NPASS Compound

Structure

NPC41982 OpenBabel07101718302D 24 26 0 0 0 0 0 0 0 0999 V2000 3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6917 0.0888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7781 0.4955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5007 1.6766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0396 1.1766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5007 0.6766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4518 1.9856 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4518 0.3676 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6736 1.4901 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6555 2.8913 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4826 2.0779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 12 2 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 19 1 0 0 0 0 6 9 2 0 0 0 0 6 16 1 0 0 0 0 7 11 2 0 0 0 0 7 24 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 19 1 0 0 0 0 15 22 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	346.07
Volume:	318.892
LogP:	1.118
LogD:	0.448
LogS:	-1.365
# Rotatable Bonds:	6
TPSA:	122.57
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.318
Synthetic Accessibility Score:	3.126
Fsp3:	0.133
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.4
MDCK Permeability:	1.1961653399339411e-05
Pgp-inhibitor:	0.003
Pgp-substrate:	0.977
Human Intestinal Absorption (HIA):	0.886
20% Bioavailability (F20%):	0.978
30% Bioavailability (F30%):	0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.123
Plasma Protein Binding (PPB):	90.90050506591797%
Volume Distribution (VD):	0.827
Pgp-substrate:	27.998594284057617%

ADMET: Metabolism

CYP1A2-inhibitor:	0.782
CYP1A2-substrate:	0.113
CYP2C19-inhibitor:	0.588
CYP2C19-substrate:	0.045
CYP2C9-inhibitor:	0.641
CYP2C9-substrate:	0.909
CYP2D6-inhibitor:	0.783
CYP2D6-substrate:	0.053
CYP3A4-inhibitor:	0.869
CYP3A4-substrate:	0.088

ADMET: Excretion

Clearance (CL):	10.272
Half-life (T1/2):	0.86

ADMET: Toxicity

hERG Blockers:	0.082
Human Hepatotoxicity (H-HT):	0.497
Drug-inuced Liver Injury (DILI):	0.972
AMES Toxicity:	0.057
Rat Oral Acute Toxicity:	0.024
Maximum Recommended Daily Dose:	0.047
Skin Sensitization:	0.129
Carcinogencity:	0.021
Eye Corrosion:	0.003
Eye Irritation:	0.019
Respiratory Toxicity:	0.247

Download Data

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

Natural Product: NPC41982

Natural Product ID:	NPC41982
*Common Name:**	Anguibactin
IUPAC Name:	n.a.
Synonyms:	Anguibactin
Standard InCHIKey:	WYVQJMXTYHVYFT-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14N4O4S/c20-12-3-1-2-10(13(12)21)14-18-11(7-24-14)15(22)19(23)5-4-9-6-16-8-17-9/h1-3,6-8,20-21,23H,4-5H2,(H,16,17)
SMILES:	ON(C(=O)c1csc(n1)c1cccc(c1O)O)CCc1cnc[nH]1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1163139
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000436] Azoles [CHEMONTID:0000095] Thiazoles [CHEMONTID:0002007] Thiazolecarboxylic acids and derivatives [CHEMONTID:0002008] Thiazolecarboxamides

*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
NPO32600	vibrio sp. ds40m4	Species	Vibrionaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20521785]

☑ 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
NPT306	Cell Line	PC-3	Homo sapiens	IC50	<	15000.0	nM	PMID[544321]

