NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	278.15
Volume:	298.714
LogP:	2.507
LogD:	2.226
LogS:	-2.67
# Rotatable Bonds:	4
TPSA:	63.6
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.489
Synthetic Accessibility Score:	3.763
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.577
MDCK Permeability:	2.75156617135508e-05
Pgp-inhibitor:	0.046
Pgp-substrate:	0.013
Human Intestinal Absorption (HIA):	0.024
20% Bioavailability (F20%):	0.039
30% Bioavailability (F30%):	0.07

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.947
Plasma Protein Binding (PPB):	75.94715118408203%
Volume Distribution (VD):	0.964
Pgp-substrate:	19.38319969177246%

ADMET: Metabolism

CYP1A2-inhibitor:	0.052
CYP1A2-substrate:	0.502
CYP2C19-inhibitor:	0.757
CYP2C19-substrate:	0.823
CYP2C9-inhibitor:	0.486
CYP2C9-substrate:	0.085
CYP2D6-inhibitor:	0.012
CYP2D6-substrate:	0.093
CYP3A4-inhibitor:	0.16
CYP3A4-substrate:	0.776

ADMET: Excretion

Clearance (CL):	7.346
Half-life (T1/2):	0.82

ADMET: Toxicity

hERG Blockers:	0.031
Human Hepatotoxicity (H-HT):	0.802
Drug-inuced Liver Injury (DILI):	0.073
AMES Toxicity:	0.017
Rat Oral Acute Toxicity:	0.743
Maximum Recommended Daily Dose:	0.945
Skin Sensitization:	0.929
Carcinogencity:	0.652
Eye Corrosion:	0.006
Eye Irritation:	0.048
Respiratory Toxicity:	0.945

Download Data

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

Natural Product: NPC160582

Natural Product ID:	NPC160582
*Common Name:**	(+)-(6S,7E,9Z)-Abscisic Ester
IUPAC Name:	methyl (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoate
Synonyms:
Standard InCHIKey:	HHDYPZVHXGPCRG-PBVOKPDPSA-N
Standard InCHI:	InChI=1S/C16H22O4/c1-11(8-14(18)20-5)6-7-16(19)12(2)9-13(17)10-15(16,3)4/h6-9,19H,10H2,1-5H3/b7-6+,11-8-/t16-/m1/s1
SMILES:	COC(=O)/C=C(C=C[C@@]1(O)C(=CC(=O)CC1(C)C)C)/C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2407706
PubChem CID:	10084943
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002245] Abscisic acids and derivatives

*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
NPO32875	cinnamomum wilsonii	Species	Lauraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[23822611]

☑ 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	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT660	Cell Line	SW480	Homo sapiens	IC50	>	10000.0	nM	PMID[462916]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	10000.0	nM	PMID[462916]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[462916]
NPT659	Cell Line	SMMC-7721	Homo sapiens	IC50	>	10000.0	nM	PMID[462916]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	10000.0	nM	PMID[462916]

