NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	250.16
Volume:	263.425
LogP:	1.824
LogD:	1.291
LogS:	-2.5
# Rotatable Bonds:	1
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.703
Synthetic Accessibility Score:	4.814
Fsp3:	0.8
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:	-5.674
MDCK Permeability:	1.0209962056251243e-05
Pgp-inhibitor:	0.007
Pgp-substrate:	0.082
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.236
Plasma Protein Binding (PPB):	77.66881561279297%
Volume Distribution (VD):	0.742
Pgp-substrate:	20.97978973388672%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.81
CYP2C19-inhibitor:	0.022
CYP2C19-substrate:	0.827
CYP2C9-inhibitor:	0.041
CYP2C9-substrate:	0.193
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.112
CYP3A4-inhibitor:	0.139
CYP3A4-substrate:	0.458

ADMET: Excretion

Clearance (CL):	1.216
Half-life (T1/2):	0.38

ADMET: Toxicity

hERG Blockers:	0.008
Human Hepatotoxicity (H-HT):	0.552
Drug-inuced Liver Injury (DILI):	0.143
AMES Toxicity:	0.026
Rat Oral Acute Toxicity:	0.087
Maximum Recommended Daily Dose:	0.562
Skin Sensitization:	0.136
Carcinogencity:	0.761
Eye Corrosion:	0.587
Eye Irritation:	0.17
Respiratory Toxicity:	0.861

Download Data

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

Natural Product: NPC137547

Natural Product ID:	NPC137547
*Common Name:**	PQUVTIVCCBHWFH-HJPIBITLSA-N
IUPAC Name:	n.a.
Synonyms:	(+)-Sterpuric Acid
Standard InCHIKey:	PQUVTIVCCBHWFH-HJPIBITLSA-N
Standard InCHI:	InChI=1S/C15H22O3/c1-9-11-8-13(2,12(16)17)6-10(11)7-14(3)4-5-15(9,14)18/h10,18H,4-8H2,1-3H3,(H,16,17)/t10-,13-,14-,15-/m0/s1
SMILES:	OC(=O)[C@@]1(C)C[C@@H]2C(=C(C)[C@@]3([C@@](C2)(C)CC3)O)C1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2071322
PubChem CID:	14108443
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO33354	phlebia uda	Species	Meruliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22746380]

☑ 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
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	160000.0	nM	PMID[510305]

