NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	135.01
Volume:	137.395
LogP:	3.446
LogD:	2.59
LogS:	-2.026
# Rotatable Bonds:	1
TPSA:	12.36
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.425
Synthetic Accessibility Score:	2.305
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.299
MDCK Permeability:	3.877288691001013e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.383
Plasma Protein Binding (PPB):	44.4658203125%
Volume Distribution (VD):	2.043
Pgp-substrate:	36.686317443847656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.896
CYP1A2-substrate:	0.516
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.543
CYP2C9-inhibitor:	0.011
CYP2C9-substrate:	0.063
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.255
CYP3A4-inhibitor:	0.035
CYP3A4-substrate:	0.272

ADMET: Excretion

Clearance (CL):	5.497
Half-life (T1/2):	0.737

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.074
Drug-inuced Liver Injury (DILI):	0.919
AMES Toxicity:	0.096
Rat Oral Acute Toxicity:	0.479
Maximum Recommended Daily Dose:	0.736
Skin Sensitization:	0.884
Carcinogencity:	0.419
Eye Corrosion:	0.984
Eye Irritation:	0.996
Respiratory Toxicity:	0.935

Download Data

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

Natural Product: NPC66775

Natural Product ID:	NPC66775
*Common Name:**	Phenylisothiocyanate
IUPAC Name:	isothiocyanatobenzene
Synonyms:	Isothiocyanato-Benzene; Isothiocyanatobenzene; Phenyl Isothiocyanate
Standard InCHIKey:	QKFJKGMPGYROCL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H
SMILES:	c1ccc(cc1)N=C=S
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL309036
PubChem CID:	7673
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
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	leaves and stems	n.a.	n.a.	PMID[25442304]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25700090]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29812	Panax quinquefolium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29812	Panax quinquefolium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	3
IC50	3
Others	35
Potency	8

