NPASS Compound

Structure

CID327404 OpenBabel06191716192D 66 78 0 0 1 0 0 0 0 0999 V2000 14.9922 7.4052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -0.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3199 9.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2334 10.3690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0880 2.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2841 5.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8966 0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0162 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4210 5.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8333 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4181 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1502 5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 3.1180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9540 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4181 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1070 9.1666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6942 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1391 6.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0412 7.0962 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9511 0.6910 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2841 3.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0880 4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.0162 4.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3559 3.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 13.8333 6.1180 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8822 4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2219 2.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.1502 4.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4899 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5521 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8200 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8200 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5521 4.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.0162 6.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2116 8.1720 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9511 2.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.1289 9.3745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0880 3.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2841 4.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4899 1.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.8822 5.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5388 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2980 7.7653 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6861 2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6861 4.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6453 -0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.0162 7.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.0776 7.6720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1266 0.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3470 7.4563 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6289 8.5085 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 26 1 0 0 0 0 2 27 1 0 0 0 0 3 46 1 0 0 0 0 4 46 1 0 0 0 0 8 50 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 29 1 0 0 0 0 13 14 1 0 0 0 0 13 32 1 0 0 0 0 14 33 2 0 0 0 0 15 28 1 0 0 0 0 15 37 1 0 0 0 0 16 29 1 0 0 0 0 16 38 1 0 0 0 0 17 34 1 0 0 0 0 17 41 1 0 0 0 0 18 35 1 0 0 0 0 18 42 1 0 0 0 0 19 36 2 0 0 0 0 19 45 1 0 0 0 0 20 39 1 0 0 0 0 20 48 1 0 0 0 0 21 40 1 0 0 0 0 21 49 1 0 0 0 0 22 43 1 0 0 0 0 22 46 1 0 0 0 0 23 44 1 0 0 0 0 23 47 1 0 0 0 0 24 47 1 0 0 0 0 24 57 1 0 0 0 0 25 63 1 0 0 0 0 26 32 1 0 0 0 0 26 53 1 1 0 0 0 27 52 1 6 0 0 0 27 54 1 0 0 0 0 28 49 1 1 0 0 0 29 48 1 1 0 0 0 30 11 1 6 0 0 0 30 33 1 0 0 0 0 30 35 1 0 0 0 0 31 12 1 6 0 0 0 31 34 1 0 0 0 0 31 36 1 0 0 0 0 32 51 1 1 0 0 0 33 51 1 0 0 0 0 34 48 1 1 0 0 0 35 49 1 1 0 0 0 36 50 1 0 0 0 0 37 40 1 0 0 0 0 37 55 2 0 0 0 0 38 39 2 0 0 0 0 38 56 1 0 0 0 0 39 55 1 0 0 0 0 40 56 2 0 0 0 0 41 50 1 1 0 0 0 41 58 1 0 0 0 0 42 51 1 0 0 0 0 42 59 2 0 0 0 0 43 53 1 1 0 0 0 43 60 1 0 0 0 0 44 54 1 1 0 0 0 44 61 1 0 0 0 0 45 52 1 1 0 0 0 45 64 1 0 0 0 0 46 65 1 0 0 0 0 47 5 1 1 0 0 0 47 66 1 0 0 0 0 48 6 1 1 0 0 0 49 7 1 1 0 0 0 50 52 1 6 0 0 0 51 25 1 1 0 0 0 52 62 1 6 0 0 0 53 63 1 6 0 0 0 53 65 1 0 0 0 0 54 64 1 1 0 0 0 54 66 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	910.53
Volume:	925.383
LogP:	5.596
LogD:	3.505
LogS:	-4.85
# Rotatable Bonds:	1
TPSA:	180.92
# H-Bond Aceptor:	12
# H-Bond Donor:	5
# Rings:	13
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.224
Synthetic Accessibility Score:	7.983
Fsp3:	0.833
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:	-5.329
MDCK Permeability:	1.338576475973241e-05
Pgp-inhibitor:	0.959
Pgp-substrate:	0.422
Human Intestinal Absorption (HIA):	0.08
20% Bioavailability (F20%):	0.957
30% Bioavailability (F30%):	0.334