☑ 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 NPC41982 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	856
0.1-0.2	12993
0.2-0.3	6837
0.3-0.4	15642
0.4-0.5	4157
0.5-0.6	1959
0.6-0.7	248
0.7-0.8	4
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
0.7671	Intermediate Similarity	NPC39092
0.7188	Intermediate Similarity	NPC171393
0.7188	Intermediate Similarity	NPC295452
0.7159	Intermediate Similarity	NPC74619
0.7057	Intermediate Similarity	NPC63109
0.698	Remote Similarity	NPC282247
0.6865	Remote Similarity	NPC130570
0.6838	Remote Similarity	NPC314056
0.6826	Remote Similarity	NPC249662
0.6809	Remote Similarity	NPC477633
0.6787	Remote Similarity	NPC478012
0.6784	Remote Similarity	NPC323244
0.6778	Remote Similarity	NPC150447
0.6764	Remote Similarity	NPC478013
0.6744	Remote Similarity	NPC328924
0.6727	Remote Similarity	NPC77101
0.6723	Remote Similarity	NPC238242
0.668	Remote Similarity	NPC153467
0.6667	Remote Similarity	NPC69843
0.6667	Remote Similarity	NPC478011
0.6667	Remote Similarity	NPC471603
0.6643	Remote Similarity	NPC314176
0.6643	Remote Similarity	NPC477634
0.6628	Remote Similarity	NPC156003
0.658	Remote Similarity	NPC478030
0.6575	Remote Similarity	NPC308906
0.6556	Remote Similarity	NPC326634
0.6552	Remote Similarity	NPC207686
0.6529	Remote Similarity	NPC242209
0.6494	Remote Similarity	NPC242923
0.6473	Remote Similarity	NPC478006
0.6471	Remote Similarity	NPC153400
0.6468	Remote Similarity	NPC477420
0.6468	Remote Similarity	NPC477418
0.6447	Remote Similarity	NPC314882
0.644	Remote Similarity	NPC116555
0.6429	Remote Similarity	NPC54981
0.6429	Remote Similarity	NPC478010
0.6411	Remote Similarity	NPC200836
0.6411	Remote Similarity	NPC75498
0.6397	Remote Similarity	NPC477635
0.6397	Remote Similarity	NPC477630
0.6395	Remote Similarity	NPC17305
0.6394	Remote Similarity	NPC316756
0.6385	Remote Similarity	NPC245348
0.6381	Remote Similarity	NPC48317
0.6374	Remote Similarity	NPC237978
0.6371	Remote Similarity	NPC211813
0.6367	Remote Similarity	NPC156704
0.6367	Remote Similarity	NPC27041
0.636	Remote Similarity	NPC314002
0.6357	Remote Similarity	NPC276657
0.635	Remote Similarity	NPC326363
0.6345	Remote Similarity	NPC220765
0.6342	Remote Similarity	NPC264285
0.6337	Remote Similarity	NPC324149
0.6335	Remote Similarity	NPC315467
0.6335	Remote Similarity	NPC270918
0.633	Remote Similarity	NPC184225
0.632	Remote Similarity	NPC475070
0.6318	Remote Similarity	NPC204717
0.6316	Remote Similarity	NPC475635
0.6316	Remote Similarity	NPC325976
0.6314	Remote Similarity	NPC184964
0.6312	Remote Similarity	NPC478009
0.631	Remote Similarity	NPC71238
0.6308	Remote Similarity	NPC16352
0.6307	Remote Similarity	NPC46580
0.6304	Remote Similarity	NPC12100
0.6304	Remote Similarity	NPC79386
0.6301	Remote Similarity	NPC77555
0.63	Remote Similarity	NPC9729
0.6298	Remote Similarity	NPC60006
0.6295	Remote Similarity	NPC175602
0.629	Remote Similarity	NPC315491
0.629	Remote Similarity	NPC45459
0.6287	Remote Similarity	NPC178858
0.6281	Remote Similarity	NPC472289
0.628	Remote Similarity	NPC143325
0.628	Remote Similarity	NPC53144
0.6278	Remote Similarity	NPC63279
0.6277	Remote Similarity	NPC51854
0.6275	Remote Similarity	NPC192315
0.627	Remote Similarity	NPC99666
0.6269	Remote Similarity	NPC473317
0.6266	Remote Similarity	NPC171171
0.626	Remote Similarity	NPC5145
0.626	Remote Similarity	NPC85273
0.626	Remote Similarity	NPC35761
0.6255	Remote Similarity	NPC269270
0.6255	Remote Similarity	NPC297642
0.6255	Remote Similarity	NPC208898
0.6255	Remote Similarity	NPC250178
0.625	Remote Similarity	NPC266931
0.625	Remote Similarity	NPC476167
0.625	Remote Similarity	NPC207866
