NPASS Compound

Natural Product: NPC305039

Natural Product ID	NPC305039
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Hydroxyprogesterone Caproate
IUPAC Name	[(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] hexanoate
Synonyms	Delalutin; Hydroxyprogesterone; Hydroxyprogesterone Caproate; Makena; Oxiprogesterone Caproate; Proluton Depot
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1200848
PubChem CID	169870
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003569] Pregnane steroids [CHEMONTID:0001468] Gluco/mineralocorticoids, progestogins and derivatives

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 71 74 0 0 0 0 0 0 0 0999 V2000 8.5288 -0.6968 -0.8623 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6612 -1.1638 0.2948 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2110 -1.1882 -0.1823 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3706 -1.6493 0.9660 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9075 -1.7386 0.6852 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2800 -0.4548 0.2983 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9053 0.6223 0.2272 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9250 -0.4298 -0.0050 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2489 0.7532 -0.3861 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3169 1.8429 0.6680 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1052 2.4334 0.5928 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8750 1.1796 0.5539 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3147 1.2245 0.2223 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0776 2.1810 1.0595 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2049 1.6212 1.8521 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9775 0.5564 1.2017 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2517 0.3305 1.4481 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9766 -0.7569 0.7627 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2180 -0.6744 0.6119 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2106 -1.9143 0.2736 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7339 -1.7389 0.5471 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2721 -0.3249 0.2033 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7308 0.0562 -1.1651 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7985 -0.2174 0.4336 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0416 -1.2043 -0.3560 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5462 -1.0124 -0.3615 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2017 0.4375 -0.6099 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7170 0.8692 -1.9382 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8017 1.3312 -1.6383 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3594 2.3876 -2.0572 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8813 0.7109 -2.4491 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9631 0.0222 -1.5137 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8400 -1.5831 -1.4309 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4087 -0.1488 -0.4548 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9864 -2.1786 0.5689 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7948 -0.4201 1.1017 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1357 -1.8570 -1.0620 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9298 -0.1812 -0.5442 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5438 -1.0472 1.8825 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7202 -2.6960 1.2062 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4146 -2.0718 1.6291 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6797 -2.5231 -0.0745 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0722 2.6015 0.4632 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4764 1.4116 1.6952 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2274 3.0150 1.5175 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1697 3.0428 -0.3088 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7199 0.6078 1.4872 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4981 1.4842 -0.8475 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3972 2.7245 1.7737 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5062 3.0225 0.4361 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8625 1.2690 2.8585 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9221 2.4573 2.0871 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7905 0.9355 2.1551 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5113 -2.8293 0.8661 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4347 -2.1104 -0.7981 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1882 -2.5052 -0.0490 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5850 -1.8905 1.6428 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1156 -0.8457 -1.6907 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9695 0.4932 -1.8206 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6227 0.7426 -1.1014 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6386 -0.4012 1.5338 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4246 -1.3644 -1.3842 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1879 -2.2112 0.1443 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1441 -1.3122 0.6165 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1260 -1.6149 -1.1747 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6225 0.2901 -2.2502 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9130 1.9520 -2.0420 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0423 0.6106 -2.7210 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8277 1.2885 -2.4309 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0646 -0.3448 -2.1938 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5333 0.7931 -3.5226 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 2 0 6 8 1 0 9 8 1 1 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 22 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 6 9 29 1 0 29 30 2 0 29 31 1 0 27 9 1 0 27 12 1 0 24 13 1 0 22 16 1 0 1 32 1 0 1 33 1 0 1 34 1 0 2 35 1 0 2 36 1 0 3 37 1 0 3 38 1 0 4 39 1 0 4 40 1 0 5 41 1 0 5 42 1 0 10 43 1 0 10 44 1 0 11 45 1 0 11 46 1 0 12 47 1 1 13 48 1 6 14 49 1 0 14 50 1 0 15 51 1 0 15 52 1 0 17 53 1 0 20 54 1 0 20 55 1 0 21 56 1 0 21 57 1 0 23 58 1 0 23 59 1 0 23 60 1 0 24 61 1 1 25 62 1 0 25 63 1 0 26 64 1 0 26 65 1 0 28 66 1 0 28 67 1 0 28 68 1 0 31 69 1 0 31 70 1 0 31 71 1 0 M END

