NPASS Compound

Structure

NPC472313 OpenBabel07101718192D 35 39 0 0 1 0 0 0 0 0999 V2000 -0.3364 3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3612 -1.2330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8138 2.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1638 0.7804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4837 1.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3497 -0.5286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2157 -0.0286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4152 -1.6113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4097 -1.5068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6176 1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2157 2.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7516 0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3497 2.4714 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 -1.7213 0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0303 -0.4898 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.8138 1.4714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4837 -0.0286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0085 -0.6977 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6176 -0.5286 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4837 0.9714 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2157 0.9714 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0817 2.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.0817 1.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7516 -0.0286 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3497 1.4714 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.9478 2.9714 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.6798 0.9714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9478 0.9714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 4 20 1 0 0 0 0 7 8 1 0 0 0 0 7 22 2 0 0 0 0 8 26 1 0 0 0 0 9 10 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 14 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 27 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 30 1 0 0 0 0 15 31 1 0 0 0 0 16 33 1 0 0 0 0 17 19 1 0 0 0 0 17 28 1 0 0 0 0 18 21 2 0 0 0 0 19 3 1 1 0 0 0 19 23 1 0 0 0 0 20 34 2 0 0 0 0 20 35 1 0 0 0 0 21 28 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 23 30 1 1 0 0 0 24 30 1 1 0 0 0 25 31 1 1 0 0 0 26 29 1 0 0 0 0 26 31 1 1 0 0 0 27 29 1 0 0 0 0 27 32 1 6 0 0 0 28 33 1 0 0 0 0 29 35 1 1 0 0 0 30 5 1 1 0 0 0 31 6 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	482.39
Volume:	533.614
LogP:	4.842
LogD:	5.732
LogS:	-5.436
# Rotatable Bonds:	5
TPSA:	64.35
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.372
Synthetic Accessibility Score:	5.169
Fsp3:	0.839
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-5.184
MDCK Permeability:	3.84984741685912e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.055
Human Intestinal Absorption (HIA):	0.043
20% Bioavailability (F20%):	0.945
30% Bioavailability (F30%):	0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003
Plasma Protein Binding (PPB):	92.80491638183594%
Volume Distribution (VD):	0.396
Pgp-substrate:	2.078256845474243%

ADMET: Metabolism

CYP1A2-inhibitor:	0.058
CYP1A2-substrate:	0.063
CYP2C19-inhibitor:	0.061
CYP2C19-substrate:	0.698
CYP2C9-inhibitor:	0.106
CYP2C9-substrate:	0.049
CYP2D6-inhibitor:	0.853
CYP2D6-substrate:	0.877
CYP3A4-inhibitor:	0.813
CYP3A4-substrate:	0.552

ADMET: Excretion

Clearance (CL):	2.891
Half-life (T1/2):	0.12

ADMET: Toxicity

hERG Blockers:	0.826
Human Hepatotoxicity (H-HT):	0.978
Drug-inuced Liver Injury (DILI):	0.341
AMES Toxicity:	0.001
Rat Oral Acute Toxicity:	0.47
Maximum Recommended Daily Dose:	0.298
Skin Sensitization:	0.183
Carcinogencity:	0.002
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.938

Download Data

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

Natural Product: NPC472313

Natural Product ID:	NPC472313
*Common Name:**	XBCZYRXTEDCLCS-AYWVUROSSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XBCZYRXTEDCLCS-AYWVUROSSA-N
Standard InCHI:	InChI=1S/C31H50N2O2/c1-18(2)21-13-16-33-28(21)17-19(3)23-9-10-24-22-7-8-26-29(35-20(4)34)27(32)12-15-31(26,6)25(22)11-14-30(23,24)5/h7,19,23-29,33H,8-17,32H2,1-6H3/t19-,23-,24+,25+,26+,27-,28?,29-,30-,31-/m1/s1
SMILES:	CC(=O)O[C@H]1[C@H](N)CC[C@]2([C@H]1CC=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CC1NCCC1=C(C)C)C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3358087
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO17725	Corticium niger	Species	Plakinidae	Eukaryota	n.a.	Philippine	n.a.	PMID[14695791]
NPO17725	Corticium niger	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[25338277]
NPO17725	Corticium niger	Species	Plakinidae	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
GI50	1

