NPASS Compound

Structure

NPC470154 OpenBabel07101718322D 33 35 0 0 1 0 0 0 0 0999 V2000 2.3723 1.0518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6637 0.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6172 -2.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8815 1.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7220 0.7978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8300 1.1791 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1770 -2.1557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4595 -1.0692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2969 -0.2676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2969 -0.9662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5321 1.5368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3093 1.3848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3098 -2.9532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9545 1.7736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6920 0.0817 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4434 -0.6169 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1403 0.0125 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8051 -1.3475 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4592 0.1679 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9458 0.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6920 -1.3155 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0870 -0.2676 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0870 -0.9662 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5321 2.5070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9142 2.1433 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5257 -3.8990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7386 2.7194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2069 -2.1557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6920 1.0518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3500 1.5294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0210 -2.2933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2433 1.1137 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 11 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 21 1 0 0 0 0 11 24 2 0 0 0 0 11 29 1 0 0 0 0 12 25 2 0 0 0 0 12 30 1 0 0 0 0 13 26 2 0 0 0 0 13 31 1 0 0 0 0 14 27 2 0 0 0 0 14 32 1 0 0 0 0 15 22 1 1 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 6 0 0 0 17 19 1 0 0 0 0 17 30 1 6 0 0 0 18 23 1 6 0 0 0 18 31 1 0 0 0 0 19 22 1 6 0 0 0 19 32 1 0 0 0 0 20 33 1 0 0 0 0 21 23 1 1 0 0 0 21 28 1 0 0 0 0 22 23 1 6 0 0 0 23 33 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	470.22
Volume:	458.051
LogP:	1.905
LogD:	1.356
LogS:	-3.626
# Rotatable Bonds:	8
TPSA:	134.66
# H-Bond Aceptor:	10
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.475
Synthetic Accessibility Score:	5.811
Fsp3:	0.826
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:	-5.272
MDCK Permeability:	0.00010455878509674221
Pgp-inhibitor:	0.997
Pgp-substrate:	0.017
Human Intestinal Absorption (HIA):	0.642
20% Bioavailability (F20%):	0.628
30% Bioavailability (F30%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.568
Plasma Protein Binding (PPB):	25.982513427734375%
Volume Distribution (VD):	1.314
Pgp-substrate:	48.99909973144531%

ADMET: Metabolism

CYP1A2-inhibitor:	0.023
CYP1A2-substrate:	0.033
CYP2C19-inhibitor:	0.012
CYP2C19-substrate:	0.097
CYP2C9-inhibitor:	0.001
CYP2C9-substrate:	0.011
CYP2D6-inhibitor:	0.792
CYP2D6-substrate:	0.058
CYP3A4-inhibitor:	0.255
CYP3A4-substrate:	0.4

ADMET: Excretion

Clearance (CL):	2.951
Half-life (T1/2):	0.758

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.958
Drug-inuced Liver Injury (DILI):	0.895
AMES Toxicity:	0.08
Rat Oral Acute Toxicity:	0.653
Maximum Recommended Daily Dose:	0.035
Skin Sensitization:	0.323
Carcinogencity:	0.302
Eye Corrosion:	0.053
Eye Irritation:	0.055
Respiratory Toxicity:	0.977

Download Data

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

Natural Product: NPC470154

Natural Product ID:	NPC470154
*Common Name:**	XFGATWSZJCRYIZ-FLWKJDGESA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XFGATWSZJCRYIZ-FLWKJDGESA-N
Standard InCHI:	InChI=1S/C23H34O10/c1-11(24)29-15-9-10-21(7,28)23-18(31-13(3)26)16(20(5,6)33-23)17(30-12(2)25)19(22(15,23)8)32-14(4)27/h15-19,28H,9-10H2,1-8H3/t15-,16+,17-,18+,19-,21-,22-,23-/m0/s1
SMILES:	CC(=O)O[C@H]1[C@@H]2[C@@H](OC(=O)C)[C@]3([C@@]([C@H]1OC(=O)C)(C)[C@H](CC[C@]3(C)O)OC(=O)C)OC2(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1796009
PubChem CID:	56660075
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002051] Agarofurans

*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
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18616221]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	stems	Montecristo National Park, province of Santa Ana, El Salvador	2004-JUN	PMID[20873773]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21419633]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25695368]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	25.0	ug.mL-1	PMID[550490]
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	>	25.0	ug.mL-1	PMID[550490]

