NPASS Compound

Structure

CID158565 OpenBabel06191715532D 76 77 0 0 1 0 0 0 0 0999 V2000 -29.4449 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5885 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.2224 -6.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.7224 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -29.4449 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -28.5788 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -27.7128 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -26.8468 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -25.9808 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -25.1147 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -24.2487 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -23.3827 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -22.5167 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -21.6506 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -20.7846 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -19.9186 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -19.0526 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -18.1865 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4545 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4545 -5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -14.7224 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -17.3205 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4545 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -17.3205 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 59 1 0 0 0 0 4 60 1 0 0 0 0 5 61 1 0 0 0 0 6 62 1 0 0 0 0 7 63 1 0 0 0 0 8 64 1 0 0 0 0 9 71 1 0 0 0 0 10 71 1 0 0 0 0 11 72 1 0 0 0 0 12 72 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 33 35 1 0 0 0 0 34 36 1 0 0 0 0 35 37 1 0 0 0 0 36 38 1 0 0 0 0 37 49 1 0 0 0 0 38 50 1 0 0 0 0 39 40 2 0 0 0 0 39 43 1 0 0 0 0 40 44 1 0 0 0 0 41 45 2 0 0 0 0 41 47 1 0 0 0 0 42 46 2 0 0 0 0 42 48 1 0 0 0 0 43 59 2 0 0 0 0 44 60 2 0 0 0 0 45 59 1 0 0 0 0 46 60 1 0 0 0 0 47 61 2 0 0 0 0 48 62 2 0 0 0 0 49 69 1 0 0 0 0 50 70 1 0 0 0 0 51 53 2 0 0 0 0 51 61 1 0 0 0 0 52 54 2 0 0 0 0 52 62 1 0 0 0 0 53 67 1 0 0 0 0 54 68 1 0 0 0 0 55 63 1 0 0 0 0 55 65 1 0 0 0 0 56 64 1 0 0 0 0 56 66 1 0 0 0 0 57 65 1 0 0 0 0 57 71 1 0 0 0 0 58 66 1 0 0 0 0 58 72 1 0 0 0 0 63 67 2 0 0 0 0 64 68 2 0 0 0 0 65 75 1 6 0 0 0 66 76 1 6 0 0 0 67 71 1 0 0 0 0 68 72 1 0 0 0 0 69 73 2 0 0 0 0 69 75 1 0 0 0 0 70 74 2 0 0 0 0 70 76 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1044.89
Volume:	1237.641
LogP:	16.611
LogD:	7.589
LogS:	-7.279
# Rotatable Bonds:	42
TPSA:	52.6
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.035
Synthetic Accessibility Score:	4.921
Fsp3:	0.667
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.532
MDCK Permeability:	3.920925337297376e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.544
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	116.79730224609375%
Volume Distribution (VD):	3.723
Pgp-substrate:	0.43219900131225586%

ADMET: Metabolism

CYP1A2-inhibitor:	0.02
CYP1A2-substrate:	0.132
CYP2C19-inhibitor:	0.099
CYP2C19-substrate:	0.067
CYP2C9-inhibitor:	0.015
CYP2C9-substrate:	1.0
CYP2D6-inhibitor:	0.93
CYP2D6-substrate:	0.978
CYP3A4-inhibitor:	0.966
CYP3A4-substrate:	0.513

ADMET: Excretion

Clearance (CL):	1.735
Half-life (T1/2):	0.0

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.243
Drug-inuced Liver Injury (DILI):	0.526
AMES Toxicity:	0.045
Rat Oral Acute Toxicity:	0.013
Maximum Recommended Daily Dose:	0.977
Skin Sensitization:	0.98
Carcinogencity:	0.016
Eye Corrosion:	0.003
Eye Irritation:	0.093
Respiratory Toxicity:	0.202