Activity Type	# Activity
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	2400.0	nM	PMID[486777]

☑ 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 NPC472313 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	93
0.1-0.2	845
0.2-0.3	11847
0.3-0.4	14692
0.4-0.5	9546
0.5-0.6	5258
0.6-0.7	369
0.7-0.8	37
0.8-0.85	3
0.85-0.9	3
0.9-0.95	1
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9806	High Similarity	NPC474452
0.9709	High Similarity	NPC474459
0.8972	High Similarity	NPC79238
0.8505	High Similarity	NPC233256
0.8505	High Similarity	NPC195841
0.8505	High Similarity	NPC86906
0.8037	Intermediate Similarity	NPC128698
0.8037	Intermediate Similarity	NPC239768
0.8036	Intermediate Similarity	NPC72753
0.7965	Intermediate Similarity	NPC66862
0.7895	Intermediate Similarity	NPC80834
0.7895	Intermediate Similarity	NPC469968
0.7857	Intermediate Similarity	NPC159367
0.7851	Intermediate Similarity	NPC237286
0.7788	Intermediate Similarity	NPC84171
0.7647	Intermediate Similarity	NPC35037
0.7525	Intermediate Similarity	NPC472312
0.7522	Intermediate Similarity	NPC36497
0.7434	Intermediate Similarity	NPC119329
0.7431	Intermediate Similarity	NPC476903
0.7426	Intermediate Similarity	NPC329782
0.7414	Intermediate Similarity	NPC63511
0.7395	Intermediate Similarity	NPC28280
0.7395	Intermediate Similarity	NPC304646
0.7364	Intermediate Similarity	NPC474164
0.7328	Intermediate Similarity	NPC95920
0.7328	Intermediate Similarity	NPC253645
0.7328	Intermediate Similarity	NPC147835
0.7328	Intermediate Similarity	NPC85001
0.7317	Intermediate Similarity	NPC472458
0.7308	Intermediate Similarity	NPC75810
0.7302	Intermediate Similarity	NPC478136
0.7257	Intermediate Similarity	NPC176012
0.7255	Intermediate Similarity	NPC118329
0.7255	Intermediate Similarity	NPC152039
0.7236	Intermediate Similarity	NPC242692
0.7232	Intermediate Similarity	NPC135799
0.7193	Intermediate Similarity	NPC474583
0.7177	Intermediate Similarity	NPC478138
0.7156	Intermediate Similarity	NPC93027
0.7155	Intermediate Similarity	NPC25340
0.7105	Intermediate Similarity	NPC471083
0.7087	Intermediate Similarity	NPC317654
0.7087	Intermediate Similarity	NPC96010
0.7069	Intermediate Similarity	NPC55462
0.7043	Intermediate Similarity	NPC241879
0.7037	Intermediate Similarity	NPC323156
0.7018	Intermediate Similarity	NPC118275
0.7009	Intermediate Similarity	NPC46981
0.7	Intermediate Similarity	NPC124358
0.7	Intermediate Similarity	NPC56796
0.6991	Remote Similarity	NPC91604
0.6967	Remote Similarity	NPC165396
0.6942	Remote Similarity	NPC478137
0.6923	Remote Similarity	NPC474122
0.6903	Remote Similarity	NPC140300
0.6897	Remote Similarity	NPC98765
0.6893	Remote Similarity	NPC153987
0.6893	Remote Similarity	NPC44083
0.6864	Remote Similarity	NPC476756
0.6864	Remote Similarity	NPC244982
0.686	Remote Similarity	NPC477291
0.6838	Remote Similarity	NPC212874
0.6829	Remote Similarity	NPC470538
0.6827	Remote Similarity	NPC12035
0.6814	Remote Similarity	NPC289140
0.681	Remote Similarity	NPC50815
0.681	Remote Similarity	NPC58200
0.6794	Remote Similarity	NPC478139
0.6792	Remote Similarity	NPC139206
0.6765	Remote Similarity	NPC7214
0.6759	Remote Similarity	NPC474970
0.6731	Remote Similarity	NPC211322
0.6698	Remote Similarity	NPC215474
0.6697	Remote Similarity	NPC43308
0.6697	Remote Similarity	NPC478104
0.6696	Remote Similarity	NPC470224
0.6695	Remote Similarity	NPC477001
0.6695	Remote Similarity	NPC477000
0.6694	Remote Similarity	NPC472359
0.6667	Remote Similarity	NPC470223
0.6667	Remote Similarity	NPC247060
0.6637	Remote Similarity	NPC476754
0.6636	Remote Similarity	NPC171639
0.6636	Remote Similarity	NPC28227
0.6636	Remote Similarity	NPC21667
0.6606	Remote Similarity	NPC286153
0.6579	Remote Similarity	NPC311164
0.6579	Remote Similarity	NPC272732
0.6574	Remote Similarity	NPC100391
0.6569	Remote Similarity	NPC287885
