NPASS Compound

Structure

CID40552 OpenBabel06191715372D 34 38 0 0 1 0 0 0 0 0999 V2000 -5.0629 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5058 -1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0186 -0.6177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 3.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 -0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 -1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2191 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 -2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2191 0.4872 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3753 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6876 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 -0.9744 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9744 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5315 -2.4359 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5315 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5315 2.4359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5315 -1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -1.4615 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8438 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5315 1.4615 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3753 -2.9231 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 2.9231 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 2.9231 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 6 29 1 0 0 0 0 8 34 1 0 0 0 0 9 10 1 0 0 0 0 9 21 2 0 0 0 0 10 23 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 28 1 0 0 0 0 15 30 1 0 0 0 0 16 31 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 18 31 1 0 0 0 0 19 1 1 6 0 0 0 19 20 1 0 0 0 0 20 2 1 1 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 28 1 1 0 0 0 23 28 1 1 0 0 0 23 30 1 0 0 0 0 24 27 1 0 0 0 0 24 32 1 1 0 0 0 25 31 1 6 0 0 0 26 33 2 0 0 0 0 26 34 1 0 0 0 0 28 5 1 1 0 0 0 29 30 1 1 0 0 0 30 7 1 1 0 0 0 31 26 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	470.38
Volume:	523.047
LogP:	6.687
LogD:	5.509
LogS:	-5.929
# Rotatable Bonds:	2
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.326
Synthetic Accessibility Score:	4.746
Fsp3:	0.903
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-5.104
MDCK Permeability:	1.489493024564581e-05
Pgp-inhibitor:	0.7
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.975
30% Bioavailability (F30%):	0.937

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.164
Plasma Protein Binding (PPB):	96.93714141845703%
Volume Distribution (VD):	0.937
Pgp-substrate:	2.4504857063293457%

ADMET: Metabolism

CYP1A2-inhibitor:	0.046
CYP1A2-substrate:	0.615
CYP2C19-inhibitor:	0.113
CYP2C19-substrate:	0.945
CYP2C9-inhibitor:	0.272
CYP2C9-substrate:	0.119
CYP2D6-inhibitor:	0.039
CYP2D6-substrate:	0.305
CYP3A4-inhibitor:	0.876
CYP3A4-substrate:	0.773

ADMET: Excretion

Clearance (CL):	8.199
Half-life (T1/2):	0.032

ADMET: Toxicity

hERG Blockers:	0.035
Human Hepatotoxicity (H-HT):	0.418
Drug-inuced Liver Injury (DILI):	0.028
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.88
Maximum Recommended Daily Dose:	0.935
Skin Sensitization:	0.075
Carcinogencity:	0.05
Eye Corrosion:	0.372
Eye Irritation:	0.078
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: NPC40552