Activity Type	# Activity
Cell Line	1
Individual Protein	6
Organism	30
Others	12

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1250	Individual Protein	Macrophage migration inhibitory factor	Homo sapiens	IC50	=	11000.0	nM	PMID[536411]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	984.0	nM	PMID[536413]
NPT214	Individual Protein	Cathepsin B	Homo sapiens	Activity	=	100.0	%	PMID[536414]
NPT214	Individual Protein	Cathepsin B	Homo sapiens	Activity	=	98.0	%	PMID[536414]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	56260.4	nM	PubChem BioAssay data set
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	Inhibition	=	34.0	%	PMID[536405]
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	Inhibition	=	5.0	%	PMID[536405]
NPT449	Organism	Meloidogyne javanica	Meloidogyne javanica	mortality	=	58.25	%	PMID[536409]
NPT449	Organism	Meloidogyne javanica	Meloidogyne javanica	mortality	=	25.63	%	PMID[536409]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	100.0	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	68.3	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	61.7	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	52.5	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	12.5	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	EC50	=	192000.0	nM	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	EC50	=	802000.0	nM	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	EC50	=	134000.0	nM	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	100.0	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	46.7	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	13.3	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	6.7	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	65.5	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	23.7	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	5.0	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	74.2	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	70.0	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	42.8	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	GI	=	20.8	%	PMID[536410]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	85.0	%	PMID[536410]
NPT2	Others	Unspecified		IC50	=	90000.0	nM	PMID[536414]
NPT2	Others	Unspecified		Activity	=	75.0	%	PMID[536414]
NPT2	Others	Unspecified		Activity	=	53.0	%	PMID[536414]
NPT2	Others	Unspecified		Activity	=	91.0	%	PMID[536414]
NPT2	Others	Unspecified		Activity	=	67.0	%	PMID[536414]
NPT2	Others	Unspecified		Potency	n.a.	1122.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	28197	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	56706.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	70827.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	50540	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	35497.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	50142.2	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 NPC66775 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	3357
0.1-0.2	14570
0.2-0.3	16782
0.3-0.4	6261
0.4-0.5	1390
0.5-0.6	278
0.6-0.7	39
0.7-0.8	15
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8732	High Similarity	NPC271732
0.8333	Intermediate Similarity	NPC307456
0.8267	Intermediate Similarity	NPC301874
0.8125	Intermediate Similarity	NPC15839
0.7683	Intermediate Similarity	NPC134825
0.7647	Intermediate Similarity	NPC297532
0.7529	Intermediate Similarity	NPC43655
0.75	Intermediate Similarity	NPC229477
0.7471	Intermediate Similarity	NPC78154
0.7436	Intermediate Similarity	NPC299134
0.7356	Intermediate Similarity	NPC107135
