NPASS Compound

Structure

NPC70155 OpenBabel07101719512D 40 46 0 0 1 0 0 0 0 0999 V2000 3.6606 -4.2554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1259 -6.6822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -5.6825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9146 -6.1825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9026 -2.3884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5034 -3.1879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -4.6825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9992 -1.9597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7806 -5.6825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3369 -4.6479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4926 -3.6895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3471 -5.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4533 -2.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1170 -3.0998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6638 -4.1749 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6259 -5.8162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1225 -3.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9146 -4.1825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7806 -4.6825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0890 -5.2619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -2.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4005 -3.3452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6654 -6.0944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3144 -5.8944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0739 -3.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5237 -4.0134 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4810 -4.3419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -3.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7057 -7.0936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -6.7978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4048 -4.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 7 10 2 0 0 0 0 8 17 1 0 0 0 0 9 21 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 13 1 0 0 0 0 12 24 2 0 0 0 0 13 26 2 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 20 1 0 0 0 0 16 20 2 0 0 0 0 16 34 1 0 0 0 0 17 1 1 6 0 0 0 18 28 1 0 0 0 0 19 27 1 0 0 0 0 19 32 1 6 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 22 30 1 0 0 0 0 22 33 1 6 0 0 0 23 34 1 0 0 0 0 24 29 1 0 0 0 0 24 35 1 0 0 0 0 25 15 1 1 0 0 0 25 27 1 0 0 0 0 25 36 1 0 0 0 0 26 35 1 0 0 0 0 27 33 1 6 0 0 0 28 29 1 0 0 0 0 28 37 2 0 0 0 0 29 38 2 0 0 0 0 30 32 1 1 0 0 0 30 40 1 0 0 0 0 31 33 1 0 0 0 0 31 36 2 0 0 0 0 31 39 1 0 0 0 0 32 4 1 6 0 0 0 32 40 1 0 0 0 0 33 26 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	262.13
Volume:	262.849
LogP:	2.0
LogD:	2.407
LogS:	-3.65
# Rotatable Bonds:	3
TPSA:	50.8
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.839
Synthetic Accessibility Score:	3.688
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.524
MDCK Permeability:	4.6054887206992134e-05
Pgp-inhibitor:	0.312
Pgp-substrate:	0.251
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.017
30% Bioavailability (F30%):	0.311

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.978
Plasma Protein Binding (PPB):	50.87752151489258%
Volume Distribution (VD):	0.77
Pgp-substrate:	49.466026306152344%

ADMET: Metabolism

CYP1A2-inhibitor:	0.542
CYP1A2-substrate:	0.747
CYP2C19-inhibitor:	0.162
CYP2C19-substrate:	0.873
CYP2C9-inhibitor:	0.075
CYP2C9-substrate:	0.162
CYP2D6-inhibitor:	0.017
CYP2D6-substrate:	0.465
CYP3A4-inhibitor:	0.169
CYP3A4-substrate:	0.263

ADMET: Excretion

Clearance (CL):	9.108
Half-life (T1/2):	0.539

ADMET: Toxicity

hERG Blockers:	0.026
Human Hepatotoxicity (H-HT):	0.069
Drug-inuced Liver Injury (DILI):	0.101
AMES Toxicity:	0.789
Rat Oral Acute Toxicity:	0.927
Maximum Recommended Daily Dose:	0.718
Skin Sensitization:	0.878
Carcinogencity:	0.663
Eye Corrosion:	0.003
Eye Irritation:	0.027
Respiratory Toxicity:	0.477

Download Data

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

Natural Product: NPC70155

Natural Product ID:	NPC70155
*Common Name:**	Penochalasin A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	VOLUCNCCBUTEQO-KOHYOEEMSA-N
Standard InCHI:	InChI=1S/C33H35N3O4/c1-17-8-7-10-22-30-32(4,40-30)19(3)27-25(15-20-16-34-23-11-6-5-9-21(20)23)36-31(39)33(22,27)26-13-12-24(35-26)29(38)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,25,27,30,34-35H,8,15H2,1-4H3,(H,36,39)/b10-7+,18-14+/t17-,19-,22-,25-,27-,30-,32+,33+/m0/s1
SMILES:	C[C@H]1C/C=C/[C@H]2[C@H]3[C@@](C)([C@@H](C)[C@H]4[C@H](Cc5c[nH]c6ccccc56)N=C([C@@]24c2ccc(C(=O)C(=O)/C(=C/1)/C)[nH]2)O)O3
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL505879
PubChem CID:	44575229
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000064] Macrolactams