☑ 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 NPC470154 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	369
0.1-0.2	3181
0.2-0.3	8887
0.3-0.4	14145
0.4-0.5	6134
0.5-0.6	5886
0.6-0.7	3495
0.7-0.8	535
0.8-0.85	43
0.85-0.9	17
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9868	High Similarity	NPC470155
0.9868	High Similarity	NPC477446
0.9868	High Similarity	NPC477447
0.9737	High Similarity	NPC470156
0.9103	High Similarity	NPC472951
0.9103	High Similarity	NPC472943
0.9024	High Similarity	NPC45833
0.9024	High Similarity	NPC213658
0.9024	High Similarity	NPC62202
0.9024	High Similarity	NPC110365
0.8902	High Similarity	NPC477283
0.8861	High Similarity	NPC186594
0.8846	High Similarity	NPC43463
0.8816	High Similarity	NPC470151
0.875	High Similarity	NPC211049
0.875	High Similarity	NPC116320
0.875	High Similarity	NPC119922
0.8675	High Similarity	NPC471410
0.8675	High Similarity	NPC155531
0.8675	High Similarity	NPC471411
0.8675	High Similarity	NPC215968
0.8659	High Similarity	NPC18953
0.8642	High Similarity	NPC154043
0.8642	High Similarity	NPC60018
0.8642	High Similarity	NPC202688
0.8642	High Similarity	NPC216800
0.859	High Similarity	NPC136424
0.8554	High Similarity	NPC266651
0.8506	High Similarity	NPC475307
0.8481	Intermediate Similarity	NPC476719
0.8471	Intermediate Similarity	NPC470872
0.8471	Intermediate Similarity	NPC476435
0.8471	Intermediate Similarity	NPC476379
0.8462	Intermediate Similarity	NPC472950
0.8462	Intermediate Similarity	NPC472952
0.8452	Intermediate Similarity	NPC131365
0.8415	Intermediate Similarity	NPC477284
0.8415	Intermediate Similarity	NPC477286
0.8415	Intermediate Similarity	NPC286719
0.8395	Intermediate Similarity	NPC474714
0.8375	Intermediate Similarity	NPC252483
0.8375	Intermediate Similarity	NPC191345
0.8353	Intermediate Similarity	NPC5943
0.8313	Intermediate Similarity	NPC111582
0.8313	Intermediate Similarity	NPC241959
0.8313	Intermediate Similarity	NPC477285
0.8293	Intermediate Similarity	NPC71541
0.8293	Intermediate Similarity	NPC190940
0.8276	Intermediate Similarity	NPC470114
0.8256	Intermediate Similarity	NPC201607
0.8256	Intermediate Similarity	NPC56777
0.8256	Intermediate Similarity	NPC471221
0.8235	Intermediate Similarity	NPC228593
0.8235	Intermediate Similarity	NPC246347
0.8235	Intermediate Similarity	NPC235196
0.8205	Intermediate Similarity	NPC123122
0.8182	Intermediate Similarity	NPC473066
0.8171	Intermediate Similarity	NPC186588
0.8171	Intermediate Similarity	NPC471217
0.8171	Intermediate Similarity	NPC471216
0.814	Intermediate Similarity	NPC471377
0.8118	Intermediate Similarity	NPC477445
0.8118	Intermediate Similarity	NPC93616
0.8118	Intermediate Similarity	NPC235402
0.8101	Intermediate Similarity	NPC472944
0.8101	Intermediate Similarity	NPC472945
0.809	Intermediate Similarity	NPC122083
0.809	Intermediate Similarity	NPC182740
0.809	Intermediate Similarity	NPC256104
0.809	Intermediate Similarity	NPC211845
0.8049	Intermediate Similarity	NPC477287
0.8049	Intermediate Similarity	NPC476176
0.8049	Intermediate Similarity	NPC81074
0.8049	Intermediate Similarity	NPC477282
0.8026	Intermediate Similarity	NPC476928
0.8023	Intermediate Similarity	NPC279260
0.8023	Intermediate Similarity	NPC114378
0.8023	Intermediate Similarity	NPC474008
0.8023	Intermediate Similarity	NPC268633
0.8023	Intermediate Similarity	NPC103782
0.8	Intermediate Similarity	NPC65133
0.8	Intermediate Similarity	NPC186851
0.8	Intermediate Similarity	NPC320824
0.7978	Intermediate Similarity	NPC216137
0.7978	Intermediate Similarity	NPC219516
0.7976	Intermediate Similarity	NPC208912
0.7976	Intermediate Similarity	NPC2096
0.7975	Intermediate Similarity	NPC476718
0.7957	Intermediate Similarity	NPC51579
0.7957	Intermediate Similarity	NPC188968
0.7955	Intermediate Similarity	NPC477443
0.7955	Intermediate Similarity	NPC477440
0.7952	Intermediate Similarity	NPC16449
0.7927	Intermediate Similarity	NPC272841
0.7912	Intermediate Similarity	NPC57964
0.7912	Intermediate Similarity	NPC94582
0.7882	Intermediate Similarity	NPC474346
0.7882	Intermediate Similarity	NPC69953
0.7882	Intermediate Similarity	NPC474253
