NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	250.08
Volume:	235.22
LogP:	0.608
LogD:	0.312
LogS:	-3.272
# Rotatable Bonds:	0
TPSA:	64.99
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.385
Synthetic Accessibility Score:	5.815
Fsp3:	0.615
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.991
MDCK Permeability:	2.9538919989136048e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.468
Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.88
30% Bioavailability (F30%):	0.205

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.893
Plasma Protein Binding (PPB):	38.19474411010742%
Volume Distribution (VD):	1.916
Pgp-substrate:	53.25148010253906%

ADMET: Metabolism

CYP1A2-inhibitor:	0.03
CYP1A2-substrate:	0.8
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.815
CYP2C9-inhibitor:	0.061
CYP2C9-substrate:	0.036
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.121
CYP3A4-inhibitor:	0.374
CYP3A4-substrate:	0.556

ADMET: Excretion

Clearance (CL):	4.667
Half-life (T1/2):	0.573

ADMET: Toxicity

hERG Blockers:	0.485
Human Hepatotoxicity (H-HT):	0.98
Drug-inuced Liver Injury (DILI):	0.831
AMES Toxicity:	0.976
Rat Oral Acute Toxicity:	0.888
Maximum Recommended Daily Dose:	0.977
Skin Sensitization:	0.43
Carcinogencity:	0.021
Eye Corrosion:	0.016
Eye Irritation:	0.101
Respiratory Toxicity:	0.962

Download Data

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

Natural Product: NPC474917

Natural Product ID:	NPC474917
*Common Name:**	Allamcin
IUPAC Name:	n.a.
Synonyms:	Allamcin
Standard InCHIKey:	DWWKELQVGKIHDR-MXXFXNOVSA-N
Standard InCHI:	InChI=1S/C13H14O5/c1-2-7-10-13(18-11(7)15)4-3-6-5-8(14)16-12(17-10)9(6)13/h2-4,6,8-10,12,14H,5H2,1H3/b7-2+/t6-,8+,9-,10+,12-,13+/m0/s1
SMILES:	C/C=C1/C(=O)O[C@]23[C@@H]1O[C@H]1[C@@H]3[C@@H](C=C2)C[C@@H](O1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL487610
PubChem CID:	44593375
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones

*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
NPO12734	Plumeria rubra	Species	Apocynaceae	Eukaryota	bark	Indonesia	n.a.	PMID[1965200]
NPO40011	Allamanda schottii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3379414]
NPO12734	Plumeria rubra	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12734	Plumeria rubra	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
ED50	7
Others	1

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	4
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	=	3.1	ug ml-1	PMID[528192]
NPT91	Cell Line	KB	Homo sapiens	ED50	=	0.3	ug ml-1	PMID[528192]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.2	ug ml-1	PMID[528192]
NPT140	Organism	Artemia	Artemia	LC50	>	1000.0	ppm	PMID[528191]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.9	ug ml-1	PMID[528192]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.1	ug ml-1	PMID[528192]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	1.2	ug ml-1	PMID[528192]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.3	ug ml-1	PMID[528192]

