NPASS Compound

Structure

CID140055 OpenBabel06191715502D 34 39 0 0 1 0 0 0 0 0999 V2000 8.2037 3.0092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7324 -0.4664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1165 -0.0158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5725 -1.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0880 1.9581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2403 2.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8487 -2.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -1.9578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3922 -0.9791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2404 -0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0698 1.7499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6964 0.9794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6578 1.6999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0003 2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9359 0.4906 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5445 0.4897 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7273 1.3976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0886 0.9798 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3927 0.9794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5445 -0.4897 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8663 0.7929 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6966 -1.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9789 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8482 0.4897 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.5239 0.4406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2404 0.4900 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6963 -0.9794 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8482 -0.4897 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3849 1.0453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5626 -2.4583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8657 -0.4789 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2510 -0.2141 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5934 0.1382 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 1 14 1 0 0 0 0 4 27 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 0 0 0 0 6 19 1 0 0 0 0 7 8 2 0 0 0 0 7 22 1 0 0 0 0 8 23 1 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 26 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 15 2 1 1 0 0 0 15 18 1 0 0 0 0 16 12 1 1 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 6 0 0 0 19 26 1 6 0 0 0 20 27 1 6 0 0 0 21 15 1 1 0 0 0 21 33 1 0 0 0 0 22 27 1 0 0 0 0 22 30 2 0 0 0 0 23 28 1 6 0 0 0 23 31 1 0 0 0 0 24 28 1 6 0 0 0 24 34 1 0 0 0 0 25 32 2 0 0 0 0 25 33 1 0 0 0 0 26 3 1 6 0 0 0 27 28 1 6 0 0 0 28 34 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	470.27
Volume:	483.701
LogP:	3.626
LogD:	3.57
LogS:	-4.532
# Rotatable Bonds:	3
TPSA:	93.2
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.498
Synthetic Accessibility Score:	5.698
Fsp3:	0.821
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.117
MDCK Permeability:	1.67458965734113e-05
Pgp-inhibitor:	0.993
Pgp-substrate:	0.921
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.157
30% Bioavailability (F30%):	0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.761
Plasma Protein Binding (PPB):	83.23513793945312%
Volume Distribution (VD):	0.695
Pgp-substrate:	5.167652606964111%

ADMET: Metabolism

CYP1A2-inhibitor:	0.033
CYP1A2-substrate:	0.502
CYP2C19-inhibitor:	0.189
CYP2C19-substrate:	0.882
CYP2C9-inhibitor:	0.198
CYP2C9-substrate:	0.04
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.103
CYP3A4-inhibitor:	0.876
CYP3A4-substrate:	0.898

ADMET: Excretion

Clearance (CL):	16.305
Half-life (T1/2):	0.845

ADMET: Toxicity

hERG Blockers:	0.339
Human Hepatotoxicity (H-HT):	0.248
Drug-inuced Liver Injury (DILI):	0.522
AMES Toxicity:	0.131
Rat Oral Acute Toxicity:	0.378
Maximum Recommended Daily Dose:	0.518
Skin Sensitization:	0.812
Carcinogencity:	0.721
Eye Corrosion:	0.041
Eye Irritation:	0.187
Respiratory Toxicity:	0.967

Download Data

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

Natural Product: NPC140055

Natural Product ID:	NPC140055
*Common Name:**	DBRXOUCRJQVYJQ-CKNDUULBSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	DBRXOUCRJQVYJQ-CKNDUULBSA-N
Standard InCHI:	InChI=1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
SMILES:	CC1=C(CO)C(=O)O[C@H](C1)[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H]4[C@@]5([C@H](C=CC(=O)[C@]5(C)[C@H]3CC[C@]12C)O)O4
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL517080
PubChem CID:	265237
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001560] Withanolides 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
NPO14874	Physalis longifolia	Species	Solanaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[22098611]
NPO14874	Physalis longifolia	Species	Solanaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[22098611]
NPO40288	Physalis crassifolia	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27071003]
NPO40718	Indian beech tree	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[30108931]
NPO14874	Physalis longifolia	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
GI50	51
IC50	25
Others	39

