NPASS Compound

Structure

CID161676 OpenBabel06191715532D 51 58 0 0 1 0 0 0 0 0999 V2000 2.1036 7.8098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9885 4.0903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7725 -4.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1664 0.0148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8361 -1.5822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7433 0.6148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3365 1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6036 6.9438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9799 -1.8123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2403 0.9283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5732 -0.8987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6470 1.8419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1036 6.0778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5622 -1.1078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3420 3.4599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0191 -6.2755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1036 6.0778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6036 6.9438 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0103 4.2982 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1847 -3.2213 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1555 -0.1943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9744 -1.9168 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3420 1.6328 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7542 0.8238 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9353 2.5464 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5989 4.1291 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6123 -5.3619 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2672 3.6291 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5914 -2.3077 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6178 -5.2574 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0037 -1.4987 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2111 -4.3439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0091 -1.6032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7989 -3.5349 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6024 -2.5168 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7934 -3.6394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1610 -0.0897 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0593 2.6509 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6036 5.2117 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4313 -7.0845 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5860 -2.2032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0300 -6.0664 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4104 -0.5852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7834 -4.2393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4213 -0.7942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6036 5.2117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1902 -3.3258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3812 -2.8304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2001 -4.5529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3921 -2.6213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3910 5.1072 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 19 1 0 0 0 0 6 7 1 0 0 0 0 6 21 2 0 0 0 0 8 13 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 37 1 0 0 0 0 12 38 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 15 25 1 0 0 0 0 16 40 1 0 0 0 0 17 18 1 0 0 0 0 17 46 1 0 0 0 0 18 1 1 1 0 0 0 19 28 1 0 0 0 0 19 39 1 1 0 0 0 20 3 1 6 0 0 0 20 29 1 0 0 0 0 20 47 1 0 0 0 0 21 37 1 0 0 0 0 22 48 1 6 0 0 0 23 7 1 1 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 24 37 1 6 0 0 0 25 38 1 6 0 0 0 26 15 1 6 0 0 0 26 28 1 0 0 0 0 26 51 1 0 0 0 0 27 16 1 1 0 0 0 27 30 1 0 0 0 0 27 49 1 0 0 0 0 28 38 1 6 0 0 0 29 31 1 0 0 0 0 29 41 1 1 0 0 0 30 32 1 0 0 0 0 30 42 1 6 0 0 0 31 33 1 0 0 0 0 31 43 1 6 0 0 0 32 34 1 0 0 0 0 32 44 1 1 0 0 0 33 35 1 0 0 0 0 33 45 1 6 0 0 0 34 36 1 0 0 0 0 34 50 1 6 0 0 0 35 47 1 0 0 0 0 35 50 1 1 0 0 0 36 48 1 1 0 0 0 36 49 1 0 0 0 0 37 4 1 6 0 0 0 38 5 1 6 0 0 0 39 13 1 6 0 0 0 39 46 1 0 0 0 0 39 51 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	722.42
Volume:	717.494
LogP:	3.533
LogD:	3.276
LogS:	-4.281
# Rotatable Bonds:	5
TPSA:	176.76
# H-Bond Aceptor:	12
# H-Bond Donor:	6
# Rings:	8
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.229
Synthetic Accessibility Score:	6.205
Fsp3:	0.949
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:	-5.653
MDCK Permeability:	5.667882214765996e-05
Pgp-inhibitor:	0.893
Pgp-substrate:	0.855
Human Intestinal Absorption (HIA):	0.826
20% Bioavailability (F20%):	0.034
30% Bioavailability (F30%):	0.775

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.012
Plasma Protein Binding (PPB):	83.01890563964844%
Volume Distribution (VD):	0.378
Pgp-substrate:	5.785939693450928%

ADMET: Metabolism

CYP1A2-inhibitor:	0.004
CYP1A2-substrate:	0.883
CYP2C19-inhibitor:	0.006
CYP2C19-substrate:	0.423
CYP2C9-inhibitor:	0.005
CYP2C9-substrate:	0.007
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.1
CYP3A4-inhibitor:	0.087
CYP3A4-substrate:	0.076