☑ 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 NPC474917 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	201
0.1-0.2	1088
0.2-0.3	4165
0.3-0.4	8286
0.4-0.5	13975
0.5-0.6	8323
0.6-0.7	5374
0.7-0.8	1257
0.8-0.85	24
0.85-0.9	2
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9697	High Similarity	NPC475960
0.901	High Similarity	NPC307846
0.901	High Similarity	NPC305157
0.8333	Intermediate Similarity	NPC187268
0.8269	Intermediate Similarity	NPC86077
0.8218	Intermediate Similarity	NPC304886
0.8198	Intermediate Similarity	NPC277583
0.8137	Intermediate Similarity	NPC306041
0.8119	Intermediate Similarity	NPC475927
0.8119	Intermediate Similarity	NPC475832
0.8119	Intermediate Similarity	NPC474338
0.8113	Intermediate Similarity	NPC203659
0.8073	Intermediate Similarity	NPC235014
0.8058	Intermediate Similarity	NPC471462
0.8058	Intermediate Similarity	NPC266842
0.802	Intermediate Similarity	NPC81419
0.802	Intermediate Similarity	NPC179746
0.8019	Intermediate Similarity	NPC110989
0.8019	Intermediate Similarity	NPC475945
0.8019	Intermediate Similarity	NPC475871
0.8	Intermediate Similarity	NPC473332
0.7981	Intermediate Similarity	NPC472015
0.7963	Intermediate Similarity	NPC474285
0.7963	Intermediate Similarity	NPC254538
0.7961	Intermediate Similarity	NPC54731
0.7944	Intermediate Similarity	NPC100487
0.7941	Intermediate Similarity	NPC477131
0.7925	Intermediate Similarity	NPC474747
0.7925	Intermediate Similarity	NPC225353
0.7921	Intermediate Similarity	NPC12172
0.7921	Intermediate Similarity	NPC300312
0.7921	Intermediate Similarity	NPC111114
0.7921	Intermediate Similarity	NPC208886
0.7921	Intermediate Similarity	NPC261607
0.7921	Intermediate Similarity	NPC131209
0.7905	Intermediate Similarity	NPC288876
0.79	Intermediate Similarity	NPC205548
0.79	Intermediate Similarity	NPC473564
0.7885	Intermediate Similarity	NPC476613
0.7885	Intermediate Similarity	NPC40812
0.7885	Intermediate Similarity	NPC476612
0.787	Intermediate Similarity	NPC469401
0.7845	Intermediate Similarity	NPC470829
0.7845	Intermediate Similarity	NPC473228
0.7843	Intermediate Similarity	NPC475912
0.7838	Intermediate Similarity	NPC474750
0.783	Intermediate Similarity	NPC474742
0.7822	Intermediate Similarity	NPC206614
0.7822	Intermediate Similarity	NPC474323
0.7822	Intermediate Similarity	NPC475855
0.781	Intermediate Similarity	NPC249171
0.781	Intermediate Similarity	NPC203627
0.781	Intermediate Similarity	NPC308567
0.781	Intermediate Similarity	NPC187761
0.781	Intermediate Similarity	NPC49833
0.781	Intermediate Similarity	NPC83895
0.781	Intermediate Similarity	NPC261377
0.781	Intermediate Similarity	NPC279561
0.781	Intermediate Similarity	NPC473326
0.781	Intermediate Similarity	NPC255592
0.7807	Intermediate Similarity	NPC475323
0.7798	Intermediate Similarity	NPC26617
