NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	265.97
Volume:	225.628
LogP:	3.253
LogD:	2.568
LogS:	-2.644
# Rotatable Bonds:	4
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.604
Synthetic Accessibility Score:	2.744
Fsp3:	0.3
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.999
MDCK Permeability:	0.00030648597748950124
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.995
Plasma Protein Binding (PPB):	80.276123046875%
Volume Distribution (VD):	1.514
Pgp-substrate:	11.511990547180176%

ADMET: Metabolism

CYP1A2-inhibitor:	0.518
CYP1A2-substrate:	0.287
CYP2C19-inhibitor:	0.529
CYP2C19-substrate:	0.832
CYP2C9-inhibitor:	0.365
CYP2C9-substrate:	0.229
CYP2D6-inhibitor:	0.019
CYP2D6-substrate:	0.227
CYP3A4-inhibitor:	0.076
CYP3A4-substrate:	0.906

ADMET: Excretion

Clearance (CL):	3.353
Half-life (T1/2):	0.56

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.118
Drug-inuced Liver Injury (DILI):	0.369
AMES Toxicity:	0.842
Rat Oral Acute Toxicity:	0.078
Maximum Recommended Daily Dose:	0.024
Skin Sensitization:	0.158
Carcinogencity:	0.195
Eye Corrosion:	0.062
Eye Irritation:	0.679
Respiratory Toxicity:	0.9

Download Data

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

Natural Product: NPC325499

Natural Product ID:	NPC325499
*Common Name:**	(2,2,2-Trichloro-1-Phenylethyl) Acetate
IUPAC Name:	(2,2,2-trichloro-1-phenylethyl) acetate
Synonyms:
Standard InCHIKey:	JKRWZLOCPLZZEI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C10H9Cl3O2/c1-7(14)15-9(10(11,12)13)8-5-3-2-4-6-8/h2-6,9H,1H3
SMILES:	CC(=O)OC(C(Cl)(Cl)Cl)c1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3183831
PubChem CID:	7007
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0001097] Benzyloxycarbonyls

