NPASS Compound

Structure

CID74259 OpenBabel06191715412D 68 76 0 0 1 0 0 0 0 0999 V2000 -2.5981 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6554 -5.5865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6010 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -7.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2733 -4.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7345 -4.4309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -9.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3223 -5.2399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -9.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -9.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0132 -6.1910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -7.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -7.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2733 -3.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -9.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 1 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 -1.7321 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0823 -3.3431 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 5.0745 -7.3436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3223 -3.6219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -9.5000 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 -2.5981 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4 25 1 0 0 0 0 6 48 1 0 0 0 0 7 8 1 0 0 0 0 7 27 1 0 0 0 0 8 31 1 0 0 0 0 9 12 1 0 0 0 0 9 28 1 0 0 0 0 10 13 1 0 0 0 0 10 30 1 0 0 0 0 11 14 1 0 0 0 0 11 29 1 0 0 0 0 12 47 1 0 0 0 0 13 48 1 0 0 0 0 14 49 1 0 0 0 0 15 26 2 0 0 0 0 15 36 1 0 0 0 0 16 27 1 0 0 0 0 16 28 1 0 0 0 0 17 32 1 0 0 0 0 17 37 1 0 0 0 0 18 33 1 0 0 0 0 18 38 1 0 0 0 0 19 34 1 0 0 0 0 19 39 1 0 0 0 0 20 50 1 0 0 0 0 21 26 1 0 0 0 0 21 59 1 0 0 0 0 22 1 1 6 0 0 0 22 43 1 0 0 0 0 22 60 1 0 0 0 0 23 2 1 6 0 0 0 23 44 1 0 0 0 0 23 61 1 0 0 0 0 24 3 1 6 0 0 0 24 45 1 0 0 0 0 24 62 1 0 0 0 0 25 51 2 0 0 0 0 25 63 1 0 0 0 0 26 29 1 0 0 0 0 27 47 1 6 0 0 0 28 64 1 1 0 0 0 29 48 1 1 0 0 0 30 31 1 0 0 0 0 30 47 1 1 0 0 0 31 49 1 6 0 0 0 32 43 1 0 0 0 0 32 52 1 1 0 0 0 33 44 1 0 0 0 0 33 53 1 1 0 0 0 34 45 1 0 0 0 0 34 63 1 1 0 0 0 35 20 1 6 0 0 0 35 40 1 0 0 0 0 35 65 1 0 0 0 0 36 54 2 0 0 0 0 36 59 1 0 0 0 0 37 60 1 0 0 0 0 37 64 1 6 0 0 0 38 61 1 0 0 0 0 38 66 1 6 0 0 0 39 62 1 0 0 0 0 39 67 1 6 0 0 0 40 41 1 0 0 0 0 40 55 1 1 0 0 0 41 42 1 0 0 0 0 41 56 1 6 0 0 0 42 46 1 0 0 0 0 42 57 1 1 0 0 0 43 66 1 1 0 0 0 44 67 1 1 0 0 0 45 68 1 1 0 0 0 46 65 1 0 0 0 0 46 68 1 6 0 0 0 47 5 1 1 0 0 0 48 49 1 1 0 0 0 49 58 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	968.5
Volume:	938.157
LogP:	3.402
LogD:	3.093
LogS:	-4.16
# Rotatable Bonds:	12
TPSA:	275.12
# H-Bond Aceptor:	19
# H-Bond Donor:	8
# Rings:	9
# Heavy Atoms:	19

MedChem Properties

QED Drug-Likeness Score:	0.117
Synthetic Accessibility Score:	6.595
Fsp3:	0.898
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.101
MDCK Permeability:	0.00028865152853541076
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.358
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	0.064

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.051
Plasma Protein Binding (PPB):	87.5615234375%
Volume Distribution (VD):	0.095
Pgp-substrate:	10.185419082641602%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.598
CYP2C19-inhibitor:	0.003
CYP2C19-substrate:	0.223
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.01
CYP2D6-inhibitor:	0.023
CYP2D6-substrate:	0.08
CYP3A4-inhibitor:	0.106
CYP3A4-substrate:	0.55

