NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	246.05
Volume:	254.787
LogP:	4.116
LogD:	3.847
LogS:	-4.863
# Rotatable Bonds:	5
TPSA:	0.0
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.55
Synthetic Accessibility Score:	1.798
Fsp3:	0.143
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:	-4.427
MDCK Permeability:	1.47599057527259e-05
Pgp-inhibitor:	0.013
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.994
30% Bioavailability (F30%):	0.418

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.843
Plasma Protein Binding (PPB):	96.66271209716797%
Volume Distribution (VD):	1.308
Pgp-substrate:	2.02205753326416%

ADMET: Metabolism

CYP1A2-inhibitor:	0.924
CYP1A2-substrate:	0.524
CYP2C19-inhibitor:	0.961
CYP2C19-substrate:	0.066
CYP2C9-inhibitor:	0.875
CYP2C9-substrate:	0.096
CYP2D6-inhibitor:	0.37
CYP2D6-substrate:	0.27
CYP3A4-inhibitor:	0.532
CYP3A4-substrate:	0.639

ADMET: Excretion

Clearance (CL):	13.73
Half-life (T1/2):	0.454

ADMET: Toxicity

hERG Blockers:	0.147
Human Hepatotoxicity (H-HT):	0.029
Drug-inuced Liver Injury (DILI):	0.94
AMES Toxicity:	0.782
Rat Oral Acute Toxicity:	0.007
Maximum Recommended Daily Dose:	0.031
Skin Sensitization:	0.957
Carcinogencity:	0.43
Eye Corrosion:	0.97
Eye Irritation:	0.991
Respiratory Toxicity:	0.423

Download Data

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

Natural Product: NPC36440

Natural Product ID:	NPC36440
*Common Name:**	Dibenzyl Disulfide
IUPAC Name:	(benzyldisulfanyl)methylbenzene
Synonyms:	NSC-677465
Standard InCHIKey:	GVPWHKZIJBODOX-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C14H14S2/c1-3-7-13(8-4-1)11-15-16-12-14-9-5-2-6-10-14/h1-10H,11-12H2
SMILES:	S(Cc1ccccc1)SCc1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL121047
PubChem CID:	9012
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted 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
NPO29460	Petiveria alliacea	Species	Petiveriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29460	Petiveria alliacea	Species	Petiveriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29460	Petiveria alliacea	Species	Petiveriaceae	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
IC50	1
Others	2

Activity Type	# Activity
Individual Protein	2
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1632	Individual Protein	Monocarboxylate transporter 2	Rattus norvegicus	Activity	=	44.0	%	PMID[455130]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC50	=	12.4	n.a.	PMID[455129]
NPT706	Individual Protein	Monocarboxylate transporter 1	Rattus norvegicus	Activity	=	99.0	%	PMID[455130]