Activity Type	# Activity
Cell Line	82
CELL-LINE	16
Individual Protein	1
Organism	1
Others	15

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	221.31	nM	PMID[506875]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	1698.24	nM	PMID[506875]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	1088.93	nM	PMID[506875]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	466.66	nM	PMID[506875]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	39.36	nM	PMID[506875]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	1342.76	nM	PMID[506875]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	243.22	nM	PMID[506875]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	1678.8	nM	PMID[506875]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	192.75	nM	PMID[506875]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	1054.39	nM	PMID[506875]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	2041.74	nM	PMID[506875]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	187.07	nM	PMID[506875]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	246.6	nM	PMID[506875]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	374.11	nM	PMID[506875]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	1909.85	nM	PMID[506875]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	404.58	nM	PMID[506875]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	2985.38	nM	PMID[506875]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	189.23	nM	PMID[506875]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	641.21	nM	PMID[506875]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	1499.68	nM	PMID[506875]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	198.61	nM	PMID[506875]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	3723.92	nM	PMID[506875]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	33.5	nM	PMID[506875]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	422.67	nM	PMID[506875]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	1425.61	nM	PMID[506875]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	4634.47	nM	PMID[506875]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	246.6	nM	PMID[506875]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	566.24	nM	PMID[506875]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	601.17	nM	PMID[506875]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	391.74	nM	PMID[506875]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	3311.31	nM	PMID[506875]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	4111.5	nM	PMID[506875]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	509.33	nM	PMID[506875]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	445.66	nM	PMID[506875]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	282.49	nM	PMID[506875]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	352.37	nM	PMID[506875]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	477.53	nM	PMID[506875]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	333.43	nM	PMID[506875]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	1445.44	nM	PMID[506875]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	2910.72	nM	PMID[506875]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	463.45	nM	PMID[506875]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	4216.97	nM	PMID[506875]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	1164.13	nM	PMID[506875]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	1592.21	nM	PMID[506875]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	400.87	nM	PMID[506875]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	302.69	nM	PMID[506875]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	112.72	nM	PMID[506875]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	1300.17	nM	PMID[506875]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	416.87	nM	PMID[506875]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	549.54	nM	PMID[506875]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	405.51	nM	PMID[506875]
NPT369	Cell Line	ACHN	Homo sapiens	IC50	>	2000.0	nM	PMID[506877]
