NPASS Compound

Structure

CID238861 OpenBabel06191716042D 22 25 0 0 1 0 0 0 0 0999 V2000 0.8338 2.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0133 -2.9285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8791 -2.4285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8478 -0.4808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0125 0.0014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5064 -1.4467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3422 -1.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8480 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8341 1.4471 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.1775 -0.4813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5061 -0.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1778 -1.4462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6700 0.9648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3417 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5055 1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3414 0.9653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6703 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0131 -1.9285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5053 2.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2073 1.4656 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 18 2 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 21 2 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	296.14
Volume:	313.506
LogP:	5.945
LogD:	3.87
LogS:	-3.916
# Rotatable Bonds:	0
TPSA:	53.6
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.579
Synthetic Accessibility Score:	3.058
Fsp3:	0.368
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	2
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.877
MDCK Permeability:	1.666021671553608e-05
Pgp-inhibitor:	0.129
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.035
20% Bioavailability (F20%):	0.128
30% Bioavailability (F30%):	0.051

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.037
Plasma Protein Binding (PPB):	98.59485626220703%
Volume Distribution (VD):	1.997
Pgp-substrate:	3.677635669708252%

ADMET: Metabolism

CYP1A2-inhibitor:	0.92
CYP1A2-substrate:	0.801
CYP2C19-inhibitor:	0.637
CYP2C19-substrate:	0.08
CYP2C9-inhibitor:	0.615
CYP2C9-substrate:	0.828
CYP2D6-inhibitor:	0.43
CYP2D6-substrate:	0.852
CYP3A4-inhibitor:	0.141
CYP3A4-substrate:	0.144

ADMET: Excretion

Clearance (CL):	4.362
Half-life (T1/2):	0.19

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.102
Drug-inuced Liver Injury (DILI):	0.822
AMES Toxicity:	0.173
Rat Oral Acute Toxicity:	0.754
Maximum Recommended Daily Dose:	0.226
Skin Sensitization:	0.914
Carcinogencity:	0.682
Eye Corrosion:	0.004
Eye Irritation:	0.881
Respiratory Toxicity:	0.792

Download Data

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

Natural Product: NPC238861

Natural Product ID:	NPC238861
*Common Name:**	1,6,6-Trimethyl-2,7,8,9-Tetrahydro-1H-Naphtho[1,2-G][1]Benzofuran-10,11-Dione
IUPAC Name:	1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione
Synonyms:
Standard InCHIKey:	GVKKJJOMQCNPGB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3
SMILES:	CC1COC2=C1C(=O)C(=O)c1c3CCCC(C)(C)c3ccc21
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1518673
PubChem CID:	496348
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0002548] Tanshinones, isotanshinones, and 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
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[11374966]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473439]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12141863]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038550]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17217287]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17583950]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18855446]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20455578]
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20515057]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21775156]
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22264035]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23286284]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24108414]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27569393]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29185738]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30351923]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[3655791]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	roots	n.a.	n.a.	PMID[9834151]
NPO19925	Salvia sinica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14213	Salvia bulleyana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18449	Salvia yunnanensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27947	Salvia flava	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25813.1	Salvia przewalskii var. mandarinorum	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2385	Salvia bowleyana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25813.1	Salvia przewalskii var. mandarinorum	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19925	Salvia sinica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2385	Salvia bowleyana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27947	Salvia flava	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18449	Salvia yunnanensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14213	Salvia bulleyana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30139	Salvia przewalskll	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26049	Salvia digitaloides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14822	Salvia sclarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18449	Salvia yunnanensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11138	Veronicastrum sibiricum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16750	Salvia castanea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14979	Salvia trijuga	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27947	Salvia flava	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	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
Potency	45

