NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	204.19
Volume:	251.53
LogP:	5.693
LogD:	5.164
LogS:	-6.102
# Rotatable Bonds:	3
TPSA:	0.0
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	0

MedChem Properties

QED Drug-Likeness Score:	0.646
Synthetic Accessibility Score:	1.858
Fsp3:	0.6
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:	-4.704
MDCK Permeability:	7.558972811239073e-06
Pgp-inhibitor:	0.838
Pgp-substrate:	0.018
Human Intestinal Absorption (HIA):	0.065
20% Bioavailability (F20%):	0.973
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.533
Plasma Protein Binding (PPB):	98.29768371582031%
Volume Distribution (VD):	2.965
Pgp-substrate:	3.499091863632202%

ADMET: Metabolism

CYP1A2-inhibitor:	0.536
CYP1A2-substrate:	0.929
CYP2C19-inhibitor:	0.622
CYP2C19-substrate:	0.908
CYP2C9-inhibitor:	0.579
CYP2C9-substrate:	0.472
CYP2D6-inhibitor:	0.842
CYP2D6-substrate:	0.1
CYP3A4-inhibitor:	0.373
CYP3A4-substrate:	0.584

ADMET: Excretion

Clearance (CL):	3.608
Half-life (T1/2):	0.093

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.033
Drug-inuced Liver Injury (DILI):	0.5
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.284
Maximum Recommended Daily Dose:	0.46
Skin Sensitization:	0.041
Carcinogencity:	0.03
Eye Corrosion:	0.653
Eye Irritation:	0.985
Respiratory Toxicity:	0.016

Download Data

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

Natural Product: NPC45756

Natural Product ID:	NPC45756
*Common Name:**	1,3,5-Tri(Propan-2-Yl)Benzene
IUPAC Name:	1,3,5-tri(propan-2-yl)benzene
Synonyms:
Standard InCHIKey:	VUMCUSHVMYIRMB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H24/c1-10(2)13-7-14(11(3)4)9-15(8-13)12(5)6/h7-12H,1-6H3
SMILES:	CC(C)c1cc(cc(c1)C(C)C)C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3187859
PubChem CID:	12860
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000355] Cumenes

*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
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[2092947]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	berry	n.a.	n.a.	PMID[21216145]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24699147]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25152999]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29812	Panax quinquefolium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29812	Panax quinquefolium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	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
Potency	4

Activity Type	# Activity
Others	4

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Potency	n.a.	2433.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	Potency	n.a.	154.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	Potency	n.a.	76958.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	Potency	n.a.	15484.5	nM	PubChem BioAssay data set