0.7788	Intermediate Similarity	NPC473859
0.7788	Intermediate Similarity	NPC230800
0.7788	Intermediate Similarity	NPC279621
0.7778	Intermediate Similarity	NPC296950
0.7778	Intermediate Similarity	NPC287236
0.7778	Intermediate Similarity	NPC474741
0.7767	Intermediate Similarity	NPC71589
0.7767	Intermediate Similarity	NPC323008
0.7767	Intermediate Similarity	NPC262133
0.7767	Intermediate Similarity	NPC470010
0.7767	Intermediate Similarity	NPC167219
0.7767	Intermediate Similarity	NPC470013
0.7757	Intermediate Similarity	NPC149371
0.7757	Intermediate Similarity	NPC310804
0.7757	Intermediate Similarity	NPC13171
0.7757	Intermediate Similarity	NPC195510
0.7757	Intermediate Similarity	NPC261117
0.7745	Intermediate Similarity	NPC9447
0.7745	Intermediate Similarity	NPC470379
0.7745	Intermediate Similarity	NPC470373
0.7745	Intermediate Similarity	NPC30515
0.7745	Intermediate Similarity	NPC133698
0.7745	Intermediate Similarity	NPC184463
0.7739	Intermediate Similarity	NPC475309
0.7739	Intermediate Similarity	NPC13710
0.7736	Intermediate Similarity	NPC70865
0.7736	Intermediate Similarity	NPC473146
0.7736	Intermediate Similarity	NPC469402
0.7727	Intermediate Similarity	NPC10150
0.7727	Intermediate Similarity	NPC219900
0.7727	Intermediate Similarity	NPC392
0.7727	Intermediate Similarity	NPC177524
0.7723	Intermediate Similarity	NPC478110
0.7714	Intermediate Similarity	NPC236580
0.7714	Intermediate Similarity	NPC304445
0.7706	Intermediate Similarity	NPC243998
0.7706	Intermediate Similarity	NPC153095
0.7706	Intermediate Similarity	NPC239961
0.77	Intermediate Similarity	NPC160138
0.7699	Intermediate Similarity	NPC264153
0.7692	Intermediate Similarity	NPC270013
0.7692	Intermediate Similarity	NPC90121
0.7692	Intermediate Similarity	NPC14961
0.7692	Intermediate Similarity	NPC193645
0.7692	Intermediate Similarity	NPC275960
0.7692	Intermediate Similarity	NPC52044
0.7692	Intermediate Similarity	NPC471141
0.7692	Intermediate Similarity	NPC475659
0.7692	Intermediate Similarity	NPC36954
0.7692	Intermediate Similarity	NPC471142
0.7692	Intermediate Similarity	NPC48803
0.7685	Intermediate Similarity	NPC472750
0.7685	Intermediate Similarity	NPC4620
0.7685	Intermediate Similarity	NPC473148
0.7685	Intermediate Similarity	NPC472747
0.7672	Intermediate Similarity	NPC475834
0.7672	Intermediate Similarity	NPC474179
0.767	Intermediate Similarity	NPC135776
0.767	Intermediate Similarity	NPC212486
0.767	Intermediate Similarity	NPC320089
0.767	Intermediate Similarity	NPC238090
0.767	Intermediate Similarity	NPC472195
0.767	Intermediate Similarity	NPC476300
0.767	Intermediate Similarity	NPC475838
0.767	Intermediate Similarity	NPC228451
0.767	Intermediate Similarity	NPC471483
0.767	Intermediate Similarity	NPC472196
0.767	Intermediate Similarity	NPC125674
0.7664	Intermediate Similarity	NPC474339
