NPASS Compound

Structure

NPC474267 OpenBabel07101719242D 25 24 0 0 1 0 0 0 0 0999 V2000 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 1 5 1 0 0 0 0 2 6 2 0 0 0 0 3 18 1 0 0 0 0 4 19 1 0 0 0 0 5 7 1 0 0 0 0 6 20 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 13 1 0 0 0 0 10 11 3 0 0 0 0 10 12 1 0 0 0 0 11 14 1 0 0 0 0 12 15 3 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	344.2
Volume:	385.841
LogP:	4.985
LogD:	2.897
LogS:	-4.825
# Rotatable Bonds:	12
TPSA:	52.6
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.26
Synthetic Accessibility Score:	4.148
Fsp3:	0.524
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.514
MDCK Permeability:	3.9195132558234036e-05
Pgp-inhibitor:	0.299
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.139
20% Bioavailability (F20%):	0.303
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.01
Plasma Protein Binding (PPB):	101.3385238647461%
Volume Distribution (VD):	1.923
Pgp-substrate:	2.7057337760925293%

ADMET: Metabolism

CYP1A2-inhibitor:	0.879
CYP1A2-substrate:	0.135
CYP2C19-inhibitor:	0.81
CYP2C19-substrate:	0.563
CYP2C9-inhibitor:	0.874
CYP2C9-substrate:	0.387
CYP2D6-inhibitor:	0.115
CYP2D6-substrate:	0.098
CYP3A4-inhibitor:	0.906
CYP3A4-substrate:	0.37

ADMET: Excretion

Clearance (CL):	2.837
Half-life (T1/2):	0.215

ADMET: Toxicity

hERG Blockers:	0.0
Human Hepatotoxicity (H-HT):	0.743
Drug-inuced Liver Injury (DILI):	0.981
AMES Toxicity:	0.983
Rat Oral Acute Toxicity:	0.76
Maximum Recommended Daily Dose:	0.886
Skin Sensitization:	0.755
Carcinogencity:	0.14
Eye Corrosion:	0.713
Eye Irritation:	0.802
Respiratory Toxicity:	0.827

Download Data

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

Natural Product: NPC474267

Natural Product ID:	NPC474267
*Common Name:**	Seselidiol Diacetate
IUPAC Name:	[(9Z)-15-acetyloxyheptadeca-9,16-dien-11,13-diyn-8-yl] acetate
Synonyms:	Seselidiol Diacetate
Standard InCHIKey:	OGCCCDUWZCPUNH-VKAVYKQESA-N
Standard InCHI:	InChI=1S/C21H28O4/c1-5-7-8-9-13-16-21(25-19(4)23)17-14-11-10-12-15-20(6-2)24-18(3)22/h6,14,17,20-21H,2,5,7-9,13,16H2,1,3-4H3/b17-14-
SMILES:	CCCCCCCC(OC(=O)C)/C=CC#CC#CC(OC(=O)C)C=C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL464477
PubChem CID:	14753642
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001722] Fatty alcohol esters

*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
NPO23488	Seseli mairei	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2095375]
NPO23488	Seseli mairei	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[2095375]
NPO23488	Seseli mairei	Species	Apiaceae	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	4

Activity Type	# Activity
Cell Line	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	ED50	=	4.0	ug ml-1	PMID[557214]
NPT168	Cell Line	P388	Mus musculus	ED50	=	5.2	ug ml-1	PMID[557214]
NPT137	Cell Line	L1210	Mus musculus	ED50	=	5.5	ug ml-1	PMID[557214]
NPT180	Cell Line	HCT-8	Homo sapiens	ED50	=	7.8	ug ml-1	PMID[557214]

