NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	200.04
Volume:	197.827
LogP:	3.167
LogD:	3.129
LogS:	-3.373
# Rotatable Bonds:	1
TPSA:	28.68
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.641
Synthetic Accessibility Score:	2.169
Fsp3:	0.0
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:	-4.521
MDCK Permeability:	5.724482252844609e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.028
20% Bioavailability (F20%):	0.879
30% Bioavailability (F30%):	0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.649
Plasma Protein Binding (PPB):	94.42064666748047%
Volume Distribution (VD):	1.376
Pgp-substrate:	7.351487159729004%

ADMET: Metabolism

CYP1A2-inhibitor:	0.995
CYP1A2-substrate:	0.685
CYP2C19-inhibitor:	0.938
CYP2C19-substrate:	0.098
CYP2C9-inhibitor:	0.627
CYP2C9-substrate:	0.917
CYP2D6-inhibitor:	0.94
CYP2D6-substrate:	0.883
CYP3A4-inhibitor:	0.899
CYP3A4-substrate:	0.213

ADMET: Excretion

Clearance (CL):	3.745
Half-life (T1/2):	0.337

ADMET: Toxicity

hERG Blockers:	0.036
Human Hepatotoxicity (H-HT):	0.867
Drug-inuced Liver Injury (DILI):	0.962
AMES Toxicity:	0.448
Rat Oral Acute Toxicity:	0.896
Maximum Recommended Daily Dose:	0.715
Skin Sensitization:	0.422
Carcinogencity:	0.089
Eye Corrosion:	0.049
Eye Irritation:	0.958
Respiratory Toxicity:	0.979

Download Data

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

Natural Product: NPC164228

Natural Product ID:	NPC164228
*Common Name:**	Camalexin
IUPAC Name:	2-(1H-indol-3-yl)-1,3-thiazole
Synonyms:	Camalexin
Standard InCHIKey:	IYODIJVWGPRBGQ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H
SMILES:	c1csc(n1)c1c[nH]c2c1cccc2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL239716
PubChem CID:	636970
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000211] Indoles and derivatives [CHEMONTID:0002497] Indoles

*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
NPO11238	Ocotea suaveolens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10952	Camelina sativa	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2790	Anthopleura elegantissima	Species	Actiniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18275	Struthiopteris amabilis	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18873.1	Salmonella enterica subsp. enterica serovar anatum	Subspecies	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO3052	Shorea resina-nigra	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7893	Xanthoparmelia camtschadalis	Species	Parmeliaceae	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
Others	17

Activity Type	# Activity
Organism	5
Others	12

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	56.0	%	PMID[480053]
NPT2	Others	Unspecified		Activity	=	63.0	%	PMID[480053]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	81.0	%	PMID[480053]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	100.0	%	PMID[480053]
NPT2	Others	Unspecified		Activity	=	0.95	10^-10.mol/mg/min	PMID[480053]
NPT2	Others	Unspecified		Activity	=	0.84	10^-10.mol/mg/min	PMID[480053]
NPT2	Others	Unspecified		Ratio	=	0.1	n.a.	PMID[480054]
NPT2	Others	Unspecified		Ratio	=	0.24	n.a.	PMID[480054]
NPT2	Others	Unspecified		Ratio	=	0.28	n.a.	PMID[480054]
NPT2	Others	Unspecified		Ratio	=	4.5	n.a.	PMID[480054]
NPT2	Others	Unspecified		Ratio	=	6.9	n.a.	PMID[480054]
NPT2	Others	Unspecified		Ratio	=	2.5	n.a.	PMID[480054]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	100.0	%	PMID[480054]
NPT2	Others	Unspecified		Inhibition	=	53.0	%	PMID[480054]
NPT2	Others	Unspecified		Inhibition	=	30.0	%	PMID[480054]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	65.0	%	PMID[480054]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	Inhibition	=	35.0	%	PMID[480054]