☑ 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 NPC45756 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	857
0.1-0.2	3042
0.2-0.3	13454
0.3-0.4	17591
0.4-0.5	6207
0.5-0.6	1137
0.6-0.7	297
0.7-0.8	54
0.8-0.85	36
0.85-0.9	11
0.9-0.95	9
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9833	High Similarity	NPC32312
0.9333	High Similarity	NPC135924
0.9333	High Similarity	NPC150196
0.9322	High Similarity	NPC64270
0.9194	High Similarity	NPC198023
0.9194	High Similarity	NPC155172
0.9167	High Similarity	NPC147062
0.9048	High Similarity	NPC289915
0.9048	High Similarity	NPC113837
0.9032	High Similarity	NPC88566
0.9016	High Similarity	NPC210849
0.8906	High Similarity	NPC6107
0.8871	High Similarity	NPC29680
0.8833	High Similarity	NPC65873
0.8833	High Similarity	NPC120441
0.8833	High Similarity	NPC300345
0.8833	High Similarity	NPC212114
0.8806	High Similarity	NPC54269
0.875	High Similarity	NPC178527
0.871	High Similarity	NPC54368
0.871	High Similarity	NPC238023
0.871	High Similarity	NPC248705
0.871	High Similarity	NPC310758
0.8667	High Similarity	NPC269586
0.8667	High Similarity	NPC198841
0.8636	High Similarity	NPC213570
0.8636	High Similarity	NPC246822
0.8636	High Similarity	NPC139416
0.85	High Similarity	NPC277704
0.85	High Similarity	NPC149436
0.8438	Intermediate Similarity	NPC113670
0.8413	Intermediate Similarity	NPC246588
0.8387	Intermediate Similarity	NPC8235
0.8382	Intermediate Similarity	NPC1008
0.8382	Intermediate Similarity	NPC87099
0.8382	Intermediate Similarity	NPC280135
0.8382	Intermediate Similarity	NPC226999
0.8382	Intermediate Similarity	NPC193578
0.8382	Intermediate Similarity	NPC158028
0.8382	Intermediate Similarity	NPC135433
0.8382	Intermediate Similarity	NPC39799
0.8333	Intermediate Similarity	NPC267443
0.831	Intermediate Similarity	NPC249018
0.831	Intermediate Similarity	NPC3190
0.8281	Intermediate Similarity	NPC71009
0.8281	Intermediate Similarity	NPC22786
0.8281	Intermediate Similarity	NPC66517
0.8254	Intermediate Similarity	NPC169110
0.8235	Intermediate Similarity	NPC251490
0.8154	Intermediate Similarity	NPC21211
0.8095	Intermediate Similarity	NPC36357
0.8095	Intermediate Similarity	NPC114327
0.8088	Intermediate Similarity	NPC297358
0.8082	Intermediate Similarity	NPC159661
0.803	Intermediate Similarity	NPC291066
0.8028	Intermediate Similarity	NPC307195
0.8	Intermediate Similarity	NPC1901
0.7971	Intermediate Similarity	NPC72670
0.7941	Intermediate Similarity	NPC22760
0.7917	Intermediate Similarity	NPC110264
0.7887	Intermediate Similarity	NPC258492
0.7887	Intermediate Similarity	NPC96835
0.7826	Intermediate Similarity	NPC473206
0.7761	Intermediate Similarity	NPC264470
0.7746	Intermediate Similarity	NPC212463
0.7733	Intermediate Similarity	NPC315216
0.7727	Intermediate Similarity	NPC200745
0.7714	Intermediate Similarity	NPC263385
0.7703	Intermediate Similarity	NPC103488
0.7632	Intermediate Similarity	NPC242628
0.7612	Intermediate Similarity	NPC50266
0.7576	Intermediate Similarity	NPC45255
0.7571	Intermediate Similarity	NPC200936
0.7568	Intermediate Similarity	NPC298023
0.75	Intermediate Similarity	NPC157055
0.75	Intermediate Similarity	NPC285716
0.75	Intermediate Similarity	NPC17408
0.7467	Intermediate Similarity	NPC255345
0.7467	Intermediate Similarity	NPC224544
0.7467	Intermediate Similarity	NPC245896
0.7467	Intermediate Similarity	NPC66270
0.7465	Intermediate Similarity	NPC95289
0.7429	Intermediate Similarity	NPC311343
0.7424	Intermediate Similarity	NPC147578
0.7391	Intermediate Similarity	NPC36440
0.7361	Intermediate Similarity	NPC74458
0.7342	Intermediate Similarity	NPC267704
0.7324	Intermediate Similarity	NPC98880
0.7313	Intermediate Similarity	NPC200624
0.7308	Intermediate Similarity	NPC230068
0.7297	Intermediate Similarity	NPC276699
0.7297	Intermediate Similarity	NPC189371
0.7284	Intermediate Similarity	NPC60408
0.7273	Intermediate Similarity	NPC50063
