NPASS Compound

Structure

CID165234 OpenBabel06191715532D 77 85 0 0 1 0 0 0 0 0999 V2000 4.0443 -11.7490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2487 0.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3897 -6.4982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9034 -5.1599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0733 9.4026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5649 4.0546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1023 6.5755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4480 -12.0069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3261 -3.1525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8149 -9.7416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6930 -5.4178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7548 10.9528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9627 9.9746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8037 11.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2195 9.3055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0606 10.5926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4747 8.9454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2668 7.9672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2101 4.1057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9807 2.0983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7728 3.0765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0022 5.0839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8433 7.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4311 7.1801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6749 2.4584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8149 -9.7416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6045 -0.8361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5365 -7.4252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3261 -3.1525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3570 5.0328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3012 -11.0799 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.2977 -0.2181 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4386 -6.8072 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.1602 -4.4908 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.4855 8.5936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2685 9.6145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4670 3.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9318 1.7893 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6069 -10.7198 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8613 -1.5052 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2796 -8.0944 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.5340 -4.1307 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3080 4.7238 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1491 6.0109 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0099 7.2981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3965 0.1420 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.7659 -9.4326 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6250 -2.8435 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7444 -6.4471 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.3501 -11.3889 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0898 -1.1962 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.2307 -7.7853 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.2092 -4.7998 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5159 3.7456 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8922 6.6801 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8922 7.6801 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0512 5.3929 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8433 6.3710 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5090 8.6981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9610 7.6071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1422 -12.3671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1023 7.7846 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7943 6.0620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5864 5.7019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6559 -11.0288 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0692 -2.4834 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0717 -9.0725 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4850 -4.4397 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5091 -10.1017 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4455 0.4511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6955 -6.1381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3681 -3.5126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1397 0.8112 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8020 6.3199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9738 -8.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8329 -1.8654 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0012 -5.7779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 32 1 0 0 0 0 3 33 1 0 0 0 0 4 34 1 0 0 0 0 5 35 1 0 0 0 0 7 55 1 0 0 0 0 8 65 1 0 0 0 0 9 66 1 0 0 0 0 10 67 1 0 0 0 0 11 68 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 36 2 0 0 0 0 16 36 1 0 0 0 0 17 18 2 0 0 0 0 17 36 1 0 0 0 0 18 45 1 0 0 0 0 19 22 1 0 0 0 0 19 37 2 0 0 0 0 20 21 1 0 0 0 0 20 38 1 0 0 0 0 21 54 1 0 0 0 0 22 57 1 0 0 0 0 23 24 1 0 0 0 0 23 56 1 0 0 0 0 24 58 1 0 0 0 0 25 37 1 0 0 0 0 25 38 1 0 0 0 0 26 39 1 0 0 0 0 26 47 1 0 0 0 0 27 40 1 0 0 0 0 27 46 1 0 0 0 0 28 41 1 0 0 0 0 28 49 1 0 0 0 0 29 42 1 0 0 0 0 29 48 1 0 0 0 0 30 43 1 0 0 0 0 30 44 1 0 0 0 0 31 50 1 0 0 0 0 31 69 1 0 0 0 0 32 51 1 0 0 0 0 32 70 1 0 0 0 0 33 52 1 0 0 0 0 33 71 1 0 0 0 0 34 53 1 0 0 0 0 34 72 1 0 0 0 0 35 56 1 0 0 0 0 35 59 2 0 0 0 0 37 54 1 0 0 0 0 38 73 1 6 0 0 0 39 50 1 0 0 0 0 39 65 1 0 0 0 0 40 51 1 0 0 0 0 40 66 1 0 0 0 0 41 52 1 0 0 0 0 41 67 1 0 0 0 0 42 53 1 0 0 0 0 42 68 1 0 0 0 0 43 54 1 6 0 0 0 43 57 1 0 0 0 0 44 55 1 6 0 0 0 44 74 1 0 0 0 0 45 60 2 0 0 0 0 45 74 1 0 0 0 0 46 70 1 0 0 0 0 46 73 1 0 0 0 0 47 69 1 0 0 0 0 47 75 1 0 0 0 0 48 72 1 0 0 0 0 48 76 1 0 0 0 0 49 71 1 0 0 0 0 49 77 1 0 0 0 0 50 61 1 0 0 0 0 51 76 1 0 0 0 0 52 75 1 0 0 0 0 53 77 1 0 0 0 0 54 6 1 6 0 0 0 55 56 1 1 0 0 0 56 62 1 6 0 0 0 57 58 1 1 0 0 0 57 63 1 0 0 0 0 58 55 1 6 0 0 0 58 64 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1086.58
Volume:	1083.275
LogP:	3.225
LogD:	3.155
LogS:	-4.769
# Rotatable Bonds:	17
TPSA:	235.05
# H-Bond Aceptor:	19
# H-Bond Donor:	4
# Rings:	9
# Heavy Atoms:	19

