NPASS Compound

Structure

CID51520 OpenBabel06191715382D 85 94 0 0 1 0 0 0 0 0999 V2000 -1.3584 10.0452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7586 5.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7804 4.1753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3963 1.8482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9732 2.4482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5664 3.3617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4923 8.5452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0104 2.7618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4171 3.6753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3737 8.0452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7921 0.7256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5719 5.2934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8031 0.9347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8378 11.0452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2380 -2.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5428 -2.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3737 10.0452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9332 -1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4923 9.5452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7804 6.1316 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3854 1.6392 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5719 3.4663 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9841 2.6572 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1652 4.3798 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2098 0.0211 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9332 -0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.2043 -0.0834 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8288 5.9625 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9718 11.5452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3904 -2.9362 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8476 0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5428 -1.4681 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0373 5.4625 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0856 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9718 12.5452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3904 -3.9149 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6952 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.1057 13.0452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5428 -4.4043 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6952 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2380 -0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2397 12.5452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6952 -3.9149 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5428 0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6952 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6952 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8476 -1.4681 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2397 11.5452 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2380 -1.4681 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.3904 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6952 -2.9362 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.1706 4.4843 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3909 1.7437 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.3737 7.0452 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7038 11.5452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 -2.9362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6952 1.9574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3904 -2.9362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6220 -0.7879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7808 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 0.9787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8378 13.0452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2380 -4.4043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5428 0.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1057 14.0452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5428 -5.3830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 0.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3737 13.0452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 -4.4043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5428 1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2397 7.5452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3737 11.0452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 -1.9574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2380 0.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1057 11.0452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5428 -2.4468 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 -3.3904 -0.9787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 -1.9574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 -2.4468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6208 6.9406 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 54 1 0 0 0 0 4 55 1 0 0 0 0 5 6 1 0 0 0 0 5 22 1 0 0 0 0 7 10 1 0 0 0 0 7 20 1 0 0 0 0 8 9 1 0 0 0 0 8 24 1 0 0 0 0 9 54 1 0 0 0 0 10 56 1 0 0 0 0 11 22 1 0 0 0 0 11 28 1 0 0 0 0 12 25 1 0 0 0 0 12 29 1 0 0 0 0 13 26 1 0 0 0 0 13 55 1 0 0 0 0 14 30 1 0 0 0 0 14 57 1 0 0 0 0 15 31 1 0 0 0 0 15 58 1 0 0 0 0 16 32 1 0 0 0 0 16 59 1 0 0 0 0 17 33 1 0 0 0 0 17 60 1 0 0 0 0 18 20 1 0 0 0 0 18 75 1 0 0 0 0 19 27 1 0 0 0 0 19 76 1 0 0 0 0 21 34 1 0 0 0 0 21 56 1 1 0 0 0 22 55 1 6 0 0 0 23 6 1 1 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 24 55 1 6 0 0 0 25 54 1 6 0 0 0 26 28 1 0 0 0 0 26 61 1 1 0 0 0 27 35 1 0 0 0 0 27 62 1 0 0 0 0 28 77 1 0 0 0 0 29 34 1 0 0 0 0 29 85 1 0 0 0 0 30 36 1 0 0 0 0 30 78 1 0 0 0 0 31 37 1 0 0 0 0 31 79 1 0 0 0 0 32 38 1 0 0 0 0 32 80 1 0 0 0 0 33 46 1 0 0 0 0 33 81 1 0 0 0 0 34 54 1 0 0 0 0 35 42 1 0 0 0 0 35 63 1 0 0 0 0 36 39 1 0 0 0 0 36 64 1 0 0 0 0 37 40 1 0 0 0 0 37 65 1 0 0 0 0 38 47 1 0 0 0 0 38 66 1 0 0 0 0 39 43 1 0 0 0 0 39 67 1 0 0 0 0 40 44 1 0 0 0 0 40 68 1 0 0 0 0 41 45 1 0 0 0 0 41 46 1 0 0 0 0 41 69 1 0 0 0 0 42 50 1 0 0 0 0 42 70 1 0 0 0 0 43 49 1 0 0 0 0 43 71 1 0 0 0 0 44 52 1 0 0 0 0 44 72 1 0 0 0 0 45 51 1 0 0 0 0 45 73 1 0 0 0 0 46 82 1 0 0 0 0 47 48 1 0 0 0 0 47 83 1 0 0 0 0 48 53 1 0 0 0 0 48 84 1 0 0 0 0 49 75 1 0 0 0 0 49 78 1 0 0 0 0 50 76 1 0 0 0 0 50 83 1 0 0 0 0 51 77 1 0 0 0 0 51 81 1 0 0 0 0 52 79 1 0 0 0 0 52 84 1 0 0 0 0 53 80 1 0 0 0 0 53 82 1 0 0 0 0 56 74 1 1 0 0 0 56 85 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	662.26
Volume:	620.753
LogP:	1.712
LogD:	1.069
LogS:	-4.77
# Rotatable Bonds:	8
TPSA:	189.04
# H-Bond Aceptor:	14
# H-Bond Donor:	3
# Rings:	8
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.157
Synthetic Accessibility Score:	7.547
Fsp3:	0.788
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:	-5.443
MDCK Permeability:	0.00015844522567931563
Pgp-inhibitor:	0.646
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.06
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.133
Plasma Protein Binding (PPB):	29.360654830932617%
Volume Distribution (VD):	1.181
Pgp-substrate:	32.26751708984375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.971
CYP2C19-inhibitor:	0.018
CYP2C19-substrate:	0.343
CYP2C9-inhibitor:	0.017
CYP2C9-substrate:	0.003
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.08
CYP3A4-inhibitor:	0.83
CYP3A4-substrate:	0.481