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.371
Plasma Protein Binding (PPB):	75.19902038574219%
Volume Distribution (VD):	0.584
Pgp-substrate:	7.109055042266846%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.744
CYP2C19-inhibitor:	0.011
CYP2C19-substrate:	0.839
CYP2C9-inhibitor:	0.069
CYP2C9-substrate:	0.005
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.114
CYP3A4-inhibitor:	0.933
CYP3A4-substrate:	0.783

ADMET: Excretion

Clearance (CL):	9.122
Half-life (T1/2):	0.196

ADMET: Toxicity

hERG Blockers:	0.917
Human Hepatotoxicity (H-HT):	0.992
Drug-inuced Liver Injury (DILI):	0.039
AMES Toxicity:	0.011
Rat Oral Acute Toxicity:	0.997
Maximum Recommended Daily Dose:	0.993
Skin Sensitization:	0.181
Carcinogencity:	0.902
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.991

Download Data

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

Natural Product: NPC327404

Natural Product ID:	NPC327404
*Common Name:**	Cephalostatin 1
IUPAC Name:	n.a.
Synonyms:	Cephalostatin 1
Standard InCHIKey:	HHBSFXFIMWLBAI-QEEYNDHBSA-N
Standard InCHI:	InChI=1S/C54H74N2O10/c1-26-32-13-14-33-30-11-9-28-15-37-40(21-49(28,7)35(30)18-42(59)51(32,33)25-63-53(26)43(60)22-46(3,4)65-53)56-38-16-29-10-12-31-34(48(29,6)20-39(38)55-37)17-41(58)50(8)36(31)19-45-52(50,62)27(2)54(64-45)44(61)23-47(5,24-57)66-54/h14,19,26-32,34-35,41,43-45,57-58,60-62H,9-13,15-18,20-25H2,1-8H3/t26-,27-,28-,29-,30-,31+,32+,34-,35-,41+,43+,44+,45-,47-,48-,49-,50+,51+,52+,53+,54-/m0/s1
SMILES:	OC[C@]1(C)C[C@H]([C@]2(O1)O[C@@H]1[C@@]([C@@H]2C)(O)[C@@]2(C(=C1)[C@@H]1CC[C@@H]3[C@]([C@H]1C[C@H]2O)(C)Cc1c(C3)nc2c(n1)C[C@H]1[C@@](C2)(C)[C@H]2CC(=O)[C@]34C(=CC[C@@H]4[C@@H]([C@@]4(OC3)OC(C[C@H]4O)(C)C)C)[C@@H]2CC1)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL269081
PubChem CID:	10328411
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001194] Oxosteroids

*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
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21899266]
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22607450]
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	Eukaryota	n.a.	n.a.	1990	PMID[26042639]
NPO25585	Cephalodiscus gilchristi	Species	Cephalodiscidae	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
ED50	20
GI50	151

