NPASS Compound

Structure

NPC483487 OpenBabel06302215472D 21 23 0 0 0 0 0 0 0 0999 V2000 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 -3.5116 -1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 N 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 -1.7321 0.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 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 1 2 1 0 0 0 0 2 7 2 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 10 14 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 15 20 2 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	281.15
Volume:	300.244
LogP:	3.199
LogD:	2.819
LogS:	-3.144
# Rotatable Bonds:	4
TPSA:	47.86
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.906
Synthetic Accessibility Score:	2.564
Fsp3:	0.235
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.966
MDCK Permeability:	1.597150185261853e-05
Pgp-inhibitor:	0.725
Pgp-substrate:	0.991
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.537
30% Bioavailability (F30%):	0.915

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.089
Plasma Protein Binding (PPB):	54.65641784667969%
Volume Distribution (VD):	3.545
Pgp-substrate:	39.62523651123047%

ADMET: Metabolism

CYP1A2-inhibitor:	0.487
CYP1A2-substrate:	0.643
CYP2C19-inhibitor:	0.229
CYP2C19-substrate:	0.464
CYP2C9-inhibitor:	0.018
CYP2C9-substrate:	0.191
CYP2D6-inhibitor:	0.956
CYP2D6-substrate:	0.898
CYP3A4-inhibitor:	0.041
CYP3A4-substrate:	0.386

ADMET: Excretion

Clearance (CL):	21.093
Half-life (T1/2):	0.875

ADMET: Toxicity

hERG Blockers:	0.132
Human Hepatotoxicity (H-HT):	0.462
Drug-inuced Liver Injury (DILI):	0.893
AMES Toxicity:	0.124
Rat Oral Acute Toxicity:	0.849
Maximum Recommended Daily Dose:	0.613
Skin Sensitization:	0.939
Carcinogencity:	0.311
Eye Corrosion:	0.004
Eye Irritation:	0.039
Respiratory Toxicity:	0.937

Download Data

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

Natural Product: NPC483487

Natural Product ID:	NPC483487
*Common Name:**	MRBDMNSDAVCSSF-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MRBDMNSDAVCSSF-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)
SMILES:	Cc1ccc(cc1)N(CC1=NCCN1)c1cccc(c1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	4920903
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004707] Organic nitrogen compounds [CHEMONTID:0000278] Organonitrogen compounds [CHEMONTID:0002449] Amines [CHEMONTID:0002452] Tertiary amines [CHEMONTID:0002454] Tertiary alkylarylamines [CHEMONTID:0003902] Alkyldiarylamines

*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
NPO6447	Kopsia teoi	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9544563]
NPO6447	Kopsia teoi	Species	Apocynaceae	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
EC50	2
ED50	1
IC50	22
Kd	28
Ki	40
Others	36