ADMET: Excretion

Clearance (CL):	2.421
Half-life (T1/2):	0.48

ADMET: Toxicity

hERG Blockers:	0.642
Human Hepatotoxicity (H-HT):	0.875
Drug-inuced Liver Injury (DILI):	0.188
AMES Toxicity:	0.91
Rat Oral Acute Toxicity:	0.943
Maximum Recommended Daily Dose:	0.924
Skin Sensitization:	0.279
Carcinogencity:	0.98
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.988

Download Data

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

Natural Product: NPC51520

Natural Product ID:	NPC51520
*Common Name:**	PYVSHVUPVKOSBE-YYBGWXCUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	PYVSHVUPVKOSBE-YYBGWXCUSA-N
Standard InCHI:	InChI=1S/C56H94O29/c1-20(18-75-49-43(71)39(67)36(64)30(14-57)78-49)7-10-56(74)21(2)34-29(85-56)12-25-23-6-5-22-11-28(26(61)13-55(22,4)24(23)8-9-54(25,34)3)77-51-45(73)41(69)46(33(17-60)81-51)82-53-48(84-52-44(72)40(68)37(65)31(15-58)79-52)47(38(66)32(16-59)80-53)83-50-42(70)35(63)27(62)19-76-50/h20-53,57-74H,5-19H2,1-4H3/t20?,21-,22-,23+,24-,25-,26+,27?,28?,29?,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49?,50?,51?,52?,53?,54?,55?,56+/m0/s1
SMILES:	CC(CC[C@@]1([C@@H](C)C2C(C[C@H]3[C@@H]4CC[C@H]5CC([C@@H](CC5(C)[C@H]4CCC23C)O)OC2C(C(C(C(CO)O2)OC2C(C(C(C(CO)O2)O)OC2C(C(C(CO2)O)O)O)OC2C(C(C(C(CO)O2)O)O)O)O)O)O1)O)COC1C(C(C(C(CO)O1)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1968031
PubChem CID:	401298
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19757853]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21370894]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[8482946]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	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	60

