermediate Similarity	NPC185536
0.8261	Intermediate Similarity	NPC45296
0.8254	Intermediate Similarity	NPC189290
0.8254	Intermediate Similarity	NPC474769
0.8235	Intermediate Similarity	NPC266578
0.8226	Intermediate Similarity	NPC264779
0.8209	Intermediate Similarity	NPC476406
0.8194	Intermediate Similarity	NPC38141
0.8169	Intermediate Similarity	NPC201048
0.8169	Intermediate Similarity	NPC476736
0.8169	Intermediate Similarity	NPC469533
0.8169	Intermediate Similarity	NPC306727
0.8169	Intermediate Similarity	NPC469534
0.8169	Intermediate Similarity	NPC476366
0.8169	Intermediate Similarity	NPC469593
0.8143	Intermediate Similarity	NPC167706
0.8143	Intermediate Similarity	NPC301226
0.8143	Intermediate Similarity	NPC164045
0.8143	Intermediate Similarity	NPC111234
0.8116	Intermediate Similarity	NPC234511
0.8088	Intermediate Similarity	NPC74885
0.8088	Intermediate Similarity	NPC308522
0.8082	Intermediate Similarity	NPC138502
0.8082	Intermediate Similarity	NPC212241
0.8082	Intermediate Similarity	NPC307336
0.8082	Intermediate Similarity	NPC248830
0.8082	Intermediate Similarity	NPC470758
0.8082	Intermediate Similarity	NPC257191
0.8082	Intermediate Similarity	NPC331618
0.8082	Intermediate Similarity	NPC260301
0.8082	Intermediate Similarity	NPC119355
0.8082	Intermediate Similarity	NPC470711
0.8028	Intermediate Similarity	NPC195489
0.8028	Intermediate Similarity	NPC182717
0.8028	Intermediate Similarity	NPC95165
0.8028	Intermediate Similarity	NPC211009
0.8028	Intermediate Similarity	NPC472506
0.8	Intermediate Similarity	NPC92801
0.8	Intermediate Similarity	NPC34834
0.7973	Intermediate Similarity	NPC472499
0.7973	Intermediate Similarity	NPC472500
0.7973	Intermediate Similarity	NPC472501
0.7973	Intermediate Similarity	NPC472342
0.7973	Intermediate Similarity	NPC301707
0.7971	Intermediate Similarity	NPC471238
0.7971	Intermediate Similarity	NPC208999
0.7945	Intermediate Similarity	NPC470749
0.7945	Intermediate Similarity	NPC253190
0.7945	Intermediate Similarity	NPC265588
0.7941	Intermediate Similarity	NPC202017
0.7917	Intermediate Similarity	NPC254509
0.7917	Intermediate Similarity	NPC25511
0.7917	Intermediate Similarity	NPC49168
0.7917	Intermediate Similarity	NPC308440
0.7917	Intermediate Similarity	NPC100334
0.7917	Intermediate Similarity	NPC192638
0.7917	Intermediate Similarity	NPC196358
0.7917	Intermediate Similarity	NPC5046
0.7917	Intermediate Similarity	NPC145552
0.7917	Intermediate Similarity	NPC62657
0.7917	Intermediate Similarity	NPC472503
0.791	Intermediate Similarity	NPC323424
0.791	Intermediate Similarity	NPC96793
0.791	Intermediate Similarity	NPC107540
0.7903	Intermediate Similarity	NPC53209
0.7887	Intermediate Similarity	NPC23954
0.7887	Intermediate Similarity	NPC164022
0.7887	Intermediate Similarity	NPC477792
0.7879	Intermediate Similarity	NPC41160
0.7867	Intermediate Similarity	NPC209430
0.7867	Intermediate Similarity	NPC24504
0.7867	Intermediate Similarity	NPC476316
0.7867	Intermediate Similarity	NPC30986
0.7857	Intermediate Similarity	NPC210323
0.7838	Intermediate Similarity	NPC91594
0.7826	Intermediate Similarity	NPC68703
0.7826	Intermediate Similarity	NPC69649
0.7808	Intermediate Similarity	NPC70982
0.7808	Intermediate Similarity	NPC230704
0.7808	Intermediate Similarity	NPC200243
0.7808	Intermediate Similarity	NPC257347
0.7808	Intermediate Similarity	NPC104387
0.7808	Intermediate Similarity	NPC471723
0.7808	Intermediate Similarity	NPC231256
0.7808	Intermediate Similarity	NPC3403
0.7808	Intermediate Similarity	NPC141071
0.7808	Intermediate Similarity	NPC212879
