NPASS Compound

Structure

NPC471453 OpenBabel07101718322D 30 34 0 0 1 0 0 0 0 0999 V2000 7.4227 5.7647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7914 6.2947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8107 3.8810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5046 2.9392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8853 2.3901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1794 4.4111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8733 3.4692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5729 -1.4855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4305 -0.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8120 0.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2300 0.1891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5729 1.4855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4305 1.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8576 -1.4855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8576 0.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8576 0.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4540 5.5588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1480 4.6170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5360 2.7333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7153 -0.9903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4305 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.2300 1.7915 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2881 0.4952 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5729 0.4952 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9903 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2881 1.4855 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7153 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8576 0.4952 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 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 2 0 0 0 0 6 7 1 0 0 0 0 6 18 1 0 0 0 0 7 19 1 0 0 0 0 8 9 2 0 0 0 0 8 20 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 20 2 0 0 0 0 14 26 1 0 0 0 0 15 25 1 0 0 0 0 16 28 1 0 0 0 0 16 30 1 0 0 0 0 17 18 1 0 0 0 0 19 4 1 1 0 0 0 19 22 1 0 0 0 0 20 28 1 0 0 0 0 21 9 1 6 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 22 27 1 1 0 0 0 23 27 1 1 0 0 0 24 28 1 1 0 0 0 25 26 1 0 0 0 0 25 29 1 1 0 0 0 26 30 1 6 0 0 0 27 5 1 1 0 0 0 28 15 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	410.32
Volume:	459.733
LogP:	6.865
LogD:	5.659
LogS:	-6.079
# Rotatable Bonds:	5
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.537
Synthetic Accessibility Score:	6.278
Fsp3:	0.786
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.862
MDCK Permeability:	2.6727337171905674e-05
Pgp-inhibitor:	0.994
Pgp-substrate:	0.663
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.062
30% Bioavailability (F30%):	0.061

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.299
Plasma Protein Binding (PPB):	95.65626525878906%
Volume Distribution (VD):	1.21
Pgp-substrate:	2.5506887435913086%

ADMET: Metabolism

CYP1A2-inhibitor:	0.123
CYP1A2-substrate:	0.628
CYP2C19-inhibitor:	0.319
CYP2C19-substrate:	0.911
CYP2C9-inhibitor:	0.465
CYP2C9-substrate:	0.085
CYP2D6-inhibitor:	0.257
CYP2D6-substrate:	0.316
CYP3A4-inhibitor:	0.948
CYP3A4-substrate:	0.704

ADMET: Excretion

Clearance (CL):	8.548
Half-life (T1/2):	0.045

ADMET: Toxicity

hERG Blockers:	0.972
Human Hepatotoxicity (H-HT):	0.446
Drug-inuced Liver Injury (DILI):	0.138
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.646
Maximum Recommended Daily Dose:	0.84
Skin Sensitization:	0.963
Carcinogencity:	0.448
Eye Corrosion:	0.074
Eye Irritation:	0.028
Respiratory Toxicity:	0.987

Download Data

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

Natural Product: NPC471453

Natural Product ID:	NPC471453
*Common Name:**	LYWSEDLCASLVDW-PUCLLVMASA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	LYWSEDLCASLVDW-PUCLLVMASA-N
Standard InCHI:	InChI=1S/C28H42O2/c1-17(2)18(3)6-7-19(4)22-10-11-23-21-9-8-20-14-26-25(29)15-28(20,16-30-26)24(21)12-13-27(22,23)5/h8-9,14,17,19,21-26,29H,3,6-7,10-13,15-16H2,1-2,4-5H3/t19-,21+,22-,23+,24+,25+,26+,27-,28-/m1/s1
SMILES:	CC(C)C(=C)CCC(C)C1CCC2C1(CCC3C2C=CC4=CC5C(CC34CO5)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL249841
PubChem CID:	23642710
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003567] Ergostane steroids

*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
NPO13916	Nephthea erecta	Species	Nephtheidae	Eukaryota	n.a.	formosan soft coral	n.a.	PMID[17845002]
NPO13916	Nephthea erecta	Species	Nephtheidae	Eukaryota	n.a.	Formosan soft coral	n.a.	PMID[24370010]
NPO13916	Nephthea erecta	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9722490]
NPO13916	Nephthea erecta	Species	Nephtheidae	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	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT139	Cell Line	HT-29	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[565827]
NPT168	Cell Line	P388	Mus musculus	ED50	>	10.0	ug ml-1	PMID[565827]

