NPASS Compound

Structure

CID235126 OpenBabel06191716032D 30 35 0 0 1 0 0 0 0 0999 V2000 3.5827 -0.7834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3104 -2.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4137 -3.7052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8950 -2.2523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1181 -1.7501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2783 -1.2659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0760 -1.6533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1192 -4.6572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6010 -3.2053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2798 -4.1735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7613 -2.7211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0714 -1.6533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9581 -3.2032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7596 0.1856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0760 0.0865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5782 -0.7834 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.5668 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1186 -2.7195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9584 -4.1720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4391 -1.7511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4397 -2.7204 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5994 -1.2669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9209 -0.2992 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9209 -1.2676 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2795 -3.2046 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7607 -1.7518 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5692 -0.7834 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.8246 -4.6716 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0714 0.0865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 17 1 0 0 0 0 5 6 1 0 0 0 0 5 18 2 0 0 0 0 7 12 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 29 1 0 0 0 0 16 1 1 1 0 0 0 17 24 1 0 0 0 0 17 27 1 1 0 0 0 18 25 1 0 0 0 0 19 28 1 6 0 0 0 20 6 1 1 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 25 1 6 0 0 0 22 26 1 6 0 0 0 23 14 1 6 0 0 0 23 24 1 0 0 0 0 23 30 1 0 0 0 0 24 26 1 6 0 0 0 25 3 1 6 0 0 0 26 4 1 6 0 0 0 27 12 1 6 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	414.31
Volume:	447.944
LogP:	5.656
LogD:	4.575
LogS:	-5.394
# Rotatable Bonds:	0
TPSA:	38.69
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.516
Synthetic Accessibility Score:	5.244
Fsp3:	0.926
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.693
MDCK Permeability:	1.658413020777516e-05
Pgp-inhibitor:	0.986
Pgp-substrate:	0.875
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.911
30% Bioavailability (F30%):	0.023

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.467
Plasma Protein Binding (PPB):	92.31038665771484%
Volume Distribution (VD):	1.833
Pgp-substrate:	2.9348299503326416%

ADMET: Metabolism

CYP1A2-inhibitor:	0.054
CYP1A2-substrate:	0.462
CYP2C19-inhibitor:	0.123
CYP2C19-substrate:	0.762
CYP2C9-inhibitor:	0.229
CYP2C9-substrate:	0.044
CYP2D6-inhibitor:	0.035
CYP2D6-substrate:	0.4
CYP3A4-inhibitor:	0.806
CYP3A4-substrate:	0.264

ADMET: Excretion

Clearance (CL):	14.412
Half-life (T1/2):	0.066

ADMET: Toxicity

hERG Blockers:	0.967
Human Hepatotoxicity (H-HT):	0.298
Drug-inuced Liver Injury (DILI):	0.543
AMES Toxicity:	0.032
Rat Oral Acute Toxicity:	0.043
Maximum Recommended Daily Dose:	0.891
Skin Sensitization:	0.962
Carcinogencity:	0.786
Eye Corrosion:	0.31
Eye Irritation:	0.265
Respiratory Toxicity:	0.982

