NPASS Compound

Structure

NPC472761 OpenBabel07101719152D 30 35 0 0 1 0 0 0 0 0999 V2000 -4.0124 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5124 -1.3429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6511 0.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7850 0.1394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6511 1.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9190 0.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7850 2.1394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8296 -2.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4054 -1.7372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0530 2.1394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0124 0.3696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0392 -2.6177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9190 1.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9855 -2.2945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8130 1.6394 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2793 0.7929 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2793 -0.9002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9705 -1.2946 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5461 0.3696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 2.0626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0150 -0.9999 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9463 0.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0124 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 -0.4769 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8130 0.7929 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 3.0626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2411 1.2788 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5607 -1.8176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2793 1.6394 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 23 1 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 2 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 28 1 0 0 0 0 14 18 1 0 0 0 0 15 10 1 6 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 16 11 1 6 0 0 0 16 19 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 1 0 0 0 18 21 1 0 0 0 0 18 24 1 1 0 0 0 19 25 2 0 0 0 0 20 26 2 0 0 0 0 20 29 1 0 0 0 0 21 28 1 0 0 0 0 21 30 1 0 0 0 0 22 24 1 0 0 0 0 22 27 2 0 0 0 0 22 30 1 0 0 0 0 24 19 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	407.17
Volume:	408.814
LogP:	3.858
LogD:	3.678
LogS:	-4.353
# Rotatable Bonds:	2
TPSA:	74.19
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	6
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.557
Synthetic Accessibility Score:	5.455
Fsp3:	0.542
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.881
MDCK Permeability:	4.6935056161601096e-05
Pgp-inhibitor:	0.988
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.073

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.789
Plasma Protein Binding (PPB):	80.14595031738281%
Volume Distribution (VD):	2.398
Pgp-substrate:	15.764983177185059%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.101
CYP2C19-inhibitor:	0.256
CYP2C19-substrate:	0.259
CYP2C9-inhibitor:	0.162
CYP2C9-substrate:	0.077
CYP2D6-inhibitor:	0.017
CYP2D6-substrate:	0.345
CYP3A4-inhibitor:	0.445
CYP3A4-substrate:	0.443

ADMET: Excretion

Clearance (CL):	10.905
Half-life (T1/2):	0.03

ADMET: Toxicity

hERG Blockers:	0.003
Human Hepatotoxicity (H-HT):	0.073
Drug-inuced Liver Injury (DILI):	0.94
AMES Toxicity:	0.329
Rat Oral Acute Toxicity:	0.931
Maximum Recommended Daily Dose:	0.965
Skin Sensitization:	0.341
Carcinogencity:	0.893
Eye Corrosion:	0.012
Eye Irritation:	0.028
Respiratory Toxicity:	0.965

Download Data

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

Natural Product: NPC472761

Natural Product ID:	NPC472761
*Common Name:**	RBSOENWVDSWYOE-ZNWKUMHUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RBSOENWVDSWYOE-ZNWKUMHUSA-N
Standard InCHI:	InChI=1S/C24H25NO5/c1-23(2)11-16-19(25-15(20(26)29-16)10-13-6-4-3-5-7-13)24-17(23)9-8-14-12-28-21(18(14)24)30-22(24)27/h3-8,15-18,21H,9-12H2,1-2H3/t15-,16-,17-,18+,21?,24+/m0/s1
SMILES:	O=C1O[C@H]2CC(C)(C)[C@H]3[C@@]4(C2=N[C@H]1Cc1ccccc1)C(=O)OC1[C@H]4C(=CC3)CO1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3582030
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0000060] Alpha amino acids and derivatives [CHEMONTID:0000394] Alpha amino acid esters

*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
NPO6453	Schizophyllum commune	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24262004]
NPO6453	Schizophyllum commune	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25951057]
NPO6453	Schizophyllum commune	Species	Schizophyllaceae	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	6
Others	3

