NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	294.26
Volume:	346.851
LogP:	6.587
LogD:	3.311
LogS:	-5.517
# Rotatable Bonds:	14
TPSA:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.318
Synthetic Accessibility Score:	2.214
Fsp3:	0.842
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.939
MDCK Permeability:	1.716455335554201e-05
Pgp-inhibitor:	0.059
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.989
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.13
Plasma Protein Binding (PPB):	97.90754699707031%
Volume Distribution (VD):	0.973
Pgp-substrate:	0.7368861436843872%

ADMET: Metabolism

CYP1A2-inhibitor:	0.377
CYP1A2-substrate:	0.186
CYP2C19-inhibitor:	0.59
CYP2C19-substrate:	0.124
CYP2C9-inhibitor:	0.266
CYP2C9-substrate:	0.993
CYP2D6-inhibitor:	0.033
CYP2D6-substrate:	0.059
CYP3A4-inhibitor:	0.138
CYP3A4-substrate:	0.018

ADMET: Excretion

Clearance (CL):	2.806
Half-life (T1/2):	0.631

ADMET: Toxicity

hERG Blockers:	0.059
Human Hepatotoxicity (H-HT):	0.034
Drug-inuced Liver Injury (DILI):	0.03
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.017
Maximum Recommended Daily Dose:	0.034
Skin Sensitization:	0.947
Carcinogencity:	0.094
Eye Corrosion:	0.974
Eye Irritation:	0.956
Respiratory Toxicity:	0.876

Download Data

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

Natural Product: NPC129972

Natural Product ID:	NPC129972
*Common Name:**	6-Nonadecynoic Acid
IUPAC Name:	nonadec-6-ynoic acid
Synonyms:	6-Nonadecynoic Acid
Standard InCHIKey:	IHVJOQPMHFEHNY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h2-12,15-18H2,1H3,(H,20,21)
SMILES:	CCCCCCCCCCCCC#CCCCCC(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL454322
PubChem CID:	10424556
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000262] Fatty acids and conjugates [CHEMONTID:0002949] Long-chain fatty acids

*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
NPO2108	Pentagonia gigantifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12932143]
NPO2108	Pentagonia gigantifolia	Species	Rubiaceae	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	28
MIC	15
Others	14

Activity Type	# Activity
Organism	57

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	0.33	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	0.52	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	1.0	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	2.0	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	4.5	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	5.0	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	15.0	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	35.0	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	0.25	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC80	=	0.35	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	Fungicidal	=	0.45	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC80	=	0.3	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	Fungicidal	=	0.35	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	0.45	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC80	=	0.6	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	Fungicidal	=	0.8	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	0.5	ug.mL-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC80	=	0.65	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	Fungicidal	=	0.7	ug ml-1	PMID[478657]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	800.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	1300.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	MFC	=	2.7	uM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	1600.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	2700.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	8000.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	1300.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	IC50	=	400.0	nM	PMID[478658]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	IC50	=	600.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	700.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MFC	=	0.7	uM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	900.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	IC50	=	900.0	nM	PMID[478658]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	IC50	=	1000.0	nM	PMID[478658]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	IC50	=	1100.0	nM	PMID[478658]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	IC50	=	1100.0	nM	PMID[478658]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	IC50	=	1400.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	1500.0	nM	PMID[478658]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	1700.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	2000.0	nM	PMID[478658]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	2000.0	nM	PMID[478658]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	=	2700.0	nM	PMID[478658]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MFC	=	2.7	uM	PMID[478658]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	3300.0	nM	PMID[478658]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	IC50	=	4100.0	nM	PMID[478658]
NPT186	Organism	Candida tropicalis	Candida tropicalis	IC50	=	5200.0	nM	PMID[478658]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MFC	=	5.3	uM	PMID[478658]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	=	6600.0	nM	PMID[478658]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	=	10600.0	nM	PMID[478658]

