NPASS Compound

Structure

CID183353 OpenBabel06191715562D 62 68 0 0 1 0 0 0 0 0999 V2000 2.4115 -2.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9237 -0.5473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4737 -2.6643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4619 -0.9529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2301 -2.6357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3215 1.0577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8598 3.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8598 1.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3239 4.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4579 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4497 -2.2133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6520 -2.2654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2849 -2.1870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0336 -2.1098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4540 -0.1620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2055 0.4253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4358 -1.3923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6797 -0.4225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6251 0.7080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1821 1.1497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4579 1.5990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8598 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5333 0.6311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0698 -2.5539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2057 -1.2435 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8468 -1.8853 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4737 -0.7995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4740 -1.6659 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5742 0.3931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7258 2.5990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8598 0.0990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4870 -1.7413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7615 0.8831 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5456 1.1889 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8778 0.0435 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.4579 2.5990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7258 -1.4010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5919 1.0990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9938 -1.4010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7761 -0.5863 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.5919 3.0990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2617 -1.4010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2439 -0.9698 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7258 -0.4010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0289 -1.2508 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5590 0.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9618 0.2737 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0797 -0.9359 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7252 -0.9011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5919 4.0990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3184 1.2464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3407 -0.2623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3239 3.0990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5919 -1.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0227 -2.2508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7258 1.5990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9938 -0.4010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0621 0.9956 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1278 -1.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5919 0.0990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5084 0.3858 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 11 1 0 0 0 0 4 27 1 0 0 0 0 6 29 1 0 0 0 0 9 53 1 0 0 0 0 10 54 1 0 0 0 0 11 25 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 26 1 0 0 0 0 14 32 2 0 0 0 0 15 16 1 0 0 0 0 15 27 2 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 19 29 2 0 0 0 0 19 35 1 0 0 0 0 20 33 1 0 0 0 0 21 36 1 0 0 0 0 21 38 1 0 0 0 0 22 37 1 0 0 0 0 22 39 1 0 0 0 0 23 34 1 0 0 0 0 23 47 1 0 0 0 0 24 32 1 0 0 0 0 24 55 1 0 0 0 0 25 2 1 1 0 0 0 26 3 1 6 0 0 0 26 42 1 0 0 0 0 27 42 1 0 0 0 0 28 5 1 1 0 0 0 28 43 1 0 0 0 0 29 40 1 0 0 0 0 30 7 1 6 0 0 0 30 41 1 0 0 0 0 30 56 1 0 0 0 0 31 8 1 6 0 0 0 31 44 1 0 0 0 0 31 57 1 0 0 0 0 32 48 1 0 0 0 0 33 16 1 6 0 0 0 33 61 1 0 0 0 0 34 20 1 6 0 0 0 34 58 1 0 0 0 0 35 46 1 0 0 0 0 35 48 1 6 0 0 0 36 41 1 0 0 0 0 36 53 1 6 0 0 0 37 44 1 0 0 0 0 37 54 1 6 0 0 0 38 56 1 0 0 0 0 38 60 1 1 0 0 0 39 57 1 0 0 0 0 39 59 1 1 0 0 0 40 45 1 0 0 0 0 40 49 1 1 0 0 0 41 50 1 1 0 0 0 42 59 1 6 0 0 0 43 25 1 6 0 0 0 43 62 1 0 0 0 0 44 60 1 1 0 0 0 45 48 1 1 0 0 0 45 55 1 0 0 0 0 46 51 2 0 0 0 0 46 58 1 0 0 0 0 47 18 1 6 0 0 0 47 61 1 0 0 0 0 47 62 1 0 0 0 0 48 52 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	874.51
Volume:	888.749
LogP:	5.247
LogD:	3.976
LogS:	-5.493
# Rotatable Bonds:	8
TPSA:	170.06
# H-Bond Aceptor:	14
# H-Bond Donor:	3
# Rings:	7
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.204
Synthetic Accessibility Score:	7.986
Fsp3:	0.812
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.873
MDCK Permeability:	0.00022416931460611522
Pgp-inhibitor:	0.999
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.024
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.095