☑ 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 NPC137547 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	166
0.1-0.2	1584
0.2-0.3	9789
0.3-0.4	15213
0.4-0.5	7707
0.5-0.6	6401
0.6-0.7	1719
0.7-0.8	116
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8101	Intermediate Similarity	NPC179028
0.8072	Intermediate Similarity	NPC269638
0.8049	Intermediate Similarity	NPC310470
0.8	Intermediate Similarity	NPC477371
0.7952	Intermediate Similarity	NPC164577
0.7952	Intermediate Similarity	NPC165064
0.7949	Intermediate Similarity	NPC476795
0.7907	Intermediate Similarity	NPC214387
0.7882	Intermediate Similarity	NPC136948
0.7882	Intermediate Similarity	NPC128644
0.7831	Intermediate Similarity	NPC97913
0.7831	Intermediate Similarity	NPC477373
0.7816	Intermediate Similarity	NPC477149
0.7816	Intermediate Similarity	NPC469400
0.7816	Intermediate Similarity	NPC477147
0.7805	Intermediate Similarity	NPC147066
0.7805	Intermediate Similarity	NPC201912
0.7805	Intermediate Similarity	NPC477372
0.7805	Intermediate Similarity	NPC38350
0.7791	Intermediate Similarity	NPC117122
0.7791	Intermediate Similarity	NPC249889
0.7791	Intermediate Similarity	NPC193843
0.7765	Intermediate Similarity	NPC472869
0.7765	Intermediate Similarity	NPC239685
0.775	Intermediate Similarity	NPC97377
0.7738	Intermediate Similarity	NPC472865
0.7727	Intermediate Similarity	NPC107690
0.7722	Intermediate Similarity	NPC39362
0.7711	Intermediate Similarity	NPC133391
0.7711	Intermediate Similarity	NPC260956
0.7701	Intermediate Similarity	NPC262043
0.7701	Intermediate Similarity	NPC155479
0.7701	Intermediate Similarity	NPC310236
0.7692	Intermediate Similarity	NPC35656
0.7674	Intermediate Similarity	NPC171722
0.7654	Intermediate Similarity	NPC321514
0.7654	Intermediate Similarity	NPC169095
0.7647	Intermediate Similarity	NPC52628
0.764	Intermediate Similarity	NPC470254
0.7619	Intermediate Similarity	NPC477852
0.7619	Intermediate Similarity	NPC83569
0.7619	Intermediate Similarity	NPC49019
0.7619	Intermediate Similarity	NPC69279
0.7595	Intermediate Similarity	NPC301065
0.7595	Intermediate Similarity	NPC206875
0.7586	Intermediate Similarity	NPC472870
0.7586	Intermediate Similarity	NPC48107
0.7564	Intermediate Similarity	NPC144627
0.7564	Intermediate Similarity	NPC160817
0.7561	Intermediate Similarity	NPC274996
0.7561	Intermediate Similarity	NPC231431
0.7561	Intermediate Similarity	NPC196827
0.7561	Intermediate Similarity	NPC158846
0.7558	Intermediate Similarity	NPC28252
0.7558	Intermediate Similarity	NPC186975
0.7558	Intermediate Similarity	NPC473226
0.7558	Intermediate Similarity	NPC82979
0.7558	Intermediate Similarity	NPC55309
0.7558	Intermediate Similarity	NPC322159
0.7556	Intermediate Similarity	NPC184870
0.7556	Intermediate Similarity	NPC469406
0.7531	Intermediate Similarity	NPC257666