☑ 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 NPC471453 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	188
0.1-0.2	1192
0.2-0.3	4380
0.3-0.4	13568
0.4-0.5	10432
0.5-0.6	7424
0.6-0.7	4653
0.7-0.8	794
0.8-0.85	58
0.85-0.9	7
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8605	High Similarity	NPC474759
0.8605	High Similarity	NPC474683
0.8605	High Similarity	NPC474752
0.8605	High Similarity	NPC7505
0.8605	High Similarity	NPC474731
0.8605	High Similarity	NPC82986
0.8602	High Similarity	NPC8774
0.8523	High Similarity	NPC238485
0.8511	High Similarity	NPC98457
0.8511	High Similarity	NPC227583
0.8511	High Similarity	NPC12103
0.8495	Intermediate Similarity	NPC65402
0.8495	Intermediate Similarity	NPC127718
0.8427	Intermediate Similarity	NPC274448
0.8427	Intermediate Similarity	NPC157257
0.8409	Intermediate Similarity	NPC470384
0.8387	Intermediate Similarity	NPC310013
0.8316	Intermediate Similarity	NPC288970
0.8315	Intermediate Similarity	NPC470077
0.8315	Intermediate Similarity	NPC231310
0.8295	Intermediate Similarity	NPC470049
0.8295	Intermediate Similarity	NPC202389
0.8276	Intermediate Similarity	NPC234193
0.8256	Intermediate Similarity	NPC307965
0.8256	Intermediate Similarity	NPC18603
0.8256	Intermediate Similarity	NPC76931
0.8242	Intermediate Similarity	NPC149224
0.8229	Intermediate Similarity	NPC261807
0.8222	Intermediate Similarity	NPC266511
0.8202	Intermediate Similarity	NPC474634
0.8202	Intermediate Similarity	NPC317458
0.8191	Intermediate Similarity	NPC307776
0.8182	Intermediate Similarity	NPC264245
0.8182	Intermediate Similarity	NPC47761
0.8182	Intermediate Similarity	NPC6707
0.8172	Intermediate Similarity	NPC107189
0.8172	Intermediate Similarity	NPC192437
0.8172	Intermediate Similarity	NPC270511
0.8172	Intermediate Similarity	NPC470390
0.8172	Intermediate Similarity	NPC245410
0.8163	Intermediate Similarity	NPC21568
0.8163	Intermediate Similarity	NPC285231
0.8163	Intermediate Similarity	NPC267510
0.8161	Intermediate Similarity	NPC143182
0.8161	Intermediate Similarity	NPC84694
0.8161	Intermediate Similarity	NPC81306
0.8161	Intermediate Similarity	NPC28862
0.8161	Intermediate Similarity	NPC109546
0.8161	Intermediate Similarity	NPC47982
0.8161	Intermediate Similarity	NPC233295
0.8161	Intermediate Similarity	NPC328714
0.8152	Intermediate Similarity	NPC471952
0.8132	Intermediate Similarity	NPC281316
0.8125	Intermediate Similarity	NPC88009
0.8125	Intermediate Similarity	NPC207617
0.8119	Intermediate Similarity	NPC33053
0.8118	Intermediate Similarity	NPC471468
0.8111	Intermediate Similarity	NPC15534
0.8111	Intermediate Similarity	NPC185568
0.81	Intermediate Similarity	NPC93352
0.809	Intermediate Similarity	NPC471408
0.809	Intermediate Similarity	NPC49964
0.809	Intermediate Similarity	NPC50964
0.809	Intermediate Similarity	NPC5985
0.809	Intermediate Similarity	NPC201852
0.809	Intermediate Similarity	NPC87489
0.8068	Intermediate Similarity	NPC209944
0.8068	Intermediate Similarity	NPC474592
0.8068	Intermediate Similarity	NPC164840
0.8068	Intermediate Similarity	NPC241290
0.8061	Intermediate Similarity	NPC473510
0.8046	Intermediate Similarity	NPC167891
0.8046	Intermediate Similarity	NPC474216
0.8046	Intermediate Similarity	NPC473943
0.8046	Intermediate Similarity	NPC186191
0.8046	Intermediate Similarity	NPC83351
0.8046	Intermediate Similarity	NPC205455
0.8046	Intermediate Similarity	NPC275910
0.8043	Intermediate Similarity	NPC271967
0.8041	Intermediate Similarity	NPC210337
0.8023	Intermediate Similarity	NPC113733
0.8023	Intermediate Similarity	NPC321381
0.8023	Intermediate Similarity	NPC321016
0.8023	Intermediate Similarity	NPC107059
0.8023	Intermediate Similarity	NPC470362
0.8021	Intermediate Similarity	NPC476894
0.8	Intermediate Similarity	NPC475789
0.8	Intermediate Similarity	NPC470558
0.7981	Intermediate Similarity	NPC208189
0.7981	Intermediate Similarity	NPC65034
0.798	Intermediate Similarity	NPC473174
0.798	Intermediate Similarity	NPC475617
0.798	Intermediate Similarity	NPC470434
0.7979	Intermediate Similarity	NPC14380
0.7979	Intermediate Similarity	NPC329596
0.7979	Intermediate Similarity	NPC204188
0.7979	Intermediate Similarity	NPC295668
0.7979	Intermediate Similarity	NPC291484