☑ 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 NPC164228 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	2568
0.1-0.2	16241
0.2-0.3	16551
0.3-0.4	3083
0.4-0.5	2007
0.5-0.6	1436
0.6-0.7	649
0.7-0.8	139
0.8-0.85	22
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8354	Intermediate Similarity	NPC470823
0.8354	Intermediate Similarity	NPC216713
0.811	Intermediate Similarity	NPC288838
0.8063	Intermediate Similarity	NPC105127
0.8061	Intermediate Similarity	NPC471957
0.8	Intermediate Similarity	NPC153467
0.8	Intermediate Similarity	NPC96102
0.7964	Intermediate Similarity	NPC53947
0.7964	Intermediate Similarity	NPC148592
0.7963	Intermediate Similarity	NPC110126
0.795	Intermediate Similarity	NPC84911
0.7888	Intermediate Similarity	NPC29886
0.7888	Intermediate Similarity	NPC261195
0.787	Intermediate Similarity	NPC200214
0.787	Intermediate Similarity	NPC161108
0.7861	Intermediate Similarity	NPC317105
0.7853	Intermediate Similarity	NPC73767
0.7805	Intermediate Similarity	NPC279081
0.7805	Intermediate Similarity	NPC469768
0.7805	Intermediate Similarity	NPC469779
0.7805	Intermediate Similarity	NPC469783
0.7805	Intermediate Similarity	NPC469784
0.7805	Intermediate Similarity	NPC469780
0.7805	Intermediate Similarity	NPC469761
0.7805	Intermediate Similarity	NPC469767
0.7758	Intermediate Similarity	NPC469766
0.775	Intermediate Similarity	NPC82295
0.7738	Intermediate Similarity	NPC469811
0.7733	Intermediate Similarity	NPC216643
0.7711	Intermediate Similarity	NPC190296
0.7697	Intermediate Similarity	NPC230002
0.7692	Intermediate Similarity	NPC321911
0.7688	Intermediate Similarity	NPC135141
0.7688	Intermediate Similarity	NPC92796
0.7679	Intermediate Similarity	NPC63545
0.7653	Intermediate Similarity	NPC147810
0.7633	Intermediate Similarity	NPC179787
0.7633	Intermediate Similarity	NPC201380
0.7619	Intermediate Similarity	NPC159856
0.7619	Intermediate Similarity	NPC314372
0.7574	Intermediate Similarity	NPC143872
0.7558	Intermediate Similarity	NPC325903
0.7473	Intermediate Similarity	NPC248454
0.7442	Intermediate Similarity	NPC105818
0.7442	Intermediate Similarity	NPC24678
0.7412	Intermediate Similarity	NPC285731
0.7403	Intermediate Similarity	NPC477611
0.7356	Intermediate Similarity	NPC469786
0.7356	Intermediate Similarity	NPC141926
0.7356	Intermediate Similarity	NPC469763
0.7356	Intermediate Similarity	NPC25008
0.7356	Intermediate Similarity	NPC469760
0.7356	Intermediate Similarity	NPC73952
0.7356	Intermediate Similarity	NPC259644
0.7356	Intermediate Similarity	NPC469765
0.7346	Intermediate Similarity	NPC287895
0.7345	Intermediate Similarity	NPC470204
0.7345	Intermediate Similarity	NPC122141
0.734	Intermediate Similarity	NPC173344
0.733	Intermediate Similarity	NPC236711
0.7314	Intermediate Similarity	NPC212376
0.7314	Intermediate Similarity	NPC70922
0.7314	Intermediate Similarity	NPC34844
0.7314	Intermediate Similarity	NPC80597
0.7314	Intermediate Similarity	NPC211572
0.7314	Intermediate Similarity	NPC75540
0.7312	Intermediate Similarity	NPC163055
0.7306	Intermediate Similarity	NPC272483
0.7304	Intermediate Similarity	NPC149014
0.7303	Intermediate Similarity	NPC470203
0.7299	Intermediate Similarity	NPC470233
0.7288	Intermediate Similarity	NPC474791
0.7278	Intermediate Similarity	NPC115611
0.7273	Intermediate Similarity	NPC469785
0.7256	Intermediate Similarity	NPC22079
0.7247	Intermediate Similarity	NPC44773
0.7247	Intermediate Similarity	NPC215584
0.7246	Intermediate Similarity	NPC325252
0.7246	Intermediate Similarity	NPC218268
0.7233	Intermediate Similarity	NPC77022
0.7232	Intermediate Similarity	NPC469762
0.7232	Intermediate Similarity	NPC286427
0.7222	Intermediate Similarity	NPC250361
0.7198	Intermediate Similarity	NPC216221
0.7191	Intermediate Similarity	NPC56765
0.7191	Intermediate Similarity	NPC318065
0.7191	Intermediate Similarity	NPC206819
0.7191	Intermediate Similarity	NPC41257
0.7189	Intermediate Similarity	NPC59269
0.7186	Intermediate Similarity	NPC198988
0.7168	Intermediate Similarity	NPC316069
