NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	543.25
Volume:	544.931
LogP:	2.32
LogD:	1.871
LogS:	-3.548
# Rotatable Bonds:	3
TPSA:	151.62
# H-Bond Aceptor:	10
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.332
Synthetic Accessibility Score:	6.117
Fsp3:	0.552
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.698
MDCK Permeability:	0.00010178762022405863
Pgp-inhibitor:	0.039
Pgp-substrate:	0.895
Human Intestinal Absorption (HIA):	0.597
20% Bioavailability (F20%):	0.037
30% Bioavailability (F30%):	0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.284
Plasma Protein Binding (PPB):	85.5500717163086%
Volume Distribution (VD):	0.671
Pgp-substrate:	12.076415061950684%

ADMET: Metabolism

CYP1A2-inhibitor:	0.017
CYP1A2-substrate:	0.278
CYP2C19-inhibitor:	0.152
CYP2C19-substrate:	0.582
CYP2C9-inhibitor:	0.062
CYP2C9-substrate:	0.081
CYP2D6-inhibitor:	0.097
CYP2D6-substrate:	0.193
CYP3A4-inhibitor:	0.946
CYP3A4-substrate:	0.541

ADMET: Excretion

Clearance (CL):	7.117
Half-life (T1/2):	0.494

ADMET: Toxicity

hERG Blockers:	0.045
Human Hepatotoxicity (H-HT):	0.33
Drug-inuced Liver Injury (DILI):	0.485
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.959
Maximum Recommended Daily Dose:	0.709
Skin Sensitization:	0.273
Carcinogencity:	0.365
Eye Corrosion:	0.003
Eye Irritation:	0.013
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: NPC477115

Natural Product ID:	NPC477115
*Common Name:**	scoparasin B
IUPAC Name:	(1S,5E,7R,9S,11E,13S,14S,15R,16S,17S,18S)-7,14,15-trihydroxy-18-[(4-methoxyphenyl)methyl]-7,9,15,16-tetramethyl-2,4-dioxa-19-azatricyclo[11.7.0.01,17]icosa-5,11-diene-3,8,20-trione
Synonyms:
Standard InCHIKey:	YXSYADYLBHSOLA-PZOHNQLKSA-N
Standard InCHI:	InChI=1S/C29H37NO9/c1-16-7-6-8-20-24(32)28(4,36)17(2)22-21(15-18-9-11-19(37-5)12-10-18)30-25(33)29(20,22)39-26(34)38-14-13-27(3,35)23(16)31/h6,8-14,16-17,20-22,24,32,35-36H,7,15H2,1-5H3,(H,30,33)/b8-6+,14-13+/t16-,17-,20-,21-,22-,24-,27+,28+,29+/m0/s1
SMILES:	C[C@H]1C/C=C/[C@H]2[C@@H]([C@]([C@H]([C@@H]3[C@]2(C(=O)N[C@H]3CC4=CC=C(C=C4)OC)OC(=O)O/C=C/[C@@](C1=O)(C)O)C)(C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	11642398
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0001821] Cytochalasans

*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
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16724861]
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21302965]
NPO26834	Eutypella scoparia	Species	Diatrypaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT327	Organism	Microsporum gypseum	Microsporum gypseum	MIC	=	30300	nM	PMID[16724861]

☑ 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 NPC477115 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	217
0.1-0.2	1034
0.2-0.3	2667
0.3-0.4	8650
0.4-0.5	10273
0.5-0.6	9878
0.6-0.7	9705
0.7-0.8	257
0.8-0.85	14
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.865	High Similarity	NPC156348
0.8606	High Similarity	NPC15506
0.8562	High Similarity	NPC4108
0.8418	Intermediate Similarity	NPC49565
0.8182	Intermediate Similarity	NPC474607
0.8136	Intermediate Similarity	NPC474650
0.8089	Intermediate Similarity	NPC175870
0.8025	Intermediate Similarity	NPC237240
0.8025	Intermediate Similarity	NPC31171
0.8023	Intermediate Similarity	NPC475794
0.7988	Intermediate Similarity	NPC201692
0.7874	Intermediate Similarity	NPC304846