0.656	Remote Similarity	NPC476955
0.6555	Remote Similarity	NPC470596
0.6555	Remote Similarity	NPC475239
0.6544	Remote Similarity	NPC297058
0.6538	Remote Similarity	NPC296686
0.6522	Remote Similarity	NPC478140
0.6518	Remote Similarity	NPC471896
0.6514	Remote Similarity	NPC24733
0.6514	Remote Similarity	NPC147513
0.6496	Remote Similarity	NPC275686
0.6455	Remote Similarity	NPC264127
0.6455	Remote Similarity	NPC157479
0.6449	Remote Similarity	NPC290495
0.6449	Remote Similarity	NPC195334
0.6446	Remote Similarity	NPC169375
0.6441	Remote Similarity	NPC39473
0.6435	Remote Similarity	NPC470382
0.6435	Remote Similarity	NPC119225
0.6435	Remote Similarity	NPC471635
0.6435	Remote Similarity	NPC25033
0.6435	Remote Similarity	NPC476261
0.6429	Remote Similarity	NPC473647
0.6415	Remote Similarity	NPC305835
0.6415	Remote Similarity	NPC47808
0.6408	Remote Similarity	NPC476904
0.6404	Remote Similarity	NPC38232
0.6404	Remote Similarity	NPC476753
0.6404	Remote Similarity	NPC473678
0.6404	Remote Similarity	NPC476752
0.6396	Remote Similarity	NPC167877
0.6396	Remote Similarity	NPC142361
0.6396	Remote Similarity	NPC474684
0.6393	Remote Similarity	NPC470595
0.6389	Remote Similarity	NPC286786
0.6387	Remote Similarity	NPC476755
0.6373	Remote Similarity	NPC21773
0.6372	Remote Similarity	NPC111585
0.6372	Remote Similarity	NPC175628
0.6372	Remote Similarity	NPC148414
0.637	Remote Similarity	NPC15249
0.637	Remote Similarity	NPC25455
0.6364	Remote Similarity	NPC258130
0.6364	Remote Similarity	NPC230677
0.6355	Remote Similarity	NPC304194
0.6355	Remote Similarity	NPC206735
0.6355	Remote Similarity	NPC269791
0.6339	Remote Similarity	NPC97884
0.6339	Remote Similarity	NPC472220
0.6339	Remote Similarity	NPC474845
0.6339	Remote Similarity	NPC470612
0.6339	Remote Similarity	NPC470613
0.6333	Remote Similarity	NPC90538
0.633	Remote Similarity	NPC132386
0.6325	Remote Similarity	NPC4834
0.6325	Remote Similarity	NPC473537
0.6325	Remote Similarity	NPC240650
0.6324	Remote Similarity	NPC122819
0.6316	Remote Similarity	NPC26888
0.6316	Remote Similarity	NPC177641
0.6308	Remote Similarity	NPC470277
0.6308	Remote Similarity	NPC476504
0.6306	Remote Similarity	NPC470050
0.6306	Remote Similarity	NPC470051
0.6306	Remote Similarity	NPC195640
0.6303	Remote Similarity	NPC474348
0.6296	Remote Similarity	NPC201359
0.6296	Remote Similarity	NPC142163
0.6296	Remote Similarity	NPC108476
0.6293	Remote Similarity	NPC155985
0.6283	Remote Similarity	NPC177141
0.6283	Remote Similarity	NPC474889
0.6283	Remote Similarity	NPC472240
0.6283	Remote Similarity	NPC262858
0.6283	Remote Similarity	NPC474704
0.6283	Remote Similarity	NPC475921
0.6277	Remote Similarity	NPC147753
0.6277	Remote Similarity	NPC150057
0.6273	Remote Similarity	NPC96055
0.6271	Remote Similarity	NPC475249
0.6271	Remote Similarity	NPC252564
0.6262	Remote Similarity	NPC100906
0.625	Remote Similarity	NPC233836
0.625	Remote Similarity	NPC187376
0.625	Remote Similarity	NPC159046
0.625	Remote Similarity	NPC21035
0.6241	Remote Similarity	NPC265275
0.6241	Remote Similarity	NPC48886
0.6241	Remote Similarity	NPC94881
0.6239	Remote Similarity	NPC253115
0.6239	Remote Similarity	NPC304899
0.6239	Remote Similarity	NPC475178
0.6239	Remote Similarity	NPC88009
0.6239	Remote Similarity	NPC283277
0.6239	Remote Similarity	NPC322063
0.6239	Remote Similarity	NPC276103
0.6239	Remote Similarity	NPC307164
0.6239	Remote Similarity	NPC54248
0.623	Remote Similarity	NPC477292
0.6228	Remote Similarity	NPC473269
0.6228	Remote Similarity	NPC273199
0.6228	Remote Similarity	NPC302280
0.622	Remote Similarity	NPC135431
0.6218	Remote Similarity	NPC201712
0.6216	Remote Similarity	NPC474013
0.6216	Remote Similarity	NPC323765
0.6216	Remote Similarity	NPC191965
0.6214	Remote Similarity	NPC265789
0.621	Remote Similarity	NPC218602
0.6207	Remote Similarity	NPC159410