☑ 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 NPC474267 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	169
0.1-0.2	2823
0.2-0.3	14213
0.3-0.4	15505
0.4-0.5	6679
0.5-0.6	2436
0.6-0.7	728
0.7-0.8	125
0.8-0.85	8
0.85-0.9	7
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9138	High Similarity	NPC299730
0.8983	High Similarity	NPC325929
0.8983	High Similarity	NPC66460
0.8983	High Similarity	NPC271282
0.8947	High Similarity	NPC471279
0.8947	High Similarity	NPC471277
0.8833	High Similarity	NPC29697
0.8596	High Similarity	NPC474913
0.8421	Intermediate Similarity	NPC269615
0.8305	Intermediate Similarity	NPC212730
0.8305	Intermediate Similarity	NPC265551
0.8197	Intermediate Similarity	NPC471278
0.8182	Intermediate Similarity	NPC207815
0.807	Intermediate Similarity	NPC106531
0.8065	Intermediate Similarity	NPC475984
0.8033	Intermediate Similarity	NPC159650
0.8033	Intermediate Similarity	NPC222852
0.8033	Intermediate Similarity	NPC22897
0.7937	Intermediate Similarity	NPC470965
0.7879	Intermediate Similarity	NPC475760
0.7869	Intermediate Similarity	NPC469373
0.7846	Intermediate Similarity	NPC284447
0.7794	Intermediate Similarity	NPC186531
0.7705	Intermediate Similarity	NPC44542
0.7619	Intermediate Similarity	NPC26223
0.7612	Intermediate Similarity	NPC218477
0.7538	Intermediate Similarity	NPC226592
0.7538	Intermediate Similarity	NPC470320
0.7536	Intermediate Similarity	NPC475762
0.75	Intermediate Similarity	NPC101622
0.75	Intermediate Similarity	NPC256209
0.75	Intermediate Similarity	NPC49059
0.75	Intermediate Similarity	NPC26810
0.7465	Intermediate Similarity	NPC477421
0.7463	Intermediate Similarity	NPC225272
0.7463	Intermediate Similarity	NPC472266
0.746	Intermediate Similarity	NPC478095
0.7429	Intermediate Similarity	NPC329890
0.7429	Intermediate Similarity	NPC327383
0.7429	Intermediate Similarity	NPC474705
0.7429	Intermediate Similarity	NPC329914
0.7429	Intermediate Similarity	NPC185186
0.7419	Intermediate Similarity	NPC48968
0.7419	Intermediate Similarity	NPC472445
0.7419	Intermediate Similarity	NPC594
0.7391	Intermediate Similarity	NPC4299
0.7391	Intermediate Similarity	NPC469660
0.7385	Intermediate Similarity	NPC54925
0.7385	Intermediate Similarity	NPC217940
0.7377	Intermediate Similarity	NPC474513
0.7377	Intermediate Similarity	NPC146551
0.7377	Intermediate Similarity	NPC470963
0.7377	Intermediate Similarity	NPC223677
0.7377	Intermediate Similarity	NPC52264
0.7377	Intermediate Similarity	NPC10316
0.7377	Intermediate Similarity	NPC128061
0.7377	Intermediate Similarity	NPC28779
0.7377	Intermediate Similarity	NPC200845
0.7333	Intermediate Similarity	NPC71761
0.7313	Intermediate Similarity	NPC248125
0.7302	Intermediate Similarity	NPC23418
0.7302	Intermediate Similarity	NPC478096
0.7286	Intermediate Similarity	NPC84038
0.7286	Intermediate Similarity	NPC477084
0.7273	Intermediate Similarity	NPC477457
0.7273	Intermediate Similarity	NPC148233
0.7273	Intermediate Similarity	NPC25747
0.7273	Intermediate Similarity	NPC477456
0.7273	Intermediate Similarity	NPC308457
0.7258	Intermediate Similarity	NPC311648
0.7258	Intermediate Similarity	NPC470964
0.7246	Intermediate Similarity	NPC475004
0.7246	Intermediate Similarity	NPC269841
0.7246	Intermediate Similarity	NPC470436
0.7231	Intermediate Similarity	NPC320305
0.7231	Intermediate Similarity	NPC328776
0.7222	Intermediate Similarity	NPC285840
0.7222	Intermediate Similarity	NPC327041
0.7213	Intermediate Similarity	NPC137538
0.7193	Intermediate Similarity	NPC197467
0.7183	Intermediate Similarity	NPC477085
0.7167	Intermediate Similarity	NPC161366
0.7164	Intermediate Similarity	NPC326268
0.7164	Intermediate Similarity	NPC318420
0.7164	Intermediate Similarity	NPC182794
0.7143	Intermediate Similarity	NPC476037
0.7143	Intermediate Similarity	NPC476012
0.7143	Intermediate Similarity	NPC470970
0.7143	Intermediate Similarity	NPC193975
0.7123	Intermediate Similarity	NPC188860
0.7121	Intermediate Similarity	NPC179087
0.7121	Intermediate Similarity	NPC210303