Download Data

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

Natural Product: NPC235126

Natural Product ID:	NPC235126
*Common Name:**	WQLVFSAGQJTQCK-CAKNJAFZSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	WQLVFSAGQJTQCK-CAKNJAFZSA-N
Standard InCHI:	InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/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)O2)OC1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL400807
PubChem CID:	441900
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
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1016/0031-9422(96)00258-0]
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4020(01)98434-0]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1016/S1383-5769(99)00023-9]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1021/np50033a013]
NPO15018.1	Dioscorea collettii var. hypoglauca	Varieties	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075765]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10086989]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	Sarawak, Malaysia	n.a.	PMID[11430019]
NPO22018	Hydrangea chinensis	Species	Hydrangeaceae	Eukaryota	Roots	n.a.	n.a.	PMID[11473431]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575945]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11599360]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1379639]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1512598]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15165151]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17827771]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	fruit	Indonesia	n.a.	PMID[17896817]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18163582]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18206367]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18681480]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[18681480]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	Vietnam	n.a.	PMID[19026551]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	leaves	n.a.	n.a.	PMID[19739650]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	seeds	n.a.	n.a.	PMID[20050684]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[21381697]
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]
NPO32523	solanum violaceum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22413887]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[22506620]
NPO32523	solanum violaceum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23511021]
NPO26918	Taricha granulosa	Species	Salamandridae	Eukaryota	n.a.	n.a.	n.a.	PMID[32896120]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6481366]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7561896]
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]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4582	Baphicacanthus cusia	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22018	Hydrangea chinensis	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO433	Geranium sibiricum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15018	Dioscorea collettii	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30626	Trigonella foenum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9436	Dioscorea parviflora	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4593	Lagerstroemia indica	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31560	Dioscorea hypoglauca	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4582	Baphicacanthus cusia	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26294	Rhizoma dioscoreae hypoglaucae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22018	Hydrangea chinensis	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15018	Dioscorea collettii	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15018.1	Dioscorea collettii var. hypoglauca	Varieties	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4593	Lagerstroemia indica	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9436	Dioscorea parviflora	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO433	Geranium sibiricum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4593	Lagerstroemia indica	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15018	Dioscorea collettii	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31560	Dioscorea hypoglauca	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4582	Baphicacanthus cusia	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15018.1	Dioscorea collettii var. hypoglauca	Varieties	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12948	Solanum dulcamara	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18361	Mollugo cerviana	Species	Molluginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19525	Tephrosia bracteolata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19249	Garcinia latissima	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13869	Ranunculus bulbosus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20402	Ageratina gilbertii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15183	Salvia horminum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19314	Albizia schimperana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19482	Tapinoma nigerrimum	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18540	Berkheya radula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8210	Trigonella foenum-graecum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19842	Sideritis condensata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12967	Reseda suffruticosa	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14627	Caloscypha fulgens	Species	Caloscyphaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11331	Phellinus tremulae	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20244	Melicope semecarpifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10175	Anaptychia obscura	Species	Physciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18778	Paullinia pinnata	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1463	Corethrodendron scoparium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19722	Tephrosia odorata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18442	Capsicum baccatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17648	Subergorgia hicksoni	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14266	Borassus flabellifer	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20860	Lygodium pinnatifidum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14902	Pteris marginata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18860	Pelea madagascarica	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4582	Baphicacanthus cusia	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16571	Canarium muelleri	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17793	Parkia javanica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8075	Cacospongia scalaris	Species	Thorectidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18272	Mikania oblongifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15018	Dioscorea collettii	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20565	Aplysina fulva	Species	Aplysinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18940	Selinum papyraceum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26918	Taricha granulosa	Species	Salamandridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16398	Nicotiana alata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO433	Geranium sibiricum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22836	Alpinia mutica	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19098	Hypotrachyna quaesita	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23067	Shorea maranti	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14948	Brucea javanica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23001	Halimium umbellatum	Species	Cistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22018	Hydrangea chinensis	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2708	Agaricus nebularis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18364	Genista lusitanica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4593	Lagerstroemia indica	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27385	Calamus insignis	Species	Sparidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17338	Solanum asperum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19377	Podocarpus blumei	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7639	Senecio isatideus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22402	Lupinus mutabilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16274	Calonectria lauri	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2263	Croton megistocarpus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14100	Persea kusanoi	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18064	Lycopodium paniculatum	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22826	Buxus rolfei	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	4
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	20.0	ug.mL-1	PMID[451895]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	20.0	ug.mL-1	PMID[451895]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	20.0	ug.mL-1	PMID[451895]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	20.0	ug.mL-1	PMID[451895]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	20.0	ug.mL-1	PMID[451895]