0.6245	Remote Similarity	NPC473821
0.624	Remote Similarity	NPC476041
0.624	Remote Similarity	NPC238945
0.624	Remote Similarity	NPC267811
0.624	Remote Similarity	NPC304926
0.6235	Remote Similarity	NPC74153
0.6231	Remote Similarity	NPC14686
0.6231	Remote Similarity	NPC477549
0.6225	Remote Similarity	NPC121772
0.622	Remote Similarity	NPC61038
0.6215	Remote Similarity	NPC138562
0.6213	Remote Similarity	NPC477796
0.6213	Remote Similarity	NPC477795
0.6213	Remote Similarity	NPC477805
0.6213	Remote Similarity	NPC477806
0.6211	Remote Similarity	NPC110182
0.6211	Remote Similarity	NPC316981
0.6206	Remote Similarity	NPC88008
0.6202	Remote Similarity	NPC322064
0.6198	Remote Similarity	NPC125597
0.6196	Remote Similarity	NPC113369
0.6194	Remote Similarity	NPC182222
0.6192	Remote Similarity	NPC164228
0.619	Remote Similarity	NPC470500
0.6176	Remote Similarity	NPC473380
0.6176	Remote Similarity	NPC240088
0.6174	Remote Similarity	NPC24370
0.6174	Remote Similarity	NPC319232
0.6172	Remote Similarity	NPC246518
0.6172	Remote Similarity	NPC179896
0.616	Remote Similarity	NPC213308
0.6151	Remote Similarity	NPC265710
0.6151	Remote Similarity	NPC6215
0.6151	Remote Similarity	NPC187145
0.6148	Remote Similarity	NPC28945
0.6148	Remote Similarity	NPC15801
0.6148	Remote Similarity	NPC128084
0.6145	Remote Similarity	NPC470499
0.6134	Remote Similarity	NPC97902
0.6126	Remote Similarity	NPC473376
0.6125	Remote Similarity	NPC41679
0.6125	Remote Similarity	NPC16659
0.6124	Remote Similarity	NPC477610
0.6123	Remote Similarity	NPC91868
0.6123	Remote Similarity	NPC282531
0.6123	Remote Similarity	NPC63971
0.6122	Remote Similarity	NPC46970
0.6122	Remote Similarity	NPC478141
0.6119	Remote Similarity	NPC477516
0.6118	Remote Similarity	NPC171787
0.6115	Remote Similarity	NPC472285
0.6109	Remote Similarity	NPC96890
0.6109	Remote Similarity	NPC320968
0.6101	Remote Similarity	NPC26543
0.6097	Remote Similarity	NPC323752
0.6096	Remote Similarity	NPC470497
0.6094	Remote Similarity	NPC325297
0.6092	Remote Similarity	NPC477609
0.6092	Remote Similarity	NPC469717
0.609	Remote Similarity	NPC110151
0.6089	Remote Similarity	NPC235685
0.6085	Remote Similarity	NPC219087
0.6085	Remote Similarity	NPC31385
0.6085	Remote Similarity	NPC75726
0.6085	Remote Similarity	NPC110602
0.6083	Remote Similarity	NPC42979
0.6082	Remote Similarity	NPC188104
0.6077	Remote Similarity	NPC177996
0.6077	Remote Similarity	NPC147983
0.6073	Remote Similarity	NPC160898
0.6067	Remote Similarity	NPC224764
0.6066	Remote Similarity	NPC101350
0.6063	Remote Similarity	NPC257511
0.6063	Remote Similarity	NPC117980
0.6061	Remote Similarity	NPC220851
0.6059	Remote Similarity	NPC279189
0.6059	Remote Similarity	NPC102593
0.6059	Remote Similarity	NPC165743
0.6059	Remote Similarity	NPC196718
0.6059	Remote Similarity	NPC200553
0.6059	Remote Similarity	NPC89987
0.6059	Remote Similarity	NPC475196
0.6056	Remote Similarity	NPC75609
0.6056	Remote Similarity	NPC140284
0.6052	Remote Similarity	NPC272549
0.6048	Remote Similarity	NPC106937
0.6046	Remote Similarity	NPC272174
0.6044	Remote Similarity	NPC477861
0.604	Remote Similarity	NPC473814
0.604	Remote Similarity	NPC78767
0.6038	Remote Similarity	NPC122436
0.6038	Remote Similarity	NPC229893
0.6037	Remote Similarity	NPC141053
0.6034	Remote Similarity	NPC164664
0.6033	Remote Similarity	NPC315499
0.6032	Remote Similarity	NPC176538
0.6031	Remote Similarity	NPC80596
0.6031	Remote Similarity	NPC475736
0.6025	Remote Similarity	NPC295158
0.6024	Remote Similarity	NPC93390
0.6023	Remote Similarity	NPC60621
0.6023	Remote Similarity	NPC310118
0.6022	Remote Similarity	NPC475969
0.6022	Remote Similarity	NPC475859