NPT1374	Cell Line	WI-38	Homo sapiens	Activity	=	90.0	%	PMID[506879]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	3000.0	nM	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	6300.0	nM	PMID[506880]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	6600.0	nM	PMID[506880]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	10100.0	nM	PMID[506880]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	3600.0	nM	PMID[506880]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	1300.0	nM	PMID[506880]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	1300.0	nM	PMID[506880]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	6600.0	nM	PMID[506880]
NPT83	Cell Line	MCF7	Homo sapiens	Ratio IC50	=	2.8	n.a.	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	FC	=	4.0	n.a.	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	11.3	%	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	0.6	nmol/min/ml	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	0.35	nmol/min/ml	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	0.41	nmol/min/ml	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	0.47	nmol/min/ml	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	0.55	nmol/min/ml	PMID[506880]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	1.12	nmol/min/ml	PMID[506880]
NPT2615	Cell Line	HEK-293T	Homo sapiens	Ratio	=	0.23	n.a.	PMID[506881]
NPT2615	Cell Line	HEK-293T	Homo sapiens	FC	=	68.0	n.a.	PMID[506881]
NPT2615	Cell Line	HEK-293T	Homo sapiens	IC50	=	299.0	nM	PMID[506881]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Inhibition	=	50.0	%	PMID[506882]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	32.7	nM	PMID[506883]
NPT461	Cell Line	PANC-1	Homo sapiens	IC50	=	1240.0	nM	PMID[506886]
NPT783	Cell Line	MIA PaCa-2	Homo sapiens	IC50	=	2930.0	nM	PMID[506886]
NPT1081	Cell Line	BXPC-3	Homo sapiens	IC50	=	2780.0	nM	PMID[506886]
NPT858	Cell Line	LNCaP	Homo sapiens	IC50	=	870.0	nM	PMID[506887]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	570.0	nM	PMID[506887]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	<	400.0	nM	PMID[506887]
NPT395	Cell Line	SF-268	Homo sapiens	IC50	<	400.0	nM	PMID[506887]
NPT859	Cell Line	HFF	Homo sapiens	IC50	>	6800.0	nM	PMID[506887]
NPT610	Others	Molecular identity unknown		FC	=	2.6	n.a.	PMID[506876]
NPT610	Others	Molecular identity unknown		FC	=	2.2	n.a.	PMID[506876]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	39.0	%	PMID[506876]
NPT2	Others	Unspecified		Activity	=	87.0	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	8.2	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	32.1	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	56.4	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	31.5	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	12.1	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	64.6	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	28.4	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	34.0	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	29.4	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	19.1	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	21.5	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	23.1	%	PMID[506878]
NPT2	Others	Unspecified		Activity	=	15.6	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	61.4	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	31.7	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	19.5	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	15.5	%	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	21.5	%	PMID[506878]
NPT2	Others	Unspecified		IC50	=	224.0	nM	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	IC50	=	649.7	nM	PMID[506878]
NPT26631	CELL-LINE	Multiple myeloma cancer stem cell	n.a.	Activity	=	59.6	%	PMID[506878]
NPT26632	CELL-LINE	TIG-3	Homo sapiens	Activity	=	90.0	%	PMID[506879]
NPT2	Others	Unspecified		IC50	=	424.0	nM	PMID[506881]
NPT2	Others	Unspecified		IC50	=	32.0	nM	PMID[506883]
NPT21798	CELL-LINE	ARPE-19	Homo sapiens	IC50	=	37.0	nM	PMID[506883]
NPT2	Others	Unspecified		Ratio IC50	=	1.1	n.a.	PMID[506883]
NPT2	Others	Unspecified		Ratio IC50	=	1.2	n.a.	PMID[506883]
NPT23103	CELL-LINE	PC-3M	Homo sapiens	IC50	=	410.0	nM	PMID[506887]

