NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	270.16
Volume:	304.533
LogP:	5.428
LogD:	4.23
LogS:	-5.847
# Rotatable Bonds:	5
TPSA:	18.46
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.573
Synthetic Accessibility Score:	2.122
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.508
MDCK Permeability:	1.7129177649621852e-05
Pgp-inhibitor:	0.91
Pgp-substrate:	0.013
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.176
30% Bioavailability (F30%):	0.111

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.065
Plasma Protein Binding (PPB):	97.13330841064453%
Volume Distribution (VD):	2.929
Pgp-substrate:	2.2182095050811768%

ADMET: Metabolism

CYP1A2-inhibitor:	0.66
CYP1A2-substrate:	0.266
CYP2C19-inhibitor:	0.778
CYP2C19-substrate:	0.684
CYP2C9-inhibitor:	0.725
CYP2C9-substrate:	0.125
CYP2D6-inhibitor:	0.071
CYP2D6-substrate:	0.19
CYP3A4-inhibitor:	0.05
CYP3A4-substrate:	0.623

ADMET: Excretion

Clearance (CL):	3.424
Half-life (T1/2):	0.136

ADMET: Toxicity

hERG Blockers:	0.137
Human Hepatotoxicity (H-HT):	0.12
Drug-inuced Liver Injury (DILI):	0.253
AMES Toxicity:	0.082
Rat Oral Acute Toxicity:	0.1
Maximum Recommended Daily Dose:	0.037
Skin Sensitization:	0.544
Carcinogencity:	0.717
Eye Corrosion:	0.907
Eye Irritation:	0.987
Respiratory Toxicity:	0.421

Download Data

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

Natural Product: NPC95429

Natural Product ID:	NPC95429
*Common Name:**	2-(2-Phenylpropan-2-Ylperoxy)Propan-2-Ylbenzene
IUPAC Name:	2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene
Synonyms:
Standard InCHIKey:	XMNIXWIUMCBBBL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H22O2/c1-17(2,15-11-7-5-8-12-15)19-20-18(3,4)16-13-9-6-10-14-16/h5-14H,1-4H3
SMILES:	CC(C)(c1ccccc1)OOC(C)(C)c1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1519055
PubChem CID:	6641
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002811] Phenylpropanes

*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
NPO2048	Rhizoma curcumae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]

☑ 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	47

Activity Type	# Activity
Cell Line	1
Individual Protein	10
Others	36

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT162	Individual Protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	54162.2	nM	PubChem BioAssay data set
NPT347	Cell Line	Lymphoblastoid cells	Homo sapiens	Potency	=	31622.8	nM	PMID[475805]
NPT583	Individual Protein	Inositol monophosphatase 1	Rattus norvegicus	Potency	=	28183.8	nM	PMID[475805]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	31622.8	nM	PMID[475805]
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[475806]
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	Potency	n.a.	10000.0	nM	PMID[475805]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1.3	nM	PMID[475806]
NPT46	Individual Protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency	n.a.	12.6	nM	PMID[475806]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	66824.2	nM	PMID[475805]
NPT2	Others	Unspecified		Potency	n.a.	19331.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	12023.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	75864.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1380.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	963.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48557.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	42661.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	60261.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	6.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	12299.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	43277.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	53707.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	21562.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	38022.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	47867.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	43641.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30457.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	7650.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54482.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48272.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30637.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	67614.3	nM	PubChem BioAssay data set
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	54162.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30895.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54162.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	=	12589.3	nM	PMID[475805]
NPT98	Individual Protein	HERG	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[475805]
NPT610	Others	Molecular identity unknown		Potency	n.a.	70794.6	nM	PMID[475806]