☑ 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 NPC36440 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	1556
0.1-0.2	6992
0.2-0.3	15255
0.3-0.4	14767
0.4-0.5	3290
0.5-0.6	598
0.6-0.7	159
0.7-0.8	59
0.8-0.85	13
0.85-0.9	6
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9231	High Similarity	NPC5324
0.9032	High Similarity	NPC45255
0.9016	High Similarity	NPC36357
0.9016	High Similarity	NPC114327
0.873	High Similarity	NPC246588
0.8594	High Similarity	NPC200745
0.8594	High Similarity	NPC22786
0.8525	High Similarity	NPC149436
0.8462	Intermediate Similarity	NPC113670
0.8387	Intermediate Similarity	NPC269586
0.8387	Intermediate Similarity	NPC198841
0.8358	Intermediate Similarity	NPC52330
0.8333	Intermediate Similarity	NPC291066
0.8308	Intermediate Similarity	NPC71009
0.8254	Intermediate Similarity	NPC120441
0.8254	Intermediate Similarity	NPC65873
0.8254	Intermediate Similarity	NPC212114
0.8254	Intermediate Similarity	NPC300345
0.8226	Intermediate Similarity	NPC277704
0.8125	Intermediate Similarity	NPC8235
0.8088	Intermediate Similarity	NPC267443
0.8	Intermediate Similarity	NPC169110
0.8	Intermediate Similarity	NPC147062
0.7971	Intermediate Similarity	NPC181786
0.7879	Intermediate Similarity	NPC248705
0.7879	Intermediate Similarity	NPC150196
0.7879	Intermediate Similarity	NPC310758
0.7879	Intermediate Similarity	NPC54368
0.7879	Intermediate Similarity	NPC238023
0.7879	Intermediate Similarity	NPC135924
0.7879	Intermediate Similarity	NPC210849
0.7857	Intermediate Similarity	NPC246822
0.7857	Intermediate Similarity	NPC213570
0.7857	Intermediate Similarity	NPC139416
0.7857	Intermediate Similarity	NPC473206
0.7846	Intermediate Similarity	NPC64270
0.7761	Intermediate Similarity	NPC29680
0.7761	Intermediate Similarity	NPC66517
0.7746	Intermediate Similarity	NPC72670
0.7746	Intermediate Similarity	NPC251490
0.7746	Intermediate Similarity	NPC263385
0.7647	Intermediate Similarity	NPC88566
0.7647	Intermediate Similarity	NPC21211
0.7639	Intermediate Similarity	NPC226999
0.7639	Intermediate Similarity	NPC135433
0.7639	Intermediate Similarity	NPC280135
0.7639	Intermediate Similarity	NPC193578
0.7639	Intermediate Similarity	NPC39799
0.7639	Intermediate Similarity	NPC1008
0.7639	Intermediate Similarity	NPC87099
0.7639	Intermediate Similarity	NPC158028
0.7536	Intermediate Similarity	NPC198023
0.7536	Intermediate Similarity	NPC32312
0.7536	Intermediate Similarity	NPC155172
0.7534	Intermediate Similarity	NPC212463
0.7534	Intermediate Similarity	NPC1901
0.7463	Intermediate Similarity	NPC147578
0.7432	Intermediate Similarity	NPC96835
0.7432	Intermediate Similarity	NPC258492
0.7429	Intermediate Similarity	NPC178527
0.7424	Intermediate Similarity	NPC469807
0.7391	Intermediate Similarity	NPC22627
0.7391	Intermediate Similarity	NPC50266
0.7391	Intermediate Similarity	NPC45756
0.7353	Intermediate Similarity	NPC200624
0.7333	Intermediate Similarity	NPC307195
0.7324	Intermediate Similarity	NPC6107
0.7297	Intermediate Similarity	NPC244738
0.7297	Intermediate Similarity	NPC54269
0.7286	Intermediate Similarity	NPC264470
0.7222	Intermediate Similarity	NPC239931
0.7222	Intermediate Similarity	NPC311343
0.7222	Intermediate Similarity	NPC82770
0.7222	Intermediate Similarity	NPC78954
0.7183	Intermediate Similarity	NPC113837
0.7183	Intermediate Similarity	NPC289915
0.7143	Intermediate Similarity	NPC9796
0.7143	Intermediate Similarity	NPC179726
0.7123	Intermediate Similarity	NPC98880
0.7123	Intermediate Similarity	NPC169222
0.7123	Intermediate Similarity	NPC16190
0.7123	Intermediate Similarity	NPC235059
0.7051	Intermediate Similarity	NPC245896
0.7051	Intermediate Similarity	NPC255345
0.7051	Intermediate Similarity	NPC66270
0.7049	Intermediate Similarity	NPC11150
0.7027	Intermediate Similarity	NPC95289
0.7027	Intermediate Similarity	NPC229235
0.7013	Intermediate Similarity	NPC302129
