NPASS Compound

Structure

NPC473513 OpenBabel07101718202D 21 23 0 0 0 0 0 0 0 0999 V2000 3.6074 -0.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7490 -5.1029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5600 -4.7817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1129 -1.8152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6291 -4.4163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8947 -1.1917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1040 -4.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3418 -4.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2619 -2.8040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6691 -3.7488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1928 -3.1693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9746 -2.5458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6115 -2.9801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4801 -3.4275 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8256 -1.5570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4775 -1.4801 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 4.4775 -0.4801 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.4775 -1.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6000 -4.1141 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4775 -2.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4775 -1.4801 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 19 1 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 6 2 0 0 0 0 4 9 1 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 21 2 0 0 0 0 20 21 1 0 0 0 0 M CHG 2 16 -1 17 -1 M END $$$$

Physi-Chem Properties

Molecular Weight:	306.04
Volume:	275.052
LogP:	-0.613
LogD:	-0.723
LogS:	-2.315
# Rotatable Bonds:	3
TPSA:	97.78
# H-Bond Aceptor:	7
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.776
Synthetic Accessibility Score:	3.762
Fsp3:	0.154
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.637
MDCK Permeability:	2.666124601091724e-05
Pgp-inhibitor:	0.772
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.427

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.746
Plasma Protein Binding (PPB):	84.98841857910156%
Volume Distribution (VD):	2.106
Pgp-substrate:	9.86649227142334%

ADMET: Metabolism

CYP1A2-inhibitor:	0.911
CYP1A2-substrate:	0.685
CYP2C19-inhibitor:	0.112
CYP2C19-substrate:	0.575
CYP2C9-inhibitor:	0.174
CYP2C9-substrate:	0.918
CYP2D6-inhibitor:	0.061
CYP2D6-substrate:	0.857
CYP3A4-inhibitor:	0.224
CYP3A4-substrate:	0.16

ADMET: Excretion

Clearance (CL):	1.185
Half-life (T1/2):	0.84

ADMET: Toxicity

hERG Blockers:	0.044
Human Hepatotoxicity (H-HT):	0.962
Drug-inuced Liver Injury (DILI):	0.917
AMES Toxicity:	0.903
Rat Oral Acute Toxicity:	0.982
Maximum Recommended Daily Dose:	0.787
Skin Sensitization:	0.946
Carcinogencity:	0.798
Eye Corrosion:	0.055
Eye Irritation:	0.201
Respiratory Toxicity:	0.975

Download Data

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

Natural Product: NPC473513

Natural Product ID:	NPC473513
*Common Name:**	Hystatin 1
IUPAC Name:	n.a.
Synonyms:	Hystatin 1
Standard InCHIKey:	SQGCRRVLMGSSAK-UHFFFAOYSA-L
Standard InCHI:	InChI=1S/C13H13N2O5P.2Na/c1-15-6-4-9-11-8(3-5-14-9)7-10(19-2)13(12(11)15)20-21(16,17)18;;/h3-7H,1-2H3,(H2,16,17,18);;/q;2*+1/p-2
SMILES:	COc1cc2ccnc3c2c(c1OP(=O)([O-])[O-])n(C)cc3.[Na+].[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL444408
PubChem CID:	11210330
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0004788] Diazanaphthalenes [CHEMONTID:0001857] Naphthyridines

*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
NPO32740	hymeniacidon sp.	Species	Halichondriidae	Eukaryota	n.a.	southern Australian	n.a.	PMID[11908980]
NPO32740	hymeniacidon sp.	Species	Halichondriidae	Eukaryota	n.a.	Singapore	n.a.	PMID[15043446]
NPO32740	hymeniacidon sp.	Species	Halichondriidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9599282]

☑ 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
ED50	3
MIC	3

Activity Type	# Activity
Cell Line	3
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	ED50	=	3.0	ug ml-1	PMID[545413]
NPT397	Cell Line	NCI-H460	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[545413]
NPT575	Cell Line	KM-20L2	Homo sapiens	ED50	>	10.0	ug ml-1	PMID[545413]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	64.0	ug.mL-1	PMID[545413]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	16.0	ug.mL-1	PMID[545413]
NPT1522	Organism	Neisseria gonorrhoeae	Neisseria gonorrhoeae	MIC	<	0.5	ug.mL-1	PMID[545413]