Activity Type	# Activity
Cell Line	60

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	2349.63	nM	PMID[535995]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	15417.0	nM	PMID[535995]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	2094.11	nM	PMID[535995]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	2798.98	nM	PMID[535995]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	6839.12	nM	PMID[535995]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	17660.38	nM	PMID[535995]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	3090.3	nM	PMID[535995]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	6902.4	nM	PMID[535995]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	6902.4	nM	PMID[535995]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	3732.5	nM	PMID[535995]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	15205.48	nM	PMID[535995]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	18879.91	nM	PMID[535995]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	16634.13	nM	PMID[535995]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	3459.39	nM	PMID[535995]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	2449.06	nM	PMID[535995]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	6652.73	nM	PMID[535995]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	4149.54	nM	PMID[535995]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	15452.54	nM	PMID[535995]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	9862.79	nM	PMID[535995]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	11694.99	nM	PMID[535995]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	25941.79	nM	PMID[535995]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	28313.92	nM	PMID[535995]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	7852.36	nM	PMID[535995]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	2387.81	nM	PMID[535995]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	11614.49	nM	PMID[535995]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	15346.17	nM	PMID[535995]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	2870.78	nM	PMID[535995]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[535995]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	5284.45	nM	PMID[535995]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	19408.86	nM	PMID[535995]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	9794.9	nM	PMID[535995]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	8974.29	nM	PMID[535995]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	1757.92	nM	PMID[535995]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	13365.96	nM	PMID[535995]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	13772.09	nM	PMID[535995]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	3467.37	nM	PMID[535995]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	639.73	nM	PMID[535995]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	20892.96	nM	PMID[535995]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	3672.82	nM	PMID[535995]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	2483.13	nM	PMID[535995]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	2376.84	nM	PMID[535995]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	10303.86	nM	PMID[535995]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	8709.64	nM	PMID[535995]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	13243.42	nM	PMID[535995]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	2094.11	nM	PMID[535995]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	12189.9	nM	PMID[535995]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	4764.31	nM	PMID[535995]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	16443.72	nM	PMID[535995]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	4236.43	nM	PMID[535995]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	14791.08	nM	PMID[535995]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	11271.97	nM	PMID[535995]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	3427.68	nM	PMID[535995]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	4731.51	nM	PMID[535995]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	15848.93	nM	PMID[535995]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	3258.37	nM	PMID[535995]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	10964.78	nM	PMID[535995]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	13458.6	nM	PMID[535995]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	29241.52	nM	PMID[535995]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	4275.63	nM	PMID[535995]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	13001.7	nM	PMID[535995]

☑ 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 NPC51520 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	587
0.1-0.2	5256
0.2-0.3	14331
0.3-0.4	10182
0.4-0.5	5668
0.5-0.6	3444
0.6-0.7	1848
0.7-0.8	915
0.8-0.85	181
0.85-0.9	145
0.9-0.95	39
0.95-1	101