MedChem Properties

QED Drug-Likeness Score:	0.094
Synthetic Accessibility Score:	6.872
Fsp3:	0.793
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.248
MDCK Permeability:	0.0001786648790584877
Pgp-inhibitor:	0.987
Pgp-substrate:	0.992
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.016
30% Bioavailability (F30%):	0.049

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.04
Plasma Protein Binding (PPB):	69.24336242675781%
Volume Distribution (VD):	0.108
Pgp-substrate:	6.427315711975098%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.985
CYP2C19-inhibitor:	0.005
CYP2C19-substrate:	0.862
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.003
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.053
CYP3A4-inhibitor:	0.501
CYP3A4-substrate:	0.946

ADMET: Excretion

Clearance (CL):	8.783
Half-life (T1/2):	0.007

ADMET: Toxicity

hERG Blockers:	0.837
Human Hepatotoxicity (H-HT):	0.257
Drug-inuced Liver Injury (DILI):	0.281
AMES Toxicity:	0.653
Rat Oral Acute Toxicity:	0.894
Maximum Recommended Daily Dose:	0.942
Skin Sensitization:	0.071
Carcinogencity:	0.555
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.658

Download Data

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

Natural Product: NPC165234

Natural Product ID:	NPC165234
*Common Name:**	[(3S,8S,9R,10R,12R,13S,14R,17S)-17-Acetyl-8,14,17-Trihydroxy-3-[5-[5-[5-(5-Hydroxy-4-Methoxy-6-Methyloxan-2-Yl)Oxy-4-Methoxy-6-Methyloxan-2-Yl]Oxy-4-Methoxy-6-Methyloxan-2-Yl]Oxy-4-Methoxy-6-Methyloxan-2-Yl]Oxy-10,13-Dimethyl-1,2,3,4,7,9,11,12,15,16-Decahydrocyclopenta[A]Phenanthren-12-Yl] (E)-3-Phenylprop-2-Enoate
IUPAC Name:	[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[5-[5-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-3-phenylprop-2-enoate
Synonyms:
Standard InCHIKey:	WXYGKQHQSYONAN-NVRSCGFLSA-N
Standard InCHI:	InChI=1S/C58H86O19/c1-31-50(61)39(65-8)26-47(69-31)75-52-33(3)71-49(28-41(52)67-10)77-53-34(4)72-48(29-42(53)68-11)76-51-32(2)70-46(27-40(51)66-9)73-38-20-21-54(6)37(25-38)19-22-57(63)43(54)30-44(74-45(60)18-17-36-15-13-12-14-16-36)55(7)56(62,35(5)59)23-24-58(55,57)64/h12-19,31-34,38-44,46-53,61-64H,20-30H2,1-11H3/b18-17+/t31?,32?,33?,34?,38-,39?,40?,41?,42?,43+,44+,46?,47?,48?,49?,50?,51?,52?,53?,54-,55+,56+,57-,58+/m0/s1
SMILES:	COC1CC(O[C@H]2CC[C@]3(C(=CC[C@@]4([C@@H]3C[C@@H](OC(=O)/C=C/c3ccccc3)[C@]3([C@]4(O)CC[C@@]3(O)C(=O)C)C)O)C2)C)OC(C1OC1CC(OC)C(C(O1)C)OC1CC(OC)C(C(O1)C)OC1CC(OC)C(C(O1)C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1982456
PubChem CID:	5469232
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

*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
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10217732]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26716755]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8809	Cynanchum wilfordii	Species	Apocynaceae	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
GI50	57