0.7866	Intermediate Similarity	NPC173934
0.7853	Intermediate Similarity	NPC262216
0.7848	Intermediate Similarity	NPC228511
0.7826	Intermediate Similarity	NPC239770
0.7799	Intermediate Similarity	NPC279045
0.7799	Intermediate Similarity	NPC113325
0.7784	Intermediate Similarity	NPC474953
0.7759	Intermediate Similarity	NPC54125
0.7759	Intermediate Similarity	NPC89199
0.7758	Intermediate Similarity	NPC313414
0.7747	Intermediate Similarity	NPC34780
0.7709	Intermediate Similarity	NPC115343
0.7709	Intermediate Similarity	NPC1291
0.7706	Intermediate Similarity	NPC207675
0.7706	Intermediate Similarity	NPC212699
0.7705	Intermediate Similarity	NPC474661
0.7705	Intermediate Similarity	NPC475919
0.7669	Intermediate Similarity	NPC261709
0.7669	Intermediate Similarity	NPC108852
0.7669	Intermediate Similarity	NPC111586
0.7643	Intermediate Similarity	NPC295478
0.763	Intermediate Similarity	NPC69360
0.7614	Intermediate Similarity	NPC198741
0.761	Intermediate Similarity	NPC42423
0.7598	Intermediate Similarity	NPC474051
0.7598	Intermediate Similarity	NPC289743
0.7598	Intermediate Similarity	NPC110374
0.7565	Intermediate Similarity	NPC475768
0.7556	Intermediate Similarity	NPC187678
0.7542	Intermediate Similarity	NPC211713
0.7542	Intermediate Similarity	NPC88378
0.7528	Intermediate Similarity	NPC182257
0.7516	Intermediate Similarity	NPC64897
0.7516	Intermediate Similarity	NPC90693
0.7514	Intermediate Similarity	NPC471395
0.7514	Intermediate Similarity	NPC476194
0.75	Intermediate Similarity	NPC132771
0.7433	Intermediate Similarity	NPC470642
0.7432	Intermediate Similarity	NPC474745
0.7425	Intermediate Similarity	NPC178466
0.7425	Intermediate Similarity	NPC63628
0.7405	Intermediate Similarity	NPC475981
0.7405	Intermediate Similarity	NPC278097
0.7405	Intermediate Similarity	NPC474746
0.7377	Intermediate Similarity	NPC474325
0.7341	Intermediate Similarity	NPC275027
0.733	Intermediate Similarity	NPC329837
0.7326	Intermediate Similarity	NPC230098
0.7322	Intermediate Similarity	NPC237044
0.7312	Intermediate Similarity	NPC71271
0.731	Intermediate Similarity	NPC476744
0.7308	Intermediate Similarity	NPC228040
0.7303	Intermediate Similarity	NPC189782
0.7302	Intermediate Similarity	NPC319549
0.7299	Intermediate Similarity	NPC10221
0.7299	Intermediate Similarity	NPC18249
0.7299	Intermediate Similarity	NPC187028
0.7299	Intermediate Similarity	NPC140915
0.7299	Intermediate Similarity	NPC197741
0.7299	Intermediate Similarity	NPC305700
0.7288	Intermediate Similarity	NPC4304
0.7284	Intermediate Similarity	NPC470727
0.7273	Intermediate Similarity	NPC38699
0.7268	Intermediate Similarity	NPC49353
0.7268	Intermediate Similarity	NPC304675
0.7257	Intermediate Similarity	NPC245948
0.7251	Intermediate Similarity	NPC476743
0.7251	Intermediate Similarity	NPC320734
0.7232	Intermediate Similarity	NPC29727
0.7232	Intermediate Similarity	NPC163635
0.7229	Intermediate Similarity	NPC254610
0.7222	Intermediate Similarity	NPC90984
0.7216	Intermediate Similarity	NPC471203
0.7213	Intermediate Similarity	NPC2314
0.7202	Intermediate Similarity	NPC195814
0.7191	Intermediate Similarity	NPC66678
0.7191	Intermediate Similarity	NPC202839
0.7189	Intermediate Similarity	NPC148693
0.7189	Intermediate Similarity	NPC118633
0.7189	Intermediate Similarity	NPC294790
0.7186	Intermediate Similarity	NPC281780
0.7184	Intermediate Similarity	NPC476741
0.7184	Intermediate Similarity	NPC474560