☑ 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 NPC473513 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	718
0.1-0.2	6787
0.2-0.3	10862
0.3-0.4	11071
0.4-0.5	8554
0.5-0.6	3457
0.6-0.7	1059
0.7-0.8	176
0.8-0.85	10
0.85-0.9	0
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.934	High Similarity	NPC162530
0.925	High Similarity	NPC173080
0.8469	Intermediate Similarity	NPC17565
0.8431	Intermediate Similarity	NPC18348
0.8396	Intermediate Similarity	NPC65277
0.8376	Intermediate Similarity	NPC133140
0.8376	Intermediate Similarity	NPC195268
0.8284	Intermediate Similarity	NPC36229
0.8284	Intermediate Similarity	NPC16452
0.8284	Intermediate Similarity	NPC476581
0.8218	Intermediate Similarity	NPC476578
0.8218	Intermediate Similarity	NPC476582
0.8218	Intermediate Similarity	NPC4071
0.8177	Intermediate Similarity	NPC234197
0.8137	Intermediate Similarity	NPC31930
0.8088	Intermediate Similarity	NPC477019
0.8009	Intermediate Similarity	NPC296482
0.8009	Intermediate Similarity	NPC112206
0.8009	Intermediate Similarity	NPC202768
0.8009	Intermediate Similarity	NPC202605
0.8009	Intermediate Similarity	NPC53069
0.7943	Intermediate Similarity	NPC313189
0.7934	Intermediate Similarity	NPC235076
0.7925	Intermediate Similarity	NPC96405
0.7925	Intermediate Similarity	NPC171409
0.7915	Intermediate Similarity	NPC188420
0.7915	Intermediate Similarity	NPC290689
0.7907	Intermediate Similarity	NPC100079
0.7907	Intermediate Similarity	NPC23614
0.7887	Intermediate Similarity	NPC271215
0.7887	Intermediate Similarity	NPC149471
0.787	Intermediate Similarity	NPC46451
0.7867	Intermediate Similarity	NPC30540
0.7864	Intermediate Similarity	NPC287437
0.7857	Intermediate Similarity	NPC135549
0.7832	Intermediate Similarity	NPC41501
0.7822	Intermediate Similarity	NPC472061
0.7757	Intermediate Similarity	NPC251160
0.7749	Intermediate Similarity	NPC270515
0.774	Intermediate Similarity	NPC315957
0.7725	Intermediate Similarity	NPC323345
0.7725	Intermediate Similarity	NPC470164
0.7706	Intermediate Similarity	NPC472068
0.77	Intermediate Similarity	NPC174758
0.7682	Intermediate Similarity	NPC118121
0.7678	Intermediate Similarity	NPC285558
0.7674	Intermediate Similarity	NPC316981
0.7661	Intermediate Similarity	NPC204446
0.7661	Intermediate Similarity	NPC473822
0.7639	Intermediate Similarity	NPC472067
0.7639	Intermediate Similarity	NPC236668
0.7639	Intermediate Similarity	NPC472066
0.7639	Intermediate Similarity	NPC472031
0.7604	Intermediate Similarity	NPC146976
0.7576	Intermediate Similarity	NPC312872
0.7574	Intermediate Similarity	NPC284559
0.7536	Intermediate Similarity	NPC232727
0.7535	Intermediate Similarity	NPC174672
0.7523	Intermediate Similarity	NPC122463
0.7511	Intermediate Similarity	NPC174049
0.75	Intermediate Similarity	NPC200888
0.75	Intermediate Similarity	NPC66815
0.7489	Intermediate Similarity	NPC274982
0.7488	Intermediate Similarity	NPC82548
0.7477	Intermediate Similarity	NPC266931
0.7465	Intermediate Similarity	NPC245816
0.7465	Intermediate Similarity	NPC476138
0.7465	Intermediate Similarity	NPC475774
0.7464	Intermediate Similarity	NPC194967
0.7454	Intermediate Similarity	NPC185782
0.7445	Intermediate Similarity	NPC201508
0.7444	Intermediate Similarity	NPC210434
0.7438	Intermediate Similarity	NPC132385
0.7429	Intermediate Similarity	NPC224928
0.7429	Intermediate Similarity	NPC267928
0.7422	Intermediate Similarity	NPC470018
0.7415	Intermediate Similarity	NPC204385
0.7407	Intermediate Similarity	NPC287208
0.7402	Intermediate Similarity	NPC84478
0.7398	Intermediate Similarity	NPC118511
0.7389	Intermediate Similarity	NPC74575
0.7385	Intermediate Similarity	NPC208284
0.7373	Intermediate Similarity	NPC469589
0.7368	Intermediate Similarity	NPC106937
0.7356	Intermediate Similarity	NPC92111
0.7352	Intermediate Similarity	NPC26679
0.7349	Intermediate Similarity	NPC329708
0.7349	Intermediate Similarity	NPC165349
0.7349	Intermediate Similarity	NPC47059
0.7349	Intermediate Similarity	NPC264166
0.7349	Intermediate Similarity	NPC274291
0.7349	Intermediate Similarity	NPC118832
0.7345	Intermediate Similarity	NPC214980
0.7343	Intermediate Similarity	NPC296527
0.7339	Intermediate Similarity	NPC167860
0.7339	Intermediate Similarity	NPC470020
