NPASS Compound

Natural Product: NPC324598

Natural Product ID	NPC324598
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Meliasenin P
IUPAC Name	(3S,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms	Meliasenin P
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1641924
PubChem CID	50900243
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 85 90 0 0 0 0 0 0 0 0999 V2000 -5.3422 2.5697 0.0944 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1155 1.1958 0.7540 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1304 0.3000 0.1316 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8043 -1.1423 0.0953 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3808 -1.3833 -0.3050 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3995 -0.6316 0.5632 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6944 0.8349 0.4722 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3232 1.3824 -0.8680 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0242 0.9344 -1.3803 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4462 -0.1375 -0.9067 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0292 -0.9936 0.1731 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0399 -1.0359 1.3091 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2837 -1.6070 0.7790 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8022 -0.6478 -0.2185 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1545 -0.5713 -1.4264 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5845 0.4424 -2.2496 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0423 -0.0153 -2.0671 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0289 -1.0349 -0.9516 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2642 -1.2145 -0.2174 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8044 -0.0299 0.5393 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2502 -0.4684 0.6476 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5253 -0.7839 -0.6800 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4269 -1.4640 -1.1823 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6468 -2.7957 -1.3919 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4701 -3.0911 -2.7338 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1889 0.5484 1.1713 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9890 1.8805 1.5647 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8452 0.8381 2.6085 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7860 2.7474 1.3968 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2392 2.7003 1.9377 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2598 -1.8686 -2.1466 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8015 0.7276 0.3754 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6228 -1.1303 1.9922 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4658 0.7149 -1.1672 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3844 1.4092 2.2432 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6453 3.3229 0.4794 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3616 2.8782 0.4549 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4109 2.4960 -0.9909 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0849 0.4198 0.7235 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4400 -1.6108 -0.7143 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1015 -1.7061 1.0197 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1664 -2.4688 -0.1978 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2665 -1.0551 -1.3585 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0592 1.3486 1.2378 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1042 1.0608 -1.6175 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2893 2.4992 -0.8032 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5660 1.5368 -2.1734 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0380 -2.0375 -0.2619 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3488 -1.7244 2.1182 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8798 -0.0527 1.7638 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1580 -2.6378 0.4630 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9700 -1.5858 1.6658 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4367 1.4520 -1.8249 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3204 0.3933 -3.3348 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6148 0.8819 -1.8483 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3788 -0.4728 -3.0077 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7904 -2.0159 -1.4646 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2127 -2.0697 0.4541 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2846 0.0285 1.4916 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8144 0.8945 -0.0705 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2941 -1.4469 1.2026 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1661 -0.9777 -2.1428 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1531 -2.5364 -3.4039 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7141 -4.1708 -2.8593 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4040 -2.9883 -3.0522 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2600 0.1678 1.1745 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8476 2.3272 1.8329 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9078 3.7230 1.9612 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6766 3.0771 0.3429 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3108 3.6009 1.3140 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0952 2.9754 3.0075 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1372 2.0532 1.9071 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2908 -1.9168 -2.5993 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1471 -2.7674 -1.5466 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4306 -1.9347 -3.0329 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2237 1.1914 0.2865 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9894 0.7140 1.4788 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4863 1.4399 -0.0788 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6628 -1.0600 2.3109 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3933 -2.2358 1.9389 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9880 -0.6152 2.7195 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3193 -0.0166 -1.8323 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4658 1.2691 2.8504 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2226 0.7385 2.5927 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7399 2.4346 2.4683 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 1 0 7 8 1 0 8 9 1 0 9 10 2 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 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 21 26 1 0 26 27 1 0 27 28 1 0 27 29 1 0 27 30 1 0 15 31 1 0 14 32 1 0 6 33 1 0 3 34 1 0 2 35 1 0 7 2 1 0 11 6 1 0 15 10 1 0 18 14 1 0 23 19 1 0 28 26 1 0 1 36 1 0 1 37 1 0 1 38 1 0 3 39 1 0 4 40 1 0 4 41 1 0 5 42 1 0 5 43 1 0 7 44 1 0 8 45 1 0 8 46 1 0 9 47 1 0 11 48 1 0 12 49 1 0 12 50 1 0 13 51 1 0 13 52 1 0 16 53 1 0 16 54 1 0 17 55 1 0 17 56 1 0 18 57 1 0 19 58 1 0 20 59 1 0 20 60 1 0 21 61 1 0 23 62 1 0 25 63 1 0 25 64 1 0 25 65 1 0 26 66 1 0 29 67 1 0 29 68 1 0 29 69 1 0 30 70 1 0 30 71 1 0 30 72 1 0 31 73 1 0 31 74 1 0 31 75 1 0 32 76 1 0 32 77 1 0 32 78 1 0 33 79 1 0 33 80 1 0 33 81 1 0 34 82 1 0 35 83 1 0 35 84 1 0 35 85 1 0 M END