☑ 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 NPC129972 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	1010
0.1-0.2	17136
0.2-0.3	15103
0.3-0.4	7646
0.4-0.5	1318
0.5-0.6	299
0.6-0.7	108
0.7-0.8	47
0.8-0.85	13
0.85-0.9	8
0.9-0.95	4
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC301528
1.0	High Similarity	NPC71317
0.9744	High Similarity	NPC103286
0.9744	High Similarity	NPC163746
0.9512	High Similarity	NPC8219
0.9268	High Similarity	NPC255837
0.9268	High Similarity	NPC19305
0.8974	High Similarity	NPC73245
0.878	High Similarity	NPC216630
0.878	High Similarity	NPC196924
0.878	High Similarity	NPC149184
0.878	High Similarity	NPC209970
0.878	High Similarity	NPC307783
0.878	High Similarity	NPC171736
0.8718	High Similarity	NPC158179
0.8571	High Similarity	NPC67462
0.8372	Intermediate Similarity	NPC74845
0.8293	Intermediate Similarity	NPC301696
0.8293	Intermediate Similarity	NPC201844
0.8293	Intermediate Similarity	NPC14227
0.8293	Intermediate Similarity	NPC301585
0.8293	Intermediate Similarity	NPC154186
0.8293	Intermediate Similarity	NPC261080
0.8293	Intermediate Similarity	NPC279026
0.8293	Intermediate Similarity	NPC113928
0.8261	Intermediate Similarity	NPC304162
0.8	Intermediate Similarity	NPC12438
0.8	Intermediate Similarity	NPC30195
0.7917	Intermediate Similarity	NPC470412
0.7917	Intermediate Similarity	NPC470410
0.7857	Intermediate Similarity	NPC294085
0.7857	Intermediate Similarity	NPC214610
0.7857	Intermediate Similarity	NPC183424
0.7857	Intermediate Similarity	NPC118968
0.7826	Intermediate Similarity	NPC324004
0.7826	Intermediate Similarity	NPC328497
0.7826	Intermediate Similarity	NPC21844
0.7692	Intermediate Similarity	NPC175342
0.7674	Intermediate Similarity	NPC161097
0.7674	Intermediate Similarity	NPC28598
0.7674	Intermediate Similarity	NPC12156
0.766	Intermediate Similarity	NPC477878
0.766	Intermediate Similarity	NPC106872
0.766	Intermediate Similarity	NPC324793
0.7619	Intermediate Similarity	NPC268826
0.7561	Intermediate Similarity	NPC155263
0.7551	Intermediate Similarity	NPC100096
0.75	Intermediate Similarity	NPC248763
0.75	Intermediate Similarity	NPC325452
0.74	Intermediate Similarity	NPC18357
0.7391	Intermediate Similarity	NPC55023
0.7347	Intermediate Similarity	NPC90904
0.7333	Intermediate Similarity	NPC236579
0.7333	Intermediate Similarity	NPC203531
0.7317	Intermediate Similarity	NPC156630
0.725	Intermediate Similarity	NPC18224
0.725	Intermediate Similarity	NPC328710
0.7234	Intermediate Similarity	NPC314679
0.7209	Intermediate Similarity	NPC305660
0.7209	Intermediate Similarity	NPC22903
0.7209	Intermediate Similarity	NPC201622
0.7209	Intermediate Similarity	NPC54980
0.72	Intermediate Similarity	NPC284212
0.7174	Intermediate Similarity	NPC317128
0.717	Intermediate Similarity	NPC179764
0.717	Intermediate Similarity	NPC187777
0.7143	Intermediate Similarity	NPC26253
0.7143	Intermediate Similarity	NPC134782
0.7059	Intermediate Similarity	NPC92114
0.7045	Intermediate Similarity	NPC31551
0.7045	Intermediate Similarity	NPC3531
0.7045	Intermediate Similarity	NPC219536
0.7021	Intermediate Similarity	NPC287231
0.7021	Intermediate Similarity	NPC469781
0.7021	Intermediate Similarity	NPC47363
0.6981	Remote Similarity	NPC473863
0.6981	Remote Similarity	NPC54766
0.6981	Remote Similarity	NPC274290
0.6977	Remote Similarity	NPC109026
0.6977	Remote Similarity	NPC252843
0.6939	Remote Similarity	NPC131770
0.6939	Remote Similarity	NPC200618
0.6923	Remote Similarity	NPC72722
0.6923	Remote Similarity	NPC174368
0.6905	Remote Similarity	NPC317203
0.6889	Remote Similarity	NPC40597
0.6889	Remote Similarity	NPC149299
0.6889	Remote Similarity	NPC256163
0.6889	Remote Similarity	NPC165533
0.6889	Remote Similarity	NPC250028
0.6863	Remote Similarity	NPC28205