Download Data

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

Natural Product: NPC158565

Natural Product ID:	NPC158565
*Common Name:**	[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-Hexadecanoyloxy-2,6,6-Trimethylcyclohexen-1-Yl]-3,7,12,16-Tetramethyloctadeca-1,3,5,7,9,11,13,15,17-Nonaenyl]-3,5,5-Trimethylcyclohex-3-En-1-Yl] Hexadecanoate
IUPAC Name:	[(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hexadecanoyloxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-yl] hexadecanoate
Synonyms:
Standard InCHIKey:	XACHQDDXHDTRLX-XLVVAOPESA-N
Standard InCHI:	InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+/t65-,66-/m1/s1
SMILES:	CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)OC(=O)CCCCCCCCCCCCCCC)C)C)/C)/C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2359253
PubChem CID:	5281250
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001554] Tetraterpenoids [CHEMONTID:0001277] Carotenoids [CHEMONTID:0001410] Xanthophylls

*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
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[12467621]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	PMID[16212233]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	fruit	n.a.	PMID[16417304]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	branch	n.a.	PMID[17202693]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	calyces	Yilan, Heilongjiang Province, China	2004-SEP	PMID[18348534]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO4373	Phyllanthus acuminatus	Species	Phyllanthaceae	Eukaryota	Roots	n.a.	n.a.	PMID[2089115]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	root bark	n.a.	n.a.	PMID[23282106]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	Root Bark	n.a.	n.a.	PMID[26982999]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31397570]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[9090870]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23625	Physalis pubescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4373	Phyllanthus acuminatus	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4373	Phyllanthus acuminatus	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23625	Physalis pubescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4373	Phyllanthus acuminatus	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23625	Physalis pubescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4373	Phyllanthus acuminatus	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23429	Lycium barbarum	Species	Solanaceae	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
Potency	9