*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
NPO32736	chaetomium globosum ifb-e019	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499339]

☑ 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
NPT91	Cell Line	KB	Homo sapiens	IC50	=	48000.0	nM	PMID[524459]

☑ 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 NPC70155 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	378
0.1-0.2	1643
0.2-0.3	6409
0.3-0.4	21511
0.4-0.5	8189
0.5-0.6	2134
0.6-0.7	1997
0.7-0.8	419
0.8-0.85	7
0.85-0.9	9
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8791	High Similarity	NPC266192
0.871	High Similarity	NPC267926
0.867	High Similarity	NPC57690
0.8552	High Similarity	NPC290529
0.838	Intermediate Similarity	NPC204491
0.838	Intermediate Similarity	NPC203614
0.8326	Intermediate Similarity	NPC141428
0.8243	Intermediate Similarity	NPC235885
0.8157	Intermediate Similarity	NPC151976
0.8157	Intermediate Similarity	NPC87856
0.8128	Intermediate Similarity	NPC132211
0.8119	Intermediate Similarity	NPC267965
0.8117	Intermediate Similarity	NPC147446
0.8084	Intermediate Similarity	NPC477043
0.8056	Intermediate Similarity	NPC258062
0.8056	Intermediate Similarity	NPC127677
0.8048	Intermediate Similarity	NPC11445
0.8037	Intermediate Similarity	NPC98715
0.8027	Intermediate Similarity	NPC2395
0.8018	Intermediate Similarity	NPC271862
0.8009	Intermediate Similarity	NPC225821
0.8009	Intermediate Similarity	NPC46225
0.8	Intermediate Similarity	NPC195239
0.8	Intermediate Similarity	NPC157828
0.7981	Intermediate Similarity	NPC252338
0.7972	Intermediate Similarity	NPC477041
0.7972	Intermediate Similarity	NPC477044
0.7928	Intermediate Similarity	NPC472285
0.7907	Intermediate Similarity	NPC260900
0.7887	Intermediate Similarity	NPC131887
0.7873	Intermediate Similarity	NPC229348
0.785	Intermediate Similarity	NPC477045
0.784	Intermediate Similarity	NPC227582
0.7838	Intermediate Similarity	NPC474412
0.7824	Intermediate Similarity	NPC193761
0.7824	Intermediate Similarity	NPC476073
0.7824	Intermediate Similarity	NPC476874
0.7793	Intermediate Similarity	NPC472291
0.7783	Intermediate Similarity	NPC267343
0.7783	Intermediate Similarity	NPC82370
0.7778	Intermediate Similarity	NPC300183
0.7767	Intermediate Similarity	NPC74413
0.7729	Intermediate Similarity	NPC472762
0.7723	Intermediate Similarity	NPC36405
0.7721	Intermediate Similarity	NPC67288
0.7692	Intermediate Similarity	NPC478158
0.7686	Intermediate Similarity	NPC476818
0.7679	Intermediate Similarity	NPC478157
0.7668	Intermediate Similarity	NPC475778
0.7658	Intermediate Similarity	NPC234999
0.7642	Intermediate Similarity	NPC154339
0.7613	Intermediate Similarity	NPC162860
0.7594	Intermediate Similarity	NPC321708
0.7588	Intermediate Similarity	NPC276657
0.7585	Intermediate Similarity	NPC15801
0.7577	Intermediate Similarity	NPC264285
0.757	Intermediate Similarity	NPC47190
0.7565	Intermediate Similarity	NPC229893