Activity Type	# Activity
Cell Line	57

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	3111.72	nM	PMID[475952]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	6745.28	nM	PMID[475952]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	11428.78	nM	PMID[475952]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	11015.39	nM	PMID[475952]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	10115.79	nM	PMID[475952]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	5984.12	nM	PMID[475952]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	12502.59	nM	PMID[475952]

☑ 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 NPC165234 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	370
0.1-0.2	1233
0.2-0.3	2860
0.3-0.4	5687
0.4-0.5	10336
0.5-0.6	14191
0.6-0.7	6111
0.7-0.8	1736
0.8-0.85	108
0.85-0.9	26
0.9-0.95	27
0.95-1	12

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475536
0.9934	High Similarity	NPC475300
0.9934	High Similarity	NPC475437
0.9934	High Similarity	NPC475464
0.9934	High Similarity	NPC475505
0.9934	High Similarity	NPC473641
0.9934	High Similarity	NPC473797
0.9267	High Similarity	NPC474564
0.9205	High Similarity	NPC475218
0.9205	High Similarity	NPC475447
0.9205	High Similarity	NPC476092
0.9205	High Similarity	NPC70236
0.9202	High Similarity	NPC475613
0.9125	High Similarity	NPC477488
0.9057	High Similarity	NPC473557
0.9057	High Similarity	NPC473468
0.9057	High Similarity	NPC475567
0.9	High Similarity	NPC475198
0.9	High Similarity	NPC475531
0.9	High Similarity	NPC475175
0.8938	High Similarity	NPC477491
0.8917	High Similarity	NPC476784
0.8917	High Similarity	NPC477467
0.8854	High Similarity	NPC477470
0.8854	High Similarity	NPC477472
0.8854	High Similarity	NPC477474
0.8782	High Similarity	NPC69425
0.8774	High Similarity	NPC329657
0.875	High Similarity	NPC111466
0.8693	High Similarity	NPC40085
0.8693	High Similarity	NPC264270
0.8598	High Similarity	NPC102465
0.8545	High Similarity	NPC477471
0.8545	High Similarity	NPC477466
0.8545	High Similarity	NPC477473
0.8545	High Similarity	NPC477469
0.8497	Intermediate Similarity	NPC475513
0.8497	Intermediate Similarity	NPC473755
0.8491	Intermediate Similarity	NPC471176
0.8491	Intermediate Similarity	NPC469456
0.8466	Intermediate Similarity	NPC329960
0.8466	Intermediate Similarity	NPC150893
0.8466	Intermediate Similarity	NPC295408
0.8447	Intermediate Similarity	NPC477736
0.84	Intermediate Similarity	NPC79250
0.84	Intermediate Similarity	NPC290746
0.8385	Intermediate Similarity	NPC477735
0.8373	Intermediate Similarity	NPC40138
0.8366	Intermediate Similarity	NPC473440
0.8333	Intermediate Similarity	NPC277053
0.8333	Intermediate Similarity	NPC301946
0.8333	Intermediate Similarity	NPC319404
0.8323	Intermediate Similarity	NPC284957
0.8303	Intermediate Similarity	NPC471493
0.8302	Intermediate Similarity	NPC478123
0.8293	Intermediate Similarity	NPC275477
0.8282	Intermediate Similarity	NPC477623