0.7339	Intermediate Similarity	NPC123976
0.7336	Intermediate Similarity	NPC49547
0.7325	Intermediate Similarity	NPC24019
0.7325	Intermediate Similarity	NPC469792
0.7324	Intermediate Similarity	NPC176538
0.7324	Intermediate Similarity	NPC121772
0.7316	Intermediate Similarity	NPC295228
0.7308	Intermediate Similarity	NPC76748
0.7304	Intermediate Similarity	NPC172222
0.7304	Intermediate Similarity	NPC96584
0.7304	Intermediate Similarity	NPC206201
0.7304	Intermediate Similarity	NPC255800
0.7299	Intermediate Similarity	NPC13880
0.7286	Intermediate Similarity	NPC307963
0.7282	Intermediate Similarity	NPC42591
0.726	Intermediate Similarity	NPC219664
0.7259	Intermediate Similarity	NPC177404
0.7257	Intermediate Similarity	NPC322482
0.7256	Intermediate Similarity	NPC295898
0.7256	Intermediate Similarity	NPC135887
0.7256	Intermediate Similarity	NPC199277
0.7252	Intermediate Similarity	NPC470799
0.7252	Intermediate Similarity	NPC8022
0.7243	Intermediate Similarity	NPC329747
0.7243	Intermediate Similarity	NPC19872
0.7241	Intermediate Similarity	NPC470017
0.7235	Intermediate Similarity	NPC304183
0.7232	Intermediate Similarity	NPC213530
0.7232	Intermediate Similarity	NPC193267
0.7229	Intermediate Similarity	NPC22481
0.7217	Intermediate Similarity	NPC251090
0.721	Intermediate Similarity	NPC470022
0.721	Intermediate Similarity	NPC473183
0.7204	Intermediate Similarity	NPC329541
0.7198	Intermediate Similarity	NPC253675
0.7198	Intermediate Similarity	NPC20249
0.7195	Intermediate Similarity	NPC203168
0.7186	Intermediate Similarity	NPC233334
0.7184	Intermediate Similarity	NPC176127
0.7176	Intermediate Similarity	NPC470678
0.7174	Intermediate Similarity	NPC278525
0.7167	Intermediate Similarity	NPC108342
0.7164	Intermediate Similarity	NPC473764
0.7164	Intermediate Similarity	NPC314940
0.7162	Intermediate Similarity	NPC471080
0.7162	Intermediate Similarity	NPC469592
0.7162	Intermediate Similarity	NPC476287
0.7156	Intermediate Similarity	NPC148409
0.7155	Intermediate Similarity	NPC473182
0.715	Intermediate Similarity	NPC62069
0.7137	Intermediate Similarity	NPC182907
0.7137	Intermediate Similarity	NPC280272
0.7137	Intermediate Similarity	NPC189903
0.713	Intermediate Similarity	NPC470586
0.7128	Intermediate Similarity	NPC26872
0.7124	Intermediate Similarity	NPC90875
0.7124	Intermediate Similarity	NPC473184
0.7123	Intermediate Similarity	NPC474595
0.7112	Intermediate Similarity	NPC469554
0.7111	Intermediate Similarity	NPC469594
0.7107	Intermediate Similarity	NPC26850
0.7106	Intermediate Similarity	NPC166722
0.7101	Intermediate Similarity	NPC208522
0.7098	Intermediate Similarity	NPC170114
0.7095	Intermediate Similarity	NPC137353
0.7093	Intermediate Similarity	NPC60621
0.7091	Intermediate Similarity	NPC475910
0.7089	Intermediate Similarity	NPC326634
0.7064	Intermediate Similarity	NPC53144
0.7061	Intermediate Similarity	NPC216612
0.7056	Intermediate Similarity	NPC246381
0.7054	Intermediate Similarity	NPC470549
0.7048	Intermediate Similarity	NPC66083
0.7048	Intermediate Similarity	NPC46580
0.7046	Intermediate Similarity	NPC119134
0.7044	Intermediate Similarity	NPC252590
0.704	Intermediate Similarity	NPC264176
0.7039	Intermediate Similarity	NPC101543
0.7039	Intermediate Similarity	NPC472168
0.7027	Intermediate Similarity	NPC11464
0.7025	Intermediate Similarity	NPC56271
0.7022	Intermediate Similarity	NPC477110
0.7017	Intermediate Similarity	NPC72905
0.7015	Intermediate Similarity	NPC24954
0.7014	Intermediate Similarity	NPC477111
0.7013	Intermediate Similarity	NPC473185
0.7009	Intermediate Similarity	NPC131017
0.7005	Intermediate Similarity	NPC329793
0.7	Intermediate Similarity	NPC61350
0.7	Intermediate Similarity	NPC472111
0.6996	Remote Similarity	NPC475253
0.6995	Remote Similarity	NPC476518
0.6987	Remote Similarity	NPC15406
0.6983	Remote Similarity	NPC314954
0.6983	Remote Similarity	NPC26543
0.6982	Remote Similarity	NPC201697
0.6975	Remote Similarity	NPC99891
0.6975	Remote Similarity	NPC210296
0.6968	Remote Similarity	NPC193777
0.6964	Remote Similarity	NPC94157
0.6963	Remote Similarity	NPC226202
0.6963	Remote Similarity	NPC198673
0.6961	Remote Similarity	NPC14651
0.6961	Remote Similarity	NPC121658