0.6988	Remote Similarity	NPC148231
0.6986	Remote Similarity	NPC22760
0.6974	Remote Similarity	NPC299134
0.6962	Remote Similarity	NPC139901
0.6962	Remote Similarity	NPC272260
0.6962	Remote Similarity	NPC151405
0.6962	Remote Similarity	NPC159661
0.6933	Remote Similarity	NPC155429
0.6933	Remote Similarity	NPC326200
0.6933	Remote Similarity	NPC74458
0.6933	Remote Similarity	NPC208302
0.6923	Remote Similarity	NPC249018
0.6923	Remote Similarity	NPC3190
0.6892	Remote Similarity	NPC297358
0.6892	Remote Similarity	NPC200936
0.6875	Remote Similarity	NPC95868
0.6875	Remote Similarity	NPC71664
0.6875	Remote Similarity	NPC475289
0.6875	Remote Similarity	NPC184030
0.6875	Remote Similarity	NPC315216
0.6875	Remote Similarity	NPC50063
0.6875	Remote Similarity	NPC164449
0.6875	Remote Similarity	NPC475573
0.6842	Remote Similarity	NPC271437
0.6842	Remote Similarity	NPC285679
0.68	Remote Similarity	NPC219246
0.679	Remote Similarity	NPC12936
0.679	Remote Similarity	NPC165212
0.679	Remote Similarity	NPC273033
0.6753	Remote Similarity	NPC208075
0.6753	Remote Similarity	NPC113000
0.6753	Remote Similarity	NPC122327
0.6753	Remote Similarity	NPC112609
0.6753	Remote Similarity	NPC108218
0.6707	Remote Similarity	NPC73637
0.6707	Remote Similarity	NPC475199
0.6707	Remote Similarity	NPC121478
0.6707	Remote Similarity	NPC283012
0.6706	Remote Similarity	NPC53492
0.6667	Remote Similarity	NPC189371
0.6667	Remote Similarity	NPC276699
0.6667	Remote Similarity	NPC98976
0.6667	Remote Similarity	NPC477703
0.6667	Remote Similarity	NPC206800
0.6667	Remote Similarity	NPC32203
0.6627	Remote Similarity	NPC243289
0.6627	Remote Similarity	NPC273758
0.6627	Remote Similarity	NPC208183
0.6627	Remote Similarity	NPC119677
0.6627	Remote Similarity	NPC474088
0.6582	Remote Similarity	NPC139658
0.6582	Remote Similarity	NPC110264
0.6582	Remote Similarity	NPC271642
0.6582	Remote Similarity	NPC175393
0.6548	Remote Similarity	NPC169016
0.6548	Remote Similarity	NPC133162
0.6548	Remote Similarity	NPC95429
0.65	Remote Similarity	NPC298023
0.65	Remote Similarity	NPC325662
0.65	Remote Similarity	NPC3672
0.65	Remote Similarity	NPC329318
0.65	Remote Similarity	NPC245966
0.65	Remote Similarity	NPC287790
0.65	Remote Similarity	NPC98269
0.65	Remote Similarity	NPC290638
0.6494	Remote Similarity	NPC125144
0.6494	Remote Similarity	NPC121708
0.6477	Remote Similarity	NPC185501
0.6471	Remote Similarity	NPC99482
0.6471	Remote Similarity	NPC123476
0.6471	Remote Similarity	NPC475710
0.6452	Remote Similarity	NPC275104
0.642	Remote Similarity	NPC285470
0.642	Remote Similarity	NPC137847
0.642	Remote Similarity	NPC12857
0.642	Remote Similarity	NPC103488
0.642	Remote Similarity	NPC50192
0.642	Remote Similarity	NPC224544
0.642	Remote Similarity	NPC176228
0.642	Remote Similarity	NPC2785
0.642	Remote Similarity	NPC36342
0.642	Remote Similarity	NPC76455
0.6395	Remote Similarity	NPC203076
0.6386	Remote Similarity	NPC71795
0.6341	Remote Similarity	NPC167577
0.6341	Remote Similarity	NPC469894
0.6341	Remote Similarity	NPC78517
0.6341	Remote Similarity	NPC300205
0.6341	Remote Similarity	NPC170484
0.6333	Remote Similarity	NPC473661
0.6322	Remote Similarity	NPC69057
0.631	Remote Similarity	NPC99240
0.6296	Remote Similarity	NPC66655
0.6265	Remote Similarity	NPC157055
0.6265	Remote Similarity	NPC190567
0.6265	Remote Similarity	NPC328178
0.6265	Remote Similarity	NPC164086
0.6265	Remote Similarity	NPC17408
0.6265	Remote Similarity	NPC192623
0.6265	Remote Similarity	NPC285716
0.6265	Remote Similarity	NPC127343
0.6265	Remote Similarity	NPC121800
0.6265	Remote Similarity	NPC309279
0.625	Remote Similarity	NPC267262
0.625	Remote Similarity	NPC262393
0.6235	Remote Similarity	NPC324835
0.6235	Remote Similarity	NPC477770
0.6235	Remote Similarity	NPC308619
0.6235	Remote Similarity	NPC127491
0.6235	Remote Similarity	NPC104070
0.619	Remote Similarity	NPC231986