Activity Type	# Activity
Individual Protein	40
Others	2
Protein-Protein Interaction	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	12589.3	nM	PMID[502959]
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	25118.9	nM	PMID[502960]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	35481.3	nM	PMID[502960]
NPT1226	Individual Protein	Caspase-7	Homo sapiens	Potency	=	25118.9	nM	PMID[502960]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	17782.8	nM	PMID[502960]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	14125.4	nM	PMID[502959]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3981.1	nM	PMID[502959]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3981.1	nM	PMID[502960]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	12589.3	nM	PMID[502959]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3548.1	nM	PMID[502960]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	19952.6	nM	PMID[502960]
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	35481.3	nM	PMID[502959]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	7943.3	nM	PMID[502960]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	9976.3	nM	PMID[502959]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	1581.1	nM	PMID[502960]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	19952.6	nM	PMID[502959]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	28183.8	nM	PMID[502960]
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	39810.7	nM	PMID[502959]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	15848.9	nM	PMID[502960]
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	100000.0	nM	PMID[502959]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[502959]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[502960]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[502959]
NPT1139	Individual Protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency	n.a.	25118.9	nM	PMID[502960]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[502960]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[502959]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[502959]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	19952.6	nM	PMID[502960]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[502960]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	19952.6	nM	PMID[502959]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[502959]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[502959]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	12995.3	nM	PMID[502960]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	23109.3	nM	PMID[502960]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[502959]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	35481.3	nM	PMID[502959]
NPT2	Others	Unspecified		Potency	=	28183.8	nM	PMID[502959]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[502960]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	22387.2	nM	PMID[502959]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	10000.0	nM	PMID[502960]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	19952.6	nM	PMID[502960]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	17782.8	nM	PMID[502959]