0.7182	Intermediate Similarity	NPC100566
0.7182	Intermediate Similarity	NPC190332
0.7182	Intermediate Similarity	NPC181653
0.7176	Intermediate Similarity	NPC161155
0.7176	Intermediate Similarity	NPC97004
0.7176	Intermediate Similarity	NPC136951
0.7175	Intermediate Similarity	NPC206736
0.7175	Intermediate Similarity	NPC195766
0.7174	Intermediate Similarity	NPC329969
0.7168	Intermediate Similarity	NPC139699
0.7168	Intermediate Similarity	NPC114659
0.7168	Intermediate Similarity	NPC304821
0.716	Intermediate Similarity	NPC136649
0.7159	Intermediate Similarity	NPC474606
0.7158	Intermediate Similarity	NPC231371
0.7143	Intermediate Similarity	NPC119252
0.7143	Intermediate Similarity	NPC77572
0.7135	Intermediate Similarity	NPC228357
0.7135	Intermediate Similarity	NPC97282
0.7135	Intermediate Similarity	NPC237946
0.7135	Intermediate Similarity	NPC148185
0.7135	Intermediate Similarity	NPC67080
0.7135	Intermediate Similarity	NPC59028
0.7135	Intermediate Similarity	NPC32373
0.7135	Intermediate Similarity	NPC92191
0.7128	Intermediate Similarity	NPC108191
0.7128	Intermediate Similarity	NPC93685
0.7127	Intermediate Similarity	NPC3906
0.7127	Intermediate Similarity	NPC68328
0.7126	Intermediate Similarity	NPC471988
0.7126	Intermediate Similarity	NPC312770
0.7126	Intermediate Similarity	NPC44452
0.7126	Intermediate Similarity	NPC476742
0.7126	Intermediate Similarity	NPC41473
0.7126	Intermediate Similarity	NPC204848
0.7126	Intermediate Similarity	NPC14600
0.7126	Intermediate Similarity	NPC160607
0.7125	Intermediate Similarity	NPC472414
0.7119	Intermediate Similarity	NPC473425
0.7112	Intermediate Similarity	NPC315913
0.7111	Intermediate Similarity	NPC63061
0.7111	Intermediate Similarity	NPC150943
0.7111	Intermediate Similarity	NPC91634
0.7111	Intermediate Similarity	NPC268718
0.7104	Intermediate Similarity	NPC474708
0.7102	Intermediate Similarity	NPC226941
0.7102	Intermediate Similarity	NPC44642
0.7102	Intermediate Similarity	NPC108957
0.7102	Intermediate Similarity	NPC56635
0.7102	Intermediate Similarity	NPC302610
0.7102	Intermediate Similarity	NPC471154
0.7102	Intermediate Similarity	NPC10875
0.7102	Intermediate Similarity	NPC10730
0.7102	Intermediate Similarity	NPC14005
0.71	Intermediate Similarity	NPC476496
0.7098	Intermediate Similarity	NPC33256
0.7095	Intermediate Similarity	NPC19947
0.7095	Intermediate Similarity	NPC207584
0.7093	Intermediate Similarity	NPC286245
0.7093	Intermediate Similarity	NPC272619
0.7093	Intermediate Similarity	NPC476301
0.7093	Intermediate Similarity	NPC43508
0.7088	Intermediate Similarity	NPC120012
0.7088	Intermediate Similarity	NPC252960
0.7086	Intermediate Similarity	NPC127402
0.7086	Intermediate Similarity	NPC229882
0.7086	Intermediate Similarity	NPC158635
0.7086	Intermediate Similarity	NPC24425
0.7086	Intermediate Similarity	NPC52475
0.7083	Intermediate Similarity	NPC299583
0.7081	Intermediate Similarity	NPC29477
0.7079	Intermediate Similarity	NPC238834
0.7077	Intermediate Similarity	NPC313453
0.7076	Intermediate Similarity	NPC204644
0.7074	Intermediate Similarity	NPC248642
0.7072	Intermediate Similarity	NPC180306
0.7072	Intermediate Similarity	NPC152424
0.7072	Intermediate Similarity	NPC470936
0.7072	Intermediate Similarity	NPC288149
0.7072	Intermediate Similarity	NPC100465
0.7069	Intermediate Similarity	NPC95990
0.7069	Intermediate Similarity	NPC182119