Activity Type	# Activity
Individual Protein	2
Others	7

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	33498.3	nM	PMID[478462]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	29855.4	nM	PMID[478462]
NPT2	Others	Unspecified		Potency	n.a.	26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	33491.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	8485.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11985.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	29849.3	nM	PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC158565 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	199
0.1-0.2	1027
0.2-0.3	5420
0.3-0.4	16158
0.4-0.5	9906
0.5-0.6	7016
0.6-0.7	2749
0.7-0.8	217
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8442	Intermediate Similarity	NPC228978
0.8235	Intermediate Similarity	NPC472220
0.8235	Intermediate Similarity	NPC97884
0.8193	Intermediate Similarity	NPC139566
0.8161	Intermediate Similarity	NPC36491
0.814	Intermediate Similarity	NPC475049
0.8125	Intermediate Similarity	NPC4827
0.8077	Intermediate Similarity	NPC306928
0.8	Intermediate Similarity	NPC264127
0.7955	Intermediate Similarity	NPC26888
0.7931	Intermediate Similarity	NPC118193
0.7931	Intermediate Similarity	NPC97577
0.7931	Intermediate Similarity	NPC256902
0.7927	Intermediate Similarity	NPC74086
0.7922	Intermediate Similarity	NPC475310
0.7907	Intermediate Similarity	NPC46912
0.7907	Intermediate Similarity	NPC162107
0.7901	Intermediate Similarity	NPC35574
0.7875	Intermediate Similarity	NPC899
0.7841	Intermediate Similarity	NPC148414
0.7841	Intermediate Similarity	NPC474842
0.7841	Intermediate Similarity	NPC475965
0.7841	Intermediate Similarity	NPC111585
0.7841	Intermediate Similarity	NPC175628
0.7831	Intermediate Similarity	NPC327002
0.7831	Intermediate Similarity	NPC474955
0.7805	Intermediate Similarity	NPC327674
0.7791	Intermediate Similarity	NPC329943
0.7791	Intermediate Similarity	NPC9892
0.7791	Intermediate Similarity	NPC91525
0.7791	Intermediate Similarity	NPC10005
0.7791	Intermediate Similarity	NPC325594
0.7778	Intermediate Similarity	NPC38830
0.7778	Intermediate Similarity	NPC473431
0.7778	Intermediate Similarity	NPC80365
0.7778	Intermediate Similarity	NPC473435
0.7778	Intermediate Similarity	NPC471078
0.7778	Intermediate Similarity	NPC473280
0.7753	Intermediate Similarity	NPC285184
0.7753	Intermediate Similarity	NPC77099
0.7753	Intermediate Similarity	NPC60755
0.7753	Intermediate Similarity	NPC301244
0.7753	Intermediate Similarity	NPC470590
0.7738	Intermediate Similarity	NPC73882
0.7727	Intermediate Similarity	NPC474889
0.7727	Intermediate Similarity	NPC284561
0.7722	Intermediate Similarity	NPC470237
0.7717	Intermediate Similarity	NPC110937
0.7711	Intermediate Similarity	NPC269791
0.7701	Intermediate Similarity	NPC181327
0.7654	Intermediate Similarity	NPC239127
0.7647	Intermediate Similarity	NPC312480
0.7647	Intermediate Similarity	NPC222358
0.764	Intermediate Similarity	NPC469372