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002
Plasma Protein Binding (PPB):	94.56232452392578%
Volume Distribution (VD):	0.954
Pgp-substrate:	3.717945098876953%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.786
CYP2C19-inhibitor:	0.014
CYP2C19-substrate:	0.872
CYP2C9-inhibitor:	0.016
CYP2C9-substrate:	0.002
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.098
CYP3A4-inhibitor:	0.727
CYP3A4-substrate:	0.894

ADMET: Excretion

Clearance (CL):	7.64
Half-life (T1/2):	0.008

ADMET: Toxicity

hERG Blockers:	0.886
Human Hepatotoxicity (H-HT):	0.815
Drug-inuced Liver Injury (DILI):	0.972
AMES Toxicity:	0.971
Rat Oral Acute Toxicity:	0.041
Maximum Recommended Daily Dose:	0.999
Skin Sensitization:	0.929
Carcinogencity:	0.203
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.986

Download Data

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

Natural Product: NPC183353

Natural Product ID:	NPC183353
*Common Name:**	AZSNMRSAGSSBNP-XPNPUAGNSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	AZSNMRSAGSSBNP-XPNPUAGNSA-N
Standard InCHI:	InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1
SMILES:	CO[C@H]1C[C@H](O[C@H]2[C@@H](C)/C=C/C=C/3CO[C@H]4[C@]3(O)[C@@H](C=C([C@H]4O)C)C(=O)O[C@H]3C[C@@H](C/C=C/2C)O[C@]2(C3)CC[C@@H]([C@H](O2)[C@H](CC)C)C)O[C@H]([C@@H]1O[C@H]1C[C@H](OC)[C@H]([C@@H](O1)C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL263291
PubChem CID:	6321424
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000147] Macrolides and analogues [CHEMONTID:0002902] Milbemycins

*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
NPO2303	Sinularia scabra	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12502336]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1367520]
NPO2303	Sinularia scabra	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620256]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974609]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[21381678]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21667925]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22118684]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	roots and rhizomes	n.a.	n.a.	PMID[25835537]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26692349]
NPO40350	Sparticola junci	Species	Sporormiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31599583]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33089690]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8626236]
NPO14368	Stephania sinica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO350	Piper cenocladum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO350	Piper cenocladum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14368	Stephania sinica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15848	Veratrum nigrum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13362	Scabiosa bipinnata	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13532	Prorocentrum hoffmannianum	Species	Prorocentraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16671	Lysimachia vulgaris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14185	Helianthopsis utcubambensis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16076	Penicillium chrysogenum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO350	Piper cenocladum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15499	Boletus radicans	Species	Boletaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5000	Cordyceps brongniartii	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10754	Zanthoxylum clava-herculis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12115	Odontaster validus	Species	Odontasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28362	Tacca paxiana	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14993	Poecillastra laminaris	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14368	Stephania sinica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2303	Sinularia scabra	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3282	Baeckea brevifolia	Species	Myrtaceae	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	12
LD50	1
Others	11
Potency	26

