NPASS Compound

Structure

NPC280782 OpenBabel07101718292D 40 43 0 0 1 0 0 0 0 0999 V2000 2.7036 3.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0042 4.1586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2037 3.1805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -1.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 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 -2.0032 1.9292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3872 1.7953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0563 2.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3946 4.0247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5909 2.0032 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 -0.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7473 3.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0637 4.7679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9000 2.9543 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 0.9511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4164 4.2327 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 28 1 0 0 0 0 6 29 1 0 0 0 0 10 11 1 0 0 0 0 10 18 2 0 0 0 0 11 22 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 27 1 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 15 29 1 0 0 0 0 16 24 1 0 0 0 0 16 30 1 0 0 0 0 17 33 2 0 0 0 0 17 40 1 0 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 19 31 1 6 0 0 0 20 26 1 0 0 0 0 20 34 1 6 0 0 0 21 25 1 0 0 0 0 21 35 1 1 0 0 0 22 29 1 1 0 0 0 22 31 1 0 0 0 0 23 32 1 0 0 0 0 23 36 2 0 0 0 0 24 31 1 0 0 0 0 24 37 2 0 0 0 0 25 30 1 6 0 0 0 25 32 1 0 0 0 0 26 28 1 0 0 0 0 26 38 1 1 0 0 0 27 40 1 0 0 0 0 29 30 1 1 0 0 0 30 7 1 6 0 0 0 31 8 1 6 0 0 0 32 9 1 6 0 0 0 32 39 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	562.35
Volume:	587.578
LogP:	3.311
LogD:	3.136
LogS:	-4.475
# Rotatable Bonds:	7
TPSA:	141.36
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.285
Synthetic Accessibility Score:	5.427
Fsp3:	0.844
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.996
MDCK Permeability:	1.3942893929197453e-05
Pgp-inhibitor:	0.989
Pgp-substrate:	0.046
Human Intestinal Absorption (HIA):	0.029
20% Bioavailability (F20%):	0.632
30% Bioavailability (F30%):	0.815

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.817
Plasma Protein Binding (PPB):	73.0634536743164%
Volume Distribution (VD):	0.504
Pgp-substrate:	19.764251708984375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.004
CYP1A2-substrate:	0.115
CYP2C19-inhibitor:	0.017
CYP2C19-substrate:	0.795
CYP2C9-inhibitor:	0.034
CYP2C9-substrate:	0.33
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.083
CYP3A4-inhibitor:	0.721
CYP3A4-substrate:	0.444

ADMET: Excretion

Clearance (CL):	5.273
Half-life (T1/2):	0.78

ADMET: Toxicity

hERG Blockers:	0.02
Human Hepatotoxicity (H-HT):	0.129
Drug-inuced Liver Injury (DILI):	0.082
AMES Toxicity:	0.033
Rat Oral Acute Toxicity:	0.651
Maximum Recommended Daily Dose:	0.904
Skin Sensitization:	0.101
Carcinogencity:	0.804
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.629

Download Data

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

Natural Product: NPC280782

Natural Product ID:	NPC280782
*Common Name:**	Hemslecin A
IUPAC Name:	[(6R)-6-hydroxy-2-methyl-5-oxo-6-[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-2,3,16-trihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate
Synonyms:	Hemslecin A
Standard InCHIKey:	LKYNAQSYQLFTCM-GYXNDICUSA-N
Standard InCHI:	InChI=1S/C32H50O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,19-22,25-26,34-35,38-39H,11-16H2,1-9H3/t19-,20+,21-,22+,25+,26-,29+,30-,31+,32+/m1/s1
SMILES:	CC(=O)OC(C)(C)CCC(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@@H]([C@H](C4(C)C)O)O)[C@]3(C)C(=O)C[C@]12C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2332392
PubChem CID:	181183
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001686] Cucurbitacins

*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
NPO33474	hemsleya penxianensis	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24717151]

☑ 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	6
Others	4

Activity Type	# Activity
Cell Line	2
NON-MOLECULAR	1
Organism	3
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT323	Cell Line	SW-620	Homo sapiens	IC50	=	1.11	ug.mL-1	PMID[543713]
NPT407	Cell Line	COLO 205	Homo sapiens	IC50	=	1.09	ug.mL-1	PMID[543713]
NPT2	Others	Unspecified		Ratio CC50/IC50	=	5.8	n.a.	PMID[543712]
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	=	11200.0	nM	PMID[543712]
NPT2	Others	Unspecified		Ratio CC50/IC50	<	1.0	n.a.	PMID[543712]
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	66200.0	nM	PMID[543712]
NPT27	Others	Unspecified		CC50	=	66200.0	nM	PMID[543712]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	11.53	ug.mL-1	PMID[543713]