*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

☑ 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	12

Activity Type	# Activity
Individual Protein	1
Others	11

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	17373.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61130.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54482.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	27535.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54941	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30637.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	43277.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	5448.3	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 NPC325499 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	226
0.1-0.2	1362
0.2-0.3	4850
0.3-0.4	13055
0.4-0.5	13064
0.5-0.6	8804
0.6-0.7	1134
0.7-0.8	194
0.8-0.85	4
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9111	High Similarity	NPC304760
0.8778	High Similarity	NPC58616
0.8587	High Similarity	NPC89377
0.8404	Intermediate Similarity	NPC220893
0.8404	Intermediate Similarity	NPC173443
0.8111	Intermediate Similarity	NPC170484
0.8041	Intermediate Similarity	NPC119631
0.8022	Intermediate Similarity	NPC121800
0.802	Intermediate Similarity	NPC98911
0.802	Intermediate Similarity	NPC472318
0.8	Intermediate Similarity	NPC472314
0.8	Intermediate Similarity	NPC475465
0.7961	Intermediate Similarity	NPC234305
0.7885	Intermediate Similarity	NPC85977
0.7879	Intermediate Similarity	NPC23453
0.7849	Intermediate Similarity	NPC323103
0.7849	Intermediate Similarity	NPC106313
0.7849	Intermediate Similarity	NPC103387
0.7822	Intermediate Similarity	NPC249912
0.7822	Intermediate Similarity	NPC92754
0.7822	Intermediate Similarity	NPC276775
0.7812	Intermediate Similarity	NPC96625
0.7778	Intermediate Similarity	NPC175393
0.7766	Intermediate Similarity	NPC270507
0.7755	Intermediate Similarity	NPC213156
0.7755	Intermediate Similarity	NPC185501
0.7755	Intermediate Similarity	NPC240108
0.7745	Intermediate Similarity	NPC78701
0.7745	Intermediate Similarity	NPC225060
0.7745	Intermediate Similarity	NPC35448
0.7742	Intermediate Similarity	NPC165212
0.7742	Intermediate Similarity	NPC89950
0.7736	Intermediate Similarity	NPC472316
0.7736	Intermediate Similarity	NPC474376
0.7736	Intermediate Similarity	NPC472315
0.7736	Intermediate Similarity	NPC475203
0.767	Intermediate Similarity	NPC146351
0.7642	Intermediate Similarity	NPC473855
0.7642	Intermediate Similarity	NPC472919
0.7629	Intermediate Similarity	NPC286608
0.7629	Intermediate Similarity	NPC169050
0.7624	Intermediate Similarity	NPC130398
0.7619	Intermediate Similarity	NPC301943
0.7619	Intermediate Similarity	NPC91820
0.7619	Intermediate Similarity	NPC82426
0.7619	Intermediate Similarity	NPC474365
0.7604	Intermediate Similarity	NPC294134
0.7604	Intermediate Similarity	NPC475710
0.7596	Intermediate Similarity	NPC70624
0.7596	Intermediate Similarity	NPC42211
0.7593	Intermediate Similarity	NPC265407
0.7593	Intermediate Similarity	NPC83628
0.7593	Intermediate Similarity	NPC469636
0.7579	Intermediate Similarity	NPC308619
0.7579	Intermediate Similarity	NPC324835
0.7579	Intermediate Similarity	NPC127491
0.757	Intermediate Similarity	NPC136962
0.7547	Intermediate Similarity	NPC280616
0.7547	Intermediate Similarity	NPC171831
0.7547	Intermediate Similarity	NPC242913
0.7527	Intermediate Similarity	NPC167577
0.7527	Intermediate Similarity	NPC78517
0.75	Intermediate Similarity	NPC277788
0.75	Intermediate Similarity	NPC118343
0.75	Intermediate Similarity	NPC325497
0.75	Intermediate Similarity	NPC171843
0.7477	Intermediate Similarity	NPC238115
0.7474	Intermediate Similarity	NPC87299
0.7474	Intermediate Similarity	NPC99394
0.7474	Intermediate Similarity	NPC329319
0.7474	Intermediate Similarity	NPC103326
0.7455	Intermediate Similarity	NPC88868
0.7455	Intermediate Similarity	NPC231251
0.7455	Intermediate Similarity	NPC474157
0.7455	Intermediate Similarity	NPC25067
0.7453	Intermediate Similarity	NPC160382
0.7453	Intermediate Similarity	NPC179686
0.7451	Intermediate Similarity	NPC5472
0.7434	Intermediate Similarity	NPC100353
0.7431	Intermediate Similarity	NPC474364
0.7419	Intermediate Similarity	NPC176228
0.7407	Intermediate Similarity	NPC37115
0.7407	Intermediate Similarity	NPC119271
0.7396	Intermediate Similarity	NPC288903
0.7383	Intermediate Similarity	NPC283546
0.7368	Intermediate Similarity	NPC117180
0.7368	Intermediate Similarity	NPC303245
0.7358	Intermediate Similarity	NPC188895