ADMET: Excretion

Clearance (CL):	0.236
Half-life (T1/2):	0.523

ADMET: Toxicity

hERG Blockers:	0.711
Human Hepatotoxicity (H-HT):	0.238
Drug-inuced Liver Injury (DILI):	0.163
AMES Toxicity:	0.292
Rat Oral Acute Toxicity:	0.887
Maximum Recommended Daily Dose:	0.977
Skin Sensitization:	0.787
Carcinogencity:	0.304
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.969

Download Data

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

Natural Product: NPC74259

Natural Product ID:	NPC74259
*Common Name:**	[(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-4-Hydroxy-6-[(2R,3S,4S,6R)-4-Hydroxy-6-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-Hydroxy-10,13-Dimethyl-17-(5-Oxo-2H-Furan-3-Yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[A]Phenanthren-3-Yl]Oxy]-2-Methyloxan-3-Yl]Oxy-2-Methyloxan-3-Yl]Oxy-2-Methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyoxan-4-Yl] Acetate
IUPAC Name:	[(2R,3R,4S,6S)-6-[(2R,3S,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
Synonyms:
Standard InCHIKey:	YFGQJKBUXPKSAW-YSTAXILLSA-N
Standard InCHI:	InChI=1S/C49H76O19/c1-22-43(66-38-18-33(53)44(23(2)61-38)67-39-19-34(63-25(4)51)45(24(3)62-39)68-46-42(57)41(56)40(55)35(20-50)65-46)32(52)17-37(60-22)64-28-9-12-47(5)27(16-28)7-8-31-30(47)10-13-48(6)29(11-14-49(31,48)58)26-15-36(54)59-21-26/h15,22-24,27-35,37-46,50,52-53,55-58H,7-14,16-21H2,1-6H3/t22-,23-,24-,27-,28+,29-,30+,31-,32+,33+,34+,35-,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+/m1/s1
SMILES:	C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1)O)O[C@H]1C[C@@H]([C@@H]([C@@H](C)O1)O[C@H]1C[C@@H]([C@@H]([C@@H](C)O1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)OC(=O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3391717
PubChem CID:	10819737
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives [CHEMONTID:0001559] Cardenolide glycosides and derivatives

*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
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.lwt.2014.11.023]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9834166]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4443	Digitalis purpurea	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19015	Begonia glabra	Species	Begoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13401	Phoenix canariensis	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12474	Cordyline fruticosa	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1551	Luffa aegyptiaca	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19441	Strychnos splendens	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17774	Hemerocallis fulva	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17635	Aria arguta	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19175	Iguana iguana	Species	Iguanidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22245	Digitalis lanata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18180	Erysimum repandum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19093	Streptomyces aburaviensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27168	Atropa belladona	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
AC50	1
GI50	60
Others	5
Potency	41

Activity Type	# Activity
Cell Line	62
Individual Protein	14
NON-MOLECULAR	2
Others	29