Natural Product ID:	NPC40552
*Common Name:**	Methyl Ursolate
IUPAC Name:	methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
Synonyms:	Methyl Ursolate; Ursolic Acid Methyl Ester
Standard InCHIKey:	YCBSMEKEDOHEQI-QHQGJMPNSA-N
Standard InCHI:	InChI=1S/C31H50O3/c1-19-11-16-31(26(33)34-8)18-17-29(6)21(25(31)20(19)2)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h9,19-20,22-25,32H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,28+,29-,30-,31+/m1/s1
SMILES:	C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]2[C@H]1C)C(=O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL260673
PubChem CID:	636516
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/0031-9422(86)88033-5]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1016/0031-9422(86)88033-5]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	whole plant	n.a.	n.a.	DOI[10.1016/j.tetlet.2016.12.029]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1021/np50070a005]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10869194]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	Niigata City, Niigata Province, Japan	2000-Nov	PMID[15730243]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16933868]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17253842]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	Niigata City, Niigata Province, Japan	2001-NOV	PMID[17595134]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	n.a.	n.a.	PMID[17595134]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17616609]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17929896]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	leaves	n.a.	n.a.	PMID[18588343]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19113967]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19159274]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19256529]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19331340]
NPO16699	Agave utahensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19645463]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	leaves	Botanical Garden of Innsbruck, Austria	n.a.	PMID[20100662]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	isolated from sediment collected using a hand held deep water sampling device at >33 m depth in Vanuatu	2003	PMID[20303767]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21070010]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21070010]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21443171]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21667925]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21923134]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21954885]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22106303]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	stem bark of Melia azedarach	n.a.	n.a.	PMID[22409377]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23557488]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23563483]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24066589]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27700077]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28225280]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29693393]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31789520]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31804070]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7622436]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	Leaves; Stems	n.a.	n.a.	PMID[9214727]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12393	Xanthoparmelia subincerta	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11814	Asphodeline tenuior	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15620	Kingiella taenialis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16102	Senecio chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6284	Frasera caroliniensis	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15984	Blainvillea rhomboidea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10884	Glycyrrhiza squamulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4754	Yucca flexilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13047	Epipolasis kushimotoensis	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13938	Plantago alpina	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14757	Acacia acuminata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO642	Artemisia bigelovii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13295	Teucrium nuchense	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15300	Bipolaris zeicola	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13164	Iris hoogiana	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28189	Metzgeria pubescens	Species	Metzgeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO191	Amaranthus hybr	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8606	Mallotus repandus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11003	Euphorbia sancta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11453	Centaurea cadmea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16699	Agave utahensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14112	Uncaria rhynchophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11985	Glycyrrhiza triphylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14253	Bothriocline longipes	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25618	Eriobotrya japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12739	Pseudoscleropodium purum	Species	Brachytheciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27015	Valeriana hardwickii	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11487	Senecio madagascariensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16775	Thermopsis lanceolata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11633	Kelletia kelletii	Species	Buccinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11429	Matricaria parthenium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12218	Pulicaria wightiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14435	Mnium hornum	Species	Mniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16207	Acacia glaucescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7720	Cyathocline purpurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13653	Sorbus domestica	Species	Rosaceae	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	3
IC50	21
Ki	1
Others	7

Activity Type	# Activity
Cell Line	22
Individual Protein	2
NON-MOLECULAR	7
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT461	Cell Line	PANC-1	Homo sapiens	IC50	=	11750.0	nM	PMID[509324]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	191000.0	nM	PMID[509325]
NPT1475	Cell Line	WI-38 VA13	Homo sapiens	IC50	=	96100.0	nM	PMID[509325]
NPT2297	Cell Line	ASPC1	Homo sapiens	IC50	=	17700.0	nM	PMID[509328]
NPT744	Cell Line	IMR-32	Homo sapiens	GI	=	11.0	%	PMID[509329]
NPT81	Cell Line	A549	Homo sapiens	GI	=	20.0	%	PMID[509329]
NPT165	Cell Line	HeLa	Homo sapiens	GI	=	2.0	%	PMID[509329]
NPT2245	Cell Line	SiHa	Homo sapiens	GI	=	21.0	%	PMID[509329]
NPT323	Cell Line	SW-620	Homo sapiens	GI	=	0.0	%	PMID[509329]
NPT407	Cell Line	COLO 205	Homo sapiens	GI	=	0.0	%	PMID[509329]
NPT1547	Individual Protein	Cathepsin D	Homo sapiens	IC50	=	4.45	ug.mL-1	PMID[509330]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI	<	5.0	%	PMID[509330]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	22200.0	nM	PMID[509331]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	25400.0	nM	PMID[509331]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	20200.0	nM	PMID[509331]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	15300.0	nM	PMID[509331]
NPT1215	Cell Line	8505C	Homo sapiens	IC50	=	20600.0	nM	PMID[509331]
NPT1218	Individual Protein	Carbonic anhydrase II	Bos taurus	Ki	>	10000.0	nM	PMID[509332]
NPT139	Cell Line	HT-29	Homo sapiens	EC50	>	30000.0	nM	PMID[509333]
NPT83	Cell Line	MCF7	Homo sapiens	EC50	>	30000.0	nM	PMID[509333]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	100000.0	nM	PMID[509334]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100000.0	nM	PMID[509334]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000.0	nM	PMID[509334]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	8950.0	nM	PMID[509324]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	6130.0	nM	PMID[509324]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	10580.0	nM	PMID[509324]
NPT27	Others	Unspecified		IC50	>	213000.0	nM	PMID[509325]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	105000.0	nM	PMID[509325]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	37130.0	nM	PMID[509326]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	17700.0	nM	PMID[509331]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	>	30000.0	nM	PMID[509333]