☑ 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 NPC140055 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	230
0.1-0.2	1283
0.2-0.3	3797
0.3-0.4	7521
0.4-0.5	13078
0.5-0.6	6814
0.6-0.7	6731
0.7-0.8	2890
0.8-0.85	246
0.85-0.9	58
0.9-0.95	36
0.95-1	13

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC20302
1.0	High Similarity	NPC167606
1.0	High Similarity	NPC286528
0.9907	High Similarity	NPC709
0.9907	High Similarity	NPC50774
0.9817	High Similarity	NPC264954
0.9815	High Similarity	NPC183580
0.9815	High Similarity	NPC312824
0.9815	High Similarity	NPC470493
0.9815	High Similarity	NPC470492
0.9727	High Similarity	NPC474370
0.972	High Similarity	NPC122056
0.964	High Similarity	NPC67569
0.963	High Similarity	NPC67259
0.963	High Similarity	NPC147912
0.9554	High Similarity	NPC153700
0.9554	High Similarity	NPC470265
0.9554	High Similarity	NPC23786
0.9554	High Similarity	NPC88326
0.9469	High Similarity	NPC469789
0.9459	High Similarity	NPC473274
0.9386	High Similarity	NPC8374
0.9386	High Similarity	NPC3381
0.9386	High Similarity	NPC8369
0.9386	High Similarity	NPC470494
0.9369	High Similarity	NPC186525
0.9364	High Similarity	NPC270929
0.9304	High Similarity	NPC293112
0.9298	High Similarity	NPC11895
0.9292	High Similarity	NPC473256
0.9292	High Similarity	NPC470878
0.9279	High Similarity	NPC243065
0.9217	High Similarity	NPC172154
0.9217	High Similarity	NPC81736
0.9211	High Similarity	NPC170538
0.9196	High Similarity	NPC329736
0.9174	High Similarity	NPC474315
0.9115	High Similarity	NPC61520
0.9099	High Similarity	NPC284915
0.9091	High Similarity	NPC191620
0.9083	High Similarity	NPC29133
0.9068	High Similarity	NPC473593
0.9018	High Similarity	NPC64318
0.9	High Similarity	NPC470961
0.8981	High Similarity	NPC91034
0.8974	High Similarity	NPC473635
0.8947	High Similarity	NPC473270
0.8938	High Similarity	NPC470959
0.8938	High Similarity	NPC476965
0.8917	High Similarity	NPC231240
0.8909	High Similarity	NPC37116
0.8843	High Similarity	NPC316915
0.8818	High Similarity	NPC475065
0.8807	High Similarity	NPC330011
0.8807	High Similarity	NPC329048
0.8793	High Similarity	NPC46570
0.8783	High Similarity	NPC475520
0.8783	High Similarity	NPC476960
0.875	High Similarity	NPC69291
0.875	High Similarity	NPC236217
0.8739	High Similarity	NPC156797
0.8727	High Similarity	NPC473482
0.8727	High Similarity	NPC318363
0.8727	High Similarity	NPC475418
0.8718	High Similarity	NPC107493
0.8718	High Similarity	NPC269642
0.8707	High Similarity	NPC268530
0.8707	High Similarity	NPC154491
0.8707	High Similarity	NPC476961
0.8661	High Similarity	NPC470960
0.8644	High Similarity	NPC120724
0.8644	High Similarity	NPC204812
0.8636	High Similarity	NPC473284
0.8632	High Similarity	NPC159456
0.8632	High Similarity	NPC4021
0.8621	High Similarity	NPC42673
0.8621	High Similarity	NPC475041
0.8595	High Similarity	NPC476966
0.8584	High Similarity	NPC476163
0.8583	High Similarity	NPC287423
0.8583	High Similarity	NPC473253
0.8571	High Similarity	NPC473627
0.8571	High Similarity	NPC32868
0.8571	High Similarity	NPC241456
0.8559	High Similarity	NPC220155
0.8547	High Similarity	NPC476962
0.8547	High Similarity	NPC251226
0.8534	High Similarity	NPC311554
0.8534	High Similarity	NPC257457
0.8534	High Similarity	NPC473720
0.8532	High Similarity	NPC475050
0.8522	High Similarity	NPC470075
0.8519	High Similarity	NPC476897
0.8512	High Similarity	NPC473620
0.8482	Intermediate Similarity	NPC284828
0.8482	Intermediate Similarity	NPC472216
0.8482	Intermediate Similarity	NPC173905
0.8482	Intermediate Similarity	NPC5475
0.8462	Intermediate Similarity	NPC230513
0.8448	Intermediate Similarity	NPC55296
0.8448	Intermediate Similarity	NPC471854
0.8448	Intermediate Similarity	NPC469684
0.8443	Intermediate Similarity	NPC231529
0.8443	Intermediate Similarity	NPC470880
0.8435	Intermediate Similarity	NPC474181
0.8426	Intermediate Similarity	NPC474012