0.8269	Intermediate Similarity	NPC80895
0.8269	Intermediate Similarity	NPC471912
0.8261	Intermediate Similarity	NPC472549
0.8261	Intermediate Similarity	NPC473611
0.8261	Intermediate Similarity	NPC132599
0.8261	Intermediate Similarity	NPC473632
0.8261	Intermediate Similarity	NPC469730
0.8258	Intermediate Similarity	NPC63737
0.8253	Intermediate Similarity	NPC324769
0.8253	Intermediate Similarity	NPC325732
0.8242	Intermediate Similarity	NPC66193
0.8242	Intermediate Similarity	NPC478125
0.8239	Intermediate Similarity	NPC476173
0.8221	Intermediate Similarity	NPC49297
0.8221	Intermediate Similarity	NPC469399
0.821	Intermediate Similarity	NPC70344
0.821	Intermediate Similarity	NPC154675
0.8204	Intermediate Similarity	NPC161151
0.8194	Intermediate Similarity	NPC325078
0.8193	Intermediate Similarity	NPC471134
0.8182	Intermediate Similarity	NPC478124
0.8182	Intermediate Similarity	NPC189704
0.8176	Intermediate Similarity	NPC469421
0.816	Intermediate Similarity	NPC318447
0.816	Intermediate Similarity	NPC181924
0.816	Intermediate Similarity	NPC322048
0.816	Intermediate Similarity	NPC469417
0.8155	Intermediate Similarity	NPC469420
0.8148	Intermediate Similarity	NPC469398
0.8148	Intermediate Similarity	NPC228204
0.8148	Intermediate Similarity	NPC26033
0.8148	Intermediate Similarity	NPC5115
0.8144	Intermediate Similarity	NPC61891
0.8137	Intermediate Similarity	NPC472548
0.8136	Intermediate Similarity	NPC476067
0.8136	Intermediate Similarity	NPC475121
0.8125	Intermediate Similarity	NPC96194
0.8125	Intermediate Similarity	NPC299855
0.8125	Intermediate Similarity	NPC475417
0.8125	Intermediate Similarity	NPC7095
0.8125	Intermediate Similarity	NPC475561
0.8121	Intermediate Similarity	NPC476077
0.8101	Intermediate Similarity	NPC471162
0.8098	Intermediate Similarity	NPC106895
0.8098	Intermediate Similarity	NPC323001
0.8098	Intermediate Similarity	NPC326235
0.8086	Intermediate Similarity	NPC265395
0.8086	Intermediate Similarity	NPC133430
0.8086	Intermediate Similarity	NPC469477
0.8086	Intermediate Similarity	NPC242262
0.8086	Intermediate Similarity	NPC472005
0.8086	Intermediate Similarity	NPC472657
0.8086	Intermediate Similarity	NPC473414
0.8086	Intermediate Similarity	NPC158333
0.8086	Intermediate Similarity	NPC472030
0.8086	Intermediate Similarity	NPC249471
0.8086	Intermediate Similarity	NPC237549
0.8086	Intermediate Similarity	NPC256142
0.8086	Intermediate Similarity	NPC471135
0.8086	Intermediate Similarity	NPC304876
0.8086	Intermediate Similarity	NPC472022
0.8086	Intermediate Similarity	NPC472658
0.8086	Intermediate Similarity	NPC1173
0.8086	Intermediate Similarity	NPC257213
0.8081	Intermediate Similarity	NPC195972
0.8075	Intermediate Similarity	NPC51602
0.8075	Intermediate Similarity	NPC298072
0.8075	Intermediate Similarity	NPC471103
0.8075	Intermediate Similarity	NPC62792
0.8072	Intermediate Similarity	NPC477188
0.8072	Intermediate Similarity	NPC43304