☑ 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 NPC280782 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	227
0.1-0.2	1381
0.2-0.3	4520
0.3-0.4	8862
0.4-0.5	12039
0.5-0.6	6111
0.6-0.7	5481
0.7-0.8	3599
0.8-0.85	384
0.85-0.9	84
0.9-0.95	8
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9417	High Similarity	NPC196528
0.9223	High Similarity	NPC191892
0.9143	High Similarity	NPC165873
0.9091	High Similarity	NPC471854
0.9057	High Similarity	NPC94529
0.9027	High Similarity	NPC222688
0.9018	High Similarity	NPC471406
0.9009	High Similarity	NPC311554
0.9009	High Similarity	NPC257457
0.8991	High Similarity	NPC962
0.8991	High Similarity	NPC202889
0.8868	High Similarity	NPC278628
0.8868	High Similarity	NPC231530
0.886	High Similarity	NPC65858
0.885	High Similarity	NPC109973
0.8829	High Similarity	NPC266728
0.8829	High Similarity	NPC49492
0.8829	High Similarity	NPC270958
0.8818	High Similarity	NPC194100
0.8818	High Similarity	NPC250109
0.8796	High Similarity	NPC304495
0.8785	High Similarity	NPC59530
0.8783	High Similarity	NPC135038
0.8783	High Similarity	NPC43252
0.8774	High Similarity	NPC471293
0.8774	High Similarity	NPC29705
0.8762	High Similarity	NPC473928
0.8727	High Similarity	NPC71348
0.8707	High Similarity	NPC473255
0.8692	High Similarity	NPC475571
0.8679	High Similarity	NPC140723
0.8679	High Similarity	NPC117185
0.8673	High Similarity	NPC118638
0.8661	High Similarity	NPC328374
0.8661	High Similarity	NPC148458
0.8661	High Similarity	NPC251236
0.8661	High Similarity	NPC96312
0.8661	High Similarity	NPC40632
0.8654	High Similarity	NPC477854
0.8649	High Similarity	NPC52634
0.8649	High Similarity	NPC49451
0.8649	High Similarity	NPC108721
0.8649	High Similarity	NPC73300
0.8641	High Similarity	NPC49371
0.8636	High Similarity	NPC43775
0.8621	High Similarity	NPC267822
0.8611	High Similarity	NPC144854
0.8611	High Similarity	NPC3316
0.8609	High Similarity	NPC470921
0.8596	High Similarity	NPC475041
0.8585	High Similarity	NPC22388
0.8585	High Similarity	NPC477054
0.8584	High Similarity	NPC239273
0.8583	High Similarity	NPC471855
0.8583	High Similarity	NPC473519
0.8583	High Similarity	NPC473805
0.8571	High Similarity	NPC83709
0.8571	High Similarity	NPC473798
0.8571	High Similarity	NPC167974
0.8559	High Similarity	NPC470882
0.8559	High Similarity	NPC475524
0.8559	High Similarity	NPC474516
0.8559	High Similarity	NPC100267
0.8559	High Similarity	NPC170487
0.8547	High Similarity	NPC169818
0.8545	High Similarity	NPC76084
0.8545	High Similarity	NPC197428
0.8544	High Similarity	NPC469599
0.8534	High Similarity	NPC269642
0.8532	High Similarity	NPC154608
0.8532	High Similarity	NPC192813
0.8532	High Similarity	NPC472219
0.8532	High Similarity	NPC293850
0.8532	High Similarity	NPC472217
0.8532	High Similarity	NPC472218
0.8532	High Similarity	NPC277017
0.8532	High Similarity	NPC258323
0.8519	High Similarity	NPC475494
0.8519	High Similarity	NPC149047
0.8512	High Similarity	NPC102015
0.8496	Intermediate Similarity	NPC474734
0.8496	Intermediate Similarity	NPC235539
0.8496	Intermediate Similarity	NPC134869
0.8496	Intermediate Similarity	NPC152199
0.8491	Intermediate Similarity	NPC477052
0.8491	Intermediate Similarity	NPC477051
0.8491	Intermediate Similarity	NPC477053
0.8482	Intermediate Similarity	NPC317210
0.8476	Intermediate Similarity	NPC119036
0.8468	Intermediate Similarity	NPC214797
0.8468	Intermediate Similarity	NPC472003
0.8468	Intermediate Similarity	NPC118860
0.8468	Intermediate Similarity	NPC231589
0.8462	Intermediate Similarity	NPC477853
0.8462	Intermediate Similarity	NPC42042
0.8462	Intermediate Similarity	NPC173272
0.8455	Intermediate Similarity	NPC11710
0.8455	Intermediate Similarity	NPC141350
0.8455	Intermediate Similarity	NPC258543
0.8455	Intermediate Similarity	NPC214644
0.8455	Intermediate Similarity	NPC241927
0.844	Intermediate Similarity	NPC44063
0.844	Intermediate Similarity	NPC220229
0.844	Intermediate Similarity	NPC83744