0.7151	Intermediate Similarity	NPC279918
0.7151	Intermediate Similarity	NPC131718
0.7135	Intermediate Similarity	NPC280852
0.7134	Intermediate Similarity	NPC473762
0.7127	Intermediate Similarity	NPC274229
0.7112	Intermediate Similarity	NPC314919
0.7111	Intermediate Similarity	NPC282231
0.7104	Intermediate Similarity	NPC97343
0.7101	Intermediate Similarity	NPC125746
0.7101	Intermediate Similarity	NPC150259
0.7097	Intermediate Similarity	NPC284775
0.7095	Intermediate Similarity	NPC230869
0.7091	Intermediate Similarity	NPC473587
0.7088	Intermediate Similarity	NPC49217
0.7081	Intermediate Similarity	NPC41174
0.7076	Intermediate Similarity	NPC284635
0.7076	Intermediate Similarity	NPC59084
0.7072	Intermediate Similarity	NPC90723
0.7072	Intermediate Similarity	NPC311276
0.7065	Intermediate Similarity	NPC82331
0.7055	Intermediate Similarity	NPC273714
0.7053	Intermediate Similarity	NPC15102
0.7053	Intermediate Similarity	NPC99939
0.7053	Intermediate Similarity	NPC308931
0.7049	Intermediate Similarity	NPC63751
0.7048	Intermediate Similarity	NPC475428
0.7043	Intermediate Similarity	NPC474958
0.7035	Intermediate Similarity	NPC473868
0.7035	Intermediate Similarity	NPC63157
0.7033	Intermediate Similarity	NPC17751
0.7033	Intermediate Similarity	NPC280864
0.7018	Intermediate Similarity	NPC88097
0.7011	Intermediate Similarity	NPC91895
0.7006	Intermediate Similarity	NPC179365
0.7006	Intermediate Similarity	NPC475450
0.7005	Intermediate Similarity	NPC473380
0.7005	Intermediate Similarity	NPC240088
0.6995	Remote Similarity	NPC54988
0.6995	Remote Similarity	NPC474561
0.6995	Remote Similarity	NPC49954
0.6995	Remote Similarity	NPC160105
0.6994	Remote Similarity	NPC27740
0.6989	Remote Similarity	NPC471579
0.6978	Remote Similarity	NPC102423
0.6978	Remote Similarity	NPC40779
0.6978	Remote Similarity	NPC149265
0.6977	Remote Similarity	NPC2949
0.6968	Remote Similarity	NPC265710
0.6964	Remote Similarity	NPC473930
0.6949	Remote Similarity	NPC40070
0.6939	Remote Similarity	NPC294693
0.6933	Remote Similarity	NPC46358
0.6932	Remote Similarity	NPC470111
0.6931	Remote Similarity	NPC16659
0.6923	Remote Similarity	NPC225018
0.6919	Remote Similarity	NPC194411
0.6915	Remote Similarity	NPC138562
0.6914	Remote Similarity	NPC86288
0.6914	Remote Similarity	NPC204141
0.6906	Remote Similarity	NPC474880
0.6906	Remote Similarity	NPC475990
0.6906	Remote Similarity	NPC221786
0.6901	Remote Similarity	NPC314102
0.6901	Remote Similarity	NPC251722
0.6897	Remote Similarity	NPC320863
0.6897	Remote Similarity	NPC175916
0.6895	Remote Similarity	NPC233936
0.6882	Remote Similarity	NPC470498
0.6868	Remote Similarity	NPC229173
0.6865	Remote Similarity	NPC201700
0.6865	Remote Similarity	NPC78020
0.6859	Remote Similarity	NPC83381
0.6856	Remote Similarity	NPC103119
0.6856	Remote Similarity	NPC321708
0.6848	Remote Similarity	NPC42372
0.6845	Remote Similarity	NPC314603
0.6839	Remote Similarity	NPC476454
0.6836	Remote Similarity	NPC21605
0.6833	Remote Similarity	NPC477815
0.6828	Remote Similarity	NPC474168
0.6821	Remote Similarity	NPC231536
0.6818	Remote Similarity	NPC470440
0.6809	Remote Similarity	NPC275305
0.6809	Remote Similarity	NPC37423
0.6809	Remote Similarity	NPC110500
0.6809	Remote Similarity	NPC149155
0.6809	Remote Similarity	NPC203468
0.6807	Remote Similarity	NPC476140
0.6806	Remote Similarity	NPC307191
0.6802	Remote Similarity	NPC304203
0.6798	Remote Similarity	NPC2272
0.6796	Remote Similarity	NPC476464
0.6793	Remote Similarity	NPC478184
0.6793	Remote Similarity	NPC194640
0.6788	Remote Similarity	NPC49051
0.6786	Remote Similarity	NPC476460
0.678	Remote Similarity	NPC66699
0.6772	Remote Similarity	NPC267885
0.6763	Remote Similarity	NPC169433
0.6755	Remote Similarity	NPC313791
0.6751	Remote Similarity	NPC316359
0.6751	Remote Similarity	NPC315617
0.6747	Remote Similarity	NPC69277
0.6747	Remote Similarity	NPC146373
0.6747	Remote Similarity	NPC166424
0.6747	Remote Similarity	NPC245244
0.6746	Remote Similarity	NPC282398
0.674	Remote Similarity	NPC476297
0.674	Remote Similarity	NPC476219