0.7531	Intermediate Similarity	NPC61952
0.7531	Intermediate Similarity	NPC34110
0.7531	Intermediate Similarity	NPC266193
0.7531	Intermediate Similarity	NPC66105
0.7529	Intermediate Similarity	NPC19849
0.7529	Intermediate Similarity	NPC476038
0.7529	Intermediate Similarity	NPC472864
0.7529	Intermediate Similarity	NPC194937
0.7528	Intermediate Similarity	NPC204341
0.75	Intermediate Similarity	NPC472875
0.75	Intermediate Similarity	NPC279666
0.75	Intermediate Similarity	NPC472327
0.75	Intermediate Similarity	NPC192540
0.75	Intermediate Similarity	NPC320514
0.75	Intermediate Similarity	NPC469803
0.7473	Intermediate Similarity	NPC469995
0.7473	Intermediate Similarity	NPC318282
0.7473	Intermediate Similarity	NPC174948
0.7473	Intermediate Similarity	NPC37646
0.7473	Intermediate Similarity	NPC173875
0.7471	Intermediate Similarity	NPC231599
0.7471	Intermediate Similarity	NPC142361
0.7471	Intermediate Similarity	NPC233836
0.7471	Intermediate Similarity	NPC236618
0.7471	Intermediate Similarity	NPC474684
0.7471	Intermediate Similarity	NPC187376
0.7471	Intermediate Similarity	NPC312561
0.7471	Intermediate Similarity	NPC159046
0.747	Intermediate Similarity	NPC37038
0.747	Intermediate Similarity	NPC271104
0.7468	Intermediate Similarity	NPC247586
0.7468	Intermediate Similarity	NPC330659
0.7468	Intermediate Similarity	NPC161187
0.7468	Intermediate Similarity	NPC244708
0.7444	Intermediate Similarity	NPC243866
0.7444	Intermediate Similarity	NPC472871
0.7442	Intermediate Similarity	NPC283733
0.7442	Intermediate Similarity	NPC473038
0.7442	Intermediate Similarity	NPC474083
0.7442	Intermediate Similarity	NPC471224
0.7442	Intermediate Similarity	NPC29447
0.7439	Intermediate Similarity	NPC321690
0.7439	Intermediate Similarity	NPC471409
0.7439	Intermediate Similarity	NPC74410
0.7439	Intermediate Similarity	NPC198240
0.7439	Intermediate Similarity	NPC275494
0.7439	Intermediate Similarity	NPC239098
0.7436	Intermediate Similarity	NPC235586
0.7416	Intermediate Similarity	NPC472866
0.7412	Intermediate Similarity	NPC215893
0.7412	Intermediate Similarity	NPC168188
0.7412	Intermediate Similarity	NPC470015
0.7407	Intermediate Similarity	NPC69143
0.7407	Intermediate Similarity	NPC180886
0.7407	Intermediate Similarity	NPC151622
0.7407	Intermediate Similarity	NPC7629
0.7407	Intermediate Similarity	NPC89294
0.7407	Intermediate Similarity	NPC309399
0.7407	Intermediate Similarity	NPC472305
0.7391	Intermediate Similarity	NPC3772
0.7391	Intermediate Similarity	NPC7124
0.7391	Intermediate Similarity	NPC328371
0.7391	Intermediate Similarity	NPC472941
0.7391	Intermediate Similarity	NPC235053
0.7391	Intermediate Similarity	NPC243525
0.7391	Intermediate Similarity	NPC456
0.7391	Intermediate Similarity	NPC40765
0.7386	Intermediate Similarity	NPC72397
0.7386	Intermediate Similarity	NPC242864