0.7979	Intermediate Similarity	NPC80561
0.7979	Intermediate Similarity	NPC11216
0.7979	Intermediate Similarity	NPC3345
0.7978	Intermediate Similarity	NPC209620
0.7978	Intermediate Similarity	NPC474531
0.7978	Intermediate Similarity	NPC23852
0.7978	Intermediate Similarity	NPC70927
0.7959	Intermediate Similarity	NPC476895
0.7959	Intermediate Similarity	NPC158088
0.7959	Intermediate Similarity	NPC92275
0.7957	Intermediate Similarity	NPC133588
0.7957	Intermediate Similarity	NPC470542
0.7957	Intermediate Similarity	NPC474668
0.7957	Intermediate Similarity	NPC2158
0.7957	Intermediate Similarity	NPC280556
0.7955	Intermediate Similarity	NPC209430
0.7955	Intermediate Similarity	NPC30986
0.7941	Intermediate Similarity	NPC144459
0.7938	Intermediate Similarity	NPC72204
0.7938	Intermediate Similarity	NPC78473
0.7935	Intermediate Similarity	NPC125399
0.7931	Intermediate Similarity	NPC318495
0.7931	Intermediate Similarity	NPC155986
0.7931	Intermediate Similarity	NPC198968
0.7931	Intermediate Similarity	NPC214570
0.7912	Intermediate Similarity	NPC474047
0.7912	Intermediate Similarity	NPC205845
0.7907	Intermediate Similarity	NPC22105
0.7907	Intermediate Similarity	NPC288035
0.7907	Intermediate Similarity	NPC134847
0.7907	Intermediate Similarity	NPC304309
0.7907	Intermediate Similarity	NPC162742
0.7907	Intermediate Similarity	NPC28657
0.7907	Intermediate Similarity	NPC136188
0.7907	Intermediate Similarity	NPC230301
0.7907	Intermediate Similarity	NPC285893
0.7905	Intermediate Similarity	NPC231797
0.7895	Intermediate Similarity	NPC41554
0.7895	Intermediate Similarity	NPC97404
0.7895	Intermediate Similarity	NPC234335
0.7889	Intermediate Similarity	NPC101462
0.7889	Intermediate Similarity	NPC189972
0.7889	Intermediate Similarity	NPC20853
0.7882	Intermediate Similarity	NPC474140
0.7879	Intermediate Similarity	NPC230546
0.7879	Intermediate Similarity	NPC469942
0.7872	Intermediate Similarity	NPC49783
0.7872	Intermediate Similarity	NPC470361
0.7865	Intermediate Similarity	NPC236112
0.7857	Intermediate Similarity	NPC473890
0.7857	Intermediate Similarity	NPC243728
0.7857	Intermediate Similarity	NPC476893
0.7849	Intermediate Similarity	NPC470620
0.7841	Intermediate Similarity	NPC318136
0.7841	Intermediate Similarity	NPC87604
0.7841	Intermediate Similarity	NPC477522
0.7826	Intermediate Similarity	NPC477578
0.7826	Intermediate Similarity	NPC474349
0.7826	Intermediate Similarity	NPC474189
0.7822	Intermediate Similarity	NPC474124
0.7816	Intermediate Similarity	NPC315261
0.7816	Intermediate Similarity	NPC240604
0.7816	Intermediate Similarity	NPC244488
0.7816	Intermediate Similarity	NPC46160
0.7816	Intermediate Similarity	NPC202642
0.7816	Intermediate Similarity	NPC73875
0.7816	Intermediate Similarity	NPC134330
0.7816	Intermediate Similarity	NPC300324
0.7816	Intermediate Similarity	NPC129165
0.7816	Intermediate Similarity	NPC247325
0.7812	Intermediate Similarity	NPC27918
0.7812	Intermediate Similarity	NPC137461
0.7802	Intermediate Similarity	NPC132635
0.78	Intermediate Similarity	NPC21064
0.78	Intermediate Similarity	NPC476896
0.78	Intermediate Similarity	NPC121072
0.7766	Intermediate Similarity	NPC67872
0.7755	Intermediate Similarity	NPC210717
0.7755	Intermediate Similarity	NPC103165
0.7745	Intermediate Similarity	NPC75608
0.7742	Intermediate Similarity	NPC261266
0.7732	Intermediate Similarity	NPC144202
0.7727	Intermediate Similarity	NPC34019
0.7723	Intermediate Similarity	NPC475344
0.7723	Intermediate Similarity	NPC471889
0.7723	Intermediate Similarity	NPC272015
0.7723	Intermediate Similarity	NPC476471
0.7723	Intermediate Similarity	NPC22634
0.7723	Intermediate Similarity	NPC154452
0.7714	Intermediate Similarity	NPC103627
0.7714	Intermediate Similarity	NPC170974
0.7714	Intermediate Similarity	NPC191439
0.7708	Intermediate Similarity	NPC177641
0.7708	Intermediate Similarity	NPC210268
0.7701	Intermediate Similarity	NPC121744
0.7701	Intermediate Similarity	NPC322353
0.7701	Intermediate Similarity	NPC319090
0.7701	Intermediate Similarity	NPC118508
0.7701	Intermediate Similarity	NPC141071
0.7701	Intermediate Similarity	NPC328104
0.7701	Intermediate Similarity	NPC257347
0.7701	Intermediate Similarity	NPC471723