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 NPC164228 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	618
0.1-0.2	1011
0.2-0.3	1346
0.3-0.4	2360
0.4-0.5	2161
0.5-0.6	1280
0.6-0.7	323
0.7-0.8	47
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8192	Intermediate Similarity	NPD5105	Approved
0.8192	Intermediate Similarity	NPD5106	Approved
0.8128	Intermediate Similarity	NPD3015	Discontinued
0.8021	Intermediate Similarity	NPD3843	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD198	Clinical (unspecified phase)
0.7929	Intermediate Similarity	NPD1597	Phase 1
0.7892	Intermediate Similarity	NPD1528	Clinical (unspecified phase)
0.7853	Intermediate Similarity	NPD786	Approved
0.7771	Intermediate Similarity	NPD2642	Approved
0.7771	Intermediate Similarity	NPD2639	Approved
0.7771	Intermediate Similarity	NPD649	Clinical (unspecified phase)
0.7758	Intermediate Similarity	NPD1722	Approved
0.7751	Intermediate Similarity	NPD2172	Phase 1
0.7727	Intermediate Similarity	NPD2185	Clinical (unspecified phase)
0.7717	Intermediate Similarity	NPD5590	Clinical (unspecified phase)
0.7701	Intermediate Similarity	NPD2717	Phase 2
0.7644	Intermediate Similarity	NPD1403	Approved
0.7644	Intermediate Similarity	NPD1404	Approved
0.764	Intermediate Similarity	NPD3610	Approved
0.764	Intermediate Similarity	NPD3609	Approved
0.7588	Intermediate Similarity	NPD4374	Clinical (unspecified phase)
0.7558	Intermediate Similarity	NPD2837	Discontinued
0.75	Intermediate Similarity	NPD1853	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD3100	Discontinued
0.746	Intermediate Similarity	NPD7127	Clinical (unspecified phase)
0.7456	Intermediate Similarity	NPD3401	Clinical (unspecified phase)
0.743	Intermediate Similarity	NPD2641	Approved
0.743	Intermediate Similarity	NPD2640	Approved
0.7401	Intermediate Similarity	NPD2385	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD4509	Discontinued
0.7353	Intermediate Similarity	NPD5503	Approved
0.7353	Intermediate Similarity	NPD5502	Approved
0.7291	Intermediate Similarity	NPD1556	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD412	Approved
0.7232	Intermediate Similarity	NPD1192	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD8110	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD2006	Phase 2
0.7189	Intermediate Similarity	NPD6203	Clinical (unspecified phase)
0.7184	Intermediate Similarity	NPD2430	Phase 2
0.7179	Intermediate Similarity	NPD4470	Phase 2
0.7171	Intermediate Similarity	NPD5818	Discontinued
0.7167	Intermediate Similarity	NPD3323	Discontinued
0.7143	Intermediate Similarity	NPD7711	Discontinued
0.7135	Intermediate Similarity	NPD1648	Phase 1
0.7135	Intermediate Similarity	NPD3348	Phase 2
0.7135	Intermediate Similarity	NPD1647	Phase 1
0.7112	Intermediate Similarity	NPD6277	Clinical (unspecified phase)
0.7112	Intermediate Similarity	NPD6595	Phase 3
0.7111	Intermediate Similarity	NPD5315	Discontinued
0.7105	Intermediate Similarity	NPD2409	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD4510	Discontinued
0.7076	Intermediate Similarity	NPD3943	Clinical (unspecified phase)
0.7074	Intermediate Similarity	NPD1895	Discontinued
0.7074	Intermediate Similarity	NPD1708	Approved
0.7074	Intermediate Similarity	NPD1707	Approved
0.7073	Intermediate Similarity	NPD991	Phase 2
0.7073	Intermediate Similarity	NPD992	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD6610	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD5438	Approved
