NPASS Compound

Structure

NPC79957 OpenBabel07101719132D 33 35 0 0 1 0 0 0 0 0999 V2000 0.0000 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 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 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 2 2 0 0 0 0 2 3 1 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 18 1 0 0 0 0 7 19 1 0 0 0 0 8 14 1 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 11 25 1 0 0 0 0 12 26 1 0 0 0 0 15 27 1 6 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 2 0 0 0 0 18 28 1 0 0 0 0 19 32 1 0 0 0 0 20 12 1 1 0 0 0 20 21 1 0 0 0 0 20 33 1 0 0 0 0 21 22 1 0 0 0 0 21 29 1 6 0 0 0 22 23 1 0 0 0 0 22 30 1 1 0 0 0 23 24 1 0 0 0 0 23 31 1 6 0 0 0 24 32 1 1 0 0 0 24 33 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	462.19
Volume:	458.648
LogP:	0.923
LogD:	0.338
LogS:	-3.53
# Rotatable Bonds:	9
TPSA:	160.07
# H-Bond Aceptor:	9
# H-Bond Donor:	7
# Rings:	3
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.252
Synthetic Accessibility Score:	4.076
Fsp3:	0.417
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:	-5.877
MDCK Permeability:	7.559877758467337e-06
Pgp-inhibitor:	0.027
Pgp-substrate:	0.048
Human Intestinal Absorption (HIA):	0.75
20% Bioavailability (F20%):	0.691
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.183
Plasma Protein Binding (PPB):	94.13439178466797%
Volume Distribution (VD):	0.466
Pgp-substrate:	3.2177011966705322%

ADMET: Metabolism

CYP1A2-inhibitor:	0.244
CYP1A2-substrate:	0.028
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.094
CYP2C9-inhibitor:	0.009
CYP2C9-substrate:	0.255
CYP2D6-inhibitor:	0.203
CYP2D6-substrate:	0.365
CYP3A4-inhibitor:	0.056
CYP3A4-substrate:	0.097

ADMET: Excretion

Clearance (CL):	4.243
Half-life (T1/2):	0.553

ADMET: Toxicity

hERG Blockers:	0.136
Human Hepatotoxicity (H-HT):	0.118
Drug-inuced Liver Injury (DILI):	0.042
AMES Toxicity:	0.319
Rat Oral Acute Toxicity:	0.063
Maximum Recommended Daily Dose:	0.318
Skin Sensitization:	0.462
Carcinogencity:	0.304
Eye Corrosion:	0.003
Eye Irritation:	0.04
Respiratory Toxicity:	0.014

Download Data

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

Natural Product: NPC79957

Natural Product ID:	NPC79957
*Common Name:**	Magnolignan A-2-O-Beta-D-Glucopyranoside
IUPAC Name:	(2S,3R,4S,5S,6R)-2-[2-[5-[(2R)-2,3-dihydroxypropyl]-2-hydroxyphenyl]-4-prop-2-enylphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	magnolignan A-2-O-beta-D-glucopyranoside
Standard InCHIKey:	ZCPICTCHPLSYHA-CTYPUASWSA-N
Standard InCHI:	InChI=1S/C24H30O9/c1-2-3-13-5-7-19(32-24-23(31)22(30)21(29)20(12-26)33-24)17(9-13)16-10-14(4-6-18(16)28)8-15(27)11-25/h2,4-7,9-10,15,20-31H,1,3,8,11-12H2/t15-,20-,21-,22+,23-,24-/m1/s1
SMILES:	C=CCc1ccc(c(c1)c1cc(ccc1O)C[C@H](CO)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2346749
PubChem CID:	71720154
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0004165] Phenolic glycosides

*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
NPO28043	Streblus asper	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[23434030]
NPO28043	Streblus asper	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4093781]
NPO28043	Streblus asper	Species	Moraceae	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
IC50	3
Others	1

Activity Type	# Activity
Organism	3
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	1000000.0	nM	PMID[515907]
NPT27	Others	Unspecified		CC50	=	190030.0	nM	PMID[515907]

