NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	534.11
Volume:	490.219
LogP:	0.26
LogD:	0.688
LogS:	-2.691
# Rotatable Bonds:	5
TPSA:	158.62
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	7
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.31
Synthetic Accessibility Score:	6.553
Fsp3:	0.28
Lipinski Rule-of-5:	Rejected
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:	-5.528
MDCK Permeability:	1.7998019075093907e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.998
Human Intestinal Absorption (HIA):	0.048
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.031

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.217
Plasma Protein Binding (PPB):	96.68399810791016%
Volume Distribution (VD):	0.707
Pgp-substrate:	3.5559802055358887%

ADMET: Metabolism

CYP1A2-inhibitor:	0.063
CYP1A2-substrate:	0.119
CYP2C19-inhibitor:	0.13
CYP2C19-substrate:	0.057
CYP2C9-inhibitor:	0.295
CYP2C9-substrate:	0.816
CYP2D6-inhibitor:	0.024
CYP2D6-substrate:	0.099
CYP3A4-inhibitor:	0.214
CYP3A4-substrate:	0.658

ADMET: Excretion

Clearance (CL):	3.557
Half-life (T1/2):	0.91

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.23
Drug-inuced Liver Injury (DILI):	0.967
AMES Toxicity:	0.89
Rat Oral Acute Toxicity:	0.185
Maximum Recommended Daily Dose:	0.923
Skin Sensitization:	0.072
Carcinogencity:	0.829
Eye Corrosion:	0.003
Eye Irritation:	0.005
Respiratory Toxicity:	0.815

Download Data

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

Natural Product: NPC477420

Natural Product ID:	NPC477420
*Common Name:**	Discorhabdin K2
IUPAC Name:	n.a.
Synonyms:	Discorhabdin K2
Standard InCHIKey:	AFENQBHCYWLXSB-QCNGRPBUSA-N
Standard InCHI:	InChI=1S/C25H22N6O4S2.2C2HF3O2/c1-31-9-29-23(13(31)6-12(26)24(34)35)37-15-5-11(32)4-14-25(15)7-16(36-14)30-21-18(25)19-17-10(2-3-27-19)8-28-20(17)22(21)33;23-2(4,5)1(6)7/h4-5,8-9,12,16,27,33H,2-3,6-7,26H2,1H3,(H,34,35);2(H,6,7)/t12-,16+,25+;;/m0../s1
SMILES:	CN1C=NC(=C1C[C@@H](C(=O)O)N)SC2=CC(=O)C=C3[C@]24C[C@@H](S3)N=C5C4=C6C7=C(CCN6)C=NC7=C5O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1269166
PubChem CID:	136203709
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds]

*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
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	Anita Bay, in Milford Sound, Fiordland, New Zealand, at a depth of ~22 m	2003-NOV	PMID[16378380]
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20337497]
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	New Zealand	n.a.	PMID[20860391]

☑ 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	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	IC50	>	8200	nM	PMID[20860391]