0.6863	Remote Similarity	NPC470411
0.6792	Remote Similarity	NPC261831
0.6792	Remote Similarity	NPC87564
0.6792	Remote Similarity	NPC6095
0.6792	Remote Similarity	NPC281972
0.6792	Remote Similarity	NPC85813
0.6792	Remote Similarity	NPC53463
0.6792	Remote Similarity	NPC87394
0.6792	Remote Similarity	NPC88966
0.6792	Remote Similarity	NPC424
0.6792	Remote Similarity	NPC32467
0.6792	Remote Similarity	NPC23155
0.6792	Remote Similarity	NPC154245
0.6792	Remote Similarity	NPC290563
0.6792	Remote Similarity	NPC25417
0.6792	Remote Similarity	NPC320588
0.6792	Remote Similarity	NPC469937
0.6744	Remote Similarity	NPC80396
0.6744	Remote Similarity	NPC154642
0.6739	Remote Similarity	NPC53541
0.6731	Remote Similarity	NPC161366
0.6727	Remote Similarity	NPC225929
0.6667	Remote Similarity	NPC59051
0.6667	Remote Similarity	NPC57499
0.6667	Remote Similarity	NPC223249
0.6667	Remote Similarity	NPC80234
0.6604	Remote Similarity	NPC321062
0.6604	Remote Similarity	NPC70387
0.6604	Remote Similarity	NPC36061
0.6604	Remote Similarity	NPC139029
0.6604	Remote Similarity	NPC1813
0.6604	Remote Similarity	NPC294548
0.66	Remote Similarity	NPC180534
0.6596	Remote Similarity	NPC289686
0.6591	Remote Similarity	NPC128996
0.6545	Remote Similarity	NPC18951
0.6545	Remote Similarity	NPC477201
0.6531	Remote Similarity	NPC166287
0.6531	Remote Similarity	NPC308301
0.6481	Remote Similarity	NPC289979
0.6471	Remote Similarity	NPC5413
0.6471	Remote Similarity	NPC149821
0.6458	Remote Similarity	NPC76051
0.6415	Remote Similarity	NPC281245
0.64	Remote Similarity	NPC42304
0.64	Remote Similarity	NPC249754
0.6383	Remote Similarity	NPC474361
0.6379	Remote Similarity	NPC235242
0.6364	Remote Similarity	NPC80641
0.6364	Remote Similarity	NPC45626
0.6346	Remote Similarity	NPC50457
0.6346	Remote Similarity	NPC55678
0.6333	Remote Similarity	NPC226592
0.6316	Remote Similarity	NPC329819
0.6316	Remote Similarity	NPC267817
0.6304	Remote Similarity	NPC81263
0.6304	Remote Similarity	NPC471282
0.6279	Remote Similarity	NPC154396
0.6279	Remote Similarity	NPC127142
0.6279	Remote Similarity	NPC7814
0.6275	Remote Similarity	NPC207292
0.6275	Remote Similarity	NPC91495
0.6226	Remote Similarity	NPC287811
0.6226	Remote Similarity	NPC262968
0.6222	Remote Similarity	NPC74352
0.6207	Remote Similarity	NPC469924
0.6207	Remote Similarity	NPC106851
0.6207	Remote Similarity	NPC470363
0.6207	Remote Similarity	NPC274927
0.62	Remote Similarity	NPC52700
0.62	Remote Similarity	NPC145045
0.62	Remote Similarity	NPC105329
0.62	Remote Similarity	NPC63182
0.619	Remote Similarity	NPC16578
0.619	Remote Similarity	NPC76608
0.619	Remote Similarity	NPC82315
0.619	Remote Similarity	NPC149101
0.619	Remote Similarity	NPC225318
0.6154	Remote Similarity	NPC149209
0.6136	Remote Similarity	NPC86545
0.6136	Remote Similarity	NPC223374
0.6136	Remote Similarity	NPC196442
0.6136	Remote Similarity	NPC301398
0.6111	Remote Similarity	NPC129458
0.6111	Remote Similarity	NPC310746
0.6102	Remote Similarity	NPC243532
0.6087	Remote Similarity	NPC326532
0.6078	Remote Similarity	NPC326957
0.6066	Remote Similarity	NPC470320
0.6047	Remote Similarity	NPC181516
0.6047	Remote Similarity	NPC322892
0.6047	Remote Similarity	NPC12231
0.6047	Remote Similarity	NPC125575
0.6047	Remote Similarity	NPC291158
0.6047	Remote Similarity	NPC286695
0.6047	Remote Similarity	NPC272998
0.6047	Remote Similarity	NPC185538
0.6047	Remote Similarity	NPC205141
0.6047	Remote Similarity	NPC152759
0.6047	Remote Similarity	NPC139131
0.6038	Remote Similarity	NPC224227
0.6038	Remote Similarity	NPC319110
0.6038	Remote Similarity	NPC329181
0.6	Remote Similarity	NPC139545
0.6	Remote Similarity	NPC39633
0.6	Remote Similarity	NPC469923
0.6	Remote Similarity	NPC474914
0.6	Remote Similarity	NPC201939
0.6	Remote Similarity	NPC273545