☑ 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 NPC79957 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	411
0.1-0.2	1459
0.2-0.3	3602
0.3-0.4	9430
0.4-0.5	9045
0.5-0.6	4726
0.6-0.7	8633
0.7-0.8	4545
0.8-0.85	650
0.85-0.9	164
0.9-0.95	31
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9124	High Similarity	NPC5253
0.9124	High Similarity	NPC139976
0.9124	High Similarity	NPC49542
0.9124	High Similarity	NPC128337
0.9124	High Similarity	NPC230718
0.9124	High Similarity	NPC84207
0.9124	High Similarity	NPC472353
0.9111	High Similarity	NPC87777
0.9111	High Similarity	NPC262328
0.9071	High Similarity	NPC31325
0.9071	High Similarity	NPC213074
0.9071	High Similarity	NPC275284
0.9071	High Similarity	NPC193473
0.9071	High Similarity	NPC114505
0.9071	High Similarity	NPC15956
0.9071	High Similarity	NPC224674
0.9065	High Similarity	NPC476301
0.9065	High Similarity	NPC43508
0.9051	High Similarity	NPC210192
0.9	High Similarity	NPC99515
0.9	High Similarity	NPC190714
0.8993	High Similarity	NPC225445
0.8993	High Similarity	NPC217635
0.8993	High Similarity	NPC79429
0.8993	High Similarity	NPC471667
0.8947	High Similarity	NPC103799
0.8921	High Similarity	NPC473044
0.8921	High Similarity	NPC116922
0.8913	High Similarity	NPC108674
0.8897	High Similarity	NPC166180
0.8889	High Similarity	NPC476411
0.8881	High Similarity	NPC26080
0.8881	High Similarity	NPC85799
0.8881	High Similarity	NPC303422
0.8881	High Similarity	NPC165686
0.8881	High Similarity	NPC98624
0.8873	High Similarity	NPC175976
0.8873	High Similarity	NPC472339
0.8865	High Similarity	NPC102280
0.8865	High Similarity	NPC107120
0.8865	High Similarity	NPC248053
0.8865	High Similarity	NPC155564
0.8865	High Similarity	NPC74320
0.8857	High Similarity	NPC473045
0.8857	High Similarity	NPC177597
0.8857	High Similarity	NPC469313
0.8857	High Similarity	NPC25292
0.8857	High Similarity	NPC138227
0.8857	High Similarity	NPC76176
0.8857	High Similarity	NPC168579
0.8849	High Similarity	NPC253878
0.8849	High Similarity	NPC60249
0.8841	High Similarity	NPC106944
0.8832	High Similarity	NPC470413
0.8832	High Similarity	NPC134260
0.8832	High Similarity	NPC138738
0.8828	High Similarity	NPC469412
0.8828	High Similarity	NPC269242
0.8828	High Similarity	NPC198734
0.8819	High Similarity	NPC259707
0.8815	High Similarity	NPC115022
0.8815	High Similarity	NPC294166
0.8806	High Similarity	NPC121376
0.8797	High Similarity	NPC97326
0.8794	High Similarity	NPC475096
0.8786	High Similarity	NPC470950
0.8786	High Similarity	NPC37793
0.8786	High Similarity	NPC185307
0.8786	High Similarity	NPC46092
0.8779	High Similarity	NPC470510
0.8777	High Similarity	NPC469661
0.8777	High Similarity	NPC471414
0.8777	High Similarity	NPC76871
0.8777	High Similarity	NPC5155
0.876	High Similarity	NPC226712
0.8759	High Similarity	NPC199459
0.8759	High Similarity	NPC59692
0.8759	High Similarity	NPC21902
0.8759	High Similarity	NPC474442
0.8759	High Similarity	NPC177035
0.8759	High Similarity	NPC52277
0.875	High Similarity	NPC472709
0.875	High Similarity	NPC130496
0.875	High Similarity	NPC188555
0.875	High Similarity	NPC124085
0.875	High Similarity	NPC187194
0.875	High Similarity	NPC469708
0.875	High Similarity	NPC472710
0.875	High Similarity	NPC117048
0.875	High Similarity	NPC60589
0.8741	High Similarity	NPC270751
0.8732	High Similarity	NPC125755
0.8723	High Similarity	NPC470235
0.8723	High Similarity	NPC283995
0.8723	High Similarity	NPC129417
0.8722	High Similarity	NPC40377