0.7664	Intermediate Similarity	NPC164598
0.7664	Intermediate Similarity	NPC185141
0.7664	Intermediate Similarity	NPC46998
0.7664	Intermediate Similarity	NPC476611
0.7664	Intermediate Similarity	NPC128733
0.7664	Intermediate Similarity	NPC150923
0.7664	Intermediate Similarity	NPC110443
0.7664	Intermediate Similarity	NPC133907
0.7664	Intermediate Similarity	NPC47880
0.7658	Intermediate Similarity	NPC187876
0.7652	Intermediate Similarity	NPC473656
0.7647	Intermediate Similarity	NPC179394
0.7647	Intermediate Similarity	NPC473448
0.7647	Intermediate Similarity	NPC144133
0.7647	Intermediate Similarity	NPC71533
0.7647	Intermediate Similarity	NPC51004
0.7647	Intermediate Similarity	NPC106510
0.7642	Intermediate Similarity	NPC471144
0.7642	Intermediate Similarity	NPC141191
0.7642	Intermediate Similarity	NPC208233
0.7624	Intermediate Similarity	NPC202672
0.7624	Intermediate Similarity	NPC476708
0.7619	Intermediate Similarity	NPC35498
0.7619	Intermediate Similarity	NPC476315
0.7615	Intermediate Similarity	NPC146731
0.7615	Intermediate Similarity	NPC220964
0.7615	Intermediate Similarity	NPC472748
0.7615	Intermediate Similarity	NPC475676
0.7615	Intermediate Similarity	NPC86095
0.76	Intermediate Similarity	NPC162071
0.7596	Intermediate Similarity	NPC474247
0.7596	Intermediate Similarity	NPC475572
0.7596	Intermediate Similarity	NPC474035
0.7596	Intermediate Similarity	NPC256368
0.7596	Intermediate Similarity	NPC81386
0.7596	Intermediate Similarity	NPC472198
0.7596	Intermediate Similarity	NPC198853
0.7596	Intermediate Similarity	NPC303942
0.7596	Intermediate Similarity	NPC57405
0.7596	Intermediate Similarity	NPC159698
0.7593	Intermediate Similarity	NPC250545
0.7593	Intermediate Similarity	NPC471148
0.7593	Intermediate Similarity	NPC80144
0.7586	Intermediate Similarity	NPC475913
0.7573	Intermediate Similarity	NPC472197
0.7573	Intermediate Similarity	NPC477749
0.7573	Intermediate Similarity	NPC472199
0.7573	Intermediate Similarity	NPC473707
0.757	Intermediate Similarity	NPC475053
0.7549	Intermediate Similarity	NPC307411
0.7549	Intermediate Similarity	NPC295312
0.7547	Intermediate Similarity	NPC472290
0.7547	Intermediate Similarity	NPC161493
0.7547	Intermediate Similarity	NPC169205
0.7545	Intermediate Similarity	NPC314244
0.7545	Intermediate Similarity	NPC472749
0.7545	Intermediate Similarity	NPC472751
0.7545	Intermediate Similarity	NPC223450
0.7544	Intermediate Similarity	NPC474410
0.7544	Intermediate Similarity	NPC293658
0.7544	Intermediate Similarity	NPC473535
0.7541	Intermediate Similarity	NPC473593
0.7525	Intermediate Similarity	NPC186148
0.7525	Intermediate Similarity	NPC475037
0.7524	Intermediate Similarity	NPC477922
0.7524	Intermediate Similarity	NPC67584
0.7524	Intermediate Similarity	NPC167893
0.7524	Intermediate Similarity	NPC170120
0.7524	Intermediate Similarity	NPC272050