0.7381	Intermediate Similarity	NPC473420
0.7381	Intermediate Similarity	NPC327002
0.7381	Intermediate Similarity	NPC142244
0.7381	Intermediate Similarity	NPC150506
0.7381	Intermediate Similarity	NPC226068
0.7375	Intermediate Similarity	NPC283908
0.7375	Intermediate Similarity	NPC46610
0.7375	Intermediate Similarity	NPC241854
0.7375	Intermediate Similarity	NPC251970
0.7375	Intermediate Similarity	NPC476046
0.7375	Intermediate Similarity	NPC103958
0.7375	Intermediate Similarity	NPC55527
0.7375	Intermediate Similarity	NPC18819
0.7375	Intermediate Similarity	NPC183503
0.7375	Intermediate Similarity	NPC161923
0.7375	Intermediate Similarity	NPC213223
0.7363	Intermediate Similarity	NPC471720
0.7356	Intermediate Similarity	NPC155011
0.7356	Intermediate Similarity	NPC474062
0.7356	Intermediate Similarity	NPC472488
0.7356	Intermediate Similarity	NPC250981
0.7356	Intermediate Similarity	NPC472479
0.7356	Intermediate Similarity	NPC212843
0.7349	Intermediate Similarity	NPC192329
0.7349	Intermediate Similarity	NPC7232
0.7349	Intermediate Similarity	NPC215843
0.7333	Intermediate Similarity	NPC252433
0.7333	Intermediate Similarity	NPC45269
0.7326	Intermediate Similarity	NPC295799
0.7326	Intermediate Similarity	NPC248758
0.7326	Intermediate Similarity	NPC209882
0.7317	Intermediate Similarity	NPC471897
0.7317	Intermediate Similarity	NPC74685
0.7317	Intermediate Similarity	NPC132542
0.7317	Intermediate Similarity	NPC471035
0.7317	Intermediate Similarity	NPC316500
0.7317	Intermediate Similarity	NPC74995
0.7317	Intermediate Similarity	NPC471899
0.7317	Intermediate Similarity	NPC165711
0.7317	Intermediate Similarity	NPC107039
0.7317	Intermediate Similarity	NPC212661
0.7312	Intermediate Similarity	NPC122294
0.7312	Intermediate Similarity	NPC320306
0.7312	Intermediate Similarity	NPC121339
0.7312	Intermediate Similarity	NPC18319
0.7312	Intermediate Similarity	NPC107243
0.7312	Intermediate Similarity	NPC106557
0.7303	Intermediate Similarity	NPC36668
0.7303	Intermediate Similarity	NPC476733
0.7303	Intermediate Similarity	NPC472971
0.7303	Intermediate Similarity	NPC102414
0.7303	Intermediate Similarity	NPC84271
0.7303	Intermediate Similarity	NPC215029
0.7303	Intermediate Similarity	NPC77168
0.7303	Intermediate Similarity	NPC475921
0.7303	Intermediate Similarity	NPC66344
0.7303	Intermediate Similarity	NPC472970
0.7303	Intermediate Similarity	NPC118011
0.7303	Intermediate Similarity	NPC2983
0.7303	Intermediate Similarity	NPC474704
0.7303	Intermediate Similarity	NPC474889
0.7294	Intermediate Similarity	NPC142253
0.7294	Intermediate Similarity	NPC472239
0.7294	Intermediate Similarity	NPC193347
0.7294	Intermediate Similarity	NPC3511
0.7294	Intermediate Similarity	NPC296367
0.7294	Intermediate Similarity	NPC170985
0.7284	Intermediate Similarity	NPC201027
0.7273	Intermediate Similarity	NPC167877