☑ 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 NPC160582 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	167
0.1-0.2	1080
0.2-0.3	5779
0.3-0.4	15054
0.4-0.5	11574
0.5-0.6	6278
0.6-0.7	2505
0.7-0.8	247
0.8-0.85	8
0.85-0.9	1
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9324	High Similarity	NPC169056
0.9324	High Similarity	NPC225665
0.9324	High Similarity	NPC166018
0.88	High Similarity	NPC153660
0.84	Intermediate Similarity	NPC136473
0.8312	Intermediate Similarity	NPC29542
0.8312	Intermediate Similarity	NPC201562
0.8312	Intermediate Similarity	NPC276336
0.8312	Intermediate Similarity	NPC323437
0.8046	Intermediate Similarity	NPC36668
0.8046	Intermediate Similarity	NPC118011
0.7683	Intermediate Similarity	NPC82666
0.7674	Intermediate Similarity	NPC31086
0.7662	Intermediate Similarity	NPC269985
0.7654	Intermediate Similarity	NPC68624
0.7634	Intermediate Similarity	NPC208094
0.7625	Intermediate Similarity	NPC215745
0.7625	Intermediate Similarity	NPC238948
0.7625	Intermediate Similarity	NPC12815
0.7625	Intermediate Similarity	NPC186042
0.7614	Intermediate Similarity	NPC181327
0.7609	Intermediate Similarity	NPC295347
0.7586	Intermediate Similarity	NPC474860
0.7586	Intermediate Similarity	NPC471300
0.7582	Intermediate Similarity	NPC242069
0.7556	Intermediate Similarity	NPC476369
0.7556	Intermediate Similarity	NPC476437
0.7529	Intermediate Similarity	NPC40228
0.7528	Intermediate Similarity	NPC48107
0.7528	Intermediate Similarity	NPC72397
0.75	Intermediate Similarity	NPC38830
0.75	Intermediate Similarity	NPC234038
0.75	Intermediate Similarity	NPC95863
0.75	Intermediate Similarity	NPC476415
0.7475	Intermediate Similarity	NPC264819
0.7473	Intermediate Similarity	NPC472705
0.7473	Intermediate Similarity	NPC473986
0.7473	Intermediate Similarity	NPC474018
0.747	Intermediate Similarity	NPC97173
0.7447	Intermediate Similarity	NPC53844
0.7444	Intermediate Similarity	NPC284561
0.7444	Intermediate Similarity	NPC173042
0.7444	Intermediate Similarity	NPC5509
0.7442	Intermediate Similarity	NPC469799
0.7442	Intermediate Similarity	NPC268122
0.7442	Intermediate Similarity	NPC469806
0.7439	Intermediate Similarity	NPC65650
0.7439	Intermediate Similarity	NPC476346
0.7436	Intermediate Similarity	NPC106613
0.7419	Intermediate Similarity	NPC209355
0.7419	Intermediate Similarity	NPC171395
0.7416	Intermediate Similarity	NPC312561
0.7407	Intermediate Similarity	NPC180015
0.7407	Intermediate Similarity	NPC109576
0.7407	Intermediate Similarity	NPC130016
0.7407	Intermediate Similarity	NPC56747
0.74	Intermediate Similarity	NPC228477
0.74	Intermediate Similarity	NPC137911
0.7391	Intermediate Similarity	NPC476416
0.7391	Intermediate Similarity	NPC472871
0.7391	Intermediate Similarity	NPC469939
0.7386	Intermediate Similarity	NPC307112
0.7368	Intermediate Similarity	NPC81483