Activity Type	# Activity
Individual Protein	4
ORGANISM	8
Others	30
PROTEIN COMPLEX	10
SINGLE PROTEIN	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	8414.4	nM	PMID[519976]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	10593.1	nM	PMID[519976]
NPT5536	Individual Protein	Sarcoplasmic/endoplasmic reticulum calcium ATP-ase	Oryctolagus cuniculus	IC50	=	15000.0	nM	PMID[519981]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	30106.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[519976]
NPT2	Others	Unspecified		Potency	n.a.	6309.6	nM	PMID[519976]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition index	=	-0.1263	n.a.	PMID[519977]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	7.94	%	PMID[519978]
NPT474	Organism	Plasmodium berghei	Plasmodium berghei	IC50	=	1639.0	nM	PMID[519979]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	519.6	nM	PMID[519979]
NPT474	Organism	Plasmodium berghei	Plasmodium berghei	IC50	=	2100.0	nM	PMID[519979]
NPT21773	SINGLE PROTEIN	Thiosulfate sulfurtransferase	Homo sapiens	IC50	>	100000.0	nM	PMID[519980]
NPT2	Others	Unspecified		IC50	>	63000.0	nM	PMID[519980]
NPT21772	PROTEIN COMPLEX	GroEL/GroES	Escherichia coli	IC50	=	23000.0	nM	PMID[519980]
NPT21772	PROTEIN COMPLEX	GroEL/GroES	Escherichia coli	IC50	=	9500.0	nM	PMID[519980]
NPT21774	PROTEIN COMPLEX	HSP60/HSP10	Homo sapiens	IC50	=	16000.0	nM	PMID[519980]
NPT21775	SINGLE PROTEIN	60 kDa chaperonin	Escherichia coli (strain K12)	IC50	>	250000.0	nM	PMID[519980]
NPT2	Others	Unspecified		Ratio IC50	=	1.0	n.a.	PMID[519980]
NPT21772	PROTEIN COMPLEX	GroEL/GroES	Escherichia coli	Inhibition	=	88.0	%	PMID[519980]
NPT21772	PROTEIN COMPLEX	GroEL/GroES	Escherichia coli	Inhibition	=	82.0	%	PMID[519980]
NPT2	Others	Unspecified		IC50	=	15000.0	nM	PMID[519981]
NPT530	Organism	Caenorhabditis elegans	Caenorhabditis elegans	LD50	=	1.0	ug ml-1	PMID[519982]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	17.25	%	PMID[519983]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	24.6	%	PMID[519984]
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	5308	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	6007	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	21313.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2984.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	7497.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	21131.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	190	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	15089	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	7562.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	18995.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4216.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1678.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	53080.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3757.8	nM	PubChem BioAssay data set