Activity Type	# Activity
Cell Line	154
NON-MOLECULAR	15
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4461	Cell Line	Panel (Carcinoma cell lines)	Homo sapiens	GI50	=	1.0	nM	PMID[450645]
NPT81	Cell Line	A549	Homo sapiens	ED50	=	2.0	uM	PMID[450646]
NPT139	Cell Line	HT-29	Homo sapiens	ED50	=	7.6	uM	PMID[450646]
NPT376	Cell Line	A498	Homo sapiens	ED50	=	1.7	uM	PMID[450646]
NPT306	Cell Line	PC-3	Homo sapiens	ED50	=	1.4	uM	PMID[450646]
NPT783	Cell Line	MIA PaCa-2	Homo sapiens	ED50	=	4.0	uM	PMID[450646]
NPT83	Cell Line	MCF7	Homo sapiens	ED50	=	2.6	uM	PMID[450646]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	ED50	=	4.1	uM	PMID[450646]
NPT81	Cell Line	A549	Homo sapiens	ED50	=	0.0000015	nM	PMID[450647]
NPT139	Cell Line	HT-29	Homo sapiens	ED50	=	0.00021	nM	PMID[450647]
NPT376	Cell Line	A498	Homo sapiens	ED50	=	0.000005	nM	PMID[450647]
NPT306	Cell Line	PC-3	Homo sapiens	ED50	=	0.000023	nM	PMID[450647]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.0001	nM	PMID[450647]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	0.2	nM	PMID[450647]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	0.4	nM	PMID[450647]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	6.3	nM	PMID[450647]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	<	0.1	nM	PMID[450647]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	2.5	nM	PMID[450647]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	10.0	nM	PMID[450647]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	0.4	nM	PMID[450647]
NPT376	Cell Line	A498	Homo sapiens	GI50	<	0.1	nM	PMID[450647]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	<	0.1	nM	PMID[450647]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	<	0.1	nM	PMID[450647]
NPT517	Cell Line	Panel NCI-60 (60 carcinoma cell lines)	Homo sapiens	GI50	=	1.2	nM	PMID[450647]
NPT4859	Cell Line	NCI		GI50	=	0.8	nM	PMID[450647]
NPT3804	Cell Line	Human Tumor Cell lines		GI50	~	1.0	nM	PMID[450648]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.0001	nM	PMID[450649]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	=	0.309	nM	PMID[450650]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	0.6166	nM	PMID[450650]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	=	0.2042	nM	PMID[450650]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	=	0.1072	nM	PMID[450650]
NPT385	Cell Line	SR	Homo sapiens	GI50	=	0.2089	nM	PMID[450650]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	0.5129	nM	PMID[450650]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	=	5.37	nM	PMID[450650]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	=	72.44	nM	PMID[450650]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	0.2399	nM	PMID[450650]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	=	0.6607	nM	PMID[450650]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	275.42	nM	PMID[450650]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	549.54	nM	PMID[450650]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	=	91.2	nM	PMID[450650]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.2692	nM	PMID[450650]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	120.23	nM	PMID[450650]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	=	0.1096	nM	PMID[450650]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	=	1.549	nM	PMID[450650]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	=	41.69	nM	PMID[450650]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	0.6918	nM	PMID[450650]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	4.074	nM	PMID[450650]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	2.818	nM	PMID[450650]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	1.862	nM	PMID[450650]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	1.202	nM	PMID[450650]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	=	0.9772	nM	PMID[450650]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	1.096	nM	PMID[450650]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	0.123	nM	PMID[450650]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	0.1514	nM	PMID[450650]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	=	4.571	nM	PMID[450650]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	0.1	nM	PMID[450650]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	=	0.7762	nM	PMID[450650]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	0.182	nM	PMID[450650]
NPT574	Cell Line	XF498	Homo sapiens	GI50	=	0.7244	nM	PMID[450650]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	0.3236	nM	PMID[450650]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	=	8.128	nM	PMID[450650]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	0.955	nM	PMID[450650]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	=	616.6	nM	PMID[450650]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	=	1.096	nM	PMID[450650]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	0.6166	nM	PMID[450650]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	=	2.344	nM	PMID[450650]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	=	4.266	nM	PMID[450650]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	=	0.3162	nM	PMID[450650]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	3.981	nM	PMID[450650]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	70.79	nM	PMID[450650]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	38.9	nM	PMID[450650]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	13.18	nM	PMID[450650]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	60.26	nM	PMID[450650]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	1.023	nM	PMID[450650]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	8.128	nM	PMID[450650]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	=	1.549	nM	PMID[450650]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	=	0.1	nM	PMID[450650]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	=	295.12	nM	PMID[450650]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	=	0.6166	nM	PMID[450650]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	0.2884	nM	PMID[450650]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	53.7	nM	PMID[450650]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.3548	nM	PMID[450650]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	=	69.18	nM	PMID[450650]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	1.202	nM	PMID[450650]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	=	0.1122	nM	PMID[450650]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	=	0.8128	nM	PMID[450650]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	=	1.862	nM	PMID[450650]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	=	0.7586	nM	PMID[450650]