0.7358	Intermediate Similarity	NPC307425
0.7339	Intermediate Similarity	NPC56493
0.7333	Intermediate Similarity	NPC203925
0.7321	Intermediate Similarity	NPC128368
0.7321	Intermediate Similarity	NPC272524
0.732	Intermediate Similarity	NPC304538
0.7315	Intermediate Similarity	NPC128730
0.7315	Intermediate Similarity	NPC209632
0.7312	Intermediate Similarity	NPC3672
0.7312	Intermediate Similarity	NPC287790
0.7308	Intermediate Similarity	NPC270654
0.7297	Intermediate Similarity	NPC210089
0.7297	Intermediate Similarity	NPC476003
0.7292	Intermediate Similarity	NPC99240
0.729	Intermediate Similarity	NPC304638
0.729	Intermediate Similarity	NPC89886
0.7273	Intermediate Similarity	NPC291837
0.7273	Intermediate Similarity	NPC17417
0.7273	Intermediate Similarity	NPC10251
0.7264	Intermediate Similarity	NPC107101
0.7264	Intermediate Similarity	NPC469481
0.7263	Intermediate Similarity	NPC328178
0.7257	Intermediate Similarity	NPC308744
0.7257	Intermediate Similarity	NPC307651
0.7248	Intermediate Similarity	NPC176971
0.7248	Intermediate Similarity	NPC30594
0.7248	Intermediate Similarity	NPC326447
0.7248	Intermediate Similarity	NPC1065
0.7248	Intermediate Similarity	NPC37622
0.7238	Intermediate Similarity	NPC175852
0.7238	Intermediate Similarity	NPC210529
0.7238	Intermediate Similarity	NPC475954
0.7238	Intermediate Similarity	NPC160548
0.7232	Intermediate Similarity	NPC185840
0.7232	Intermediate Similarity	NPC158282
0.7222	Intermediate Similarity	NPC109637
0.7222	Intermediate Similarity	NPC31786
0.7222	Intermediate Similarity	NPC114594
0.7207	Intermediate Similarity	NPC196246
0.7207	Intermediate Similarity	NPC93084
0.7207	Intermediate Similarity	NPC273837
0.7207	Intermediate Similarity	NPC174099
0.7207	Intermediate Similarity	NPC214067
0.7207	Intermediate Similarity	NPC251854
0.7196	Intermediate Similarity	NPC60373
0.7196	Intermediate Similarity	NPC154905
0.7193	Intermediate Similarity	NPC235250
0.7193	Intermediate Similarity	NPC474685
0.7182	Intermediate Similarity	NPC151530
0.7182	Intermediate Similarity	NPC157473
0.7168	Intermediate Similarity	NPC161611
0.7168	Intermediate Similarity	NPC265002
0.7156	Intermediate Similarity	NPC269457
0.7156	Intermediate Similarity	NPC227255
0.7143	Intermediate Similarity	NPC1082
0.7143	Intermediate Similarity	NPC243355
0.7143	Intermediate Similarity	NPC260818
0.7143	Intermediate Similarity	NPC305912
0.713	Intermediate Similarity	NPC149691
0.713	Intermediate Similarity	NPC60679
0.7129	Intermediate Similarity	NPC9822
0.7117	Intermediate Similarity	NPC206341
0.7117	Intermediate Similarity	NPC269023
0.7117	Intermediate Similarity	NPC99846
0.7105	Intermediate Similarity	NPC172525
0.7105	Intermediate Similarity	NPC474363
0.7103	Intermediate Similarity	NPC316797
0.7103	Intermediate Similarity	NPC253746
0.7091	Intermediate Similarity	NPC477251
0.7087	Intermediate Similarity	NPC77273
0.7087	Intermediate Similarity	NPC321956
0.7083	Intermediate Similarity	NPC475692
0.7083	Intermediate Similarity	NPC474283
0.708	Intermediate Similarity	NPC139946
0.708	Intermediate Similarity	NPC234376
0.708	Intermediate Similarity	NPC474314
0.708	Intermediate Similarity	NPC270699
0.708	Intermediate Similarity	NPC82899
0.708	Intermediate Similarity	NPC321852
0.7071	Intermediate Similarity	NPC53299
0.7064	Intermediate Similarity	NPC2518
0.7054	Intermediate Similarity	NPC259554
0.7054	Intermediate Similarity	NPC149545
0.7054	Intermediate Similarity	NPC234639
0.7043	Intermediate Similarity	NPC210092
0.7041	Intermediate Similarity	NPC172984
0.7041	Intermediate Similarity	NPC243289
0.7041	Intermediate Similarity	NPC208183
0.7037	Intermediate Similarity	NPC94343
0.7037	Intermediate Similarity	NPC45613
0.7037	Intermediate Similarity	NPC84325
0.7025	Intermediate Similarity	NPC475691
0.7025	Intermediate Similarity	NPC320287
0.7018	Intermediate Similarity	NPC26615
0.7018	Intermediate Similarity	NPC474176
0.701	Intermediate Similarity	NPC133050
0.701	Intermediate Similarity	NPC71795
0.7009	Intermediate Similarity	NPC100870
0.7	Intermediate Similarity	NPC473393
0.7	Intermediate Similarity	NPC127676
0.7	Intermediate Similarity	NPC288760
0.6991	Remote Similarity	NPC63345
0.6991	Remote Similarity	NPC183700
0.6991	Remote Similarity	NPC167504
0.6991	Remote Similarity	NPC473809
0.699	Remote Similarity	NPC472319
0.699	Remote Similarity	NPC317645
0.699	Remote Similarity	NPC71853
0.6983	Remote Similarity	NPC473507
0.6972	Remote Similarity	NPC298224
0.697	Remote Similarity	NPC95429
0.6964	Remote Similarity	NPC31274