☑ 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 NPC477420 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	518
0.1-0.2	4614
0.2-0.3	26265
0.3-0.4	6047
0.4-0.5	3186
0.5-0.6	1748
0.6-0.7	294
0.7-0.8	21
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477418
0.7911	Intermediate Similarity	NPC477419
0.7911	Intermediate Similarity	NPC477417
0.7523	Intermediate Similarity	NPC477415
0.7523	Intermediate Similarity	NPC23476
0.7523	Intermediate Similarity	NPC474259
0.7391	Intermediate Similarity	NPC143075
0.7354	Intermediate Similarity	NPC477414
0.7354	Intermediate Similarity	NPC221726
0.7354	Intermediate Similarity	NPC225622
0.7301	Intermediate Similarity	NPC476143
0.7293	Intermediate Similarity	NPC476252
0.7162	Intermediate Similarity	NPC469359
0.7143	Intermediate Similarity	NPC477416
0.7112	Intermediate Similarity	NPC469563
0.7094	Intermediate Similarity	NPC469578
0.7067	Intermediate Similarity	NPC268966
0.7034	Intermediate Similarity	NPC469562
0.7034	Intermediate Similarity	NPC220594
0.7004	Intermediate Similarity	NPC54981
0.6979	Remote Similarity	NPC475410
0.6979	Remote Similarity	NPC469577
0.6972	Remote Similarity	NPC262338
0.6904	Remote Similarity	NPC477413
0.6894	Remote Similarity	NPC88115
0.6878	Remote Similarity	NPC71238
0.686	Remote Similarity	NPC267811
0.6827	Remote Similarity	NPC69843
0.6813	Remote Similarity	NPC63279
0.6809	Remote Similarity	NPC106757
0.6807	Remote Similarity	NPC116555
0.6786	Remote Similarity	NPC182940
0.6786	Remote Similarity	NPC297642
0.6786	Remote Similarity	NPC79777
0.6786	Remote Similarity	NPC234403
0.6758	Remote Similarity	NPC39092
0.6742	Remote Similarity	NPC74619
0.6725	Remote Similarity	NPC473628
0.6693	Remote Similarity	NPC171393
0.6693	Remote Similarity	NPC295452
0.668	Remote Similarity	NPC147983
0.668	Remote Similarity	NPC177996
0.6667	Remote Similarity	NPC282247
0.6653	Remote Similarity	NPC238945
0.664	Remote Similarity	NPC165743
0.6626	Remote Similarity	NPC471193
0.6626	Remote Similarity	NPC153980
0.6626	Remote Similarity	NPC471194
0.6626	Remote Similarity	NPC6865
0.6623	Remote Similarity	NPC475874
0.6614	Remote Similarity	NPC476491
0.6611	Remote Similarity	NPC473376
0.6601	Remote Similarity	NPC475859
0.6601	Remote Similarity	NPC475969
0.6598	Remote Similarity	NPC476524
0.6584	Remote Similarity	NPC72956
0.6569	Remote Similarity	NPC138562
0.6561	Remote Similarity	NPC470730
0.6561	Remote Similarity	NPC477175
0.6559	Remote Similarity	NPC477714
0.6535	Remote Similarity	NPC470323
0.6535	Remote Similarity	NPC474877
0.6534	Remote Similarity	NPC19170
0.6524	Remote Similarity	NPC210123
0.6518	Remote Similarity	NPC477715
0.6517	Remote Similarity	NPC63109
0.651	Remote Similarity	NPC935
0.651	Remote Similarity	NPC267078
0.6496	Remote Similarity	NPC477176
0.6496	Remote Similarity	NPC470729
0.6492	Remote Similarity	NPC473310
0.6484	Remote Similarity	NPC474357
0.6483	Remote Similarity	NPC292361
0.6478	Remote Similarity	NPC471192
0.6478	Remote Similarity	NPC470731
0.6477	Remote Similarity	NPC477633
0.6471	Remote Similarity	NPC477177
0.6468	Remote Similarity	NPC41982
0.6463	Remote Similarity	NPC54744
0.6461	Remote Similarity	NPC476525
0.6457	Remote Similarity	NPC297862
0.6434	Remote Similarity	NPC61038
0.6429	Remote Similarity	NPC229893
0.6426	Remote Similarity	NPC477634
0.6425	Remote Similarity	NPC470680
0.6425	Remote Similarity	NPC100104
0.6417	Remote Similarity	NPC323244
0.6411	Remote Similarity	NPC470732
0.6395	Remote Similarity	NPC17059
0.6381	Remote Similarity	NPC89987
0.638	Remote Similarity	NPC474492
0.6375	Remote Similarity	NPC252338
0.6371	Remote Similarity	NPC294693
0.6368	Remote Similarity	NPC321708
0.6348	Remote Similarity	NPC477042