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 NPC472313 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	82
0.1-0.2	411
0.2-0.3	3054
0.3-0.4	4109
0.4-0.5	1127
0.5-0.6	320
0.6-0.7	42
0.7-0.8	5
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
0.7436	Intermediate Similarity	NPD7336	Phase 2
0.7436	Intermediate Similarity	NPD7335	Phase 2
0.7436	Intermediate Similarity	NPD7337	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD5349	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD7755	Approved
0.7107	Intermediate Similarity	NPD7754	Approved
0.686	Remote Similarity	NPD8078	Approved
0.686	Remote Similarity	NPD8077	Approved
0.6606	Remote Similarity	NPD8308	Discontinued
0.6471	Remote Similarity	NPD7912	Approved
0.6471	Remote Similarity	NPD7986	Approved
0.6471	Remote Similarity	NPD7987	Approved
0.6471	Remote Similarity	NPD7911	Approved
0.6434	Remote Similarity	NPD6909	Approved
0.6434	Remote Similarity	NPD6908	Approved
0.6364	Remote Similarity	NPD8040	Discontinued
0.6339	Remote Similarity	NPD6903	Approved
0.6325	Remote Similarity	NPD7920	Phase 3
0.6325	Remote Similarity	NPD7919	Phase 3
0.6324	Remote Similarity	NPD8449	Approved
0.6311	Remote Similarity	NPD7989	Approved
0.6311	Remote Similarity	NPD7646	Clinical (unspecified phase)
0.6311	Remote Similarity	NPD7990	Approved
0.6306	Remote Similarity	NPD5330	Approved
0.6306	Remote Similarity	NPD7521	Approved
0.6306	Remote Similarity	NPD7334	Approved
0.6306	Remote Similarity	NPD6684	Approved
0.6306	Remote Similarity	NPD7146	Approved
0.6306	Remote Similarity	NPD6409	Approved
0.6293	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD6051	Approved
0.6277	Remote Similarity	NPD8450	Suspended
0.6271	Remote Similarity	NPD8088	Phase 1
0.6195	Remote Similarity	NPD6672	Approved
0.6195	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6195	Remote Similarity	NPD5737	Approved
0.6121	Remote Similarity	NPD6399	Phase 3
0.609	Remote Similarity	NPD7122	Discontinued
0.6075	Remote Similarity	NPD8143	Approved
0.6075	Remote Similarity	NPD8144	Approved
0.6068	Remote Similarity	NPD5707	Approved
0.6068	Remote Similarity	NPD6001	Approved
0.6018	Remote Similarity	NPD6098	Approved
0.5983	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5968	Remote Similarity	NPD6008	Approved
0.5968	Remote Similarity	NPD6920	Discontinued
0.5942	Remote Similarity	NPD6914	Discontinued
0.5932	Remote Similarity	NPD5771	Approved
0.5912	Remote Similarity	NPD8336	Approved
0.5912	Remote Similarity	NPD8337	Approved
0.5909	Remote Similarity	NPD7517	Approved
0.5909	Remote Similarity	NPD7519	Approved
0.5909	Remote Similarity	NPD7518	Approved
0.5909	Remote Similarity	NPD7525	Registered
0.5905	Remote Similarity	NPD5365	Phase 2
0.5888	Remote Similarity	NPD6942	Approved