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	245.47	nM	PMID[450650]
NPT168	Cell Line	P388	Mus musculus	ED50	=	1.0	10'-9 ug/ml	PMID[450652]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	3.388	nM	PMID[450653]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	0.5248	nM	PMID[450653]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	60.26	nM	PMID[450653]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	=	8.511	nM	PMID[450653]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	=	0.2512	nM	PMID[450653]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	0.1514	nM	PMID[450653]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	0.4266	nM	PMID[450653]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	=	0.1995	nM	PMID[450653]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	=	0.05129	nM	PMID[450653]
NPT385	Cell Line	SR	Homo sapiens	GI50	=	0.2884	nM	PMID[450653]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	1.096	nM	PMID[450653]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	=	43.65	nM	PMID[450653]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	=	0.8318	nM	PMID[450653]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	0.2089	nM	PMID[450653]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	=	0.7244	nM	PMID[450653]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	3.236	nM	PMID[450653]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	0.3388	nM	PMID[450653]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	=	33.11	nM	PMID[450653]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.309	nM	PMID[450653]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	2.399	nM	PMID[450653]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	=	0.6607	nM	PMID[450653]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	=	0.05248	nM	PMID[450653]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	=	1.698	nM	PMID[450653]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	1.995	nM	PMID[450653]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	3.236	nM	PMID[450653]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	1.995	nM	PMID[450653]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	=	0.302	nM	PMID[450653]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	2.188	nM	PMID[450653]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	0.04365	nM	PMID[450653]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	0.08128	nM	PMID[450653]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	=	1.698	nM	PMID[450653]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	0.08128	nM	PMID[450653]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	=	0.7943	nM	PMID[450653]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	0.06457	nM	PMID[450653]
NPT574	Cell Line	XF498	Homo sapiens	GI50	=	0.5888	nM	PMID[450653]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	0.2399	nM	PMID[450653]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	=	5.248	nM	PMID[450653]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	0.4898	nM	PMID[450653]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	=	47.86	nM	PMID[450653]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	=	0.7413	nM	PMID[450653]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	0.955	nM	PMID[450653]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	=	3.467	nM	PMID[450653]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	=	3.715	nM	PMID[450653]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	=	0.389	nM	PMID[450653]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	2.188	nM	PMID[450653]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	30.9	nM	PMID[450653]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	14.13	nM	PMID[450653]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	10.0	nM	PMID[450653]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	2.399	nM	PMID[450653]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	7.079	nM	PMID[450653]
NPT376	Cell Line	A498	Homo sapiens	GI50	=	0.537	nM	PMID[450653]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	3.311	nM	PMID[450653]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	=	0.7244	nM	PMID[450653]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	=	0.02512	nM	PMID[450653]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	=	21.88	nM	PMID[450653]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	=	93.33	nM	PMID[450653]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	=	4.169	nM	PMID[450653]
NPT168	Cell Line	P388	Mus musculus	ED50	=	1.0	nM	PMID[450654]
NPT168	Cell Line	P388	Mus musculus	ED50	<	0.0000001	ug ml-1	PMID[450655]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.099	nM	PMID[450656]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	1.6	nM	PMID[450656]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.044	nM	PMID[450656]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	0.11	nM	PMID[450656]
NPT605	Organism	Homo sapiens	Homo sapiens	ED50	=	0.00028	nM	PMID[450647]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.000017	nM	PMID[450647]
NPT605	Organism	Homo sapiens	Homo sapiens	ED50	=	0.000024	nM	PMID[450647]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.3548	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.3311	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.166	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	95.5	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.1698	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	1.413	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.309	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	33.88	nM	PMID[450650]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	2.2	nM	PMID[450651]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.3631	nM	PMID[450653]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.07762	nM	PMID[450653]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	1.8	nM	PMID[450655]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.044	nM	PMID[450656]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.066	nM	PMID[450656]

☑ 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 NPC327404 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	303
0.1-0.2	1304
0.2-0.3	4083
0.3-0.4	18375
0.4-0.5	14288
0.5-0.6	4189
0.6-0.7	135
0.7-0.8	2
0.8-0.85	0
0.85-0.9	3
0.9-0.95	8
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
		NPC

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 NPC327404 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	545
0.2-0.3	1913
0.3-0.4	4758
0.4-0.5	1585
0.5-0.6	134
0.6-0.7	0
0.7-0.8	0
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
		NPD

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