0.6332	Remote Similarity	NPC475635
0.6331	Remote Similarity	NPC207866
0.633	Remote Similarity	NPC471655
0.6328	Remote Similarity	NPC156003
0.6318	Remote Similarity	NPC272483
0.6318	Remote Similarity	NPC227582
0.6318	Remote Similarity	NPC328924
0.6316	Remote Similarity	NPC82370
0.6314	Remote Similarity	NPC314056
0.6311	Remote Similarity	NPC175602
0.6299	Remote Similarity	NPC476817
0.6296	Remote Similarity	NPC317701
0.6292	Remote Similarity	NPC477041
0.6292	Remote Similarity	NPC477044
0.629	Remote Similarity	NPC110602
0.629	Remote Similarity	NPC31385
0.629	Remote Similarity	NPC75726
0.629	Remote Similarity	NPC469544
0.6261	Remote Similarity	NPC326422
0.626	Remote Similarity	NPC253987
0.626	Remote Similarity	NPC312942
0.626	Remote Similarity	NPC327095
0.6256	Remote Similarity	NPC473878
0.625	Remote Similarity	NPC475338
0.625	Remote Similarity	NPC909
0.625	Remote Similarity	NPC78767
0.625	Remote Similarity	NPC473814
0.625	Remote Similarity	NPC167710
0.625	Remote Similarity	NPC74153
0.6245	Remote Similarity	NPC186068
0.6245	Remote Similarity	NPC478013
0.6239	Remote Similarity	NPC100726
0.6239	Remote Similarity	NPC474258
0.6235	Remote Similarity	NPC478158
0.6235	Remote Similarity	NPC40455
0.6229	Remote Similarity	NPC103119
0.6229	Remote Similarity	NPC255909
0.6226	Remote Similarity	NPC475258
0.6225	Remote Similarity	NPC110182
0.6224	Remote Similarity	NPC171317
0.6214	Remote Similarity	NPC77101
0.6214	Remote Similarity	NPC478011
0.6214	Remote Similarity	NPC478012
0.6213	Remote Similarity	NPC235684
0.6213	Remote Similarity	NPC62749
0.6207	Remote Similarity	NPC314281
0.6207	Remote Similarity	NPC40530
0.6202	Remote Similarity	NPC191382
0.6202	Remote Similarity	NPC56109
0.6198	Remote Similarity	NPC477045
0.6198	Remote Similarity	NPC293917
0.6197	Remote Similarity	NPC228835
0.6196	Remote Similarity	NPC155444
0.6192	Remote Similarity	NPC314176
0.6192	Remote Similarity	NPC304203
0.619	Remote Similarity	NPC150447
0.619	Remote Similarity	NPC248454
0.6189	Remote Similarity	NPC260900
0.6186	Remote Similarity	NPC473946
0.6185	Remote Similarity	NPC320968
0.6181	Remote Similarity	NPC14686
0.6179	Remote Similarity	NPC314254
0.6179	Remote Similarity	NPC313966
0.6175	Remote Similarity	NPC478157
0.6173	Remote Similarity	NPC121327
0.6171	Remote Similarity	NPC478030
0.6169	Remote Similarity	NPC162860
0.6167	Remote Similarity	NPC195239
0.6167	Remote Similarity	NPC157828
0.6167	Remote Similarity	NPC93390
0.6167	Remote Similarity	NPC202812
0.6164	Remote Similarity	NPC248041
0.6164	Remote Similarity	NPC126709
0.6164	Remote Similarity	NPC283219
0.6157	Remote Similarity	NPC302647
0.6154	Remote Similarity	NPC217021
0.6154	Remote Similarity	NPC54420
0.6154	Remote Similarity	NPC470679
0.6151	Remote Similarity	NPC36405
0.6151	Remote Similarity	NPC47190
0.615	Remote Similarity	NPC274981
0.6147	Remote Similarity	NPC267885
0.6144	Remote Similarity	NPC476527
0.6142	Remote Similarity	NPC269270
0.6141	Remote Similarity	NPC11445
0.6138	Remote Similarity	NPC477043
0.6137	Remote Similarity	NPC16659
0.6132	Remote Similarity	NPC74413
0.6132	Remote Similarity	NPC474767
0.6126	Remote Similarity	NPC472285
0.6125	Remote Similarity	NPC153400
0.6125	Remote Similarity	NPC473821
0.6122	Remote Similarity	NPC478028
0.6122	Remote Similarity	NPC143977
0.6121	Remote Similarity	NPC84827
0.6121	Remote Similarity	NPC145885
0.6121	Remote Similarity	NPC14113
0.6118	Remote Similarity	NPC272174
0.6116	Remote Similarity	NPC174281
0.6116	Remote Similarity	NPC475286
0.6113	Remote Similarity	NPC471191
0.6111	Remote Similarity	NPC477630
0.6111	Remote Similarity	NPC191415
0.6111	Remote Similarity	NPC477635
0.6111	Remote Similarity	NPC474412