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	535.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1678.5	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	95.2	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	211.3	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	36.6	nM	PMID[521459]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	112.2	nM	PMID[521459]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	501.2	nM	PMID[521459]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	100.0	nM	PMID[521459]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	24.32	nM	PMID[521460]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	39.81	nM	PMID[521460]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	24.21	nM	PMID[521460]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	47.97	nM	PMID[521460]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	14.89	nM	PMID[521460]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	23.66	nM	PMID[521460]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	14.0	nM	PMID[521460]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	27.8	nM	PMID[521460]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	26.85	nM	PMID[521460]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	81.47	nM	PMID[521460]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[521460]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	16.87	nM	PMID[521460]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	31.99	nM	PMID[521460]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	27.48	nM	PMID[521460]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	34.2	nM	PMID[521460]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	255.86	nM	PMID[521460]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	65.77	nM	PMID[521460]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	17.42	nM	PMID[521460]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	111.17	nM	PMID[521460]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	20.18	nM	PMID[521460]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	65.01	nM	PMID[521460]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	63.39	nM	PMID[521460]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	15.96	nM	PMID[521460]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	37.33	nM	PMID[521460]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	17.91	nM	PMID[521460]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	15.92	nM	PMID[521460]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	16.71	nM	PMID[521460]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	45.19	nM	PMID[521460]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	61.52	nM	PMID[521460]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	68.71	nM	PMID[521460]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	23.07	nM	PMID[521460]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	12.47	nM	PMID[521460]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	14.79	nM	PMID[521460]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	15.21	nM	PMID[521460]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	13.0	nM	PMID[521460]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	39.54	nM	PMID[521460]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	38.73	nM	PMID[521460]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	131.83	nM	PMID[521460]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	34.04	nM	PMID[521460]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	16.07	nM	PMID[521460]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	16.18	nM	PMID[521460]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	10.0	nM	PMID[521460]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	72.61	nM	PMID[521460]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	26.92	nM	PMID[521460]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	14.45	nM	PMID[521460]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	103.04	nM	PMID[521460]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	136.14	nM	PMID[521460]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	28.84	nM	PMID[521460]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	49.09	nM	PMID[521460]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	920.0	nM	PMID[521459]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	119.2	nM	PMID[521459]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	410.9	nM	PMID[521459]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	298.6	nM	PMID[521461]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	580.5	nM	PMID[521459]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	335.0	nM	PMID[521461]
NPT1283	Individual Protein	Paired box protein Pax-8	Homo sapiens	AC50	=	345.0	nM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	473.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	756.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	42.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	535.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	392.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1883.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	600.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	149.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	106.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	298.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	134.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	67.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	133.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	595.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	47.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	920.0	nM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	89.1	nM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	794.3	nM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	51.7	nM	PMID[521459]
NPT2	Others	Unspecified		AbsAC35	=	0.0893	uM	PMID[521459]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	82.0	nM	PMID[521459]
NPT2	Others	Unspecified		Max_Activity	=	2.85	uM	PMID[521459]
NPT2	Others	Unspecified		AbsAC35_uM	=	0.105	uM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	4466.8	nM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	25118.9	nM	PMID[521461]
NPT2	Others	Unspecified		Potency	n.a.	5623.4	nM	PMID[521459]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	AbsAC35_uM	=	0.0996	uM	PMID[521459]
NPT2	Others	Unspecified		Potency	n.a.	5623.4	nM	PMID[521461]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	AbsAC35_uM	=	0.0583	uM	PMID[521459]

☑ 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 NPC74259 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	269
0.1-0.2	1857
0.2-0.3	5438
0.3-0.4	12105
0.4-0.5	9566
0.5-0.6	6556
0.6-0.7	3963
0.7-0.8	1793
0.8-0.85	719
0.85-0.9	266
0.9-0.95	99
0.95-1	66