0.7356	Intermediate Similarity	NPC315403
0.7222	Intermediate Similarity	NPC476483
0.7126	Intermediate Similarity	NPC262295
0.7079	Intermediate Similarity	NPC92689
0.7045	Intermediate Similarity	NPC30445
0.7045	Intermediate Similarity	NPC111233
0.6966	Remote Similarity	NPC173991
0.6966	Remote Similarity	NPC176858
0.6966	Remote Similarity	NPC240134
0.6889	Remote Similarity	NPC191444
0.6875	Remote Similarity	NPC244738
0.6739	Remote Similarity	NPC108800
0.6737	Remote Similarity	NPC317642
0.6633	Remote Similarity	NPC178681
0.6633	Remote Similarity	NPC474430
0.6566	Remote Similarity	NPC328877
0.65	Remote Similarity	NPC313810
0.6495	Remote Similarity	NPC213774
0.6495	Remote Similarity	NPC75496
0.6429	Remote Similarity	NPC326792
0.642	Remote Similarity	NPC219246
0.6373	Remote Similarity	NPC76327
0.6364	Remote Similarity	NPC291610
0.6327	Remote Similarity	NPC323726
0.6324	Remote Similarity	NPC11150
0.6311	Remote Similarity	NPC164802
0.631	Remote Similarity	NPC98976
0.6263	Remote Similarity	NPC70201
0.625	Remote Similarity	NPC255721
0.6235	Remote Similarity	NPC271642
0.619	Remote Similarity	NPC9336
0.6176	Remote Similarity	NPC313362
0.6163	Remote Similarity	NPC98269
0.6163	Remote Similarity	NPC325662
0.6162	Remote Similarity	NPC316435
0.6154	Remote Similarity	NPC302790
0.6139	Remote Similarity	NPC311660
0.6117	Remote Similarity	NPC24060
0.6092	Remote Similarity	NPC12857
0.6078	Remote Similarity	NPC256838
0.6078	Remote Similarity	NPC38262
0.6058	Remote Similarity	NPC79618
0.6058	Remote Similarity	NPC434
0.6058	Remote Similarity	NPC20322
0.6058	Remote Similarity	NPC37584
0.6019	Remote Similarity	NPC264782
0.6019	Remote Similarity	NPC314141
0.6019	Remote Similarity	NPC187036
0.6019	Remote Similarity	NPC296163
0.6	Remote Similarity	NPC231655
0.5963	Remote Similarity	NPC205652
0.5963	Remote Similarity	NPC470550
0.5909	Remote Similarity	NPC143156
0.5909	Remote Similarity	NPC218710
0.5909	Remote Similarity	NPC288232
0.5905	Remote Similarity	NPC44836
0.5905	Remote Similarity	NPC172170
0.5882	Remote Similarity	NPC83987
0.5856	Remote Similarity	NPC147957
0.5851	Remote Similarity	NPC473031
0.5844	Remote Similarity	NPC469807
0.5833	Remote Similarity	NPC229235
0.5833	Remote Similarity	NPC476160
0.5814	Remote Similarity	NPC113000
0.5814	Remote Similarity	NPC122327
0.5814	Remote Similarity	NPC112609
0.5804	Remote Similarity	NPC192209
0.5804	Remote Similarity	NPC148140
0.5804	Remote Similarity	NPC31651
0.5763	Remote Similarity	NPC69277
0.5763	Remote Similarity	NPC273714
0.5761	Remote Similarity	NPC119677
0.5761	Remote Similarity	NPC104070
0.5752	Remote Similarity	NPC264580
0.5752	Remote Similarity	NPC81561
0.5741	Remote Similarity	NPC226914
0.5741	Remote Similarity	NPC329358
0.5729	Remote Similarity	NPC470877
0.5727	Remote Similarity	NPC57051
0.5727	Remote Similarity	NPC322735
0.5714	Remote Similarity	NPC125416
0.5714	Remote Similarity	NPC151779
0.5702	Remote Similarity	NPC54102
0.5702	Remote Similarity	NPC162689
0.5699	Remote Similarity	NPC169016
0.5682	Remote Similarity	NPC139658
0.5679	Remote Similarity	NPC50266
0.567	Remote Similarity	NPC78041
0.567	Remote Similarity	NPC471307
0.567	Remote Similarity	NPC74936
0.567	Remote Similarity	NPC141139
0.567	Remote Similarity	NPC121872
0.567	Remote Similarity	NPC209764
0.567	Remote Similarity	NPC159178
0.5664	Remote Similarity	NPC313449
0.5663	Remote Similarity	NPC52330
0.5652	Remote Similarity	NPC317564
0.5625	Remote Similarity	NPC45255
0.562	Remote Similarity	NPC287895
0.5618	Remote Similarity	NPC290638
0.5604	Remote Similarity	NPC475573
0.5604	Remote Similarity	NPC475289
0.5603	Remote Similarity	NPC215519