☑ 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 NPC183353 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	230
0.1-0.2	1208
0.2-0.3	3982
0.3-0.4	7786
0.4-0.5	12709
0.5-0.6	9411
0.6-0.7	5165
0.7-0.8	2091
0.8-0.85	105
0.85-0.9	7
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC469812
0.9821	High Similarity	NPC170880
0.8509	High Similarity	NPC315836
0.8509	High Similarity	NPC313668
0.8487	Intermediate Similarity	NPC122971
0.848	Intermediate Similarity	NPC319719
0.848	Intermediate Similarity	NPC196874
0.848	Intermediate Similarity	NPC475177
0.848	Intermediate Similarity	NPC473679
0.848	Intermediate Similarity	NPC324933
0.848	Intermediate Similarity	NPC233223
0.848	Intermediate Similarity	NPC475444
0.848	Intermediate Similarity	NPC183816
0.848	Intermediate Similarity	NPC322904
0.8455	Intermediate Similarity	NPC470780
0.84	Intermediate Similarity	NPC311178
0.84	Intermediate Similarity	NPC222951
0.84	Intermediate Similarity	NPC300655
0.84	Intermediate Similarity	NPC43589
0.8387	Intermediate Similarity	NPC470475
0.8387	Intermediate Similarity	NPC470476
0.8362	Intermediate Similarity	NPC297945
0.8362	Intermediate Similarity	NPC126897
0.8264	Intermediate Similarity	NPC473130
0.824	Intermediate Similarity	NPC472268
0.824	Intermediate Similarity	NPC45606
0.824	Intermediate Similarity	NPC112492
0.824	Intermediate Similarity	NPC472269
0.824	Intermediate Similarity	NPC472270
0.824	Intermediate Similarity	NPC23020
0.824	Intermediate Similarity	NPC220838
0.8211	Intermediate Similarity	NPC41129
0.8203	Intermediate Similarity	NPC477234
0.8197	Intermediate Similarity	NPC476204
0.8197	Intermediate Similarity	NPC170084
0.8182	Intermediate Similarity	NPC207738
0.8175	Intermediate Similarity	NPC477235
0.8151	Intermediate Similarity	NPC181145
0.8145	Intermediate Similarity	NPC470477
0.813	Intermediate Similarity	NPC275343
0.8125	Intermediate Similarity	NPC478151
0.8125	Intermediate Similarity	NPC316915
0.8125	Intermediate Similarity	NPC225791
0.8115	Intermediate Similarity	NPC110385
0.8115	Intermediate Similarity	NPC267694
0.8115	Intermediate Similarity	NPC48692
0.8115	Intermediate Similarity	NPC37860
0.8115	Intermediate Similarity	NPC268184
0.8115	Intermediate Similarity	NPC473645
0.8115	Intermediate Similarity	NPC476150
0.8115	Intermediate Similarity	NPC144644
0.8115	Intermediate Similarity	NPC142151
0.8115	Intermediate Similarity	NPC476127
0.8115	Intermediate Similarity	NPC153673
0.811	Intermediate Similarity	NPC476074
0.811	Intermediate Similarity	NPC478065
0.811	Intermediate Similarity	NPC475377
0.811	Intermediate Similarity	NPC264566
0.811	Intermediate Similarity	NPC172374
0.811	Intermediate Similarity	NPC45346
0.811	Intermediate Similarity	NPC475167
0.811	Intermediate Similarity	NPC262796
0.811	Intermediate Similarity	NPC134914