Activity Type	# Activity
Individual Protein	39
Organism	27
Others	6
Protein Family	56
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1788	Individual Protein	Alpha-1a adrenergic receptor	Homo sapiens	Kd	=	32.36	nM	PMID[6142954]
NPT288	Individual Protein	Serotonin 1a (5-HT1a) receptor	Rattus norvegicus	Inhibition	<	50.0	%	PMID[9046348]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	Ki	=	2.6	nM	PMID[7658428]
NPT4894	Individual Protein	Alpha-2a adrenergic receptor	Rattus norvegicus	Ki	=	4.7	nM	PMID[7658428]
NPT223	Individual Protein	Alpha-2b adrenergic receptor	Homo sapiens	Ki	=	7.6	nM	PMID[7658428]
NPT224	Individual Protein	Alpha-2c adrenergic receptor	Homo sapiens	Ki	=	8.4	nM	PMID[7658428]
NPT3057	Individual Protein	Alpha-2a adrenergic receptor	Bos taurus	Ki	=	0.93	nM	PMID[6139481]
NPT3057	Individual Protein	Alpha-2a adrenergic receptor	Bos taurus	Ki	=	2.1	nM	PMID[6139481]
NPT296	Individual Protein	Sigma opioid receptor	Homo sapiens	IC50	=	549.54	nM	PMID[7990111]
NPT3051	Individual Protein	Alpha-1a adrenergic receptor	Bos taurus	Ki	=	0.7943	nM	PMID[9276013]
NPT4893	Individual Protein	Alpha-1a adrenergic receptor	Oryctolagus cuniculus	Kd	=	6.31	nM	PMID[9276013]
NPT3051	Individual Protein	Alpha-1a adrenergic receptor	Bos taurus	Ki	=	6.8	nM	PMID[12519065]
NPT4554	Individual Protein	Alpha-1b adrenergic receptor	Mesocricetus auratus	Ki	=	220.0	nM	PMID[12519065]
NPT3048	Individual Protein	Alpha-1d adrenergic receptor	Rattus norvegicus	Ki	=	45.0	nM	PMID[12519065]
NPT1788	Individual Protein	Alpha-1a adrenergic receptor	Homo sapiens	Ki	=	4.12	nM	PMID[16153828]
NPT1789	Individual Protein	Alpha-1b adrenergic receptor	Homo sapiens	Ki	=	47.4	nM	PMID[16153828]
NPT221	Individual Protein	Alpha-1d adrenergic receptor	Homo sapiens	Ki	=	19.4	nM	PMID[16153828]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	Ki	=	55.9	nM	PMID[16153828]
NPT223	Individual Protein	Alpha-2b adrenergic receptor	Homo sapiens	Ki	=	48.0	nM	PMID[16153828]
NPT224	Individual Protein	Alpha-2c adrenergic receptor	Homo sapiens	Ki	=	80.3	nM	PMID[16153828]
NPT3048	Individual Protein	Alpha-1d adrenergic receptor	Rattus norvegicus	Kb	=	11.8	nM	PMID[16153828]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	Ki	=	1.7	nM	PMID[8496700]
NPT222	Individual Protein	Alpha-2a adrenergic receptor	Homo sapiens	Activity	=	90.0	%	PMID[8496700]
NPT1791	Individual Protein	Nischarin	Homo sapiens	Ki	=	11.4	nM	PMID[18621536]
NPT251	Individual Protein	Histamine H1 receptor	Homo sapiens	IC50	=	316227.77	nM	PMID[22793499]
NPT4293	Individual Protein	Histamine H1 receptor	Rattus norvegicus	IC50	=	12589.25	nM	PMID[22793499]
NPT221	Individual Protein	Alpha-1d adrenergic receptor	Homo sapiens	IC50	=	12.5	nM	PMID[26005522]
NPT1789	Individual Protein	Alpha-1b adrenergic receptor	Homo sapiens	IC50	=	10.8	nM	PMID[26005522]
NPT1788	Individual Protein	Alpha-1a adrenergic receptor	Homo sapiens	IC50	=	1.1	nM	PMID[26005522]
NPT1788	Individual Protein	Alpha-1a adrenergic receptor	Homo sapiens	Ki	=	0.6	nM	PMID[26005522]
NPT1789	Individual Protein	Alpha-1b adrenergic receptor	Homo sapiens	Ki	=	4.8	nM	PMID[26005522]
NPT221	Individual Protein	Alpha-1d adrenergic receptor	Homo sapiens	Ki	=	7.6	nM	PMID[26005522]
NPT1788	Individual Protein	Alpha-1a adrenergic receptor	Homo sapiens	Ki	=	12.0	nM	PMID[29730027]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	FC	=	1.0	n.a.	PMID[27397500]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	FC	=	1.0	n.a.	PMID[27397500]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	FC	=	1.0	n.a.	PMID[27397500]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	Kd	=	12.59	nM	PMID[6125596]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	Kd	=	19.95	nM	PMID[6125596]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Inhibition	=	41.0	%	PMID[7310808]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Inhibition	>	100.0	%	PMID[7310808]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Inhibition	=	42.0	%	PMID[7310808]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Inhibition	=	86.0	%	PMID[7310808]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	Inhibition	=	100.0	%	PMID[7310808]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	12.59	nM	PMID[7310808]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Kd	=	10.0	nM	PMID[7310808]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ratio	=	0.794	n.a.	PMID[7310808]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	IC50	=	37.5	nM	PMID[2879913]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	Kd	=	6.026	nM	PMID[6124636]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	Kd	=	4.786	nM	PMID[6124636]
NPT2840	Protein Family	Adrenergic receptor alpha	Homo sapiens	Kd	=	3.715	nM	PMID[6124636]
NPT2	Others	Unspecified		Kd	>	10000.0	nM	PMID[6124636]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	Kd	=	3.162	nM	PMID[6124636]
NPT971	Protein Family	Adrenergic receptor alpha-2	Homo sapiens	Kd	=	3.162	nM	PMID[6124636]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	112.2	nM	PMID[6142954]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Kd	=	338.84	nM	PMID[6142954]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	39.0	nM	PMID[6142954]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	IC50	=	20.0	nM	PMID[6142954]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	36.0	nM	PMID[9046348]
NPT970	Protein Family	Adrenergic receptor alpha-1	Homo sapiens	Kd	=	15.85	nM	DOI[10.1016/S0960-894X(96)00518-5]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Kd	=	16.6	nM	PMID[2886664]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	9.55	nM	PMID[2886664]