☑ 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 NPC95429 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	268
0.1-0.2	1869
0.2-0.3	4991
0.3-0.4	14460
0.4-0.5	12127
0.5-0.6	6934
0.6-0.7	1742
0.7-0.8	294
0.8-0.85	7
0.85-0.9	3
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9241	High Similarity	NPC328178
0.8659	High Similarity	NPC133050
0.8588	High Similarity	NPC474211
0.8471	Intermediate Similarity	NPC474354
0.8353	Intermediate Similarity	NPC168855
0.8295	Intermediate Similarity	NPC1793
0.8152	Intermediate Similarity	NPC26244
0.8148	Intermediate Similarity	NPC189371
0.814	Intermediate Similarity	NPC304538
0.8065	Intermediate Similarity	NPC473388
0.8046	Intermediate Similarity	NPC99482
0.8043	Intermediate Similarity	NPC151715
0.8023	Intermediate Similarity	NPC477770
0.8	Intermediate Similarity	NPC165212
0.7907	Intermediate Similarity	NPC73637
0.7907	Intermediate Similarity	NPC283012
0.7907	Intermediate Similarity	NPC121478
0.7907	Intermediate Similarity	NPC99394
0.7907	Intermediate Similarity	NPC475199
0.7907	Intermediate Similarity	NPC103326
0.7907	Intermediate Similarity	NPC329319
0.7907	Intermediate Similarity	NPC87299
0.7895	Intermediate Similarity	NPC92730
0.7889	Intermediate Similarity	NPC199567
0.7882	Intermediate Similarity	NPC184030
0.7882	Intermediate Similarity	NPC164449
0.7872	Intermediate Similarity	NPC132271
0.7872	Intermediate Similarity	NPC292730
0.7872	Intermediate Similarity	NPC216520
0.7872	Intermediate Similarity	NPC82664
0.7849	Intermediate Similarity	NPC76938
0.7841	Intermediate Similarity	NPC475710
0.7835	Intermediate Similarity	NPC19856
0.7826	Intermediate Similarity	NPC45040
0.7816	Intermediate Similarity	NPC172984
0.7791	Intermediate Similarity	NPC117180
0.7789	Intermediate Similarity	NPC225464
0.7766	Intermediate Similarity	NPC32714
0.7753	Intermediate Similarity	NPC93843
0.7742	Intermediate Similarity	NPC271440
0.7732	Intermediate Similarity	NPC51015
0.7708	Intermediate Similarity	NPC132078
0.7708	Intermediate Similarity	NPC78119
0.7708	Intermediate Similarity	NPC216468
0.7708	Intermediate Similarity	NPC51333
0.7701	Intermediate Similarity	NPC106313
0.7677	Intermediate Similarity	NPC138942
0.766	Intermediate Similarity	NPC128062
0.7653	Intermediate Similarity	NPC168829
0.7647	Intermediate Similarity	NPC224544
0.7634	Intermediate Similarity	NPC128645
0.7629	Intermediate Similarity	NPC316797
0.7629	Intermediate Similarity	NPC294741
0.7629	Intermediate Similarity	NPC213730
0.7609	Intermediate Similarity	NPC177420
0.7609	Intermediate Similarity	NPC213156
0.7609	Intermediate Similarity	NPC318325
0.7609	Intermediate Similarity	NPC240108
0.7609	Intermediate Similarity	NPC280347
0.7609	Intermediate Similarity	NPC123273
0.7609	Intermediate Similarity	NPC242240
0.7604	Intermediate Similarity	NPC475954
0.7586	Intermediate Similarity	NPC242628
0.7582	Intermediate Similarity	NPC304760
0.7579	Intermediate Similarity	NPC21959
0.7579	Intermediate Similarity	NPC274678
0.7576	Intermediate Similarity	NPC323810
0.7576	Intermediate Similarity	NPC288411
0.7553	Intermediate Similarity	NPC94139
0.7553	Intermediate Similarity	NPC162314
0.7553	Intermediate Similarity	NPC210497
0.7553	Intermediate Similarity	NPC147284
0.7553	Intermediate Similarity	NPC3358
0.7553	Intermediate Similarity	NPC306884
0.7551	Intermediate Similarity	NPC40258
0.7551	Intermediate Similarity	NPC91461
0.7551	Intermediate Similarity	NPC300166
0.7551	Intermediate Similarity	NPC7686
0.7529	Intermediate Similarity	NPC66655
0.7527	Intermediate Similarity	NPC55561
0.7527	Intermediate Similarity	NPC79917
0.7527	Intermediate Similarity	NPC192
0.7527	Intermediate Similarity	NPC119631
0.7525	Intermediate Similarity	NPC472980
0.7525	Intermediate Similarity	NPC472979
0.7525	Intermediate Similarity	NPC27252
0.75	Intermediate Similarity	NPC25493
0.75	Intermediate Similarity	NPC231591
0.75	Intermediate Similarity	NPC99557
0.75	Intermediate Similarity	NPC233396
0.75	Intermediate Similarity	NPC154899
0.75	Intermediate Similarity	NPC113460
0.75	Intermediate Similarity	NPC219286
0.7474	Intermediate Similarity	NPC27323
0.7474	Intermediate Similarity	NPC316301
0.7474	Intermediate Similarity	NPC152415
0.7474	Intermediate Similarity	NPC289769