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 NPC137547 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	168
0.1-0.2	2341
0.2-0.3	4105
0.3-0.4	1737
0.4-0.5	449
0.5-0.6	276
0.6-0.7	73
0.7-0.8	1
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
0.7381	Intermediate Similarity	NPD4692	Approved
0.7381	Intermediate Similarity	NPD4139	Approved
0.7294	Intermediate Similarity	NPD4223	Phase 3
0.7294	Intermediate Similarity	NPD4221	Approved
0.7229	Intermediate Similarity	NPD3617	Approved
0.7159	Intermediate Similarity	NPD4519	Discontinued
0.7159	Intermediate Similarity	NPD4623	Approved
0.7143	Intermediate Similarity	NPD5284	Approved
0.7143	Intermediate Similarity	NPD5281	Approved
0.7126	Intermediate Similarity	NPD4197	Approved
0.7045	Intermediate Similarity	NPD5329	Approved
0.7024	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD5205	Approved
0.6966	Remote Similarity	NPD5690	Phase 2
0.6966	Remote Similarity	NPD4138	Approved
0.6966	Remote Similarity	NPD4693	Phase 3
0.6966	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD4689	Approved
0.6966	Remote Similarity	NPD5280	Approved
0.6966	Remote Similarity	NPD4688	Approved
0.6966	Remote Similarity	NPD6098	Approved
0.6966	Remote Similarity	NPD4694	Approved
0.6966	Remote Similarity	NPD4690	Approved
0.6932	Remote Similarity	NPD4786	Approved
0.6923	Remote Similarity	NPD4224	Phase 2
0.6915	Remote Similarity	NPD5695	Phase 3
0.6897	Remote Similarity	NPD3667	Approved
0.6882	Remote Similarity	NPD6399	Phase 3
0.6854	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD5208	Approved
0.6804	Remote Similarity	NPD6404	Discontinued
0.6795	Remote Similarity	NPD7341	Phase 2
0.6782	Remote Similarity	NPD857	Phase 3
0.6778	Remote Similarity	NPD3618	Phase 1
0.6774	Remote Similarity	NPD5693	Phase 1
0.6771	Remote Similarity	NPD6084	Phase 2
0.6771	Remote Similarity	NPD6083	Phase 2
0.6742	Remote Similarity	NPD3666	Approved
0.6742	Remote Similarity	NPD3665	Phase 1
0.6742	Remote Similarity	NPD3133	Approved
0.6739	Remote Similarity	NPD6673	Approved
0.6739	Remote Similarity	NPD6080	Approved
0.6739	Remote Similarity	NPD6904	Approved
0.6739	Remote Similarity	NPD4753	Phase 2
0.6739	Remote Similarity	NPD5328	Approved
0.6702	Remote Similarity	NPD4202	Approved
0.6701	Remote Similarity	NPD5696	Approved
0.6667	Remote Similarity	NPD1694	Approved
0.6667	Remote Similarity	NPD5692	Phase 3
0.6667	Remote Similarity	NPD5207	Approved
0.6632	Remote Similarity	NPD6001	Approved
0.663	Remote Similarity	NPD6672	Approved
0.663	Remote Similarity	NPD5737	Approved
0.6629	Remote Similarity	NPD5362	Discontinued
0.6596	Remote Similarity	NPD7515	Phase 2
0.6596	Remote Similarity	NPD6050	Approved
0.6596	Remote Similarity	NPD5694	Approved
0.6596	Remote Similarity	NPD6079	Approved
0.6593	Remote Similarity	NPD7334	Approved
0.6593	Remote Similarity	NPD6409	Approved
0.6593	Remote Similarity	NPD5330	Approved
0.6593	Remote Similarity	NPD7146	Approved
0.6593	Remote Similarity	NPD6684	Approved
0.6593	Remote Similarity	NPD7521	Approved
0.6593	Remote Similarity	NPD5279	Phase 3
0.6562	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD4195	Approved
0.6526	Remote Similarity	NPD5133	Approved
0.6522	Remote Similarity	NPD3573	Approved
0.6517	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD4243	Approved
0.6506	Remote Similarity	NPD6081	Approved
0.65	Remote Similarity	NPD5211	Phase 2
0.6489	Remote Similarity	NPD4096	Approved
0.6484	Remote Similarity	NPD1696	Phase 3
0.6477	Remote Similarity	NPD4695	Discontinued
0.6471	Remote Similarity	NPD5739	Approved
0.6471	Remote Similarity	NPD7128	Approved
0.6471	Remote Similarity	NPD6675	Approved
0.6471	Remote Similarity	NPD3702	Approved
0.6471	Remote Similarity	NPD6402	Approved
0.6465	Remote Similarity	NPD7639	Approved
0.6465	Remote Similarity	NPD7640	Approved
0.6458	Remote Similarity	NPD7748	Approved
0.6452	Remote Similarity	NPD6903	Approved
0.6452	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD4518	Approved
0.6444	Remote Similarity	NPD4788	Approved
0.6429	Remote Similarity	NPD4755	Approved
0.6421	Remote Similarity	NPD8035	Phase 2
0.6421	Remote Similarity	NPD8034	Phase 2
0.6408	Remote Similarity	NPD5697	Approved
0.6408	Remote Similarity	NPD5701	Approved
0.6395	Remote Similarity	NPD6117	Approved
0.6392	Remote Similarity	NPD5654	Approved
0.6392	Remote Similarity	NPD5210	Approved
0.6392	Remote Similarity	NPD4629	Approved