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 NPC41982 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	333
0.1-0.2	1021
0.2-0.3	695
0.3-0.4	2478
0.4-0.5	2584
0.5-0.6	1790
0.6-0.7	246
0.7-0.8	3
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
0.7154	Intermediate Similarity	NPD8284	Discontinued
0.7108	Intermediate Similarity	NPD1258	Discontinued
0.6992	Remote Similarity	NPD1259	Discontinued
0.6926	Remote Similarity	NPD4884	Discovery
0.692	Remote Similarity	NPD7544	Discontinued
0.6898	Remote Similarity	NPD7227	Phase 3
0.6898	Remote Similarity	NPD7226	Phase 3
0.6895	Remote Similarity	NPD5523	Approved
0.6895	Remote Similarity	NPD5524	Approved
0.6882	Remote Similarity	NPD7553	Discontinued
0.6851	Remote Similarity	NPD459	Clinical (unspecified phase)
0.685	Remote Similarity	NPD8292	Phase 2
0.6827	Remote Similarity	NPD5461	Discontinued
0.6818	Remote Similarity	NPD6450	Phase 2
0.6791	Remote Similarity	NPD4438	Approved
0.6783	Remote Similarity	NPD2471	Approved
0.6783	Remote Similarity	NPD2472	Approved
0.677	Remote Similarity	NPD1504	Discontinued
0.6706	Remote Similarity	NPD534	Phase 2
0.6706	Remote Similarity	NPD537	Phase 2
0.6705	Remote Similarity	NPD2062	Phase 2
0.6694	Remote Similarity	NPD949	Phase 1
0.6681	Remote Similarity	NPD996	Phase 2
0.6681	Remote Similarity	NPD994	Phase 2
0.6679	Remote Similarity	NPD3331	Phase 3
0.6667	Remote Similarity	NPD4558	Phase 2
0.6667	Remote Similarity	NPD8442	Discontinued
0.6641	Remote Similarity	NPD2954	Approved
0.6641	Remote Similarity	NPD2955	Approved
0.6604	Remote Similarity	NPD3914	Clinical (unspecified phase)
0.6589	Remote Similarity	NPD1911	Approved
0.6589	Remote Similarity	NPD1910	Approved
0.6588	Remote Similarity	NPD4439	Discontinued
0.658	Remote Similarity	NPD6155	Phase 1
0.6578	Remote Similarity	NPD3488	Phase 1
0.6569	Remote Similarity	NPD5867	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD5116	Phase 1
0.6564	Remote Similarity	NPD6558	Phase 1
0.6551	Remote Similarity	NPD1955	Discontinued
0.655	Remote Similarity	NPD7711	Discontinued
0.6549	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD5828	Phase 2
0.6506	Remote Similarity	NPD3328	Phase 2
0.6503	Remote Similarity	NPD7928	Approved
0.6503	Remote Similarity	NPD7929	Approved
0.6496	Remote Similarity	NPD2812	Clinical (unspecified phase)
0.6496	Remote Similarity	NPD2813	Phase 3
0.6493	Remote Similarity	NPD8525	Approved
0.6489	Remote Similarity	NPD7655	Discontinued
0.6486	Remote Similarity	NPD1273	Discontinued
0.6477	Remote Similarity	NPD7689	Approved
0.6475	Remote Similarity	NPD637	Discontinued
0.6464	Remote Similarity	NPD4080	Discontinued
0.6463	Remote Similarity	NPD7403	Phase 1
0.6462	Remote Similarity	NPD4855	Phase 1
0.6462	Remote Similarity	NPD4856	Approved
0.6458	Remote Similarity	NPD1043	Phase 3
0.6448	Remote Similarity	NPD3042	Approved
0.6448	Remote Similarity	NPD3043	Approved
0.6448	Remote Similarity	NPD4132	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD6756	Phase 1
0.6441	Remote Similarity	NPD412	Approved
0.6439	Remote Similarity	NPD2757	Phase 2
0.6431	Remote Similarity	NPD3959	Phase 2
0.6431	Remote Similarity	NPD3962	Phase 2
0.6423	Remote Similarity	NPD8075	Discontinued
0.6423	Remote Similarity	NPD7603	Discontinued