☑ 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 NPC235126 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	207
0.1-0.2	1651
0.2-0.3	6691
0.3-0.4	15247
0.4-0.5	7311
0.5-0.6	5199
0.6-0.7	4801
0.7-0.8	1379
0.8-0.85	170
0.85-0.9	32
0.9-0.95	5
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC242419
0.9556	High Similarity	NPC177818
0.9247	High Similarity	NPC474022
0.9247	High Similarity	NPC176406
0.9053	High Similarity	NPC475701
0.8958	High Similarity	NPC474464
0.8866	High Similarity	NPC474015
0.8866	High Similarity	NPC181845
0.883	High Similarity	NPC309493
0.8776	High Similarity	NPC305423
0.8776	High Similarity	NPC470432
0.8776	High Similarity	NPC226642
0.8776	High Similarity	NPC230507
0.8776	High Similarity	NPC161676
0.8776	High Similarity	NPC113044
0.8776	High Similarity	NPC14704
0.8776	High Similarity	NPC283829
0.8763	High Similarity	NPC471111
0.8723	High Similarity	NPC243728
0.8723	High Similarity	NPC473890
0.8687	High Similarity	NPC476539
0.8687	High Similarity	NPC98696
0.8687	High Similarity	NPC476538
0.8687	High Similarity	NPC476541
0.8687	High Similarity	NPC476540
0.8673	High Similarity	NPC26798
0.8632	High Similarity	NPC275865
0.8632	High Similarity	NPC158088
0.8621	High Similarity	NPC470614
0.8621	High Similarity	NPC1272
0.8617	High Similarity	NPC207617
0.8605	High Similarity	NPC26117
0.86	High Similarity	NPC224098
0.86	High Similarity	NPC46190
0.86	High Similarity	NPC73243
0.86	High Similarity	NPC95051
0.86	High Similarity	NPC249265
0.86	High Similarity	NPC477809
0.86	High Similarity	NPC475333
0.86	High Similarity	NPC475670
0.86	High Similarity	NPC309278
0.86	High Similarity	NPC40440
0.86	High Similarity	NPC470433
0.86	High Similarity	NPC70204
0.86	High Similarity	NPC232054
0.86	High Similarity	NPC475550
0.86	High Similarity	NPC306131
0.86	High Similarity	NPC102016
0.86	High Similarity	NPC128133
0.86	High Similarity	NPC194207
0.86	High Similarity	NPC150372
0.86	High Similarity	NPC6806
0.86	High Similarity	NPC171073
0.86	High Similarity	NPC300557
0.86	High Similarity	NPC218571
0.86	High Similarity	NPC248746
0.86	High Similarity	NPC477027
0.86	High Similarity	NPC84956
0.86	High Similarity	NPC244086
0.86	High Similarity	NPC208383
0.86	High Similarity	NPC42482
0.86	High Similarity	NPC22779
0.86	High Similarity	NPC477026
0.8557	High Similarity	NPC22634
0.8542	High Similarity	NPC282669
0.8515	High Similarity	NPC23808
0.8515	High Similarity	NPC247037
0.8515	High Similarity	NPC477811
0.8515	High Similarity	NPC141433
0.8515	High Similarity	NPC222202
0.8515	High Similarity	NPC224314
0.8515	High Similarity	NPC269297
0.8515	High Similarity	NPC87998
0.8485	Intermediate Similarity	NPC474569
0.8485	Intermediate Similarity	NPC473476
0.8485	Intermediate Similarity	NPC242748
0.8485	Intermediate Similarity	NPC473923
0.8454	Intermediate Similarity	NPC470434
0.8454	Intermediate Similarity	NPC267510
0.8444	Intermediate Similarity	NPC24277
0.8438	Intermediate Similarity	NPC216260
0.8438	Intermediate Similarity	NPC5358
0.8431	Intermediate Similarity	NPC124677
0.8431	Intermediate Similarity	NPC13190
0.8431	Intermediate Similarity	NPC475247
0.8431	Intermediate Similarity	NPC294129
0.8431	Intermediate Similarity	NPC477028
0.8431	Intermediate Similarity	NPC476547
0.8431	Intermediate Similarity	NPC477032
0.8431	Intermediate Similarity	NPC197231
0.8431	Intermediate Similarity	NPC13193
0.8427	Intermediate Similarity	NPC124172
0.8427	Intermediate Similarity	NPC209802
0.8421	Intermediate Similarity	NPC253115
0.8421	Intermediate Similarity	NPC304899
0.84	Intermediate Similarity	NPC94272
0.8384	Intermediate Similarity	NPC475365
0.8372	Intermediate Similarity	NPC87604
0.8372	Intermediate Similarity	NPC477522
0.8367	Intermediate Similarity	NPC154452
0.8367	Intermediate Similarity	NPC272015
0.8351	Intermediate Similarity	NPC469942
0.8351	Intermediate Similarity	NPC324598
0.835	Intermediate Similarity	NPC42171