0.844	Intermediate Similarity	NPC475060
0.844	Intermediate Similarity	NPC477916
0.8435	Intermediate Similarity	NPC472933
0.8426	Intermediate Similarity	NPC204833
0.8426	Intermediate Similarity	NPC209502
0.8426	Intermediate Similarity	NPC47281
0.8426	Intermediate Similarity	NPC475036
0.8426	Intermediate Similarity	NPC137657
0.8426	Intermediate Similarity	NPC477812
0.8421	Intermediate Similarity	NPC97908
0.8421	Intermediate Similarity	NPC470854
0.8421	Intermediate Similarity	NPC122033
0.8421	Intermediate Similarity	NPC473590
0.8421	Intermediate Similarity	NPC474654
0.8421	Intermediate Similarity	NPC287343
0.8417	Intermediate Similarity	NPC471407
0.8411	Intermediate Similarity	NPC473788
0.8411	Intermediate Similarity	NPC475558
0.8407	Intermediate Similarity	NPC326542
0.8407	Intermediate Similarity	NPC18547
0.8407	Intermediate Similarity	NPC243354
0.8407	Intermediate Similarity	NPC474906
0.8403	Intermediate Similarity	NPC473265
0.8396	Intermediate Similarity	NPC316964
0.8396	Intermediate Similarity	NPC218383
0.8396	Intermediate Similarity	NPC208358
0.8396	Intermediate Similarity	NPC15390
0.8393	Intermediate Similarity	NPC207251
0.8393	Intermediate Similarity	NPC289312
0.8393	Intermediate Similarity	NPC11252
0.8393	Intermediate Similarity	NPC152117
0.8393	Intermediate Similarity	NPC130427
0.8393	Intermediate Similarity	NPC234042
0.8381	Intermediate Similarity	NPC475032
0.8381	Intermediate Similarity	NPC475033
0.8378	Intermediate Similarity	NPC5284
0.8376	Intermediate Similarity	NPC28532
0.8365	Intermediate Similarity	NPC279974
0.8365	Intermediate Similarity	NPC48330
0.8364	Intermediate Similarity	NPC217201
0.8364	Intermediate Similarity	NPC329417
0.8362	Intermediate Similarity	NPC476961
0.8349	Intermediate Similarity	NPC49958
0.8349	Intermediate Similarity	NPC152695
0.8349	Intermediate Similarity	NPC476027
0.8349	Intermediate Similarity	NPC171137
0.8349	Intermediate Similarity	NPC202167
0.8349	Intermediate Similarity	NPC85829
0.8349	Intermediate Similarity	NPC102352
0.8349	Intermediate Similarity	NPC97202
0.8349	Intermediate Similarity	NPC302607
0.8349	Intermediate Similarity	NPC48733
0.8349	Intermediate Similarity	NPC150531
0.8349	Intermediate Similarity	NPC50535
0.8349	Intermediate Similarity	NPC50692
0.8349	Intermediate Similarity	NPC319077
0.8349	Intermediate Similarity	NPC260268
0.8349	Intermediate Similarity	NPC28791
0.8349	Intermediate Similarity	NPC296945
0.8349	Intermediate Similarity	NPC214264
0.8348	Intermediate Similarity	NPC297179
0.8348	Intermediate Similarity	NPC17772
0.8333	Intermediate Similarity	NPC259306
0.8333	Intermediate Similarity	NPC470628
0.8333	Intermediate Similarity	NPC474046
0.8333	Intermediate Similarity	NPC179626
0.8333	Intermediate Similarity	NPC207217
0.8333	Intermediate Similarity	NPC55954
0.8333	Intermediate Similarity	NPC218513
0.8333	Intermediate Similarity	NPC196931
0.8319	Intermediate Similarity	NPC47113
0.8319	Intermediate Similarity	NPC7921
0.8319	Intermediate Similarity	NPC15095
0.8319	Intermediate Similarity	NPC208998
0.8319	Intermediate Similarity	NPC472926
0.8319	Intermediate Similarity	NPC174367
0.8318	Intermediate Similarity	NPC155974
0.8304	Intermediate Similarity	NPC285410
0.8304	Intermediate Similarity	NPC201992
0.8304	Intermediate Similarity	NPC146945
0.8304	Intermediate Similarity	NPC171888
0.8304	Intermediate Similarity	NPC470281
0.8304	Intermediate Similarity	NPC263827
0.8304	Intermediate Similarity	NPC250481
0.8288	Intermediate Similarity	NPC284828
0.8288	Intermediate Similarity	NPC310546
0.8288	Intermediate Similarity	NPC5475
0.8288	Intermediate Similarity	NPC173905
0.8288	Intermediate Similarity	NPC472216
0.8288	Intermediate Similarity	NPC170221
0.8288	Intermediate Similarity	NPC118225
0.8288	Intermediate Similarity	NPC10064
0.8288	Intermediate Similarity	NPC218853
0.8288	Intermediate Similarity	NPC2766
0.8276	Intermediate Similarity	NPC473203
0.8273	Intermediate Similarity	NPC220974