0.726	Intermediate Similarity	NPC285679
0.7222	Intermediate Similarity	NPC229235
0.7183	Intermediate Similarity	NPC82770
0.7183	Intermediate Similarity	NPC78954
0.7183	Intermediate Similarity	NPC239931
0.7162	Intermediate Similarity	NPC113000
0.7162	Intermediate Similarity	NPC122327
0.7162	Intermediate Similarity	NPC112609
0.7123	Intermediate Similarity	NPC326200
0.7123	Intermediate Similarity	NPC208302
0.7108	Intermediate Similarity	NPC298115
0.7105	Intermediate Similarity	NPC9796
0.7105	Intermediate Similarity	NPC290638
0.7083	Intermediate Similarity	NPC16190
0.7083	Intermediate Similarity	NPC235059
0.7083	Intermediate Similarity	NPC5324
0.7083	Intermediate Similarity	NPC169222
0.7051	Intermediate Similarity	NPC477703
0.7051	Intermediate Similarity	NPC328178
0.7051	Intermediate Similarity	NPC190567
0.7042	Intermediate Similarity	NPC52330
0.7027	Intermediate Similarity	NPC244738
0.7027	Intermediate Similarity	NPC271437
0.7024	Intermediate Similarity	NPC26224
0.7013	Intermediate Similarity	NPC137847
0.7013	Intermediate Similarity	NPC76455
0.7	Intermediate Similarity	NPC477770
0.7	Intermediate Similarity	NPC11150
0.6974	Remote Similarity	NPC139658
0.6974	Remote Similarity	NPC271642
0.6962	Remote Similarity	NPC133050
0.6962	Remote Similarity	NPC231986
0.6951	Remote Similarity	NPC307
0.6951	Remote Similarity	NPC160339
0.6951	Remote Similarity	NPC164526
0.6941	Remote Similarity	NPC133461
0.6941	Remote Similarity	NPC125226
0.6941	Remote Similarity	NPC220596
0.6933	Remote Similarity	NPC108218
0.6933	Remote Similarity	NPC208075
0.6923	Remote Similarity	NPC469894
0.6923	Remote Similarity	NPC272260
0.6914	Remote Similarity	NPC133162
0.6914	Remote Similarity	NPC95429
0.6892	Remote Similarity	NPC155429
0.6883	Remote Similarity	NPC329318
0.6883	Remote Similarity	NPC325662
0.6883	Remote Similarity	NPC98269
0.6875	Remote Similarity	NPC14326
0.6875	Remote Similarity	NPC103387
0.686	Remote Similarity	NPC323420
0.686	Remote Similarity	NPC314690
0.686	Remote Similarity	NPC153885
0.6842	Remote Similarity	NPC98976
0.6835	Remote Similarity	NPC164449
0.6835	Remote Similarity	NPC184030
0.6829	Remote Similarity	NPC474354
0.6829	Remote Similarity	NPC252067
0.6795	Remote Similarity	NPC36342
0.6795	Remote Similarity	NPC285470
0.6795	Remote Similarity	NPC2785
0.679	Remote Similarity	NPC270507
0.6786	Remote Similarity	NPC153308
0.6782	Remote Similarity	NPC238219
0.6757	Remote Similarity	NPC219246
0.6753	Remote Similarity	NPC175393
0.675	Remote Similarity	NPC145053
0.675	Remote Similarity	NPC303245
0.6747	Remote Similarity	NPC93843
0.6747	Remote Similarity	NPC474211
0.6747	Remote Similarity	NPC243166
0.6744	Remote Similarity	NPC86987
0.6744	Remote Similarity	NPC475059
0.6744	Remote Similarity	NPC475023
0.6712	Remote Similarity	NPC181786
0.6709	Remote Similarity	NPC300205
0.6709	Remote Similarity	NPC139901
0.6709	Remote Similarity	NPC170484
0.6709	Remote Similarity	NPC151405
0.6707	Remote Similarity	NPC304538
0.6707	Remote Similarity	NPC168855
0.6705	Remote Similarity	NPC260233
0.6667	Remote Similarity	NPC188844
0.6667	Remote Similarity	NPC179726
0.6667	Remote Similarity	NPC475057
0.6667	Remote Similarity	NPC287790
0.6667	Remote Similarity	NPC1682
0.6667	Remote Similarity	NPC322387
0.6667	Remote Similarity	NPC155232
0.6667	Remote Similarity	NPC73637
0.6667	Remote Similarity	NPC323103
0.6667	Remote Similarity	NPC121478
0.6667	Remote Similarity	NPC3672
0.6667	Remote Similarity	NPC245966
0.6629	Remote Similarity	NPC219573
0.6629	Remote Similarity	NPC185208
0.6628	Remote Similarity	NPC277277
0.6628	Remote Similarity	NPC86670
0.6628	Remote Similarity	NPC274455
0.6628	Remote Similarity	NPC173413
0.6628	Remote Similarity	NPC70940
0.6627	Remote Similarity	NPC475710
0.6625	Remote Similarity	NPC121800
0.6625	Remote Similarity	NPC164086
0.6625	Remote Similarity	NPC95868
0.6623	Remote Similarity	NPC206800