0.811	Intermediate Similarity	NPC173435
0.811	Intermediate Similarity	NPC478064
0.811	Intermediate Similarity	NPC329993
0.811	Intermediate Similarity	NPC301639
0.8099	Intermediate Similarity	NPC276758
0.8099	Intermediate Similarity	NPC18233
0.8099	Intermediate Similarity	NPC232237
0.8099	Intermediate Similarity	NPC105800
0.8095	Intermediate Similarity	NPC245094
0.808	Intermediate Similarity	NPC181066
0.808	Intermediate Similarity	NPC297950
0.808	Intermediate Similarity	NPC469947
0.808	Intermediate Similarity	NPC470218
0.8077	Intermediate Similarity	NPC477236
0.8077	Intermediate Similarity	NPC251998
0.8067	Intermediate Similarity	NPC75167
0.8067	Intermediate Similarity	NPC311592
0.8065	Intermediate Similarity	NPC235405
0.8065	Intermediate Similarity	NPC30735
0.8065	Intermediate Similarity	NPC281148
0.8049	Intermediate Similarity	NPC51099
0.8049	Intermediate Similarity	NPC470829
0.8049	Intermediate Similarity	NPC473228
0.8049	Intermediate Similarity	NPC275225
0.8049	Intermediate Similarity	NPC75417
0.8049	Intermediate Similarity	NPC293031
0.8049	Intermediate Similarity	NPC68767
0.8047	Intermediate Similarity	NPC473918
0.8047	Intermediate Similarity	NPC30279
0.8047	Intermediate Similarity	NPC46823
0.8047	Intermediate Similarity	NPC312650
0.8047	Intermediate Similarity	NPC231240
0.8047	Intermediate Similarity	NPC478150
0.8047	Intermediate Similarity	NPC71391
0.8047	Intermediate Similarity	NPC478152
0.8047	Intermediate Similarity	NPC178264
0.8047	Intermediate Similarity	NPC476776
0.8047	Intermediate Similarity	NPC478154
0.8047	Intermediate Similarity	NPC277212
0.8047	Intermediate Similarity	NPC478153
0.8047	Intermediate Similarity	NPC192765
0.8033	Intermediate Similarity	NPC25663
0.8033	Intermediate Similarity	NPC51564
0.8033	Intermediate Similarity	NPC477071
0.8033	Intermediate Similarity	NPC135849
0.8031	Intermediate Similarity	NPC470912
0.8031	Intermediate Similarity	NPC476966
0.8031	Intermediate Similarity	NPC47995
0.8031	Intermediate Similarity	NPC265841
0.8017	Intermediate Similarity	NPC475119
0.8017	Intermediate Similarity	NPC68175
0.8017	Intermediate Similarity	NPC473824
0.8016	Intermediate Similarity	NPC470516
0.8015	Intermediate Similarity	NPC596
0.8015	Intermediate Similarity	NPC295885
0.8015	Intermediate Similarity	NPC140045
0.8	Intermediate Similarity	NPC23275
0.8	Intermediate Similarity	NPC469869
0.8	Intermediate Similarity	NPC110700
0.8	Intermediate Similarity	NPC279915
0.8	Intermediate Similarity	NPC262813
0.8	Intermediate Similarity	NPC130229
0.8	Intermediate Similarity	NPC318135
0.7984	Intermediate Similarity	NPC475591
0.7984	Intermediate Similarity	NPC107966
0.7984	Intermediate Similarity	NPC235438
0.7984	Intermediate Similarity	NPC10607
0.7984	Intermediate Similarity	NPC187290
0.7984	Intermediate Similarity	NPC80986