☑ 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 NPC40552 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	200
0.1-0.2	1256
0.2-0.3	4938
0.3-0.4	14751
0.4-0.5	8583
0.5-0.6	5371
0.6-0.7	4790
0.7-0.8	2085
0.8-0.85	337
0.85-0.9	141
0.9-0.95	162
0.95-1	83

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC246708
0.988	High Similarity	NPC470588
0.9878	High Similarity	NPC18064
0.9878	High Similarity	NPC293564
0.9878	High Similarity	NPC98442
0.9878	High Similarity	NPC171203
0.9878	High Similarity	NPC88716
0.9878	High Similarity	NPC307426
0.9878	High Similarity	NPC142415
0.9878	High Similarity	NPC102683
0.9878	High Similarity	NPC51700
0.9878	High Similarity	NPC130577
0.9878	High Similarity	NPC68160
0.9878	High Similarity	NPC242468
0.9759	High Similarity	NPC181225
0.9759	High Similarity	NPC474512
0.9759	High Similarity	NPC52169
0.9759	High Similarity	NPC470629
0.9759	High Similarity	NPC290690
0.9759	High Similarity	NPC182797
0.9759	High Similarity	NPC17733
0.9759	High Similarity	NPC473242
0.9756	High Similarity	NPC72638
0.9643	High Similarity	NPC234346
0.9643	High Similarity	NPC121798
0.9643	High Similarity	NPC263393
0.9643	High Similarity	NPC64872
0.9643	High Similarity	NPC274330
0.9643	High Similarity	NPC270768
0.9643	High Similarity	NPC161751
0.9643	High Similarity	NPC130520
0.9643	High Similarity	NPC474972
0.9643	High Similarity	NPC127689
0.9643	High Similarity	NPC293048
0.9643	High Similarity	NPC290972
0.9643	High Similarity	NPC61543
0.9643	High Similarity	NPC198664
0.9643	High Similarity	NPC95246
0.9643	High Similarity	NPC225585
0.9643	High Similarity	NPC25906
0.9643	High Similarity	NPC143232
0.9643	High Similarity	NPC59263
0.9535	High Similarity	NPC74855
0.9535	High Similarity	NPC272075
0.9535	High Similarity	NPC307335
0.9535	High Similarity	NPC214756
0.9535	High Similarity	NPC474436
0.9535	High Similarity	NPC49776
0.9535	High Similarity	NPC86368
0.9535	High Similarity	NPC136313
0.9535	High Similarity	NPC63118
0.9535	High Similarity	NPC295643
0.9529	High Similarity	NPC130278
0.9529	High Similarity	NPC477872
0.9529	High Similarity	NPC470589
0.9529	High Similarity	NPC86372
0.9529	High Similarity	NPC113989
0.9529	High Similarity	NPC7260
0.9529	High Similarity	NPC120968
0.9529	High Similarity	NPC474728
0.9529	High Similarity	NPC172361
0.9529	High Similarity	NPC273621
0.9529	High Similarity	NPC227467
0.9529	High Similarity	NPC126369
0.9529	High Similarity	NPC18872
0.9529	High Similarity	NPC111110
0.9529	High Similarity	NPC120840
0.9529	High Similarity	NPC290614
0.9529	High Similarity	NPC210037
0.9529	High Similarity	NPC291028
0.9425	High Similarity	NPC91010
0.9419	High Similarity	NPC65120
0.9419	High Similarity	NPC282616
0.9419	High Similarity	NPC474525
0.9419	High Similarity	NPC966
0.9419	High Similarity	NPC470590
0.9419	High Similarity	NPC235884
0.9419	High Similarity	NPC187722
0.9419	High Similarity	NPC52021
0.9419	High Similarity	NPC306541
0.9419	High Similarity	NPC228784
0.9419	High Similarity	NPC285184
0.9419	High Similarity	NPC71074
0.9419	High Similarity	NPC300351
0.9419	High Similarity	NPC158030
0.9419	High Similarity	NPC77099
0.9419	High Similarity	NPC155120
0.9419	High Similarity	NPC84319
0.9419	High Similarity	NPC60755
0.9419	High Similarity	NPC233455
0.9419	High Similarity	NPC25299
0.9419	High Similarity	NPC288833
0.9419	High Similarity	NPC4036
0.9419	High Similarity	NPC145067
0.9419	High Similarity	NPC105189