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 NPC325499 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	189
0.1-0.2	988
0.2-0.3	1378
0.3-0.4	3176
0.4-0.5	2112
0.5-0.6	1057
0.6-0.7	230
0.7-0.8	20
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
0.7679	Intermediate Similarity	NPD694	Clinical (unspecified phase)
0.7629	Intermediate Similarity	NPD1282	Approved
0.75	Intermediate Similarity	NPD1238	Approved
0.7455	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD2182	Approved
0.7248	Intermediate Similarity	NPD3134	Approved
0.7238	Intermediate Similarity	NPD9495	Approved
0.7222	Intermediate Similarity	NPD164	Approved
0.7182	Intermediate Similarity	NPD1358	Approved
0.7103	Intermediate Similarity	NPD2550	Approved
0.7103	Intermediate Similarity	NPD2552	Approved
0.7103	Intermediate Similarity	NPD2558	Approved
0.7103	Intermediate Similarity	NPD2555	Approved
0.7103	Intermediate Similarity	NPD2553	Approved
0.7103	Intermediate Similarity	NPD2549	Approved
0.708	Intermediate Similarity	NPD969	Suspended
0.7054	Intermediate Similarity	NPD5236	Approved
0.7054	Intermediate Similarity	NPD5239	Approved
0.7054	Intermediate Similarity	NPD5235	Approved
0.7054	Intermediate Similarity	NPD2067	Discontinued
0.7054	Intermediate Similarity	NPD5237	Approved
0.7054	Intermediate Similarity	NPD5451	Approved
0.7054	Intermediate Similarity	NPD5240	Approved
0.7049	Intermediate Similarity	NPD987	Approved
0.7037	Intermediate Similarity	NPD4189	Approved
0.7037	Intermediate Similarity	NPD4188	Approved
0.7027	Intermediate Similarity	NPD9532	Phase 3
0.7025	Intermediate Similarity	NPD4359	Approved
0.6991	Remote Similarity	NPD2201	Approved
0.6983	Remote Similarity	NPD4198	Discontinued
0.6979	Remote Similarity	NPD9490	Approved
0.6961	Remote Similarity	NPD9249	Phase 1
0.6957	Remote Similarity	NPD2988	Approved
0.6957	Remote Similarity	NPD2991	Approved
0.6947	Remote Similarity	NPD9294	Approved
0.6935	Remote Similarity	NPD454	Approved
0.6916	Remote Similarity	NPD5926	Approved
0.6909	Remote Similarity	NPD3046	Approved
0.6909	Remote Similarity	NPD3048	Approved
0.6909	Remote Similarity	NPD3047	Approved
0.6893	Remote Similarity	NPD3673	Approved
0.6893	Remote Similarity	NPD3672	Approved
0.6887	Remote Similarity	NPD1989	Approved
0.6875	Remote Similarity	NPD225	Approved
0.6875	Remote Similarity	NPD227	Approved
0.687	Remote Similarity	NPD5535	Approved
0.6869	Remote Similarity	NPD9491	Approved
0.6852	Remote Similarity	NPD3097	Clinical (unspecified phase)
0.6847	Remote Similarity	NPD9697	Approved
0.6832	Remote Similarity	NPD9259	Approved
0.6832	Remote Similarity	NPD9257	Approved
0.6818	Remote Similarity	NPD6647	Phase 2
0.6796	Remote Similarity	NPD689	Discontinued
0.6786	Remote Similarity	NPD811	Approved
0.6786	Remote Similarity	NPD3524	Approved
0.6786	Remote Similarity	NPD2559	Approved
0.6786	Remote Similarity	NPD3526	Approved
0.6786	Remote Similarity	NPD2551	Approved
0.6786	Remote Similarity	NPD812	Approved
0.6786	Remote Similarity	NPD810	Approved
0.6765	Remote Similarity	NPD1087	Approved
0.6762	Remote Similarity	NPD9251	Approved