0.8072	Intermediate Similarity	NPC477190
0.8063	Intermediate Similarity	NPC60509
0.8063	Intermediate Similarity	NPC250046
0.8063	Intermediate Similarity	NPC81698
0.8061	Intermediate Similarity	NPC471138
0.8061	Intermediate Similarity	NPC309991
0.8061	Intermediate Similarity	NPC326328
0.8061	Intermediate Similarity	NPC323356
0.8045	Intermediate Similarity	NPC112708
0.8039	Intermediate Similarity	NPC471911
0.8039	Intermediate Similarity	NPC4242
0.8037	Intermediate Similarity	NPC34066
0.8037	Intermediate Similarity	NPC469422
0.8037	Intermediate Similarity	NPC112523
0.8037	Intermediate Similarity	NPC114410
0.8037	Intermediate Similarity	NPC282239
0.8026	Intermediate Similarity	NPC80599
0.8026	Intermediate Similarity	NPC476976
0.8025	Intermediate Similarity	NPC477905
0.8024	Intermediate Similarity	NPC322420
0.8012	Intermediate Similarity	NPC198455
0.8012	Intermediate Similarity	NPC470245
0.8012	Intermediate Similarity	NPC112216
0.8012	Intermediate Similarity	NPC165260
0.8012	Intermediate Similarity	NPC473214
0.8012	Intermediate Similarity	NPC469448
0.8012	Intermediate Similarity	NPC161239
0.8	Intermediate Similarity	NPC473711
0.8	Intermediate Similarity	NPC471855
0.8	Intermediate Similarity	NPC471102
0.8	Intermediate Similarity	NPC473519
0.8	Intermediate Similarity	NPC475299
0.8	Intermediate Similarity	NPC473805
0.7989	Intermediate Similarity	NPC230670
0.7989	Intermediate Similarity	NPC71385
0.7988	Intermediate Similarity	NPC475638
0.7988	Intermediate Similarity	NPC475548
0.7988	Intermediate Similarity	NPC290683
0.7987	Intermediate Similarity	NPC127857
0.7977	Intermediate Similarity	NPC124828
0.7975	Intermediate Similarity	NPC77719
0.7975	Intermediate Similarity	NPC146310
0.7974	Intermediate Similarity	NPC159811
0.7964	Intermediate Similarity	NPC55744
0.7963	Intermediate Similarity	NPC101043
0.7963	Intermediate Similarity	NPC469415
0.7963	Intermediate Similarity	NPC306799
0.7961	Intermediate Similarity	NPC476977
0.795	Intermediate Similarity	NPC473215
0.795	Intermediate Similarity	NPC476975
0.7947	Intermediate Similarity	NPC102015
0.7939	Intermediate Similarity	NPC472393
0.7939	Intermediate Similarity	NPC469771
0.7937	Intermediate Similarity	NPC474241
0.7927	Intermediate Similarity	NPC473670
0.7927	Intermediate Similarity	NPC21410
0.7925	Intermediate Similarity	NPC471139
0.7922	Intermediate Similarity	NPC470143
0.7922	Intermediate Similarity	NPC322503
0.7919	Intermediate Similarity	NPC477617
0.7917	Intermediate Similarity	NPC478073
0.7917	Intermediate Similarity	NPC269668
0.7914	Intermediate Similarity	NPC469647
0.7914	Intermediate Similarity	NPC283875
0.7914	Intermediate Similarity	NPC22571
0.7914	Intermediate Similarity	NPC138641
0.7914	Intermediate Similarity	NPC469648
0.7911	Intermediate Similarity	NPC182869
0.7911	Intermediate Similarity	NPC140021
0.791	Intermediate Similarity	NPC473776
0.791	Intermediate Similarity	NPC473205
0.7901	Intermediate Similarity	NPC222102