0.7069	Intermediate Similarity	NPC316676
0.7069	Intermediate Similarity	NPC325720
0.7068	Intermediate Similarity	NPC475336
0.7068	Intermediate Similarity	NPC473300
0.7068	Intermediate Similarity	NPC471754
0.7068	Intermediate Similarity	NPC317882
0.7068	Intermediate Similarity	NPC453583
0.7066	Intermediate Similarity	NPC174191
0.7065	Intermediate Similarity	NPC477640
0.7065	Intermediate Similarity	NPC470739
0.7065	Intermediate Similarity	NPC225597
0.7062	Intermediate Similarity	NPC77237
0.7062	Intermediate Similarity	NPC299706
0.7062	Intermediate Similarity	NPC245615
0.7062	Intermediate Similarity	NPC53669
0.7062	Intermediate Similarity	NPC66909
0.7062	Intermediate Similarity	NPC217708
0.7062	Intermediate Similarity	NPC16791
0.7062	Intermediate Similarity	NPC126405
0.7062	Intermediate Similarity	NPC65591
0.7062	Intermediate Similarity	NPC24562
0.7062	Intermediate Similarity	NPC178574
0.7062	Intermediate Similarity	NPC297271

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 NPC477115 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	157
0.1-0.2	553
0.2-0.3	1127
0.3-0.4	2335
0.4-0.5	2649
0.5-0.6	1619
0.6-0.7	653
0.7-0.8	56
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8025	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7435	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7418	Intermediate Similarity	NPD7007	Discovery
0.7407	Intermediate Similarity	NPD2238	Phase 2
0.7363	Intermediate Similarity	NPD8404	Phase 2
0.7349	Intermediate Similarity	NPD1375	Discontinued
0.7318	Intermediate Similarity	NPD7315	Approved
0.7314	Intermediate Similarity	NPD7972	Discontinued
0.7302	Intermediate Similarity	NPD7296	Approved
0.7286	Intermediate Similarity	NPD7801	Approved
0.7283	Intermediate Similarity	NPD4005	Discontinued
0.7257	Intermediate Similarity	NPD37	Approved
0.7236	Intermediate Similarity	NPD7874	Approved
0.7236	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD6667	Approved
0.7235	Intermediate Similarity	NPD6666	Approved
0.7234	Intermediate Similarity	NPD6843	Phase 3
0.7234	Intermediate Similarity	NPD6842	Approved
0.7234	Intermediate Similarity	NPD6841	Approved
0.7216	Intermediate Similarity	NPD5773	Approved
0.7216	Intermediate Similarity	NPD5772	Approved
0.7213	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD7526	Approved
0.7209	Intermediate Similarity	NPD52	Approved
0.7207	Intermediate Similarity	NPD4666	Phase 3
0.72	Intermediate Similarity	NPD6072	Discontinued
0.7186	Intermediate Similarity	NPD2161	Phase 2
0.7166	Intermediate Similarity	NPD8407	Phase 2
0.7151	Intermediate Similarity	NPD5709	Phase 3
0.7143	Intermediate Similarity	NPD7906	Approved
0.7143	Intermediate Similarity	NPD6823	Phase 2
0.7135	Intermediate Similarity	NPD4965	Approved
0.7135	Intermediate Similarity	NPD4967	Phase 2
0.7135	Intermediate Similarity	NPD4966	Approved
0.7128	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD2978	Approved
0.7119	Intermediate Similarity	NPD2977	Approved
0.7111	Intermediate Similarity	NPD6746	Phase 2
0.711	Intermediate Similarity	NPD7314	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD8360	Approved
0.7105	Intermediate Similarity	NPD8361	Approved
0.7102	Intermediate Similarity	NPD5089	Approved
0.7102	Intermediate Similarity	NPD5090	Approved
0.7097	Intermediate Similarity	NPD8368	Discontinued
0.7092	Intermediate Similarity	NPD2494	Approved