NPT971	Protein Family	Adrenergic receptor alpha-2	Homo sapiens	Kd	=	15.49	nM	PMID[2886664]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Kd	=	1.514	nM	PMID[2886664]
NPT970	Protein Family	Adrenergic receptor alpha-1	Homo sapiens	Kd	=	15.14	nM	PMID[2886664]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	4.169	nM	PMID[6133953]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	19.95	nM	PMID[6133953]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Ki	=	1.4	nM	PMID[1827843]
NPT1774	Protein Family	Sodium channel alpha subunits; brain (Types I, II, III)	Homo sapiens	IC50	=	8400.0	nM	PMID[2579237]
NPT1774	Protein Family	Sodium channel alpha subunits; brain (Types I, II, III)	Homo sapiens	Inhibition	=	54.6	%	PMID[2579237]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	EC50	>	1000.0	nM	PMID[6139481]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	7.943	nM	PMID[6139481]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	EC50	>	1000.0	nM	PMID[6139481]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Ki	=	22.0	nM	PMID[6296387]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	12.0	nM	PMID[9986719]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	2.7	nM	PMID[9572886]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Kd	=	8.511	nM	PMID[6131135]
NPT2	Others	Unspecified		Ratio	=	0.006	n.a.	PMID[6131135]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	138.04	nM	PMID[6827543]
NPT971	Protein Family	Adrenergic receptor alpha-2	Homo sapiens	Kb	=	7.0	nM	PMID[6136610]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	9.0	nM	PMID[6131130]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Kd	=	9.333	nM	PMID[6124635]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	11.48	nM	PMID[6124635]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	18.0	nM	PMID[12477356]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	IC50	=	10.0	nM	PMID[2542561]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	10.0	nM	PMID[2542561]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Kd	=	9.772	nM	PMID[2542561]
NPT972	Protein Family	Adrenergic receptor alpha	Rattus norvegicus	IC50	=	90.0	nM	PMID[6124637]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	18.0	nM	PMID[11728188]
NPT969	Protein Family	Adrenergic receptor alpha-2	Rattus norvegicus	Ki	=	9.3	nM	PMID[6123600]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	9.8	nM	PMID[6123600]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	IC50	=	5.2	nM	PMID[6249933]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	90.0	nM	PMID[12519065]
NPT971	Protein Family	Adrenergic receptor alpha-2	Homo sapiens	Ki	=	5.0	nM	PMID[6330361]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	106.7	mmHg	PMID[9544563]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	372.5	bpm	PMID[9544563]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	108.4	mmHg	PMID[9544563]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	356.7	bpm	PMID[9544563]
NPT2	Others	Unspecified		Ki	=	13.0	nM	PMID[8496700]
NPT2	Others	Unspecified		Activity	=	95.0	%	PMID[8496700]
NPT2	Others	Unspecified		Ki	=	57.03	nM	PMID[18621536]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	10.2	nM	PMID[22739084]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	16.0	nM	PMID[22738316]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	18.0	nM	PMID[23787101]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	10.3	nM	PMID[24691057]
NPT1016	Organism	Canis familiaris	Canis lupus familiaris	ED100	=	117.0	ug	PMID[231656]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	45.0	mmHg	PMID[231656]
NPT2	Others	Unspecified		ED50	=	0.03	ug ml-1	PMID[231656]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	23.44	nM	PMID[25813897]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	18.0	nM	PMID[27692547]
NPT713	Individual Protein	Bile salt export pump	Homo sapiens	IC50	>	1000000.0	nM	PMID[24799086]
NPT713	Individual Protein	Bile salt export pump	Homo sapiens	IC50	>	1000000.0	nM	PMID[22961681]
NPT968	Protein Family	Adrenergic receptor alpha-1	Rattus norvegicus	Ki	=	16.0	nM	PMID[29425815]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	14.21	%	DOI[10.6019/CHEMBL4495564]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.13	%	DOI[10.6019/CHEMBL4495565]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	2.06	%	DOI[10.6019/CHEMBL4296181]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-2.31	%	DOI[10.6019/CHEMBL4296181]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	-2.29	%	DOI[10.6019/CHEMBL4296181]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	6.34	%	DOI[10.6019/CHEMBL4296181]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	4.16	%	DOI[10.6019/CHEMBL4296181]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	34.66	%	DOI[10.6019/CHEMBL4296181]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	2.09	%	DOI[10.6019/CHEMBL4296181]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	DOI[10.6019/CHEMBL4651402]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	DOI[10.6019/CHEMBL4651402]

☑ 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 NPC483487 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	392
0.1-0.2	5964
0.2-0.3	11233
0.3-0.4	12577
0.4-0.5	7949
0.5-0.6	4036
0.6-0.7	531
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID

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 NPC483487 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	192
0.1-0.2	630
0.2-0.3	975
0.3-0.4	922
0.4-0.5	3033
0.5-0.6	2964
0.6-0.7	418
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage

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