0.7368	Intermediate Similarity	NPC57079
0.7368	Intermediate Similarity	NPC316598
0.7368	Intermediate Similarity	NPC278008
0.7368	Intermediate Similarity	NPC61630
0.7368	Intermediate Similarity	NPC307517
0.7368	Intermediate Similarity	NPC108368
0.7368	Intermediate Similarity	NPC169468
0.7363	Intermediate Similarity	NPC281942
0.7363	Intermediate Similarity	NPC473455
0.7363	Intermediate Similarity	NPC232426
0.7356	Intermediate Similarity	NPC118423
0.7356	Intermediate Similarity	NPC16488
0.7356	Intermediate Similarity	NPC49019
0.7356	Intermediate Similarity	NPC3856
0.7356	Intermediate Similarity	NPC279639
0.7356	Intermediate Similarity	NPC474790
0.7356	Intermediate Similarity	NPC474976
0.7349	Intermediate Similarity	NPC180886
0.7349	Intermediate Similarity	NPC4492
0.7349	Intermediate Similarity	NPC51391
0.7349	Intermediate Similarity	NPC27205
0.7347	Intermediate Similarity	NPC118911
0.7333	Intermediate Similarity	NPC24816
0.7333	Intermediate Similarity	NPC153570
0.7333	Intermediate Similarity	NPC26078
0.7333	Intermediate Similarity	NPC473658
0.7326	Intermediate Similarity	NPC474980
0.7317	Intermediate Similarity	NPC20025
0.7317	Intermediate Similarity	NPC215050
0.7312	Intermediate Similarity	NPC477129
0.7312	Intermediate Similarity	NPC53685
0.7312	Intermediate Similarity	NPC78159
0.7312	Intermediate Similarity	NPC477130
0.7303	Intermediate Similarity	NPC316426
0.7303	Intermediate Similarity	NPC198314
0.7303	Intermediate Similarity	NPC315395
0.7303	Intermediate Similarity	NPC168248
0.7294	Intermediate Similarity	NPC469617
0.7294	Intermediate Similarity	NPC19900
0.7294	Intermediate Similarity	NPC471299
0.7284	Intermediate Similarity	NPC133253
0.7283	Intermediate Similarity	NPC142838
0.7283	Intermediate Similarity	NPC204341
0.7283	Intermediate Similarity	NPC252433
0.7283	Intermediate Similarity	NPC141831
0.7273	Intermediate Similarity	NPC14575
0.7273	Intermediate Similarity	NPC477125
0.7273	Intermediate Similarity	NPC474865
0.7273	Intermediate Similarity	NPC196487
0.7273	Intermediate Similarity	NPC219966
0.7273	Intermediate Similarity	NPC474359
0.7263	Intermediate Similarity	NPC253826
0.7263	Intermediate Similarity	NPC202705
0.7262	Intermediate Similarity	NPC61952
0.7262	Intermediate Similarity	NPC97377
0.7262	Intermediate Similarity	NPC316324
0.7253	Intermediate Similarity	NPC307092
0.7253	Intermediate Similarity	NPC51358
0.7253	Intermediate Similarity	NPC212598
0.7253	Intermediate Similarity	NPC87306
0.7253	Intermediate Similarity	NPC474918
0.7245	Intermediate Similarity	NPC473283
0.7245	Intermediate Similarity	NPC329345
0.7245	Intermediate Similarity	NPC475526
0.7241	Intermediate Similarity	NPC324170
0.7241	Intermediate Similarity	NPC469805
0.7241	Intermediate Similarity	NPC469804
0.7241	Intermediate Similarity	NPC471296
