NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	236.18
Volume:	269.111
LogP:	2.537
LogD:	2.628
LogS:	-2.893
# Rotatable Bonds:	4
TPSA:	40.46
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.788
Synthetic Accessibility Score:	4.387
Fsp3:	0.6
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:	-4.45
MDCK Permeability:	2.2813628675066866e-05
Pgp-inhibitor:	0.011
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.436
Plasma Protein Binding (PPB):	77.20865631103516%
Volume Distribution (VD):	1.966
Pgp-substrate:	28.682464599609375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.05
CYP1A2-substrate:	0.411
CYP2C19-inhibitor:	0.044
CYP2C19-substrate:	0.863
CYP2C9-inhibitor:	0.024
CYP2C9-substrate:	0.077
CYP2D6-inhibitor:	0.019
CYP2D6-substrate:	0.047
CYP3A4-inhibitor:	0.22
CYP3A4-substrate:	0.309

ADMET: Excretion

Clearance (CL):	7.193
Half-life (T1/2):	0.72

ADMET: Toxicity

hERG Blockers:	0.004
Human Hepatotoxicity (H-HT):	0.575
Drug-inuced Liver Injury (DILI):	0.089
AMES Toxicity:	0.04
Rat Oral Acute Toxicity:	0.547
Maximum Recommended Daily Dose:	0.128
Skin Sensitization:	0.834
Carcinogencity:	0.788
Eye Corrosion:	0.655
Eye Irritation:	0.18
Respiratory Toxicity:	0.981

Download Data

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

Natural Product: NPC110241

Natural Product ID:	NPC110241
*Common Name:**	Secobotrytriendiol
IUPAC Name:	(E)-2-[(5S)-2-ethenyl-5-(hydroxymethyl)-3,3,5-trimethylcyclopenten-1-yl]but-2-en-1-ol
Synonyms:	Secobotrytriendiol; Secobotrytrienediol
Standard InCHIKey:	BHNACKMCMDASDB-UJNBGNEJSA-N
Standard InCHI:	InChI=1S/C15H24O2/c1-6-11(8-16)13-12(7-2)14(3,4)9-15(13,5)10-17/h6-7,16-17H,2,8-10H2,1,3-5H3/b11-6-/t15-/m1/s1
SMILES:	OC/C(=C/C)/C1=C(C=C)C(C[C@]1(C)CO)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL480866
PubChem CID:	10847436
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001549] Monoterpenoids [CHEMONTID:0001563] Monocyclic monoterpenoids

*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
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10691704]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378371]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643065]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32705864]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	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
Others	6

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT737	Cell Line	HUVEC	Homo sapiens	ID50	>	10.0	ug ml-1	PMID[538529]
NPT453	Cell Line	HT-1080	Homo sapiens	ID50	>	10.0	ug ml-1	PMID[538529]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	ID50	>	10.0	ug ml-1	PMID[538529]
NPT27	Others	Unspecified		ID50	>	10.0	ug ml-1	PMID[538529]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ID50	>	10.0	ug ml-1	PMID[538529]