0.764	Intermediate Similarity	NPC120840
0.764	Intermediate Similarity	NPC113989
0.764	Intermediate Similarity	NPC471896
0.764	Intermediate Similarity	NPC474728
0.7634	Intermediate Similarity	NPC477813
0.7625	Intermediate Similarity	NPC166797
0.7619	Intermediate Similarity	NPC473420
0.7619	Intermediate Similarity	NPC476988
0.7614	Intermediate Similarity	NPC224145
0.7614	Intermediate Similarity	NPC24816
0.7614	Intermediate Similarity	NPC477128
0.7609	Intermediate Similarity	NPC9487
0.759	Intermediate Similarity	NPC471299
0.7586	Intermediate Similarity	NPC73038
0.7586	Intermediate Similarity	NPC220478
0.7582	Intermediate Similarity	NPC477130
0.7582	Intermediate Similarity	NPC477129
0.7564	Intermediate Similarity	NPC199557
0.7558	Intermediate Similarity	NPC312660
0.7558	Intermediate Similarity	NPC100391
0.7553	Intermediate Similarity	NPC266955
0.7532	Intermediate Similarity	NPC45782
0.7531	Intermediate Similarity	NPC255060
0.7529	Intermediate Similarity	NPC296367
0.7529	Intermediate Similarity	NPC178676
0.7528	Intermediate Similarity	NPC77168
0.7528	Intermediate Similarity	NPC30522
0.7528	Intermediate Similarity	NPC36668
0.7528	Intermediate Similarity	NPC84271
0.7528	Intermediate Similarity	NPC118011
0.7528	Intermediate Similarity	NPC102414
0.7527	Intermediate Similarity	NPC21728
0.75	Intermediate Similarity	NPC477926
0.75	Intermediate Similarity	NPC195715
0.75	Intermediate Similarity	NPC134067
0.7474	Intermediate Similarity	NPC115899
0.7473	Intermediate Similarity	NPC79117
0.7473	Intermediate Similarity	NPC86368
0.7471	Intermediate Similarity	NPC76333
0.747	Intermediate Similarity	NPC321514
0.7444	Intermediate Similarity	NPC46281
0.7444	Intermediate Similarity	NPC212679
0.7444	Intermediate Similarity	NPC220454
0.7444	Intermediate Similarity	NPC123854
0.7444	Intermediate Similarity	NPC469595
0.7442	Intermediate Similarity	NPC470948
0.7442	Intermediate Similarity	NPC132386
0.7439	Intermediate Similarity	NPC152754
0.7439	Intermediate Similarity	NPC41017
0.7439	Intermediate Similarity	NPC476987
0.7439	Intermediate Similarity	NPC59602
0.7419	Intermediate Similarity	NPC122324
0.7419	Intermediate Similarity	NPC106425
0.7419	Intermediate Similarity	NPC327179
0.7419	Intermediate Similarity	NPC120708
0.7419	Intermediate Similarity	NPC151725
0.7416	Intermediate Similarity	NPC242864
0.7416	Intermediate Similarity	NPC473879
0.7412	Intermediate Similarity	NPC475665
0.7412	Intermediate Similarity	NPC117960
0.7412	Intermediate Similarity	NPC25554
0.7412	Intermediate Similarity	NPC142163
0.7412	Intermediate Similarity	NPC14044
0.7412	Intermediate Similarity	NPC172309
0.7407	Intermediate Similarity	NPC301065
0.7396	Intermediate Similarity	NPC114540
0.7396	Intermediate Similarity	NPC155332
0.7396	Intermediate Similarity	NPC32577
0.7391	Intermediate Similarity	NPC469406
0.7391	Intermediate Similarity	NPC159410
0.7391	Intermediate Similarity	NPC78580
0.7391	Intermediate Similarity	NPC184006
0.7391	Intermediate Similarity	NPC74751