☑ 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 NPC238861 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	306
0.1-0.2	1408
0.2-0.3	2781
0.3-0.4	8066
0.4-0.5	12373
0.5-0.6	10245
0.6-0.7	6847
0.7-0.8	627
0.8-0.85	25
0.85-0.9	8
0.9-0.95	7
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC77000
0.9655	High Similarity	NPC51079
0.9478	High Similarity	NPC988
0.9478	High Similarity	NPC289432
0.9397	High Similarity	NPC144547
0.9211	High Similarity	NPC135730
0.9123	High Similarity	NPC228936
0.8983	High Similarity	NPC232958
0.8947	High Similarity	NPC13784
0.8889	High Similarity	NPC310662
0.8879	High Similarity	NPC226093
0.887	High Similarity	NPC196075
0.8793	High Similarity	NPC474095
0.8707	High Similarity	NPC477411
0.8527	High Similarity	NPC212207
0.839	Intermediate Similarity	NPC326664
0.8376	Intermediate Similarity	NPC212415
0.832	Intermediate Similarity	NPC295664
0.8319	Intermediate Similarity	NPC470764
0.8264	Intermediate Similarity	NPC80605
0.8264	Intermediate Similarity	NPC323440
0.8264	Intermediate Similarity	NPC222968
0.8244	Intermediate Similarity	NPC23894
0.8235	Intermediate Similarity	NPC241851
0.8189	Intermediate Similarity	NPC51292
0.8182	Intermediate Similarity	NPC309056
0.8167	Intermediate Similarity	NPC474408
0.8154	Intermediate Similarity	NPC239134
0.8151	Intermediate Similarity	NPC143768
0.8145	Intermediate Similarity	NPC50872
0.8145	Intermediate Similarity	NPC472981
0.814	Intermediate Similarity	NPC471832
0.8136	Intermediate Similarity	NPC210089
0.8125	Intermediate Similarity	NPC115797
0.8125	Intermediate Similarity	NPC51448
0.8115	Intermediate Similarity	NPC45794
0.8115	Intermediate Similarity	NPC61651
0.811	Intermediate Similarity	NPC476599
0.8106	Intermediate Similarity	NPC474659
0.8095	Intermediate Similarity	NPC328107
0.8017	Intermediate Similarity	NPC221275
0.8015	Intermediate Similarity	NPC164295
0.8	Intermediate Similarity	NPC128368
0.8	Intermediate Similarity	NPC131684
0.7984	Intermediate Similarity	NPC204784
0.7984	Intermediate Similarity	NPC478162
0.7984	Intermediate Similarity	NPC478165
0.7983	Intermediate Similarity	NPC265513
0.7983	Intermediate Similarity	NPC137315
0.7983	Intermediate Similarity	NPC474057
0.7955	Intermediate Similarity	NPC472656
0.7955	Intermediate Similarity	NPC183103
0.7953	Intermediate Similarity	NPC85511
0.7934	Intermediate Similarity	NPC307651
0.7926	Intermediate Similarity	NPC119542
0.792	Intermediate Similarity	NPC473243
0.792	Intermediate Similarity	NPC476225
0.7917	Intermediate Similarity	NPC79496
0.7917	Intermediate Similarity	NPC471188
0.7917	Intermediate Similarity	NPC280789
0.7903	Intermediate Similarity	NPC318173
0.7899	Intermediate Similarity	NPC273837
0.7895	Intermediate Similarity	NPC203486
0.7895	Intermediate Similarity	NPC329913
0.7891	Intermediate Similarity	NPC75432
0.7881	Intermediate Similarity	NPC470391
0.7879	Intermediate Similarity	NPC472394
0.7869	Intermediate Similarity	NPC210092
0.7852	Intermediate Similarity	NPC471670
0.7851	Intermediate Similarity	NPC470253
0.7846	Intermediate Similarity	NPC428300
0.784	Intermediate Similarity	NPC202015
0.7833	Intermediate Similarity	NPC291799
0.7833	Intermediate Similarity	NPC474157
0.7829	Intermediate Similarity	NPC328997
0.7829	Intermediate Similarity	NPC470765
0.7829	Intermediate Similarity	NPC294050
0.7823	Intermediate Similarity	NPC228318
0.7815	Intermediate Similarity	NPC83628
0.7815	Intermediate Similarity	NPC265407
0.7812	Intermediate Similarity	NPC318067
0.7803	Intermediate Similarity	NPC470278
0.7797	Intermediate Similarity	NPC30594
0.7797	Intermediate Similarity	NPC37622
0.7795	Intermediate Similarity	NPC167323
0.7795	Intermediate Similarity	NPC269923
0.7787	Intermediate Similarity	NPC67377
0.7787	Intermediate Similarity	NPC196673
0.7769	Intermediate Similarity	NPC474737
0.7769	Intermediate Similarity	NPC470753
0.7769	Intermediate Similarity	NPC270699
0.7769	Intermediate Similarity	NPC473220
0.7769	Intermediate Similarity	NPC82899
0.7769	Intermediate Similarity	NPC169913
0.7761	Intermediate Similarity	NPC59459
0.7761	Intermediate Similarity	NPC126516
0.776	Intermediate Similarity	NPC254233
0.7752	Intermediate Similarity	NPC472693