Standard InCHIKey	DOMWKUIIPQCAJU-LJHIYBGHSA-N
Standard InCHI	InChI=1S/C27H40O4/c1-5-6-7-8-24(30)31-27(18(2)28)16-13-23-21-10-9-19-17-20(29)11-14-25(19,3)22(21)12-15-26(23,27)4/h17,21-23H,5-16H2,1-4H3/t21-,22+,23+,25+,26+,27+/m1/s1
SMILES	CCCCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	428.29	Volume:	465.937 ? Van der Waals volume.
Dense:	0.919	LogP:	4.894 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.843 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.772 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	23.0
TPSA:	60.44 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	0.0	Rings:	4.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.386	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.146	Fsp³:	0.815
MCE-18:	72.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.575	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.007 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.533	Promiscuous compounds:	0.785

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.689	MDCK Permeability:	-4.605
Pgp-inhibitor:	0.932	Pgp-substrate:	0.02
PAMPA:	0.006 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.0
20% Bioavailability (F20%):	0.803	30% Bioavailability (F30%):	0.615
50% Bioavailability (F50%):	0.762

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.86	MRP1:	0.429
Plasma Protein Binding (PPB):	97.16%	Volume Distribution (VD):	-0.3
Fu:	2.517% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.992
OATP1B3 inhibitor:	0.987	BCRP inhibitor:	0.142
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.003	CYP1A2-substrate:	0.997
CYP2C19-inhibitor:	0.998	CYP2C19-substrate:	0.126
CYP2C9-inhibitor:	0.001	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.001	CYP2D6-substrate:	0.537
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.959 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

8.501

Half-life (T1/2):

0.17

ADMET: Toxicity

hERG Blockers:	0.202	hERG Blockers (10um):	0.658
Human Hepatotoxicity (H-HT):	0.806	Drug-induced Liver Injury (DILI):	0.391
AMES Toxicity:	0.223	Rat Oral Acute Toxicity:	0.421
Maximum Recommended Daily Dose:	0.872	Skin Sensitization:	0.929
Carcinogencity:	0.957	Eye Corrosion:	0.028
Eye Irritation:	0.708	Respiratory Toxicity:	0.55
Drug-induced Neurotoxicity:	0.451	Ototoxicity:	0.314
Hematotoxicity:	0.243	Drug-induced Nephrotoxicity:	0.638
Genotoxicity:	0.629	RPMI-8226 Immunitoxicity:	0.077
A549 Cytotoxicity:	0.29	Hek293 Cytotoxicity:	0.635
BCF:	1.181 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	4.17 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.445 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.046 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14600382]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21809577]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	branch	n.a.	PMID[21809577]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[25894905]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[28358502]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21620	Thlaspi arvense	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24893	Polyalthia nemoralis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	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	Organism Name	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	127
AC50	77
EC50	1
Inhibition	7
log(RBA)	2
IC50	1
Hit score	1
CC50	1

Activity Type	# Activity
Individual protein	116
Cell line	2
Single protein	4
Organism	7
Protein-protein interaction	1
Others	87