0.835	Intermediate Similarity	NPC263359
0.835	Intermediate Similarity	NPC210569
0.835	Intermediate Similarity	NPC244431
0.835	Intermediate Similarity	NPC19888
0.835	Intermediate Similarity	NPC112274
0.835	Intermediate Similarity	NPC32361
0.835	Intermediate Similarity	NPC254255
0.835	Intermediate Similarity	NPC31896
0.8333	Intermediate Similarity	NPC163314
0.8333	Intermediate Similarity	NPC474189
0.8333	Intermediate Similarity	NPC187159
0.8333	Intermediate Similarity	NPC474349
0.8317	Intermediate Similarity	NPC295980
0.8316	Intermediate Similarity	NPC100892
0.8316	Intermediate Similarity	NPC477970
0.8316	Intermediate Similarity	NPC476894
0.8298	Intermediate Similarity	NPC98193
0.8283	Intermediate Similarity	NPC213190
0.8269	Intermediate Similarity	NPC79900
0.8269	Intermediate Similarity	NPC144068
0.8269	Intermediate Similarity	NPC51154
0.8265	Intermediate Similarity	NPC21064
0.8265	Intermediate Similarity	NPC121072
0.8261	Intermediate Similarity	NPC470542
0.8247	Intermediate Similarity	NPC280825
0.8247	Intermediate Similarity	NPC234287
0.8235	Intermediate Similarity	NPC476835
0.8222	Intermediate Similarity	NPC319238
0.8218	Intermediate Similarity	NPC473469
0.8211	Intermediate Similarity	NPC189513
0.8202	Intermediate Similarity	NPC5985
0.82	Intermediate Similarity	NPC75608
0.82	Intermediate Similarity	NPC470885
0.82	Intermediate Similarity	NPC187400
0.82	Intermediate Similarity	NPC93352
0.82	Intermediate Similarity	NPC221562
0.819	Intermediate Similarity	NPC477808
0.819	Intermediate Similarity	NPC11548
0.819	Intermediate Similarity	NPC32707
0.819	Intermediate Similarity	NPC477810
0.819	Intermediate Similarity	NPC167183
0.8182	Intermediate Similarity	NPC136816
0.8182	Intermediate Similarity	NPC7479
0.8182	Intermediate Similarity	NPC248944
0.8182	Intermediate Similarity	NPC257296
0.8173	Intermediate Similarity	NPC308140
0.8172	Intermediate Similarity	NPC105495
0.8163	Intermediate Similarity	NPC473200
0.8163	Intermediate Similarity	NPC208358
0.8163	Intermediate Similarity	NPC473790
0.8163	Intermediate Similarity	NPC471242
0.8163	Intermediate Similarity	NPC7341
0.8152	Intermediate Similarity	NPC271967
0.8144	Intermediate Similarity	NPC476893
0.8144	Intermediate Similarity	NPC76486
0.8144	Intermediate Similarity	NPC475033
0.8144	Intermediate Similarity	NPC475032
0.814	Intermediate Similarity	NPC96319
0.814	Intermediate Similarity	NPC321381
0.814	Intermediate Similarity	NPC321016
0.814	Intermediate Similarity	NPC107059
0.8137	Intermediate Similarity	NPC7213
0.8132	Intermediate Similarity	NPC16350
0.8132	Intermediate Similarity	NPC308041
0.8125	Intermediate Similarity	NPC477969
0.8125	Intermediate Similarity	NPC135224
0.8119	Intermediate Similarity	NPC470309
0.8119	Intermediate Similarity	NPC309448
0.8113	Intermediate Similarity	NPC477030
0.8113	Intermediate Similarity	NPC477029
0.8113	Intermediate Similarity	NPC477031
0.8113	Intermediate Similarity	NPC63609
0.8111	Intermediate Similarity	NPC477818
0.8111	Intermediate Similarity	NPC110778
0.8105	Intermediate Similarity	NPC470923
0.81	Intermediate Similarity	NPC471886
0.81	Intermediate Similarity	NPC473198
0.81	Intermediate Similarity	NPC471887
0.81	Intermediate Similarity	NPC471450
0.81	Intermediate Similarity	NPC471885
0.81	Intermediate Similarity	NPC471888
0.8095	Intermediate Similarity	NPC178981
0.8095	Intermediate Similarity	NPC476693
0.8095	Intermediate Similarity	NPC476546
0.809	Intermediate Similarity	NPC470383
0.809	Intermediate Similarity	NPC209620
0.809	Intermediate Similarity	NPC23852
0.8085	Intermediate Similarity	NPC159876
0.8081	Intermediate Similarity	NPC285231
0.8081	Intermediate Similarity	NPC88000
0.8081	Intermediate Similarity	NPC129372
0.8081	Intermediate Similarity	NPC155974
0.8081	Intermediate Similarity	NPC309425
0.8081	Intermediate Similarity	NPC21568
0.8081	Intermediate Similarity	NPC4831
0.8081	Intermediate Similarity	NPC471112