0.7752	Intermediate Similarity	NPC472694
0.775	Intermediate Similarity	NPC214067
0.775	Intermediate Similarity	NPC196246
0.7746	Intermediate Similarity	NPC478163
0.7744	Intermediate Similarity	NPC279596
0.7744	Intermediate Similarity	NPC477412
0.7742	Intermediate Similarity	NPC190298
0.7731	Intermediate Similarity	NPC203732
0.7727	Intermediate Similarity	NPC147561
0.7727	Intermediate Similarity	NPC57552
0.7727	Intermediate Similarity	NPC82712
0.7724	Intermediate Similarity	NPC215419
0.7719	Intermediate Similarity	NPC239185
0.7717	Intermediate Similarity	NPC97566
0.7712	Intermediate Similarity	NPC209632
0.7712	Intermediate Similarity	NPC471186
0.771	Intermediate Similarity	NPC316553
0.7698	Intermediate Similarity	NPC476645
0.7692	Intermediate Similarity	NPC236405
0.7692	Intermediate Similarity	NPC275576
0.7692	Intermediate Similarity	NPC9180
0.7692	Intermediate Similarity	NPC100402
0.7687	Intermediate Similarity	NPC165612
0.7687	Intermediate Similarity	NPC476644
0.7686	Intermediate Similarity	NPC1082
0.7686	Intermediate Similarity	NPC167504
0.7686	Intermediate Similarity	NPC305912
0.768	Intermediate Similarity	NPC152812
0.7676	Intermediate Similarity	NPC281398
0.7674	Intermediate Similarity	NPC325740
0.7674	Intermediate Similarity	NPC472704
0.7669	Intermediate Similarity	NPC72915
0.7667	Intermediate Similarity	NPC17417
0.7667	Intermediate Similarity	NPC469636
0.7667	Intermediate Similarity	NPC10251
0.7661	Intermediate Similarity	NPC471616
0.7661	Intermediate Similarity	NPC260886
0.766	Intermediate Similarity	NPC245522
0.766	Intermediate Similarity	NPC114513
0.766	Intermediate Similarity	NPC290038
0.7652	Intermediate Similarity	NPC59502
0.7652	Intermediate Similarity	NPC134882
0.7647	Intermediate Similarity	NPC472551
0.7647	Intermediate Similarity	NPC472545
0.7642	Intermediate Similarity	NPC471721
0.7634	Intermediate Similarity	NPC177925
0.763	Intermediate Similarity	NPC470406
0.7627	Intermediate Similarity	NPC114594
0.7623	Intermediate Similarity	NPC292834
0.7609	Intermediate Similarity	NPC475400
0.7606	Intermediate Similarity	NPC478160
0.7606	Intermediate Similarity	NPC478166
0.7603	Intermediate Similarity	NPC251854
0.7603	Intermediate Similarity	NPC93084
0.7597	Intermediate Similarity	NPC472703
0.7594	Intermediate Similarity	NPC49272
0.7591	Intermediate Similarity	NPC39549
0.7591	Intermediate Similarity	NPC232996
0.7591	Intermediate Similarity	NPC307401
0.7589	Intermediate Similarity	NPC478164
0.7589	Intermediate Similarity	NPC117674
0.7586	Intermediate Similarity	NPC476042
0.7583	Intermediate Similarity	NPC56493
0.7583	Intermediate Similarity	NPC470007
0.7583	Intermediate Similarity	NPC112903
0.7581	Intermediate Similarity	NPC93181
0.7576	Intermediate Similarity	NPC72667
0.7574	Intermediate Similarity	NPC473399
0.7574	Intermediate Similarity	NPC473216
0.7569	Intermediate Similarity	NPC192069
0.7569	Intermediate Similarity	NPC95526
0.7565	Intermediate Similarity	NPC265220
0.7561	Intermediate Similarity	NPC469547
0.7561	Intermediate Similarity	NPC272524
0.7561	Intermediate Similarity	NPC93287
0.7557	Intermediate Similarity	NPC121272
0.7557	Intermediate Similarity	NPC470818
0.7556	Intermediate Similarity	NPC477406
0.7556	Intermediate Similarity	NPC477407
0.7554	Intermediate Similarity	NPC470407
0.7542	Intermediate Similarity	NPC89886
0.7542	Intermediate Similarity	NPC60679
0.7542	Intermediate Similarity	NPC301943
0.7542	Intermediate Similarity	NPC474365
0.7542	Intermediate Similarity	NPC247976
0.7541	Intermediate Similarity	NPC475002
0.7541	Intermediate Similarity	NPC95126
0.754	Intermediate Similarity	NPC268930
0.7538	Intermediate Similarity	NPC178382
0.7536	Intermediate Similarity	NPC186647
0.7536	Intermediate Similarity	NPC472395
0.7536	Intermediate Similarity	NPC471542
0.7536	Intermediate Similarity	NPC472371
0.7536	Intermediate Similarity	NPC118366
0.7535	Intermediate Similarity	NPC471451
0.7521	Intermediate Similarity	NPC474364
0.7521	Intermediate Similarity	NPC99846
0.7521	Intermediate Similarity	NPC70624
0.7521	Intermediate Similarity	NPC269023
0.7521	Intermediate Similarity	NPC109514
0.7521	Intermediate Similarity	NPC476993
0.7521	Intermediate Similarity	NPC192577