0.9419	High Similarity	NPC472149
0.9419	High Similarity	NPC324341
0.9412	High Similarity	NPC474686
0.9412	High Similarity	NPC30522
0.9405	High Similarity	NPC71507
0.9398	High Similarity	NPC133954
0.9318	High Similarity	NPC474727
0.931	High Similarity	NPC298554
0.931	High Similarity	NPC118519
0.931	High Similarity	NPC158059
0.931	High Similarity	NPC275809
0.931	High Similarity	NPC229281
0.931	High Similarity	NPC202728
0.9302	High Similarity	NPC49320
0.9302	High Similarity	NPC46441
0.9302	High Similarity	NPC193750
0.9286	High Similarity	NPC95594
0.9286	High Similarity	NPC329943
0.9286	High Similarity	NPC10005
0.9286	High Similarity	NPC9892
0.9286	High Similarity	NPC91525
0.9286	High Similarity	NPC475862
0.9286	High Similarity	NPC73038
0.9286	High Similarity	NPC74363
0.9286	High Similarity	NPC213412
0.9286	High Similarity	NPC235341
0.9286	High Similarity	NPC477579
0.9286	High Similarity	NPC325594
0.9277	High Similarity	NPC171789
0.9213	High Similarity	NPC230151
0.9213	High Similarity	NPC327179
0.9213	High Similarity	NPC98874
0.9205	High Similarity	NPC296164
0.9205	High Similarity	NPC23621
0.9205	High Similarity	NPC184006
0.9205	High Similarity	NPC191412
0.9205	High Similarity	NPC263548
0.9205	High Similarity	NPC114159
0.9205	High Similarity	NPC299996
0.9205	High Similarity	NPC209868
0.9205	High Similarity	NPC159365
0.9205	High Similarity	NPC32407
0.9205	High Similarity	NPC222047
0.9205	High Similarity	NPC20235
0.9205	High Similarity	NPC231063
0.9205	High Similarity	NPC6818
0.9205	High Similarity	NPC74751
0.9205	High Similarity	NPC78580
0.9205	High Similarity	NPC282395
0.9205	High Similarity	NPC88116
0.9205	High Similarity	NPC474529
0.9205	High Similarity	NPC145667
0.9195	High Similarity	NPC6255
0.9195	High Similarity	NPC475708
0.9195	High Similarity	NPC471588
0.9195	High Similarity	NPC301244
0.9195	High Similarity	NPC38754
0.9176	High Similarity	NPC73064
0.9176	High Similarity	NPC46912
0.9176	High Similarity	NPC162107
0.9167	High Similarity	NPC191965
0.9111	High Similarity	NPC259788
0.9111	High Similarity	NPC255589
0.9111	High Similarity	NPC476878
0.9111	High Similarity	NPC476879
0.9101	High Similarity	NPC198245
0.9101	High Similarity	NPC139570
0.9101	High Similarity	NPC195715
0.9101	High Similarity	NPC473240
0.9101	High Similarity	NPC96916
0.9101	High Similarity	NPC23241
0.9101	High Similarity	NPC148523
0.9091	High Similarity	NPC133579
0.9091	High Similarity	NPC474806
0.9091	High Similarity	NPC118490
0.907	High Similarity	NPC224145
0.9059	High Similarity	NPC84121
0.9059	High Similarity	NPC137306
0.9048	High Similarity	NPC180834
0.9036	High Similarity	NPC163236
0.9011	High Similarity	NPC471966
0.9011	High Similarity	NPC260149
0.9011	High Similarity	NPC58942
0.9011	High Similarity	NPC164349
0.9011	High Similarity	NPC188833
0.9	High Similarity	NPC157113
0.9	High Similarity	NPC307282
0.9	High Similarity	NPC305464
0.9	High Similarity	NPC259733
0.9	High Similarity	NPC25848
0.9	High Similarity	NPC19376
0.9	High Similarity	NPC132824
0.9	High Similarity	NPC476318
0.9	High Similarity	NPC173744
0.9	High Similarity	NPC204961
0.9	High Similarity	NPC476327
0.9	High Similarity	NPC158371
0.9	High Similarity	NPC73004
0.9	High Similarity	NPC201657
0.9	High Similarity	NPC62516
0.9	High Similarity	NPC116457
0.9	High Similarity	NPC207922
0.8989	High Similarity	NPC80365
0.8989	High Similarity	NPC60692
0.8989	High Similarity	NPC188102