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 NPC36440 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	877
0.1-0.2	885
0.2-0.3	2931
0.3-0.4	2947
0.4-0.5	1115
0.5-0.6	305
0.6-0.7	83
0.7-0.8	6
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8462	Intermediate Similarity	NPD675	Discontinued
0.7536	Intermediate Similarity	NPD173	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD9728	Phase 1
0.7262	Intermediate Similarity	NPD4728	Approved
0.7143	Intermediate Similarity	NPD4144	Approved
0.7143	Intermediate Similarity	NPD1628	Approved
0.7143	Intermediate Similarity	NPD1629	Approved
0.7143	Intermediate Similarity	NPD4147	Approved
0.7123	Intermediate Similarity	NPD9497	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD423	Phase 3
0.6962	Remote Similarity	NPD1475	Approved
0.6933	Remote Similarity	NPD292	Approved
0.6933	Remote Similarity	NPD294	Approved
0.6892	Remote Similarity	NPD1673	Approved
0.6875	Remote Similarity	NPD3904	Approved
0.6875	Remote Similarity	NPD1617	Discontinued
0.6875	Remote Similarity	NPD3903	Approved
0.6875	Remote Similarity	NPD3981	Approved
0.6875	Remote Similarity	NPD3979	Approved
0.6875	Remote Similarity	NPD1507	Clinical (unspecified phase)
0.686	Remote Similarity	NPD2811	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD5206	Clinical (unspecified phase)
0.679	Remote Similarity	NPD942	Approved
0.679	Remote Similarity	NPD3035	Approved
0.679	Remote Similarity	NPD4027	Approved
0.679	Remote Similarity	NPD4026	Approved
0.6753	Remote Similarity	NPD9593	Approved
0.6753	Remote Similarity	NPD9594	Approved
0.6753	Remote Similarity	NPD9590	Approved
0.6753	Remote Similarity	NPD505	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD9588	Approved
0.6753	Remote Similarity	NPD9589	Approved
0.6753	Remote Similarity	NPD9591	Approved
0.6753	Remote Similarity	NPD9592	Approved
0.6753	Remote Similarity	NPD80	Approved
0.6707	Remote Similarity	NPD4169	Approved
0.6707	Remote Similarity	NPD4170	Approved
0.6707	Remote Similarity	NPD4701	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3458	Approved
0.6667	Remote Similarity	NPD3456	Approved
0.6667	Remote Similarity	NPD914	Suspended
0.6667	Remote Similarity	NPD3457	Approved
0.6667	Remote Similarity	NPD9716	Approved
0.663	Remote Similarity	NPD4737	Phase 2
0.6627	Remote Similarity	NPD4635	Approved
0.6627	Remote Similarity	NPD2001	Discontinued
0.6627	Remote Similarity	NPD1185	Approved
0.6548	Remote Similarity	NPD3427	Approved
0.6548	Remote Similarity	NPD5178	Approved
0.6548	Remote Similarity	NPD4544	Approved
0.6548	Remote Similarity	NPD2539	Approved
0.6548	Remote Similarity	NPD2538	Approved
0.6548	Remote Similarity	NPD3429	Approved
0.65	Remote Similarity	NPD603	Approved
0.6484	Remote Similarity	NPD3832	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD5916	Discontinued
0.6463	Remote Similarity	NPD260	Discontinued
0.6429	Remote Similarity	NPD3971	Phase 1
0.6429	Remote Similarity	NPD5288	Clinical (unspecified phase)
0.642	Remote Similarity	NPD295	Approved
0.642	Remote Similarity	NPD225	Approved
