NPASS Compound

Structure

NPC291547 OpenBabel07101719512D 51 58 0 0 1 0 0 0 0 0999 V2000 -2.3859 -2.7165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5425 -3.1567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4477 6.6936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0017 0.3038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8475 -1.0858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7044 1.2868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1504 -0.1877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8531 0.7953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2990 -0.6793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6925 -2.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8531 2.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2990 2.2699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5128 1.0991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6934 -1.1610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9577 5.7106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5906 -2.1387 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9349 -1.2868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4477 5.7106 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7044 2.2699 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2990 1.2868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1504 0.7953 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4477 0.7953 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0017 2.2699 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8090 5.2190 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1504 2.7614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9349 0.3038 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1028 -1.9607 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5128 -0.4915 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5963 5.2190 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8090 4.2360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9577 3.7445 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4477 3.7445 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5963 4.2360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1063 4.2360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2990 4.2360 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0017 1.2868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4477 -0.1877 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.9831 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5558 2.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6604 5.7106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0008 -2.3606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7450 5.7106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6604 3.7445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9577 2.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4477 2.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1063 5.2190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8981 -0.5832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2990 5.2190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1504 3.7445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7450 3.7445 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 17 1 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 21 1 0 0 0 0 8 36 1 0 0 0 0 9 37 1 0 0 0 0 10 16 1 0 0 0 0 10 27 1 0 0 0 0 11 19 1 0 0 0 0 11 23 1 0 0 0 0 12 25 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 47 1 0 0 0 0 15 24 1 0 0 0 0 15 46 1 0 0 0 0 16 1 1 6 0 0 0 17 28 1 0 0 0 0 17 38 1 6 0 0 0 18 3 1 1 0 0 0 18 29 1 0 0 0 0 18 48 1 0 0 0 0 19 39 1 1 0 0 0 20 12 1 6 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 36 1 1 0 0 0 22 37 1 1 0 0 0 23 25 1 0 0 0 0 23 36 1 1 0 0 0 24 30 1 0 0 0 0 24 40 1 6 0 0 0 25 49 1 6 0 0 0 26 13 1 1 0 0 0 26 28 1 0 0 0 0 26 51 1 0 0 0 0 27 38 1 6 0 0 0 27 41 1 0 0 0 0 28 37 1 1 0 0 0 29 33 1 0 0 0 0 29 42 1 6 0 0 0 30 31 1 0 0 0 0 30 43 1 1 0 0 0 31 34 1 0 0 0 0 31 44 1 6 0 0 0 32 33 1 0 0 0 0 32 35 1 0 0 0 0 32 45 1 6 0 0 0 33 50 1 1 0 0 0 34 46 1 0 0 0 0 34 50 1 1 0 0 0 35 48 1 0 0 0 0 35 49 1 1 0 0 0 36 4 1 1 0 0 0 37 5 1 1 0 0 0 38 47 1 6 0 0 0 38 51 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	726.42
Volume:	711.625
LogP:	3.036
LogD:	3.2
LogS:	-3.913
# Rotatable Bonds:	4
TPSA:	196.99
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	8
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.203
Synthetic Accessibility Score:	6.48
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.902
MDCK Permeability:	0.0001700124266790226
Pgp-inhibitor:	0.559
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.746
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.06
Plasma Protein Binding (PPB):	44.373531341552734%
Volume Distribution (VD):	0.222
Pgp-substrate:	19.434886932373047%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.869
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.206
CYP2C9-inhibitor:	0.001
CYP2C9-substrate:	0.003
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.081
CYP3A4-inhibitor:	0.024
CYP3A4-substrate:	0.045

ADMET: Excretion

Clearance (CL):	0.878
Half-life (T1/2):	0.631

ADMET: Toxicity

hERG Blockers:	0.973
Human Hepatotoxicity (H-HT):	0.38
Drug-inuced Liver Injury (DILI):	0.051
AMES Toxicity:	0.075
Rat Oral Acute Toxicity:	0.288
Maximum Recommended Daily Dose:	0.665
Skin Sensitization:	0.965
Carcinogencity:	0.213
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.978