0.7451	Intermediate Similarity	NPC11554
0.7449	Intermediate Similarity	NPC72729
0.7449	Intermediate Similarity	NPC469481
0.7447	Intermediate Similarity	NPC270547
0.7447	Intermediate Similarity	NPC304541
0.7447	Intermediate Similarity	NPC306074
0.7444	Intermediate Similarity	NPC58616
0.7436	Intermediate Similarity	NPC22786
0.7426	Intermediate Similarity	NPC135464
0.7426	Intermediate Similarity	NPC92623
0.7426	Intermediate Similarity	NPC113457
0.7426	Intermediate Similarity	NPC271274
0.7419	Intermediate Similarity	NPC258219
0.74	Intermediate Similarity	NPC241891
0.74	Intermediate Similarity	NPC120693
0.74	Intermediate Similarity	NPC261573
0.74	Intermediate Similarity	NPC472221
0.74	Intermediate Similarity	NPC472222
0.74	Intermediate Similarity	NPC8931
0.7391	Intermediate Similarity	NPC23167
0.7391	Intermediate Similarity	NPC307235
0.7391	Intermediate Similarity	NPC407
0.7381	Intermediate Similarity	NPC108218
0.7379	Intermediate Similarity	NPC228343
0.7379	Intermediate Similarity	NPC254833
0.7379	Intermediate Similarity	NPC273837
0.7374	Intermediate Similarity	NPC154905
0.7374	Intermediate Similarity	NPC12221
0.7374	Intermediate Similarity	NPC60373
0.7368	Intermediate Similarity	NPC261181
0.7368	Intermediate Similarity	NPC55903
0.7363	Intermediate Similarity	NPC243166
0.7356	Intermediate Similarity	NPC170484
0.7356	Intermediate Similarity	NPC272260
0.7353	Intermediate Similarity	NPC320439
0.7347	Intermediate Similarity	NPC476042
0.7342	Intermediate Similarity	NPC113670
0.7327	Intermediate Similarity	NPC134829
0.7327	Intermediate Similarity	NPC471133
0.7327	Intermediate Similarity	NPC243601
0.7327	Intermediate Similarity	NPC474839
0.7326	Intermediate Similarity	NPC9796
0.732	Intermediate Similarity	NPC289201
0.732	Intermediate Similarity	NPC33168
0.7312	Intermediate Similarity	NPC9822
0.7312	Intermediate Similarity	NPC27974
0.7312	Intermediate Similarity	NPC220893
0.7308	Intermediate Similarity	NPC95126
0.7308	Intermediate Similarity	NPC246588
0.7308	Intermediate Similarity	NPC475002
0.7308	Intermediate Similarity	NPC296683
0.7308	Intermediate Similarity	NPC210849
0.7308	Intermediate Similarity	NPC133308
0.7303	Intermediate Similarity	NPC323103
0.7303	Intermediate Similarity	NPC103387
0.73	Intermediate Similarity	NPC108497
0.73	Intermediate Similarity	NPC135784
0.7292	Intermediate Similarity	NPC206764
0.7292	Intermediate Similarity	NPC5472
0.7284	Intermediate Similarity	NPC267443
0.7283	Intermediate Similarity	NPC155393
0.7283	Intermediate Similarity	NPC89377
0.7283	Intermediate Similarity	NPC197783
0.7282	Intermediate Similarity	NPC201959
0.7282	Intermediate Similarity	NPC61885
0.7282	Intermediate Similarity	NPC64642
0.7282	Intermediate Similarity	NPC472982
0.7282	Intermediate Similarity	NPC63698
0.7282	Intermediate Similarity	NPC149455
0.7282	Intermediate Similarity	NPC262365
0.7273	Intermediate Similarity	NPC121800
0.7273	Intermediate Similarity	NPC129373
0.7273	Intermediate Similarity	NPC225506
0.7273	Intermediate Similarity	NPC248396
0.7273	Intermediate Similarity	NPC48730
0.7263	Intermediate Similarity	NPC155908
0.7255	Intermediate Similarity	NPC118286
0.7255	Intermediate Similarity	NPC109691
0.7255	Intermediate Similarity	NPC302681
0.7255	Intermediate Similarity	NPC39097
0.7255	Intermediate Similarity	NPC39664
0.7255	Intermediate Similarity	NPC470700
0.7255	Intermediate Similarity	NPC53740
0.7255	Intermediate Similarity	NPC188677
0.7245	Intermediate Similarity	NPC475078
0.7245	Intermediate Similarity	NPC79241
0.7245	Intermediate Similarity	NPC201967
0.7245	Intermediate Similarity	NPC470161
0.7245	Intermediate Similarity	NPC77492
0.7245	Intermediate Similarity	NPC474073
0.7245	Intermediate Similarity	NPC156313
0.7245	Intermediate Similarity	NPC6597
0.7245	Intermediate Similarity	NPC32674
0.7245	Intermediate Similarity	NPC152097
0.7238	Intermediate Similarity	NPC224527
0.7238	Intermediate Similarity	NPC95716
0.7234	Intermediate Similarity	NPC98772
0.7234	Intermediate Similarity	NPC172128
0.7228	Intermediate Similarity	NPC119860
0.7228	Intermediate Similarity	NPC238696
0.7228	Intermediate Similarity	NPC315794
0.7222	Intermediate Similarity	NPC270507
0.7216	Intermediate Similarity	NPC144682