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC474423
0.9912	High Similarity	NPC308262
0.9912	High Similarity	NPC208193
0.9912	High Similarity	NPC117445
0.9911	High Similarity	NPC120390
0.9911	High Similarity	NPC475419
0.9911	High Similarity	NPC474908
0.9911	High Similarity	NPC475590
0.9821	High Similarity	NPC72260
0.9735	High Similarity	NPC173555
0.9735	High Similarity	NPC314535
0.9732	High Similarity	NPC55532
0.9732	High Similarity	NPC469756
0.9732	High Similarity	NPC32177
0.9732	High Similarity	NPC30483
0.9732	High Similarity	NPC470897
0.9732	High Similarity	NPC236973
0.9732	High Similarity	NPC292467
0.9649	High Similarity	NPC193893
0.9649	High Similarity	NPC264336
0.9646	High Similarity	NPC475556
0.9646	High Similarity	NPC475629
0.9561	High Similarity	NPC231518
0.9561	High Similarity	NPC475219
0.9561	High Similarity	NPC40749
0.9558	High Similarity	NPC329905
0.9554	High Similarity	NPC93883
0.9474	High Similarity	NPC475136
0.9474	High Similarity	NPC474466
0.9474	High Similarity	NPC135369
0.9464	High Similarity	NPC310341
0.9464	High Similarity	NPC99620
0.9464	High Similarity	NPC199428
0.9464	High Similarity	NPC193382
0.9464	High Similarity	NPC5311
0.9386	High Similarity	NPC44899
0.9386	High Similarity	NPC5883
0.9386	High Similarity	NPC304260
0.9386	High Similarity	NPC29639
0.9381	High Similarity	NPC77319
0.9381	High Similarity	NPC471353
0.9381	High Similarity	NPC474418
0.9381	High Similarity	NPC152615
0.9381	High Similarity	NPC244402
0.9381	High Similarity	NPC471351
0.9381	High Similarity	NPC87250
0.9381	High Similarity	NPC158344
0.9381	High Similarity	NPC157376
0.9381	High Similarity	NPC473852
0.9381	High Similarity	NPC309034
0.9381	High Similarity	NPC243196
0.9381	High Similarity	NPC84987
0.9381	High Similarity	NPC196429
0.9381	High Similarity	NPC142066
0.9381	High Similarity	NPC27507
0.9381	High Similarity	NPC471354
0.9381	High Similarity	NPC99728
0.9381	High Similarity	NPC50305
0.9381	High Similarity	NPC34390
0.9381	High Similarity	NPC471355
0.9375	High Similarity	NPC471633
0.9375	High Similarity	NPC84949
0.9375	High Similarity	NPC69576
0.9375	High Similarity	NPC31354
0.9304	High Similarity	NPC107607
0.9298	High Similarity	NPC83287
0.9298	High Similarity	NPC218093
0.9217	High Similarity	NPC81222
0.9217	High Similarity	NPC291820
0.9211	High Similarity	NPC20979
0.9211	High Similarity	NPC290693
0.9211	High Similarity	NPC203862
0.916	High Similarity	NPC329784
0.916	High Similarity	NPC240070
0.913	High Similarity	NPC10366
0.9052	High Similarity	NPC195560
0.9052	High Similarity	NPC229962
0.9043	High Similarity	NPC100048
0.9043	High Similarity	NPC476690
0.9032	High Similarity	NPC329675
0.9008	High Similarity	NPC188234
0.9008	High Similarity	NPC329986
0.9008	High Similarity	NPC140092
0.9008	High Similarity	NPC276838
0.9008	High Similarity	NPC125077
0.9008	High Similarity	NPC232785
0.8983	High Similarity	NPC43842
0.8983	High Similarity	NPC115349
0.8974	High Similarity	NPC207243
0.8974	High Similarity	NPC233391
0.8974	High Similarity	NPC50689
0.8974	High Similarity	NPC198325
0.8957	High Similarity	NPC146652
0.8952	High Similarity	NPC194716
0.8943	High Similarity	NPC477709
0.8943	High Similarity	NPC476221
0.8938	High Similarity	NPC65167
0.8917	High Similarity	NPC179261
0.8908	High Similarity	NPC202261