0.7565	Intermediate Similarity	NPC57797
0.7565	Intermediate Similarity	NPC250807
0.7543	Intermediate Similarity	NPC228377
0.7543	Intermediate Similarity	NPC146824
0.7543	Intermediate Similarity	NPC122968
0.7543	Intermediate Similarity	NPC328186
0.7543	Intermediate Similarity	NPC477787
0.7534	Intermediate Similarity	NPC469743
0.7532	Intermediate Similarity	NPC473850
0.7523	Intermediate Similarity	NPC476460
0.7523	Intermediate Similarity	NPC54420
0.7522	Intermediate Similarity	NPC16352
0.7521	Intermediate Similarity	NPC316841
0.7521	Intermediate Similarity	NPC292416
0.7521	Intermediate Similarity	NPC473689
0.7512	Intermediate Similarity	NPC300688
0.7512	Intermediate Similarity	NPC209917
0.7511	Intermediate Similarity	NPC475362
0.75	Intermediate Similarity	NPC475406
0.75	Intermediate Similarity	NPC284775
0.75	Intermediate Similarity	NPC327769
0.75	Intermediate Similarity	NPC235684
0.75	Intermediate Similarity	NPC281049
0.7489	Intermediate Similarity	NPC319880
0.7489	Intermediate Similarity	NPC251936
0.7489	Intermediate Similarity	NPC76565
0.7489	Intermediate Similarity	NPC244839
0.7489	Intermediate Similarity	NPC320324
0.7468	Intermediate Similarity	NPC475631
0.7468	Intermediate Similarity	NPC327904
0.7468	Intermediate Similarity	NPC38959
0.7468	Intermediate Similarity	NPC87152
0.7468	Intermediate Similarity	NPC476110
0.7468	Intermediate Similarity	NPC475600
0.7464	Intermediate Similarity	NPC213468
0.7458	Intermediate Similarity	NPC237702
0.7457	Intermediate Similarity	NPC475137
0.7457	Intermediate Similarity	NPC475498
0.7454	Intermediate Similarity	NPC304203
0.7447	Intermediate Similarity	NPC475596
0.7447	Intermediate Similarity	NPC475303
0.7446	Intermediate Similarity	NPC477788
0.7436	Intermediate Similarity	NPC470486
0.7436	Intermediate Similarity	NPC475644
0.7436	Intermediate Similarity	NPC471977
0.7436	Intermediate Similarity	NPC471190
0.7425	Intermediate Similarity	NPC319232
0.7425	Intermediate Similarity	NPC24370
0.7424	Intermediate Similarity	NPC477714
0.7421	Intermediate Similarity	NPC155143
0.7421	Intermediate Similarity	NPC474116
0.7416	Intermediate Similarity	NPC151939
0.7415	Intermediate Similarity	NPC30456
0.7397	Intermediate Similarity	NPC78609
0.7397	Intermediate Similarity	NPC171317
0.7395	Intermediate Similarity	NPC95783
0.7393	Intermediate Similarity	NPC71037
0.7385	Intermediate Similarity	NPC472293
0.7376	Intermediate Similarity	NPC475506
0.7375	Intermediate Similarity	NPC253482
0.7373	Intermediate Similarity	NPC81802
0.7373	Intermediate Similarity	NPC472295
0.7373	Intermediate Similarity	NPC247735
0.7373	Intermediate Similarity	NPC472210
0.7373	Intermediate Similarity	NPC269886
0.7368	Intermediate Similarity	NPC313640
0.7364	Intermediate Similarity	NPC472297
0.7364	Intermediate Similarity	NPC472296
0.7357	Intermediate Similarity	NPC118940
0.7357	Intermediate Similarity	NPC75634
0.7357	Intermediate Similarity	NPC110182