0.6752	Remote Similarity	NPD2629	Approved
0.6752	Remote Similarity	NPD690	Clinical (unspecified phase)
0.675	Remote Similarity	NPD5691	Approved
0.6726	Remote Similarity	NPD290	Approved
0.6724	Remote Similarity	NPD769	Approved
0.6698	Remote Similarity	NPD1202	Approved
0.6667	Remote Similarity	NPD9250	Approved
0.6667	Remote Similarity	NPD1894	Discontinued
0.6667	Remote Similarity	NPD226	Approved
0.6667	Remote Similarity	NPD4016	Approved
0.6667	Remote Similarity	NPD1241	Discontinued
0.6667	Remote Similarity	NPD2684	Approved
0.6667	Remote Similarity	NPD9545	Approved
0.6639	Remote Similarity	NPD3496	Discontinued
0.6637	Remote Similarity	NPD5704	Approved
0.6637	Remote Similarity	NPD5706	Approved
0.6637	Remote Similarity	NPD5705	Approved
0.6636	Remote Similarity	NPD1616	Discontinued
0.6635	Remote Similarity	NPD800	Approved
0.6612	Remote Similarity	NPD5585	Approved
0.6609	Remote Similarity	NPD550	Approved
0.6609	Remote Similarity	NPD551	Approved
0.6607	Remote Similarity	NPD5909	Discontinued
0.6571	Remote Similarity	NPD9256	Approved
0.6571	Remote Similarity	NPD1086	Approved
0.6571	Remote Similarity	NPD9258	Approved
0.6571	Remote Similarity	NPD1089	Approved
0.6571	Remote Similarity	NPD1090	Approved
0.6565	Remote Similarity	NPD1654	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD9716	Approved
0.656	Remote Similarity	NPD5667	Approved
0.6557	Remote Similarity	NPD4594	Approved
0.6557	Remote Similarity	NPD5846	Approved
0.6557	Remote Similarity	NPD6516	Phase 2
0.6557	Remote Similarity	NPD1778	Approved
0.6557	Remote Similarity	NPD4593	Approved
0.6545	Remote Similarity	NPD7798	Approved
0.6518	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6515	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.65	Remote Similarity	NPD9493	Approved
0.65	Remote Similarity	NPD5291	Approved
0.65	Remote Similarity	NPD5292	Approved
0.6496	Remote Similarity	NPD4571	Approved
0.6496	Remote Similarity	NPD4573	Approved
0.6496	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6496	Remote Similarity	NPD4572	Approved
0.6491	Remote Similarity	NPD968	Approved
0.6489	Remote Similarity	NPD1184	Approved
0.6481	Remote Similarity	NPD1693	Approved
0.6466	Remote Similarity	NPD9713	Approved
0.646	Remote Similarity	NPD1237	Approved
0.6455	Remote Similarity	NPD9611	Approved
0.6455	Remote Similarity	NPD9612	Approved
0.6455	Remote Similarity	NPD9609	Approved
0.6452	Remote Similarity	NPD4480	Approved
0.6452	Remote Similarity	NPD6287	Discontinued
0.6449	Remote Similarity	NPD1088	Approved
0.6444	Remote Similarity	NPD4534	Discontinued
0.6441	Remote Similarity	NPD2496	Approved
0.6441	Remote Similarity	NPD821	Approved
0.6441	Remote Similarity	NPD7843	Approved
0.6441	Remote Similarity	NPD2497	Approved
0.6434	Remote Similarity	NPD2598	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD2199	Approved
0.6429	Remote Similarity	NPD2198	Approved
0.6423	Remote Similarity	NPD17	Approved
0.6423	Remote Similarity	NPD4626	Approved
0.6418	Remote Similarity	NPD1501	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD794	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD5048	Discontinued