ADMET: Excretion

Clearance (CL):	1.714
Half-life (T1/2):	0.578

ADMET: Toxicity

hERG Blockers:	0.959
Human Hepatotoxicity (H-HT):	0.219
Drug-inuced Liver Injury (DILI):	0.09
AMES Toxicity:	0.277
Rat Oral Acute Toxicity:	0.13
Maximum Recommended Daily Dose:	0.334
Skin Sensitization:	0.926
Carcinogencity:	0.43
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.983

Download Data

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

Natural Product: NPC161676

Natural Product ID:	NPC161676
*Common Name:**	Ophiopogonin C
IUPAC Name:	n.a.
Synonyms:	Ophiopogonin C
Standard InCHIKey:	HDXIQHTUNGFJIC-FOAHKCLGSA-N
Standard InCHI:	InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-34(32(44)30(42)27(16-40)49-36)50-35-33(45)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1
SMILES:	C[C@@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O2)OC1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL395415
PubChem CID:	11061578
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

*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
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4020(01)98434-0]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1021/np50033a013]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	Sarawak, Malaysia	n.a.	PMID[11430019]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1379639]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620239]
NPO1768	Sansevieria ehrenbergii	Species	Asparagaceae	Eukaryota	n.a.	African	n.a.	PMID[15921418]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17827771]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18206367]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[18681480]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18681480]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	leaves	n.a.	n.a.	PMID[19739650]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	roots	n.a.	n.a.	PMID[20346658]
NPO18442	Capsicum baccatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21535519]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23439553]
NPO40499	Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting	Strain	Dioscoreaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[28606759]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7623032]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8792623]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	tuber	n.a.	Database[Article]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1298	Radix ophiopogonis	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1158	Isochrysis galbana	Species	Isochrysidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22826	Buxus rolfei	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20313	Crotalus mitchellii	Species	Viperidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19342	Bryocladia cuspidata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18361	Mollugo cerviana	Species	Molluginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19722	Tephrosia odorata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18272	Mikania oblongifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18442	Capsicum baccatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2708	Agaricus nebularis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20860	Lygodium pinnatifidum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19098	Hypotrachyna quaesita	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18940	Selinum papyraceum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16274	Calonectria lauri	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19249	Garcinia latissima	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14266	Borassus flabellifer	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18778	Paullinia pinnata	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18860	Pelea madagascarica	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1768	Sansevieria ehrenbergii	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15183	Salvia horminum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9261	Ophiopogon japonicus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18064	Lycopodium paniculatum	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17793	Parkia javanica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19842	Sideritis condensata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11331	Phellinus tremulae	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19525	Tephrosia bracteolata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19314	Albizia schimperana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10175	Anaptychia obscura	Species	Physciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17648	Subergorgia hicksoni	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13869	Ranunculus bulbosus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27385	Calamus insignis	Species	Sparidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16571	Canarium muelleri	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19377	Podocarpus blumei	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18540	Berkheya radula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
ED50	1
GI50	6
IC50	7
MIC	3
Others	8

Activity Type	# Activity
Cell Line	19
Organism	3
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	5000.0	nM	PMID[506656]
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	6000.0	nM	PMID[506656]
NPT926	Cell Line	SK-MEL-1	Homo sapiens	IC50	=	7000.0	nM	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	12.5	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	46.7	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	41.7	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	22.7	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	23.1	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	30.5	%	PMID[506656]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	35.2	%	PMID[506656]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	6.23	ug.mL-1	PMID[506657]
NPT168	Cell Line	P388	Mus musculus	ED50	>	10.0	ug ml-1	PMID[506658]
NPT1081	Cell Line	BXPC-3	Homo sapiens	GI50	=	0.43	ug.mL-1	PMID[506658]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.26	ug.mL-1	PMID[506658]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	1.6	ug.mL-1	PMID[506658]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	1.8	ug.mL-1	PMID[506658]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	1.2	ug.mL-1	PMID[506658]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	>	10.0	ug.mL-1	PMID[506658]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	5040.0	nM	PMID[506659]
NPT27	Others	Unspecified		HD50	=	21.6	uM	PMID[506655]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	1.0	ug.mL-1	PMID[506658]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	2.0	ug.mL-1	PMID[506658]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	16.0	ug.mL-1	PMID[506658]
NPT2	Others	Unspecified		IC50	=	780.0	nM	PMID[506660]