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 NPC95429 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	263
0.1-0.2	1101
0.2-0.3	995
0.3-0.4	3233
0.4-0.5	2080
0.5-0.6	1079
0.6-0.7	351
0.7-0.8	46
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
0.8152	Intermediate Similarity	NPD2860	Approved
0.8152	Intermediate Similarity	NPD2859	Approved
0.8085	Intermediate Similarity	NPD3020	Approved
0.8043	Intermediate Similarity	NPD2933	Approved
0.8043	Intermediate Similarity	NPD2934	Approved
0.7732	Intermediate Similarity	NPD4817	Approved
0.7732	Intermediate Similarity	NPD4818	Approved
0.7653	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7653	Intermediate Similarity	NPD4658	Approved
0.7653	Intermediate Similarity	NPD4656	Approved
0.7629	Intermediate Similarity	NPD1616	Discontinued
0.7629	Intermediate Similarity	NPD2549	Approved
0.7629	Intermediate Similarity	NPD2555	Approved
0.7629	Intermediate Similarity	NPD2550	Approved
0.7629	Intermediate Similarity	NPD2558	Approved
0.7629	Intermediate Similarity	NPD2552	Approved
0.7629	Intermediate Similarity	NPD3028	Approved
0.7629	Intermediate Similarity	NPD2553	Approved
0.7576	Intermediate Similarity	NPD3048	Approved
0.7576	Intermediate Similarity	NPD3046	Approved
0.7576	Intermediate Similarity	NPD3047	Approved
0.7553	Intermediate Similarity	NPD845	Approved
0.7551	Intermediate Similarity	NPD4188	Approved
0.7551	Intermediate Similarity	NPD4189	Approved
0.7549	Intermediate Similarity	NPD5236	Approved
0.7549	Intermediate Similarity	NPD5240	Approved
0.7549	Intermediate Similarity	NPD5239	Approved
0.7549	Intermediate Similarity	NPD5237	Approved
0.7549	Intermediate Similarity	NPD5235	Approved
0.7529	Intermediate Similarity	NPD9294	Approved
0.7475	Intermediate Similarity	NPD4231	Approved
0.7475	Intermediate Similarity	NPD4229	Approved
0.7475	Intermediate Similarity	NPD3680	Approved
0.7475	Intermediate Similarity	NPD3682	Approved
0.7474	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD1989	Approved
0.7379	Intermediate Similarity	NPD3021	Approved
0.7379	Intermediate Similarity	NPD3022	Approved
0.7368	Intermediate Similarity	NPD1202	Approved
0.7342	Intermediate Similarity	NPD675	Discontinued
0.73	Intermediate Similarity	NPD3683	Approved
0.73	Intermediate Similarity	NPD3681	Approved
0.7283	Intermediate Similarity	NPD1087	Approved
0.7255	Intermediate Similarity	NPD3524	Approved
0.7255	Intermediate Similarity	NPD3526	Approved
0.7255	Intermediate Similarity	NPD2551	Approved
0.7255	Intermediate Similarity	NPD2559	Approved
0.7238	Intermediate Similarity	NPD2499	Approved
0.7238	Intermediate Similarity	NPD2500	Approved
0.7222	Intermediate Similarity	NPD3971	Phase 1
0.7216	Intermediate Similarity	NPD844	Approved
0.7216	Intermediate Similarity	NPD1809	Phase 2
0.7212	Intermediate Similarity	NPD5451	Approved
0.7204	Intermediate Similarity	NPD1101	Approved
0.7191	Intermediate Similarity	NPD9250	Approved
0.7188	Intermediate Similarity	NPD1563	Approved
0.7172	Intermediate Similarity	NPD2066	Phase 3
0.717	Intermediate Similarity	NPD7635	Approved
0.7158	Intermediate Similarity	NPD1239	Approved