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 NPC238861 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	286
0.1-0.2	959
0.2-0.3	1186
0.3-0.4	2765
0.4-0.5	2383
0.5-0.6	1245
0.6-0.7	301
0.7-0.8	22
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD3412	Clinical (unspecified phase)
0.8376	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7457	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7983	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7734	Intermediate Similarity	NPD3972	Approved
0.7727	Intermediate Similarity	NPD7008	Discontinued
0.7724	Intermediate Similarity	NPD5951	Approved
0.7719	Intermediate Similarity	NPD3495	Discontinued
0.7667	Intermediate Similarity	NPD2182	Approved
0.7519	Intermediate Similarity	NPD6287	Discontinued
0.75	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD1876	Approved
0.7422	Intermediate Similarity	NPD1651	Approved
0.7419	Intermediate Similarity	NPD6858	Approved
0.7419	Intermediate Similarity	NPD7094	Approved
0.7398	Intermediate Similarity	NPD4141	Clinical (unspecified phase)
0.7343	Intermediate Similarity	NPD7236	Approved
0.7333	Intermediate Similarity	NPD164	Approved
0.7324	Intermediate Similarity	NPD7003	Approved
0.7288	Intermediate Similarity	NPD1238	Approved
0.7252	Intermediate Similarity	NPD1281	Approved
0.7236	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD2346	Discontinued
0.7231	Intermediate Similarity	NPD2932	Approved
0.7226	Intermediate Similarity	NPD7713	Phase 3
0.7226	Intermediate Similarity	NPD8032	Phase 2
0.7211	Intermediate Similarity	NPD7239	Suspended
0.7197	Intermediate Similarity	NPD4878	Approved
0.7192	Intermediate Similarity	NPD6273	Approved
0.719	Intermediate Similarity	NPD5909	Discontinued
0.7177	Intermediate Similarity	NPD2067	Discontinued
0.7174	Intermediate Similarity	NPD2979	Phase 3
0.7154	Intermediate Similarity	NPD3024	Approved
0.7154	Intermediate Similarity	NPD3025	Approved
0.7132	Intermediate Similarity	NPD7055	Discontinued
0.7113	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD2798	Approved
0.7109	Intermediate Similarity	NPD3317	Approved
0.7107	Intermediate Similarity	NPD1931	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD1929	Approved
0.7107	Intermediate Similarity	NPD1930	Approved
0.7099	Intermediate Similarity	NPD3019	Approved
0.709	Intermediate Similarity	NPD1283	Approved
0.7087	Intermediate Similarity	NPD1241	Discontinued
0.7077	Intermediate Similarity	NPD7009	Phase 2
0.7069	Intermediate Similarity	NPD7631	Approved
0.7047	Intermediate Similarity	NPD7458	Discontinued
0.7045	Intermediate Similarity	NPD3023	Approved
0.7045	Intermediate Similarity	NPD3026	Approved
0.7034	Intermediate Similarity	NPD1989	Approved
0.7031	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD2629	Approved
0.7023	Intermediate Similarity	NPD5691	Approved
0.7	Intermediate Similarity	NPD2066	Phase 3
0.7	Intermediate Similarity	NPD7610	Discontinued
0.6993	Remote Similarity	NPD1471	Phase 3
0.6992	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6983	Remote Similarity	NPD7609	Phase 3
0.6977	Remote Similarity	NPD4198	Discontinued
0.6972	Remote Similarity	NPD2799	Discontinued
0.6966	Remote Similarity	NPD4628	Phase 3
0.6923	Remote Similarity	NPD2531	Phase 2
0.6923	Remote Similarity	NPD2438	Suspended
0.6911	Remote Similarity	NPD1237	Approved
0.6906	Remote Similarity	NPD2313	Discontinued
0.6906	Remote Similarity	NPD3764	Approved
0.6889	Remote Similarity	NPD5327	Phase 3
0.6875	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD6663	Approved
0.6857	Remote Similarity	NPD7961	Discontinued
0.6849	Remote Similarity	NPD8166	Discontinued
0.6835	Remote Similarity	NPD6039	Approved
0.6822	Remote Similarity	NPD6010	Discontinued
0.6821	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD3226	Approved
0.6818	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD7741	Discontinued
0.6812	Remote Similarity	NPD5736	Approved
0.6806	Remote Similarity	NPD2796	Approved
0.6791	Remote Similarity	NPD4879	Approved
0.6788	Remote Similarity	NPD3267	Approved
0.6788	Remote Similarity	NPD3266	Approved
0.6783	Remote Similarity	NPD650	Approved
0.6781	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD7057	Phase 3
0.6774	Remote Similarity	NPD7058	Phase 2
0.6767	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD5585	Approved
0.6748	Remote Similarity	NPD1932	Approved
0.6741	Remote Similarity	NPD1201	Approved
0.6739	Remote Similarity	NPD2788	Approved
0.6736	Remote Similarity	NPD3748	Approved
0.6716	Remote Similarity	NPD5126	Approved