☑ 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 NPC161676 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	292
0.1-0.2	2040
0.2-0.3	7323
0.3-0.4	14163
0.4-0.5	8123
0.5-0.6	5462
0.6-0.7	3076
0.7-0.8	1428
0.8-0.85	407
0.85-0.9	212
0.9-0.95	89
0.95-1	82

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC113044
1.0	High Similarity	NPC14704
1.0	High Similarity	NPC470432
1.0	High Similarity	NPC283829
1.0	High Similarity	NPC230507
1.0	High Similarity	NPC305423
0.9899	High Similarity	NPC98696
0.9898	High Similarity	NPC181845
0.98	High Similarity	NPC102016
0.98	High Similarity	NPC194207
0.98	High Similarity	NPC6806
0.98	High Similarity	NPC171073
0.98	High Similarity	NPC300557
0.98	High Similarity	NPC248746
0.98	High Similarity	NPC477027
0.98	High Similarity	NPC84956
0.98	High Similarity	NPC244086
0.98	High Similarity	NPC208383
0.98	High Similarity	NPC42482
0.98	High Similarity	NPC218571
0.98	High Similarity	NPC22779
0.98	High Similarity	NPC477026
0.98	High Similarity	NPC46190
0.98	High Similarity	NPC224098
0.98	High Similarity	NPC475550
0.98	High Similarity	NPC73243
0.98	High Similarity	NPC95051
0.98	High Similarity	NPC249265
0.98	High Similarity	NPC232054
0.98	High Similarity	NPC477809
0.98	High Similarity	NPC475333
0.98	High Similarity	NPC475670
0.98	High Similarity	NPC309278
0.98	High Similarity	NPC40440
0.98	High Similarity	NPC470433
0.98	High Similarity	NPC70204
0.98	High Similarity	NPC150372
0.98	High Similarity	NPC306131
0.9703	High Similarity	NPC477811
0.9703	High Similarity	NPC269297
0.9703	High Similarity	NPC141433
0.9703	High Similarity	NPC87998
0.9703	High Similarity	NPC247037
0.9703	High Similarity	NPC222202
0.9703	High Similarity	NPC224314
0.9703	High Similarity	NPC23808
0.97	High Similarity	NPC476539
0.97	High Similarity	NPC476538
0.97	High Similarity	NPC476540
0.97	High Similarity	NPC476541
0.9608	High Similarity	NPC124677
0.9608	High Similarity	NPC476547
0.9608	High Similarity	NPC13193
0.9608	High Similarity	NPC477028
0.9608	High Similarity	NPC197231
0.9608	High Similarity	NPC477032
0.9608	High Similarity	NPC475247
0.9608	High Similarity	NPC294129
0.96	High Similarity	NPC94272
0.9515	High Similarity	NPC210569
0.9515	High Similarity	NPC19888
0.9515	High Similarity	NPC244431
0.9515	High Similarity	NPC42171
0.9515	High Similarity	NPC112274
0.9515	High Similarity	NPC31896
0.9515	High Similarity	NPC263359
0.9515	High Similarity	NPC254255
0.9515	High Similarity	NPC32361
0.95	High Similarity	NPC242748
0.95	High Similarity	NPC473923
0.95	High Similarity	NPC474569
0.95	High Similarity	NPC473476
0.9423	High Similarity	NPC51154
0.9423	High Similarity	NPC79900
0.9417	High Similarity	NPC13190
0.9406	High Similarity	NPC226642
0.9394	High Similarity	NPC272015
0.9333	High Similarity	NPC477810
0.9333	High Similarity	NPC11548
0.9333	High Similarity	NPC32707
0.9333	High Similarity	NPC167183
0.9333	High Similarity	NPC477808
0.9327	High Similarity	NPC308140
0.9314	High Similarity	NPC295980
0.9307	High Similarity	NPC26798
0.9307	High Similarity	NPC309448
0.9245	High Similarity	NPC63609
0.9245	High Similarity	NPC477031
0.9245	High Similarity	NPC477029
0.9245	High Similarity	NPC477030
0.9238	High Similarity	NPC476546
0.9238	High Similarity	NPC476693
0.9231	High Similarity	NPC470748
0.9223	High Similarity	NPC476835
0.9216	High Similarity	NPC473469
0.9216	High Similarity	NPC190395
0.9208	High Similarity	NPC470885