0.8908	High Similarity	NPC106589
0.8908	High Similarity	NPC27363
0.8908	High Similarity	NPC257207
0.8908	High Similarity	NPC295133
0.8889	High Similarity	NPC473633
0.8889	High Similarity	NPC476085
0.8871	High Similarity	NPC329636
0.8839	High Similarity	NPC38217
0.8839	High Similarity	NPC472988
0.8814	High Similarity	NPC470312
0.8803	High Similarity	NPC475403
0.8803	High Similarity	NPC475357
0.8803	High Similarity	NPC160888
0.8803	High Similarity	NPC470515
0.8793	High Similarity	NPC477031
0.8793	High Similarity	NPC63609
0.879	High Similarity	NPC116075
0.879	High Similarity	NPC247190
0.879	High Similarity	NPC146857
0.879	High Similarity	NPC469749
0.879	High Similarity	NPC32793
0.8783	High Similarity	NPC469347
0.8783	High Similarity	NPC469348
0.878	High Similarity	NPC16569
0.878	High Similarity	NPC253456
0.878	High Similarity	NPC159338
0.8772	High Similarity	NPC114188
0.8761	High Similarity	NPC154085
0.8761	High Similarity	NPC475030
0.8761	High Similarity	NPC296761
0.8761	High Similarity	NPC51925
0.8761	High Similarity	NPC125361
0.8761	High Similarity	NPC43976
0.876	High Similarity	NPC250556
0.876	High Similarity	NPC469750
0.875	High Similarity	NPC208650
0.875	High Similarity	NPC234160
0.875	High Similarity	NPC63368
0.875	High Similarity	NPC14946
0.873	High Similarity	NPC59288
0.8729	High Similarity	NPC470911
0.8729	High Similarity	NPC153085
0.8729	High Similarity	NPC470517
0.8729	High Similarity	NPC268326
0.8729	High Similarity	NPC470915
0.8718	High Similarity	NPC477807
0.871	High Similarity	NPC19124
0.871	High Similarity	NPC93416
0.871	High Similarity	NPC42670
0.8707	High Similarity	NPC11548
0.8707	High Similarity	NPC477808
0.8699	High Similarity	NPC91
0.8696	High Similarity	NPC42171
0.8689	High Similarity	NPC471357
0.8689	High Similarity	NPC469757
0.8689	High Similarity	NPC471356
0.8689	High Similarity	NPC146456
0.8689	High Similarity	NPC117702
0.8689	High Similarity	NPC179412
0.8678	High Similarity	NPC471090
0.8673	High Similarity	NPC159005
0.8673	High Similarity	NPC6931
0.8673	High Similarity	NPC51172
0.8673	High Similarity	NPC220427
0.8673	High Similarity	NPC246124
0.8673	High Similarity	NPC180183
0.8673	High Similarity	NPC49032
0.8673	High Similarity	NPC125324
0.8661	High Similarity	NPC473199
0.8661	High Similarity	NPC69737
0.8661	High Similarity	NPC160816
0.8661	High Similarity	NPC127801
0.8661	High Similarity	NPC208477
0.8661	High Similarity	NPC208594
0.8661	High Similarity	NPC194842
0.8661	High Similarity	NPC152584
0.8661	High Similarity	NPC269627
0.8655	High Similarity	NPC473566
0.8655	High Similarity	NPC475358
0.864	High Similarity	NPC142756
0.864	High Similarity	NPC157817
0.864	High Similarity	NPC225385
0.864	High Similarity	NPC298783
0.864	High Similarity	NPC104585
0.8632	High Similarity	NPC477029
0.8632	High Similarity	NPC477030
0.8632	High Similarity	NPC148965
0.8632	High Similarity	NPC207637
0.8621	High Similarity	NPC476693
0.8621	High Similarity	NPC144068
0.8609	High Similarity	NPC472987
0.8609	High Similarity	NPC470748
0.8609	High Similarity	NPC473021
0.8596	High Similarity	NPC250089
0.8596	High Similarity	NPC151134
0.8596	High Similarity	NPC14630
0.8596	High Similarity	NPC157530
0.8584	High Similarity	NPC231340
0.8584	High Similarity	NPC181467
0.8571	High Similarity	NPC470914
0.8548	High Similarity	NPC219085