0.7092	Intermediate Similarity	NPD2493	Approved
0.709	Intermediate Similarity	NPD4663	Approved
0.7088	Intermediate Similarity	NPD2970	Approved
0.7088	Intermediate Similarity	NPD2969	Approved
0.7081	Intermediate Similarity	NPD5557	Phase 1
0.7079	Intermediate Similarity	NPD7827	Phase 1
0.7077	Intermediate Similarity	NPD7565	Approved
0.7074	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD4583	Approved
0.7071	Intermediate Similarity	NPD4582	Approved
0.7065	Intermediate Similarity	NPD3909	Discontinued
0.7062	Intermediate Similarity	NPD2973	Approved
0.7062	Intermediate Similarity	NPD2974	Approved
0.7062	Intermediate Similarity	NPD2975	Approved
0.7056	Intermediate Similarity	NPD6234	Discontinued
0.7052	Intermediate Similarity	NPD4739	Approved
0.7043	Intermediate Similarity	NPD7959	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD6777	Approved
0.7041	Intermediate Similarity	NPD6776	Approved
0.7041	Intermediate Similarity	NPD4580	Approved
0.7041	Intermediate Similarity	NPD6781	Approved
0.7041	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD6782	Approved
0.7041	Intermediate Similarity	NPD6779	Approved
0.7041	Intermediate Similarity	NPD6780	Approved
0.7041	Intermediate Similarity	NPD6778	Approved
0.7033	Intermediate Similarity	NPD3051	Approved
0.7024	Intermediate Similarity	NPD4108	Discontinued
0.7021	Intermediate Similarity	NPD7311	Approved
0.7021	Intermediate Similarity	NPD7313	Approved
0.7021	Intermediate Similarity	NPD7312	Approved
0.7021	Intermediate Similarity	NPD7310	Approved
0.702	Intermediate Similarity	NPD7497	Discontinued
0.702	Intermediate Similarity	NPD4004	Approved
0.702	Intermediate Similarity	NPD4002	Approved
0.7018	Intermediate Similarity	NPD6331	Phase 2
0.7016	Intermediate Similarity	NPD8435	Approved
0.7006	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD8014	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD3452	Approved
0.7005	Intermediate Similarity	NPD3450	Approved
0.7	Intermediate Similarity	NPD4055	Discovery
0.7	Intermediate Similarity	NPD7596	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD4357	Discontinued
0.6984	Remote Similarity	NPD7309	Approved
0.6979	Remote Similarity	NPD2488	Approved
0.6979	Remote Similarity	NPD2490	Approved
0.6973	Remote Similarity	NPD7228	Approved
0.6965	Remote Similarity	NPD7701	Phase 2
0.6963	Remote Similarity	NPD7243	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD2489	Approved
0.6957	Remote Similarity	NPD4481	Phase 3
0.6957	Remote Similarity	NPD27	Approved
0.6954	Remote Similarity	NPD3536	Discontinued
0.6947	Remote Similarity	NPD5036	Approved
0.6941	Remote Similarity	NPD5762	Approved
0.6941	Remote Similarity	NPD5763	Approved
0.6935	Remote Similarity	NPD7697	Approved
0.6935	Remote Similarity	NPD7698	Approved
0.6935	Remote Similarity	NPD7696	Phase 3
0.6931	Remote Similarity	NPD4577	Approved
0.6931	Remote Similarity	NPD5035	Approved
0.6931	Remote Similarity	NPD4578	Approved
0.6931	Remote Similarity	NPD8151	Discontinued
0.6927	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD3400	Discontinued
0.6911	Remote Similarity	NPD5038	Approved
0.6911	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6911	Remote Similarity	NPD5037	Approved
0.6905	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.69	Remote Similarity	NPD7871	Phase 2
0.69	Remote Similarity	NPD7870	Phase 2
0.6894	Remote Similarity	NPD2232	Approved