0.9208	High Similarity	NPC187400
0.9208	High Similarity	NPC221562
0.9192	High Similarity	NPC282669
0.9184	High Similarity	NPC243728
0.9184	High Similarity	NPC473890
0.9159	High Similarity	NPC477807
0.9151	High Similarity	NPC208832
0.9126	High Similarity	NPC7213
0.9126	High Similarity	NPC220427
0.9091	High Similarity	NPC158088
0.9074	High Similarity	NPC475403
0.9074	High Similarity	NPC160888
0.9065	High Similarity	NPC148965
0.9057	High Similarity	NPC469347
0.9057	High Similarity	NPC144068
0.9057	High Similarity	NPC469348
0.9057	High Similarity	NPC307642
0.9048	High Similarity	NPC114188
0.9038	High Similarity	NPC14630
0.9038	High Similarity	NPC157530
0.9038	High Similarity	NPC250089
0.9038	High Similarity	NPC302057
0.902	High Similarity	NPC475365
0.901	High Similarity	NPC288694
0.901	High Similarity	NPC159036
0.901	High Similarity	NPC312553
0.8991	High Similarity	NPC161738
0.8991	High Similarity	NPC229962
0.8991	High Similarity	NPC476085
0.8991	High Similarity	NPC473633
0.8991	High Similarity	NPC195560
0.8942	High Similarity	NPC128123
0.8932	High Similarity	NPC152584
0.8932	High Similarity	NPC127801
0.8932	High Similarity	NPC69737
0.8932	High Similarity	NPC208594
0.8932	High Similarity	NPC194842
0.8932	High Similarity	NPC269627
0.8932	High Similarity	NPC160816
0.8932	High Similarity	NPC208477
0.8922	High Similarity	NPC16520
0.8922	High Similarity	NPC8039
0.8922	High Similarity	NPC211879
0.8922	High Similarity	NPC120123
0.8922	High Similarity	NPC131479
0.8922	High Similarity	NPC16573
0.8922	High Similarity	NPC475701
0.8922	High Similarity	NPC31907
0.8922	High Similarity	NPC472252
0.8922	High Similarity	NPC286969
0.8922	High Similarity	NPC157659
0.8922	High Similarity	NPC155010
0.8922	High Similarity	NPC473020
0.8922	High Similarity	NPC245280
0.8922	High Similarity	NPC189852
0.8922	High Similarity	NPC114874
0.8922	High Similarity	NPC213190
0.8911	High Similarity	NPC267510
0.8911	High Similarity	NPC470434
0.8909	High Similarity	NPC198325
0.8909	High Similarity	NPC207243
0.8909	High Similarity	NPC233391
0.8909	High Similarity	NPC50689
0.8899	High Similarity	NPC476692
0.8899	High Similarity	NPC476691
0.8899	High Similarity	NPC475357
0.8889	High Similarity	NPC207617
0.8879	High Similarity	NPC476671
0.8846	High Similarity	NPC54619
0.8846	High Similarity	NPC14946
0.8846	High Similarity	NPC181467
0.8846	High Similarity	NPC208650
0.8846	High Similarity	NPC63368
0.8835	High Similarity	NPC75608
0.8835	High Similarity	NPC273879
0.8835	High Similarity	NPC474464
0.8835	High Similarity	NPC165033
0.8835	High Similarity	NPC93352
0.8829	High Similarity	NPC249553
0.8829	High Similarity	NPC476544
0.8829	High Similarity	NPC476543
0.8829	High Similarity	NPC182900
0.8829	High Similarity	NPC476545
0.8824	High Similarity	NPC136816
0.8812	High Similarity	NPC7341
0.8812	High Similarity	NPC469942
0.8812	High Similarity	NPC473200
0.8807	High Similarity	NPC476690
0.8807	High Similarity	NPC100048
0.8807	High Similarity	NPC20979
0.88	High Similarity	NPC76486
0.88	High Similarity	NPC177818
0.8776	High Similarity	NPC235126
0.8776	High Similarity	NPC242419
0.8762	High Similarity	NPC6931
0.8762	High Similarity	NPC246124
0.8762	High Similarity	NPC49032
0.8762	High Similarity	NPC125324
0.8762	High Similarity	NPC159005
0.8762	High Similarity	NPC51172
0.8762	High Similarity	NPC180183
0.875	High Similarity	NPC305771
0.875	High Similarity	NPC169816