0.642	Remote Similarity	NPD9563	Approved
0.642	Remote Similarity	NPD9397	Approved
0.642	Remote Similarity	NPD9564	Approved
0.642	Remote Similarity	NPD227	Approved
0.642	Remote Similarity	NPD79	Approved
0.642	Remote Similarity	NPD9393	Approved
0.642	Remote Similarity	NPD296	Approved
0.642	Remote Similarity	NPD293	Approved
0.6395	Remote Similarity	NPD4636	Approved
0.6395	Remote Similarity	NPD4409	Approved
0.6395	Remote Similarity	NPD4406	Approved
0.6395	Remote Similarity	NPD5252	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD6354	Discontinued
0.6341	Remote Similarity	NPD1053	Approved
0.6341	Remote Similarity	NPD590	Approved
0.6341	Remote Similarity	NPD1051	Approved
0.6341	Remote Similarity	NPD589	Approved
0.6341	Remote Similarity	NPD508	Approved
0.6341	Remote Similarity	NPD507	Approved
0.6341	Remote Similarity	NPD1052	Approved
0.6322	Remote Similarity	NPD4145	Approved
0.6322	Remote Similarity	NPD3426	Approved
0.6322	Remote Similarity	NPD3428	Approved
0.6322	Remote Similarity	NPD4146	Approved
0.6322	Remote Similarity	NPD2002	Discontinued
0.6304	Remote Similarity	NPD3093	Approved
0.6296	Remote Similarity	NPD9294	Approved
0.6265	Remote Similarity	NPD5371	Approved
0.6265	Remote Similarity	NPD5372	Approved
0.625	Remote Similarity	NPD3345	Approved
0.625	Remote Similarity	NPD5675	Discontinued
0.6235	Remote Similarity	NPD1800	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD1007	Discontinued
0.6207	Remote Similarity	NPD1697	Approved
0.619	Remote Similarity	NPD472	Approved
0.619	Remote Similarity	NPD226	Approved
0.618	Remote Similarity	NPD5656	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD4321	Approved
0.6145	Remote Similarity	NPD9490	Approved
0.6119	Remote Similarity	NPD9072	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD3344	Approved
0.6111	Remote Similarity	NPD3346	Approved
0.6111	Remote Similarity	NPD5915	Approved
0.6105	Remote Similarity	NPD4007	Approved
0.6105	Remote Similarity	NPD4008	Approved
0.6082	Remote Similarity	NPD744	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD9184	Approved
0.6067	Remote Similarity	NPD9186	Approved
0.6047	Remote Similarity	NPD263	Approved
0.6047	Remote Similarity	NPD831	Approved
0.6047	Remote Similarity	NPD262	Approved
0.6047	Remote Similarity	NPD9491	Approved
0.6047	Remote Similarity	NPD830	Approved
0.6044	Remote Similarity	NPD2998	Approved
0.6044	Remote Similarity	NPD1239	Approved
0.6044	Remote Similarity	NPD2997	Approved
0.6044	Remote Similarity	NPD3000	Approved
0.6044	Remote Similarity	NPD4543	Discontinued
0.602	Remote Similarity	NPD3407	Phase 3
0.5978	Remote Similarity	NPD1508	Approved
0.5978	Remote Similarity	NPD4407	Approved
0.5978	Remote Similarity	NPD4405	Approved
0.5978	Remote Similarity	NPD4408	Approved
0.5977	Remote Similarity	NPD9395	Approved
0.5977	Remote Similarity	NPD785	Approved
0.5955	Remote Similarity	NPD650	Approved
0.5955	Remote Similarity	NPD1282	Approved
0.5938	Remote Similarity	NPD1796	Phase 3
0.5938	Remote Similarity	NPD1067	Discontinued
0.5914	Remote Similarity	NPD3980	Approved