0.8722	High Similarity	NPC274717
0.8714	High Similarity	NPC476356
0.8714	High Similarity	NPC145319
0.8714	High Similarity	NPC189115
0.8714	High Similarity	NPC48309
0.8714	High Similarity	NPC475084
0.8702	High Similarity	NPC287429
0.8692	High Similarity	NPC476142
0.8686	High Similarity	NPC238243
0.8682	High Similarity	NPC201402
0.8682	High Similarity	NPC160854
0.8682	High Similarity	NPC469704
0.8682	High Similarity	NPC469703
0.8681	High Similarity	NPC44452
0.8676	High Similarity	NPC92805
0.8676	High Similarity	NPC215037
0.8676	High Similarity	NPC85435
0.8671	High Similarity	NPC227902
0.8671	High Similarity	NPC15538
0.8671	High Similarity	NPC473480
0.8667	High Similarity	NPC475067
0.8667	High Similarity	NPC9912
0.8662	High Similarity	NPC22150
0.8662	High Similarity	NPC18979
0.8662	High Similarity	NPC38041
0.8662	High Similarity	NPC226722
0.8662	High Similarity	NPC279298
0.8662	High Similarity	NPC277867
0.8662	High Similarity	NPC469586
0.8662	High Similarity	NPC161700
0.8657	High Similarity	NPC218003
0.8652	High Similarity	NPC252169
0.8643	High Similarity	NPC100482
0.8643	High Similarity	NPC277331
0.8643	High Similarity	NPC472711
0.8636	High Similarity	NPC278552
0.8636	High Similarity	NPC207179
0.8636	High Similarity	NPC81641
0.8636	High Similarity	NPC167571
0.8633	High Similarity	NPC183781
0.8633	High Similarity	NPC475836
0.8623	High Similarity	NPC165482
0.8623	High Similarity	NPC3293
0.8623	High Similarity	NPC475628
0.8623	High Similarity	NPC40664
0.8623	High Similarity	NPC262585
0.8623	High Similarity	NPC20829
0.8623	High Similarity	NPC197723
0.8623	High Similarity	NPC18189
0.8623	High Similarity	NPC242028
0.8623	High Similarity	NPC3049
0.8623	High Similarity	NPC138350
0.8623	High Similarity	NPC203230
0.8615	High Similarity	NPC469686
0.8613	High Similarity	NPC87696
0.8611	High Similarity	NPC280945
0.8601	High Similarity	NPC112861
0.8593	High Similarity	NPC80600
0.8593	High Similarity	NPC472024
0.8592	High Similarity	NPC164183
0.8592	High Similarity	NPC232228
0.8592	High Similarity	NPC292443
0.8582	High Similarity	NPC469559
0.8582	High Similarity	NPC38664
0.8582	High Similarity	NPC246947
0.8582	High Similarity	NPC87224
0.8582	High Similarity	NPC53986
0.8582	High Similarity	NPC222572
0.8571	High Similarity	NPC78809
0.8571	High Similarity	NPC276212
0.8562	High Similarity	NPC471403
0.8561	High Similarity	NPC474687
0.8561	High Similarity	NPC65530
0.8561	High Similarity	NPC124149
0.8561	High Similarity	NPC59324
0.8561	High Similarity	NPC304152
0.855	High Similarity	NPC471067
0.8542	High Similarity	NPC39657
0.8542	High Similarity	NPC97240
0.8531	High Similarity	NPC85624
0.8531	High Similarity	NPC272619
0.8531	High Similarity	NPC286245
0.8529	High Similarity	NPC12875
0.8529	High Similarity	NPC476166
0.8529	High Similarity	NPC207892
0.8529	High Similarity	NPC248307
0.8529	High Similarity	NPC280653
0.8529	High Similarity	NPC17343
0.8529	High Similarity	NPC300875
0.8529	High Similarity	NPC150011
0.8529	High Similarity	NPC118114
0.8529	High Similarity	NPC162801
0.8529	High Similarity	NPC196765
0.8529	High Similarity	NPC65942
0.8529	High Similarity	NPC206224
0.8529	High Similarity	NPC129106
0.8529	High Similarity	NPC166168
0.8529	High Similarity	NPC164574
0.8529	High Similarity	NPC268917
0.8529	High Similarity	NPC129784
0.8529	High Similarity	NPC228369
0.8529	High Similarity	NPC236014
0.8523	High Similarity	NPC228357
0.8521	High Similarity	NPC477898