0.7882	Intermediate Similarity	NPC213737
0.7882	Intermediate Similarity	NPC474284
0.7882	Intermediate Similarity	NPC475820
0.7865	Intermediate Similarity	NPC18536
0.7865	Intermediate Similarity	NPC477444
0.7865	Intermediate Similarity	NPC50443
0.7865	Intermediate Similarity	NPC477442
0.7865	Intermediate Similarity	NPC477433
0.7865	Intermediate Similarity	NPC470262
0.7857	Intermediate Similarity	NPC475743
0.7857	Intermediate Similarity	NPC73515
0.7849	Intermediate Similarity	NPC471375
0.7849	Intermediate Similarity	NPC209798
0.7849	Intermediate Similarity	NPC471374
0.7826	Intermediate Similarity	NPC116683
0.7826	Intermediate Similarity	NPC111834
0.7826	Intermediate Similarity	NPC306797
0.7826	Intermediate Similarity	NPC203434
0.7826	Intermediate Similarity	NPC292718
0.7826	Intermediate Similarity	NPC237071
0.7826	Intermediate Similarity	NPC235109
0.7826	Intermediate Similarity	NPC169270
0.7826	Intermediate Similarity	NPC238796
0.7821	Intermediate Similarity	NPC470833
0.7816	Intermediate Similarity	NPC64862
0.7816	Intermediate Similarity	NPC107603
0.7805	Intermediate Similarity	NPC307865
0.7805	Intermediate Similarity	NPC212453
0.7805	Intermediate Similarity	NPC11907
0.7805	Intermediate Similarity	NPC133596
0.7805	Intermediate Similarity	NPC64081
0.7805	Intermediate Similarity	NPC474574
0.7802	Intermediate Similarity	NPC151214
0.7802	Intermediate Similarity	NPC191915
0.7791	Intermediate Similarity	NPC473299
0.7791	Intermediate Similarity	NPC477434
0.7778	Intermediate Similarity	NPC196136
0.7778	Intermediate Similarity	NPC158208
0.7778	Intermediate Similarity	NPC243027
0.7778	Intermediate Similarity	NPC41838
0.7766	Intermediate Similarity	NPC471428
0.7766	Intermediate Similarity	NPC471426
0.7766	Intermediate Similarity	NPC471427
0.7742	Intermediate Similarity	NPC274793
0.7717	Intermediate Similarity	NPC82633
0.7717	Intermediate Similarity	NPC241047
0.7711	Intermediate Similarity	NPC471045
0.7711	Intermediate Similarity	NPC147993
0.7711	Intermediate Similarity	NPC177343
0.7708	Intermediate Similarity	NPC474575
0.7708	Intermediate Similarity	NPC61442
0.7701	Intermediate Similarity	NPC476715
0.7684	Intermediate Similarity	NPC49532
0.7684	Intermediate Similarity	NPC475574
0.7683	Intermediate Similarity	NPC107963
0.7674	Intermediate Similarity	NPC15091
0.7674	Intermediate Similarity	NPC29342
0.7674	Intermediate Similarity	NPC2572
0.7667	Intermediate Similarity	NPC472146
0.7667	Intermediate Similarity	NPC185529
0.766	Intermediate Similarity	NPC292775
0.766	Intermediate Similarity	NPC472144
0.7654	Intermediate Similarity	NPC10476
0.7654	Intermediate Similarity	NPC228994
0.7654	Intermediate Similarity	NPC192501
0.7654	Intermediate Similarity	NPC55508
0.764	Intermediate Similarity	NPC75443
0.764	Intermediate Similarity	NPC128475
0.764	Intermediate Similarity	NPC470260
0.7634	Intermediate Similarity	NPC475765
0.7634	Intermediate Similarity	NPC156377
0.7634	Intermediate Similarity	NPC296936
0.7634	Intermediate Similarity	NPC163685
0.7634	Intermediate Similarity	NPC252056
0.7634	Intermediate Similarity	NPC475785
0.7632	Intermediate Similarity	NPC94897
0.7619	Intermediate Similarity	NPC220379
0.7614	Intermediate Similarity	NPC477441
0.7614	Intermediate Similarity	NPC471240
0.7614	Intermediate Similarity	NPC476717
0.7609	Intermediate Similarity	NPC477224
0.7609	Intermediate Similarity	NPC3538
0.7609	Intermediate Similarity	NPC113500
0.7604	Intermediate Similarity	NPC471254
0.759	Intermediate Similarity	NPC192046
0.759	Intermediate Similarity	NPC477227
0.759	Intermediate Similarity	NPC128951
0.759	Intermediate Similarity	NPC171658
0.759	Intermediate Similarity	NPC105208
0.759	Intermediate Similarity	NPC302578
0.7582	Intermediate Similarity	NPC293609
0.7582	Intermediate Similarity	NPC91251
0.7582	Intermediate Similarity	NPC312805
0.7579	Intermediate Similarity	NPC79303
0.7579	Intermediate Similarity	NPC271295
0.7579	Intermediate Similarity	NPC477656
0.7561	Intermediate Similarity	NPC270306
0.7561	Intermediate Similarity	NPC91387
0.7561	Intermediate Similarity	NPC231680
0.7558	Intermediate Similarity	NPC311642
0.7558	Intermediate Similarity	NPC148740