0.7808	Intermediate Similarity	NPC240235
0.7808	Intermediate Similarity	NPC32832
0.7808	Intermediate Similarity	NPC178383
0.7794	Intermediate Similarity	NPC27243
0.7794	Intermediate Similarity	NPC476737
0.7794	Intermediate Similarity	NPC64123
0.7778	Intermediate Similarity	NPC220939
0.7778	Intermediate Similarity	NPC471799
0.7778	Intermediate Similarity	NPC265485
0.7778	Intermediate Similarity	NPC68443
0.7778	Intermediate Similarity	NPC67508
0.7778	Intermediate Similarity	NPC84824
0.7763	Intermediate Similarity	NPC47149
0.7763	Intermediate Similarity	NPC295131
0.7746	Intermediate Similarity	NPC145498
0.7733	Intermediate Similarity	NPC167891
0.7733	Intermediate Similarity	NPC475
0.7733	Intermediate Similarity	NPC476314
0.7733	Intermediate Similarity	NPC474216
0.7733	Intermediate Similarity	NPC472502
0.7733	Intermediate Similarity	NPC11908
0.7733	Intermediate Similarity	NPC83351
0.7714	Intermediate Similarity	NPC2648
0.7703	Intermediate Similarity	NPC265328
0.7703	Intermediate Similarity	NPC247325
0.7703	Intermediate Similarity	NPC91573
0.7703	Intermediate Similarity	NPC290598
0.7703	Intermediate Similarity	NPC63958
0.7703	Intermediate Similarity	NPC27765
0.7703	Intermediate Similarity	NPC244488
0.7703	Intermediate Similarity	NPC129165
0.7703	Intermediate Similarity	NPC237460
0.7703	Intermediate Similarity	NPC122418
0.7703	Intermediate Similarity	NPC278091
0.7703	Intermediate Similarity	NPC86305
0.7703	Intermediate Similarity	NPC78067
0.7703	Intermediate Similarity	NPC30590
0.7703	Intermediate Similarity	NPC120098
0.7703	Intermediate Similarity	NPC189883
0.7703	Intermediate Similarity	NPC134330
0.7703	Intermediate Similarity	NPC14112
0.7703	Intermediate Similarity	NPC93662
0.7671	Intermediate Similarity	NPC91858
0.7671	Intermediate Similarity	NPC471797
0.7671	Intermediate Similarity	NPC243342
0.7671	Intermediate Similarity	NPC477138
0.7662	Intermediate Similarity	NPC157655
0.7662	Intermediate Similarity	NPC476646
0.7656	Intermediate Similarity	NPC39068
0.7647	Intermediate Similarity	NPC219940
0.7647	Intermediate Similarity	NPC225415
0.7639	Intermediate Similarity	NPC471268
0.7639	Intermediate Similarity	NPC110799
0.7639	Intermediate Similarity	NPC242001
0.7639	Intermediate Similarity	NPC471272
0.7639	Intermediate Similarity	NPC471271
0.7632	Intermediate Similarity	NPC84694
0.7632	Intermediate Similarity	NPC47982
0.7632	Intermediate Similarity	NPC143182
0.7632	Intermediate Similarity	NPC5604
0.7632	Intermediate Similarity	NPC109546
0.7632	Intermediate Similarity	NPC81306
0.7632	Intermediate Similarity	NPC28862
0.7619	Intermediate Similarity	NPC286752
0.7612	Intermediate Similarity	NPC147524
0.7606	Intermediate Similarity	NPC471560
0.76	Intermediate Similarity	NPC101475
0.76	Intermediate Similarity	NPC157996
0.76	Intermediate Similarity	NPC34177
0.76	Intermediate Similarity	NPC90979
0.76	Intermediate Similarity	NPC472805
0.76	Intermediate Similarity	NPC40394
0.76	Intermediate Similarity	NPC471798
0.76	Intermediate Similarity	NPC202540
0.7571	Intermediate Similarity	NPC88454
0.7571	Intermediate Similarity	NPC101307
0.7571	Intermediate Similarity	NPC114651
0.7571	Intermediate Similarity	NPC197805
0.7571	Intermediate Similarity	NPC117607
0.7568	Intermediate Similarity	NPC322353
0.7568	Intermediate Similarity	NPC138374
0.7568	Intermediate Similarity	NPC304309
0.7568	Intermediate Similarity	NPC103822
0.7568	Intermediate Similarity	NPC118508
0.7568	Intermediate Similarity	NPC22105
0.7568	Intermediate Similarity	NPC121744
0.7568	Intermediate Similarity	NPC134847