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 NPC280782 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	195
0.1-0.2	1664
0.2-0.3	3927
0.3-0.4	2163
0.4-0.5	667
0.5-0.6	211
0.6-0.7	165
0.7-0.8	110
0.8-0.85	33
0.85-0.9	15
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8796	High Similarity	NPD6373	Approved
0.8796	High Similarity	NPD6372	Approved
0.8727	High Similarity	NPD8297	Approved
0.8692	High Similarity	NPD6675	Approved
0.8692	High Similarity	NPD5739	Approved
0.8692	High Similarity	NPD7128	Approved
0.8692	High Similarity	NPD6402	Approved
0.8636	High Similarity	NPD6650	Approved
0.8636	High Similarity	NPD6649	Approved
0.8532	High Similarity	NPD6881	Approved
0.8532	High Similarity	NPD6899	Approved
0.8532	High Similarity	NPD7320	Approved
0.8522	High Similarity	NPD6319	Approved
0.8482	Intermediate Similarity	NPD4632	Approved
0.8468	Intermediate Similarity	NPD8130	Phase 1
0.844	Intermediate Similarity	NPD5697	Approved
0.844	Intermediate Similarity	NPD5701	Approved
0.8393	Intermediate Similarity	NPD6882	Approved
0.8378	Intermediate Similarity	NPD7290	Approved
0.8378	Intermediate Similarity	NPD6883	Approved
0.8378	Intermediate Similarity	NPD7102	Approved
0.8304	Intermediate Similarity	NPD6847	Approved
0.8304	Intermediate Similarity	NPD6869	Approved
0.8304	Intermediate Similarity	NPD6617	Approved
0.8288	Intermediate Similarity	NPD6012	Approved
0.8288	Intermediate Similarity	NPD6014	Approved
0.8288	Intermediate Similarity	NPD6013	Approved
0.8208	Intermediate Similarity	NPD4755	Approved
0.8208	Intermediate Similarity	NPD6084	Phase 2
0.8208	Intermediate Similarity	NPD6083	Phase 2
0.8198	Intermediate Similarity	NPD6011	Approved
0.8182	Intermediate Similarity	NPD6008	Approved
0.8142	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.8103	Intermediate Similarity	NPD6009	Approved
0.8099	Intermediate Similarity	NPD8293	Discontinued
0.8083	Intermediate Similarity	NPD7492	Approved
0.8056	Intermediate Similarity	NPD5285	Approved
0.8056	Intermediate Similarity	NPD5286	Approved
0.8056	Intermediate Similarity	NPD4700	Approved
0.8056	Intermediate Similarity	NPD4696	Approved
0.8053	Intermediate Similarity	NPD4634	Approved
0.8051	Intermediate Similarity	NPD6059	Approved
0.8051	Intermediate Similarity	NPD6054	Approved
0.8033	Intermediate Similarity	NPD7736	Approved
0.8017	Intermediate Similarity	NPD6616	Approved
0.8	Intermediate Similarity	NPD7604	Phase 2
0.8	Intermediate Similarity	NPD6399	Phase 3
0.7983	Intermediate Similarity	NPD5983	Phase 2
0.7963	Intermediate Similarity	NPD5696	Approved
0.7951	Intermediate Similarity	NPD7078	Approved
0.7917	Intermediate Similarity	NPD6370	Approved
0.7909	Intermediate Similarity	NPD5225	Approved
0.7909	Intermediate Similarity	NPD4633	Approved
0.7909	Intermediate Similarity	NPD5211	Phase 2
0.7909	Intermediate Similarity	NPD5224	Approved
0.7909	Intermediate Similarity	NPD5226	Approved
0.7869	Intermediate Similarity	NPD6336	Discontinued
0.7863	Intermediate Similarity	NPD6274	Approved
0.7857	Intermediate Similarity	NPD4768	Approved
0.7857	Intermediate Similarity	NPD4767	Approved
0.785	Intermediate Similarity	NPD5695	Phase 3
0.7838	Intermediate Similarity	NPD5175	Approved