0.5888	Remote Similarity	NPD7339	Approved
0.5873	Remote Similarity	NPD6415	Discontinued
0.5873	Remote Similarity	NPD7320	Approved
0.5868	Remote Similarity	NPD7638	Approved
0.5862	Remote Similarity	NPD5328	Approved
0.5862	Remote Similarity	NPD6904	Approved
0.5862	Remote Similarity	NPD6080	Approved
0.5862	Remote Similarity	NPD6673	Approved
0.5841	Remote Similarity	NPD4786	Approved
0.584	Remote Similarity	NPD6402	Approved
0.584	Remote Similarity	NPD5739	Approved
0.584	Remote Similarity	NPD6675	Approved
0.584	Remote Similarity	NPD7128	Approved
0.582	Remote Similarity	NPD7640	Approved
0.582	Remote Similarity	NPD7639	Approved
0.5812	Remote Similarity	NPD5207	Approved
0.5798	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5798	Remote Similarity	NPD7748	Approved
0.5798	Remote Similarity	NPD7900	Approved
0.5789	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5785	Remote Similarity	NPD6083	Phase 2
0.5785	Remote Similarity	NPD6084	Phase 2
0.5776	Remote Similarity	NPD5208	Approved
0.5769	Remote Similarity	NPD8298	Phase 2
0.5763	Remote Similarity	NPD8034	Phase 2
0.5763	Remote Similarity	NPD6079	Approved
0.5763	Remote Similarity	NPD8035	Phase 2
0.5748	Remote Similarity	NPD6881	Approved
0.5748	Remote Similarity	NPD6899	Approved
0.5745	Remote Similarity	NPD8338	Approved
0.5739	Remote Similarity	NPD3618	Phase 1
0.5714	Remote Similarity	NPD7751	Phase 1
0.5714	Remote Similarity	NPD7333	Discontinued
0.5703	Remote Similarity	NPD6372	Approved
0.5703	Remote Similarity	NPD6373	Approved
0.5691	Remote Similarity	NPD8418	Phase 2
0.5688	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD7645	Phase 2
0.5669	Remote Similarity	NPD5697	Approved
0.5669	Remote Similarity	NPD5701	Approved
0.5664	Remote Similarity	NPD3667	Approved
0.5659	Remote Similarity	NPD6883	Approved
0.5659	Remote Similarity	NPD7290	Approved
0.5659	Remote Similarity	NPD7102	Approved
0.5656	Remote Similarity	NPD7902	Approved
0.5655	Remote Similarity	NPD6334	Approved
0.5655	Remote Similarity	NPD6333	Approved
0.5634	Remote Similarity	NPD6845	Suspended
0.563	Remote Similarity	NPD7148	Clinical (unspecified phase)
0.563	Remote Similarity	NPD5693	Phase 1
0.563	Remote Similarity	NPD7515	Phase 2
0.563	Remote Similarity	NPD7147	Phase 3
0.563	Remote Similarity	NPD6050	Approved
0.5625	Remote Similarity	NPD6011	Approved
0.562	Remote Similarity	NPD5695	Phase 3
0.5615	Remote Similarity	NPD8130	Phase 1
0.5615	Remote Similarity	NPD6650	Approved
0.5615	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD6869	Approved
0.5615	Remote Similarity	NPD6847	Approved
0.5615	Remote Similarity	NPD6617	Approved
0.5615	Remote Similarity	NPD6649	Approved
0.561	Remote Similarity	NPD5696	Approved
0.5607	Remote Similarity	NPD4243	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