0.7568	Intermediate Similarity	NPC288035
0.7568	Intermediate Similarity	NPC291503

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 NPC475897 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	223
0.1-0.2	2745
0.2-0.3	4102
0.3-0.4	1503
0.4-0.5	311
0.5-0.6	195
0.6-0.7	67
0.7-0.8	4
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
0.7568	Intermediate Similarity	NPD7339	Approved
0.7568	Intermediate Similarity	NPD6942	Approved
0.7467	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD7645	Phase 2
0.7308	Intermediate Similarity	NPD7525	Registered
0.7105	Intermediate Similarity	NPD8264	Approved
0.6974	Remote Similarity	NPD6926	Approved
0.6974	Remote Similarity	NPD6924	Approved
0.6962	Remote Similarity	NPD6929	Approved
0.6933	Remote Similarity	NPD7150	Approved
0.6933	Remote Similarity	NPD7151	Approved
0.6933	Remote Similarity	NPD7152	Approved
0.6914	Remote Similarity	NPD3667	Approved
0.6905	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD6923	Approved
0.6892	Remote Similarity	NPD6922	Approved
0.6875	Remote Similarity	NPD6931	Approved
0.6875	Remote Similarity	NPD6930	Phase 2
0.6867	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.68	Remote Similarity	NPD7144	Approved
0.68	Remote Similarity	NPD7143	Approved
0.6795	Remote Similarity	NPD6933	Approved
0.6786	Remote Similarity	NPD3618	Phase 1
0.6774	Remote Similarity	NPD385	Approved
0.6774	Remote Similarity	NPD384	Approved
0.6747	Remote Similarity	NPD4786	Approved
0.6716	Remote Similarity	NPD342	Phase 1
0.6711	Remote Similarity	NPD4243	Approved
0.6709	Remote Similarity	NPD5776	Phase 2
0.6709	Remote Similarity	NPD6925	Approved
0.6667	Remote Similarity	NPD7509	Discontinued
0.6667	Remote Similarity	NPD4748	Discontinued
0.6627	Remote Similarity	NPD6695	Phase 3
0.6625	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD7145	Approved
0.662	Remote Similarity	NPD368	Approved
0.6552	Remote Similarity	NPD5328	Approved
0.6548	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD3666	Approved
0.6548	Remote Similarity	NPD3665	Phase 1
0.6548	Remote Similarity	NPD3133	Approved
0.6538	Remote Similarity	NPD4784	Approved
0.6538	Remote Similarity	NPD4785	Approved
0.6471	Remote Similarity	NPD6893	Approved
0.6463	Remote Similarity	NPD7332	Phase 2
0.6463	Remote Similarity	NPD7514	Phase 3
0.6456	Remote Similarity	NPD5275	Approved
0.6456	Remote Similarity	NPD4190	Phase 3
0.6447	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD4788	Approved
0.6404	Remote Similarity	NPD7515	Phase 2
0.6404	Remote Similarity	NPD6079	Approved
0.6386	Remote Similarity	NPD6902	Approved
0.6386	Remote Similarity	NPD6898	Phase 1
0.6364	Remote Similarity	NPD4787	Phase 1
0.6333	Remote Similarity	NPD4202	Approved
0.6322	Remote Similarity	NPD7524	Approved
0.6322	Remote Similarity	NPD7750	Discontinued
0.6296	Remote Similarity	NPD6932	Approved
0.6282	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6277	Remote Similarity	NPD7640	Approved
0.6277	Remote Similarity	NPD7639	Approved
0.6222	Remote Similarity	NPD8035	Phase 2
0.6222	Remote Similarity	NPD8034	Phase 2
0.617	Remote Similarity	NPD4225	Approved
0.617	Remote Similarity	NPD7638	Approved
0.6163	Remote Similarity	NPD3668	Phase 3
0.6146	Remote Similarity	NPD5211	Phase 2
0.6145	Remote Similarity	NPD4195	Approved
0.6145	Remote Similarity	NPD6683	Phase 2
0.6133	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD5221	Approved
0.6129	Remote Similarity	NPD4697	Phase 3
0.6129	Remote Similarity	NPD5222	Approved