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 NPC235126 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	189
0.1-0.2	1825
0.2-0.3	4461
0.3-0.4	1887
0.4-0.5	359
0.5-0.6	174
0.6-0.7	206
0.7-0.8	48
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8182	Intermediate Similarity	NPD6928	Phase 2
0.814	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.8023	Intermediate Similarity	NPD6942	Approved
0.8023	Intermediate Similarity	NPD7339	Approved
0.7864	Intermediate Similarity	NPD6412	Phase 2
0.7766	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD7525	Registered
0.75	Intermediate Similarity	NPD4784	Approved
0.75	Intermediate Similarity	NPD4785	Approved
0.7477	Intermediate Similarity	NPD7328	Approved
0.7477	Intermediate Similarity	NPD7327	Approved
0.7471	Intermediate Similarity	NPD4243	Approved
0.7447	Intermediate Similarity	NPD4786	Approved
0.7447	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7434	Intermediate Similarity	NPD8033	Approved
0.7411	Intermediate Similarity	NPD7516	Approved
0.7374	Intermediate Similarity	NPD6399	Phase 3
0.7345	Intermediate Similarity	NPD8377	Approved
0.7345	Intermediate Similarity	NPD6054	Approved
0.7345	Intermediate Similarity	NPD8294	Approved
0.7345	Intermediate Similarity	NPD6059	Approved
0.734	Intermediate Similarity	NPD6695	Phase 3
0.7303	Intermediate Similarity	NPD6926	Approved
0.7303	Intermediate Similarity	NPD6924	Approved
0.7283	Intermediate Similarity	NPD7645	Phase 2
0.7283	Intermediate Similarity	NPD6929	Approved
0.7281	Intermediate Similarity	NPD8378	Approved
0.7281	Intermediate Similarity	NPD8380	Approved
0.7281	Intermediate Similarity	NPD8296	Approved
0.7281	Intermediate Similarity	NPD8379	Approved
0.7281	Intermediate Similarity	NPD8335	Approved
0.7234	Intermediate Similarity	NPD3667	Approved
0.7217	Intermediate Similarity	NPD6370	Approved
0.7204	Intermediate Similarity	NPD6931	Approved
0.7204	Intermediate Similarity	NPD4748	Discontinued
0.7204	Intermediate Similarity	NPD6930	Phase 2
0.72	Intermediate Similarity	NPD8171	Discontinued
0.7184	Intermediate Similarity	NPD7638	Approved
0.7143	Intermediate Similarity	NPD6933	Approved
0.713	Intermediate Similarity	NPD7503	Approved
0.713	Intermediate Similarity	NPD6016	Approved
0.713	Intermediate Similarity	NPD6015	Approved
0.7115	Intermediate Similarity	NPD7640	Approved
0.7115	Intermediate Similarity	NPD7639	Approved
0.7107	Intermediate Similarity	NPD8449	Approved
0.7103	Intermediate Similarity	NPD6008	Approved
0.7094	Intermediate Similarity	NPD7492	Approved
0.7083	Intermediate Similarity	NPD3665	Phase 1
0.7083	Intermediate Similarity	NPD3666	Approved
0.7083	Intermediate Similarity	NPD3133	Approved
0.7079	Intermediate Similarity	NPD7151	Approved
0.7079	Intermediate Similarity	NPD7152	Approved
0.7079	Intermediate Similarity	NPD7150	Approved
0.7069	Intermediate Similarity	NPD5988	Approved
0.7065	Intermediate Similarity	NPD6932	Approved
0.7065	Intermediate Similarity	NPD5776	Phase 2
0.7065	Intermediate Similarity	NPD6925	Approved
0.7059	Intermediate Similarity	NPD7736	Approved