0.6386	Remote Similarity	NPD4747	Approved
0.6375	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD3668	Phase 3
0.6373	Remote Similarity	NPD5141	Approved
0.6364	Remote Similarity	NPD7638	Approved
0.6353	Remote Similarity	NPD4784	Approved
0.6353	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6353	Remote Similarity	NPD4785	Approved
0.6346	Remote Similarity	NPD6011	Approved
0.6346	Remote Similarity	NPD6881	Approved
0.6346	Remote Similarity	NPD6899	Approved
0.6346	Remote Similarity	NPD7320	Approved
0.6341	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD5360	Phase 3
0.6337	Remote Similarity	NPD7632	Discontinued
0.6333	Remote Similarity	NPD4270	Approved
0.6333	Remote Similarity	NPD4269	Approved
0.633	Remote Similarity	NPD7115	Discovery
0.6327	Remote Similarity	NPD4697	Phase 3
0.6327	Remote Similarity	NPD5221	Approved
0.6327	Remote Similarity	NPD5222	Approved
0.6327	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD6116	Phase 1
0.63	Remote Similarity	NPD4696	Approved
0.63	Remote Similarity	NPD5285	Approved
0.63	Remote Similarity	NPD4700	Approved
0.63	Remote Similarity	NPD5286	Approved
0.6296	Remote Similarity	NPD7331	Phase 2
0.6292	Remote Similarity	NPD4822	Approved
0.6292	Remote Similarity	NPD4821	Approved
0.6292	Remote Similarity	NPD4820	Approved
0.6292	Remote Similarity	NPD4819	Approved
0.6286	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD6372	Approved
0.6286	Remote Similarity	NPD6013	Approved
0.6286	Remote Similarity	NPD6373	Approved
0.6286	Remote Similarity	NPD6014	Approved
0.6286	Remote Similarity	NPD6012	Approved
0.6279	Remote Similarity	NPD4190	Phase 3
0.6279	Remote Similarity	NPD8039	Approved
0.6279	Remote Similarity	NPD5275	Approved
0.6265	Remote Similarity	NPD4137	Phase 3
0.6264	Remote Similarity	NPD5331	Approved
0.6264	Remote Similarity	NPD5332	Approved
0.6263	Remote Similarity	NPD5173	Approved
0.6263	Remote Similarity	NPD7902	Approved
0.6263	Remote Similarity	NPD5959	Approved
0.625	Remote Similarity	NPD6118	Approved
0.625	Remote Similarity	NPD6115	Approved
0.625	Remote Similarity	NPD6697	Approved
0.625	Remote Similarity	NPD6114	Approved
0.6238	Remote Similarity	NPD5223	Approved
0.6234	Remote Similarity	NPD287	Approved
0.6226	Remote Similarity	NPD7290	Approved
0.6226	Remote Similarity	NPD6883	Approved
0.6226	Remote Similarity	NPD7102	Approved
0.6226	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD4790	Discontinued
0.6211	Remote Similarity	NPD6051	Approved
0.6203	Remote Similarity	NPD368	Approved
0.619	Remote Similarity	NPD4691	Approved
0.6186	Remote Similarity	NPD5779	Approved
0.6186	Remote Similarity	NPD5778	Approved
0.6176	Remote Similarity	NPD4633	Approved
0.6176	Remote Similarity	NPD5225	Approved
0.6176	Remote Similarity	NPD5226	Approved
0.6176	Remote Similarity	NPD5224	Approved
0.617	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6168	Remote Similarity	NPD6650	Approved
0.6168	Remote Similarity	NPD6617	Approved
0.6168	Remote Similarity	NPD6649	Approved
0.6168	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6168	Remote Similarity	NPD6869	Approved
0.6168	Remote Similarity	NPD6847	Approved
0.6168	Remote Similarity	NPD8130	Phase 1
0.6163	Remote Similarity	NPD5733	Approved
0.6163	Remote Similarity	NPD4687	Approved
0.6162	Remote Similarity	NPD7614	Phase 1
0.6154	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD5785	Approved
0.6145	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.6133	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD5363	Approved
0.6118	Remote Similarity	NPD4758	Discontinued
0.6118	Remote Similarity	NPD5276	Approved
0.6117	Remote Similarity	NPD5174	Approved
0.6117	Remote Similarity	NPD4754	Approved
0.6117	Remote Similarity	NPD5175	Approved
0.6111	Remote Similarity	NPD4252	Approved
0.6111	Remote Similarity	NPD4748	Discontinued
0.6111	Remote Similarity	NPD6882	Approved
0.6111	Remote Similarity	NPD8297	Approved
0.6111	Remote Similarity	NPD7525	Registered
0.6092	Remote Similarity	NPD6942	Approved
0.6092	Remote Similarity	NPD7339	Approved
0.6087	Remote Similarity	NPD7154	Phase 3
0.6082	Remote Similarity	NPD7637	Suspended
0.6082	Remote Similarity	NPD6411	Approved
0.6067	Remote Similarity	NPD4271	Approved
0.6067	Remote Similarity	NPD4268	Approved
0.6064	Remote Similarity	NPD5786	Approved
0.6055	Remote Similarity	NPD4632	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