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 NPC79957 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	335
0.1-0.2	809
0.2-0.3	1700
0.3-0.4	2716
0.4-0.5	1760
0.5-0.6	1057
0.6-0.7	652
0.7-0.8	107
0.8-0.85	13
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.876	High Similarity	NPD1091	Approved
0.8514	High Similarity	NPD8455	Phase 2
0.8333	Intermediate Similarity	NPD1613	Approved
0.8333	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8321	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8252	Intermediate Similarity	NPD6674	Discontinued
0.8235	Intermediate Similarity	NPD2861	Phase 2
0.8207	Intermediate Similarity	NPD5058	Phase 3
0.8195	Intermediate Similarity	NPD1610	Phase 2
0.8175	Intermediate Similarity	NPD4908	Phase 1
0.8125	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.8105	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8043	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8028	Intermediate Similarity	NPD4536	Approved
0.8028	Intermediate Similarity	NPD4538	Approved
0.8028	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.8015	Intermediate Similarity	NPD8651	Approved
0.7972	Intermediate Similarity	NPD5960	Phase 3
0.7972	Intermediate Similarity	NPD5588	Approved
0.7971	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7943	Intermediate Similarity	NPD4060	Phase 1
0.7933	Intermediate Similarity	NPD1653	Approved
0.7895	Intermediate Similarity	NPD1548	Phase 1
0.7875	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7862	Intermediate Similarity	NPD7266	Discontinued
0.7857	Intermediate Similarity	NPD3027	Phase 3
0.7857	Intermediate Similarity	NPD4625	Phase 3
0.784	Intermediate Similarity	NPD6559	Discontinued
0.7803	Intermediate Similarity	NPD7157	Approved
0.7778	Intermediate Similarity	NPD5126	Approved
0.7778	Intermediate Similarity	NPD5125	Phase 3
0.7712	Intermediate Similarity	NPD4380	Phase 2
0.771	Intermediate Similarity	NPD7843	Approved
0.7674	Intermediate Similarity	NPD2684	Approved
0.7655	Intermediate Similarity	NPD7097	Phase 1
0.7607	Intermediate Similarity	NPD7074	Phase 3
0.7603	Intermediate Similarity	NPD4108	Discontinued
0.7597	Intermediate Similarity	NPD290	Approved
0.7593	Intermediate Similarity	NPD3818	Discontinued
0.7552	Intermediate Similarity	NPD6798	Discontinued
0.7552	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7546	Intermediate Similarity	NPD7054	Approved
0.7532	Intermediate Similarity	NPD7075	Discontinued
0.753	Intermediate Similarity	NPD8312	Approved
0.753	Intermediate Similarity	NPD8313	Approved
0.7518	Intermediate Similarity	NPD5846	Approved
0.7518	Intermediate Similarity	NPD6516	Phase 2
0.7517	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7517	Intermediate Similarity	NPD6355	Discontinued
0.7517	Intermediate Similarity	NPD5124	Phase 1
0.75	Intermediate Similarity	NPD37	Approved
0.75	Intermediate Similarity	NPD7472	Approved
0.7485	Intermediate Similarity	NPD7228	Approved
0.7484	Intermediate Similarity	NPD6234	Discontinued
0.7468	Intermediate Similarity	NPD4965	Approved
0.7468	Intermediate Similarity	NPD4967	Phase 2
0.7468	Intermediate Similarity	NPD4966	Approved
0.7467	Intermediate Similarity	NPD4628	Phase 3
0.7467	Intermediate Similarity	NPD4535	Phase 3
0.7455	Intermediate Similarity	NPD6797	Phase 2
0.7452	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.745	Intermediate Similarity	NPD2424	Discontinued
0.7429	Intermediate Similarity	NPD4749	Approved
0.7429	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD7251	Discontinued
0.741	Intermediate Similarity	NPD3705	Approved
0.7407	Intermediate Similarity	NPD6671	Approved
0.74	Intermediate Similarity	NPD1652	Phase 2
0.7391	Intermediate Similarity	NPD7199	Phase 2
0.7386	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7385	Intermediate Similarity	NPD968	Approved
0.7383	Intermediate Similarity	NPD5762	Approved
0.7383	Intermediate Similarity	NPD5763	Approved
0.7379	Intermediate Similarity	NPD6233	Phase 2
0.7365	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD7033	Discontinued
0.7365	Intermediate Similarity	NPD7808	Phase 3
0.7358	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD3787	Discontinued
0.7342	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD4340	Discontinued
0.7279	Intermediate Similarity	NPD5735	Approved
0.7278	Intermediate Similarity	NPD1934	Approved
0.7278	Intermediate Similarity	NPD6801	Discontinued
0.7273	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6002	Phase 3
0.7267	Intermediate Similarity	NPD6004	Phase 3