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 NPC161676 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	237
0.1-0.2	2209
0.2-0.3	4430
0.3-0.4	1507
0.4-0.5	394
0.5-0.6	261
0.6-0.7	83
0.7-0.8	18
0.8-0.85	10
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8407	Intermediate Similarity	NPD8377	Approved
0.8407	Intermediate Similarity	NPD8294	Approved
0.84	Intermediate Similarity	NPD8171	Discontinued
0.8333	Intermediate Similarity	NPD8380	Approved
0.8333	Intermediate Similarity	NPD8378	Approved
0.8333	Intermediate Similarity	NPD8296	Approved
0.8333	Intermediate Similarity	NPD8033	Approved
0.8333	Intermediate Similarity	NPD8335	Approved
0.8333	Intermediate Similarity	NPD8379	Approved
0.8148	Intermediate Similarity	NPD6412	Phase 2
0.8099	Intermediate Similarity	NPD8449	Approved
0.8033	Intermediate Similarity	NPD8450	Suspended
0.7913	Intermediate Similarity	NPD7328	Approved
0.7913	Intermediate Similarity	NPD7327	Approved
0.7845	Intermediate Similarity	NPD7516	Approved
0.7719	Intermediate Similarity	NPD8133	Approved
0.7712	Intermediate Similarity	NPD7503	Approved
0.7636	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7459	Intermediate Similarity	NPD7507	Approved
0.7368	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD6370	Approved
0.7339	Intermediate Similarity	NPD7736	Approved
0.728	Intermediate Similarity	NPD7319	Approved
0.7258	Intermediate Similarity	NPD8293	Discontinued
0.7227	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD6928	Phase 2
0.719	Intermediate Similarity	NPD6059	Approved
0.719	Intermediate Similarity	NPD6054	Approved
0.7154	Intermediate Similarity	NPD8328	Phase 3
0.7143	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD6686	Approved
0.7048	Intermediate Similarity	NPD7524	Approved
0.7041	Intermediate Similarity	NPD7339	Approved
0.7041	Intermediate Similarity	NPD6942	Approved
0.7016	Intermediate Similarity	NPD6067	Discontinued
0.6992	Remote Similarity	NPD6015	Approved
0.6992	Remote Similarity	NPD6016	Approved
0.696	Remote Similarity	NPD7492	Approved
0.6935	Remote Similarity	NPD5988	Approved
0.6923	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD6616	Approved
0.6887	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD7525	Registered
0.6855	Remote Similarity	NPD8515	Approved
0.6855	Remote Similarity	NPD8517	Approved
0.6855	Remote Similarity	NPD8513	Phase 3
0.6855	Remote Similarity	NPD8516	Approved
0.685	Remote Similarity	NPD7078	Approved
0.6827	Remote Similarity	NPD6695	Phase 3
0.6765	Remote Similarity	NPD7645	Phase 2
0.675	Remote Similarity	NPD8297	Approved
0.675	Remote Similarity	NPD6882	Approved
0.6729	Remote Similarity	NPD7750	Discontinued
0.6727	Remote Similarity	NPD6399	Phase 3
0.6667	Remote Similarity	NPD6033	Approved
0.6667	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6009	Approved
0.664	Remote Similarity	NPD6319	Approved
0.6634	Remote Similarity	NPD6933	Approved
0.6604	Remote Similarity	NPD4786	Approved
0.6602	Remote Similarity	NPD6929	Approved