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 NPC40552 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	178
0.1-0.2	1635
0.2-0.3	3878
0.3-0.4	2311
0.4-0.5	690
0.5-0.6	191
0.6-0.7	192
0.7-0.8	67
0.8-0.85	2
0.85-0.9	4
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9419	High Similarity	NPD7515	Phase 2
0.9205	High Similarity	NPD7748	Approved
0.8901	High Similarity	NPD7902	Approved
0.8721	High Similarity	NPD7520	Clinical (unspecified phase)
0.8675	High Similarity	NPD7645	Phase 2
0.8571	High Similarity	NPD7900	Approved
0.8571	High Similarity	NPD7901	Clinical (unspecified phase)
0.8202	Intermediate Similarity	NPD3618	Phase 1
0.8182	Intermediate Similarity	NPD4786	Approved
0.8161	Intermediate Similarity	NPD3667	Approved
0.8152	Intermediate Similarity	NPD8035	Phase 2
0.8152	Intermediate Similarity	NPD8034	Phase 2
0.8132	Intermediate Similarity	NPD5328	Approved
0.8065	Intermediate Similarity	NPD6399	Phase 3
0.8022	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7957	Intermediate Similarity	NPD6079	Approved
0.7835	Intermediate Similarity	NPD7638	Approved
0.7802	Intermediate Similarity	NPD7146	Approved
0.7802	Intermediate Similarity	NPD7521	Approved
0.7802	Intermediate Similarity	NPD7334	Approved
0.7802	Intermediate Similarity	NPD6684	Approved
0.7802	Intermediate Similarity	NPD6409	Approved
0.7802	Intermediate Similarity	NPD5330	Approved
0.7778	Intermediate Similarity	NPD3665	Phase 1
0.7778	Intermediate Similarity	NPD3666	Approved
0.7778	Intermediate Similarity	NPD3133	Approved
0.7755	Intermediate Similarity	NPD7640	Approved
0.7755	Intermediate Similarity	NPD7639	Approved
0.7742	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7723	Intermediate Similarity	NPD6675	Approved
0.7723	Intermediate Similarity	NPD7128	Approved
0.7723	Intermediate Similarity	NPD6402	Approved
0.7723	Intermediate Similarity	NPD5739	Approved
0.7717	Intermediate Similarity	NPD3573	Approved
0.7684	Intermediate Similarity	NPD4202	Approved
0.7634	Intermediate Similarity	NPD6903	Approved
0.7579	Intermediate Similarity	NPD6411	Approved
0.7573	Intermediate Similarity	NPD6881	Approved
0.7573	Intermediate Similarity	NPD6899	Approved
0.7573	Intermediate Similarity	NPD7320	Approved
0.7551	Intermediate Similarity	NPD6083	Phase 2
0.7551	Intermediate Similarity	NPD6084	Phase 2
0.7528	Intermediate Similarity	NPD7525	Registered
0.75	Intermediate Similarity	NPD6373	Approved
0.75	Intermediate Similarity	NPD6372	Approved
0.7476	Intermediate Similarity	NPD5701	Approved
0.7476	Intermediate Similarity	NPD5697	Approved
0.7471	Intermediate Similarity	NPD6117	Approved
0.7449	Intermediate Similarity	NPD5221	Approved
0.7449	Intermediate Similarity	NPD4697	Phase 3
0.7449	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7449	Intermediate Similarity	NPD5222	Approved
0.7447	Intermediate Similarity	NPD5737	Approved
0.7447	Intermediate Similarity	NPD6672	Approved
0.7442	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD7290	Approved
0.7429	Intermediate Similarity	NPD7102	Approved
0.7429	Intermediate Similarity	NPD6883	Approved