0.7267	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6005	Phase 3
0.7255	Intermediate Similarity	NPD6667	Approved
0.7255	Intermediate Similarity	NPD6666	Approved
0.7241	Intermediate Similarity	NPD7095	Approved
0.7229	Intermediate Similarity	NPD5844	Phase 1
0.7219	Intermediate Similarity	NPD1549	Phase 2
0.7215	Intermediate Similarity	NPD6072	Discontinued
0.7215	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD7213	Phase 3
0.7208	Intermediate Similarity	NPD7212	Phase 2
0.7195	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7194	Intermediate Similarity	NPD1357	Approved
0.719	Intermediate Similarity	NPD2677	Approved
0.7185	Intermediate Similarity	NPD5535	Approved
0.7183	Intermediate Similarity	NPD6582	Phase 2
0.7183	Intermediate Similarity	NPD3685	Discontinued
0.7183	Intermediate Similarity	NPD6583	Phase 3
0.717	Intermediate Similarity	NPD4433	Discontinued
0.7169	Intermediate Similarity	NPD3751	Discontinued
0.7163	Intermediate Similarity	NPD422	Phase 1
0.7161	Intermediate Similarity	NPD7447	Phase 1
0.7153	Intermediate Similarity	NPD3691	Phase 2
0.7153	Intermediate Similarity	NPD3690	Phase 2
0.7153	Intermediate Similarity	NPD6584	Phase 3
0.7152	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6166	Phase 2
0.7143	Intermediate Similarity	NPD7768	Phase 2
0.7133	Intermediate Similarity	NPD6696	Suspended
0.7132	Intermediate Similarity	NPD5283	Phase 1
0.7126	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD7819	Suspended
0.7124	Intermediate Similarity	NPD3750	Approved
0.7117	Intermediate Similarity	NPD4666	Phase 3
0.7107	Intermediate Similarity	NPD7411	Suspended
0.7101	Intermediate Similarity	NPD7240	Approved
0.7097	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD4140	Approved
0.7095	Intermediate Similarity	NPD3620	Phase 2
0.7095	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD3597	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD7458	Discontinued
0.7083	Intermediate Similarity	NPD2797	Approved
0.7073	Intermediate Similarity	NPD6959	Discontinued
0.707	Intermediate Similarity	NPD5403	Approved
0.7059	Intermediate Similarity	NPD5061	Approved
0.7059	Intermediate Similarity	NPD1138	Approved
0.7059	Intermediate Similarity	NPD5062	Approved
0.7055	Intermediate Similarity	NPD5709	Phase 3
0.7048	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD1611	Approved
0.7034	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD6387	Discontinued
0.7027	Intermediate Similarity	NPD4062	Phase 3
0.7021	Intermediate Similarity	NPD4626	Approved
0.702	Intermediate Similarity	NPD3846	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD5929	Approved
0.7014	Intermediate Similarity	NPD3225	Approved
0.7	Intermediate Similarity	NPD7685	Pre-registration
0.7	Intermediate Similarity	NPD6653	Approved
0.6993	Remote Similarity	NPD2231	Phase 2
0.6993	Remote Similarity	NPD2235	Phase 2
0.6987	Remote Similarity	NPD7041	Phase 2
0.6987	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD3018	Phase 2
0.6985	Remote Similarity	NPD1139	Approved
0.6985	Remote Similarity	NPD228	Approved
0.6985	Remote Similarity	NPD1137	Approved
0.698	Remote Similarity	NPD2238	Phase 2
0.6975	Remote Similarity	NPD5402	Approved
0.6974	Remote Similarity	NPD4476	Approved
0.6974	Remote Similarity	NPD2438	Suspended
0.6974	Remote Similarity	NPD4477	Approved
0.6974	Remote Similarity	NPD2935	Discontinued
0.6974	Remote Similarity	NPD6032	Approved
0.6972	Remote Similarity	NPD3496	Discontinued
0.6966	Remote Similarity	NPD3094	Phase 2
0.6959	Remote Similarity	NPD3268	Approved
0.6954	Remote Similarity	NPD7119	Phase 2
0.695	Remote Similarity	NPD5691	Approved
0.6944	Remote Similarity	NPD5327	Phase 3
0.6943	Remote Similarity	NPD5401	Approved
0.6943	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6943	Remote Similarity	NPD3536	Discontinued
0.6941	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD6232	Discontinued
0.6928	Remote Similarity	NPD1375	Discontinued
0.6923	Remote Similarity	NPD3122	Phase 3
0.6923	Remote Similarity	NPD3020	Approved
0.6923	Remote Similarity	NPD1535	Discovery
0.6914	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD1465	Phase 2
0.6914	Remote Similarity	NPD2801	Approved
0.6914	Remote Similarity	NPD2977	Approved
0.6914	Remote Similarity	NPD2978	Approved
0.6913	Remote Similarity	NPD6407	Approved
0.6913	Remote Similarity	NPD6405	Approved
0.6908	Remote Similarity	NPD2154	Approved
0.6908	Remote Similarity	NPD1510	Phase 2
0.6908	Remote Similarity	NPD2799	Discontinued
0.6908	Remote Similarity	NPD2155	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data