0.8426	Intermediate Similarity	NPC476299
0.8421	Intermediate Similarity	NPC269530
0.8411	Intermediate Similarity	NPC253826
0.8393	Intermediate Similarity	NPC472825
0.839	Intermediate Similarity	NPC79579
0.8378	Intermediate Similarity	NPC266570
0.8376	Intermediate Similarity	NPC153440
0.8374	Intermediate Similarity	NPC196921
0.8374	Intermediate Similarity	NPC220757
0.8364	Intermediate Similarity	NPC297617
0.8364	Intermediate Similarity	NPC329345
0.8364	Intermediate Similarity	NPC72151
0.8364	Intermediate Similarity	NPC112009
0.8364	Intermediate Similarity	NPC476237
0.8364	Intermediate Similarity	NPC473283
0.8364	Intermediate Similarity	NPC475526
0.8362	Intermediate Similarity	NPC190286
0.8362	Intermediate Similarity	NPC176840
0.8349	Intermediate Similarity	NPC282524
0.8348	Intermediate Similarity	NPC25909
0.8347	Intermediate Similarity	NPC203702
0.8347	Intermediate Similarity	NPC120994
0.8333	Intermediate Similarity	NPC98868
0.8333	Intermediate Similarity	NPC316598
0.8333	Intermediate Similarity	NPC278386
0.8333	Intermediate Similarity	NPC317107
0.8333	Intermediate Similarity	NPC159763
0.8333	Intermediate Similarity	NPC478056
0.8333	Intermediate Similarity	NPC473979
0.8333	Intermediate Similarity	NPC124512
0.8333	Intermediate Similarity	NPC470076
0.8319	Intermediate Similarity	NPC41405
0.8319	Intermediate Similarity	NPC475941
0.8319	Intermediate Similarity	NPC87335
0.8319	Intermediate Similarity	NPC474901
0.8305	Intermediate Similarity	NPC5292
0.8305	Intermediate Similarity	NPC473203
0.8305	Intermediate Similarity	NPC470495
0.8304	Intermediate Similarity	NPC67321
0.8304	Intermediate Similarity	NPC187435
0.8304	Intermediate Similarity	NPC131665
0.8304	Intermediate Similarity	NPC301666
0.8304	Intermediate Similarity	NPC475294
0.8304	Intermediate Similarity	NPC255387
0.8293	Intermediate Similarity	NPC35109
0.8291	Intermediate Similarity	NPC473656
0.8291	Intermediate Similarity	NPC284068
0.8291	Intermediate Similarity	NPC239273
0.8279	Intermediate Similarity	NPC473265
0.8279	Intermediate Similarity	NPC470882
0.8279	Intermediate Similarity	NPC42399
0.8276	Intermediate Similarity	NPC238667
0.8276	Intermediate Similarity	NPC470953
0.8273	Intermediate Similarity	NPC136289
0.8273	Intermediate Similarity	NPC32577
0.8273	Intermediate Similarity	NPC114540
0.8273	Intermediate Similarity	NPC320447
0.8273	Intermediate Similarity	NPC155332
0.8264	Intermediate Similarity	NPC469790
0.8261	Intermediate Similarity	NPC475524
0.8261	Intermediate Similarity	NPC475970
0.8261	Intermediate Similarity	NPC470063
0.8261	Intermediate Similarity	NPC100267
0.8261	Intermediate Similarity	NPC317687
0.8246	Intermediate Similarity	NPC472215
0.8246	Intermediate Similarity	NPC472214
0.8241	Intermediate Similarity	NPC73911
0.824	Intermediate Similarity	NPC469673
0.8235	Intermediate Similarity	NPC474585
0.823	Intermediate Similarity	NPC472219
0.823	Intermediate Similarity	NPC306265
0.823	Intermediate Similarity	NPC472217
0.823	Intermediate Similarity	NPC472218
0.822	Intermediate Similarity	NPC475913
0.822	Intermediate Similarity	NPC284707
0.8214	Intermediate Similarity	NPC189863
0.8211	Intermediate Similarity	NPC245094
0.8205	Intermediate Similarity	NPC148458
0.8198	Intermediate Similarity	NPC478057
0.8198	Intermediate Similarity	NPC180204
0.8198	Intermediate Similarity	NPC476889
0.8198	Intermediate Similarity	NPC95899
0.8198	Intermediate Similarity	NPC264048
0.8197	Intermediate Similarity	NPC159499
0.819	Intermediate Similarity	NPC250109
0.819	Intermediate Similarity	NPC317210
0.8182	Intermediate Similarity	NPC115899
0.8182	Intermediate Similarity	NPC303559
0.8182	Intermediate Similarity	NPC224720
0.8182	Intermediate Similarity	NPC6193
0.8182	Intermediate Similarity	NPC476223
0.8182	Intermediate Similarity	NPC81530
0.8182	Intermediate Similarity	NPC476240
0.8175	Intermediate Similarity	NPC476823