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 NPC477420 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	241
0.1-0.2	619
0.2-0.3	1524
0.3-0.4	2580
0.4-0.5	2431
0.5-0.6	1540
0.6-0.7	214
0.7-0.8	1
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
0.7181	Intermediate Similarity	NPD5461	Discontinued
0.708	Intermediate Similarity	NPD2893	Phase 3
0.6992	Remote Similarity	NPD1600	Suspended
0.6962	Remote Similarity	NPD8261	Discontinued
0.6936	Remote Similarity	NPD2008	Discontinued
0.6904	Remote Similarity	NPD2411	Approved
0.6829	Remote Similarity	NPD6173	Approved
0.6794	Remote Similarity	NPD8484	Phase 2
0.679	Remote Similarity	NPD5524	Approved
0.679	Remote Similarity	NPD5523	Approved
0.6763	Remote Similarity	NPD8458	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD460	Discontinued
0.6736	Remote Similarity	NPD8488	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD2847	Phase 2
0.6736	Remote Similarity	NPD2442	Approved
0.6736	Remote Similarity	NPD2443	Approved
0.6708	Remote Similarity	NPD3968	Approved
0.6708	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD2408	Discontinued
0.6708	Remote Similarity	NPD7970	Approved
0.668	Remote Similarity	NPD3353	Approved
0.6667	Remote Similarity	NPD7557	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3497	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2879	Approved
0.6667	Remote Similarity	NPD2881	Approved
0.6638	Remote Similarity	NPD3469	Phase 3
0.6627	Remote Similarity	NPD5046	Discontinued
0.6625	Remote Similarity	NPD3411	Phase 2
0.6625	Remote Similarity	NPD3905	Phase 3
0.6625	Remote Similarity	NPD3410	Approved
0.6614	Remote Similarity	NPD6164	Phase 2
0.6614	Remote Similarity	NPD6165	Phase 2
0.6586	Remote Similarity	NPD5001	Clinical (unspecified phase)
0.6584	Remote Similarity	NPD3915	Approved
0.6583	Remote Similarity	NPD3967	Approved
0.6581	Remote Similarity	NPD8641	Approved
0.6574	Remote Similarity	NPD7711	Discontinued
0.6573	Remote Similarity	NPD6210	Phase 3
0.656	Remote Similarity	NPD3284	Phase 3
0.6559	Remote Similarity	NPD6628	Discontinued
0.6557	Remote Similarity	NPD3916	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD3917	Approved
0.6557	Remote Similarity	NPD3918	Approved
0.6556	Remote Similarity	NPD8410	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD5935	Discontinued
0.6527	Remote Similarity	NPD4924	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD5887	Clinical (unspecified phase)
0.6502	Remote Similarity	NPD5510	Approved
0.6488	Remote Similarity	NPD6328	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD5072	Discontinued
0.6468	Remote Similarity	NPD5986	Approved
0.6468	Remote Similarity	NPD5987	Approved
0.6466	Remote Similarity	NPD5199	Approved
0.6466	Remote Similarity	NPD5198	Approved
0.6462	Remote Similarity	NPD6715	Discontinued
0.6461	Remote Similarity	NPD7981	Discontinued
0.646	Remote Similarity	NPD3108	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD2880	Discontinued
0.6452	Remote Similarity	NPD2812	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD2813	Phase 3
0.6449	Remote Similarity	NPD8013	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD3347	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD7860	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD6849	Phase 2