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	17259.1	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	764.1	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1693	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	94.4	nM	PubChem BioAssay data set
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	9619.6	nM	PubChem BioAssay data set
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	26601.1	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	30691.6	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	26601.1	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	19365.1	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	26832.5	nM	PubChem BioAssay data set
NPT162	Individual protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	54578.2	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	298.5	nM	PubChem BioAssay data set
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	5353.8	nM	PubChem BioAssay data set
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	3863.8	nM	PubChem BioAssay data set
NPT1197	Individual protein	Huntingtin	Homo sapiens	Potency	=	10000.0	nM	PubChem BioAssay data set
NPT211	Individual protein	Hypoxia-inducible factor 1 alpha	Homo sapiens	Potency	=	3981.1	nM	PubChem BioAssay data set
NPT1416	Individual protein	Neuropeptide S receptor	Homo sapiens	Potency	=	10000.0	nM	PubChem BioAssay data set
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	20596.2	nM	PubChem BioAssay data set
NPT198	Individual protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	89125.1	nM	PubChem BioAssay data set
NPT2866	Individual protein	Replicative DNA helicase	Mycobacterium tuberculosis	AC50	=	11930.0	nM	PubChem BioAssay data set
NPT2867	Individual protein	Protein RecA	Mycobacterium tuberculosis	EC50	=	4880.0	nM	PubChem BioAssay data set
NPT154	Individual protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	8912.5	nM	PubChem BioAssay data set
NPT2866	Individual protein	Replicative DNA helicase	Mycobacterium tuberculosis	AC50	=	2023.0	nM	PubChem BioAssay data set
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	7307.8	nM	PubChem BioAssay data set
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PubChem BioAssay data set
NPT101	Individual protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	12589.3	nM	PubChem BioAssay data set
NPT11	Individual protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	25118.9	nM	PubChem BioAssay data set
NPT1462	Individual protein	Progesterone receptor	Oryctolagus cuniculus	log(RBA)	=	1.88	n.a.	PMID[926114]
NPT2769	Individual protein	Thromboxane A2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT271	Individual protein	Delta opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT216	Individual protein	Adenosine A1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT299	Individual protein	Androgen Receptor	Rattus norvegicus	AC50	=	980.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT232	Individual protein	Cannabinoid CB1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT108	Individual protein	Estrogen receptor alpha	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT31	Individual protein	Cyclooxygenase-2	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT299	Individual protein	Androgen Receptor	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT226	Individual protein	Beta-2 adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT295	Individual protein	Serotonin transporter	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	=	18364.1	nM	PMID[37468498]
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	=	21261.3	nM	PMID[37468498]
NPT224	Individual protein	Alpha-2c adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1163	Individual protein	Glutamate (NMDA) receptor subunit zeta 1	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT261	Individual protein	Monoamine oxidase A	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT292	Individual protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1410	Individual protein	GABA receptor alpha-1 subunit	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT228	Individual protein	Norepinephrine transporter	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT217	Individual protein	Adenosine A2a receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	=	25000.0	nM	PMID[37468498]
NPT249	Individual protein	Glucocorticoid receptor	Homo sapiens	AC50	=	7.0	nM	PMID[37468498]
NPT222	Individual protein	Alpha-2a adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT291	Individual protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT267	Individual protein	Neuropeptide Y receptor type 1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT252	Individual protein	Histamine H2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT145	Individual protein	Mu opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT244	Individual protein	Dopamine D3 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT259	Individual protein	Melanocortin receptor 4	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT303	Individual protein	Vasopressin V1a receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT225	Individual protein	Beta-1 adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT230	Individual protein	Bradykinin B2 receptor	Homo sapiens	AC50	>	9990.0	nM	PMID[37468498]
NPT239	Individual protein	Cholecystokinin A receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT223	Individual protein	Alpha-2b adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT2879	Individual protein	Equilibrative nucleoside transporter 1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT1647	Individual protein	Vasopressin V2 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT264	Individual protein	Muscarinic acetylcholine receptor M3	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT483	Individual protein	Prelamin-A/C	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT531	Individual protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT72	Individual protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	55.76	%	PMID[23571415]
NPT5301	Individual protein	Motilin receptor	Homo sapiens	AC50	=	28100.2	nM	PMID[37468498]
NPT987	Individual protein	Histamine H3 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT73	Individual protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	40.59	%	PMID[23571415]
NPT542	Individual protein	Progesterone receptor	Homo sapiens	log(RBA)	=	1.88	n.a.	PMID[926114]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	28.5	%	DOI[10.6019/CHEMBL4495564]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-1.03	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT542	Individual protein	Progesterone receptor	Homo sapiens	AC50	=	3.0	nM	PMID[37468498]
NPT4729	Individual protein	Cholecystokinin B receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT4358	Individual protein	Type-1 angiotensin II receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT98	Individual protein	HERG	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-41.31	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT29430	Single protein	Neuronal acetylcholine receptor protein alpha-4 subunit	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT93	Individual protein	Survival motor neuron protein	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT51	Individual protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT63	Individual protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	79432.8	nM	PubChem BioAssay data set
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT920	Individual protein	Alpha-synuclein	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT861	Individual protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	18356.4	nM	PubChem BioAssay data set
NPT535	Individual protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	17782.8	nM	PubChem BioAssay data set
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	=	29999.9	nM	PMID[37468498]
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	>	30000.0	nM	PMID[37468498]
NPT92	Individual protein	Serotonin 1a (5-HT1a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT28814	Single protein	Ghrelin receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT74	Individual protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	48642.9	nM	PubChem BioAssay data set
NPT53	Individual protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	50118.7	nM	PubChem BioAssay data set
NPT442	Individual protein	Ferritin light chain	Equus caballus	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT197	Protein-protein interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT30151	Single protein	Melanocortin receptor 3	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	AC50	=	1702.9	nM	PMID[37468498]
NPT425	Individual protein	Serotonin 3a (5-HT3a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell line	HepG2	Homo sapiens	Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT189	Cell line	Vero	Chlorocebus aethiops	CC50	>	50000.0	nM	DOI[10.1101/2020.03.20.999730]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	827.5	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	1041.8	nM	PubChem BioAssay data set
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	=	6300.0	nM	DOI[10.1101/2020.03.20.999730]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Hit score	=	0.1371	n.a.	DOI[10.1101/2020.04.21.054387]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.85	%	DOI[10.6019/CHEMBL4495565]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	48642.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	29847	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	23914.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	43353	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	29849.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	76411.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	21728	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15089	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	34436.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	33488.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	2683.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	54578.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	11883.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	26601.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	24163.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	18833.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15246.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	13588.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	33491.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	24379.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19193.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	10590.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	27111.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17259.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	54095.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	26832.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	268.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	21313.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	5353.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	30691.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	2153.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	3757.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	193.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	5409.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	7497.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	26603.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	3829.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	473.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	60695.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	9439.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19365.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	48212.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	8485.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	10682.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	8650.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	68101.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	23710.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	25929.0	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	10322.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	7079.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	18356.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17782.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	AC50	n.a.	7079.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	AC50	n.a.	39810.7	nM	PubChem BioAssay data set