0.66	Remote Similarity	NPD4785	Approved
0.66	Remote Similarity	NPD4784	Approved
0.6579	Remote Similarity	NPD7638	Approved
0.6571	Remote Similarity	NPD7625	Phase 1
0.6566	Remote Similarity	NPD4243	Approved
0.6557	Remote Similarity	NPD4632	Approved
0.6555	Remote Similarity	NPD7320	Approved
0.6538	Remote Similarity	NPD6931	Approved
0.6538	Remote Similarity	NPD6930	Phase 2
0.6525	Remote Similarity	NPD6402	Approved
0.6525	Remote Similarity	NPD5739	Approved
0.6525	Remote Similarity	NPD6008	Approved
0.6525	Remote Similarity	NPD7128	Approved
0.6525	Remote Similarity	NPD6675	Approved
0.6522	Remote Similarity	NPD7639	Approved
0.6522	Remote Similarity	NPD7640	Approved
0.65	Remote Similarity	NPD6373	Approved
0.65	Remote Similarity	NPD6372	Approved
0.6491	Remote Similarity	NPD6084	Phase 2
0.6491	Remote Similarity	NPD6083	Phase 2
0.646	Remote Similarity	NPD7991	Discontinued
0.6439	Remote Similarity	NPD5956	Approved
0.6436	Remote Similarity	NPD6924	Approved
0.6436	Remote Similarity	NPD6926	Approved
0.6417	Remote Similarity	NPD6899	Approved
0.6417	Remote Similarity	NPD6881	Approved
0.6415	Remote Similarity	NPD3667	Approved
0.6408	Remote Similarity	NPD5776	Phase 2
0.6408	Remote Similarity	NPD6925	Approved
0.6408	Remote Similarity	NPD6932	Approved
0.6393	Remote Similarity	NPD6649	Approved
0.6393	Remote Similarity	NPD8130	Phase 1
0.6393	Remote Similarity	NPD6650	Approved
0.6381	Remote Similarity	NPD4748	Discontinued
0.6348	Remote Similarity	NPD4755	Approved
0.6346	Remote Similarity	NPD7145	Approved
0.6339	Remote Similarity	NPD7087	Discontinued
0.6333	Remote Similarity	NPD5701	Approved
0.6333	Remote Similarity	NPD5697	Approved
0.6311	Remote Similarity	NPD4634	Approved
0.6311	Remote Similarity	NPD7102	Approved
0.6311	Remote Similarity	NPD7290	Approved
0.6311	Remote Similarity	NPD6883	Approved
0.6306	Remote Similarity	NPD4753	Phase 2
0.6306	Remote Similarity	NPD6051	Approved
0.6296	Remote Similarity	NPD3666	Approved
0.6296	Remote Similarity	NPD3665	Phase 1
0.6296	Remote Similarity	NPD3133	Approved
0.6286	Remote Similarity	NPD6683	Phase 2
0.6283	Remote Similarity	NPD4202	Approved
0.627	Remote Similarity	NPD7115	Discovery
0.626	Remote Similarity	NPD6847	Approved
0.626	Remote Similarity	NPD6617	Approved
0.626	Remote Similarity	NPD6869	Approved
0.6239	Remote Similarity	NPD6893	Approved
0.6239	Remote Similarity	NPD4696	Approved
0.6239	Remote Similarity	NPD5285	Approved
0.6239	Remote Similarity	NPD5286	Approved
0.6239	Remote Similarity	NPD4700	Approved
0.6238	Remote Similarity	NPD7152	Approved
0.6238	Remote Similarity	NPD7150	Approved
0.6238	Remote Similarity	NPD7151	Approved
0.6231	Remote Similarity	NPD7604	Phase 2
0.623	Remote Similarity	NPD6012	Approved
0.623	Remote Similarity	NPD6013	Approved
0.623	Remote Similarity	NPD6014	Approved
0.6228	Remote Similarity	NPD7748	Approved
0.6226	Remote Similarity	NPD7514	Phase 3
0.6216	Remote Similarity	NPD6903	Approved
0.6216	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6214	Remote Similarity	NPD4190	Phase 3