0.7241	Intermediate Similarity	NPC94200
0.7237	Intermediate Similarity	NPC317025
0.7237	Intermediate Similarity	NPC326645
0.7237	Intermediate Similarity	NPC329416
0.7237	Intermediate Similarity	NPC317177
0.7234	Intermediate Similarity	NPC214694
0.7229	Intermediate Similarity	NPC228978
0.7222	Intermediate Similarity	NPC231599
0.7222	Intermediate Similarity	NPC473248
0.7222	Intermediate Similarity	NPC113370
0.7222	Intermediate Similarity	NPC476409
0.7222	Intermediate Similarity	NPC103743
0.7222	Intermediate Similarity	NPC477228
0.7222	Intermediate Similarity	NPC476079
0.7216	Intermediate Similarity	NPC469657
0.7216	Intermediate Similarity	NPC244456
0.7216	Intermediate Similarity	NPC115862
0.7215	Intermediate Similarity	NPC254886
0.7209	Intermediate Similarity	NPC469798
0.7209	Intermediate Similarity	NPC469797
0.7195	Intermediate Similarity	NPC287878
0.7191	Intermediate Similarity	NPC189311
0.7191	Intermediate Similarity	NPC65661
0.7176	Intermediate Similarity	NPC179028
0.7176	Intermediate Similarity	NPC321514
0.7176	Intermediate Similarity	NPC275494
0.7176	Intermediate Similarity	NPC471220
0.7176	Intermediate Similarity	NPC93763
0.7176	Intermediate Similarity	NPC108816
0.7176	Intermediate Similarity	NPC169095
0.7176	Intermediate Similarity	NPC74410
0.7176	Intermediate Similarity	NPC267231
0.7176	Intermediate Similarity	NPC475994
0.7176	Intermediate Similarity	NPC198240
0.7176	Intermediate Similarity	NPC471409
0.7176	Intermediate Similarity	NPC209135
0.7176	Intermediate Similarity	NPC474816
0.7174	Intermediate Similarity	NPC220454
0.7174	Intermediate Similarity	NPC477147
0.7174	Intermediate Similarity	NPC469372
0.7174	Intermediate Similarity	NPC212679
0.7174	Intermediate Similarity	NPC51486
0.7174	Intermediate Similarity	NPC477149
0.7174	Intermediate Similarity	NPC469595
0.7172	Intermediate Similarity	NPC472868
0.716	Intermediate Similarity	NPC203819
0.716	Intermediate Similarity	NPC315597
0.716	Intermediate Similarity	NPC315285
0.7159	Intermediate Similarity	NPC193198
0.7159	Intermediate Similarity	NPC475083
0.7159	Intermediate Similarity	NPC52923
0.7159	Intermediate Similarity	NPC474809
0.7158	Intermediate Similarity	NPC250757
0.7158	Intermediate Similarity	NPC202833
0.7158	Intermediate Similarity	NPC301534
0.7143	Intermediate Similarity	NPC472302
0.7143	Intermediate Similarity	NPC114540
0.7143	Intermediate Similarity	NPC472870
0.7143	Intermediate Similarity	NPC151622
0.7143	Intermediate Similarity	NPC32577
0.7143	Intermediate Similarity	NPC473223
0.7143	Intermediate Similarity	NPC235369
0.7143	Intermediate Similarity	NPC40353
0.7143	Intermediate Similarity	NPC7629
0.7143	Intermediate Similarity	NPC196407
0.7143	Intermediate Similarity	NPC155332
0.7126	Intermediate Similarity	NPC325031
0.7126	Intermediate Similarity	NPC14203
0.7126	Intermediate Similarity	NPC229584