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference
Homo sapiens	n.a.	Drug excretion	=	6.2	pmol	PMID[23129211]
Homo sapiens	n.a.	Drug excretion	=	7.0	pmol	PMID[23129211]
Homo sapiens	n.a.	Drug uptake	=	680.0	pmol	PMID[23129211]
Homo sapiens	n.a.	Drug uptake	=	628.0	pmol	PMID[23129211]
Homo sapiens	n.a.	Drug uptake	=	320.0	pmol	PMID[23129211]
Homo sapiens	n.a.	Drug uptake	=	294.0	pmol	PMID[23129211]
Homo sapiens	Blood	Cmax	=	20.0	nM	PMID[23129211]
Homo sapiens	Plasma	Cmax	=	70.0	nM	PMID[23129211]

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC305039 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	21029
0.1-0.2	27029
0.2-0.3	1714
0.3-0.4	50
0.4-0.5	15
0.5-0.6	14
0.6-0.7	1
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.6	Remote Similarity	NPC205860
0.5968	Remote Similarity	NPC317959
0.5484	Remote Similarity	NPC35734
0.5333	Remote Similarity	NPC307176
0.5333	Remote Similarity	NPC321874
0.5323	Remote Similarity	NPC214043
0.5323	Remote Similarity	NPC85774
0.5323	Remote Similarity	NPC282593
0.5312	Remote Similarity	NPC323765
0.5238	Remote Similarity	NPC159577
0.5167	Remote Similarity	NPC139397
0.5079	Remote Similarity	NPC227064
0.5079	Remote Similarity	NPC329043
0.5079	Remote Similarity	NPC58841
0.5079	Remote Similarity	NPC161423

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC305039 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6849
0.1-0.2	2102
0.2-0.3	127
0.3-0.4	32
0.4-0.5	19
0.5-0.6	12
0.6-0.7	4
0.7-0.8	3
0.8-0.85	0
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	NPD6904	Phase 4
0.7333	Intermediate Similarity	NPD6673	Phase 4
0.7049	Intermediate Similarity	NPD6083	Phase 4
0.7049	Intermediate Similarity	NPD6084	Phase 2
0.6087	Remote Similarity	NPD6675	Phase 4
0.6	Remote Similarity	NPD6684	Phase 4
0.6	Remote Similarity	NPD7334	Approved
0.6	Remote Similarity	NPD7521	Phase 4
0.5968	Remote Similarity	NPD6080	Phase 4
0.5797	Remote Similarity	NPD6401	Phase 2
0.5797	Remote Similarity	NPD6402	Phase 4
0.5556	Remote Similarity	NPD7128	Phase 4
0.5333	Remote Similarity	NPD4747	Phase 4
0.5303	Remote Similarity	NPD6409	Approved
0.5231	Remote Similarity	NPD5330	Phase 4
0.5231	Remote Similarity	NPD5694	Approved
0.5217	Remote Similarity	NPD6903	Phase 4
0.5152	Remote Similarity	NPD6050	Phase 4
0.5079	Remote Similarity	NPD3666	Phase 4
0.507	Remote Similarity	NPD7513	Clinical (unspecified phase)

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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