0.6418	Remote Similarity	NPD5509	Phase 1
0.6416	Remote Similarity	NPD8287	Phase 1
0.6416	Remote Similarity	NPD8288	Phase 2
0.6409	Remote Similarity	NPD7202	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD703	Discontinued
0.6405	Remote Similarity	NPD2127	Suspended
0.6403	Remote Similarity	NPD8458	Clinical (unspecified phase)
0.64	Remote Similarity	NPD796	Phase 2
0.6394	Remote Similarity	NPD1941	Approved
0.6393	Remote Similarity	NPD3127	Clinical (unspecified phase)
0.6388	Remote Similarity	NPD5935	Discontinued
0.6378	Remote Similarity	NPD8488	Clinical (unspecified phase)
0.6371	Remote Similarity	NPD3015	Discontinued
0.6367	Remote Similarity	NPD1219	Approved
0.6367	Remote Similarity	NPD7980	Clinical (unspecified phase)
0.6367	Remote Similarity	NPD1218	Approved
0.6367	Remote Similarity	NPD2530	Phase 2
0.6364	Remote Similarity	NPD954	Phase 1
0.6364	Remote Similarity	NPD3960	Clinical (unspecified phase)
0.6356	Remote Similarity	NPD6389	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD1600	Suspended
0.6343	Remote Similarity	NPD2893	Phase 3
0.6342	Remote Similarity	NPD8421	Discontinued
0.6341	Remote Similarity	NPD3469	Phase 3
0.6341	Remote Similarity	NPD8484	Phase 2
0.634	Remote Similarity	NPD7415	Suspended
0.6335	Remote Similarity	NPD7834	Approved
0.6331	Remote Similarity	NPD7923	Phase 2
0.633	Remote Similarity	NPD5920	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD3843	Clinical (unspecified phase)
0.632	Remote Similarity	NPD3500	Clinical (unspecified phase)
0.632	Remote Similarity	NPD1915	Phase 1
0.6316	Remote Similarity	NPD3814	Phase 1
0.6312	Remote Similarity	NPD1571	Phase 2
0.6311	Remote Similarity	NPD460	Discontinued
0.631	Remote Similarity	NPD7981	Discontinued
0.631	Remote Similarity	NPD5047	Clinical (unspecified phase)
0.6308	Remote Similarity	NPD2321	Approved
0.6306	Remote Similarity	NPD2414	Clinical (unspecified phase)
0.6302	Remote Similarity	NPD1572	Phase 2
0.6293	Remote Similarity	NPD1834	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD245	Suspended
0.629	Remote Similarity	NPD484	Approved
0.6283	Remote Similarity	NPD7242	Phase 3
0.6283	Remote Similarity	NPD7241	Phase 3
0.6281	Remote Similarity	NPD5018	Phase 3
0.6279	Remote Similarity	NPD3759	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6277	Remote Similarity	NPD6475	Phase 2
0.6275	Remote Similarity	NPD2794	Discontinued
0.6274	Remote Similarity	NPD6165	Phase 2
0.6274	Remote Similarity	NPD6164	Phase 2
0.627	Remote Similarity	NPD1506	Discontinued
0.627	Remote Similarity	NPD1197	Approved
0.627	Remote Similarity	NPD8410	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD4414	Discontinued
0.6269	Remote Similarity	NPD1464	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD706	Phase 1
0.6265	Remote Similarity	NPD1556	Clinical (unspecified phase)
0.626	Remote Similarity	NPD3013	Phase 3
0.626	Remote Similarity	NPD5987	Approved
0.626	Remote Similarity	NPD3014	Clinical (unspecified phase)
0.626	Remote Similarity	NPD5986	Approved
0.6255	Remote Similarity	NPD8105	Discontinued
0.6241	Remote Similarity	NPD3343	Phase 3
0.6241	Remote Similarity	NPD4887	Discontinued
0.6236	Remote Similarity	NPD6473	Phase 1
0.6231	Remote Similarity	NPD7052	Phase 1