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 NPC140055 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	194
0.1-0.2	1417
0.2-0.3	3498
0.3-0.4	2624
0.4-0.5	879
0.5-0.6	246
0.6-0.7	179
0.7-0.8	111
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD7115	Discovery
0.8333	Intermediate Similarity	NPD4225	Approved
0.7949	Intermediate Similarity	NPD8297	Approved
0.7913	Intermediate Similarity	NPD6899	Approved
0.7913	Intermediate Similarity	NPD6881	Approved
0.7863	Intermediate Similarity	NPD6650	Approved
0.7863	Intermediate Similarity	NPD6649	Approved
0.7826	Intermediate Similarity	NPD5697	Approved
0.7787	Intermediate Similarity	NPD6319	Approved
0.7778	Intermediate Similarity	NPD7290	Approved
0.7778	Intermediate Similarity	NPD7102	Approved
0.7778	Intermediate Similarity	NPD6883	Approved
0.7768	Intermediate Similarity	NPD7640	Approved
0.7768	Intermediate Similarity	NPD7639	Approved
0.7739	Intermediate Similarity	NPD6675	Approved
0.7739	Intermediate Similarity	NPD7128	Approved
0.7739	Intermediate Similarity	NPD6402	Approved
0.7739	Intermediate Similarity	NPD5739	Approved
0.7712	Intermediate Similarity	NPD6869	Approved
0.7712	Intermediate Similarity	NPD6847	Approved
0.7712	Intermediate Similarity	NPD8130	Phase 1
0.7712	Intermediate Similarity	NPD6617	Approved
0.7706	Intermediate Similarity	NPD6399	Phase 3
0.7692	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD6013	Approved
0.7692	Intermediate Similarity	NPD6014	Approved
0.7692	Intermediate Similarity	NPD6372	Approved
0.7692	Intermediate Similarity	NPD6373	Approved
0.7692	Intermediate Similarity	NPD6012	Approved
0.7679	Intermediate Similarity	NPD7638	Approved
0.7647	Intermediate Similarity	NPD6882	Approved
0.7632	Intermediate Similarity	NPD5211	Phase 2
0.7615	Intermediate Similarity	NPD6079	Approved
0.7607	Intermediate Similarity	NPD7320	Approved
0.7607	Intermediate Similarity	NPD6011	Approved
0.7589	Intermediate Similarity	NPD6084	Phase 2
0.7589	Intermediate Similarity	NPD6083	Phase 2
0.7583	Intermediate Similarity	NPD4632	Approved
0.7578	Intermediate Similarity	NPD7319	Approved
0.754	Intermediate Similarity	NPD7492	Approved
0.7523	Intermediate Similarity	NPD5785	Approved
0.7521	Intermediate Similarity	NPD5701	Approved
0.75	Intermediate Similarity	NPD6054	Approved
0.75	Intermediate Similarity	NPD7736	Approved
0.75	Intermediate Similarity	NPD5141	Approved
0.748	Intermediate Similarity	NPD7507	Approved
0.748	Intermediate Similarity	NPD6616	Approved
0.7479	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7479	Intermediate Similarity	NPD6371	Approved
0.7479	Intermediate Similarity	NPD4634	Approved
0.7477	Intermediate Similarity	NPD7748	Approved
0.7477	Intermediate Similarity	NPD3618	Phase 1
0.7456	Intermediate Similarity	NPD4696	Approved
0.7456	Intermediate Similarity	NPD5285	Approved
0.7456	Intermediate Similarity	NPD5286	Approved
0.7455	Intermediate Similarity	NPD7515	Phase 2
0.744	Intermediate Similarity	NPD7503	Approved
0.7436	Intermediate Similarity	NPD6008	Approved
0.7434	Intermediate Similarity	NPD7902	Approved
0.7431	Intermediate Similarity	NPD5328	Approved