Download Data

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

Natural Product: NPC291547

Natural Product ID:	NPC291547
*Common Name:**	FOCICMJCJFCWOL-XFQGNVHUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FOCICMJCJFCWOL-XFQGNVHUSA-N
Standard InCHI:	InChI=1S/C38H62O13/c1-16-10-27(41)38(47-14-16)17(2)28-26(51-38)13-22-20-12-25(23-11-19(39)6-8-36(23,4)21(20)7-9-37(22,28)5)49-35-32(45)33(29(42)18(3)48-35)50-34-31(44)30(43)24(40)15-46-34/h16-35,39-45H,6-15H2,1-5H3/t16-,17-,18+,19-,20+,21-,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,32+,33-,34-,35-,36+,37-,38-/m0/s1
SMILES:	O[C@H]1CC[C@]2([C@H](C1)[C@@H](O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@H]1[C@@H]2[C@H](C)[C@@]2(O1)OC[C@H](C[C@H]2O)C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL510085
PubChem CID:	44559498
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

*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
NPO4703	Solanum hispidum	Species	Solanaceae	Eukaryota	leaves	n.a.	n.a.	PMID[15217270]
NPO4703	Solanum hispidum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
MIC	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	100.0	ug.mL-1	PMID[515508]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	100.0	ug.mL-1	PMID[515508]
NPT21	Organism	Aspergillus niger	Aspergillus niger	MIC	>	400.0	ug.mL-1	PMID[515508]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	400.0	ug.mL-1	PMID[515508]

☑ 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 NPC291547 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	567
0.1-0.2	5121
0.2-0.3	14130
0.3-0.4	10338
0.4-0.5	5502
0.5-0.6	3580
0.6-0.7	1879
0.7-0.8	1069
0.8-0.85	231
0.85-0.9	114
0.9-0.95	60
0.95-1	106