0.7143	Intermediate Similarity	NPD4253	Approved
0.7143	Intermediate Similarity	NPD2201	Approved
0.7143	Intermediate Similarity	NPD288	Approved
0.7143	Intermediate Similarity	NPD4254	Approved
0.7103	Intermediate Similarity	NPD2228	Approved
0.7103	Intermediate Similarity	NPD2234	Approved
0.7103	Intermediate Similarity	NPD2988	Approved
0.7103	Intermediate Similarity	NPD2229	Approved
0.7103	Intermediate Similarity	NPD5283	Phase 1
0.7103	Intermediate Similarity	NPD2991	Approved
0.71	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD4117	Approved
0.7065	Intermediate Similarity	NPD111	Approved
0.7059	Intermediate Similarity	NPD5909	Discontinued
0.7059	Intermediate Similarity	NPD1237	Approved
0.7053	Intermediate Similarity	NPD1089	Approved
0.7053	Intermediate Similarity	NPD1090	Approved
0.7053	Intermediate Similarity	NPD1086	Approved
0.703	Intermediate Similarity	NPD4719	Phase 2
0.703	Intermediate Similarity	NPD940	Approved
0.703	Intermediate Similarity	NPD846	Approved
0.7019	Intermediate Similarity	NPD4095	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD2342	Discontinued
0.701	Intermediate Similarity	NPD5122	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD5535	Approved
0.6972	Remote Similarity	NPD6387	Discontinued
0.6972	Remote Similarity	NPD4198	Discontinued
0.697	Remote Similarity	NPD1564	Approved
0.697	Remote Similarity	NPD1565	Approved
0.697	Remote Similarity	NPD1875	Phase 1
0.697	Remote Similarity	NPD1566	Phase 3
0.6966	Remote Similarity	NPD9490	Approved
0.6961	Remote Similarity	NPD1930	Approved
0.6961	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD1929	Approved
0.6952	Remote Similarity	NPD4720	Approved
0.6952	Remote Similarity	NPD4717	Approved
0.6952	Remote Similarity	NPD4718	Approved
0.6947	Remote Similarity	NPD800	Approved
0.6944	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD3772	Phase 3
0.6939	Remote Similarity	NPD688	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD1693	Approved
0.6923	Remote Similarity	NPD5704	Approved
0.6923	Remote Similarity	NPD5706	Approved
0.6923	Remote Similarity	NPD5705	Approved
0.6916	Remote Similarity	NPD4573	Approved
0.6916	Remote Similarity	NPD4571	Approved
0.6916	Remote Similarity	NPD4572	Approved
0.6909	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD1088	Approved
0.6907	Remote Similarity	NPD752	Approved
0.6907	Remote Similarity	NPD159	Clinical (unspecified phase)
0.69	Remote Similarity	NPD5926	Approved
0.6887	Remote Similarity	NPD1792	Phase 2
0.6887	Remote Similarity	NPD4750	Phase 3
0.6882	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD5951	Approved
0.6875	Remote Similarity	NPD3672	Approved
0.6875	Remote Similarity	NPD3673	Approved
0.6875	Remote Similarity	NPD4105	Approved
0.6875	Remote Similarity	NPD4102	Approved
0.6863	Remote Similarity	NPD4119	Approved
0.6863	Remote Similarity	NPD5716	Approved
0.6854	Remote Similarity	NPD225	Approved
0.6854	Remote Similarity	NPD227	Approved
0.6852	Remote Similarity	NPD2497	Approved
0.6852	Remote Similarity	NPD2496	Approved
0.6848	Remote Similarity	NPD9491	Approved
0.6842	Remote Similarity	NPD531	Approved