Activity Type	# Activity
Cell Line	5
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4590	Cell Line	EL4	Mus musculus	IC50	=	3700.0	nM	PMID[482813]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	4900.0	nM	PMID[482813]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	14700.0	nM	PMID[482813]
NPT2788	Cell Line	3T3	Mus musculus	IC50	>	1230000	nM	PubChem BioAssay data set
NPT2788	Cell Line	3T3	Mus musculus	GI	=	20	%	PMID[19902967]
NPT27	Others	Unspecified		IC50	>	1230000.0	nM	PMID[482813]
NPT27	Others	Unspecified		GI	=	30.0	%	PMID[482813]
NPT27	Others	Unspecified		GI	=	22.0	%	PMID[482813]

☑ 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 NPC472761 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	206
0.1-0.2	887
0.2-0.3	2128
0.3-0.4	5453
0.4-0.5	22084
0.5-0.6	10716
0.6-0.7	1192
0.7-0.8	30
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.7793	Intermediate Similarity	NPC470818
0.7771	Intermediate Similarity	NPC470274
0.7551	Intermediate Similarity	NPC470816
0.7515	Intermediate Similarity	NPC120667
0.7515	Intermediate Similarity	NPC278272
0.7457	Intermediate Similarity	NPC475649
0.7399	Intermediate Similarity	NPC475345
0.7384	Intermediate Similarity	NPC476113
0.7368	Intermediate Similarity	NPC475493
0.7358	Intermediate Similarity	NPC473541
0.7342	Intermediate Similarity	NPC262216
0.7325	Intermediate Similarity	NPC475128
0.731	Intermediate Similarity	NPC470814
0.7296	Intermediate Similarity	NPC260194
0.7226	Intermediate Similarity	NPC473216
0.7226	Intermediate Similarity	NPC473399
0.7208	Intermediate Similarity	NPC64897
0.7208	Intermediate Similarity	NPC90693
0.7205	Intermediate Similarity	NPC94602
0.7197	Intermediate Similarity	NPC239770
0.7162	Intermediate Similarity	NPC160493
0.7143	Intermediate Similarity	NPC471880
0.7078	Intermediate Similarity	NPC246913
0.7067	Intermediate Similarity	NPC470815
0.7067	Intermediate Similarity	NPC469742
0.7044	Intermediate Similarity	NPC475400
0.7027	Intermediate Similarity	NPC80150
0.7027	Intermediate Similarity	NPC190663
0.7	Intermediate Similarity	NPC472762
0.6993	Remote Similarity	NPC230331
0.6975	Remote Similarity	NPC31171
0.6975	Remote Similarity	NPC237240
0.6974	Remote Similarity	NPC9180
0.6974	Remote Similarity	NPC100402
0.6952	Remote Similarity	NPC472375
0.6933	Remote Similarity	NPC173934
0.6928	Remote Similarity	NPC473423
0.6923	Remote Similarity	NPC235460
0.6899	Remote Similarity	NPC471864
0.6892	Remote Similarity	NPC310467
0.6885	Remote Similarity	NPC470642
0.6883	Remote Similarity	NPC195224
0.6867	Remote Similarity	NPC4108
0.6862	Remote Similarity	NPC472392
0.6859	Remote Similarity	NPC472361
0.6852	Remote Similarity	NPC473922
0.6849	Remote Similarity	NPC473869
0.6848	Remote Similarity	NPC201692
0.6839	Remote Similarity	NPC225103
0.6835	Remote Similarity	NPC4242
0.6835	Remote Similarity	NPC471911
0.6832	Remote Similarity	NPC111586
0.6832	Remote Similarity	NPC108852
0.6832	Remote Similarity	NPC79921
0.6832	Remote Similarity	NPC261709
0.6826	Remote Similarity	NPC275839
0.6825	Remote Similarity	NPC472391
0.6824	Remote Similarity	NPC152812
0.6824	Remote Similarity	NPC169328
0.6813	Remote Similarity	NPC243893
0.6813	Remote Similarity	NPC262324
0.681	Remote Similarity	NPC49565
0.6797	Remote Similarity	NPC4974
0.6795	Remote Similarity	NPC183722
0.6795	Remote Similarity	NPC147561
0.6795	Remote Similarity	NPC473443
0.6795	Remote Similarity	NPC472388
0.6793	Remote Similarity	NPC324251
0.6793	Remote Similarity	NPC275170
0.6793	Remote Similarity	NPC206211
0.6793	Remote Similarity	NPC471754
0.6793	Remote Similarity	NPC306001
0.6793	Remote Similarity	NPC317882
0.6793	Remote Similarity	NPC471629
0.6793	Remote Similarity	NPC473400
0.6792	Remote Similarity	NPC208725
0.6774	Remote Similarity	NPC472413
0.6772	Remote Similarity	NPC472437
0.6768	Remote Similarity	NPC111466
0.6757	Remote Similarity	NPC9714
0.6754	Remote Similarity	NPC289383
0.6753	Remote Similarity	NPC473082
0.6752	Remote Similarity	NPC246079
0.6752	Remote Similarity	NPC472418
0.6752	Remote Similarity	NPC42423