0.7838	Intermediate Similarity	NPD5174	Approved
0.7833	Intermediate Similarity	NPD6015	Approved
0.7833	Intermediate Similarity	NPD6016	Approved
0.7818	Intermediate Similarity	NPD5223	Approved
0.7815	Intermediate Similarity	NPD7101	Approved
0.7815	Intermediate Similarity	NPD7100	Approved
0.7778	Intermediate Similarity	NPD4697	Phase 3
0.7769	Intermediate Similarity	NPD5988	Approved
0.7768	Intermediate Similarity	NPD5141	Approved
0.7731	Intermediate Similarity	NPD6335	Approved
0.7724	Intermediate Similarity	NPD7507	Approved
0.7719	Intermediate Similarity	NPD4730	Approved
0.7719	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7719	Intermediate Similarity	NPD4729	Approved
0.7714	Intermediate Similarity	NPD5328	Approved
0.7714	Intermediate Similarity	NPD4753	Phase 2
0.7705	Intermediate Similarity	NPD8328	Phase 3
0.7686	Intermediate Similarity	NPD6908	Approved
0.7686	Intermediate Similarity	NPD6909	Approved
0.7679	Intermediate Similarity	NPD4754	Approved
0.7652	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD7115	Discovery
0.7647	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD6317	Approved
0.7636	Intermediate Similarity	NPD7638	Approved
0.7632	Intermediate Similarity	NPD6412	Phase 2
0.7615	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7615	Intermediate Similarity	NPD5221	Approved
0.7615	Intermediate Similarity	NPD5222	Approved
0.7596	Intermediate Similarity	NPD6098	Approved
0.7586	Intermediate Similarity	NPD5248	Approved
0.7586	Intermediate Similarity	NPD5247	Approved
0.7586	Intermediate Similarity	NPD5251	Approved
0.7586	Intermediate Similarity	NPD5249	Phase 3
0.7586	Intermediate Similarity	NPD5250	Approved
0.7583	Intermediate Similarity	NPD6314	Approved
0.7583	Intermediate Similarity	NPD6313	Approved
0.7573	Intermediate Similarity	NPD4786	Approved
0.757	Intermediate Similarity	NPD6079	Approved
0.7568	Intermediate Similarity	NPD7640	Approved
0.7568	Intermediate Similarity	NPD7639	Approved
0.7565	Intermediate Similarity	NPD5128	Approved
0.7547	Intermediate Similarity	NPD6904	Approved
0.7547	Intermediate Similarity	NPD6080	Approved
0.7547	Intermediate Similarity	NPD6673	Approved
0.7545	Intermediate Similarity	NPD5173	Approved
0.7541	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.754	Intermediate Similarity	NPD7319	Approved
0.7523	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7523	Intermediate Similarity	NPD5210	Approved
0.7523	Intermediate Similarity	NPD4629	Approved
0.75	Intermediate Similarity	NPD4202	Approved
0.746	Intermediate Similarity	NPD6033	Approved
0.7453	Intermediate Similarity	NPD6672	Approved
0.7453	Intermediate Similarity	NPD5737	Approved
0.7431	Intermediate Similarity	NPD7748	Approved
0.7429	Intermediate Similarity	NPD5330	Approved
0.7429	Intermediate Similarity	NPD6409	Approved
0.7429	Intermediate Similarity	NPD6684	Approved
0.7429	Intermediate Similarity	NPD3618	Phase 1
0.7429	Intermediate Similarity	NPD7334	Approved
0.7429	Intermediate Similarity	NPD7146	Approved
0.7429	Intermediate Similarity	NPD7521	Approved
0.7417	Intermediate Similarity	NPD6868	Approved
0.7407	Intermediate Similarity	NPD8035	Phase 2