0.7355	Intermediate Similarity	NPC475648
0.735	Intermediate Similarity	NPC473506
0.7348	Intermediate Similarity	NPC62367
0.7346	Intermediate Similarity	NPC477042
0.7344	Intermediate Similarity	NPC37473
0.7342	Intermediate Similarity	NPC162730
0.7342	Intermediate Similarity	NPC207686
0.7336	Intermediate Similarity	NPC477909
0.7336	Intermediate Similarity	NPC315555
0.7336	Intermediate Similarity	NPC42678
0.7336	Intermediate Similarity	NPC477907
0.7336	Intermediate Similarity	NPC107836
0.7333	Intermediate Similarity	NPC314957
0.7333	Intermediate Similarity	NPC111275
0.733	Intermediate Similarity	NPC214428
0.7328	Intermediate Similarity	NPC471506
0.7327	Intermediate Similarity	NPC472292
0.7325	Intermediate Similarity	NPC475602
0.7325	Intermediate Similarity	NPC54744
0.7325	Intermediate Similarity	NPC317752
0.7318	Intermediate Similarity	NPC149708
0.7316	Intermediate Similarity	NPC216428
0.7316	Intermediate Similarity	NPC84815
0.7316	Intermediate Similarity	NPC301368
0.7309	Intermediate Similarity	NPC477135
0.7309	Intermediate Similarity	NPC317701
0.7304	Intermediate Similarity	NPC477715
0.7304	Intermediate Similarity	NPC471016
0.7301	Intermediate Similarity	NPC223791
0.7301	Intermediate Similarity	NPC107077
0.73	Intermediate Similarity	NPC475969
0.73	Intermediate Similarity	NPC475859
0.73	Intermediate Similarity	NPC474877
0.73	Intermediate Similarity	NPC267853
0.7299	Intermediate Similarity	NPC126709
0.7299	Intermediate Similarity	NPC283219
0.7299	Intermediate Similarity	NPC248041
0.7296	Intermediate Similarity	NPC127026
0.7296	Intermediate Similarity	NPC127720
0.7295	Intermediate Similarity	NPC201700
0.729	Intermediate Similarity	NPC163421
0.729	Intermediate Similarity	NPC188387
0.7288	Intermediate Similarity	NPC33949
0.7286	Intermediate Similarity	NPC267885
0.7285	Intermediate Similarity	NPC100321
0.7281	Intermediate Similarity	NPC318299
0.728	Intermediate Similarity	NPC325976
0.728	Intermediate Similarity	NPC35208
0.728	Intermediate Similarity	NPC475426
0.728	Intermediate Similarity	NPC170751
0.7273	Intermediate Similarity	NPC314603
0.7273	Intermediate Similarity	NPC473310
0.7269	Intermediate Similarity	NPC244897
0.7269	Intermediate Similarity	NPC213629
0.7265	Intermediate Similarity	NPC328318
0.7265	Intermediate Similarity	NPC328596
0.7265	Intermediate Similarity	NPC471980
0.7261	Intermediate Similarity	NPC470306
0.7261	Intermediate Similarity	NPC101350
0.7257	Intermediate Similarity	NPC477176
0.7257	Intermediate Similarity	NPC470729
0.7257	Intermediate Similarity	NPC477175
0.7257	Intermediate Similarity	NPC470730
0.7257	Intermediate Similarity	NPC326363
0.7253	Intermediate Similarity	NPC477912
0.7252	Intermediate Similarity	NPC81654
0.7252	Intermediate Similarity	NPC79129
0.7252	Intermediate Similarity	NPC249150
0.7252	Intermediate Similarity	NPC195461
0.7252	Intermediate Similarity	NPC49196
0.7252	Intermediate Similarity	NPC313985