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 NPC473513 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	329
0.1-0.2	794
0.2-0.3	884
0.3-0.4	1824
0.4-0.5	2724
0.5-0.6	1921
0.6-0.7	614
0.7-0.8	56
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8376	Intermediate Similarity	NPD3924	Approved
0.8376	Intermediate Similarity	NPD3923	Approved
0.8376	Intermediate Similarity	NPD3922	Approved
0.8376	Intermediate Similarity	NPD3921	Approved
0.8009	Intermediate Similarity	NPD3816	Phase 1
0.8009	Intermediate Similarity	NPD3815	Phase 1
0.787	Intermediate Similarity	NPD3763	Approved
0.7851	Intermediate Similarity	NPD6230	Discontinued
0.7817	Intermediate Similarity	NPD3920	Phase 2
0.7768	Intermediate Similarity	NPD6494	Phase 2
0.7762	Intermediate Similarity	NPD4795	Phase 2
0.7752	Intermediate Similarity	NPD5070	Clinical (unspecified phase)
0.774	Intermediate Similarity	NPD1740	Approved
0.774	Intermediate Similarity	NPD1739	Approved
0.7736	Intermediate Similarity	NPD5863	Clinical (unspecified phase)
0.7736	Intermediate Similarity	NPD5658	Approved
0.7632	Intermediate Similarity	NPD7729	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD1923	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6964	Approved
0.75	Intermediate Similarity	NPD6963	Approved
0.7465	Intermediate Similarity	NPD4502	Phase 2
0.7463	Intermediate Similarity	NPD6257	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7445	Intermediate Similarity	NPD4996	Approved
0.7445	Intermediate Similarity	NPD4995	Approved
0.7444	Intermediate Similarity	NPD1954	Phase 1
0.7444	Intermediate Similarity	NPD1856	Discontinued
0.7404	Intermediate Similarity	NPD6569	Phase 2
0.7401	Intermediate Similarity	NPD4925	Approved
0.7385	Intermediate Similarity	NPD9705	Discontinued
0.7385	Intermediate Similarity	NPD112	Approved
0.7368	Intermediate Similarity	NPD802	Phase 2
0.7358	Intermediate Similarity	NPD5999	Phase 2
0.7349	Intermediate Similarity	NPD4039	Approved
0.7349	Intermediate Similarity	NPD4036	Approved
0.7349	Intermediate Similarity	NPD4034	Approved
0.7349	Intermediate Similarity	NPD31	Approved
0.7349	Intermediate Similarity	NPD4037	Approved
0.7349	Intermediate Similarity	NPD4038	Approved
0.7349	Intermediate Similarity	NPD4122	Approved
0.7349	Intermediate Similarity	NPD4033	Approved
0.7349	Intermediate Similarity	NPD32	Approved
0.7349	Intermediate Similarity	NPD4035	Approved
0.7333	Intermediate Similarity	NPD6861	Clinical (unspecified phase)
0.7322	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.7306	Intermediate Similarity	NPD4131	Phase 3
0.7304	Intermediate Similarity	NPD7414	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD5905	Phase 1
0.7286	Intermediate Similarity	NPD4551	Phase 2
0.7286	Intermediate Similarity	NPD1038	Approved
0.7281	Intermediate Similarity	NPD1392	Approved
0.7277	Intermediate Similarity	NPD5930	Phase 3
0.7249	Intermediate Similarity	NPD1900	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD5530	Phase 1
0.7234	Intermediate Similarity	NPD4876	Phase 3
0.7234	Intermediate Similarity	NPD4875	Phase 3
0.7231	Intermediate Similarity	NPD8091	Phase 3
0.722	Intermediate Similarity	NPD3386	Phase 2
0.7217	Intermediate Similarity	NPD3477	Phase 2
0.7217	Intermediate Similarity	NPD3478	Clinical (unspecified phase)
0.7214	Intermediate Similarity	NPD1078	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD7859	Phase 2