0.7404	Intermediate Similarity	NPD6011	Approved
0.7391	Intermediate Similarity	NPD3668	Phase 3
0.7386	Intermediate Similarity	NPD6116	Phase 1
0.7374	Intermediate Similarity	NPD4755	Approved
0.7374	Intermediate Similarity	NPD5173	Approved
0.7368	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD6101	Approved
0.7358	Intermediate Similarity	NPD6649	Approved
0.7358	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD8130	Phase 1
0.7358	Intermediate Similarity	NPD6869	Approved
0.7358	Intermediate Similarity	NPD6617	Approved
0.7358	Intermediate Similarity	NPD6650	Approved
0.7358	Intermediate Similarity	NPD6847	Approved
0.7356	Intermediate Similarity	NPD6942	Approved
0.7356	Intermediate Similarity	NPD7339	Approved
0.7333	Intermediate Similarity	NPD6014	Approved
0.7333	Intermediate Similarity	NPD6013	Approved
0.7333	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6012	Approved
0.7303	Intermediate Similarity	NPD6114	Approved
0.7303	Intermediate Similarity	NPD6697	Approved
0.7303	Intermediate Similarity	NPD6118	Approved
0.7303	Intermediate Similarity	NPD6115	Approved
0.729	Intermediate Similarity	NPD8297	Approved
0.729	Intermediate Similarity	NPD6882	Approved
0.7273	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7614	Phase 1
0.7257	Intermediate Similarity	NPD8328	Phase 3
0.7234	Intermediate Similarity	NPD5279	Phase 3
0.7234	Intermediate Similarity	NPD6098	Approved
0.7228	Intermediate Similarity	NPD5286	Approved
0.7228	Intermediate Similarity	NPD4700	Approved
0.7228	Intermediate Similarity	NPD4696	Approved
0.7228	Intermediate Similarity	NPD5285	Approved
0.7188	Intermediate Similarity	NPD4753	Phase 2
0.7182	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD7115	Discovery
0.7174	Intermediate Similarity	NPD4221	Approved
0.7174	Intermediate Similarity	NPD4223	Phase 3
0.7172	Intermediate Similarity	NPD5695	Phase 3
0.7172	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7157	Intermediate Similarity	NPD5223	Approved
0.7143	Intermediate Similarity	NPD4695	Discontinued
0.7129	Intermediate Similarity	NPD5696	Approved
0.7128	Intermediate Similarity	NPD5329	Approved
0.71	Intermediate Similarity	NPD7732	Phase 3
0.7097	Intermediate Similarity	NPD4788	Approved
0.7091	Intermediate Similarity	NPD6868	Approved
0.7087	Intermediate Similarity	NPD5211	Phase 2
0.7087	Intermediate Similarity	NPD5226	Approved
0.7087	Intermediate Similarity	NPD7632	Discontinued
0.7087	Intermediate Similarity	NPD5224	Approved
0.7087	Intermediate Similarity	NPD4633	Approved
0.7087	Intermediate Similarity	NPD5225	Approved
0.7064	Intermediate Similarity	NPD4632	Approved
0.7053	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD4197	Approved
0.7019	Intermediate Similarity	NPD5175	Approved
0.7019	Intermediate Similarity	NPD4754	Approved
0.7019	Intermediate Similarity	NPD5174	Approved
0.7011	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD6673	Approved
0.701	Intermediate Similarity	NPD6904	Approved
0.701	Intermediate Similarity	NPD6080	Approved
0.6989	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD6412	Phase 2