0.5914	Remote Similarity	NPD6549	Approved
0.5914	Remote Similarity	NPD2878	Approved
0.5914	Remote Similarity	NPD4542	Approved
0.5914	Remote Similarity	NPD6548	Approved
0.5914	Remote Similarity	NPD4545	Approved
0.5914	Remote Similarity	NPD1409	Phase 3
0.5914	Remote Similarity	NPD837	Approved
0.5914	Remote Similarity	NPD1202	Approved
0.5914	Remote Similarity	NPD3982	Approved
0.5914	Remote Similarity	NPD1563	Approved
0.5909	Remote Similarity	NPD2205	Approved
0.5909	Remote Similarity	NPD9505	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD2208	Approved
0.59	Remote Similarity	NPD3459	Approved
0.5882	Remote Similarity	NPD2298	Clinical (unspecified phase)
0.5876	Remote Similarity	NPD1795	Discontinued
0.5862	Remote Similarity	NPD4000	Phase 3
0.5859	Remote Similarity	NPD2980	Phase 2
0.5851	Remote Similarity	NPD2934	Approved
0.5851	Remote Similarity	NPD4094	Approved
0.5851	Remote Similarity	NPD3772	Phase 3
0.5851	Remote Similarity	NPD5554	Approved
0.5851	Remote Similarity	NPD2933	Approved
0.5851	Remote Similarity	NPD688	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD304	Approved
0.5843	Remote Similarity	NPD305	Approved
0.5843	Remote Similarity	NPD3099	Discontinued
0.5814	Remote Similarity	NPD9250	Approved
0.58	Remote Similarity	NPD2833	Approved
0.58	Remote Similarity	NPD2834	Approved
0.5789	Remote Similarity	NPD2860	Approved
0.5789	Remote Similarity	NPD1989	Approved
0.5789	Remote Similarity	NPD2895	Discontinued
0.5789	Remote Similarity	NPD6472	Discontinued
0.5789	Remote Similarity	NPD838	Approved
0.5789	Remote Similarity	NPD2507	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD5964	Phase 2
0.5789	Remote Similarity	NPD1843	Approved
0.5789	Remote Similarity	NPD2005	Discontinued
0.5789	Remote Similarity	NPD5963	Phase 2
0.5789	Remote Similarity	NPD2859	Approved
0.5778	Remote Similarity	NPD780	Approved
0.5778	Remote Similarity	NPD187	Approved
0.5778	Remote Similarity	NPD782	Approved
0.5778	Remote Similarity	NPD783	Approved
0.5778	Remote Similarity	NPD781	Approved
0.5778	Remote Similarity	NPD506	Clinical (unspecified phase)
0.5778	Remote Similarity	NPD9538	Approved
0.5778	Remote Similarity	NPD1087	Approved
0.5778	Remote Similarity	NPD4793	Discontinued
0.5769	Remote Similarity	NPD4991	Discontinued
0.5758	Remote Similarity	NPD1387	Phase 1
0.573	Remote Similarity	NPD111	Approved
0.5729	Remote Similarity	NPD5598	Approved
0.5729	Remote Similarity	NPD2487	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD4655	Approved
0.5729	Remote Similarity	NPD1566	Phase 3
0.5729	Remote Similarity	NPD5597	Approved
0.5729	Remote Similarity	NPD4657	Approved
0.5729	Remote Similarity	NPD1875	Phase 1
0.5729	Remote Similarity	NPD1564	Approved
0.5729	Remote Similarity	NPD1565	Approved
0.5714	Remote Similarity	NPD587	Approved
0.5714	Remote Similarity	NPD1101	Approved
0.5714	Remote Similarity	NPD588	Approved
0.5714	Remote Similarity	NPD2810	Discontinued
0.5714	Remote Similarity	NPD531	Approved
0.57	Remote Similarity	NPD488	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