0.6429	Remote Similarity	NPD465	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD6850	Phase 2
0.6429	Remote Similarity	NPD2947	Clinical (unspecified phase)
0.6426	Remote Similarity	NPD6470	Phase 3
0.642	Remote Similarity	NPD3840	Phase 2
0.642	Remote Similarity	NPD3839	Phase 2
0.642	Remote Similarity	NPD1506	Discontinued
0.642	Remote Similarity	NPD7834	Approved
0.6417	Remote Similarity	NPD5333	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD4990	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD7465	Suspended
0.6393	Remote Similarity	NPD7232	Discontinued
0.6392	Remote Similarity	NPD7888	Approved
0.6392	Remote Similarity	NPD7887	Approved
0.639	Remote Similarity	NPD3015	Discontinued
0.6386	Remote Similarity	NPD8258	Clinical (unspecified phase)
0.6386	Remote Similarity	NPD8271	Discontinued
0.6386	Remote Similarity	NPD8257	Approved
0.6386	Remote Similarity	NPD8256	Approved
0.6378	Remote Similarity	NPD8075	Discontinued
0.6364	Remote Similarity	NPD6752	Phase 1
0.6364	Remote Similarity	NPD6753	Phase 1
0.6364	Remote Similarity	NPD7661	Clinical (unspecified phase)
0.636	Remote Similarity	NPD7241	Phase 3
0.636	Remote Similarity	NPD7242	Phase 3
0.6352	Remote Similarity	NPD8493	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD6837	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD5017	Discontinued
0.6348	Remote Similarity	NPD717	Approved
0.634	Remote Similarity	NPD5685	Approved
0.634	Remote Similarity	NPD5686	Approved
0.6333	Remote Similarity	NPD6137	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD5679	Clinical (unspecified phase)
0.6318	Remote Similarity	NPD8119	Discontinued
0.6316	Remote Similarity	NPD4863	Approved
0.631	Remote Similarity	NPD5827	Discontinued
0.6305	Remote Similarity	NPD6481	Clinical (unspecified phase)
0.6295	Remote Similarity	NPD6171	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD7415	Suspended
0.629	Remote Similarity	NPD276	Clinical (unspecified phase)
0.6289	Remote Similarity	NPD8292	Phase 2
0.6285	Remote Similarity	NPD4414	Discontinued
0.6282	Remote Similarity	NPD4940	Approved
0.6281	Remote Similarity	NPD3891	Phase 2
0.6281	Remote Similarity	NPD3890	Phase 2
0.6279	Remote Similarity	NPD8316	Phase 2
0.6279	Remote Similarity	NPD8317	Phase 2
0.6275	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD2096	Phase 2
0.6266	Remote Similarity	NPD2091	Phase 2
0.626	Remote Similarity	NPD4612	Discontinued
0.626	Remote Similarity	NPD6486	Approved
0.626	Remote Similarity	NPD6487	Approved
0.6259	Remote Similarity	NPD4438	Approved
0.6255	Remote Similarity	NPD5818	Discontinued
0.6255	Remote Similarity	NPD2009	Clinical (unspecified phase)
0.625	Remote Similarity	NPD3178	Discontinued
0.625	Remote Similarity	NPD963	Discontinued
0.6245	Remote Similarity	NPD7289	Clinical (unspecified phase)
0.6245	Remote Similarity	NPD6579	Phase 2
0.6234	Remote Similarity	NPD8113	Phase 2
0.6231	Remote Similarity	NPD8047	Clinical (unspecified phase)
0.623	Remote Similarity	NPD5533	Discontinued
0.6229	Remote Similarity	NPD5016	Approved
0.6226	Remote Similarity	NPD7694	Discontinued
0.6225	Remote Similarity	NPD7594	Clinical (unspecified phase)
0.6224	Remote Similarity	NPD1982	Phase 1
0.6223	Remote Similarity	NPD2095	Phase 2
0.6223	Remote Similarity	NPD2094	Phase 2
0.6223	Remote Similarity	NPD2092	Phase 2