0.7407	Intermediate Similarity	NPD8034	Phase 2
0.7387	Intermediate Similarity	NPD7902	Approved
0.7379	Intermediate Similarity	NPD3667	Approved
0.7373	Intermediate Similarity	NPD5217	Approved
0.7373	Intermediate Similarity	NPD5215	Approved
0.7373	Intermediate Similarity	NPD5216	Approved
0.7333	Intermediate Similarity	NPD5329	Approved
0.7311	Intermediate Similarity	NPD6053	Discontinued
0.729	Intermediate Similarity	NPD6903	Approved
0.729	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD5169	Approved
0.7288	Intermediate Similarity	NPD5135	Approved
0.7258	Intermediate Similarity	NPD8033	Approved
0.725	Intermediate Similarity	NPD8133	Approved
0.7248	Intermediate Similarity	NPD7515	Phase 2
0.7248	Intermediate Similarity	NPD6050	Approved
0.7248	Intermediate Similarity	NPD5693	Phase 1
0.7238	Intermediate Similarity	NPD3666	Approved
0.7238	Intermediate Similarity	NPD3133	Approved
0.7238	Intermediate Similarity	NPD3665	Phase 1
0.7238	Intermediate Similarity	NPD4197	Approved
0.7236	Intermediate Similarity	NPD7516	Approved
0.7227	Intermediate Similarity	NPD5127	Approved
0.7203	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD8377	Approved
0.7177	Intermediate Similarity	NPD8294	Approved
0.717	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD5692	Phase 3
0.7154	Intermediate Similarity	NPD7328	Approved
0.7154	Intermediate Similarity	NPD7327	Approved
0.7143	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD8380	Approved
0.712	Intermediate Similarity	NPD8379	Approved
0.712	Intermediate Similarity	NPD6921	Approved
0.712	Intermediate Similarity	NPD8335	Approved
0.712	Intermediate Similarity	NPD8378	Approved
0.712	Intermediate Similarity	NPD8296	Approved
0.7117	Intermediate Similarity	NPD6001	Approved
0.7117	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD7900	Approved
0.7091	Intermediate Similarity	NPD6411	Approved
0.7091	Intermediate Similarity	NPD5281	Approved
0.7091	Intermediate Similarity	NPD5284	Approved
0.7091	Intermediate Similarity	NPD5694	Approved
0.7049	Intermediate Similarity	NPD5167	Approved
0.7048	Intermediate Similarity	NPD4223	Phase 3
0.7048	Intermediate Similarity	NPD4221	Approved
0.6984	Remote Similarity	NPD7503	Approved
0.6983	Remote Similarity	NPD7632	Discontinued
0.6975	Remote Similarity	NPD6686	Approved
0.6975	Remote Similarity	NPD5168	Approved
0.6972	Remote Similarity	NPD5208	Approved
0.6944	Remote Similarity	NPD5279	Phase 3
0.6944	Remote Similarity	NPD5280	Approved
0.6944	Remote Similarity	NPD4694	Approved
0.6944	Remote Similarity	NPD5690	Phase 2
0.6944	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD3668	Phase 3
0.6909	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD6101	Approved
0.6891	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD6435	Approved
0.6881	Remote Similarity	NPD3573	Approved
0.6881	Remote Similarity	NPD7524	Approved
0.6875	Remote Similarity	NPD5779	Approved
0.6875	Remote Similarity	NPD6067	Discontinued
0.6875	Remote Similarity	NPD5778	Approved
0.687	Remote Similarity	NPD4225	Approved
0.6864	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD7525	Registered
0.685	Remote Similarity	NPD8515	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