0.6129	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6125	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD7748	Approved
0.6064	Remote Similarity	NPD4755	Approved
0.6064	Remote Similarity	NPD5173	Approved
0.6049	Remote Similarity	NPD3703	Phase 2
0.6044	Remote Similarity	NPD7087	Discontinued
0.6027	Remote Similarity	NPD1145	Discontinued
0.6026	Remote Similarity	NPD3698	Phase 2
0.6023	Remote Similarity	NPD4519	Discontinued
0.6023	Remote Similarity	NPD4623	Approved
0.6023	Remote Similarity	NPD5279	Phase 3
0.602	Remote Similarity	NPD5141	Approved
0.6	Remote Similarity	NPD5290	Discontinued
0.6	Remote Similarity	NPD4753	Phase 2
0.5978	Remote Similarity	NPD6399	Phase 3
0.5976	Remote Similarity	NPD6117	Approved
0.5949	Remote Similarity	NPD4244	Approved
0.5949	Remote Similarity	NPD4245	Approved
0.5938	Remote Similarity	NPD5286	Approved
0.5938	Remote Similarity	NPD5285	Approved
0.5938	Remote Similarity	NPD4700	Approved
0.5938	Remote Similarity	NPD4696	Approved
0.593	Remote Similarity	NPD4221	Approved
0.593	Remote Similarity	NPD4223	Phase 3
0.5915	Remote Similarity	NPD4219	Approved
0.5909	Remote Similarity	NPD1696	Phase 3
0.5904	Remote Similarity	NPD6116	Phase 1
0.5895	Remote Similarity	NPD7902	Approved
0.5882	Remote Similarity	NPD4695	Discontinued
0.5876	Remote Similarity	NPD5223	Approved
0.5873	Remote Similarity	NPD1799	Clinical (unspecified phase)
0.5846	Remote Similarity	NPD388	Approved
0.5846	Remote Similarity	NPD386	Approved
0.5833	Remote Similarity	NPD6115	Approved
0.5833	Remote Similarity	NPD3671	Phase 1
0.5833	Remote Similarity	NPD3617	Approved
0.5833	Remote Similarity	NPD6118	Approved
0.5833	Remote Similarity	NPD6697	Approved
0.5833	Remote Similarity	NPD6114	Approved
0.5821	Remote Similarity	NPD9410	Clinical (unspecified phase)
0.5816	Remote Similarity	NPD5224	Approved
0.5816	Remote Similarity	NPD5225	Approved
0.5816	Remote Similarity	NPD7632	Discontinued
0.5816	Remote Similarity	NPD5226	Approved
0.5816	Remote Similarity	NPD4633	Approved
0.5795	Remote Similarity	NPD4197	Approved
0.5789	Remote Similarity	NPD371	Approved
0.5761	Remote Similarity	NPD7136	Phase 2
0.5758	Remote Similarity	NPD4754	Approved
0.5758	Remote Similarity	NPD5175	Approved
0.5758	Remote Similarity	NPD5174	Approved
0.575	Remote Similarity	NPD4789	Approved
0.573	Remote Similarity	NPD5329	Approved
0.5714	Remote Similarity	NPD4159	Approved
0.5699	Remote Similarity	NPD7637	Suspended
0.5698	Remote Similarity	NPD6928	Phase 2
0.5696	Remote Similarity	NPD6705	Phase 1
0.5696	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5696	Remote Similarity	NPD5360	Phase 3
0.5684	Remote Similarity	NPD5210	Approved
0.5684	Remote Similarity	NPD4629	Approved
0.5667	Remote Similarity	NPD4689	Approved
0.5667	Remote Similarity	NPD4693	Phase 3
0.5667	Remote Similarity	NPD5205	Approved
0.5667	Remote Similarity	NPD4690	Approved
0.5667	Remote Similarity	NPD7521	Approved
0.5667	Remote Similarity	NPD4138	Approved
0.5667	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD6684	Approved
0.5667	Remote Similarity	NPD7146	Approved
0.5667	Remote Similarity	NPD7334	Approved
0.5667	Remote Similarity	NPD4688	Approved
0.5667	Remote Similarity	NPD6409	Approved
0.5667	Remote Similarity	NPD5330	Approved
0.5652	Remote Similarity	NPD6051	Approved
0.5644	Remote Similarity	NPD7128	Approved
0.5644	Remote Similarity	NPD4767	Approved
0.5644	Remote Similarity	NPD6675	Approved
0.5644	Remote Similarity	NPD5739	Approved
0.5644	Remote Similarity	NPD4768	Approved
0.5644	Remote Similarity	NPD6402	Approved
0.561	Remote Similarity	NPD4732	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