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC174024
1.0	High Similarity	NPC131693
1.0	High Similarity	NPC475436
1.0	High Similarity	NPC179859
1.0	High Similarity	NPC473851
1.0	High Similarity	NPC253268
1.0	High Similarity	NPC312678
0.9885	High Similarity	NPC297348
0.9885	High Similarity	NPC477451
0.9885	High Similarity	NPC325828
0.9885	High Similarity	NPC250393
0.9885	High Similarity	NPC477547
0.9885	High Similarity	NPC177834
0.9885	High Similarity	NPC149400
0.9885	High Similarity	NPC141769
0.9885	High Similarity	NPC144790
0.9885	High Similarity	NPC234352
0.9885	High Similarity	NPC249204
0.9885	High Similarity	NPC88962
0.9885	High Similarity	NPC48339
0.9775	High Similarity	NPC121453
0.9775	High Similarity	NPC139271
0.9775	High Similarity	NPC304011
0.9773	High Similarity	NPC24960
0.9773	High Similarity	NPC473774
0.9773	High Similarity	NPC217205
0.9773	High Similarity	NPC45959
0.9773	High Similarity	NPC291203
0.9773	High Similarity	NPC294686
0.9773	High Similarity	NPC222731
0.9773	High Similarity	NPC471464
0.9773	High Similarity	NPC252253
0.9773	High Similarity	NPC264101
0.9667	High Similarity	NPC476112
0.9667	High Similarity	NPC307534
0.9663	High Similarity	NPC19400
0.9663	High Similarity	NPC107188
0.9663	High Similarity	NPC473610
0.9663	High Similarity	NPC474399
0.9663	High Similarity	NPC206003
0.9663	High Similarity	NPC475351
0.9663	High Similarity	NPC473727
0.9663	High Similarity	NPC211354
0.9663	High Similarity	NPC6295
0.9663	High Similarity	NPC107962
0.9659	High Similarity	NPC172838
0.9659	High Similarity	NPC137004
0.9655	High Similarity	NPC65550
0.9655	High Similarity	NPC473542
0.956	High Similarity	NPC473518
0.9556	High Similarity	NPC475625
0.9556	High Similarity	NPC97700
0.9556	High Similarity	NPC473601
0.9556	High Similarity	NPC470864
0.9556	High Similarity	NPC476510
0.9556	High Similarity	NPC116756
0.9556	High Similarity	NPC160426
0.9556	High Similarity	NPC195297
0.9556	High Similarity	NPC475643
0.9556	High Similarity	NPC232037
0.9556	High Similarity	NPC98018
0.9556	High Similarity	NPC142264
0.9556	High Similarity	NPC470863
0.9556	High Similarity	NPC128572
0.9556	High Similarity	NPC184617
0.9556	High Similarity	NPC287483
0.9556	High Similarity	NPC30856
0.9556	High Similarity	NPC284104
0.9556	High Similarity	NPC132080
0.9556	High Similarity	NPC84111
0.9556	High Similarity	NPC103616
0.9556	High Similarity	NPC470866
0.9556	High Similarity	NPC470865
0.9551	High Similarity	NPC305418
0.9545	High Similarity	NPC473830
0.9545	High Similarity	NPC149966
0.9545	High Similarity	NPC5632
0.9545	High Similarity	NPC229801
0.9545	High Similarity	NPC307167
0.9545	High Similarity	NPC204881
0.9545	High Similarity	NPC210759
0.9451	High Similarity	NPC470862
0.9451	High Similarity	NPC83137
0.9451	High Similarity	NPC470028
0.9451	High Similarity	NPC232611
0.9451	High Similarity	NPC475207
0.9451	High Similarity	NPC303069
0.9451	High Similarity	NPC470861
0.9451	High Similarity	NPC274200
0.9451	High Similarity	NPC233649
0.9451	High Similarity	NPC477222
0.9451	High Similarity	NPC477223
0.9451	High Similarity	NPC51520
0.9451	High Similarity	NPC115165
0.9438	High Similarity	NPC311246
0.9438	High Similarity	NPC473726
0.9438	High Similarity	NPC167644
0.9425	High Similarity	NPC281004
0.9348	High Similarity	NPC473616