0.7121	Intermediate Similarity	NPC44343
0.7101	Intermediate Similarity	NPC276290
0.7101	Intermediate Similarity	NPC474823
0.7097	Intermediate Similarity	NPC477725
0.7097	Intermediate Similarity	NPC477726
0.7097	Intermediate Similarity	NPC474672
0.7097	Intermediate Similarity	NPC152668
0.7091	Intermediate Similarity	NPC57923
0.7083	Intermediate Similarity	NPC477204
0.7077	Intermediate Similarity	NPC154908
0.7077	Intermediate Similarity	NPC252851
0.7077	Intermediate Similarity	NPC45097
0.7077	Intermediate Similarity	NPC328311
0.7077	Intermediate Similarity	NPC226872
0.7077	Intermediate Similarity	NPC158368
0.7077	Intermediate Similarity	NPC143857
0.7077	Intermediate Similarity	NPC229252
0.7077	Intermediate Similarity	NPC19241
0.7059	Intermediate Similarity	NPC146811
0.7059	Intermediate Similarity	NPC124586
0.7049	Intermediate Similarity	NPC39633
0.7049	Intermediate Similarity	NPC139545
0.7049	Intermediate Similarity	NPC309606
0.7042	Intermediate Similarity	NPC477086
0.7042	Intermediate Similarity	NPC477087
0.7027	Intermediate Similarity	NPC474026
0.7027	Intermediate Similarity	NPC233071
0.7018	Intermediate Similarity	NPC26600
0.7018	Intermediate Similarity	NPC47946
0.7015	Intermediate Similarity	NPC68343
0.7015	Intermediate Similarity	NPC34883
0.7015	Intermediate Similarity	NPC328089
0.7	Intermediate Similarity	NPC151782
0.7	Intermediate Similarity	NPC129263
0.7	Intermediate Similarity	NPC151481
0.6986	Remote Similarity	NPC260396
0.6984	Remote Similarity	NPC471960
0.6984	Remote Similarity	NPC470969
0.6984	Remote Similarity	NPC475384
0.6984	Remote Similarity	NPC470966
0.6984	Remote Similarity	NPC187777
0.6984	Remote Similarity	NPC470967
0.6984	Remote Similarity	NPC473847
0.6984	Remote Similarity	NPC470968
0.6984	Remote Similarity	NPC161838
0.6984	Remote Similarity	NPC477661
0.6984	Remote Similarity	NPC179764
0.6984	Remote Similarity	NPC96663
0.697	Remote Similarity	NPC477829
0.697	Remote Similarity	NPC113293
0.697	Remote Similarity	NPC201939
0.697	Remote Similarity	NPC55376
0.697	Remote Similarity	NPC321838
0.6957	Remote Similarity	NPC148192
0.6957	Remote Similarity	NPC478100
0.6957	Remote Similarity	NPC22101
0.6957	Remote Similarity	NPC330426
0.6957	Remote Similarity	NPC99619
0.6957	Remote Similarity	NPC271921
0.6957	Remote Similarity	NPC127091
0.6957	Remote Similarity	NPC473829
0.6957	Remote Similarity	NPC475443
0.6957	Remote Similarity	NPC104537
0.6957	Remote Similarity	NPC478097
0.6957	Remote Similarity	NPC194871
0.6957	Remote Similarity	NPC473752
0.6957	Remote Similarity	NPC26500
0.6949	Remote Similarity	NPC248884
0.6949	Remote Similarity	NPC85079
0.6949	Remote Similarity	NPC31194
0.6949	Remote Similarity	NPC135698
0.6944	Remote Similarity	NPC470435
0.6935	Remote Similarity	NPC110732
0.6933	Remote Similarity	NPC248775
0.6933	Remote Similarity	NPC474005
0.6923	Remote Similarity	NPC286189
0.6923	Remote Similarity	NPC329424
0.6912	Remote Similarity	NPC478099
0.6912	Remote Similarity	NPC136164
0.6912	Remote Similarity	NPC245947
0.6912	Remote Similarity	NPC478098
0.6912	Remote Similarity	NPC19769
0.6912	Remote Similarity	NPC96414
0.6912	Remote Similarity	NPC255863
0.6901	Remote Similarity	NPC323677
0.6901	Remote Similarity	NPC477429
0.6892	Remote Similarity	NPC190400
0.6892	Remote Similarity	NPC301525
0.6892	Remote Similarity	NPC469880
0.6892	Remote Similarity	NPC477202
0.6892	Remote Similarity	NPC49392
0.6885	Remote Similarity	NPC310746
0.6885	Remote Similarity	NPC142092
0.6875	Remote Similarity	NPC474869
0.6866	Remote Similarity	NPC474774
0.6857	Remote Similarity	NPC473559
0.6857	Remote Similarity	NPC48218
0.6857	Remote Similarity	NPC324981
0.6857	Remote Similarity	NPC141481
0.6849	Remote Similarity	NPC92558
0.6849	Remote Similarity	NPC476355
0.6849	Remote Similarity	NPC140287
0.6842	Remote Similarity	NPC473947
0.6842	Remote Similarity	NPC471537
0.6842	Remote Similarity	NPC470149
0.6842	Remote Similarity	NPC1180
0.6842	Remote Similarity	NPC55304
0.6842	Remote Similarity	NPC226226