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470861
1.0	High Similarity	NPC232611
1.0	High Similarity	NPC470862
1.0	High Similarity	NPC115165
1.0	High Similarity	NPC83137
1.0	High Similarity	NPC303069
0.989	High Similarity	NPC473518
0.989	High Similarity	NPC291548
0.9889	High Similarity	NPC475643
0.9889	High Similarity	NPC132080
0.9889	High Similarity	NPC128572
0.9889	High Similarity	NPC184617
0.9889	High Similarity	NPC84111
0.9889	High Similarity	NPC30856
0.9889	High Similarity	NPC287483
0.9889	High Similarity	NPC284104
0.9889	High Similarity	NPC470866
0.9889	High Similarity	NPC475625
0.9889	High Similarity	NPC470863
0.9889	High Similarity	NPC116756
0.9889	High Similarity	NPC470864
0.9889	High Similarity	NPC232037
0.9889	High Similarity	NPC97700
0.9889	High Similarity	NPC160426
0.9889	High Similarity	NPC98018
0.9889	High Similarity	NPC470865
0.9889	High Similarity	NPC103616
0.9889	High Similarity	NPC195297
0.9889	High Similarity	NPC473601
0.978	High Similarity	NPC476112
0.978	High Similarity	NPC307534
0.9778	High Similarity	NPC211354
0.9778	High Similarity	NPC6295
0.9778	High Similarity	NPC473727
0.9778	High Similarity	NPC107962
0.9778	High Similarity	NPC107188
0.9778	High Similarity	NPC473610
0.9778	High Similarity	NPC475351
0.9778	High Similarity	NPC19400
0.9778	High Similarity	NPC206003
0.967	High Similarity	NPC121453
0.9667	High Similarity	NPC294686
0.9667	High Similarity	NPC222731
0.9667	High Similarity	NPC264101
0.9667	High Similarity	NPC471464
0.9667	High Similarity	NPC217205
0.9667	High Similarity	NPC291203
0.9565	High Similarity	NPC274200
0.9556	High Similarity	NPC177834
0.9556	High Similarity	NPC141769
0.9556	High Similarity	NPC249204
0.9556	High Similarity	NPC234352
0.9556	High Similarity	NPC48339
0.9556	High Similarity	NPC325828
0.9556	High Similarity	NPC250393
0.9556	High Similarity	NPC297348
0.9556	High Similarity	NPC477451
0.9556	High Similarity	NPC477547
0.9457	High Similarity	NPC304011
0.9457	High Similarity	NPC139271
0.9451	High Similarity	NPC312678
0.9451	High Similarity	NPC174024
0.9451	High Similarity	NPC291547
0.9451	High Similarity	NPC475436
0.9451	High Similarity	NPC473851
0.9451	High Similarity	NPC131693
0.9451	High Similarity	NPC253268
0.9451	High Similarity	NPC179859
0.9355	High Similarity	NPC477222
0.9355	High Similarity	NPC477223
0.9348	High Similarity	NPC474399
0.9341	High Similarity	NPC149400
0.9341	High Similarity	NPC137004
0.9341	High Similarity	NPC144790
0.9341	High Similarity	NPC172838
0.9341	High Similarity	NPC88962
0.9239	High Similarity	NPC45959
0.9239	High Similarity	NPC24960
0.9239	High Similarity	NPC252253
0.9239	High Similarity	NPC305418
0.9239	High Similarity	NPC473774
0.9231	High Similarity	NPC5632
0.9231	High Similarity	NPC149966
0.9121	High Similarity	NPC65550
0.9121	High Similarity	NPC473542
0.9043	High Similarity	NPC142264
0.9043	High Similarity	NPC476510
0.9032	High Similarity	NPC3538
0.9032	High Similarity	NPC477224
0.9032	High Similarity	NPC113500
0.9022	High Similarity	NPC473830
0.9022	High Similarity	NPC307167
0.9022	High Similarity	NPC229801
0.9022	High Similarity	NPC204881
0.9022	High Similarity	NPC210759
0.9011	High Similarity	NPC473472
0.9011	High Similarity	NPC20822
0.8947	High Similarity	NPC210157
0.8947	High Similarity	NPC233649
0.8947	High Similarity	NPC475207
0.8947	High Similarity	NPC470028