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 NPC66775 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	614
0.1-0.2	1333
0.2-0.3	1693
0.3-0.4	3714
0.4-0.5	1358
0.5-0.6	384
0.6-0.7	50
0.7-0.8	4
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
0.7727	Intermediate Similarity	NPD665	Phase 2
0.7356	Intermediate Similarity	NPD9108	Approved
0.7222	Intermediate Similarity	NPD1394	Approved
0.7143	Intermediate Similarity	NPD9188	Approved
0.7033	Intermediate Similarity	NPD464	Approved
0.7033	Intermediate Similarity	NPD462	Approved
0.7033	Intermediate Similarity	NPD463	Approved
0.6989	Remote Similarity	NPD9352	Approved
0.6915	Remote Similarity	NPD9304	Approved
0.6875	Remote Similarity	NPD9728	Phase 1
0.6869	Remote Similarity	NPD445	Discontinued
0.6842	Remote Similarity	NPD9353	Approved
0.6809	Remote Similarity	NPD716	Approved
0.6771	Remote Similarity	NPD190	Phase 1
0.6737	Remote Similarity	NPD9270	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD9475	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD2795	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD1728	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD261	Approved
0.6429	Remote Similarity	NPD479	Approved
0.6373	Remote Similarity	NPD6300	Approved
0.6373	Remote Similarity	NPD9507	Approved
0.6373	Remote Similarity	NPD1824	Discontinued
0.6373	Remote Similarity	NPD278	Approved
0.6373	Remote Similarity	NPD6299	Approved
0.6364	Remote Similarity	NPD4734	Approved
0.6364	Remote Similarity	NPD708	Approved
0.6364	Remote Similarity	NPD1417	Approved
0.6364	Remote Similarity	NPD4735	Approved
0.6364	Remote Similarity	NPD1419	Approved
0.6337	Remote Similarity	NPD156	Phase 3
0.6311	Remote Similarity	NPD7156	Discontinued
0.6311	Remote Similarity	NPD477	Phase 1
0.63	Remote Similarity	NPD2244	Clinical (unspecified phase)
0.6289	Remote Similarity	NPD9070	Clinical (unspecified phase)
0.6275	Remote Similarity	NPD990	Approved
0.6275	Remote Similarity	NPD993	Approved
0.625	Remote Similarity	NPD2520	Approved
0.625	Remote Similarity	NPD1108	Approved
0.625	Remote Similarity	NPD2522	Approved
0.625	Remote Similarity	NPD1107	Approved
0.6214	Remote Similarity	NPD458	Approved
0.6204	Remote Similarity	NPD224	Phase 2
0.6176	Remote Similarity	NPD564	Approved
0.6176	Remote Similarity	NPD233	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD563	Approved
0.6168	Remote Similarity	NPD2587	Approved
0.6163	Remote Similarity	NPD603	Approved
0.6132	Remote Similarity	NPD3566	Approved
0.6132	Remote Similarity	NPD2518	Approved
0.6132	Remote Similarity	NPD3009	Approved
0.6132	Remote Similarity	NPD2521	Approved
0.6132	Remote Similarity	NPD2519	Approved
0.6132	Remote Similarity	NPD3010	Approved
0.6132	Remote Similarity	NPD3565	Approved
0.6132	Remote Similarity	NPD3036	Approved
0.6117	Remote Similarity	NPD3545	Approved
0.6117	Remote Similarity	NPD1064	Approved
0.6117	Remote Similarity	NPD3546	Approved
0.6117	Remote Similarity	NPD1065	Approved
0.6095	Remote Similarity	NPD916	Discontinued
0.6095	Remote Similarity	NPD1539	Approved
0.6075	Remote Similarity	NPD181	Approved
0.6058	Remote Similarity	NPD4115	Approved
0.6058	Remote Similarity	NPD1111	Phase 3
0.6058	Remote Similarity	NPD2243	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD1112	Phase 3
0.6058	Remote Similarity	NPD5253	Approved
0.6058	Remote Similarity	NPD4114	Approved
0.6058	Remote Similarity	NPD1054	Approved
0.6036	Remote Similarity	NPD9476	Approved
0.6023	Remote Similarity	NPD507	Approved
0.6023	Remote Similarity	NPD508	Approved
0.6019	Remote Similarity	NPD1311	Approved
0.6019	Remote Similarity	NPD453	Phase 1
0.6019	Remote Similarity	NPD452	Phase 1
0.6019	Remote Similarity	NPD456	Approved
0.6	Remote Similarity	NPD9099	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1342	Approved
0.6	Remote Similarity	NPD9098	Phase 3
0.6	Remote Similarity	NPD2678	Approved
0.6	Remote Similarity	NPD2679	Approved
0.5982	Remote Similarity	NPD759	Approved
0.5982	Remote Similarity	NPD492	Approved
0.5982	Remote Similarity	NPD764	Phase 3
0.5981	Remote Similarity	NPD526	Approved
0.5963	Remote Similarity	NPD5631	Phase 3
0.5963	Remote Similarity	NPD4085	Approved
0.5955	Remote Similarity	NPD5372	Approved
0.5955	Remote Similarity	NPD5371	Approved
0.5952	Remote Similarity	NPD294	Approved
0.5952	Remote Similarity	NPD292	Approved
0.5943	Remote Similarity	NPD4116	Approved
0.5943	Remote Similarity	NPD7633	Discontinued
0.5929	Remote Similarity	NPD2340	Discontinued
0.5926	Remote Similarity	NPD561	Approved
0.5926	Remote Similarity	NPD560	Approved