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 NPC160582 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	145
0.1-0.2	1493
0.2-0.3	3989
0.3-0.4	2481
0.4-0.5	707
0.5-0.6	279
0.6-0.7	48
0.7-0.8	8
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
0.7237	Intermediate Similarity	NPD4191	Approved
0.7237	Intermediate Similarity	NPD4193	Approved
0.7237	Intermediate Similarity	NPD4192	Approved
0.7237	Intermediate Similarity	NPD4194	Approved
0.7229	Intermediate Similarity	NPD8039	Approved
0.7097	Intermediate Similarity	NPD5284	Approved
0.7097	Intermediate Similarity	NPD5281	Approved
0.7059	Intermediate Similarity	NPD4756	Discovery
0.7045	Intermediate Similarity	NPD5209	Approved
0.6989	Remote Similarity	NPD5785	Approved
0.6854	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD1694	Approved
0.6782	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD4519	Discontinued
0.6739	Remote Similarity	NPD4623	Approved
0.6703	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4225	Approved
0.6632	Remote Similarity	NPD5207	Approved
0.663	Remote Similarity	NPD1696	Phase 3
0.6606	Remote Similarity	NPD7115	Discovery
0.66	Remote Similarity	NPD7639	Approved
0.66	Remote Similarity	NPD7640	Approved
0.6598	Remote Similarity	NPD7748	Approved
0.6566	Remote Similarity	NPD7902	Approved
0.6562	Remote Similarity	NPD5693	Phase 1
0.6562	Remote Similarity	NPD7515	Phase 2
0.6562	Remote Similarity	NPD5694	Approved
0.6531	Remote Similarity	NPD5695	Phase 3
0.6526	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.65	Remote Similarity	NPD7638	Approved
0.65	Remote Similarity	NPD5696	Approved
0.6495	Remote Similarity	NPD5779	Approved
0.6495	Remote Similarity	NPD5778	Approved
0.6489	Remote Similarity	NPD3573	Approved
0.6463	Remote Similarity	NPD7331	Phase 2
0.6458	Remote Similarity	NPD5692	Phase 3
0.6456	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD5363	Approved
0.6444	Remote Similarity	NPD4695	Discontinued
0.6444	Remote Similarity	NPD4252	Approved
0.64	Remote Similarity	NPD6083	Phase 2
0.64	Remote Similarity	NPD6084	Phase 2
0.6392	Remote Similarity	NPD7637	Suspended
0.6392	Remote Similarity	NPD6411	Approved
0.6392	Remote Similarity	NPD6050	Approved
0.6383	Remote Similarity	NPD4694	Approved
0.6383	Remote Similarity	NPD5280	Approved
0.6383	Remote Similarity	NPD5279	Phase 3
0.6383	Remote Similarity	NPD3618	Phase 1
0.6383	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6399	Phase 3
0.6322	Remote Similarity	NPD4687	Approved
0.6322	Remote Similarity	NPD4058	Approved
0.6304	Remote Similarity	NPD4269	Approved
0.6304	Remote Similarity	NPD4223	Phase 3
0.6304	Remote Similarity	NPD4221	Approved
0.6304	Remote Similarity	NPD4270	Approved
0.6279	Remote Similarity	NPD5276	Approved
0.6263	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6263	Remote Similarity	NPD7900	Approved
0.625	Remote Similarity	NPD5737	Approved
0.625	Remote Similarity	NPD6672	Approved
0.625	Remote Similarity	NPD8264	Approved
0.625	Remote Similarity	NPD4518	Approved
0.6237	Remote Similarity	NPD5362	Discontinued
0.6237	Remote Similarity	NPD6110	Phase 1
0.6226	Remote Similarity	NPD5697	Approved
0.6211	Remote Similarity	NPD7334	Approved
0.6211	Remote Similarity	NPD5690	Phase 2
0.6211	Remote Similarity	NPD6684	Approved
0.6211	Remote Similarity	NPD7146	Approved
0.6211	Remote Similarity	NPD6409	Approved
0.6211	Remote Similarity	NPD5786	Approved
0.6211	Remote Similarity	NPD7521	Approved
0.6211	Remote Similarity	NPD5330	Approved
0.6203	Remote Similarity	NPD287	Approved
0.62	Remote Similarity	NPD4629	Approved
0.62	Remote Similarity	NPD5210	Approved
0.6196	Remote Similarity	NPD5369	Approved
0.619	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD6904	Approved
0.6186	Remote Similarity	NPD6080	Approved
0.6186	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD4753	Phase 2
0.6186	Remote Similarity	NPD6673	Approved
0.6186	Remote Similarity	NPD6101	Approved
0.617	Remote Similarity	NPD3666	Approved
0.617	Remote Similarity	NPD4197	Approved
0.617	Remote Similarity	NPD3665	Phase 1
0.617	Remote Similarity	NPD3133	Approved
0.6168	Remote Similarity	NPD6899	Approved
0.6168	Remote Similarity	NPD6011	Approved
0.6168	Remote Similarity	NPD6881	Approved
0.6154	Remote Similarity	NPD5211	Phase 2
0.6154	Remote Similarity	NPD4219	Approved
0.6147	Remote Similarity	NPD6650	Approved