0.7053	Intermediate Similarity	NPD5439	Approved
0.7049	Intermediate Similarity	NPD5069	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD4949	Discontinued
0.7043	Intermediate Similarity	NPD2771	Approved
0.7037	Intermediate Similarity	NPD1332	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD4547	Phase 3
0.7021	Intermediate Similarity	NPD1873	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD3469	Phase 3
0.7	Intermediate Similarity	NPD704	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD4637	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD5065	Approved
0.6979	Remote Similarity	NPD2310	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5828	Phase 2
0.6954	Remote Similarity	NPD5254	Discontinued
0.6919	Remote Similarity	NPD4184	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD9583	Approved
0.6901	Remote Similarity	NPD1262	Discovery
0.6897	Remote Similarity	NPD2735	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD4865	Approved
0.6888	Remote Similarity	NPD6265	Discontinued
0.6886	Remote Similarity	NPD3654	Approved
0.6875	Remote Similarity	NPD1227	Phase 2
0.6869	Remote Similarity	NPD6224	Clinical (unspecified phase)
0.6862	Remote Similarity	NPD4075	Phase 2
0.6854	Remote Similarity	NPD4462	Approved
0.6854	Remote Similarity	NPD4463	Approved
0.6851	Remote Similarity	NPD2865	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD2719	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD2720	Phase 1
0.6847	Remote Similarity	NPD2736	Phase 1
0.6842	Remote Similarity	NPD4050	Phase 1
0.6839	Remote Similarity	NPD6217	Discontinued
0.6833	Remote Similarity	NPD2165	Phase 1
0.6825	Remote Similarity	NPD2144	Approved
0.6824	Remote Similarity	NPD3385	Approved
0.6822	Remote Similarity	NPD7540	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD2818	Discontinued
0.681	Remote Similarity	NPD6171	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD482	Approved
0.6809	Remote Similarity	NPD4128	Approved
0.6805	Remote Similarity	NPD803	Phase 1
0.6796	Remote Similarity	NPD2580	Discontinued
0.6796	Remote Similarity	NPD3112	Approved
0.6796	Remote Similarity	NPD3113	Approved
0.6796	Remote Similarity	NPD3114	Approved
0.6796	Remote Similarity	NPD3115	Approved
0.6793	Remote Similarity	NPD1545	Discontinued
0.6788	Remote Similarity	NPD9357	Approved
0.6782	Remote Similarity	NPD8073	Approved
0.6772	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6044	Discontinued
0.6769	Remote Similarity	NPD2775	Phase 1
0.6766	Remote Similarity	NPD6149	Phase 2
0.6754	Remote Similarity	NPD1928	Discontinued
0.6749	Remote Similarity	NPD8072	Approved
0.6746	Remote Similarity	NPD3476	Approved
0.6746	Remote Similarity	NPD3475	Approved
0.6744	Remote Similarity	NPD1253	Approved
0.6744	Remote Similarity	NPD1256	Approved
0.6744	Remote Similarity	NPD792	Discontinued
0.6744	Remote Similarity	NPD1255	Approved
0.6744	Remote Similarity	NPD1254	Approved
0.6742	Remote Similarity	NPD1661	Suspended
0.6738	Remote Similarity	NPD5436	Phase 1
0.6737	Remote Similarity	NPD3506	Approved
0.6737	Remote Similarity	NPD4181	Approved
0.6737	Remote Similarity	NPD3505	Approved
0.6735	Remote Similarity	NPD5145	Clinical (unspecified phase)
0.6734	Remote Similarity	NPD2960	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD4318	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD7195	Clinical (unspecified phase)