0.7391	Intermediate Similarity	NPC296164
0.7391	Intermediate Similarity	NPC23621
0.7386	Intermediate Similarity	NPC202394
0.7386	Intermediate Similarity	NPC476982
0.7386	Intermediate Similarity	NPC6979
0.7386	Intermediate Similarity	NPC473226
0.7381	Intermediate Similarity	NPC100906
0.7368	Intermediate Similarity	NPC4638
0.7363	Intermediate Similarity	NPC297265
0.7363	Intermediate Similarity	NPC473944
0.7349	Intermediate Similarity	NPC476325
0.7349	Intermediate Similarity	NPC476264
0.734	Intermediate Similarity	NPC254496
0.734	Intermediate Similarity	NPC158347
0.734	Intermediate Similarity	NPC285513
0.7333	Intermediate Similarity	NPC95246
0.7333	Intermediate Similarity	NPC470588
0.7333	Intermediate Similarity	NPC474972
0.7333	Intermediate Similarity	NPC474686
0.7333	Intermediate Similarity	NPC50070
0.7333	Intermediate Similarity	NPC274330
0.7333	Intermediate Similarity	NPC198664
0.7333	Intermediate Similarity	NPC143232
0.7333	Intermediate Similarity	NPC73995
0.7333	Intermediate Similarity	NPC161751
0.7333	Intermediate Similarity	NPC474679
0.7326	Intermediate Similarity	NPC321289
0.7326	Intermediate Similarity	NPC471218
0.7326	Intermediate Similarity	NPC15910
0.7326	Intermediate Similarity	NPC286786
0.7326	Intermediate Similarity	NPC240302
0.7326	Intermediate Similarity	NPC327969
0.7317	Intermediate Similarity	NPC476844
0.7317	Intermediate Similarity	NPC324762
0.7312	Intermediate Similarity	NPC184848
0.7312	Intermediate Similarity	NPC222845
0.7312	Intermediate Similarity	NPC23241
0.7312	Intermediate Similarity	NPC69548
0.7312	Intermediate Similarity	NPC45324
0.7312	Intermediate Similarity	NPC162001
0.7312	Intermediate Similarity	NPC474727
0.7308	Intermediate Similarity	NPC96962
0.7303	Intermediate Similarity	NPC159046
0.7303	Intermediate Similarity	NPC167877
0.7303	Intermediate Similarity	NPC233836
0.7303	Intermediate Similarity	NPC71507
0.7303	Intermediate Similarity	NPC86005
0.7303	Intermediate Similarity	NPC187376
0.7294	Intermediate Similarity	NPC268827
0.7294	Intermediate Similarity	NPC469920
0.7292	Intermediate Similarity	NPC99411
0.7292	Intermediate Similarity	NPC115862
0.7292	Intermediate Similarity	NPC168319
0.7292	Intermediate Similarity	NPC194028
0.7284	Intermediate Similarity	NPC167145
0.7283	Intermediate Similarity	NPC474185
0.7283	Intermediate Similarity	NPC133579
0.7283	Intermediate Similarity	NPC474806
0.7273	Intermediate Similarity	NPC476602
0.7273	Intermediate Similarity	NPC2709
0.7273	Intermediate Similarity	NPC329738
0.7273	Intermediate Similarity	NPC110405
0.7273	Intermediate Similarity	NPC470177
0.7263	Intermediate Similarity	NPC260149
0.7263	Intermediate Similarity	NPC478056
0.7263	Intermediate Similarity	NPC471582
0.7263	Intermediate Similarity	NPC58942
0.7262	Intermediate Similarity	NPC471220
0.7253	Intermediate Similarity	NPC328141
0.7253	Intermediate Similarity	NPC111110
0.7253	Intermediate Similarity	NPC232202
0.7253	Intermediate Similarity	NPC470589
0.7253	Intermediate Similarity	NPC126369