0.7049	Intermediate Similarity	NPD8450	Suspended
0.7045	Intermediate Similarity	NPD6923	Approved
0.7045	Intermediate Similarity	NPD6922	Approved
0.7041	Intermediate Similarity	NPD7524	Approved
0.7041	Intermediate Similarity	NPD7750	Discontinued
0.7034	Intermediate Similarity	NPD6616	Approved
0.7034	Intermediate Similarity	NPD7507	Approved
0.7033	Intermediate Similarity	NPD4190	Phase 3
0.7033	Intermediate Similarity	NPD5275	Approved
0.703	Intermediate Similarity	NPD4202	Approved
0.7027	Intermediate Similarity	NPD6882	Approved
0.7009	Intermediate Similarity	NPD6067	Discontinued
0.6989	Remote Similarity	NPD7145	Approved
0.6975	Remote Similarity	NPD7078	Approved
0.6975	Remote Similarity	NPD8293	Discontinued
0.6972	Remote Similarity	NPD7320	Approved
0.697	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6903	Approved
0.6966	Remote Similarity	NPD7143	Approved
0.6966	Remote Similarity	NPD7144	Approved
0.6944	Remote Similarity	NPD7128	Approved
0.6944	Remote Similarity	NPD6675	Approved
0.6944	Remote Similarity	NPD6402	Approved
0.6944	Remote Similarity	NPD5739	Approved
0.6939	Remote Similarity	NPD7521	Approved
0.6939	Remote Similarity	NPD7334	Approved
0.6939	Remote Similarity	NPD6684	Approved
0.6939	Remote Similarity	NPD6409	Approved
0.6939	Remote Similarity	NPD7146	Approved
0.6939	Remote Similarity	NPD5330	Approved
0.693	Remote Similarity	NPD6009	Approved
0.6923	Remote Similarity	NPD6083	Phase 2
0.6923	Remote Similarity	NPD6084	Phase 2
0.6917	Remote Similarity	NPD6033	Approved
0.6915	Remote Similarity	NPD6683	Phase 2
0.6915	Remote Similarity	NPD4195	Approved
0.69	Remote Similarity	NPD6051	Approved
0.69	Remote Similarity	NPD5328	Approved
0.6893	Remote Similarity	NPD7991	Discontinued
0.686	Remote Similarity	NPD7319	Approved
0.6842	Remote Similarity	NPD7509	Discontinued
0.6842	Remote Similarity	NPD7514	Phase 3
0.6837	Remote Similarity	NPD6893	Approved
0.6818	Remote Similarity	NPD6881	Approved
0.6818	Remote Similarity	NPD6899	Approved
0.6771	Remote Similarity	NPD6902	Approved
0.6768	Remote Similarity	NPD3618	Phase 1
0.6765	Remote Similarity	NPD7087	Discontinued
0.6765	Remote Similarity	NPD6079	Approved
0.6762	Remote Similarity	NPD4755	Approved
0.6757	Remote Similarity	NPD6372	Approved
0.6757	Remote Similarity	NPD6373	Approved
0.6733	Remote Similarity	NPD4753	Phase 2
0.6727	Remote Similarity	NPD5697	Approved
0.6727	Remote Similarity	NPD5701	Approved
0.6701	Remote Similarity	NPD4221	Approved
0.6701	Remote Similarity	NPD4223	Phase 3
0.6696	Remote Similarity	NPD6883	Approved
0.6696	Remote Similarity	NPD7290	Approved
0.6696	Remote Similarity	NPD7102	Approved
0.6667	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6686	Approved
0.6667	Remote Similarity	NPD5329	Approved
0.6667	Remote Similarity	NPD7332	Phase 2
0.6667	Remote Similarity	NPD8133	Approved
0.6667	Remote Similarity	NPD6011	Approved
0.6667	Remote Similarity	NPD4632	Approved
0.6637	Remote Similarity	NPD6650	Approved
0.6637	Remote Similarity	NPD8130	Phase 1
0.6637	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6637	Remote Similarity	NPD6617	Approved