0.7207	Intermediate Similarity	NPD6140	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD7222	Phase 2
0.72	Intermediate Similarity	NPD6872	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD4889	Approved
0.7193	Intermediate Similarity	NPD7674	Phase 3
0.7193	Intermediate Similarity	NPD7676	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD7675	Phase 3
0.7188	Intermediate Similarity	NPD4429	Discontinued
0.7155	Intermediate Similarity	NPD7558	Phase 2
0.7143	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7131	Intermediate Similarity	NPD7413	Phase 3
0.713	Intermediate Similarity	NPD5903	Approved
0.713	Intermediate Similarity	NPD5902	Approved
0.7117	Intermediate Similarity	NPD7069	Discontinued
0.7116	Intermediate Similarity	NPD4548	Discontinued
0.7098	Intermediate Similarity	NPD5612	Discontinued
0.7091	Intermediate Similarity	NPD5529	Phase 1
0.7091	Intermediate Similarity	NPD5528	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD5051	Phase 1
0.7089	Intermediate Similarity	NPD4418	Discontinued
0.7085	Intermediate Similarity	NPD5945	Phase 1
0.7085	Intermediate Similarity	NPD5944	Phase 1
0.7083	Intermediate Similarity	NPD6219	Discontinued
0.7075	Intermediate Similarity	NPD4372	Phase 1
0.7061	Intermediate Similarity	NPD2285	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD7620	Phase 2
0.7054	Intermediate Similarity	NPD6243	Phase 3
0.7054	Intermediate Similarity	NPD6244	Phase 3
0.7048	Intermediate Similarity	NPD1034	Phase 3
0.7048	Intermediate Similarity	NPD1033	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD7452	Approved
0.7045	Intermediate Similarity	NPD7453	Approved
0.7043	Intermediate Similarity	NPD7426	Phase 1
0.7042	Intermediate Similarity	NPD9695	Approved
0.7037	Intermediate Similarity	NPD2176	Approved
0.7037	Intermediate Similarity	NPD2177	Approved
0.7037	Intermediate Similarity	NPD2175	Phase 3
0.7037	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD6605	Phase 3
0.7028	Intermediate Similarity	NPD2334	Discontinued
0.7026	Intermediate Similarity	NPD5022	Discontinued
0.7025	Intermediate Similarity	NPD5008	Approved
0.7023	Intermediate Similarity	NPD1622	Discontinued
0.7014	Intermediate Similarity	NPD2739	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD1602	Discontinued
0.7009	Intermediate Similarity	NPD6491	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD7025	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5601	Phase 2
0.7	Intermediate Similarity	NPD2060	Approved
0.6996	Remote Similarity	NPD3570	Phase 2
0.6987	Remote Similarity	NPD7068	Approved
0.6987	Remote Similarity	NPD7067	Approved
0.6982	Remote Similarity	NPD4437	Phase 3
0.6976	Remote Similarity	NPD9690	Approved
0.6971	Remote Similarity	NPD4204	Approved
0.6971	Remote Similarity	NPD4203	Approved
0.6968	Remote Similarity	NPD6290	Phase 2
0.6967	Remote Similarity	NPD5539	Phase 2
0.6963	Remote Similarity	NPD6046	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD4083	Discontinued
0.6959	Remote Similarity	NPD1768	Approved
0.6946	Remote Similarity	NPD5833	Phase 1
0.6943	Remote Similarity	NPD5147	Discontinued
0.6943	Remote Similarity	NPD6298	Discontinued
0.6942	Remote Similarity	NPD5007	Approved
0.6941	Remote Similarity	NPD6477	Clinical (unspecified phase)
0.694	Remote Similarity	NPD6553	Clinical (unspecified phase)