0.6748	Remote Similarity	NPC472236
0.6748	Remote Similarity	NPC472235
0.6748	Remote Similarity	NPC475513
0.6748	Remote Similarity	NPC471856
0.6748	Remote Similarity	NPC473755
0.6747	Remote Similarity	NPC208293
0.6746	Remote Similarity	NPC69425
0.6744	Remote Similarity	NPC476750
0.6739	Remote Similarity	NPC141440
0.6739	Remote Similarity	NPC471623
0.6732	Remote Similarity	NPC140118
0.6732	Remote Similarity	NPC12881
0.6728	Remote Similarity	NPC477904
0.6728	Remote Similarity	NPC183270
0.6727	Remote Similarity	NPC40085
0.6727	Remote Similarity	NPC264270
0.6719	Remote Similarity	NPC116862
0.6712	Remote Similarity	NPC469547
0.6711	Remote Similarity	NPC84129
0.6709	Remote Similarity	NPC209851
0.6709	Remote Similarity	NPC80599
0.6709	Remote Similarity	NPC472394
0.6708	Remote Similarity	NPC475373
0.6706	Remote Similarity	NPC34066
0.6706	Remote Similarity	NPC217801
0.6706	Remote Similarity	NPC469422
0.6703	Remote Similarity	NPC473300
0.6703	Remote Similarity	NPC475336
0.6703	Remote Similarity	NPC453583
0.6688	Remote Similarity	NPC472414
0.6688	Remote Similarity	NPC47667
0.6687	Remote Similarity	NPC471862
0.6687	Remote Similarity	NPC469513
0.6686	Remote Similarity	NPC87630
0.6686	Remote Similarity	NPC267469
0.6686	Remote Similarity	NPC35160
0.6686	Remote Similarity	NPC116292
0.6686	Remote Similarity	NPC179128
0.6686	Remote Similarity	NPC162569
0.6667	Remote Similarity	NPC222102
0.6667	Remote Similarity	NPC116057
0.6667	Remote Similarity	NPC476278
0.6667	Remote Similarity	NPC475417
0.6667	Remote Similarity	NPC469448
0.6667	Remote Similarity	NPC33372
0.6667	Remote Similarity	NPC67246
0.6667	Remote Similarity	NPC303429
0.6667	Remote Similarity	NPC35996
0.6667	Remote Similarity	NPC475561
0.6667	Remote Similarity	NPC473860
0.6667	Remote Similarity	NPC476644
0.6667	Remote Similarity	NPC237420
0.6647	Remote Similarity	NPC472658
0.6647	Remote Similarity	NPC472657
0.6647	Remote Similarity	NPC469477
0.6647	Remote Similarity	NPC133430
0.6644	Remote Similarity	NPC470820
0.6629	Remote Similarity	NPC474953
0.6628	Remote Similarity	NPC469417
0.6627	Remote Similarity	NPC469415
0.6627	Remote Similarity	NPC329657
0.6626	Remote Similarity	NPC161069
0.6626	Remote Similarity	NPC473440
0.6625	Remote Similarity	NPC474608
0.6625	Remote Similarity	NPC279045
0.6625	Remote Similarity	NPC113325
0.6625	Remote Similarity	NPC48929
0.6623	Remote Similarity	NPC307139
0.6623	Remote Similarity	NPC473938
0.6608	Remote Similarity	NPC469398
0.6608	Remote Similarity	NPC5115
0.6605	Remote Similarity	NPC183122
0.6605	Remote Similarity	NPC283375
0.6604	Remote Similarity	NPC469499
0.6603	Remote Similarity	NPC199738
0.6603	Remote Similarity	NPC210950
0.6603	Remote Similarity	NPC253681
0.6601	Remote Similarity	NPC473749
0.6599	Remote Similarity	NPC273814
0.6595	Remote Similarity	NPC327699
0.6592	Remote Similarity	NPC88378
0.6592	Remote Similarity	NPC211713
0.659	Remote Similarity	NPC469399
0.6584	Remote Similarity	NPC291638
0.6584	Remote Similarity	NPC17877
0.6584	Remote Similarity	NPC472577
0.6584	Remote Similarity	NPC66761
0.6584	Remote Similarity	NPC175870
0.6584	Remote Similarity	NPC195647
0.6581	Remote Similarity	NPC473083
0.6579	Remote Similarity	NPC473558
0.6579	Remote Similarity	NPC473490
0.6579	Remote Similarity	NPC476183
0.6571	Remote Similarity	NPC253738
0.6566	Remote Similarity	NPC475578
0.6564	Remote Similarity	NPC472395
0.6564	Remote Similarity	NPC214550
0.6564	Remote Similarity	NPC475652
0.6564	Remote Similarity	NPC472371
0.6564	Remote Similarity	NPC210591
0.6562	Remote Similarity	NPC228511
0.6561	Remote Similarity	NPC321072
0.6561	Remote Similarity	NPC242662
0.6561	Remote Similarity	NPC71271
0.6561	Remote Similarity	NPC215892
0.6561	Remote Similarity	NPC191193
0.6558	Remote Similarity	NPC472415
0.6556	Remote Similarity	NPC89324
0.6552	Remote Similarity	NPC67080
0.6552	Remote Similarity	NPC477623
0.6545	Remote Similarity	NPC63737
0.6545	Remote Similarity	NPC475135
0.6541	Remote Similarity	NPC60825
0.6541	Remote Similarity	NPC305162
0.6541	Remote Similarity	NPC470278