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 NPC165234 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	306
0.1-0.2	814
0.2-0.3	2058
0.3-0.4	3311
0.4-0.5	1838
0.5-0.6	617
0.6-0.7	179
0.7-0.8	27
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8166	Intermediate Similarity	NPD7799	Discontinued
0.7875	Intermediate Similarity	NPD7236	Approved
0.7744	Intermediate Similarity	NPD7239	Suspended
0.7628	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD8368	Discontinued
0.7542	Intermediate Similarity	NPD8407	Phase 2
0.75	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7326	Intermediate Similarity	NPD7058	Phase 2
0.7326	Intermediate Similarity	NPD7057	Phase 3
0.7283	Intermediate Similarity	NPD8360	Approved
0.7283	Intermediate Similarity	NPD8435	Approved
0.7283	Intermediate Similarity	NPD8361	Approved
0.7208	Intermediate Similarity	NPD7507	Approved
0.7204	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD7685	Pre-registration
0.7179	Intermediate Similarity	NPD7319	Approved
0.7174	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD8434	Phase 2
0.7171	Intermediate Similarity	NPD8379	Approved
0.7171	Intermediate Similarity	NPD8296	Approved
0.7171	Intermediate Similarity	NPD8378	Approved
0.7171	Intermediate Similarity	NPD8380	Approved
0.7171	Intermediate Similarity	NPD8335	Approved
0.7171	Intermediate Similarity	NPD8033	Approved
0.7125	Intermediate Similarity	NPD7961	Discontinued
0.712	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD7736	Approved
0.7105	Intermediate Similarity	NPD8377	Approved
0.7105	Intermediate Similarity	NPD8294	Approved
0.7078	Intermediate Similarity	NPD8328	Phase 3
0.7059	Intermediate Similarity	NPD7503	Approved
0.7039	Intermediate Similarity	NPD7516	Approved
0.6989	Remote Similarity	NPD8150	Discontinued
0.6974	Remote Similarity	NPD7328	Approved
0.6974	Remote Similarity	NPD8320	Phase 1
0.6974	Remote Similarity	NPD8319	Approved
0.6974	Remote Similarity	NPD7327	Approved
0.6963	Remote Similarity	NPD8485	Approved
0.6961	Remote Similarity	NPD7228	Approved
0.6948	Remote Similarity	NPD8515	Approved
0.6948	Remote Similarity	NPD8517	Approved
0.6948	Remote Similarity	NPD8516	Approved
0.6933	Remote Similarity	NPD6858	Approved
0.6933	Remote Similarity	NPD8133	Approved
0.6933	Remote Similarity	NPD7094	Approved
0.6927	Remote Similarity	NPD7699	Phase 2
0.6927	Remote Similarity	NPD7700	Phase 2
0.6919	Remote Similarity	NPD8313	Approved
0.6919	Remote Similarity	NPD8312	Approved
0.6902	Remote Similarity	NPD7240	Approved
0.6872	Remote Similarity	NPD8127	Discontinued
0.6864	Remote Similarity	NPD6190	Approved
0.6839	Remote Similarity	NPD8513	Phase 3
0.6818	Remote Similarity	NPD8455	Phase 2
0.6805	Remote Similarity	NPD8166	Discontinued
0.6795	Remote Similarity	NPD6370	Approved
0.6776	Remote Similarity	NPD3751	Discontinued
0.6771	Remote Similarity	NPD6535	Approved
0.6771	Remote Similarity	NPD6534	Approved
0.6755	Remote Similarity	NPD6882	Approved
0.6755	Remote Similarity	NPD8297	Approved
0.6752	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6751	Remote Similarity	NPD7435	Discontinued
0.6744	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.673	Remote Similarity	NPD8293	Discontinued
0.6726	Remote Similarity	NPD7266	Discontinued
0.6709	Remote Similarity	NPD7492	Approved
0.6703	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD6009	Approved
0.6687	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD7199	Phase 2
0.6684	Remote Similarity	NPD7808	Phase 3
0.6667	Remote Similarity	NPD6616	Approved
0.6667	Remote Similarity	NPD6054	Approved
0.6667	Remote Similarity	NPD7696	Phase 3
0.6667	Remote Similarity	NPD7697	Approved
0.6667	Remote Similarity	NPD7497	Discontinued
0.6667	Remote Similarity	NPD6319	Approved
0.6667	Remote Similarity	NPD7698	Approved
0.6667	Remote Similarity	NPD7741	Discontinued
0.6667	Remote Similarity	NPD37	Approved
0.6648	Remote Similarity	NPD4965	Approved
0.6648	Remote Similarity	NPD7028	Phase 2
0.6648	Remote Similarity	NPD4966	Approved
0.6648	Remote Similarity	NPD3787	Discontinued
0.6648	Remote Similarity	NPD4967	Phase 2
0.6634	Remote Similarity	NPD7874	Approved
0.6634	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6631	Remote Similarity	NPD6765	Approved
0.6631	Remote Similarity	NPD6764	Approved
0.6631	Remote Similarity	NPD7251	Discontinued
0.6625	Remote Similarity	NPD7078	Approved
0.6617	Remote Similarity	NPD7701	Phase 2