0.622	Remote Similarity	NPD6381	Phase 2
0.6218	Remote Similarity	NPD1896	Approved
0.6217	Remote Similarity	NPD8250	Phase 2
0.6215	Remote Similarity	NPD1556	Clinical (unspecified phase)
0.6214	Remote Similarity	NPD8629	Discontinued
0.621	Remote Similarity	NPD7809	Clinical (unspecified phase)
0.621	Remote Similarity	NPD3843	Clinical (unspecified phase)
0.6208	Remote Similarity	NPD7818	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD7502	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD8159	Discontinued
0.6207	Remote Similarity	NPD1873	Clinical (unspecified phase)
0.6204	Remote Similarity	NPD3379	Phase 2
0.6204	Remote Similarity	NPD3380	Phase 3
0.6204	Remote Similarity	NPD5901	Discontinued
0.6204	Remote Similarity	NPD4299	Phase 1
0.6203	Remote Similarity	NPD2818	Discontinued
0.6202	Remote Similarity	NPD7767	Approved
0.6202	Remote Similarity	NPD7780	Approved
0.6202	Remote Similarity	NPD7781	Approved
0.6201	Remote Similarity	NPD1037	Clinical (unspecified phase)
0.6201	Remote Similarity	NPD7689	Approved
0.6198	Remote Similarity	NPD7621	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD5665	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD3425	Discontinued
0.6196	Remote Similarity	NPD5907	Phase 3
0.6194	Remote Similarity	NPD4960	Approved
0.6194	Remote Similarity	NPD4959	Approved
0.6192	Remote Similarity	NPD2004	Clinical (unspecified phase)
0.619	Remote Similarity	NPD3805	Clinical (unspecified phase)
0.619	Remote Similarity	NPD5643	Phase 2
0.6189	Remote Similarity	NPD8073	Approved
0.6189	Remote Similarity	NPD3914	Clinical (unspecified phase)
0.6183	Remote Similarity	NPD6986	Phase 1
0.6179	Remote Similarity	NPD7568	Phase 1
0.6179	Remote Similarity	NPD2849	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD2911	Approved
0.6173	Remote Similarity	NPD2912	Approved
0.6172	Remote Similarity	NPD4070	Clinical (unspecified phase)
0.6171	Remote Similarity	NPD7850	Discontinued
0.6171	Remote Similarity	NPD7851	Phase 1
0.6157	Remote Similarity	NPD4854	Phase 3
0.6151	Remote Similarity	NPD2412	Clinical (unspecified phase)
0.6145	Remote Similarity	NPD6970	Phase 2
0.6145	Remote Similarity	NPD7825	Clinical (unspecified phase)
0.6144	Remote Similarity	NPD2793	Discontinued
0.6141	Remote Similarity	NPD1871	Approved
0.6141	Remote Similarity	NPD7023	Clinical (unspecified phase)
0.6139	Remote Similarity	NPD1571	Phase 2
0.6138	Remote Similarity	NPD8272	Phase 2
0.6138	Remote Similarity	NPD6229	Phase 2
0.6135	Remote Similarity	NPD4341	Clinical (unspecified phase)
0.6134	Remote Similarity	NPD5171	Clinical (unspecified phase)
0.613	Remote Similarity	NPD3960	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD4882	Clinical (unspecified phase)
0.6126	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6122	Remote Similarity	NPD2807	Discontinued
0.6122	Remote Similarity	NPD7052	Phase 1
0.6122	Remote Similarity	NPD7321	Clinical (unspecified phase)
0.6121	Remote Similarity	NPD1272	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD7929	Approved
0.6119	Remote Similarity	NPD7928	Approved
0.6118	Remote Similarity	NPD3961	Discontinued
0.6116	Remote Similarity	NPD1952	Discontinued
0.6111	Remote Similarity	NPD3848	Phase 2
0.6111	Remote Similarity	NPD8112	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data