0.7422	Intermediate Similarity	NPD7078	Approved
0.7411	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD6370	Approved
0.7368	Intermediate Similarity	NPD5696	Approved
0.7345	Intermediate Similarity	NPD5221	Approved
0.7345	Intermediate Similarity	NPD5222	Approved
0.7345	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD5224	Approved
0.7328	Intermediate Similarity	NPD5225	Approved
0.7328	Intermediate Similarity	NPD4633	Approved
0.7328	Intermediate Similarity	NPD5226	Approved
0.7323	Intermediate Similarity	NPD7604	Phase 2
0.7315	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD6686	Approved
0.7302	Intermediate Similarity	NPD6016	Approved
0.7302	Intermediate Similarity	NPD6015	Approved
0.729	Intermediate Similarity	NPD4786	Approved
0.7281	Intermediate Similarity	NPD5173	Approved
0.7281	Intermediate Similarity	NPD4755	Approved
0.728	Intermediate Similarity	NPD7100	Approved
0.728	Intermediate Similarity	NPD7101	Approved
0.7273	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7265	Intermediate Similarity	NPD5174	Approved
0.7265	Intermediate Similarity	NPD5175	Approved
0.7258	Intermediate Similarity	NPD6009	Approved
0.7257	Intermediate Similarity	NPD5695	Phase 3
0.7257	Intermediate Similarity	NPD4629	Approved
0.7257	Intermediate Similarity	NPD5210	Approved
0.7244	Intermediate Similarity	NPD5988	Approved
0.7241	Intermediate Similarity	NPD5344	Discontinued
0.7241	Intermediate Similarity	NPD5223	Approved
0.7232	Intermediate Similarity	NPD4202	Approved
0.7227	Intermediate Similarity	NPD6412	Phase 2
0.7227	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD6059	Approved
0.7222	Intermediate Similarity	NPD1694	Approved
0.72	Intermediate Similarity	NPD7327	Approved
0.72	Intermediate Similarity	NPD6335	Approved
0.72	Intermediate Similarity	NPD7328	Approved
0.7193	Intermediate Similarity	NPD4697	Phase 3
0.7182	Intermediate Similarity	NPD5737	Approved
0.7182	Intermediate Similarity	NPD6672	Approved
0.7182	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD7632	Discontinued
0.7177	Intermediate Similarity	NPD6868	Approved
0.7177	Intermediate Similarity	NPD6274	Approved
0.7168	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD7900	Approved
0.7165	Intermediate Similarity	NPD5983	Phase 2
0.7165	Intermediate Similarity	NPD8033	Approved
0.7165	Intermediate Similarity	NPD8513	Phase 3
0.7156	Intermediate Similarity	NPD7521	Approved
0.7156	Intermediate Similarity	NPD7334	Approved
0.7156	Intermediate Similarity	NPD6409	Approved
0.7156	Intermediate Similarity	NPD7146	Approved
0.7156	Intermediate Similarity	NPD6684	Approved
0.7156	Intermediate Similarity	NPD5330	Approved
0.7155	Intermediate Similarity	NPD4700	Approved
0.7154	Intermediate Similarity	NPD8293	Discontinued
0.7143	Intermediate Similarity	NPD7637	Suspended
0.7143	Intermediate Similarity	NPD8034	Phase 2
0.7143	Intermediate Similarity	NPD7516	Approved
0.7143	Intermediate Similarity	NPD5693	Phase 1
0.7143	Intermediate Similarity	NPD8035	Phase 2
0.712	Intermediate Similarity	NPD6317	Approved
0.7117	Intermediate Similarity	NPD4753	Phase 2
0.7103	Intermediate Similarity	NPD3667	Approved
0.7091	Intermediate Similarity	NPD3573	Approved