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 NPC74259 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	232
0.1-0.2	1984
0.2-0.3	4145
0.3-0.4	1887
0.4-0.5	467
0.5-0.6	281
0.6-0.7	119
0.7-0.8	21
0.8-0.85	0
0.85-0.9	3
0.9-0.95	3
0.95-1	8

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9821	High Similarity	NPD8377	Approved
0.9821	High Similarity	NPD8294	Approved
0.9735	High Similarity	NPD8380	Approved
0.9735	High Similarity	NPD8335	Approved
0.9735	High Similarity	NPD8379	Approved
0.9735	High Similarity	NPD8296	Approved
0.9735	High Similarity	NPD8378	Approved
0.9561	High Similarity	NPD8033	Approved
0.9298	High Similarity	NPD7327	Approved
0.9298	High Similarity	NPD7328	Approved
0.9217	High Similarity	NPD7516	Approved
0.876	High Similarity	NPD7507	Approved
0.8583	High Similarity	NPD7503	Approved
0.8548	High Similarity	NPD7319	Approved
0.8462	Intermediate Similarity	NPD8133	Approved
0.7881	Intermediate Similarity	NPD6686	Approved
0.7698	Intermediate Similarity	NPD7625	Phase 1
0.7652	Intermediate Similarity	NPD7638	Approved
0.7647	Intermediate Similarity	NPD6412	Phase 2
0.7615	Intermediate Similarity	NPD7736	Approved
0.7586	Intermediate Similarity	NPD7639	Approved
0.7586	Intermediate Similarity	NPD7640	Approved
0.7578	Intermediate Similarity	NPD8328	Phase 3
0.7522	Intermediate Similarity	NPD8171	Discontinued
0.7405	Intermediate Similarity	NPD8293	Discontinued
0.7287	Intermediate Similarity	NPD8516	Approved
0.7287	Intermediate Similarity	NPD8517	Approved
0.7287	Intermediate Similarity	NPD8515	Approved
0.7236	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD6370	Approved
0.719	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD8513	Phase 3
0.7121	Intermediate Similarity	NPD7492	Approved
0.7109	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD8450	Suspended
0.7077	Intermediate Similarity	NPD6054	Approved
0.7077	Intermediate Similarity	NPD6059	Approved
0.7068	Intermediate Similarity	NPD6616	Approved
0.7063	Intermediate Similarity	NPD8297	Approved
0.7063	Intermediate Similarity	NPD6882	Approved
0.7025	Intermediate Similarity	NPD7632	Discontinued
0.7015	Intermediate Similarity	NPD7078	Approved
0.7007	Intermediate Similarity	NPD8449	Approved
0.6984	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD6009	Approved
0.6977	Remote Similarity	NPD7115	Discovery
0.696	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD6319	Approved
0.6894	Remote Similarity	NPD6015	Approved
0.6894	Remote Similarity	NPD6016	Approved
0.688	Remote Similarity	NPD7320	Approved
0.6875	Remote Similarity	NPD4632	Approved
0.6855	Remote Similarity	NPD7128	Approved
0.6855	Remote Similarity	NPD6675	Approved
0.6855	Remote Similarity	NPD6402	Approved
0.6855	Remote Similarity	NPD5739	Approved
0.6842	Remote Similarity	NPD5988	Approved
0.6825	Remote Similarity	NPD6372	Approved
0.6825	Remote Similarity	NPD6373	Approved
0.6791	Remote Similarity	NPD6067	Discontinued
0.6777	Remote Similarity	NPD4225	Approved
0.6772	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD6881	Approved
0.6746	Remote Similarity	NPD6899	Approved
0.6719	Remote Similarity	NPD6650	Approved
0.6719	Remote Similarity	NPD8130	Phase 1
0.6719	Remote Similarity	NPD6649	Approved
0.6667	Remote Similarity	NPD5344	Discontinued
0.6667	Remote Similarity	NPD5697	Approved
0.6667	Remote Similarity	NPD6053	Discontinued
0.6667	Remote Similarity	NPD5701	Approved
0.6667	Remote Similarity	NPD6051	Approved
0.6641	Remote Similarity	NPD7102	Approved
0.6641	Remote Similarity	NPD6883	Approved
0.6641	Remote Similarity	NPD7290	Approved
0.6639	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD7525	Registered
0.6594	Remote Similarity	NPD6033	Approved
0.6589	Remote Similarity	NPD6617	Approved
0.6589	Remote Similarity	NPD6869	Approved
0.6589	Remote Similarity	NPD6847	Approved
0.6587	Remote Similarity	NPD6008	Approved
0.6583	Remote Similarity	NPD7748	Approved
0.6562	Remote Similarity	NPD6012	Approved
0.6562	Remote Similarity	NPD6014	Approved
0.6562	Remote Similarity	NPD6013	Approved
0.6557	Remote Similarity	NPD6084	Phase 2
0.6557	Remote Similarity	NPD7902	Approved
0.6557	Remote Similarity	NPD6083	Phase 2
0.6544	Remote Similarity	NPD7604	Phase 2
0.6535	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6519	Remote Similarity	NPD5983	Phase 2
0.6484	Remote Similarity	NPD6011	Approved
0.6462	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.646	Remote Similarity	NPD6928	Phase 2
0.6449	Remote Similarity	NPD6336	Discontinued