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 NPC45756 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	762
0.1-0.2	844
0.2-0.3	2770
0.3-0.4	2998
0.4-0.5	1225
0.5-0.6	398
0.6-0.7	131
0.7-0.8	20
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8438	Intermediate Similarity	NPD675	Discontinued
0.8088	Intermediate Similarity	NPD1673	Approved
0.7761	Intermediate Similarity	NPD173	Clinical (unspecified phase)
0.7606	Intermediate Similarity	NPD294	Approved
0.7606	Intermediate Similarity	NPD292	Approved
0.7571	Intermediate Similarity	NPD9497	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD3035	Approved
0.7308	Intermediate Similarity	NPD4170	Approved
0.7308	Intermediate Similarity	NPD4169	Approved
0.7308	Intermediate Similarity	NPD4701	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD3981	Approved
0.7273	Intermediate Similarity	NPD3903	Approved
0.7273	Intermediate Similarity	NPD3979	Approved
0.7273	Intermediate Similarity	NPD3904	Approved
0.725	Intermediate Similarity	NPD5734	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD9564	Approved
0.7237	Intermediate Similarity	NPD9563	Approved
0.7237	Intermediate Similarity	NPD79	Approved
0.7215	Intermediate Similarity	NPD2001	Discontinued
0.7215	Intermediate Similarity	NPD4635	Approved
0.7162	Intermediate Similarity	NPD9594	Approved
0.7162	Intermediate Similarity	NPD80	Approved
0.7162	Intermediate Similarity	NPD9590	Approved
0.7162	Intermediate Similarity	NPD9591	Approved
0.7162	Intermediate Similarity	NPD9589	Approved
0.7162	Intermediate Similarity	NPD9593	Approved
0.7162	Intermediate Similarity	NPD9588	Approved
0.7162	Intermediate Similarity	NPD9592	Approved
0.716	Intermediate Similarity	NPD3099	Discontinued
0.7143	Intermediate Similarity	NPD590	Approved
0.7143	Intermediate Similarity	NPD589	Approved
0.7143	Intermediate Similarity	NPD1475	Approved
0.7125	Intermediate Similarity	NPD4544	Approved
0.7105	Intermediate Similarity	NPD4147	Approved
0.7105	Intermediate Similarity	NPD4144	Approved
0.7051	Intermediate Similarity	NPD1617	Discontinued
0.7051	Intermediate Similarity	NPD260	Discontinued
0.7037	Intermediate Similarity	NPD2205	Approved
0.7037	Intermediate Similarity	NPD2208	Approved
0.7027	Intermediate Similarity	NPD9728	Phase 1
0.7	Intermediate Similarity	NPD5288	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD4027	Approved
0.6962	Remote Similarity	NPD4026	Approved
0.6933	Remote Similarity	NPD505	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD1052	Approved
0.6923	Remote Similarity	NPD1053	Approved
0.6923	Remote Similarity	NPD1051	Approved
0.6914	Remote Similarity	NPD3429	Approved
0.6914	Remote Similarity	NPD3427	Approved
0.6883	Remote Similarity	NPD603	Approved
0.6867	Remote Similarity	NPD783	Approved
0.6867	Remote Similarity	NPD4146	Approved
0.6867	Remote Similarity	NPD4145	Approved
0.6867	Remote Similarity	NPD1087	Approved
0.6867	Remote Similarity	NPD2002	Discontinued
0.6867	Remote Similarity	NPD782	Approved
0.6867	Remote Similarity	NPD3426	Approved
0.6867	Remote Similarity	NPD3428	Approved
0.6867	Remote Similarity	NPD781	Approved