0.6931	Remote Similarity	NPD2780	Approved
0.6931	Remote Similarity	NPD2782	Approved
0.6927	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD3003	Approved
0.6911	Remote Similarity	NPD6961	Discontinued
0.691	Remote Similarity	NPD7710	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD1032	Phase 2
0.69	Remote Similarity	NPD6242	Discontinued
0.6886	Remote Similarity	NPD6568	Discontinued
0.6875	Remote Similarity	NPD1620	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD3886	Phase 1
0.6872	Remote Similarity	NPD8510	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD2952	Discontinued
0.6863	Remote Similarity	NPD2781	Approved
0.6853	Remote Similarity	NPD7719	Discontinued
0.6852	Remote Similarity	NPD3396	Approved
0.6852	Remote Similarity	NPD3395	Approved
0.685	Remote Similarity	NPD2581	Approved
0.685	Remote Similarity	NPD2582	Approved
0.6842	Remote Similarity	NPD2601	Approved
0.6842	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD2600	Approved
0.6842	Remote Similarity	NPD2599	Approved
0.684	Remote Similarity	NPD2917	Approved
0.683	Remote Similarity	NPD2125	Clinical (unspecified phase)
0.6827	Remote Similarity	NPD4071	Approved
0.6827	Remote Similarity	NPD4072	Approved
0.6825	Remote Similarity	NPD5083	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD4885	Approved
0.6812	Remote Similarity	NPD8109	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD8512	Phase 3
0.6806	Remote Similarity	NPD5575	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD5873	Phase 3
0.6805	Remote Similarity	NPD5874	Phase 3
0.6805	Remote Similarity	NPD6716	Phase 1
0.6804	Remote Similarity	NPD5547	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD3825	Phase 3
0.6802	Remote Similarity	NPD3397	Phase 2
0.6798	Remote Similarity	NPD6147	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD4881	Clinical (unspecified phase)
0.6787	Remote Similarity	NPD5669	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD2189	Approved
0.6786	Remote Similarity	NPD2187	Approved
0.6786	Remote Similarity	NPD6216	Approved
0.6784	Remote Similarity	NPD7571	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD7586	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD4890	Phase 2
0.6774	Remote Similarity	NPD6590	Discontinued
0.6772	Remote Similarity	NPD3255	Phase 1
0.6772	Remote Similarity	NPD3254	Phase 1
0.6771	Remote Similarity	NPD3932	Clinical (unspecified phase)
0.677	Remote Similarity	NPD5939	Approved
0.677	Remote Similarity	NPD5066	Phase 2
0.677	Remote Similarity	NPD5936	Approved
0.677	Remote Similarity	NPD5067	Phase 2
0.6766	Remote Similarity	NPD5559	Phase 2
0.6763	Remote Similarity	NPD6790	Phase 1
0.6761	Remote Similarity	NPD4375	Approved
0.6761	Remote Similarity	NPD7758	Approved
0.6761	Remote Similarity	NPD7757	Approved
0.6761	Remote Similarity	NPD5256	Discontinued
0.6758	Remote Similarity	NPD7889	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7050	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7051	Phase 3
0.6748	Remote Similarity	NPD5875	Approved
0.6748	Remote Similarity	NPD5878	Approved
0.6747	Remote Similarity	NPD7169	Suspended
0.6746	Remote Similarity	NPD5751	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD6281	Approved
0.6742	Remote Similarity	NPD6592	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD8052	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