☑ 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 NPC110241 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	151
0.1-0.2	1331
0.2-0.3	8471
0.3-0.4	18367
0.4-0.5	9441
0.5-0.6	4065
0.6-0.7	763
0.7-0.8	100
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8358	Intermediate Similarity	NPC90115
0.8358	Intermediate Similarity	NPC217570
0.8286	Intermediate Similarity	NPC23231
0.8286	Intermediate Similarity	NPC60818
0.806	Intermediate Similarity	NPC477791
0.8033	Intermediate Similarity	NPC298299
0.803	Intermediate Similarity	NPC187619
0.8	Intermediate Similarity	NPC133368
0.8	Intermediate Similarity	NPC211291
0.7969	Intermediate Similarity	NPC471081
0.791	Intermediate Similarity	NPC162309
0.7812	Intermediate Similarity	NPC122239
0.7794	Intermediate Similarity	NPC136813
0.7761	Intermediate Similarity	NPC19569
0.7761	Intermediate Similarity	NPC308844
0.7727	Intermediate Similarity	NPC473508
0.7681	Intermediate Similarity	NPC167527
0.7671	Intermediate Similarity	NPC471658
0.7656	Intermediate Similarity	NPC10017
0.7619	Intermediate Similarity	NPC249645
0.7619	Intermediate Similarity	NPC55412
0.7576	Intermediate Similarity	NPC225342
0.7576	Intermediate Similarity	NPC210346
0.7541	Intermediate Similarity	NPC35756
0.7467	Intermediate Similarity	NPC475980
0.7463	Intermediate Similarity	NPC473759
0.7463	Intermediate Similarity	NPC474155
0.7429	Intermediate Similarity	NPC224532
0.7424	Intermediate Similarity	NPC99487
0.7424	Intermediate Similarity	NPC240506
0.7391	Intermediate Similarity	NPC267027
0.7391	Intermediate Similarity	NPC311736
0.7385	Intermediate Similarity	NPC475830
0.7385	Intermediate Similarity	NPC155025
0.7385	Intermediate Similarity	NPC226848
0.7368	Intermediate Similarity	NPC31258
0.7361	Intermediate Similarity	NPC471662
0.7353	Intermediate Similarity	NPC309300
0.7353	Intermediate Similarity	NPC300593
0.7344	Intermediate Similarity	NPC48891
0.7333	Intermediate Similarity	NPC86917
0.7324	Intermediate Similarity	NPC471560
0.7324	Intermediate Similarity	NPC473893
0.7297	Intermediate Similarity	NPC69383
0.7297	Intermediate Similarity	NPC313179
0.7297	Intermediate Similarity	NPC171148
0.7286	Intermediate Similarity	NPC163290
0.7286	Intermediate Similarity	NPC73603
0.7286	Intermediate Similarity	NPC69649
0.7286	Intermediate Similarity	NPC68703
0.7286	Intermediate Similarity	NPC82337
0.7286	Intermediate Similarity	NPC114651
0.7273	Intermediate Similarity	NPC324772
0.726	Intermediate Similarity	NPC130665
0.726	Intermediate Similarity	NPC234527
0.726	Intermediate Similarity	NPC14352
0.726	Intermediate Similarity	NPC474743
0.7222	Intermediate Similarity	NPC254845
0.7222	Intermediate Similarity	NPC9161