0.6423	Remote Similarity	NPD4755	Approved
0.6417	Remote Similarity	NPD8035	Phase 2
0.6417	Remote Similarity	NPD7515	Phase 2
0.6417	Remote Similarity	NPD8034	Phase 2
0.6406	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6385	Remote Similarity	NPD4634	Approved
0.6379	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4202	Approved
0.6357	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6356	Remote Similarity	NPD7524	Approved
0.6349	Remote Similarity	NPD5211	Phase 2
0.6333	Remote Similarity	NPD46	Approved
0.6333	Remote Similarity	NPD7838	Discovery
0.6333	Remote Similarity	NPD6698	Approved
0.632	Remote Similarity	NPD5285	Approved
0.632	Remote Similarity	NPD5286	Approved
0.632	Remote Similarity	NPD6648	Approved
0.632	Remote Similarity	NPD4696	Approved
0.632	Remote Similarity	NPD4700	Approved
0.6311	Remote Similarity	NPD7900	Approved
0.6311	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6303	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6303	Remote Similarity	NPD7799	Discontinued
0.6286	Remote Similarity	NPD8074	Phase 3
0.6269	Remote Similarity	NPD6274	Approved
0.626	Remote Similarity	NPD5695	Phase 3
0.626	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.626	Remote Similarity	NPD6371	Approved
0.625	Remote Similarity	NPD7100	Approved
0.625	Remote Similarity	NPD5141	Approved
0.625	Remote Similarity	NPD7101	Approved
0.624	Remote Similarity	NPD5696	Approved
0.6239	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.623	Remote Similarity	NPD6399	Phase 3
0.6228	Remote Similarity	NPD7645	Phase 2
0.622	Remote Similarity	NPD5225	Approved
0.622	Remote Similarity	NPD5224	Approved
0.622	Remote Similarity	NPD4633	Approved
0.622	Remote Similarity	NPD5226	Approved
0.6218	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD4767	Approved
0.6202	Remote Similarity	NPD4768	Approved
0.6186	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD6335	Approved
0.6172	Remote Similarity	NPD5175	Approved
0.6172	Remote Similarity	NPD5174	Approved
0.6167	Remote Similarity	NPD6903	Approved
0.6159	Remote Similarity	NPD6909	Approved
0.6159	Remote Similarity	NPD6908	Approved
0.6154	Remote Similarity	NPD6695	Phase 3
0.6154	Remote Similarity	NPD5956	Approved
0.6148	Remote Similarity	NPD5693	Phase 1
0.6148	Remote Similarity	NPD7637	Suspended
0.6142	Remote Similarity	NPD4159	Approved
0.6142	Remote Similarity	NPD5223	Approved
0.6134	Remote Similarity	NPD6684	Approved
0.6134	Remote Similarity	NPD7521	Approved
0.6134	Remote Similarity	NPD5330	Approved
0.6134	Remote Similarity	NPD7334	Approved
0.6134	Remote Similarity	NPD6409	Approved
0.6134	Remote Similarity	NPD7146	Approved
0.6127	Remote Similarity	NPD8336	Approved
0.6127	Remote Similarity	NPD8337	Approved
0.6116	Remote Similarity	NPD4753	Phase 2
0.6116	Remote Similarity	NPD5328	Approved
0.6107	Remote Similarity	NPD4729	Approved
0.6107	Remote Similarity	NPD4730	Approved
0.6103	Remote Similarity	NPD6317	Approved
0.6083	Remote Similarity	NPD7750	Discontinued
0.6058	Remote Similarity	NPD6314	Approved
0.6058	Remote Similarity	NPD6313	Approved
0.605	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD4754	Approved
0.6043	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD6079	Approved
0.6015	Remote Similarity	NPD5249	Phase 3
0.6015	Remote Similarity	NPD5250	Approved
0.6015	Remote Similarity	NPD5251	Approved
0.6015	Remote Similarity	NPD5248	Approved
0.6015	Remote Similarity	NPD5247	Approved
0.6	Remote Similarity	NPD3618	Phase 1
0.5985	Remote Similarity	NPD5128	Approved
0.5984	Remote Similarity	NPD6904	Approved
0.5984	Remote Similarity	NPD6080	Approved
0.5984	Remote Similarity	NPD6673	Approved
0.5966	Remote Similarity	NPD3666	Approved
0.5966	Remote Similarity	NPD3665	Phase 1
0.5966	Remote Similarity	NPD3133	Approved
0.5965	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5959	Remote Similarity	NPD8338	Approved
0.5948	Remote Similarity	NPD4195	Approved
0.5932	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5929	Remote Similarity	NPD6921	Approved
0.592	Remote Similarity	NPD6001	Approved
0.5912	Remote Similarity	NPD6940	Discontinued
0.5902	Remote Similarity	NPD6672	Approved
0.5902	Remote Similarity	NPD5737	Approved
0.5897	Remote Similarity	NPD6931	Approved
0.5897	Remote Similarity	NPD6930	Phase 2
0.589	Remote Similarity	NPD7260	Phase 2
0.5887	Remote Similarity	NPD5284	Approved
0.5887	Remote Similarity	NPD5281	Approved
0.5882	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD3669	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