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 NPC471453 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	178
0.1-0.2	1214
0.2-0.3	3870
0.3-0.4	2685
0.4-0.5	746
0.5-0.6	242
0.6-0.7	176
0.7-0.8	39
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
0.7907	Intermediate Similarity	NPD7339	Approved
0.7907	Intermediate Similarity	NPD6942	Approved
0.7816	Intermediate Similarity	NPD6933	Approved
0.766	Intermediate Similarity	NPD7524	Approved
0.7614	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7586	Intermediate Similarity	NPD6926	Approved
0.7586	Intermediate Similarity	NPD6924	Approved
0.7558	Intermediate Similarity	NPD7151	Approved
0.7558	Intermediate Similarity	NPD7150	Approved
0.7558	Intermediate Similarity	NPD7152	Approved
0.7527	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD8264	Approved
0.7473	Intermediate Similarity	NPD7525	Registered
0.7442	Intermediate Similarity	NPD7143	Approved
0.7442	Intermediate Similarity	NPD7144	Approved
0.7419	Intermediate Similarity	NPD6695	Phase 3
0.7363	Intermediate Similarity	NPD6929	Approved
0.734	Intermediate Similarity	NPD4786	Approved
0.7326	Intermediate Similarity	NPD6922	Approved
0.7326	Intermediate Similarity	NPD6923	Approved
0.7292	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD6930	Phase 2
0.7283	Intermediate Similarity	NPD7514	Phase 3
0.7283	Intermediate Similarity	NPD6931	Approved
0.7253	Intermediate Similarity	NPD7145	Approved
0.7253	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD6902	Approved
0.7193	Intermediate Similarity	NPD7503	Approved
0.7191	Intermediate Similarity	NPD4784	Approved
0.7191	Intermediate Similarity	NPD4785	Approved
0.7174	Intermediate Similarity	NPD7645	Phase 2
0.7143	Intermediate Similarity	NPD5776	Phase 2
0.7143	Intermediate Similarity	NPD6932	Approved
0.7143	Intermediate Similarity	NPD6925	Approved
0.7143	Intermediate Similarity	NPD7115	Discovery
0.7128	Intermediate Similarity	NPD3667	Approved
0.7113	Intermediate Similarity	NPD7750	Discontinued
0.71	Intermediate Similarity	NPD6399	Phase 3
0.7097	Intermediate Similarity	NPD7332	Phase 2
0.7097	Intermediate Similarity	NPD7509	Discontinued
0.7097	Intermediate Similarity	NPD4748	Discontinued
0.701	Intermediate Similarity	NPD5279	Phase 3
0.697	Remote Similarity	NPD6051	Approved
0.6966	Remote Similarity	NPD4243	Approved
0.6952	Remote Similarity	NPD4159	Approved
0.693	Remote Similarity	NPD7328	Approved
0.693	Remote Similarity	NPD7327	Approved
0.6923	Remote Similarity	NPD7638	Approved
0.6907	Remote Similarity	NPD6893	Approved
0.6897	Remote Similarity	NPD8033	Approved
0.687	Remote Similarity	NPD7516	Approved
0.6857	Remote Similarity	NPD7640	Approved
0.6857	Remote Similarity	NPD7639	Approved
0.6832	Remote Similarity	NPD6079	Approved
0.6832	Remote Similarity	NPD7637	Suspended
0.6832	Remote Similarity	NPD7087	Discontinued
0.681	Remote Similarity	NPD8377	Approved
0.681	Remote Similarity	NPD8294	Approved
0.6809	Remote Similarity	NPD6683	Phase 2
0.68	Remote Similarity	NPD5328	Approved