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 NPC474267 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	145
0.1-0.2	3221
0.2-0.3	3894
0.3-0.4	1528
0.4-0.5	264
0.5-0.6	76
0.6-0.7	21
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
0.7424	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6927	Phase 3
0.6818	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.678	Remote Similarity	NPD5343	Approved
0.675	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD29	Approved
0.6721	Remote Similarity	NPD28	Approved
0.6552	Remote Similarity	NPD6096	Approved
0.6552	Remote Similarity	NPD6097	Approved
0.6533	Remote Similarity	NPD8039	Approved
0.6522	Remote Similarity	NPD3197	Phase 1
0.6522	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD3172	Approved
0.6441	Remote Similarity	NPD3174	Discontinued
0.6429	Remote Similarity	NPD6051	Approved
0.6406	Remote Similarity	NPD3195	Phase 2
0.6406	Remote Similarity	NPD4266	Approved
0.6406	Remote Similarity	NPD3194	Approved
0.6406	Remote Similarity	NPD3196	Approved
0.6375	Remote Similarity	NPD5209	Approved
0.6329	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD5331	Approved
0.6296	Remote Similarity	NPD5332	Approved
0.6269	Remote Similarity	NPD6109	Phase 1
0.625	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD3173	Approved
0.6098	Remote Similarity	NPD7154	Phase 3
0.6076	Remote Similarity	NPD4271	Approved
0.6076	Remote Similarity	NPD4268	Approved
0.5977	Remote Similarity	NPD7838	Discovery
0.5976	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD4820	Approved
0.5926	Remote Similarity	NPD4822	Approved
0.5926	Remote Similarity	NPD4819	Approved
0.5926	Remote Similarity	NPD4821	Approved
0.5904	Remote Similarity	NPD5362	Discontinued
0.5902	Remote Similarity	NPD39	Approved
0.5902	Remote Similarity	NPD4222	Approved
0.5882	Remote Similarity	NPD4249	Approved
0.5875	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD4251	Approved
0.5814	Remote Similarity	NPD4250	Approved
0.5797	Remote Similarity	NPD585	Clinical (unspecified phase)
0.5795	Remote Similarity	NPD6698	Approved
0.5795	Remote Similarity	NPD46	Approved
0.5795	Remote Similarity	NPD5785	Approved
0.5783	Remote Similarity	NPD4270	Approved
0.5783	Remote Similarity	NPD6435	Approved
0.5783	Remote Similarity	NPD4269	Approved
0.5765	Remote Similarity	NPD1694	Approved
0.575	Remote Similarity	NPD4756	Discovery
0.5738	Remote Similarity	NPD2699	Approved
0.5732	Remote Similarity	NPD4252	Approved
0.5714	Remote Similarity	NPD622	Approved
0.5698	Remote Similarity	NPD5786	Approved
0.5663	Remote Similarity	NPD4790	Discontinued
0.5663	Remote Similarity	NPD5369	Approved
0.5652	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD4220	Pre-registration

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