0.7222	Intermediate Similarity	NPC49422
0.7215	Intermediate Similarity	NPC470384
0.7206	Intermediate Similarity	NPC124112
0.7206	Intermediate Similarity	NPC279200
0.7206	Intermediate Similarity	NPC83200
0.72	Intermediate Similarity	NPC310643
0.72	Intermediate Similarity	NPC126969
0.7188	Intermediate Similarity	NPC130209
0.7188	Intermediate Similarity	NPC148163
0.7188	Intermediate Similarity	NPC148216
0.7188	Intermediate Similarity	NPC329686
0.7188	Intermediate Similarity	NPC227135
0.7183	Intermediate Similarity	NPC305698
0.7183	Intermediate Similarity	NPC471238
0.7179	Intermediate Similarity	NPC320525
0.7164	Intermediate Similarity	NPC47840
0.7164	Intermediate Similarity	NPC234264
0.7164	Intermediate Similarity	NPC66020
0.7162	Intermediate Similarity	NPC471659
0.7162	Intermediate Similarity	NPC309178
0.7162	Intermediate Similarity	NPC27395
0.7162	Intermediate Similarity	NPC329090
0.7162	Intermediate Similarity	NPC102463
0.7143	Intermediate Similarity	NPC272125
0.7143	Intermediate Similarity	NPC326310
0.7143	Intermediate Similarity	NPC34577
0.7143	Intermediate Similarity	NPC204270
0.7143	Intermediate Similarity	NPC149680
0.7143	Intermediate Similarity	NPC230107
0.7125	Intermediate Similarity	NPC238485
0.7123	Intermediate Similarity	NPC469343
0.7123	Intermediate Similarity	NPC477792
0.7105	Intermediate Similarity	NPC471454
0.7101	Intermediate Similarity	NPC96793
0.7101	Intermediate Similarity	NPC323424
0.7101	Intermediate Similarity	NPC107540
0.7089	Intermediate Similarity	NPC50964
0.7089	Intermediate Similarity	NPC472465
0.7083	Intermediate Similarity	NPC167272
0.7083	Intermediate Similarity	NPC269877
0.7083	Intermediate Similarity	NPC329989
0.7083	Intermediate Similarity	NPC239373
0.7067	Intermediate Similarity	NPC319090
0.7067	Intermediate Similarity	NPC474011
0.7067	Intermediate Similarity	NPC263698
0.7067	Intermediate Similarity	NPC471468
0.7067	Intermediate Similarity	NPC313185
0.7067	Intermediate Similarity	NPC328104
0.7059	Intermediate Similarity	NPC475251
0.7059	Intermediate Similarity	NPC274704
0.7051	Intermediate Similarity	NPC234193
0.7042	Intermediate Similarity	NPC259299
0.7042	Intermediate Similarity	NPC472253
0.7042	Intermediate Similarity	NPC472255
0.7042	Intermediate Similarity	NPC171225
0.7042	Intermediate Similarity	NPC45782
0.7015	Intermediate Similarity	NPC309825
0.7015	Intermediate Similarity	NPC475931
0.7013	Intermediate Similarity	NPC4436
0.7	Intermediate Similarity	NPC320548
0.7	Intermediate Similarity	NPC477009
0.7	Intermediate Similarity	NPC61503
0.7	Intermediate Similarity	NPC287339
0.7	Intermediate Similarity	NPC238352
0.6986	Remote Similarity	NPC34834