0.8947	High Similarity	NPC470591
0.8936	High Similarity	NPC92196
0.8936	High Similarity	NPC477494
0.8925	High Similarity	NPC311246
0.8925	High Similarity	NPC473726
0.8925	High Similarity	NPC167644
0.8913	High Similarity	NPC223143
0.8911	High Similarity	NPC470867
0.8901	High Similarity	NPC281004
0.8866	High Similarity	NPC475574
0.8854	High Similarity	NPC473616
0.8854	High Similarity	NPC473638
0.883	High Similarity	NPC175
0.883	High Similarity	NPC309866
0.8817	High Similarity	NPC293609
0.8812	High Similarity	NPC473817
0.8812	High Similarity	NPC220836
0.8812	High Similarity	NPC94086
0.8812	High Similarity	NPC92297
0.8812	High Similarity	NPC233433
0.8812	High Similarity	NPC151134
0.8812	High Similarity	NPC273002
0.8804	High Similarity	NPC82955
0.8804	High Similarity	NPC102725
0.8804	High Similarity	NPC131466
0.8737	High Similarity	NPC473064
0.8737	High Similarity	NPC189575
0.8737	High Similarity	NPC473065
0.8737	High Similarity	NPC471429
0.8737	High Similarity	NPC473067
0.8737	High Similarity	NPC205129
0.8737	High Similarity	NPC106701
0.8737	High Similarity	NPC471424
0.8737	High Similarity	NPC471425
0.8723	High Similarity	NPC277774
0.8723	High Similarity	NPC476669
0.8713	High Similarity	NPC92890
0.8713	High Similarity	NPC475319
0.8713	High Similarity	NPC51172
0.8713	High Similarity	NPC49032
0.8713	High Similarity	NPC125324
0.8713	High Similarity	NPC202898
0.871	High Similarity	NPC279329
0.8673	High Similarity	NPC477225
0.8673	High Similarity	NPC108227
0.8673	High Similarity	NPC476512
0.8673	High Similarity	NPC472081
0.8667	High Similarity	NPC227260
0.8646	High Similarity	NPC237071
0.8646	High Similarity	NPC296936
0.8646	High Similarity	NPC238796
0.8646	High Similarity	NPC203434
0.8641	High Similarity	NPC92710
0.8632	High Similarity	NPC471373
0.8632	High Similarity	NPC253611
0.8632	High Similarity	NPC267238
0.8632	High Similarity	NPC148593
0.8632	High Similarity	NPC475325
0.8632	High Similarity	NPC77717
0.8617	High Similarity	NPC473637
0.8617	High Similarity	NPC476668
0.8617	High Similarity	NPC36372
0.8614	High Similarity	NPC54619
0.8587	High Similarity	NPC43912
0.8587	High Similarity	NPC140446
0.8586	High Similarity	NPC310031
0.8586	High Similarity	NPC114700
0.8586	High Similarity	NPC134967
0.8586	High Similarity	NPC80191
0.8586	High Similarity	NPC470029
0.8586	High Similarity	NPC310138
0.8571	High Similarity	NPC273290
0.8571	High Similarity	NPC232044
0.8558	High Similarity	NPC32361
0.8558	High Similarity	NPC210569
0.8558	High Similarity	NPC244431
0.8558	High Similarity	NPC31896
0.8558	High Similarity	NPC263359
0.8542	High Similarity	NPC57964
0.8542	High Similarity	NPC94582
0.8526	High Similarity	NPC323231
0.8526	High Similarity	NPC224003
0.8526	High Similarity	NPC171741
0.8526	High Similarity	NPC470623
0.8526	High Similarity	NPC18724
0.8515	High Similarity	NPC215408
0.85	High Similarity	NPC139181
0.85	High Similarity	NPC97260
0.85	High Similarity	NPC476837
0.8485	Intermediate Similarity	NPC476838
0.8485	Intermediate Similarity	NPC476839
0.8476	Intermediate Similarity	NPC79900
0.8462	Intermediate Similarity	NPC476547
0.8454	Intermediate Similarity	NPC473287
0.8438	Intermediate Similarity	NPC473503
0.8438	Intermediate Similarity	NPC30687
0.8421	Intermediate Similarity	NPC59006
0.8396	Intermediate Similarity	NPC32707
0.8396	Intermediate Similarity	NPC167183