0.6637	Remote Similarity	NPD6869	Approved
0.6637	Remote Similarity	NPD6649	Approved
0.6637	Remote Similarity	NPD6847	Approved
0.6636	Remote Similarity	NPD4696	Approved
0.6636	Remote Similarity	NPD5285	Approved
0.6636	Remote Similarity	NPD5286	Approved
0.6636	Remote Similarity	NPD4700	Approved
0.6607	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD6012	Approved
0.6607	Remote Similarity	NPD6014	Approved
0.6607	Remote Similarity	NPD6013	Approved
0.6602	Remote Similarity	NPD8035	Phase 2
0.6602	Remote Similarity	NPD8034	Phase 2
0.6602	Remote Similarity	NPD7637	Suspended
0.66	Remote Similarity	NPD6098	Approved
0.6598	Remote Similarity	NPD6898	Phase 1
0.6579	Remote Similarity	NPD6053	Discontinued
0.6579	Remote Similarity	NPD8297	Approved
0.6574	Remote Similarity	NPD5223	Approved
0.6571	Remote Similarity	NPD5695	Phase 3
0.6571	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD3668	Phase 3
0.6566	Remote Similarity	NPD4197	Approved
0.6545	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD5696	Approved
0.6532	Remote Similarity	NPD5956	Approved
0.6514	Remote Similarity	NPD7632	Discontinued
0.6514	Remote Similarity	NPD5224	Approved
0.6514	Remote Similarity	NPD5211	Phase 2
0.6514	Remote Similarity	NPD5225	Approved
0.6514	Remote Similarity	NPD5226	Approved
0.6514	Remote Similarity	NPD4633	Approved
0.6476	Remote Similarity	NPD7748	Approved
0.6471	Remote Similarity	NPD6672	Approved
0.6471	Remote Similarity	NPD6319	Approved
0.6471	Remote Similarity	NPD5737	Approved
0.6465	Remote Similarity	NPD4788	Approved
0.6458	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6455	Remote Similarity	NPD5174	Approved
0.6455	Remote Similarity	NPD5175	Approved
0.6455	Remote Similarity	NPD4754	Approved
0.6449	Remote Similarity	NPD7902	Approved
0.6446	Remote Similarity	NPD7604	Phase 2
0.6442	Remote Similarity	NPD7515	Phase 2
0.6436	Remote Similarity	NPD5205	Approved
0.6436	Remote Similarity	NPD4689	Approved
0.6436	Remote Similarity	NPD5279	Phase 3
0.6436	Remote Similarity	NPD4138	Approved
0.6436	Remote Similarity	NPD4693	Phase 3
0.6436	Remote Similarity	NPD4688	Approved
0.6436	Remote Similarity	NPD4690	Approved
0.6417	Remote Similarity	NPD5983	Phase 2
0.6415	Remote Similarity	NPD5210	Approved
0.6415	Remote Similarity	NPD4629	Approved
0.6408	Remote Similarity	NPD6673	Approved
0.6408	Remote Similarity	NPD6080	Approved
0.6408	Remote Similarity	NPD6904	Approved
0.6404	Remote Similarity	NPD4634	Approved
0.6396	Remote Similarity	NPD5141	Approved
0.6373	Remote Similarity	NPD4250	Approved
0.6373	Remote Similarity	NPD4251	Approved
0.6356	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6355	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6355	Remote Similarity	NPD5221	Approved
0.6355	Remote Similarity	NPD5222	Approved
0.6355	Remote Similarity	NPD4697	Phase 3
0.6346	Remote Similarity	NPD5207	Approved
0.6341	Remote Similarity	NPD6336	Discontinued
0.6339	Remote Similarity	NPD4768	Approved
0.6339	Remote Similarity	NPD4767	Approved
0.6321	Remote Similarity	NPD6001	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