0.6894	Remote Similarity	NPD2233	Approved
0.6894	Remote Similarity	NPD2230	Approved
0.6888	Remote Similarity	NPD8485	Approved
0.6887	Remote Similarity	NPD8059	Phase 3
0.6887	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD7999	Approved
0.6862	Remote Similarity	NPD3823	Discontinued
0.686	Remote Similarity	NPD4236	Phase 3
0.686	Remote Similarity	NPD4237	Approved
0.6857	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD3676	Clinical (unspecified phase)
0.685	Remote Similarity	NPD7435	Discontinued
0.6845	Remote Similarity	NPD6355	Discontinued
0.6842	Remote Similarity	NPD2971	Approved
0.6842	Remote Similarity	NPD2968	Approved
0.6836	Remote Similarity	NPD3687	Approved
0.6836	Remote Similarity	NPD3686	Approved
0.6826	Remote Similarity	NPD839	Approved
0.6826	Remote Similarity	NPD840	Approved
0.6826	Remote Similarity	NPD2674	Phase 3
0.6825	Remote Similarity	NPD5030	Phase 2
0.6821	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD8319	Approved
0.6816	Remote Similarity	NPD8320	Phase 1
0.6813	Remote Similarity	NPD2668	Approved
0.6813	Remote Similarity	NPD2667	Approved
0.681	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6791	Remote Similarity	NPD8067	Phase 3
0.6789	Remote Similarity	NPD5026	Approved
0.6789	Remote Similarity	NPD5028	Approved
0.6789	Remote Similarity	NPD4955	Approved
0.6789	Remote Similarity	NPD4954	Approved
0.6789	Remote Similarity	NPD36	Approved
0.6789	Remote Similarity	NPD5032	Approved
0.6789	Remote Similarity	NPD5034	Approved
0.6786	Remote Similarity	NPD4060	Phase 1
0.6786	Remote Similarity	NPD6535	Approved
0.6786	Remote Similarity	NPD6534	Approved
0.6782	Remote Similarity	NPD5241	Discontinued
0.6782	Remote Similarity	NPD2677	Approved
0.678	Remote Similarity	NPD7783	Phase 2
0.678	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD4433	Discontinued
0.6768	Remote Similarity	NPD7700	Phase 2
0.6768	Remote Similarity	NPD7699	Phase 2
0.6766	Remote Similarity	NPD3145	Approved
0.6766	Remote Similarity	NPD3144	Approved
0.6765	Remote Similarity	NPD7097	Phase 1
0.6763	Remote Similarity	NPD7930	Approved
0.6761	Remote Similarity	NPD4123	Phase 3
0.676	Remote Similarity	NPD4675	Approved
0.676	Remote Similarity	NPD4678	Approved
0.676	Remote Similarity	NPD6502	Phase 2
0.6757	Remote Similarity	NPD7608	Discontinued
0.6755	Remote Similarity	NPD6042	Phase 2
0.6755	Remote Similarity	NPD42	Phase 2
0.6754	Remote Similarity	NPD7281	Phase 3
0.6754	Remote Similarity	NPD3534	Clinical (unspecified phase)
0.6754	Remote Similarity	NPD7280	Phase 3
0.6748	Remote Similarity	NPD1669	Approved
0.6747	Remote Similarity	NPD596	Approved
0.6747	Remote Similarity	NPD600	Approved
0.674	Remote Similarity	NPD5929	Approved
0.674	Remote Similarity	NPD7089	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD7240	Approved
0.6736	Remote Similarity	NPD8150	Discontinued
0.6736	Remote Similarity	NPD3857	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD8434	Phase 2
0.6722	Remote Similarity	NPD6386	Approved
0.6722	Remote Similarity	NPD6385	Approved
0.6721	Remote Similarity	NPD3453	Discontinued
0.672	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD3027	Phase 3
0.6706	Remote Similarity	NPD2157	Approved
0.6705	Remote Similarity	NPD2424	Discontinued
0.6703	Remote Similarity	NPD7199	Phase 2
0.6703	Remote Similarity	NPD2563	Approved
0.6703	Remote Similarity	NPD2560	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