0.672	Remote Similarity	NPD3859	Clinical (unspecified phase)
0.672	Remote Similarity	NPD1248	Discontinued
0.6719	Remote Similarity	NPD3038	Discontinued
0.6717	Remote Similarity	NPD2320	Discontinued
0.6716	Remote Similarity	NPD6264	Discontinued
0.6716	Remote Similarity	NPD8272	Phase 2
0.6705	Remote Similarity	NPD2007	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD473	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD4076	Approved
0.6702	Remote Similarity	NPD1567	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD4079	Approved
0.6702	Remote Similarity	NPD754	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD6180	Clinical (unspecified phase)
0.67	Remote Similarity	NPD1218	Approved
0.67	Remote Similarity	NPD1219	Approved
0.6686	Remote Similarity	NPD947	Approved
0.6685	Remote Similarity	NPD1683	Approved
0.6684	Remote Similarity	NPD4779	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD1745	Approved
0.6683	Remote Similarity	NPD2849	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2119	Approved
0.6667	Remote Similarity	NPD3835	Phase 3
0.6667	Remote Similarity	NPD2118	Approved
0.6667	Remote Similarity	NPD3833	Phase 3
0.665	Remote Similarity	NPD2815	Clinical (unspecified phase)
0.665	Remote Similarity	NPD6278	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD4436	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD4850	Phase 1
0.6633	Remote Similarity	NPD3486	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD676	Discontinued
0.6615	Remote Similarity	NPD3279	Phase 2
0.6606	Remote Similarity	NPD268	Approved
0.6606	Remote Similarity	NPD270	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD271	Approved
0.6599	Remote Similarity	NPD2850	Phase 1
0.6599	Remote Similarity	NPD2851	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD2095	Phase 2
0.6598	Remote Similarity	NPD2094	Phase 2
0.6598	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD2092	Phase 2
0.6596	Remote Similarity	NPD2390	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD7135	Phase 2
0.659	Remote Similarity	NPD740	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD5397	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD4426	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD2058	Phase 2
0.6571	Remote Similarity	NPD2059	Approved
0.6571	Remote Similarity	NPD2057	Approved
0.657	Remote Similarity	NPD5864	Phase 2
0.6569	Remote Similarity	NPD5259	Phase 3
0.6567	Remote Similarity	NPD3127	Clinical (unspecified phase)
0.6564	Remote Similarity	NPD9396	Approved
0.6564	Remote Similarity	NPD9392	Approved
0.6564	Remote Similarity	NPD2091	Phase 2
0.6564	Remote Similarity	NPD2096	Phase 2
0.6564	Remote Similarity	NPD3607	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD5755	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD1122	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD1328	Approved
0.6557	Remote Similarity	NPD4851	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD977	Approved
0.6557	Remote Similarity	NPD975	Approved
0.6557	Remote Similarity	NPD976	Approved
0.6552	Remote Similarity	NPD206	Clinical (unspecified phase)
0.655	Remote Similarity	NPD715	Phase 3
0.6548	Remote Similarity	NPD3961	Discontinued
0.6548	Remote Similarity	NPD8431	Approved
0.6545	Remote Similarity	NPD924	Discontinued
0.6541	Remote Similarity	NPD2308	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD4641	Discontinued

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