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 NPC472761 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	151
0.1-0.2	458
0.2-0.3	871
0.3-0.4	2377
0.4-0.5	3766
0.5-0.6	1405
0.6-0.7	122
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7029	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD5981	Approved
0.6923	Remote Similarity	NPD3644	Approved
0.6923	Remote Similarity	NPD3642	Approved
0.6923	Remote Similarity	NPD3643	Approved
0.6889	Remote Similarity	NPD8407	Phase 2
0.6887	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6795	Remote Similarity	NPD4738	Phase 2
0.6739	Remote Similarity	NPD8360	Approved
0.6739	Remote Similarity	NPD8361	Approved
0.6739	Remote Similarity	NPD8435	Approved
0.6722	Remote Similarity	NPD8368	Discontinued
0.6711	Remote Similarity	NPD6065	Approved
0.6711	Remote Similarity	NPD5618	Discontinued
0.6686	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4479	Discontinued
0.6647	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD6852	Discontinued
0.6526	Remote Similarity	NPD8485	Approved
0.6519	Remote Similarity	NPD2613	Approved
0.65	Remote Similarity	NPD4746	Phase 3
0.65	Remote Similarity	NPD2571	Approved
0.65	Remote Similarity	NPD3615	Approved
0.65	Remote Similarity	NPD3089	Approved
0.65	Remote Similarity	NPD2572	Clinical (unspecified phase)
0.65	Remote Similarity	NPD4745	Approved
0.65	Remote Similarity	NPD3087	Approved
0.65	Remote Similarity	NPD2566	Approved
0.65	Remote Similarity	NPD3614	Approved
0.65	Remote Similarity	NPD3090	Approved
0.65	Remote Similarity	NPD2574	Discontinued
0.65	Remote Similarity	NPD2570	Approved
0.65	Remote Similarity	NPD2573	Approved
0.65	Remote Similarity	NPD3088	Approved
0.65	Remote Similarity	NPD3616	Approved
0.6486	Remote Similarity	NPD2607	Approved
0.6467	Remote Similarity	NPD1348	Approved
0.6467	Remote Similarity	NPD8323	Discontinued
0.6461	Remote Similarity	NPD7315	Approved
0.6452	Remote Similarity	NPD6637	Approved
0.6447	Remote Similarity	NPD2218	Phase 2
0.6447	Remote Similarity	NPD2217	Approved
0.6441	Remote Similarity	NPD6746	Phase 2
0.6429	Remote Similarity	NPD2956	Clinical (unspecified phase)
0.6424	Remote Similarity	NPD4576	Approved
0.6424	Remote Similarity	NPD4574	Approved
0.642	Remote Similarity	NPD4685	Phase 3
0.642	Remote Similarity	NPD4686	Approved
0.642	Remote Similarity	NPD4684	Phase 3
0.6409	Remote Similarity	NPD7799	Discontinued
0.6376	Remote Similarity	NPD7094	Approved
0.6376	Remote Similarity	NPD6858	Approved
0.6373	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6358	Remote Similarity	NPD8417	Discontinued
0.6333	Remote Similarity	NPD7687	Clinical (unspecified phase)
0.631	Remote Similarity	NPD3400	Discontinued
0.6306	Remote Similarity	NPD6025	Phase 1
0.6303	Remote Similarity	NPD6864	Phase 2
0.6303	Remote Similarity	NPD6865	Phase 2
0.6301	Remote Similarity	NPD5706	Approved
0.6301	Remote Similarity	NPD5704	Approved
0.6301	Remote Similarity	NPD5705	Approved
0.6299	Remote Similarity	NPD4209	Clinical (unspecified phase)