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 NPC474917 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	165
0.1-0.2	1441
0.2-0.3	3725
0.3-0.4	2505
0.4-0.5	831
0.5-0.6	354
0.6-0.7	114
0.7-0.8	15
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
0.7798	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD6686	Approved
0.7692	Intermediate Similarity	NPD1698	Clinical (unspecified phase)
0.7477	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7476	Intermediate Similarity	NPD6698	Approved
0.7476	Intermediate Similarity	NPD46	Approved
0.7434	Intermediate Similarity	NPD6371	Approved
0.7429	Intermediate Similarity	NPD5282	Discontinued
0.7395	Intermediate Similarity	NPD8516	Approved
0.7395	Intermediate Similarity	NPD8517	Approved
0.7395	Intermediate Similarity	NPD8513	Phase 3
0.7395	Intermediate Similarity	NPD8515	Approved
0.7368	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD1695	Approved
0.7	Intermediate Similarity	NPD4225	Approved
0.6992	Remote Similarity	NPD7642	Approved
0.699	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6984	Remote Similarity	NPD7319	Approved
0.6981	Remote Similarity	NPD7838	Discovery
0.6916	Remote Similarity	NPD7983	Approved
0.688	Remote Similarity	NPD7507	Approved
0.6855	Remote Similarity	NPD7829	Approved
0.6855	Remote Similarity	NPD7830	Approved
0.6825	Remote Similarity	NPD8074	Phase 3
0.6822	Remote Similarity	NPD5785	Approved
0.6774	Remote Similarity	NPD6370	Approved
0.6772	Remote Similarity	NPD7736	Approved
0.6746	Remote Similarity	NPD8451	Approved
0.6742	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD5344	Discontinued
0.6724	Remote Similarity	NPD6412	Phase 2
0.6697	Remote Similarity	NPD5779	Approved
0.6697	Remote Similarity	NPD5778	Approved
0.6693	Remote Similarity	NPD7078	Approved
0.6693	Remote Similarity	NPD8448	Approved
0.6667	Remote Similarity	NPD5363	Approved
0.6667	Remote Similarity	NPD7839	Suspended
0.6667	Remote Similarity	NPD7492	Approved
0.6639	Remote Similarity	NPD7115	Discovery
0.6614	Remote Similarity	NPD6616	Approved
0.6613	Remote Similarity	NPD6054	Approved
0.6604	Remote Similarity	NPD4249	Approved
0.6585	Remote Similarity	NPD7327	Approved
0.6585	Remote Similarity	NPD7328	Approved
0.6585	Remote Similarity	NPD7641	Discontinued
0.6583	Remote Similarity	NPD6053	Discontinued
0.6562	Remote Similarity	NPD8293	Discontinued
0.656	Remote Similarity	NPD6016	Approved
0.656	Remote Similarity	NPD8033	Approved
0.656	Remote Similarity	NPD6015	Approved
0.656	Remote Similarity	NPD7503	Approved
0.656	Remote Similarity	NPD8444	Approved
0.6542	Remote Similarity	NPD4251	Approved
0.6542	Remote Similarity	NPD4250	Approved
0.6538	Remote Similarity	NPD8392	Approved
0.6538	Remote Similarity	NPD8391	Approved
0.6538	Remote Similarity	NPD8390	Approved
0.6535	Remote Similarity	NPD8341	Approved
0.6535	Remote Similarity	NPD8342	Approved
0.6535	Remote Similarity	NPD8340	Approved
0.6535	Remote Similarity	NPD8299	Approved
0.6532	Remote Similarity	NPD7516	Approved
0.6509	Remote Similarity	NPD1694	Approved
0.6508	Remote Similarity	NPD5988	Approved
0.6491	Remote Similarity	NPD6648	Approved
0.648	Remote Similarity	NPD8377	Approved
0.648	Remote Similarity	NPD8294	Approved
0.6476	Remote Similarity	NPD7154	Phase 3
0.6476	Remote Similarity	NPD5362	Discontinued
0.6457	Remote Similarity	NPD8328	Phase 3
0.6442	Remote Similarity	NPD5369	Approved
0.6429	Remote Similarity	NPD8378	Approved
0.6429	Remote Similarity	NPD8296	Approved
0.6429	Remote Similarity	NPD8380	Approved
0.6429	Remote Similarity	NPD8335	Approved
0.6429	Remote Similarity	NPD8379	Approved
0.6422	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6422	Remote Similarity	NPD6101	Approved
0.6393	Remote Similarity	NPD8133	Approved
0.6381	Remote Similarity	NPD4269	Approved
0.6381	Remote Similarity	NPD4270	Approved
0.6349	Remote Similarity	NPD6059	Approved
0.6333	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6306	Remote Similarity	NPD6411	Approved
0.6299	Remote Similarity	NPD8269	Approved
0.6299	Remote Similarity	NPD8268	Approved
0.6299	Remote Similarity	NPD8266	Approved
0.6299	Remote Similarity	NPD8267	Approved
0.6296	Remote Similarity	NPD5786	Approved
0.6281	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6262	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6261	Remote Similarity	NPD7638	Approved