0.5909	Remote Similarity	NPD202	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD2924	Approved
0.5909	Remote Similarity	NPD2925	Approved
0.5909	Remote Similarity	NPD9342	Approved
0.5889	Remote Similarity	NPD472	Approved
0.5888	Remote Similarity	NPD9376	Approved
0.5877	Remote Similarity	NPD5770	Phase 3
0.587	Remote Similarity	NPD2539	Approved
0.587	Remote Similarity	NPD2538	Approved
0.5856	Remote Similarity	NPD3484	Approved
0.5856	Remote Similarity	NPD1171	Approved
0.5856	Remote Similarity	NPD6660	Discontinued
0.5856	Remote Similarity	NPD2463	Approved
0.5856	Remote Similarity	NPD1312	Approved
0.5856	Remote Similarity	NPD2464	Approved
0.5856	Remote Similarity	NPD3483	Approved
0.5856	Remote Similarity	NPD2467	Approved
0.5856	Remote Similarity	NPD1596	Approved
0.5851	Remote Similarity	NPD187	Approved
0.5833	Remote Similarity	NPD2999	Approved
0.5833	Remote Similarity	NPD2039	Approved
0.5833	Remote Similarity	NPD3001	Approved
0.5833	Remote Similarity	NPD308	Approved
0.5833	Remote Similarity	NPD3865	Approved
0.5833	Remote Similarity	NPD2038	Approved
0.5826	Remote Similarity	NPD2131	Approved
0.5814	Remote Similarity	NPD9591	Approved
0.5814	Remote Similarity	NPD9588	Approved
0.5814	Remote Similarity	NPD9589	Approved
0.5814	Remote Similarity	NPD9593	Approved
0.5814	Remote Similarity	NPD80	Approved
0.5814	Remote Similarity	NPD9590	Approved
0.5814	Remote Similarity	NPD9592	Approved
0.5814	Remote Similarity	NPD9594	Approved
0.5804	Remote Similarity	NPD254	Approved
0.5804	Remote Similarity	NPD3005	Phase 3
0.5804	Remote Similarity	NPD457	Approved
0.5804	Remote Similarity	NPD1057	Approved
0.5804	Remote Similarity	NPD1055	Approved
0.578	Remote Similarity	NPD1764	Approved
0.578	Remote Similarity	NPD1762	Approved
0.5776	Remote Similarity	NPD522	Approved
0.5752	Remote Similarity	NPD3954	Approved
0.5752	Remote Similarity	NPD1216	Clinical (unspecified phase)
0.5741	Remote Similarity	NPD909	Clinical (unspecified phase)
0.5739	Remote Similarity	NPD9543	Approved
0.573	Remote Similarity	NPD293	Approved
0.573	Remote Similarity	NPD296	Approved
0.573	Remote Similarity	NPD295	Approved
0.5729	Remote Similarity	NPD297	Approved
0.5729	Remote Similarity	NPD9	Approved
0.5727	Remote Similarity	NPD3150	Approved
0.5727	Remote Similarity	NPD5181	Approved
0.5727	Remote Similarity	NPD1175	Approved
0.5727	Remote Similarity	NPD2913	Approved
0.5727	Remote Similarity	NPD3387	Approved
0.5727	Remote Similarity	NPD3147	Approved
0.5727	Remote Similarity	NPD2659	Approved
0.5727	Remote Similarity	NPD2914	Approved
0.5727	Remote Similarity	NPD23	Approved
0.5727	Remote Similarity	NPD2658	Approved
0.5727	Remote Similarity	NPD3148	Approved
0.5727	Remote Similarity	NPD5180	Approved
0.5727	Remote Similarity	NPD5179	Approved
0.5727	Remote Similarity	NPD3149	Approved
0.5714	Remote Similarity	NPD6690	Approved
0.5714	Remote Similarity	NPD5245	Approved
0.5714	Remote Similarity	NPD5243	Approved
0.5714	Remote Similarity	NPD5244	Approved
0.5702	Remote Similarity	NPD2210	Approved
0.5702	Remote Similarity	NPD9246	Approved
0.5702	Remote Similarity	NPD2212	Approved
0.5702	Remote Similarity	NPD1056	Approved
0.5701	Remote Similarity	NPD1721	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD9395	Approved
0.5678	Remote Similarity	NPD1041	Discontinued
0.5676	Remote Similarity	NPD5629	Discontinued
0.5676	Remote Similarity	NPD1813	Discontinued
0.5667	Remote Similarity	NPD1052	Approved
0.5667	Remote Similarity	NPD1051	Approved
0.5667	Remote Similarity	NPD590	Approved
0.5667	Remote Similarity	NPD1053	Approved
0.5667	Remote Similarity	NPD589	Approved
0.5664	Remote Similarity	NPD153	Clinical (unspecified phase)
0.5664	Remote Similarity	NPD7481	Approved
0.5664	Remote Similarity	NPD7480	Approved
0.5657	Remote Similarity	NPD1080	Approved
0.5652	Remote Similarity	NPD2338	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD3956	Phase 3
0.5652	Remote Similarity	NPD3955	Approved
0.5652	Remote Similarity	NPD3957	Phase 2
0.5652	Remote Similarity	NPD1299	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD1525	Approved
0.5648	Remote Similarity	NPD3548	Approved
0.5641	Remote Similarity	NPD2964	Clinical (unspecified phase)
0.5638	Remote Similarity	NPD9505	Clinical (unspecified phase)
0.5632	Remote Similarity	NPD505	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD9184	Approved
0.5625	Remote Similarity	NPD9186	Approved
0.5625	Remote Similarity	NPD2622	Approved
0.5614	Remote Similarity	NPD9700	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD541	Approved
0.561	Remote Similarity	NPD173	Clinical (unspecified phase)

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