0.6613	Remote Similarity	NPD7074	Phase 3
0.6605	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD4632	Approved
0.6599	Remote Similarity	NPD6779	Approved
0.6599	Remote Similarity	NPD6782	Approved
0.6599	Remote Similarity	NPD6781	Approved
0.6599	Remote Similarity	NPD6780	Approved
0.6599	Remote Similarity	NPD6776	Approved
0.6599	Remote Similarity	NPD6778	Approved
0.6599	Remote Similarity	NPD6777	Approved
0.6591	Remote Similarity	NPD7458	Discontinued
0.6579	Remote Similarity	NPD6649	Approved
0.6579	Remote Similarity	NPD6650	Approved
0.6578	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6578	Remote Similarity	NPD6797	Phase 2
0.6575	Remote Similarity	NPD6234	Discontinued
0.6569	Remote Similarity	NPD8462	Phase 1
0.6562	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.655	Remote Similarity	NPD7871	Phase 2
0.655	Remote Similarity	NPD7870	Phase 2
0.6536	Remote Similarity	NPD5760	Phase 2
0.6536	Remote Similarity	NPD5761	Phase 2
0.6533	Remote Similarity	NPD6412	Phase 2
0.6533	Remote Similarity	NPD6685	Approved
0.6524	Remote Similarity	NPD7472	Approved
0.652	Remote Similarity	NPD7801	Approved
0.6519	Remote Similarity	NPD6016	Approved
0.6519	Remote Similarity	NPD6015	Approved
0.6516	Remote Similarity	NPD2629	Approved
0.6508	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6502	Remote Similarity	NPD8151	Discontinued
0.6492	Remote Similarity	NPD6785	Approved
0.6492	Remote Similarity	NPD6784	Approved
0.649	Remote Similarity	NPD6881	Approved
0.649	Remote Similarity	NPD6899	Approved
0.649	Remote Similarity	NPD6686	Approved
0.6478	Remote Similarity	NPD5126	Approved
0.6478	Remote Similarity	NPD5988	Approved
0.6478	Remote Similarity	NPD5125	Phase 3
0.6474	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6474	Remote Similarity	NPD4198	Discontinued
0.6474	Remote Similarity	NPD7115	Discovery
0.6471	Remote Similarity	NPD7054	Approved
0.6471	Remote Similarity	NPD8130	Phase 1
0.6456	Remote Similarity	NPD6059	Approved
0.6447	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD6372	Approved
0.6447	Remote Similarity	NPD6373	Approved
0.6442	Remote Similarity	NPD8404	Phase 2
0.6439	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6439	Remote Similarity	NPD7783	Phase 2
0.6433	Remote Similarity	NPD5763	Approved
0.6433	Remote Similarity	NPD5762	Approved
0.6429	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6424	Remote Similarity	NPD5697	Approved
0.6421	Remote Similarity	NPD7962	Phase 2
0.642	Remote Similarity	NPD6273	Approved
0.6407	Remote Similarity	NPD6663	Approved
0.6405	Remote Similarity	NPD7102	Approved
0.6405	Remote Similarity	NPD6883	Approved
0.6405	Remote Similarity	NPD7290	Approved
0.6392	Remote Similarity	NPD7610	Discontinued
0.6383	Remote Similarity	NPD5844	Phase 1
0.6382	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD5736	Approved
0.6364	Remote Similarity	NPD6869	Approved
0.6364	Remote Similarity	NPD6847	Approved
0.6364	Remote Similarity	NPD6617	Approved
0.6358	Remote Similarity	NPD7128	Approved
0.6358	Remote Similarity	NPD6675	Approved
0.6358	Remote Similarity	NPD6402	Approved
0.6358	Remote Similarity	NPD5739	Approved
0.6354	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD6010	Discontinued
0.634	Remote Similarity	NPD6012	Approved
0.634	Remote Similarity	NPD6014	Approved
0.634	Remote Similarity	NPD6013	Approved
0.6339	Remote Similarity	NPD7075	Discontinued
0.6337	Remote Similarity	NPD7680	Approved
0.6335	Remote Similarity	NPD7604	Phase 2
0.6333	Remote Similarity	NPD5765	Approved
0.633	Remote Similarity	NPD3818	Discontinued
0.6325	Remote Similarity	NPD7055	Discontinued
0.6323	Remote Similarity	NPD6912	Phase 3
0.6322	Remote Similarity	NPD4628	Phase 3
0.6321	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD7305	Phase 1
0.6312	Remote Similarity	NPD5983	Phase 2
0.631	Remote Similarity	NPD6166	Phase 2
0.631	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.631	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.63	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD6212	Phase 3
0.6294	Remote Similarity	NPD6213	Phase 3
0.6287	Remote Similarity	NPD6823	Phase 2
0.6284	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD6559	Discontinued
0.6275	Remote Similarity	NPD7320	Approved
0.6275	Remote Similarity	NPD6011	Approved
0.6275	Remote Similarity	NPD7211	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data