0.6214	Remote Similarity	NPD5275	Approved
0.621	Remote Similarity	NPD6053	Discontinued
0.6207	Remote Similarity	NPD7902	Approved
0.6202	Remote Similarity	NPD5983	Phase 2
0.62	Remote Similarity	NPD6922	Approved
0.62	Remote Similarity	NPD6923	Approved
0.6195	Remote Similarity	NPD8035	Phase 2
0.6195	Remote Similarity	NPD8034	Phase 2
0.6195	Remote Similarity	NPD7637	Suspended
0.6186	Remote Similarity	NPD4159	Approved
0.6182	Remote Similarity	NPD6409	Approved
0.6182	Remote Similarity	NPD7334	Approved
0.6182	Remote Similarity	NPD7146	Approved
0.6182	Remote Similarity	NPD6684	Approved
0.6182	Remote Similarity	NPD5330	Approved
0.6182	Remote Similarity	NPD7521	Approved
0.6174	Remote Similarity	NPD5695	Phase 3
0.6168	Remote Similarity	NPD6902	Approved
0.6165	Remote Similarity	NPD8336	Approved
0.6165	Remote Similarity	NPD8337	Approved
0.6161	Remote Similarity	NPD5328	Approved
0.6154	Remote Similarity	NPD5696	Approved
0.6154	Remote Similarity	NPD4225	Approved
0.6148	Remote Similarity	NPD6011	Approved
0.6139	Remote Similarity	NPD7144	Approved
0.6139	Remote Similarity	NPD7143	Approved
0.6136	Remote Similarity	NPD6336	Discontinued
0.6134	Remote Similarity	NPD5211	Phase 2
0.6134	Remote Similarity	NPD5224	Approved
0.6134	Remote Similarity	NPD5226	Approved
0.6134	Remote Similarity	NPD4633	Approved
0.6134	Remote Similarity	NPD5225	Approved
0.6132	Remote Similarity	NPD4195	Approved
0.6129	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6116	Remote Similarity	NPD4767	Approved
0.6116	Remote Similarity	NPD4768	Approved
0.6083	Remote Similarity	NPD5175	Approved
0.6083	Remote Similarity	NPD5174	Approved
0.6075	Remote Similarity	NPD7509	Discontinued
0.6075	Remote Similarity	NPD7332	Phase 2
0.6053	Remote Similarity	NPD6079	Approved
0.6053	Remote Similarity	NPD7515	Phase 2
0.605	Remote Similarity	NPD5223	Approved
0.6036	Remote Similarity	NPD3618	Phase 1
0.6034	Remote Similarity	NPD5210	Approved
0.6034	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD4629	Approved
0.6033	Remote Similarity	NPD5141	Approved
0.6019	Remote Similarity	NPD6898	Phase 1
0.6017	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD4729	Approved
0.6016	Remote Similarity	NPD4730	Approved
0.6	Remote Similarity	NPD7632	Discontinued
0.6	Remote Similarity	NPD3668	Phase 3
0.5982	Remote Similarity	NPD4251	Approved
0.5982	Remote Similarity	NPD4250	Approved
0.597	Remote Similarity	NPD8074	Phase 3
0.5968	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD3168	Discontinued
0.5963	Remote Similarity	NPD4223	Phase 3
0.5963	Remote Similarity	NPD4221	Approved
0.5962	Remote Similarity	NPD1811	Approved
0.5962	Remote Similarity	NPD1810	Approved
0.595	Remote Similarity	NPD4754	Approved
0.5948	Remote Similarity	NPD7900	Approved
0.5948	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD5329	Approved
0.5946	Remote Similarity	NPD7520	Clinical (unspecified phase)

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