0.6867	Remote Similarity	NPD780	Approved
0.6835	Remote Similarity	NPD5372	Approved
0.6835	Remote Similarity	NPD5371	Approved
0.6829	Remote Similarity	NPD5916	Discontinued
0.6795	Remote Similarity	NPD293	Approved
0.6795	Remote Similarity	NPD295	Approved
0.6795	Remote Similarity	NPD296	Approved
0.679	Remote Similarity	NPD1185	Approved
0.679	Remote Similarity	NPD3971	Phase 1
0.6786	Remote Similarity	NPD5675	Discontinued
0.6786	Remote Similarity	NPD1101	Approved
0.6782	Remote Similarity	NPD845	Approved
0.6747	Remote Similarity	NPD4406	Approved
0.6747	Remote Similarity	NPD4409	Approved
0.6747	Remote Similarity	NPD4636	Approved
0.6707	Remote Similarity	NPD5178	Approved
0.6706	Remote Similarity	NPD5656	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD6049	Phase 2
0.6705	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4405	Approved
0.6667	Remote Similarity	NPD4408	Approved
0.6667	Remote Similarity	NPD4407	Approved
0.6667	Remote Similarity	NPD7631	Approved
0.6628	Remote Similarity	NPD1090	Approved
0.6628	Remote Similarity	NPD1086	Approved
0.6628	Remote Similarity	NPD5915	Approved
0.6628	Remote Similarity	NPD3673	Approved
0.6628	Remote Similarity	NPD3672	Approved
0.6628	Remote Similarity	NPD1089	Approved
0.6628	Remote Similarity	NPD3344	Approved
0.6628	Remote Similarity	NPD3346	Approved
0.6625	Remote Similarity	NPD1507	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD914	Suspended
0.6623	Remote Similarity	NPD9716	Approved
0.6591	Remote Similarity	NPD3980	Approved
0.6591	Remote Similarity	NPD4545	Approved
0.6591	Remote Similarity	NPD2878	Approved
0.6591	Remote Similarity	NPD3982	Approved
0.6591	Remote Similarity	NPD4542	Approved
0.6588	Remote Similarity	NPD3345	Approved
0.6585	Remote Similarity	NPD830	Approved
0.6585	Remote Similarity	NPD262	Approved
0.6585	Remote Similarity	NPD4000	Phase 3
0.6585	Remote Similarity	NPD831	Approved
0.6585	Remote Similarity	NPD263	Approved
0.6582	Remote Similarity	NPD227	Approved
0.6582	Remote Similarity	NPD225	Approved
0.6582	Remote Similarity	NPD9393	Approved
0.6582	Remote Similarity	NPD9397	Approved
0.6556	Remote Similarity	NPD3495	Discontinued
0.6552	Remote Similarity	NPD7609	Phase 3
0.6548	Remote Similarity	NPD1697	Approved
0.6543	Remote Similarity	NPD472	Approved
0.6543	Remote Similarity	NPD942	Approved
0.6512	Remote Similarity	NPD5346	Phase 2
0.6512	Remote Similarity	NPD800	Approved
0.6512	Remote Similarity	NPD5347	Phase 2
0.6512	Remote Similarity	NPD771	Phase 3
0.6506	Remote Similarity	NPD2538	Approved
0.6506	Remote Similarity	NPD785	Approved
0.6506	Remote Similarity	NPD2539	Approved
0.65	Remote Similarity	NPD507	Approved
0.65	Remote Similarity	NPD508	Approved
0.6477	Remote Similarity	NPD1088	Approved
0.6471	Remote Similarity	NPD650	Approved
0.6444	Remote Similarity	NPD1809	Phase 2
0.6444	Remote Similarity	NPD3093	Approved
0.6444	Remote Similarity	NPD2895	Discontinued
0.6444	Remote Similarity	NPD1738	Approved
0.6404	Remote Similarity	NPD1409	Phase 3
0.6404	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD531	Approved