0.7087	Intermediate Similarity	NPD8294	Approved
0.7087	Intermediate Similarity	NPD8377	Approved
0.7077	Intermediate Similarity	NPD6336	Discontinued
0.7073	Intermediate Similarity	NPD6053	Discontinued
0.7064	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD5363	Approved
0.7063	Intermediate Similarity	NPD6313	Approved
0.7063	Intermediate Similarity	NPD6314	Approved
0.7054	Intermediate Similarity	NPD8328	Phase 3
0.7031	Intermediate Similarity	NPD8517	Approved
0.7031	Intermediate Similarity	NPD8379	Approved
0.7031	Intermediate Similarity	NPD8296	Approved
0.7031	Intermediate Similarity	NPD8378	Approved
0.7031	Intermediate Similarity	NPD8516	Approved
0.7031	Intermediate Similarity	NPD8515	Approved
0.7031	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD8380	Approved
0.7031	Intermediate Similarity	NPD8335	Approved
0.7027	Intermediate Similarity	NPD6903	Approved
0.7025	Intermediate Similarity	NPD4729	Approved
0.7025	Intermediate Similarity	NPD4730	Approved
0.7018	Intermediate Similarity	NPD6001	Approved
0.6991	Remote Similarity	NPD5281	Approved
0.6991	Remote Similarity	NPD6411	Approved
0.6991	Remote Similarity	NPD5284	Approved
0.6972	Remote Similarity	NPD3133	Approved
0.6972	Remote Similarity	NPD3665	Phase 1
0.6972	Remote Similarity	NPD3666	Approved
0.6964	Remote Similarity	NPD6080	Approved
0.6964	Remote Similarity	NPD6904	Approved
0.6964	Remote Similarity	NPD6673	Approved
0.6957	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.693	Remote Similarity	NPD5779	Approved
0.693	Remote Similarity	NPD5778	Approved
0.6911	Remote Similarity	NPD5247	Approved
0.6911	Remote Similarity	NPD5251	Approved
0.6911	Remote Similarity	NPD5249	Phase 3
0.6911	Remote Similarity	NPD5250	Approved
0.6911	Remote Similarity	NPD5248	Approved
0.6903	Remote Similarity	NPD46	Approved
0.6903	Remote Similarity	NPD6698	Approved
0.6899	Remote Similarity	NPD6908	Approved
0.6899	Remote Similarity	NPD6909	Approved
0.6885	Remote Similarity	NPD5128	Approved
0.688	Remote Similarity	NPD8133	Approved
0.6864	Remote Similarity	NPD6648	Approved
0.686	Remote Similarity	NPD4768	Approved
0.686	Remote Similarity	NPD4767	Approved
0.6855	Remote Similarity	NPD5215	Approved
0.6855	Remote Similarity	NPD5217	Approved
0.6855	Remote Similarity	NPD5216	Approved
0.6833	Remote Similarity	NPD4754	Approved
0.6829	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6814	Remote Similarity	NPD6051	Approved
0.6814	Remote Similarity	NPD6101	Approved
0.6814	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6803	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD4221	Approved
0.6789	Remote Similarity	NPD4269	Approved
0.6789	Remote Similarity	NPD4223	Phase 3
0.6789	Remote Similarity	NPD4270	Approved
0.6774	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD5135	Approved
0.6774	Remote Similarity	NPD5169	Approved
0.6757	Remote Similarity	NPD5329	Approved
0.6754	Remote Similarity	NPD5207	Approved
0.6748	Remote Similarity	NPD5168	Approved
0.6729	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD5208	Approved
0.672	Remote Similarity	NPD5127	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