0.6789	Remote Similarity	NPD6412	Phase 2
0.6762	Remote Similarity	NPD4225	Approved
0.6752	Remote Similarity	NPD8379	Approved
0.6752	Remote Similarity	NPD8378	Approved
0.6752	Remote Similarity	NPD8296	Approved
0.6752	Remote Similarity	NPD8380	Approved
0.6752	Remote Similarity	NPD8335	Approved
0.6697	Remote Similarity	NPD6640	Phase 3
0.6667	Remote Similarity	NPD6411	Approved
0.6667	Remote Similarity	NPD3618	Phase 1
0.6667	Remote Similarity	NPD6898	Phase 1
0.6633	Remote Similarity	NPD3665	Phase 1
0.6633	Remote Similarity	NPD3666	Approved
0.6633	Remote Similarity	NPD3133	Approved
0.6632	Remote Similarity	NPD4195	Approved
0.6602	Remote Similarity	NPD4202	Approved
0.6577	Remote Similarity	NPD6686	Approved
0.6559	Remote Similarity	NPD4190	Phase 3
0.6559	Remote Similarity	NPD5275	Approved
0.6529	Remote Similarity	NPD7507	Approved
0.6505	Remote Similarity	NPD5284	Approved
0.6505	Remote Similarity	NPD5281	Approved
0.65	Remote Similarity	NPD5280	Approved
0.65	Remote Similarity	NPD4694	Approved
0.6491	Remote Similarity	NPD8297	Approved
0.6471	Remote Similarity	NPD6101	Approved
0.6471	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6465	Remote Similarity	NPD3668	Phase 3
0.6429	Remote Similarity	NPD6881	Approved
0.6429	Remote Similarity	NPD6899	Approved
0.6422	Remote Similarity	NPD5211	Phase 2
0.6415	Remote Similarity	NPD5221	Approved
0.6415	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6415	Remote Similarity	NPD5222	Approved
0.6408	Remote Similarity	NPD7838	Discovery
0.64	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD5739	Approved
0.6396	Remote Similarity	NPD7128	Approved
0.6396	Remote Similarity	NPD6675	Approved
0.6396	Remote Similarity	NPD6402	Approved
0.6389	Remote Similarity	NPD5286	Approved
0.6389	Remote Similarity	NPD5285	Approved
0.6389	Remote Similarity	NPD4696	Approved
0.6373	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6371	Remote Similarity	NPD7319	Approved
0.6355	Remote Similarity	NPD6084	Phase 2
0.6355	Remote Similarity	NPD6083	Phase 2
0.6355	Remote Similarity	NPD4755	Approved
0.6355	Remote Similarity	NPD5173	Approved
0.6346	Remote Similarity	NPD8034	Phase 2
0.6346	Remote Similarity	NPD8035	Phase 2
0.6339	Remote Similarity	NPD5697	Approved
0.6337	Remote Similarity	NPD7521	Approved
0.6337	Remote Similarity	NPD6684	Approved
0.6337	Remote Similarity	NPD5330	Approved
0.6337	Remote Similarity	NPD5690	Phase 2
0.6337	Remote Similarity	NPD7334	Approved
0.6337	Remote Similarity	NPD7146	Approved
0.6337	Remote Similarity	NPD6409	Approved
0.633	Remote Similarity	NPD5344	Discontinued
0.633	Remote Similarity	NPD5223	Approved
0.6321	Remote Similarity	NPD5695	Phase 3
0.6316	Remote Similarity	NPD6883	Approved
0.6316	Remote Similarity	NPD7290	Approved
0.6316	Remote Similarity	NPD7102	Approved
0.6311	Remote Similarity	NPD4753	Phase 2
0.6306	Remote Similarity	NPD5141	Approved
0.6293	Remote Similarity	NPD8133	Approved
0.6293	Remote Similarity	NPD4632	Approved
0.6286	Remote Similarity	NPD5778	Approved
0.6286	Remote Similarity	NPD5779	Approved