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 NPC70155 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	216
0.1-0.2	553
0.2-0.3	678
0.3-0.4	2211
0.4-0.5	2882
0.5-0.6	1884
0.6-0.7	663
0.7-0.8	63
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
0.7834	Intermediate Similarity	NPD5426	Phase 3
0.7717	Intermediate Similarity	NPD7001	Phase 3
0.7717	Intermediate Similarity	NPD6732	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD7998	Clinical (unspecified phase)
0.7568	Intermediate Similarity	NPD2509	Approved
0.7568	Intermediate Similarity	NPD2510	Approved
0.7545	Intermediate Similarity	NPD7470	Discontinued
0.7522	Intermediate Similarity	NPD8112	Clinical (unspecified phase)
0.7511	Intermediate Similarity	NPD5901	Discontinued
0.75	Intermediate Similarity	NPD7809	Clinical (unspecified phase)
0.7477	Intermediate Similarity	NPD7957	Phase 1
0.7477	Intermediate Similarity	NPD7958	Clinical (unspecified phase)
0.7443	Intermediate Similarity	NPD6999	Discontinued
0.7443	Intermediate Similarity	NPD7000	Clinical (unspecified phase)
0.7441	Intermediate Similarity	NPD2092	Phase 2
0.7441	Intermediate Similarity	NPD2094	Phase 2
0.7441	Intermediate Similarity	NPD2095	Phase 2
0.7412	Intermediate Similarity	NPD3389	Approved
0.7412	Intermediate Similarity	NPD3394	Approved
0.7412	Intermediate Similarity	NPD3393	Approved
0.7411	Intermediate Similarity	NPD7947	Clinical (unspecified phase)
0.7406	Intermediate Similarity	NPD2096	Phase 2
0.7406	Intermediate Similarity	NPD2091	Phase 2
0.7389	Intermediate Similarity	NPD8013	Clinical (unspecified phase)
0.7354	Intermediate Similarity	NPD6987	Phase 1
0.7342	Intermediate Similarity	NPD5721	Clinical (unspecified phase)
0.7331	Intermediate Similarity	NPD7824	Approved
0.7324	Intermediate Similarity	NPD3607	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD7790	Approved
0.7311	Intermediate Similarity	NPD7791	Approved
0.7311	Intermediate Similarity	NPD7953	Approved
0.7311	Intermediate Similarity	NPD7952	Approved
0.7311	Intermediate Similarity	NPD7789	Approved
0.7311	Intermediate Similarity	NPD7951	Approved
0.7311	Intermediate Similarity	NPD7950	Approved
0.7309	Intermediate Similarity	NPD8072	Approved
0.7304	Intermediate Similarity	NPD8000	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD6661	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD8098	Approved
0.7277	Intermediate Similarity	NPD5728	Clinical (unspecified phase)
0.7265	Intermediate Similarity	NPD8073	Approved
0.7264	Intermediate Similarity	NPD6595	Phase 3
0.7257	Intermediate Similarity	NPD7666	Phase 3
0.7257	Intermediate Similarity	NPD7665	Phase 2
0.7252	Intermediate Similarity	NPD4600	Approved
0.7252	Intermediate Similarity	NPD8248	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD4601	Approved
0.7246	Intermediate Similarity	NPD7730	Approved
0.7246	Intermediate Similarity	NPD7731	Approved
0.7238	Intermediate Similarity	NPD482	Approved
0.7222	Intermediate Similarity	NPD6995	Phase 1
0.7212	Intermediate Similarity	NPD8493	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD7621	Clinical (unspecified phase)
0.7206	Intermediate Similarity	NPD5482	Discontinued
0.7205	Intermediate Similarity	NPD8096	Phase 3
0.7205	Intermediate Similarity	NPD8097	Phase 3
0.7204	Intermediate Similarity	NPD749	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD8289	Discontinued
0.7193	Intermediate Similarity	NPD7825	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD8160	Phase 2
0.7161	Intermediate Similarity	NPD7271	Approved
0.7156	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD6176	Phase 1
0.7155	Intermediate Similarity	NPD7688	Phase 1
0.7143	Intermediate Similarity	NPD8431	Approved
0.7143	Intermediate Similarity	NPD7780	Approved
0.7143	Intermediate Similarity	NPD7781	Approved
0.7124	Intermediate Similarity	NPD8282	Approved
0.7124	Intermediate Similarity	NPD8283	Approved
0.7124	Intermediate Similarity	NPD56	Approved
0.7114	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD8110	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD8094	Discontinued
0.7095	Intermediate Similarity	NPD4184	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD4499	Approved
0.7075	Intermediate Similarity	NPD4736	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD6242	Discontinued
0.7056	Intermediate Similarity	NPD4852	Phase 2
0.7056	Intermediate Similarity	NPD6657	Clinical (unspecified phase)
0.7056	Intermediate Similarity	NPD8093	Discontinued
0.7051	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD6610	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD8114	Approved
0.7048	Intermediate Similarity	NPD8115	Approved
0.7048	Intermediate Similarity	NPD3947	Discontinued
0.7037	Intermediate Similarity	NPD5891	Approved
0.7031	Intermediate Similarity	NPD8399	Phase 1
0.7031	Intermediate Similarity	NPD8423	Phase 2
0.7029	Intermediate Similarity	NPD6165	Phase 2
0.7029	Intermediate Similarity	NPD6164	Phase 2
0.7028	Intermediate Similarity	NPD750	Phase 2