0.6716	Remote Similarity	NPD4626	Approved
0.6716	Remote Similarity	NPD5125	Phase 3
0.6716	Remote Similarity	NPD17	Approved
0.6694	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD2329	Discontinued
0.669	Remote Similarity	NPD4307	Phase 2
0.669	Remote Similarity	NPD6100	Approved
0.669	Remote Similarity	NPD4140	Approved
0.669	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD1693	Approved
0.6667	Remote Similarity	NPD2532	Approved
0.6667	Remote Similarity	NPD1470	Approved
0.6667	Remote Similarity	NPD2533	Approved
0.6667	Remote Similarity	NPD2534	Approved
0.6667	Remote Similarity	NPD2797	Approved
0.6667	Remote Similarity	NPD3268	Approved
0.6667	Remote Similarity	NPD2800	Approved
0.6645	Remote Similarity	NPD7819	Suspended
0.6644	Remote Similarity	NPD2344	Approved
0.6643	Remote Similarity	NPD6832	Phase 2
0.6639	Remote Similarity	NPD1088	Approved
0.6638	Remote Similarity	NPD1087	Approved
0.6621	Remote Similarity	NPD7305	Phase 1
0.6619	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD6085	Phase 2
0.6583	Remote Similarity	NPD1202	Approved
0.6583	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6577	Remote Similarity	NPD3295	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD4476	Approved
0.6575	Remote Similarity	NPD4477	Approved
0.6573	Remote Similarity	NPD3142	Approved
0.6573	Remote Similarity	NPD3140	Approved
0.6571	Remote Similarity	NPD7084	Phase 3
0.6569	Remote Similarity	NPD1608	Approved
0.6567	Remote Similarity	NPD9545	Approved
0.6558	Remote Similarity	NPD6599	Discontinued
0.6558	Remote Similarity	NPD7028	Phase 2
0.6556	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD5494	Approved
0.6541	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6529	Remote Similarity	NPD688	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD4618	Approved
0.6528	Remote Similarity	NPD4622	Approved
0.6522	Remote Similarity	NPD4359	Approved
0.6515	Remote Similarity	NPD4766	Approved
0.651	Remote Similarity	NPD3750	Approved
0.651	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD3048	Approved
0.6508	Remote Similarity	NPD3046	Approved
0.6508	Remote Similarity	NPD3047	Approved
0.6507	Remote Similarity	NPD4308	Phase 3
0.6507	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6503	Remote Similarity	NPD7799	Discontinued
0.65	Remote Similarity	NPD1508	Approved
0.65	Remote Similarity	NPD4624	Approved
0.65	Remote Similarity	NPD6959	Discontinued
0.6497	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6497	Remote Similarity	NPD5978	Approved
0.6497	Remote Similarity	NPD5977	Approved
0.6493	Remote Similarity	NPD6065	Approved
0.6483	Remote Similarity	NPD6651	Approved
0.6483	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6483	Remote Similarity	NPD1607	Approved
0.6475	Remote Similarity	NPD2199	Approved
0.6475	Remote Similarity	NPD5667	Approved
0.6475	Remote Similarity	NPD2198	Approved
0.6471	Remote Similarity	NPD3672	Approved
0.6471	Remote Similarity	NPD1090	Approved
0.6471	Remote Similarity	NPD1086	Approved
0.6471	Remote Similarity	NPD1778	Approved
0.6471	Remote Similarity	NPD3673	Approved
0.6471	Remote Similarity	NPD1089	Approved
0.6467	Remote Similarity	NPD2309	Approved
0.6463	Remote Similarity	NPD2935	Discontinued
0.6458	Remote Similarity	NPD3373	Approved
0.6449	Remote Similarity	NPD6637	Approved
0.6447	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6446	Remote Similarity	NPD1563	Approved
0.6444	Remote Similarity	NPD3091	Approved
0.6444	Remote Similarity	NPD2106	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD7473	Discontinued
0.6438	Remote Similarity	NPD5688	Approved
0.6438	Remote Similarity	NPD5689	Approved
0.6429	Remote Similarity	NPD6647	Phase 2
0.6423	Remote Similarity	NPD3897	Approved
0.6423	Remote Similarity	NPD3898	Approved
0.6423	Remote Similarity	NPD3896	Approved
0.6423	Remote Similarity	NPD3895	Approved
0.6418	Remote Similarity	NPD4230	Clinical (unspecified phase)
0.6414	Remote Similarity	NPD5735	Approved
0.6414	Remote Similarity	NPD6355	Discontinued
0.641	Remote Similarity	NPD9259	Approved
0.641	Remote Similarity	NPD9257	Approved
0.6406	Remote Similarity	NPD3134	Approved
0.6403	Remote Similarity	NPD5157	Phase 1
0.6403	Remote Similarity	NPD5159	Phase 2
0.6403	Remote Similarity	NPD5158	Clinical (unspecified phase)
0.64	Remote Similarity	NPD4110	Phase 3
0.64	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD1510	Phase 2
0.6393	Remote Similarity	NPD6049	Phase 2
0.6393	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD2651	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