0.6986	Remote Similarity	NPC470041
0.6974	Remote Similarity	NPC253190
0.6974	Remote Similarity	NPC315261
0.6962	Remote Similarity	NPC23852
0.6962	Remote Similarity	NPC209620
0.6962	Remote Similarity	NPC264245
0.6957	Remote Similarity	NPC474480
0.6944	Remote Similarity	NPC96484
0.6935	Remote Similarity	NPC182102
0.6935	Remote Similarity	NPC26960
0.6933	Remote Similarity	NPC227814
0.6933	Remote Similarity	NPC144995
0.6933	Remote Similarity	NPC306727
0.6923	Remote Similarity	NPC143182
0.6923	Remote Similarity	NPC81306
0.6923	Remote Similarity	NPC109546
0.6923	Remote Similarity	NPC84694
0.6923	Remote Similarity	NPC28862
0.6923	Remote Similarity	NPC47982
0.6914	Remote Similarity	NPC231310
0.6914	Remote Similarity	NPC474493
0.6912	Remote Similarity	NPC323153
0.6901	Remote Similarity	NPC135650
0.6901	Remote Similarity	NPC202017
0.6892	Remote Similarity	NPC41886
0.6892	Remote Similarity	NPC471268
0.6892	Remote Similarity	NPC471271
0.6892	Remote Similarity	NPC106309
0.6892	Remote Similarity	NPC471660
0.6892	Remote Similarity	NPC95863
0.6892	Remote Similarity	NPC471272
0.6883	Remote Similarity	NPC476007
0.6883	Remote Similarity	NPC31037
0.6883	Remote Similarity	NPC91594
0.6875	Remote Similarity	NPC49964
0.6875	Remote Similarity	NPC474496
0.6875	Remote Similarity	NPC202389
0.6866	Remote Similarity	NPC181872
0.6857	Remote Similarity	NPC290367
0.6857	Remote Similarity	NPC475704
0.6849	Remote Similarity	NPC74722
0.6849	Remote Similarity	NPC474248
0.6849	Remote Similarity	NPC304690
0.6842	Remote Similarity	NPC32832
0.6842	Remote Similarity	NPC474885
0.6835	Remote Similarity	NPC209944
0.6835	Remote Similarity	NPC241290
0.6835	Remote Similarity	NPC96362
0.6835	Remote Similarity	NPC164840
0.6833	Remote Similarity	NPC165651
0.6833	Remote Similarity	NPC210560
0.6833	Remote Similarity	NPC24824
0.6833	Remote Similarity	NPC87439
0.6825	Remote Similarity	NPC473672
0.6825	Remote Similarity	NPC129263
0.6825	Remote Similarity	NPC474495
0.6825	Remote Similarity	NPC244038
0.6818	Remote Similarity	NPC24443
0.6818	Remote Similarity	NPC274396
0.6812	Remote Similarity	NPC68679
0.6812	Remote Similarity	NPC207007
0.6812	Remote Similarity	NPC321867
0.6806	Remote Similarity	NPC96962
0.68	Remote Similarity	NPC329763
0.68	Remote Similarity	NPC68443
0.6795	Remote Similarity	NPC307965
0.6795	Remote Similarity	NPC11908
0.6795	Remote Similarity	NPC83351
0.6795	Remote Similarity	NPC169095
0.6795	Remote Similarity	NPC474216
0.6795	Remote Similarity	NPC172066
0.6795	Remote Similarity	NPC18603
0.6795	Remote Similarity	NPC76931
0.6795	Remote Similarity	NPC167891
0.679	Remote Similarity	NPC477667
0.678	Remote Similarity	NPC252978