0.7027	Intermediate Similarity	NPD7944	Discontinued
0.7025	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD8464	Clinical (unspecified phase)
0.6991	Remote Similarity	NPD7727	Phase 2
0.6987	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6983	Remote Similarity	NPD7594	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD8272	Phase 2
0.6968	Remote Similarity	NPD6180	Clinical (unspecified phase)
0.6967	Remote Similarity	NPD3006	Discontinued
0.696	Remote Similarity	NPD7187	Phase 2
0.6951	Remote Similarity	NPD7619	Phase 3
0.6951	Remote Similarity	NPD7618	Phase 3
0.6951	Remote Similarity	NPD5975	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD8468	Phase 2
0.6947	Remote Similarity	NPD4501	Approved
0.6947	Remote Similarity	NPD4500	Approved
0.6947	Remote Similarity	NPD484	Approved
0.694	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6938	Remote Similarity	NPD5450	Discontinued
0.6936	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6934	Remote Similarity	NPD1573	Approved
0.6934	Remote Similarity	NPD1575	Approved
0.6933	Remote Similarity	NPD7946	Pre-registration
0.693	Remote Similarity	NPD6203	Clinical (unspecified phase)
0.693	Remote Similarity	NPD2144	Approved
0.6926	Remote Similarity	NPD7941	Phase 3
0.6917	Remote Similarity	NPD7711	Discontinued
0.6916	Remote Similarity	NPD7817	Phase 1
0.6912	Remote Similarity	NPD3178	Discontinued
0.6912	Remote Similarity	NPD3038	Discontinued
0.6908	Remote Similarity	NPD7921	Approved
0.6898	Remote Similarity	NPD4076	Approved
0.6898	Remote Similarity	NPD4079	Approved
0.6889	Remote Similarity	NPD6664	Approved
0.6889	Remote Similarity	NPD7948	Phase 1
0.6888	Remote Similarity	NPD6292	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD2844	Phase 3
0.6885	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.688	Remote Similarity	NPD3795	Approved
0.688	Remote Similarity	NPD3794	Approved
0.6878	Remote Similarity	NPD6770	Approved
0.6875	Remote Similarity	NPD4427	Phase 2
0.6864	Remote Similarity	NPD4426	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD4506	Discontinued
0.6852	Remote Similarity	NPD3505	Approved
0.6852	Remote Similarity	NPD3506	Approved
0.6851	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.6851	Remote Similarity	NPD7970	Approved
0.6848	Remote Similarity	NPD6530	Approved
0.6848	Remote Similarity	NPD7708	Approved
0.6848	Remote Similarity	NPD6531	Approved
0.6846	Remote Similarity	NPD7603	Discontinued
0.6844	Remote Similarity	NPD7818	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5017	Discontinued
0.6842	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.684	Remote Similarity	NPD8322	Phase 2
0.6838	Remote Similarity	NPD2411	Approved
0.6835	Remote Similarity	NPD7878	Phase 2
0.6833	Remote Similarity	NPD4948	Discontinued
0.6818	Remote Similarity	NPD4845	Discontinued
0.6814	Remote Similarity	NPD5003	Discontinued
0.681	Remote Similarity	NPD6376	Discontinued
0.6808	Remote Similarity	NPD7803	Approved
0.6803	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD7233	Approved
0.6802	Remote Similarity	NPD7234	Approved
0.6797	Remote Similarity	NPD2008	Discontinued
0.6793	Remote Similarity	NPD8325	Phase 3
0.6793	Remote Similarity	NPD8326	Phase 3
0.6793	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6787	Remote Similarity	NPD7576	Discontinued
0.6781	Remote Similarity	NPD2125	Clinical (unspecified phase)
0.678	Remote Similarity	NPD7707	Approved
0.6774	Remote Similarity	NPD7865	Approved
0.6769	Remote Similarity	NPD6456	Discontinued
0.6766	Remote Similarity	NPD7454	Approved
0.6766	Remote Similarity	NPD7455	Approved
0.6759	Remote Similarity	NPD5065	Approved
0.6753	Remote Similarity	NPD6323	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD4051	Discontinued
0.6745	Remote Similarity	NPD1631	Approved
0.6744	Remote Similarity	NPD7956	Approved
0.6744	Remote Similarity	NPD7955	Approved
0.6741	Remote Similarity	NPD6630	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD7191	Phase 2
0.6737	Remote Similarity	NPD8488	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD7269	Clinical (unspecified phase)
0.673	Remote Similarity	NPD8363	Approved
0.673	Remote Similarity	NPD8364	Approved
0.6728	Remote Similarity	NPD6375	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD7010	Phase 3
0.6723	Remote Similarity	NPD5818	Discontinued
0.6723	Remote Similarity	NPD4614	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD5475	Discontinued
0.672	Remote Similarity	NPD6790	Phase 1
0.6719	Remote Similarity	NPD8358	Approved
0.6716	Remote Similarity	NPD7181	Phase 3
0.6711	Remote Similarity	NPD7777	Approved
0.6711	Remote Similarity	NPD53	Approved
0.6711	Remote Similarity	NPD7778	Approved
0.6704	Remote Similarity	NPD8465	Approved
0.6704	Remote Similarity	NPD8429	Approved
0.6704	Remote Similarity	NPD8427	Approved
0.6704	Remote Similarity	NPD8428	Approved
0.6704	Remote Similarity	NPD8467	Approved
0.6704	Remote Similarity	NPD8466	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