0.6147	Remote Similarity	NPD6649	Approved
0.6136	Remote Similarity	NPD5733	Approved
0.6132	Remote Similarity	NPD6675	Approved
0.6132	Remote Similarity	NPD7128	Approved
0.6132	Remote Similarity	NPD5739	Approved
0.6132	Remote Similarity	NPD6402	Approved
0.6122	Remote Similarity	NPD4096	Approved
0.6122	Remote Similarity	NPD6698	Approved
0.6122	Remote Similarity	NPD46	Approved
0.6117	Remote Similarity	NPD6648	Approved
0.6117	Remote Similarity	NPD6404	Discontinued
0.6111	Remote Similarity	NPD6372	Approved
0.6111	Remote Similarity	NPD6014	Approved
0.6111	Remote Similarity	NPD6013	Approved
0.6111	Remote Similarity	NPD6373	Approved
0.6111	Remote Similarity	NPD6012	Approved
0.6105	Remote Similarity	NPD5329	Approved
0.61	Remote Similarity	NPD6001	Approved
0.6087	Remote Similarity	NPD4820	Approved
0.6087	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD4822	Approved
0.6087	Remote Similarity	NPD4821	Approved
0.6087	Remote Similarity	NPD4819	Approved
0.6082	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6082	Remote Similarity	NPD6903	Approved
0.6082	Remote Similarity	NPD5208	Approved
0.6081	Remote Similarity	NPD4220	Pre-registration
0.6075	Remote Similarity	NPD5701	Approved
0.6064	Remote Similarity	NPD7154	Phase 3
0.6061	Remote Similarity	NPD6079	Approved
0.6055	Remote Similarity	NPD7290	Approved
0.6055	Remote Similarity	NPD6883	Approved
0.6055	Remote Similarity	NPD6371	Approved
0.6055	Remote Similarity	NPD7102	Approved
0.6055	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD4137	Phase 3
0.6044	Remote Similarity	NPD4268	Approved
0.6044	Remote Similarity	NPD4271	Approved
0.6042	Remote Similarity	NPD4138	Approved
0.6042	Remote Similarity	NPD4693	Phase 3
0.6042	Remote Similarity	NPD5205	Approved
0.6042	Remote Similarity	NPD4688	Approved
0.6042	Remote Similarity	NPD4689	Approved
0.6042	Remote Similarity	NPD4690	Approved
0.604	Remote Similarity	NPD5654	Approved
0.6038	Remote Similarity	NPD5141	Approved
0.602	Remote Similarity	NPD5328	Approved
0.6019	Remote Similarity	NPD7320	Approved
0.6019	Remote Similarity	NPD6686	Approved
0.6	Remote Similarity	NPD8130	Phase 1
0.6	Remote Similarity	NPD6869	Approved
0.6	Remote Similarity	NPD4202	Approved
0.6	Remote Similarity	NPD6617	Approved
0.6	Remote Similarity	NPD6847	Approved
0.6	Remote Similarity	NPD7632	Discontinued
0.598	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.598	Remote Similarity	NPD4697	Phase 3
0.598	Remote Similarity	NPD5221	Approved
0.598	Remote Similarity	NPD5222	Approved
0.5978	Remote Similarity	NPD4195	Approved
0.5977	Remote Similarity	NPD4691	Approved
0.5977	Remote Similarity	NPD4747	Approved
0.5976	Remote Similarity	NPD368	Approved
0.5963	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5962	Remote Similarity	NPD5286	Approved
0.5962	Remote Similarity	NPD4696	Approved
0.5962	Remote Similarity	NPD5285	Approved
0.596	Remote Similarity	NPD7838	Discovery
0.5957	Remote Similarity	NPD3667	Approved
0.5952	Remote Similarity	NPD7341	Phase 2
0.5946	Remote Similarity	NPD6882	Approved
0.5946	Remote Similarity	NPD8297	Approved
0.5943	Remote Similarity	NPD6647	Phase 2
0.5941	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.5941	Remote Similarity	NPD5282	Discontinued
0.5938	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5922	Remote Similarity	NPD5959	Approved
0.5922	Remote Similarity	NPD4755	Approved
0.5922	Remote Similarity	NPD5173	Approved
0.5905	Remote Similarity	NPD5344	Discontinued
0.5905	Remote Similarity	NPD5223	Approved
0.5904	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5902	Remote Similarity	NPD7260	Phase 2
0.59	Remote Similarity	NPD7983	Approved
0.59	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD5331	Approved
0.5895	Remote Similarity	NPD5332	Approved
0.5893	Remote Similarity	NPD4632	Approved
0.5876	Remote Similarity	NPD6098	Approved
0.587	Remote Similarity	NPD3617	Approved
0.587	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.5867	Remote Similarity	NPD3173	Approved
0.5859	Remote Similarity	NPD5370	Suspended
0.5859	Remote Similarity	NPD6051	Approved
0.5856	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.5851	Remote Similarity	NPD4790	Discontinued
0.5849	Remote Similarity	NPD5226	Approved
0.5849	Remote Similarity	NPD4633	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