0.6298	Remote Similarity	NPD7997	Clinical (unspecified phase)
0.6291	Remote Similarity	NPD4766	Approved
0.6287	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6284	Remote Similarity	NPD3646	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD3603	Phase 3
0.628	Remote Similarity	NPD7510	Approved
0.6279	Remote Similarity	NPD4727	Phase 1
0.6273	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD6330	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.625	Remote Similarity	NPD7972	Discontinued
0.625	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5557	Phase 1
0.6243	Remote Similarity	NPD5852	Approved
0.6243	Remote Similarity	NPD5851	Approved
0.6242	Remote Similarity	NPD2584	Suspended
0.6238	Remote Similarity	NPD8462	Phase 1
0.6237	Remote Similarity	NPD4420	Approved
0.623	Remote Similarity	NPD3909	Discontinued
0.6228	Remote Similarity	NPD2174	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD4152	Approved
0.6221	Remote Similarity	NPD7613	Discontinued
0.6221	Remote Similarity	NPD6390	Discontinued
0.622	Remote Similarity	NPD8643	Discontinued
0.6218	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6213	Remote Similarity	NPD2575	Approved
0.6211	Remote Similarity	NPD7235	Clinical (unspecified phase)
0.6209	Remote Similarity	NPD4481	Phase 3
0.6205	Remote Similarity	NPD4108	Discontinued
0.6196	Remote Similarity	NPD7715	Approved
0.6196	Remote Similarity	NPD7714	Approved
0.6195	Remote Similarity	NPD8404	Phase 2
0.619	Remote Similarity	NPD5170	Discontinued
0.618	Remote Similarity	NPD4967	Phase 2
0.618	Remote Similarity	NPD4966	Approved
0.618	Remote Similarity	NPD4965	Approved
0.6178	Remote Similarity	NPD2610	Approved
0.6178	Remote Similarity	NPD2608	Approved
0.6178	Remote Similarity	NPD4218	Approved
0.6178	Remote Similarity	NPD4215	Approved
0.6178	Remote Similarity	NPD6287	Discontinued
0.6178	Remote Similarity	NPD2612	Approved
0.6178	Remote Similarity	NPD2609	Approved
0.6178	Remote Similarity	NPD4217	Approved
0.6178	Remote Similarity	NPD4480	Approved
0.6178	Remote Similarity	NPD3131	Approved
0.6178	Remote Similarity	NPD4216	Approved
0.6178	Remote Similarity	NPD3132	Approved
0.6178	Remote Similarity	NPD2611	Approved
0.6174	Remote Similarity	NPD4234	Approved
0.6174	Remote Similarity	NPD4233	Approved
0.617	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6168	Remote Similarity	NPD4173	Approved
0.6168	Remote Similarity	NPD7511	Approved
0.6168	Remote Similarity	NPD7512	Approved
0.6168	Remote Similarity	NPD4172	Approved
0.6164	Remote Similarity	NPD2199	Approved
0.6164	Remote Similarity	NPD5667	Approved
0.6164	Remote Similarity	NPD2198	Approved
0.6159	Remote Similarity	NPD6311	Approved
0.6159	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD6309	Approved
0.6159	Remote Similarity	NPD6310	Approved
0.6159	Remote Similarity	NPD8416	Discontinued
0.6154	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6149	Remote Similarity	NPD7084	Phase 3
0.6145	Remote Similarity	NPD5689	Approved
0.6145	Remote Similarity	NPD5688	Approved