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 NPC129972 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1490
0.1-0.2	5283
0.2-0.3	1579
0.3-0.4	543
0.4-0.5	188
0.5-0.6	36
0.6-0.7	22
0.7-0.8	5
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.878	High Similarity	NPD2270	Approved
0.8293	Intermediate Similarity	NPD9448	Phase 2
0.8293	Intermediate Similarity	NPD633	Phase 3
0.8182	Intermediate Similarity	NPD3199	Clinical (unspecified phase)
0.8049	Intermediate Similarity	NPD3206	Approved
0.7857	Intermediate Similarity	NPD9655	Approved
0.7273	Intermediate Similarity	NPD9635	Discontinued
0.7234	Intermediate Similarity	NPD634	Phase 3
0.7059	Intermediate Similarity	NPD3186	Phase 1
0.7045	Intermediate Similarity	NPD77	Approved
0.7045	Intermediate Similarity	NPD9450	Approved
0.7021	Intermediate Similarity	NPD2699	Approved
0.6792	Remote Similarity	NPD3730	Approved
0.6792	Remote Similarity	NPD3728	Approved
0.6792	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD3196	Approved
0.6792	Remote Similarity	NPD3194	Approved
0.6792	Remote Similarity	NPD3195	Phase 2
0.6792	Remote Similarity	NPD4266	Approved
0.6604	Remote Similarity	NPD3172	Approved
0.66	Remote Similarity	NPD2266	Phase 2
0.66	Remote Similarity	NPD622	Approved
0.6596	Remote Similarity	NPD387	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD9449	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD9430	Approved
0.6531	Remote Similarity	NPD9431	Approved
0.6471	Remote Similarity	NPD3173	Approved
0.6279	Remote Similarity	NPD8857	Approved
0.6275	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD29	Approved
0.6226	Remote Similarity	NPD28	Approved
0.6207	Remote Similarity	NPD3198	Approved
0.6182	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD9447	Approved
0.6087	Remote Similarity	NPD9513	Phase 1
0.6047	Remote Similarity	NPD2272	Approved
0.6047	Remote Similarity	NPD5383	Approved
0.5926	Remote Similarity	NPD9638	Phase 2
0.5882	Remote Similarity	NPD4222	Approved
0.5882	Remote Similarity	NPD39	Approved
0.5882	Remote Similarity	NPD3174	Discontinued
0.5806	Remote Similarity	NPD3197	Phase 1
0.5806	Remote Similarity	NPD7909	Approved
0.58	Remote Similarity	NPD9019	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