0.6231	Remote Similarity	NPD6856	Discontinued
0.6227	Remote Similarity	NPD5841	Phase 3
0.6222	Remote Similarity	NPD7117	Phase 2
0.6221	Remote Similarity	NPD6829	Phase 2
0.6218	Remote Similarity	NPD5998	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD7588	Discontinued
0.6217	Remote Similarity	NPD4850	Phase 1
0.6217	Remote Similarity	NPD5040	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD2021	Discontinued
0.6215	Remote Similarity	NPD7198	Clinical (unspecified phase)
0.6213	Remote Similarity	NPD5802	Phase 2
0.6211	Remote Similarity	NPD3917	Approved
0.6211	Remote Similarity	NPD3916	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD3918	Approved
0.6208	Remote Similarity	NPD8524	Approved
0.6204	Remote Similarity	NPD6205	Discontinued
0.6202	Remote Similarity	NPD4935	Phase 2
0.6201	Remote Similarity	NPD6207	Discovery
0.6199	Remote Similarity	NPD7816	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD8261	Discontinued
0.6194	Remote Similarity	NPD6627	Discontinued
0.619	Remote Similarity	NPD3756	Phase 1
0.6183	Remote Similarity	NPD1954	Phase 1
0.6181	Remote Similarity	NPD2442	Approved
0.6181	Remote Similarity	NPD2443	Approved
0.6181	Remote Similarity	NPD4612	Discontinued
0.6179	Remote Similarity	NPD5575	Clinical (unspecified phase)
0.6178	Remote Similarity	NPD8258	Clinical (unspecified phase)
0.6178	Remote Similarity	NPD8257	Approved
0.6178	Remote Similarity	NPD8256	Approved
0.6175	Remote Similarity	NPD4134	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD6742	Phase 2
0.6173	Remote Similarity	NPD6462	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD6743	Phase 2
0.6172	Remote Similarity	NPD3915	Approved
0.6168	Remote Similarity	NPD5118	Phase 2
0.6166	Remote Similarity	NPD2008	Discontinued
0.6166	Remote Similarity	NPD6403	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD7970	Approved
0.6163	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.616	Remote Similarity	NPD6173	Approved
0.616	Remote Similarity	NPD5046	Discontinued
0.6159	Remote Similarity	NPD6243	Phase 3
0.6159	Remote Similarity	NPD6244	Phase 3
0.6157	Remote Similarity	NPD6545	Clinical (unspecified phase)
0.6157	Remote Similarity	NPD6223	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD5534	Clinical (unspecified phase)
0.6151	Remote Similarity	NPD6170	Phase 2
0.6148	Remote Similarity	NPD2848	Discontinued
0.6147	Remote Similarity	NPD704	Clinical (unspecified phase)
0.6144	Remote Similarity	NPD3347	Clinical (unspecified phase)
0.6142	Remote Similarity	NPD8493	Clinical (unspecified phase)
0.6142	Remote Similarity	NPD5864	Phase 2
0.6139	Remote Similarity	NPD7112	Discontinued
0.6139	Remote Similarity	NPD2412	Clinical (unspecified phase)
0.6139	Remote Similarity	NPD6957	Approved
0.6139	Remote Similarity	NPD6958	Approved
0.6138	Remote Similarity	NPD7926	Phase 2
0.6136	Remote Similarity	NPD4403	Phase 3
0.6136	Remote Similarity	NPD4401	Phase 2
0.6134	Remote Similarity	NPD3838	Phase 3
0.6133	Remote Similarity	NPD4048	Approved
0.6133	Remote Similarity	NPD4990	Clinical (unspecified phase)
0.613	Remote Similarity	NPD4555	Clinical (unspecified phase)
0.6128	Remote Similarity	NPD6508	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