0.9348	High Similarity	NPC291548
0.9333	High Similarity	NPC3538
0.9333	High Similarity	NPC309866
0.9333	High Similarity	NPC477224
0.9333	High Similarity	NPC175
0.9333	High Similarity	NPC113500
0.9318	High Similarity	NPC131466
0.9318	High Similarity	NPC20822
0.9318	High Similarity	NPC82955
0.9318	High Similarity	NPC473472
0.9318	High Similarity	NPC102725
0.9239	High Similarity	NPC470591
0.9231	High Similarity	NPC473067
0.9231	High Similarity	NPC473064
0.9231	High Similarity	NPC92196
0.9231	High Similarity	NPC473065
0.9213	High Similarity	NPC223143
0.9213	High Similarity	NPC279329
0.9149	High Similarity	NPC475574
0.9149	High Similarity	NPC108227
0.9149	High Similarity	NPC472081
0.9149	High Similarity	NPC476512
0.913	High Similarity	NPC296936
0.913	High Similarity	NPC237071
0.913	High Similarity	NPC203434
0.913	High Similarity	NPC238796
0.9111	High Similarity	NPC476668
0.9111	High Similarity	NPC473637
0.9111	High Similarity	NPC36372
0.9111	High Similarity	NPC293609
0.9091	High Similarity	NPC43912
0.9091	High Similarity	NPC140446
0.9053	High Similarity	NPC134967
0.9053	High Similarity	NPC114700
0.9053	High Similarity	NPC470029
0.9053	High Similarity	NPC310138
0.9032	High Similarity	NPC210157
0.9022	High Similarity	NPC477494
0.9011	High Similarity	NPC476669
0.9011	High Similarity	NPC277774
0.8958	High Similarity	NPC139181
0.8958	High Similarity	NPC476837
0.8958	High Similarity	NPC97260
0.8947	High Similarity	NPC476839
0.8947	High Similarity	NPC476838
0.8936	High Similarity	NPC473638
0.8913	High Similarity	NPC30687
0.8913	High Similarity	NPC475325
0.8913	High Similarity	NPC473503
0.8901	High Similarity	NPC59006
0.8864	High Similarity	NPC273290
0.8864	High Similarity	NPC290612
0.8864	High Similarity	NPC232044
0.8817	High Similarity	NPC94582
0.8817	High Similarity	NPC57964
0.8817	High Similarity	NPC469710
0.8804	High Similarity	NPC18724
0.8804	High Similarity	NPC470623
0.8804	High Similarity	NPC171741
0.8804	High Similarity	NPC323231
0.8804	High Similarity	NPC224003
0.8776	High Similarity	NPC215408
0.875	High Similarity	NPC227260
0.875	High Similarity	NPC477225
0.8736	High Similarity	NPC296734
0.8736	High Similarity	NPC470611
0.8723	High Similarity	NPC473287
0.871	High Similarity	NPC77717
0.871	High Similarity	NPC471373
0.871	High Similarity	NPC148593
0.871	High Similarity	NPC267238
0.871	High Similarity	NPC253611
0.8687	High Similarity	NPC54619
0.8681	High Similarity	NPC228059
0.8667	High Similarity	NPC161928
0.8667	High Similarity	NPC472396
0.8667	High Similarity	NPC210658
0.866	High Similarity	NPC80191
0.866	High Similarity	NPC310031
0.8646	High Similarity	NPC470030
0.8646	High Similarity	NPC20028
0.8617	High Similarity	NPC471425
0.8617	High Similarity	NPC471424
0.8617	High Similarity	NPC471429
0.8617	High Similarity	NPC189575
0.8617	High Similarity	NPC106701
0.8617	High Similarity	NPC205129
0.86	High Similarity	NPC51172
0.86	High Similarity	NPC475319
0.86	High Similarity	NPC202898
0.86	High Similarity	NPC49032
0.86	High Similarity	NPC125324
0.86	High Similarity	NPC92890
0.8571	High Similarity	NPC128475
0.8557	High Similarity	NPC477172
0.8556	High Similarity	NPC471240
0.8526	High Similarity	NPC156377
0.8515	High Similarity	NPC233433
0.8515	High Similarity	NPC220836
0.8515	High Similarity	NPC151134
0.8515	High Similarity	NPC94086