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 NPC470154 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	379
0.1-0.2	3630
0.2-0.3	3416
0.3-0.4	1022
0.4-0.5	345
0.5-0.6	279
0.6-0.7	71
0.7-0.8	8
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
0.7722	Intermediate Similarity	NPD7532	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD371	Approved
0.716	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD6115	Approved
0.7093	Intermediate Similarity	NPD6118	Approved
0.7093	Intermediate Similarity	NPD6114	Approved
0.7093	Intermediate Similarity	NPD6697	Approved
0.7059	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.699	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD6116	Phase 1
0.697	Remote Similarity	NPD1700	Approved
0.6947	Remote Similarity	NPD8171	Discontinued
0.6923	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD3669	Approved
0.6889	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6117	Approved
0.6742	Remote Similarity	NPD6928	Phase 2
0.6727	Remote Similarity	NPD7516	Approved
0.6667	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD7327	Approved
0.6636	Remote Similarity	NPD7328	Approved
0.6635	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6628	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6602	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD5344	Discontinued
0.646	Remote Similarity	NPD6921	Approved
0.6437	Remote Similarity	NPD1810	Approved
0.6437	Remote Similarity	NPD1811	Approved
0.6422	Remote Similarity	NPD8133	Approved
0.6364	Remote Similarity	NPD3702	Approved
0.6364	Remote Similarity	NPD3703	Phase 2
0.6327	Remote Similarity	NPD8034	Phase 2
0.6327	Remote Similarity	NPD8035	Phase 2
0.6316	Remote Similarity	NPD8296	Approved
0.6316	Remote Similarity	NPD8380	Approved
0.6316	Remote Similarity	NPD8379	Approved
0.6316	Remote Similarity	NPD8378	Approved
0.6316	Remote Similarity	NPD8335	Approved
0.6279	Remote Similarity	NPD2686	Approved
0.6279	Remote Similarity	NPD2687	Approved
0.6279	Remote Similarity	NPD2254	Approved
0.6275	Remote Similarity	NPD7638	Approved
0.6275	Remote Similarity	NPD4225	Approved
0.625	Remote Similarity	NPD7524	Approved
0.6228	Remote Similarity	NPD8377	Approved
0.6228	Remote Similarity	NPD8294	Approved
0.6214	Remote Similarity	NPD7639	Approved
0.6214	Remote Similarity	NPD7640	Approved
0.6214	Remote Similarity	NPD6648	Approved
0.6207	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD5777	Approved
0.6174	Remote Similarity	NPD8033	Approved
0.6163	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD1780	Approved
0.6129	Remote Similarity	NPD1779	Approved
0.6111	Remote Similarity	NPD6686	Approved
0.6106	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD7632	Discontinued
0.6092	Remote Similarity	NPD4787	Phase 1
0.6087	Remote Similarity	NPD6319	Approved
0.6047	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD5360	Phase 3
0.6042	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6036	Remote Similarity	NPD8297	Approved
0.6034	Remote Similarity	NPD7503	Approved
0.6023	Remote Similarity	NPD6081	Approved
0.6022	Remote Similarity	NPD7525	Registered