0.6396	Remote Similarity	NPD9712	Approved
0.6389	Remote Similarity	NPD1066	Discontinued
0.6389	Remote Similarity	NPD1563	Approved
0.6387	Remote Similarity	NPD6010	Discontinued
0.6381	Remote Similarity	NPD531	Approved
0.6373	Remote Similarity	NPD3971	Phase 1
0.6371	Remote Similarity	NPD3847	Discontinued
0.6356	Remote Similarity	NPD1139	Approved
0.6356	Remote Similarity	NPD1137	Approved
0.6355	Remote Similarity	NPD1239	Approved
0.6349	Remote Similarity	NPD6540	Phase 3
0.6349	Remote Similarity	NPD6539	Approved
0.6349	Remote Similarity	NPD6543	Approved
0.6349	Remote Similarity	NPD6542	Approved
0.6348	Remote Similarity	NPD6685	Approved
0.633	Remote Similarity	NPD2933	Approved
0.633	Remote Similarity	NPD2934	Approved
0.633	Remote Similarity	NPD9260	Approved
0.6328	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD6085	Phase 2
0.6324	Remote Similarity	NPD5958	Discontinued
0.6321	Remote Similarity	NPD5346	Phase 2
0.6321	Remote Similarity	NPD5347	Phase 2
0.632	Remote Similarity	NPD422	Phase 1
0.632	Remote Similarity	NPD5338	Clinical (unspecified phase)
0.632	Remote Similarity	NPD1281	Approved
0.632	Remote Similarity	NPD1611	Approved
0.6311	Remote Similarity	NPD2347	Approved
0.6306	Remote Similarity	NPD9710	Approved
0.6306	Remote Similarity	NPD9711	Approved
0.6304	Remote Similarity	NPD3887	Approved
0.6303	Remote Similarity	NPD1138	Approved
0.6299	Remote Similarity	NPD6541	Approved
0.6299	Remote Similarity	NPD6538	Approved
0.629	Remote Similarity	NPD5305	Approved
0.629	Remote Similarity	NPD5126	Approved
0.629	Remote Similarity	NPD5306	Approved
0.629	Remote Similarity	NPD5125	Phase 3
0.6286	Remote Similarity	NPD4793	Discontinued
0.6283	Remote Similarity	NPD855	Approved
0.6283	Remote Similarity	NPD854	Approved
0.6281	Remote Similarity	NPD7157	Approved
0.6273	Remote Similarity	NPD2859	Approved
0.6273	Remote Similarity	NPD2860	Approved
0.627	Remote Similarity	NPD1877	Discontinued
0.627	Remote Similarity	NPD1608	Approved
0.626	Remote Similarity	NPD7741	Discontinued
0.626	Remote Similarity	NPD3374	Clinical (unspecified phase)
0.626	Remote Similarity	NPD6798	Discontinued
0.625	Remote Similarity	NPD111	Approved
0.625	Remote Similarity	NPD6362	Approved
0.625	Remote Similarity	NPD2066	Phase 3
0.625	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.624	Remote Similarity	NPD4135	Approved
0.624	Remote Similarity	NPD4106	Approved
0.624	Remote Similarity	NPD4136	Approved
0.6239	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6239	Remote Similarity	NPD845	Approved
0.6239	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6231	Remote Similarity	NPD6832	Phase 2
0.6228	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD228	Approved
0.6216	Remote Similarity	NPD1564	Approved
0.6216	Remote Similarity	NPD1565	Approved
0.6216	Remote Similarity	NPD1566	Phase 3
0.6212	Remote Similarity	NPD6233	Phase 2
0.6212	Remote Similarity	NPD4870	Approved
0.6212	Remote Similarity	NPD4062	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