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 NPC291547 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	546
0.1-0.2	4641
0.2-0.3	2812
0.3-0.4	606
0.4-0.5	320
0.5-0.6	166
0.6-0.7	41
0.7-0.8	15
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9885	High Similarity	NPD8171	Discontinued
0.8866	High Similarity	NPD8170	Clinical (unspecified phase)
0.8506	High Similarity	NPD6928	Phase 2
0.7748	Intermediate Similarity	NPD8377	Approved
0.7748	Intermediate Similarity	NPD8294	Approved
0.7679	Intermediate Similarity	NPD8296	Approved
0.7679	Intermediate Similarity	NPD8335	Approved
0.7679	Intermediate Similarity	NPD8380	Approved
0.7679	Intermediate Similarity	NPD8379	Approved
0.7679	Intermediate Similarity	NPD8378	Approved
0.7523	Intermediate Similarity	NPD8133	Approved
0.7522	Intermediate Similarity	NPD8033	Approved
0.75	Intermediate Similarity	NPD7991	Discontinued
0.7257	Intermediate Similarity	NPD7327	Approved
0.7257	Intermediate Similarity	NPD7328	Approved
0.7193	Intermediate Similarity	NPD7516	Approved
0.7159	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD1811	Approved
0.7033	Intermediate Similarity	NPD1810	Approved
0.6847	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD7507	Approved
0.6818	Remote Similarity	NPD6412	Phase 2
0.678	Remote Similarity	NPD7503	Approved
0.6774	Remote Similarity	NPD8449	Approved
0.6724	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.672	Remote Similarity	NPD8450	Suspended
0.6703	Remote Similarity	NPD2686	Approved
0.6703	Remote Similarity	NPD2687	Approved
0.6703	Remote Similarity	NPD2254	Approved
0.6667	Remote Similarity	NPD7319	Approved
0.6638	Remote Similarity	NPD6940	Discontinued
0.6607	Remote Similarity	NPD8174	Phase 2
0.6585	Remote Similarity	NPD7736	Approved
0.6566	Remote Similarity	NPD3669	Approved
0.6566	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD6118	Approved
0.6562	Remote Similarity	NPD6115	Approved
0.6562	Remote Similarity	NPD6697	Approved
0.6562	Remote Similarity	NPD6114	Approved
0.6522	Remote Similarity	NPD4787	Phase 1
0.6522	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD6116	Phase 1
0.6446	Remote Similarity	NPD6370	Approved
0.6393	Remote Similarity	NPD8328	Phase 3
0.6371	Remote Similarity	NPD8293	Discontinued
0.6354	Remote Similarity	NPD6117	Approved
0.6281	Remote Similarity	NPD6054	Approved
0.6281	Remote Similarity	NPD6059	Approved
0.6222	Remote Similarity	NPD371	Approved
0.6146	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD6067	Discontinued
0.6105	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6105	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.61	Remote Similarity	NPD7525	Registered
0.6098	Remote Similarity	NPD6016	Approved
0.6098	Remote Similarity	NPD6015	Approved
0.6082	Remote Similarity	NPD3703	Phase 2
0.608	Remote Similarity	NPD7492	Approved
0.6075	Remote Similarity	NPD8034	Phase 2
0.6075	Remote Similarity	NPD8035	Phase 2
0.6067	Remote Similarity	NPD6123	Approved
0.6048	Remote Similarity	NPD5988	Approved
0.6034	Remote Similarity	NPD6686	Approved
0.6032	Remote Similarity	NPD6616	Approved
0.6014	Remote Similarity	NPD7625	Phase 1
0.6	Remote Similarity	NPD4244	Approved
0.6	Remote Similarity	NPD4245	Approved
0.5984	Remote Similarity	NPD7078	Approved
0.5929	Remote Similarity	NPD1700	Approved
0.5918	Remote Similarity	NPD3702	Approved
0.5913	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5913	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD3698	Phase 2
0.5895	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5893	Remote Similarity	NPD7638	Approved
0.5882	Remote Similarity	NPD1780	Approved
0.5882	Remote Similarity	NPD1779	Approved
0.5842	Remote Similarity	NPD7645	Phase 2
0.5841	Remote Similarity	NPD7639	Approved
0.5841	Remote Similarity	NPD7640	Approved
0.584	Remote Similarity	NPD8513	Phase 3
0.584	Remote Similarity	NPD8516	Approved
0.584	Remote Similarity	NPD8515	Approved
0.584	Remote Similarity	NPD8517	Approved
0.5833	Remote Similarity	NPD8297	Approved
0.5833	Remote Similarity	NPD6882	Approved
0.5814	Remote Similarity	NPD6033	Approved
0.581	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5795	Remote Similarity	NPD2267	Suspended
0.5773	Remote Similarity	NPD5777	Approved
0.5772	Remote Similarity	NPD6009	Approved
0.576	Remote Similarity	NPD6319	Approved
0.5755	Remote Similarity	NPD8308	Discontinued
0.5739	Remote Similarity	NPD7632	Discontinued
0.5701	Remote Similarity	NPD7524	Approved
0.5688	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5688	Remote Similarity	NPD6700	Approved
0.5678	Remote Similarity	NPD7646	Clinical (unspecified phase)
0.567	Remote Similarity	NPD4789	Approved
0.5656	Remote Similarity	NPD4632	Approved
0.5636	Remote Similarity	NPD6703	Approved
0.5636	Remote Similarity	NPD6702	Approved
0.5632	Remote Similarity	NPD887	Approved
0.5632	Remote Similarity	NPD892	Phase 3
0.5632	Remote Similarity	NPD890	Clinical (unspecified phase)
0.5632	Remote Similarity	NPD888	Phase 3
0.5632	Remote Similarity	NPD895	Approved
0.5632	Remote Similarity	NPD894	Approved
0.5632	Remote Similarity	NPD889	Approved
0.5632	Remote Similarity	NPD893	Approved
0.5632	Remote Similarity	NPD891	Phase 3
0.563	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.563	Remote Similarity	NPD7320	Approved
0.5625	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD5360	Phase 3

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