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 NPC51520 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	559
0.1-0.2	4706
0.2-0.3	2764
0.3-0.4	590
0.4-0.5	330
0.5-0.6	156
0.6-0.7	27
0.7-0.8	15
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9556	High Similarity	NPD8171	Discontinued
0.86	High Similarity	NPD8170	Clinical (unspecified phase)
0.8222	Intermediate Similarity	NPD6928	Phase 2
0.7477	Intermediate Similarity	NPD8133	Approved
0.7391	Intermediate Similarity	NPD8294	Approved
0.7391	Intermediate Similarity	NPD8377	Approved
0.7328	Intermediate Similarity	NPD8335	Approved
0.7328	Intermediate Similarity	NPD8296	Approved
0.7328	Intermediate Similarity	NPD8379	Approved
0.7328	Intermediate Similarity	NPD8378	Approved
0.7328	Intermediate Similarity	NPD8380	Approved
0.7282	Intermediate Similarity	NPD7991	Discontinued
0.7179	Intermediate Similarity	NPD8033	Approved
0.7009	Intermediate Similarity	NPD7516	Approved
0.6923	Remote Similarity	NPD7328	Approved
0.6923	Remote Similarity	NPD7327	Approved
0.6825	Remote Similarity	NPD8450	Suspended
0.6746	Remote Similarity	NPD8449	Approved
0.6739	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6637	Remote Similarity	NPD6412	Phase 2
0.6632	Remote Similarity	NPD1810	Approved
0.6632	Remote Similarity	NPD1811	Approved
0.6532	Remote Similarity	NPD7507	Approved
0.6475	Remote Similarity	NPD7503	Approved
0.6471	Remote Similarity	NPD6940	Discontinued
0.6435	Remote Similarity	NPD8174	Phase 2
0.6417	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6378	Remote Similarity	NPD7319	Approved
0.6316	Remote Similarity	NPD2686	Approved
0.6316	Remote Similarity	NPD2254	Approved
0.6316	Remote Similarity	NPD2687	Approved
0.6316	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD4787	Phase 1
0.6299	Remote Similarity	NPD7736	Approved
0.624	Remote Similarity	NPD8328	Phase 3
0.6222	Remote Similarity	NPD6123	Approved
0.6214	Remote Similarity	NPD3669	Approved
0.6214	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.62	Remote Similarity	NPD6114	Approved
0.62	Remote Similarity	NPD6697	Approved
0.62	Remote Similarity	NPD6115	Approved
0.62	Remote Similarity	NPD6118	Approved
0.616	Remote Similarity	NPD6370	Approved
0.61	Remote Similarity	NPD6116	Phase 1
0.6094	Remote Similarity	NPD8293	Discontinued
0.6022	Remote Similarity	NPD371	Approved
0.6	Remote Similarity	NPD6059	Approved
0.6	Remote Similarity	NPD6054	Approved
0.6	Remote Similarity	NPD6117	Approved
0.596	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD7625	Phase 1
0.5882	Remote Similarity	NPD6686	Approved
0.5859	Remote Similarity	NPD6067	Discontinued
0.5827	Remote Similarity	NPD6015	Approved
0.5827	Remote Similarity	NPD6016	Approved
0.5816	Remote Similarity	NPD4245	Approved
0.5816	Remote Similarity	NPD4244	Approved
0.5814	Remote Similarity	NPD7492	Approved
0.5781	Remote Similarity	NPD5988	Approved
0.5776	Remote Similarity	NPD1700	Approved
0.5769	Remote Similarity	NPD7525	Registered
0.5769	Remote Similarity	NPD6616	Approved
0.5766	Remote Similarity	NPD8034	Phase 2
0.5766	Remote Similarity	NPD8035	Phase 2
0.5763	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD3703	Phase 2
0.5743	Remote Similarity	NPD3702	Approved
0.5725	Remote Similarity	NPD7078	Approved
0.5714	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD3698	Phase 2
0.5714	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD8517	Approved
0.5703	Remote Similarity	NPD8515	Approved
0.5703	Remote Similarity	NPD8516	Approved
0.5688	Remote Similarity	NPD7524	Approved
0.561	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD2267	Suspended
0.5603	Remote Similarity	NPD7638	Approved
0.56	Remote Similarity	NPD5777	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