0.6977	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5779	Approved
0.697	Remote Similarity	NPD5778	Approved
0.6964	Remote Similarity	NPD6335	Approved
0.6961	Remote Similarity	NPD4225	Approved
0.6952	Remote Similarity	NPD5141	Approved
0.6947	Remote Similarity	NPD1694	Approved
0.6937	Remote Similarity	NPD6274	Approved
0.6923	Remote Similarity	NPD3617	Approved
0.6907	Remote Similarity	NPD5208	Approved
0.6903	Remote Similarity	NPD7100	Approved
0.6903	Remote Similarity	NPD7101	Approved
0.69	Remote Similarity	NPD6001	Approved
0.6887	Remote Similarity	NPD4768	Approved
0.6887	Remote Similarity	NPD6008	Approved
0.6887	Remote Similarity	NPD4767	Approved
0.6875	Remote Similarity	NPD4623	Approved
0.6875	Remote Similarity	NPD6317	Approved
0.6875	Remote Similarity	NPD5205	Approved
0.6875	Remote Similarity	NPD4138	Approved
0.6875	Remote Similarity	NPD4519	Discontinued
0.6875	Remote Similarity	NPD4690	Approved
0.6875	Remote Similarity	NPD4689	Approved
0.6875	Remote Similarity	NPD4688	Approved
0.6875	Remote Similarity	NPD6009	Approved
0.6875	Remote Similarity	NPD4693	Phase 3
0.6869	Remote Similarity	NPD5281	Approved
0.6869	Remote Similarity	NPD5284	Approved
0.6852	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD4629	Approved
0.6832	Remote Similarity	NPD5210	Approved
0.6814	Remote Similarity	NPD6313	Approved
0.6814	Remote Similarity	NPD6314	Approved
0.6783	Remote Similarity	NPD6909	Approved
0.6783	Remote Similarity	NPD6908	Approved
0.6778	Remote Similarity	NPD3703	Phase 2
0.6759	Remote Similarity	NPD5168	Approved
0.6759	Remote Similarity	NPD4730	Approved
0.6759	Remote Similarity	NPD4729	Approved
0.6759	Remote Similarity	NPD6686	Approved
0.6759	Remote Similarity	NPD5128	Approved
0.6757	Remote Similarity	NPD8133	Approved
0.6739	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD7736	Approved
0.6705	Remote Similarity	NPD4244	Approved
0.6705	Remote Similarity	NPD4245	Approved
0.6701	Remote Similarity	NPD5280	Approved
0.6701	Remote Similarity	NPD5690	Phase 2
0.6701	Remote Similarity	NPD4694	Approved
0.67	Remote Similarity	NPD5693	Phase 1
0.67	Remote Similarity	NPD6050	Approved
0.6696	Remote Similarity	NPD6319	Approved
0.6695	Remote Similarity	NPD7507	Approved
0.6667	Remote Similarity	NPD6924	Approved
0.6667	Remote Similarity	NPD7604	Phase 2
0.6667	Remote Similarity	NPD6926	Approved
0.6667	Remote Similarity	NPD6051	Approved
0.6638	Remote Similarity	NPD5983	Phase 2
0.6638	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD5135	Approved
0.6636	Remote Similarity	NPD5250	Approved
0.6636	Remote Similarity	NPD5248	Approved
0.6636	Remote Similarity	NPD5169	Approved
0.6636	Remote Similarity	NPD4634	Approved
0.6636	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD5247	Approved
0.6636	Remote Similarity	NPD5249	Phase 3
0.6636	Remote Similarity	NPD5251	Approved
0.6636	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD4243	Approved
0.6629	Remote Similarity	NPD5777	Approved
0.6628	Remote Similarity	NPD4224	Phase 2
0.661	Remote Similarity	NPD7492	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