0.7984	Intermediate Similarity	NPC40775
0.7984	Intermediate Similarity	NPC4749
0.7984	Intermediate Similarity	NPC236870
0.7984	Intermediate Similarity	NPC476779
0.7984	Intermediate Similarity	NPC249848
0.7984	Intermediate Similarity	NPC21691
0.7983	Intermediate Similarity	NPC174836
0.7969	Intermediate Similarity	NPC476775
0.7969	Intermediate Similarity	NPC478155
0.7969	Intermediate Similarity	NPC173347
0.7969	Intermediate Similarity	NPC476774
0.7969	Intermediate Similarity	NPC271610
0.7969	Intermediate Similarity	NPC477197
0.7969	Intermediate Similarity	NPC476780
0.7969	Intermediate Similarity	NPC25998
0.7967	Intermediate Similarity	NPC476991
0.7966	Intermediate Similarity	NPC119550
0.7966	Intermediate Similarity	NPC83005
0.7955	Intermediate Similarity	NPC477233
0.7955	Intermediate Similarity	NPC477232
0.7953	Intermediate Similarity	NPC477075
0.7953	Intermediate Similarity	NPC329923
0.7953	Intermediate Similarity	NPC477078
0.7953	Intermediate Similarity	NPC475281
0.7951	Intermediate Similarity	NPC471548
0.7951	Intermediate Similarity	NPC36831
0.7951	Intermediate Similarity	NPC475899
0.7949	Intermediate Similarity	NPC193765
0.7939	Intermediate Similarity	NPC471089
0.7939	Intermediate Similarity	NPC141215
0.7939	Intermediate Similarity	NPC190065
0.7934	Intermediate Similarity	NPC26626
0.7934	Intermediate Similarity	NPC291903
0.7934	Intermediate Similarity	NPC75287
0.7934	Intermediate Similarity	NPC51465
0.7934	Intermediate Similarity	NPC58448
0.7934	Intermediate Similarity	NPC161674
0.7934	Intermediate Similarity	NPC471384
0.7934	Intermediate Similarity	NPC305267
0.7934	Intermediate Similarity	NPC476992
0.7934	Intermediate Similarity	NPC160415
0.7934	Intermediate Similarity	NPC37134
0.7934	Intermediate Similarity	NPC473126
0.7934	Intermediate Similarity	NPC288205
0.7931	Intermediate Similarity	NPC476738
0.7931	Intermediate Similarity	NPC476740
0.7923	Intermediate Similarity	NPC476778
0.7923	Intermediate Similarity	NPC476777
0.792	Intermediate Similarity	NPC283417
0.792	Intermediate Similarity	NPC258617
0.792	Intermediate Similarity	NPC302543
0.792	Intermediate Similarity	NPC478066
0.792	Intermediate Similarity	NPC257211
0.792	Intermediate Similarity	NPC200049
0.7917	Intermediate Similarity	NPC138334
0.7917	Intermediate Similarity	NPC189884
0.7917	Intermediate Similarity	NPC204458
0.7917	Intermediate Similarity	NPC47063
0.7913	Intermediate Similarity	NPC309398
0.7903	Intermediate Similarity	NPC171544
0.7903	Intermediate Similarity	NPC64715
0.7903	Intermediate Similarity	NPC86222
0.7903	Intermediate Similarity	NPC104372
0.7903	Intermediate Similarity	NPC159309
0.7903	Intermediate Similarity	NPC223301
0.7903	Intermediate Similarity	NPC62725
0.7903	Intermediate Similarity	NPC222580
0.7903	Intermediate Similarity	NPC187618