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 NPC158565 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	1477
0.2-0.3	3870
0.3-0.4	2461
0.4-0.5	744
0.5-0.6	321
0.6-0.7	90
0.7-0.8	8
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8442	Intermediate Similarity	NPD8039	Approved
0.8161	Intermediate Similarity	NPD6411	Approved
0.7931	Intermediate Similarity	NPD6101	Approved
0.7931	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7927	Intermediate Similarity	NPD8259	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD5779	Approved
0.7667	Intermediate Similarity	NPD5778	Approved
0.7391	Intermediate Similarity	NPD7748	Approved
0.7391	Intermediate Similarity	NPD7900	Approved
0.7391	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD6399	Phase 3
0.7191	Intermediate Similarity	NPD6684	Approved
0.7191	Intermediate Similarity	NPD7146	Approved
0.7191	Intermediate Similarity	NPD5330	Approved
0.7191	Intermediate Similarity	NPD6409	Approved
0.7191	Intermediate Similarity	NPD7521	Approved
0.7191	Intermediate Similarity	NPD7334	Approved
0.7158	Intermediate Similarity	NPD7902	Approved
0.7143	Intermediate Similarity	NPD5325	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD8264	Approved
0.7033	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD6903	Approved
0.7033	Intermediate Similarity	NPD6672	Approved
0.7033	Intermediate Similarity	NPD5737	Approved
0.6989	Remote Similarity	NPD7515	Phase 2
0.6989	Remote Similarity	NPD6050	Approved
0.6989	Remote Similarity	NPD5694	Approved
0.6932	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD3573	Approved
0.6889	Remote Similarity	NPD1694	Approved
0.6882	Remote Similarity	NPD5207	Approved
0.6882	Remote Similarity	NPD5692	Phase 3
0.6854	Remote Similarity	NPD7154	Phase 3
0.6809	Remote Similarity	NPD7983	Approved
0.6809	Remote Similarity	NPD7637	Suspended
0.6778	Remote Similarity	NPD4786	Approved
0.6778	Remote Similarity	NPD3668	Phase 3
0.6774	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD3667	Approved
0.6701	Remote Similarity	NPD7839	Suspended
0.6667	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5362	Discontinued
0.6632	Remote Similarity	NPD5284	Approved
0.6632	Remote Similarity	NPD8034	Phase 2
0.6632	Remote Similarity	NPD8035	Phase 2
0.6632	Remote Similarity	NPD5281	Approved
0.663	Remote Similarity	NPD6422	Discontinued
0.663	Remote Similarity	NPD6098	Approved
0.663	Remote Similarity	NPD5279	Phase 3
0.6629	Remote Similarity	NPD5369	Approved
0.6598	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD5695	Phase 3
0.6596	Remote Similarity	NPD6673	Approved
0.6596	Remote Similarity	NPD6080	Approved
0.6596	Remote Similarity	NPD6904	Approved
0.6556	Remote Similarity	NPD6435	Approved
0.6556	Remote Similarity	NPD5209	Approved
0.6538	Remote Similarity	NPD6881	Approved
0.6538	Remote Similarity	NPD6899	Approved
0.6509	Remote Similarity	NPD8130	Phase 1
0.6505	Remote Similarity	NPD6008	Approved
0.6505	Remote Similarity	NPD6402	Approved
0.6505	Remote Similarity	NPD7128	Approved
0.6505	Remote Similarity	NPD5739	Approved
0.6505	Remote Similarity	NPD6675	Approved
0.6465	Remote Similarity	NPD6083	Phase 2
0.6465	Remote Similarity	NPD6084	Phase 2
0.6458	Remote Similarity	NPD6079	Approved
0.6452	Remote Similarity	NPD3618	Phase 1
0.6449	Remote Similarity	NPD8297	Approved
0.6442	Remote Similarity	NPD5697	Approved
0.6438	Remote Similarity	NPD28	Approved
0.6438	Remote Similarity	NPD29	Approved
0.6429	Remote Similarity	NPD5654	Approved
0.6421	Remote Similarity	NPD5328	Approved
0.6415	Remote Similarity	NPD7102	Approved
0.6415	Remote Similarity	NPD7290	Approved
0.6415	Remote Similarity	NPD6883	Approved
0.6413	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.64	Remote Similarity	NPD7638	Approved
0.6395	Remote Similarity	NPD5733	Approved
0.6395	Remote Similarity	NPD4687	Approved
0.6381	Remote Similarity	NPD7320	Approved
0.6381	Remote Similarity	NPD6011	Approved
0.6374	Remote Similarity	NPD4269	Approved
0.6374	Remote Similarity	NPD4270	Approved
0.6364	Remote Similarity	NPD4756	Discovery
0.6364	Remote Similarity	NPD7732	Phase 3
0.6355	Remote Similarity	NPD6847	Approved
0.6355	Remote Similarity	NPD6649	Approved
0.6355	Remote Similarity	NPD6869	Approved
0.6355	Remote Similarity	NPD6617	Approved
0.6355	Remote Similarity	NPD6650	Approved
0.6354	Remote Similarity	NPD5785	Approved
0.6354	Remote Similarity	NPD6698	Approved
0.6354	Remote Similarity	NPD46	Approved
0.6353	Remote Similarity	NPD7151	Approved