0.6283	Remote Similarity	NPD6011	Approved
0.6283	Remote Similarity	NPD7320	Approved
0.6273	Remote Similarity	NPD5225	Approved
0.6273	Remote Similarity	NPD4633	Approved
0.6273	Remote Similarity	NPD5226	Approved
0.6273	Remote Similarity	NPD7632	Discontinued
0.6273	Remote Similarity	NPD5224	Approved
0.627	Remote Similarity	NPD7260	Phase 2
0.6263	Remote Similarity	NPD4223	Phase 3
0.6263	Remote Similarity	NPD4221	Approved
0.6262	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.6262	Remote Similarity	NPD4697	Phase 3
0.6261	Remote Similarity	NPD8130	Phase 1
0.6261	Remote Similarity	NPD6650	Approved
0.6261	Remote Similarity	NPD6617	Approved
0.6261	Remote Similarity	NPD6847	Approved
0.6261	Remote Similarity	NPD6649	Approved
0.6261	Remote Similarity	NPD6869	Approved
0.625	Remote Similarity	NPD7136	Phase 2
0.625	Remote Similarity	NPD7741	Discontinued
0.625	Remote Similarity	NPD5207	Approved
0.6239	Remote Similarity	NPD4700	Approved
0.6239	Remote Similarity	NPD6648	Approved
0.6238	Remote Similarity	NPD5329	Approved
0.6238	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD6013	Approved
0.6228	Remote Similarity	NPD6373	Approved
0.6228	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD6014	Approved
0.6228	Remote Similarity	NPD6372	Approved
0.6228	Remote Similarity	NPD6012	Approved
0.6226	Remote Similarity	NPD7748	Approved
0.6216	Remote Similarity	NPD5175	Approved
0.6216	Remote Similarity	NPD5174	Approved
0.6214	Remote Similarity	NPD5737	Approved
0.6214	Remote Similarity	NPD4518	Approved
0.6214	Remote Similarity	NPD6672	Approved
0.6214	Remote Similarity	NPD6903	Approved
0.6207	Remote Similarity	NPD6882	Approved
0.6207	Remote Similarity	NPD6053	Discontinued
0.6204	Remote Similarity	NPD7902	Approved
0.6198	Remote Similarity	NPD8513	Phase 3
0.6198	Remote Similarity	NPD8515	Approved
0.6198	Remote Similarity	NPD8517	Approved
0.6198	Remote Similarity	NPD8516	Approved
0.6196	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6195	Remote Similarity	NPD5701	Approved
0.619	Remote Similarity	NPD6050	Approved
0.619	Remote Similarity	NPD7515	Phase 2
0.619	Remote Similarity	NPD5694	Approved
0.6174	Remote Similarity	NPD4634	Approved
0.6168	Remote Similarity	NPD5210	Approved
0.6168	Remote Similarity	NPD4629	Approved
0.6147	Remote Similarity	NPD5290	Discontinued
0.6147	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6139	Remote Similarity	NPD4197	Approved
0.6139	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD368	Approved
0.6121	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6116	Remote Similarity	NPD6319	Approved
0.6116	Remote Similarity	NPD6054	Approved
0.6105	Remote Similarity	NPD5733	Approved
0.6105	Remote Similarity	NPD4687	Approved
0.6095	Remote Similarity	NPD46	Approved
0.6095	Remote Similarity	NPD4001	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD5692	Phase 3
0.6095	Remote Similarity	NPD6698	Approved
0.6095	Remote Similarity	NPD4096	Approved
0.6091	Remote Similarity	NPD6404	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