0.6837	Remote Similarity	NPD720	Approved
0.6837	Remote Similarity	NPD1409	Phase 3
0.6837	Remote Similarity	NPD719	Approved
0.6832	Remote Similarity	NPD1238	Approved
0.6822	Remote Similarity	NPD4025	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6814	Remote Similarity	NPD7725	Approved
0.6809	Remote Similarity	NPD9259	Approved
0.6809	Remote Similarity	NPD9257	Approved
0.6804	Remote Similarity	NPD530	Approved
0.6792	Remote Similarity	NPD2684	Approved
0.6792	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD496	Approved
0.6789	Remote Similarity	NPD495	Approved
0.6789	Remote Similarity	NPD498	Approved
0.6786	Remote Similarity	NPD7741	Discontinued
0.6771	Remote Similarity	NPD5347	Phase 2
0.6771	Remote Similarity	NPD5346	Phase 2
0.6765	Remote Similarity	NPD1242	Phase 1
0.6762	Remote Similarity	NPD1444	Approved
0.6762	Remote Similarity	NPD1445	Approved
0.6759	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD6775	Clinical (unspecified phase)
0.6754	Remote Similarity	NPD4135	Approved
0.6754	Remote Similarity	NPD4136	Approved
0.6754	Remote Similarity	NPD4106	Approved
0.6737	Remote Similarity	NPD4793	Discontinued
0.6733	Remote Similarity	NPD9495	Approved
0.6733	Remote Similarity	NPD9611	Approved
0.6733	Remote Similarity	NPD9612	Approved
0.6733	Remote Similarity	NPD9609	Approved
0.6731	Remote Similarity	NPD179	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD2629	Approved
0.6727	Remote Similarity	NPD497	Approved
0.6703	Remote Similarity	NPD3904	Approved
0.6703	Remote Similarity	NPD3903	Approved
0.6703	Remote Similarity	NPD3979	Approved
0.6703	Remote Similarity	NPD1507	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD3981	Approved
0.6699	Remote Similarity	NPD855	Approved
0.6699	Remote Similarity	NPD854	Approved
0.6696	Remote Similarity	NPD2484	Approved
0.6696	Remote Similarity	NPD2485	Approved
0.6667	Remote Similarity	NPD5305	Approved
0.6667	Remote Similarity	NPD2667	Approved
0.6667	Remote Similarity	NPD2668	Approved
0.6667	Remote Similarity	NPD4594	Approved
0.6667	Remote Similarity	NPD5048	Discontinued
0.6667	Remote Similarity	NPD5125	Phase 3
0.6667	Remote Similarity	NPD4593	Approved
0.6667	Remote Similarity	NPD5306	Approved
0.6667	Remote Similarity	NPD2557	Approved
0.6667	Remote Similarity	NPD6671	Approved
0.6667	Remote Similarity	NPD4059	Approved
0.6667	Remote Similarity	NPD5717	Approved
0.6667	Remote Similarity	NPD5126	Approved
0.6637	Remote Similarity	NPD7330	Discontinued
0.6637	Remote Similarity	NPD5304	Approved
0.6637	Remote Similarity	NPD3091	Approved
0.6637	Remote Similarity	NPD5303	Approved
0.6636	Remote Similarity	NPD2182	Approved
0.663	Remote Similarity	NPD226	Approved
0.663	Remote Similarity	NPD942	Approved
0.663	Remote Similarity	NPD3035	Approved
0.6609	Remote Similarity	NPD3897	Approved
0.6609	Remote Similarity	NPD3898	Approved
0.6609	Remote Similarity	NPD3896	Approved
0.6609	Remote Similarity	NPD3895	Approved
0.6607	Remote Similarity	NPD3596	Phase 2
0.6606	Remote Similarity	NPD1137	Approved
0.6606	Remote Similarity	NPD1139	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