0.6353	Remote Similarity	NPD5276	Approved
0.6353	Remote Similarity	NPD7152	Approved
0.6353	Remote Similarity	NPD7150	Approved
0.6344	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD7331	Phase 2
0.6337	Remote Similarity	NPD7640	Approved
0.6337	Remote Similarity	NPD7639	Approved
0.6333	Remote Similarity	NPD5368	Approved
0.6333	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD4695	Discontinued
0.6321	Remote Similarity	NPD6014	Approved
0.6321	Remote Similarity	NPD6373	Approved
0.6321	Remote Similarity	NPD6013	Approved
0.6321	Remote Similarity	NPD6372	Approved
0.6321	Remote Similarity	NPD6012	Approved
0.6316	Remote Similarity	NPD4518	Approved
0.6316	Remote Similarity	NPD5208	Approved
0.63	Remote Similarity	NPD5959	Approved
0.6296	Remote Similarity	NPD3197	Phase 1
0.6296	Remote Similarity	NPD6882	Approved
0.6289	Remote Similarity	NPD5693	Phase 1
0.6286	Remote Similarity	NPD5701	Approved
0.6277	Remote Similarity	NPD5786	Approved
0.625	Remote Similarity	NPD4192	Approved
0.625	Remote Similarity	NPD4194	Approved
0.625	Remote Similarity	NPD4193	Approved
0.625	Remote Similarity	NPD6051	Approved
0.625	Remote Similarity	NPD4191	Approved
0.6238	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6238	Remote Similarity	NPD5696	Approved
0.6238	Remote Similarity	NPD4225	Approved
0.6237	Remote Similarity	NPD3665	Phase 1
0.6237	Remote Similarity	NPD3133	Approved
0.6237	Remote Similarity	NPD3666	Approved
0.6235	Remote Similarity	NPD7144	Approved
0.6235	Remote Similarity	NPD7143	Approved
0.622	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD7115	Discovery
0.6207	Remote Similarity	NPD4058	Approved
0.6207	Remote Similarity	NPD6926	Approved
0.6207	Remote Similarity	NPD6924	Approved
0.6204	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.62	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.62	Remote Similarity	NPD5222	Approved
0.62	Remote Similarity	NPD5221	Approved
0.6186	Remote Similarity	NPD7838	Discovery
0.6184	Remote Similarity	NPD3194	Approved
0.6184	Remote Similarity	NPD3195	Phase 2
0.6184	Remote Similarity	NPD3196	Approved
0.6184	Remote Similarity	NPD4266	Approved
0.6176	Remote Similarity	NPD7798	Approved
0.617	Remote Similarity	NPD5363	Approved
0.6168	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6164	Remote Similarity	NPD8262	Approved
0.6162	Remote Similarity	NPD6001	Approved
0.6154	Remote Similarity	NPD4820	Approved
0.6154	Remote Similarity	NPD4252	Approved
0.6154	Remote Similarity	NPD4822	Approved
0.6154	Remote Similarity	NPD4819	Approved
0.6154	Remote Similarity	NPD4821	Approved
0.6139	Remote Similarity	NPD5173	Approved
0.6129	Remote Similarity	NPD5332	Approved
0.6129	Remote Similarity	NPD5331	Approved
0.6129	Remote Similarity	NPD6695	Phase 3
0.6126	Remote Similarity	NPD6868	Approved
0.6125	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6118	Remote Similarity	NPD6922	Approved
0.6118	Remote Similarity	NPD6923	Approved
0.6111	Remote Similarity	NPD4268	Approved
0.6111	Remote Similarity	NPD4271	Approved
0.6105	Remote Similarity	NPD4694	Approved
0.6105	Remote Similarity	NPD5280	Approved
0.61	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6091	Remote Similarity	NPD6858	Approved
0.6091	Remote Similarity	NPD7094	Approved
0.6087	Remote Similarity	NPD4790	Discontinued
0.6071	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD6933	Approved
0.6064	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6061	Remote Similarity	NPD4202	Approved
0.6053	Remote Similarity	NPD3172	Approved
0.6044	Remote Similarity	NPD7645	Phase 2
0.6042	Remote Similarity	NPD7750	Discontinued
0.604	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.604	Remote Similarity	NPD1989	Approved
0.604	Remote Similarity	NPD4697	Phase 3
0.6027	Remote Similarity	NPD5343	Approved
0.602	Remote Similarity	NPD3672	Approved
0.602	Remote Similarity	NPD3673	Approved
0.6019	Remote Similarity	NPD4696	Approved
0.6019	Remote Similarity	NPD5285	Approved
0.6019	Remote Similarity	NPD6648	Approved
0.6019	Remote Similarity	NPD5286	Approved
0.6018	Remote Similarity	NPD6335	Approved
0.6	Remote Similarity	NPD8515	Approved
0.6	Remote Similarity	NPD8516	Approved
0.6	Remote Similarity	NPD6932	Approved
0.6	Remote Similarity	NPD1696	Phase 3
0.6	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8513	Phase 3
0.6	Remote Similarity	NPD8517	Approved
0.6	Remote Similarity	NPD5282	Discontinued

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