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 NPC183353 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	204
0.1-0.2	1313
0.2-0.3	3644
0.3-0.4	2590
0.4-0.5	826
0.5-0.6	442
0.6-0.7	92
0.7-0.8	33
0.8-0.85	1
0.85-0.9	1
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8516	Approved
1.0	High Similarity	NPD8517	Approved
1.0	High Similarity	NPD8515	Approved
0.9821	High Similarity	NPD8513	Phase 3
0.8607	High Similarity	NPD8074	Phase 3
0.8362	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7724	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD7983	Approved
0.7638	Intermediate Similarity	NPD8328	Phase 3
0.7565	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD7319	Approved
0.748	Intermediate Similarity	NPD8133	Approved
0.7424	Intermediate Similarity	NPD8390	Approved
0.7424	Intermediate Similarity	NPD8391	Approved
0.7424	Intermediate Similarity	NPD8392	Approved
0.7385	Intermediate Similarity	NPD7507	Approved
0.7385	Intermediate Similarity	NPD8451	Approved
0.7328	Intermediate Similarity	NPD8448	Approved
0.7308	Intermediate Similarity	NPD8341	Approved
0.7308	Intermediate Similarity	NPD8342	Approved
0.7308	Intermediate Similarity	NPD8340	Approved
0.7308	Intermediate Similarity	NPD8299	Approved
0.7295	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7281	Intermediate Similarity	NPD5779	Approved
0.7281	Intermediate Similarity	NPD5778	Approved
0.7266	Intermediate Similarity	NPD8294	Approved
0.7266	Intermediate Similarity	NPD8377	Approved
0.7241	Intermediate Similarity	NPD7839	Suspended
0.7231	Intermediate Similarity	NPD7829	Approved
0.7231	Intermediate Similarity	NPD7830	Approved
0.7213	Intermediate Similarity	NPD6686	Approved
0.7209	Intermediate Similarity	NPD8380	Approved
0.7209	Intermediate Similarity	NPD8296	Approved
0.7209	Intermediate Similarity	NPD7503	Approved
0.7209	Intermediate Similarity	NPD8379	Approved
0.7209	Intermediate Similarity	NPD8378	Approved
0.7209	Intermediate Similarity	NPD8033	Approved
0.7209	Intermediate Similarity	NPD8335	Approved
0.7143	Intermediate Similarity	NPD7736	Approved
0.7077	Intermediate Similarity	NPD8444	Approved
0.7031	Intermediate Similarity	NPD7115	Discovery
0.7018	Intermediate Similarity	NPD6101	Approved
0.7018	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD46	Approved
0.6957	Remote Similarity	NPD6698	Approved
0.694	Remote Similarity	NPD8293	Discontinued
0.6935	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD6411	Approved
0.6894	Remote Similarity	NPD6370	Approved
0.6857	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD7328	Approved
0.6846	Remote Similarity	NPD7327	Approved
0.6794	Remote Similarity	NPD7516	Approved
0.6791	Remote Similarity	NPD7492	Approved
0.6742	Remote Similarity	NPD6054	Approved
0.6741	Remote Similarity	NPD6616	Approved
0.672	Remote Similarity	NPD6412	Phase 2
0.6716	Remote Similarity	NPD7642	Approved
0.6694	Remote Similarity	NPD4225	Approved
0.6691	Remote Similarity	NPD7078	Approved
0.6667	Remote Similarity	NPD7838	Discovery
0.6641	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6617	Remote Similarity	NPD6059	Approved
0.6617	Remote Similarity	NPD6319	Approved
0.6591	Remote Similarity	NPD7641	Discontinued
0.6567	Remote Similarity	NPD6015	Approved
0.6567	Remote Similarity	NPD6016	Approved
0.6562	Remote Similarity	NPD6371	Approved
0.6519	Remote Similarity	NPD5988	Approved
0.6484	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6462	Remote Similarity	NPD6882	Approved
0.6462	Remote Similarity	NPD6053	Discontinued
0.6462	Remote Similarity	NPD8297	Approved
0.6452	Remote Similarity	NPD5344	Discontinued
0.6444	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD8269	Approved
0.6444	Remote Similarity	NPD6921	Approved
0.6444	Remote Similarity	NPD8267	Approved
0.6444	Remote Similarity	NPD8268	Approved
0.6444	Remote Similarity	NPD8266	Approved
0.6434	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6397	Remote Similarity	NPD8080	Discontinued
0.6391	Remote Similarity	NPD6009	Approved
0.6383	Remote Similarity	NPD7260	Phase 2
0.6382	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6377	Remote Similarity	NPD8273	Phase 1
0.6371	Remote Similarity	NPD7639	Approved
0.6371	Remote Similarity	NPD6648	Approved
0.6371	Remote Similarity	NPD7640	Approved
0.6364	Remote Similarity	NPD8415	Approved
0.6333	Remote Similarity	NPD7637	Suspended
0.6325	Remote Similarity	NPD5786	Approved
0.6311	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.629	Remote Similarity	NPD7638	Approved