0.614	Remote Similarity	NPD7236	Approved
0.6135	Remote Similarity	NPD4621	Approved
0.6135	Remote Similarity	NPD4619	Approved
0.6131	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6125	Remote Similarity	NPD6302	Clinical (unspecified phase)
0.6122	Remote Similarity	NPD1018	Approved
0.6121	Remote Similarity	NPD4065	Approved
0.6121	Remote Similarity	NPD4067	Approved
0.6121	Remote Similarity	NPD4069	Clinical (unspecified phase)
0.6121	Remote Similarity	NPD4068	Approved
0.6121	Remote Similarity	NPD4066	Approved
0.6111	Remote Similarity	NPD6234	Discontinued
0.6111	Remote Similarity	NPD5005	Approved
0.6111	Remote Similarity	NPD5202	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD5006	Approved
0.6102	Remote Similarity	NPD7029	Discontinued
0.61	Remote Similarity	NPD7999	Approved
0.6095	Remote Similarity	NPD3655	Clinical (unspecified phase)
0.6084	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD7827	Phase 1
0.6078	Remote Similarity	NPD1711	Phase 2
0.6074	Remote Similarity	NPD3136	Phase 2
0.6067	Remote Similarity	NPD5240	Approved
0.6067	Remote Similarity	NPD7460	Discontinued
0.6067	Remote Similarity	NPD5236	Approved
0.6067	Remote Similarity	NPD5239	Approved
0.6067	Remote Similarity	NPD1756	Approved
0.6067	Remote Similarity	NPD5235	Approved
0.6067	Remote Similarity	NPD1752	Approved
0.6067	Remote Similarity	NPD5237	Approved
0.6064	Remote Similarity	NPD8658	Clinical (unspecified phase)
0.6062	Remote Similarity	NPD5578	Approved
0.6062	Remote Similarity	NPD5577	Clinical (unspecified phase)
0.6061	Remote Similarity	NPD8265	Approved
0.6061	Remote Similarity	NPD5119	Approved
0.6061	Remote Similarity	NPD5121	Approved
0.6061	Remote Similarity	NPD3373	Approved
0.6061	Remote Similarity	NPD5120	Approved
0.6057	Remote Similarity	NPD7239	Suspended
0.6054	Remote Similarity	NPD7228	Approved
0.6051	Remote Similarity	NPD5126	Approved
0.6051	Remote Similarity	NPD5125	Phase 3
0.605	Remote Similarity	NPD8320	Phase 1
0.605	Remote Similarity	NPD8319	Approved
0.6049	Remote Similarity	NPD3661	Approved
0.6049	Remote Similarity	NPD5204	Approved
0.6049	Remote Similarity	NPD3662	Phase 3
0.6049	Remote Similarity	NPD3663	Approved
0.6049	Remote Similarity	NPD3664	Approved
0.6048	Remote Similarity	NPD2567	Approved
0.6048	Remote Similarity	NPD2569	Approved
0.6045	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6045	Remote Similarity	NPD6385	Approved
0.6045	Remote Similarity	NPD6386	Approved
0.6032	Remote Similarity	NPD2971	Approved
0.6032	Remote Similarity	NPD2968	Approved
0.6029	Remote Similarity	NPD7801	Approved
0.6026	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6026	Remote Similarity	NPD2617	Discontinued
0.6024	Remote Similarity	NPD4618	Approved
0.6024	Remote Similarity	NPD4622	Approved
0.6023	Remote Similarity	NPD7488	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6022	Remote Similarity	NPD7036	Phase 3
0.6022	Remote Similarity	NPD7035	Approved
0.6014	Remote Similarity	NPD1040	Phase 2

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