0.6018	Remote Similarity	NPD6940	Discontinued
0.6	Remote Similarity	NPD4224	Phase 2
0.5982	Remote Similarity	NPD4632	Approved
0.5966	Remote Similarity	NPD7507	Approved
0.595	Remote Similarity	NPD7319	Approved
0.5941	Remote Similarity	NPD6399	Phase 3
0.5938	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD5739	Approved
0.5926	Remote Similarity	NPD6675	Approved
0.5926	Remote Similarity	NPD6402	Approved
0.5926	Remote Similarity	NPD7128	Approved
0.5909	Remote Similarity	NPD6372	Approved
0.5909	Remote Similarity	NPD6373	Approved
0.5909	Remote Similarity	NPD4245	Approved
0.5909	Remote Similarity	NPD4244	Approved
0.59	Remote Similarity	NPD3168	Discontinued
0.5882	Remote Similarity	NPD7748	Approved
0.5882	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD7492	Approved
0.5872	Remote Similarity	NPD6412	Phase 2
0.5865	Remote Similarity	NPD7902	Approved
0.5833	Remote Similarity	NPD6616	Approved
0.5833	Remote Similarity	NPD6695	Phase 3
0.5825	Remote Similarity	NPD7991	Discontinued
0.5818	Remote Similarity	NPD6881	Approved
0.5818	Remote Similarity	NPD7320	Approved
0.5818	Remote Similarity	NPD6899	Approved
0.5812	Remote Similarity	NPD6059	Approved
0.5812	Remote Similarity	NPD6054	Approved
0.5804	Remote Similarity	NPD6649	Approved
0.5804	Remote Similarity	NPD6650	Approved
0.5798	Remote Similarity	NPD8328	Phase 3
0.5795	Remote Similarity	NPD3698	Phase 2
0.5785	Remote Similarity	NPD7078	Approved
0.5785	Remote Similarity	NPD8293	Discontinued
0.578	Remote Similarity	NPD6008	Approved
0.5765	Remote Similarity	NPD7909	Approved
0.5755	Remote Similarity	NPD8418	Phase 2
0.5752	Remote Similarity	NPD6882	Approved
0.5745	Remote Similarity	NPD7645	Phase 2
0.5738	Remote Similarity	NPD7736	Approved
0.573	Remote Similarity	NPD4789	Approved
0.5727	Remote Similarity	NPD5697	Approved
0.5727	Remote Similarity	NPD5701	Approved
0.5714	Remote Similarity	NPD7290	Approved
0.5714	Remote Similarity	NPD6370	Approved
0.5714	Remote Similarity	NPD6883	Approved
0.5714	Remote Similarity	NPD7102	Approved
0.5701	Remote Similarity	NPD4159	Approved
0.569	Remote Similarity	NPD7115	Discovery
0.569	Remote Similarity	NPD6009	Approved
0.5686	Remote Similarity	NPD7637	Suspended
0.5686	Remote Similarity	NPD7515	Phase 2
0.5682	Remote Similarity	NPD229	Approved
0.5667	Remote Similarity	NPD4758	Discontinued
0.5667	Remote Similarity	NPD7604	Phase 2
0.5664	Remote Similarity	NPD6617	Approved
0.5664	Remote Similarity	NPD6869	Approved
0.5664	Remote Similarity	NPD6847	Approved
0.5664	Remote Similarity	NPD8130	Phase 1
0.5648	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.5638	Remote Similarity	NPD3671	Phase 1
0.5638	Remote Similarity	NPD5364	Discontinued
0.563	Remote Similarity	NPD5983	Phase 2
0.563	Remote Similarity	NPD6015	Approved
0.563	Remote Similarity	NPD6016	Approved
0.5625	Remote Similarity	NPD6012	Approved
0.5625	Remote Similarity	NPD6013	Approved
0.5625	Remote Similarity	NPD6014	Approved
0.56	Remote Similarity	NPD386	Approved
0.56	Remote Similarity	NPD388	Approved
0.56	Remote Similarity	NPD7750	Discontinued

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