0.6288	Remote Similarity	NPD4632	Approved
0.626	Remote Similarity	NPD6649	Approved
0.626	Remote Similarity	NPD6650	Approved
0.6242	Remote Similarity	NPD7799	Discontinued
0.6239	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6231	Remote Similarity	NPD6373	Approved
0.6231	Remote Similarity	NPD6372	Approved
0.621	Remote Similarity	NPD7902	Approved
0.6202	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.617	Remote Similarity	NPD6033	Approved
0.6154	Remote Similarity	NPD6881	Approved
0.6154	Remote Similarity	NPD6899	Approved
0.6136	Remote Similarity	NPD8130	Phase 1
0.6134	Remote Similarity	NPD4250	Approved
0.6134	Remote Similarity	NPD4251	Approved
0.6124	Remote Similarity	NPD6008	Approved
0.6124	Remote Similarity	NPD7128	Approved
0.6124	Remote Similarity	NPD6402	Approved
0.6124	Remote Similarity	NPD5739	Approved
0.6124	Remote Similarity	NPD6675	Approved
0.6121	Remote Similarity	NPD4270	Approved
0.6121	Remote Similarity	NPD4269	Approved
0.6116	Remote Similarity	NPD5785	Approved
0.6111	Remote Similarity	NPD8338	Approved
0.6111	Remote Similarity	NPD6845	Suspended
0.6098	Remote Similarity	NPD5282	Discontinued
0.6098	Remote Similarity	NPD7748	Approved
0.6077	Remote Similarity	NPD5697	Approved
0.6068	Remote Similarity	NPD7154	Phase 3
0.6061	Remote Similarity	NPD4634	Approved
0.6061	Remote Similarity	NPD6883	Approved
0.6061	Remote Similarity	NPD7290	Approved
0.6061	Remote Similarity	NPD7102	Approved
0.6056	Remote Similarity	NPD8336	Approved
0.6056	Remote Similarity	NPD8337	Approved
0.605	Remote Similarity	NPD4249	Approved
0.6048	Remote Similarity	NPD7228	Approved
0.6034	Remote Similarity	NPD5369	Approved
0.6031	Remote Similarity	NPD7320	Approved
0.6029	Remote Similarity	NPD7500	Approved
0.6017	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD8138	Approved
0.6016	Remote Similarity	NPD8086	Approved
0.6016	Remote Similarity	NPD8139	Approved
0.6016	Remote Similarity	NPD8082	Approved
0.6016	Remote Similarity	NPD6399	Phase 3
0.6016	Remote Similarity	NPD8083	Approved
0.6016	Remote Similarity	NPD8085	Approved
0.6016	Remote Similarity	NPD8084	Approved
0.6015	Remote Similarity	NPD6847	Approved
0.6015	Remote Similarity	NPD6869	Approved
0.6015	Remote Similarity	NPD6617	Approved
0.6	Remote Similarity	NPD7604	Phase 2
0.6	Remote Similarity	NPD6067	Discontinued
0.6	Remote Similarity	NPD7329	Approved
0.5985	Remote Similarity	NPD6014	Approved
0.5985	Remote Similarity	NPD6012	Approved
0.5985	Remote Similarity	NPD6013	Approved
0.5983	Remote Similarity	NPD6435	Approved
0.5971	Remote Similarity	NPD5983	Phase 2
0.5969	Remote Similarity	NPD8275	Approved
0.5969	Remote Similarity	NPD8276	Approved
0.5968	Remote Similarity	NPD7900	Approved
0.5968	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5966	Remote Similarity	NPD1694	Approved
0.5966	Remote Similarity	NPD5363	Approved
0.5954	Remote Similarity	NPD5701	Approved
0.5948	Remote Similarity	NPD4822	Approved
0.5948	Remote Similarity	NPD4252	Approved
0.5948	Remote Similarity	NPD4820	Approved
0.5948	Remote Similarity	NPD4819	Approved
0.5948	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5948	Remote Similarity	NPD4821	Approved
0.5935	Remote Similarity	NPD7515	Phase 2
0.5932	Remote Similarity	NPD5362	Discontinued
0.5923	Remote Similarity	NPD8081	Approved
0.5915	Remote Similarity	NPD6336	Discontinued
0.5909	Remote Similarity	NPD6011	Approved
0.5896	Remote Similarity	NPD8407	Phase 2
0.5891	Remote Similarity	NPD5211	Phase 2
0.5891	Remote Similarity	NPD7632	Discontinued
0.589	Remote Similarity	NPD8449	Approved
0.5878	Remote Similarity	NPD8393	Approved
0.5876	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD8455	Phase 2
0.585	Remote Similarity	NPD8450	Suspended
0.5838	Remote Similarity	NPD8313	Approved
0.5838	Remote Similarity	NPD8312	Approved
0.5824	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD7240	Approved
0.5814	Remote Similarity	NPD8368	Discontinued
0.5812	Remote Similarity	NPD5368	Approved
0.5806	Remote Similarity	NPD7625	Phase 1
0.5806	Remote Similarity	NPD8035	Phase 2
0.5806	Remote Similarity	NPD8034	Phase 2
0.5802	Remote Similarity	NPD5141	Approved
0.5798	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.5798	Remote Similarity	NPD3669	Approved
0.5789	Remote Similarity	NPD7074	Phase 3
0.5789	Remote Similarity	NPD8384	Approved
0.5789	Remote Similarity	NPD8039	Approved
0.5784	Remote Similarity	NPD8319	Approved
0.5784	Remote Similarity	NPD8320	Phase 1

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