0.625	Remote Similarity	NPD8080	Discontinued
0.625	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.624	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.624	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.624	Remote Similarity	NPD6009	Approved
0.6226	Remote Similarity	NPD5209	Approved
0.6226	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.622	Remote Similarity	NPD6319	Approved
0.6207	Remote Similarity	NPD7640	Approved
0.6207	Remote Similarity	NPD7639	Approved
0.6204	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.619	Remote Similarity	NPD4822	Approved
0.619	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.619	Remote Similarity	NPD4819	Approved
0.619	Remote Similarity	NPD4820	Approved
0.619	Remote Similarity	NPD4821	Approved
0.619	Remote Similarity	NPD4252	Approved
0.6165	Remote Similarity	NPD5956	Approved
0.6161	Remote Similarity	NPD7637	Suspended
0.6136	Remote Similarity	NPD8336	Approved
0.6136	Remote Similarity	NPD8337	Approved
0.6111	Remote Similarity	NPD7500	Approved
0.6107	Remote Similarity	NPD8273	Phase 1
0.6075	Remote Similarity	NPD6435	Approved
0.6074	Remote Similarity	NPD8338	Approved
0.6048	Remote Similarity	NPD6882	Approved
0.6047	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.6033	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6	Remote Similarity	NPD4632	Approved
0.6	Remote Similarity	NPD4268	Approved
0.6	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7260	Phase 2
0.6	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6	Remote Similarity	NPD4271	Approved
0.5981	Remote Similarity	NPD4790	Discontinued
0.5954	Remote Similarity	NPD6067	Discontinued
0.595	Remote Similarity	NPD6008	Approved
0.592	Remote Similarity	NPD8297	Approved
0.5902	Remote Similarity	NPD5697	Approved
0.5896	Remote Similarity	NPD6033	Approved
0.5888	Remote Similarity	NPD5368	Approved
0.5872	Remote Similarity	NPD5331	Approved
0.5872	Remote Similarity	NPD5332	Approved
0.5854	Remote Similarity	NPD6881	Approved
0.5854	Remote Similarity	NPD6899	Approved
0.5849	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.584	Remote Similarity	NPD6649	Approved
0.584	Remote Similarity	NPD2204	Approved
0.584	Remote Similarity	NPD6650	Approved
0.5839	Remote Similarity	NPD6845	Suspended
0.5826	Remote Similarity	NPD6399	Phase 3
0.5806	Remote Similarity	NPD6013	Approved
0.5806	Remote Similarity	NPD6012	Approved
0.5806	Remote Similarity	NPD6014	Approved
0.5802	Remote Similarity	NPD5983	Phase 2
0.5763	Remote Similarity	NPD6083	Phase 2
0.5763	Remote Similarity	NPD6084	Phase 2
0.576	Remote Similarity	NPD7102	Approved
0.576	Remote Similarity	NPD7290	Approved
0.576	Remote Similarity	NPD6883	Approved
0.576	Remote Similarity	NPD4634	Approved
0.5739	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5727	Remote Similarity	NPD6110	Phase 1
0.5726	Remote Similarity	NPD6011	Approved
0.5726	Remote Similarity	NPD5695	Phase 3
0.5726	Remote Similarity	NPD7320	Approved
0.5714	Remote Similarity	NPD6869	Approved
0.5714	Remote Similarity	NPD6847	Approved
0.5714	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7122	Discontinued
0.5714	Remote Similarity	NPD8130	Phase 1
0.5714	Remote Similarity	NPD5696	Approved
0.5714	Remote Similarity	NPD6617	Approved
0.5714	Remote Similarity	NPD7604	Phase 2
0.5705	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD5370	Suspended
0.5702	Remote Similarity	NPD7632	Discontinued
0.5691	Remote Similarity	NPD5739	Approved
0.5691	Remote Similarity	NPD6402	Approved
0.5691	Remote Similarity	NPD6675	Approved
0.5691	Remote Similarity	NPD7128	Approved
0.5682	Remote Similarity	NPD6921	Approved
0.568	Remote Similarity	NPD6372	Approved
0.568	Remote Similarity	NPD6373	Approved
0.5669	Remote Similarity	NPD969	Suspended
0.5645	Remote Similarity	NPD5701	Approved
0.5643	Remote Similarity	NPD8415	Approved
0.5636	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.563	Remote Similarity	NPD7902	Approved
0.563	Remote Similarity	NPD6336	Discontinued
0.5617	Remote Similarity	NPD7799	Discontinued
0.5615	Remote Similarity	NPD7505	Discontinued
0.5603	Remote Similarity	NPD5281	Approved
0.5603	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD5284	Approved
0.56	Remote Similarity	NPD2685	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data