0.6386	Remote Similarity	NPD1800	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD5597	Approved
0.6374	Remote Similarity	NPD5598	Approved
0.6374	Remote Similarity	NPD2487	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD530	Approved
0.6364	Remote Similarity	NPD4543	Discontinued
0.6353	Remote Similarity	NPD5252	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD226	Approved
0.6333	Remote Similarity	NPD5554	Approved
0.6333	Remote Similarity	NPD4814	Discontinued
0.6333	Remote Similarity	NPD2656	Approved
0.6333	Remote Similarity	NPD2655	Approved
0.6333	Remote Similarity	NPD1693	Approved
0.631	Remote Similarity	NPD9395	Approved
0.6296	Remote Similarity	NPD9490	Approved
0.6279	Remote Similarity	NPD4793	Discontinued
0.6264	Remote Similarity	NPD6472	Discontinued
0.6264	Remote Similarity	NPD5964	Phase 2
0.6264	Remote Similarity	NPD5963	Phase 2
0.625	Remote Similarity	NPD4728	Approved
0.625	Remote Similarity	NPD2811	Clinical (unspecified phase)
0.625	Remote Similarity	NPD9294	Approved
0.6235	Remote Similarity	NPD9505	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD1563	Approved
0.6211	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD713	Clinical (unspecified phase)
0.619	Remote Similarity	NPD9491	Approved
0.619	Remote Similarity	NPD423	Phase 3
0.618	Remote Similarity	NPD2997	Approved
0.618	Remote Similarity	NPD517	Discontinued
0.618	Remote Similarity	NPD2998	Approved
0.618	Remote Similarity	NPD3000	Approved
0.617	Remote Similarity	NPD6354	Discontinued
0.6154	Remote Similarity	NPD4094	Approved
0.6154	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD688	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD4813	Approved
0.6129	Remote Similarity	NPD5832	Phase 3
0.6129	Remote Similarity	NPD4263	Approved
0.6111	Remote Similarity	NPD1508	Approved
0.6111	Remote Similarity	NPD752	Approved
0.6092	Remote Similarity	NPD506	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD3457	Approved
0.6087	Remote Similarity	NPD3458	Approved
0.6087	Remote Similarity	NPD2507	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD2005	Discontinued
0.6087	Remote Similarity	NPD1989	Approved
0.6087	Remote Similarity	NPD3456	Approved
0.6064	Remote Similarity	NPD3020	Approved
0.6064	Remote Similarity	NPD4737	Phase 2
0.6064	Remote Similarity	NPD1796	Phase 3
0.6064	Remote Similarity	NPD4007	Approved
0.6064	Remote Similarity	NPD4008	Approved
0.6064	Remote Similarity	NPD2066	Phase 3
0.6061	Remote Similarity	NPD9072	Clinical (unspecified phase)
0.6044	Remote Similarity	NPD3718	Approved
0.6044	Remote Similarity	NPD719	Approved
0.6044	Remote Similarity	NPD720	Approved
0.6044	Remote Similarity	NPD3719	Approved
0.6042	Remote Similarity	NPD1929	Approved
0.6042	Remote Similarity	NPD1930	Approved
0.6042	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD588	Approved
0.6023	Remote Similarity	NPD587	Approved
0.6022	Remote Similarity	NPD1565	Approved
0.6022	Remote Similarity	NPD288	Approved
0.6022	Remote Similarity	NPD4657	Approved
0.6022	Remote Similarity	NPD1564	Approved
0.6022	Remote Similarity	NPD1566	Phase 3

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data