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 NPC110241 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	142
0.1-0.2	1891
0.2-0.3	4153
0.3-0.4	2190
0.4-0.5	629
0.5-0.6	90
0.6-0.7	49
0.7-0.8	6
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
0.7733	Intermediate Similarity	NPD7332	Phase 2
0.7703	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD4219	Approved
0.75	Intermediate Similarity	NPD7514	Phase 3
0.7467	Intermediate Similarity	NPD7145	Approved
0.7403	Intermediate Similarity	NPD6902	Approved
0.7368	Intermediate Similarity	NPD6929	Approved
0.7333	Intermediate Similarity	NPD6925	Approved
0.7333	Intermediate Similarity	NPD5776	Phase 2
0.7297	Intermediate Similarity	NPD8264	Approved
0.7273	Intermediate Similarity	NPD6931	Approved
0.7273	Intermediate Similarity	NPD6930	Phase 2
0.726	Intermediate Similarity	NPD4732	Discontinued
0.7222	Intermediate Similarity	NPD7143	Approved
0.7222	Intermediate Similarity	NPD7144	Approved
0.7188	Intermediate Similarity	NPD342	Phase 1
0.7179	Intermediate Similarity	NPD6898	Phase 1
0.7162	Intermediate Similarity	NPD6926	Approved
0.7162	Intermediate Similarity	NPD6924	Approved
0.7123	Intermediate Similarity	NPD7152	Approved
0.7123	Intermediate Similarity	NPD7151	Approved
0.7123	Intermediate Similarity	NPD7150	Approved
0.7105	Intermediate Similarity	NPD6932	Approved
0.7083	Intermediate Similarity	NPD6923	Approved
0.7083	Intermediate Similarity	NPD6922	Approved
0.7	Intermediate Similarity	NPD6695	Phase 3
0.6974	Remote Similarity	NPD6933	Approved
0.6914	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD7509	Discontinued
0.6829	Remote Similarity	NPD6893	Approved
0.6812	Remote Similarity	NPD368	Approved
0.6709	Remote Similarity	NPD6683	Phase 2
0.6667	Remote Similarity	NPD7750	Discontinued
0.6667	Remote Similarity	NPD7524	Approved
0.6628	Remote Similarity	NPD7136	Phase 2
0.6627	Remote Similarity	NPD1696	Phase 3
0.6585	Remote Similarity	NPD5362	Discontinued
0.6585	Remote Similarity	NPD7154	Phase 3
0.6582	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD4194	Approved
0.6571	Remote Similarity	NPD4193	Approved
0.6571	Remote Similarity	NPD4191	Approved
0.6571	Remote Similarity	NPD4192	Approved
0.6557	Remote Similarity	NPD4265	Approved
0.6552	Remote Similarity	NPD7637	Suspended
0.6538	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.642	Remote Similarity	NPD4821	Approved
0.642	Remote Similarity	NPD4819	Approved
0.642	Remote Similarity	NPD4820	Approved
0.642	Remote Similarity	NPD4822	Approved
0.641	Remote Similarity	NPD6942	Approved
0.641	Remote Similarity	NPD7339	Approved
0.6386	Remote Similarity	NPD5331	Approved
0.6386	Remote Similarity	NPD5332	Approved
0.6375	Remote Similarity	NPD4268	Approved
0.6375	Remote Similarity	NPD4271	Approved
0.6364	Remote Similarity	NPD7087	Discontinued
0.6341	Remote Similarity	NPD4790	Discontinued
0.6265	Remote Similarity	NPD4270	Approved
0.6265	Remote Similarity	NPD4269	Approved
0.622	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD8039	Approved
0.6197	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6164	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6076	Remote Similarity	NPD4785	Approved
0.6076	Remote Similarity	NPD4784	Approved
0.6071	Remote Similarity	NPD3667	Approved
0.6067	Remote Similarity	NPD5785	Approved
0.6047	Remote Similarity	NPD5363	Approved
0.6024	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD4252	Approved
0.6024	Remote Similarity	NPD7525	Registered
0.6	Remote Similarity	NPD7983	Approved
0.5977	Remote Similarity	NPD4249	Approved
0.5977	Remote Similarity	NPD5279	Phase 3
0.5977	Remote Similarity	NPD5786	Approved
0.5974	Remote Similarity	NPD1082	Approved
0.5974	Remote Similarity	NPD791	Approved
0.5974	Remote Similarity	NPD15	Approved
0.5934	Remote Similarity	NPD5779	Approved
0.5934	Remote Similarity	NPD5778	Approved
0.593	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.593	Remote Similarity	NPD4786	Approved
0.5921	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD6640	Phase 3
0.5909	Remote Similarity	NPD4251	Approved
0.5909	Remote Similarity	NPD4250	Approved
0.5889	Remote Similarity	NPD7838	Discovery
0.5823	Remote Similarity	NPD4243	Approved
0.5795	Remote Similarity	NPD4623	Approved
0.5795	Remote Similarity	NPD4519	Discontinued
0.5765	Remote Similarity	NPD5369	Approved
0.5747	Remote Similarity	NPD3665	Phase 1
0.5747	Remote Similarity	NPD3666	Approved
0.5747	Remote Similarity	NPD3133	Approved
0.5745	Remote Similarity	NPD7839	Suspended
0.5732	Remote Similarity	NPD1346	Approved
0.5714	Remote Similarity	NPD4195	Approved
0.5714	Remote Similarity	NPD7645	Phase 2
0.5698	Remote Similarity	NPD5209	Approved
0.5682	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD4518	Approved
0.5663	Remote Similarity	NPD9294	Approved
0.5658	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD6411	Approved
0.5647	Remote Similarity	NPD4748	Discontinued
0.5647	Remote Similarity	NPD5368	Approved
0.5638	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5618	Remote Similarity	NPD3618	Phase 1
0.561	Remote Similarity	NPD4190	Phase 3
0.561	Remote Similarity	NPD5275	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data