Standard InCHIKey	GAXWPVGTBQUYCI-HGVUNVDQSA-N
Standard InCHI	InChI=1S/C31H50O4/c1-27(2)23-10-9-21-20(29(23,5)14-13-24(27)32)12-16-30(6)19(11-15-31(21,30)7)18-17-22(34-26(18)33-8)25-28(3,4)35-25/h9,18-20,22-26,32H,10-17H2,1-8H3/t18-,19-,20-,22+,23-,24-,25-,26-,29+,30-,31+/m0/s1
SMILES	CC1(C(CCC2(C1CC=C3C2CCC4(C3(CCC4C5CC(OC5OC)C6C(O6)(C)C)C)C)C)O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	486.37	Volume:	525.918 ? Van der Waals volume.
Dense:	0.925	LogP:	4.158 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.017 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.504 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	28.0
TPSA:	51.22 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	1.0	Rings:	6.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.365	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.099	Fsp³:	0.935
MCE-18:	113.4 ? 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:	0.095	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.019 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.029 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.187	Promiscuous compounds:	0.004

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.027	MDCK Permeability:	-4.818
Pgp-inhibitor:	0.091	Pgp-substrate:	0.462
PAMPA:	0.254 ? 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):	0.001
20% Bioavailability (F20%):	0.017	30% Bioavailability (F30%):	0.014
50% Bioavailability (F50%):	0.968

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.941	MRP1:	1.0
Plasma Protein Binding (PPB):	89.335%	Volume Distribution (VD):	0.234
Fu:	14.594% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.002
OATP1B3 inhibitor:	0.669	BCRP inhibitor:	0.014
BSEP inhibitor:	0.988

ADMET: Metabolism

CYP1A2-inhibitor:	0.864	CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.014
CYP2C9-inhibitor:	0.922	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.871	CYP2D6-substrate:	0.903
CYP3A4-inhibitor:	0.102	CYP3A4-substrate:	0.0
CYP2B6-substrate:	1.0	CYP2C8-inhibitor:	0.003
HLM stability:	1.0 ? 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):

18.127

Half-life (T1/2):

1.234

ADMET: Toxicity

hERG Blockers:	0.209	hERG Blockers (10um):	0.671
Human Hepatotoxicity (H-HT):	0.399	Drug-induced Liver Injury (DILI):	0.113
AMES Toxicity:	0.125	Rat Oral Acute Toxicity:	0.309
Maximum Recommended Daily Dose:	0.786	Skin Sensitization:	0.637
Carcinogencity:	0.194	Eye Corrosion:	0.0
Eye Irritation:	0.055	Respiratory Toxicity:	0.583
Drug-induced Neurotoxicity:	0.589	Ototoxicity:	0.908
Hematotoxicity:	0.048	Drug-induced Nephrotoxicity:	0.009
Genotoxicity:	0.003	RPMI-8226 Immunitoxicity:	0.062
A549 Cytotoxicity:	0.353	Hek293 Cytotoxicity:	0.566
BCF:	2.747 ? 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:	5.207 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.27 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.141 ? 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
NPO31089	Melia toosendan	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19341288]
NPO31089	Melia toosendan	Species	Meliaceae	Eukaryota	n.a.	fruit	n.a.	PMID[20961091]
NPO31089	Melia toosendan	Species	Meliaceae	Eukaryota	fruits	Wanyuan County, Sichuan Province, China	2007-OCT	PMID[20961091]
NPO31089	Melia toosendan	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO31089	Melia toosendan	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]

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
IC50	2

Activity Type	# Activity
Cell line	2

Molecular-level activity

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

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1045	Cell line	U2OS	Homo sapiens	IC50	=	48.7	ug.mL-1	PMID[20961091]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	6.4	ug.mL-1	PMID[20961091]

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

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 NPC324598 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	20769
0.1-0.2	24153
0.2-0.3	4342
0.3-0.4	477
0.4-0.5	83
0.5-0.6	15
0.6-0.7	10
0.7-0.8	0
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
0.7969	Intermediate Similarity	NPC484789
0.7969	Intermediate Similarity	NPC484801
0.7969	Intermediate Similarity	NPC484786
0.7969	Intermediate Similarity	NPC484787
0.7969	Intermediate Similarity	NPC484788
0.7727	Intermediate Similarity	NPC5358
0.7727	Intermediate Similarity	NPC216260
0.6957	Remote Similarity	NPC484791
0.6957	Remote Similarity	NPC484790
0.6567	Remote Similarity	NPC125399
0.6567	Remote Similarity	NPC486522
0.6567	Remote Similarity	NPC470049
0.6324	Remote Similarity	NPC470077
0.6133	Remote Similarity	NPC63023
0.6133	Remote Similarity	NPC95243
0.6111	Remote Similarity	NPC471293
0.6	Remote Similarity	NPC486523
0.5942	Remote Similarity	NPC470224
0.5921	Remote Similarity	NPC121566
0.5921	Remote Similarity	NPC100955
0.5882	Remote Similarity	NPC30166
0.5833	Remote Similarity	NPC210268
0.5833	Remote Similarity	NPC190604
0.5769	Remote Similarity	NPC85593
0.5769	Remote Similarity	NPC31430
0.5541	Remote Similarity	NPC472240
0.5541	Remote Similarity	NPC262858
0.5422	Remote Similarity	NPC101450
0.5352	Remote Similarity	NPC328052
0.5185	Remote Similarity	NPC189282
0.5185	Remote Similarity	NPC237402
0.507	Remote Similarity	NPC1319

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC324598 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7508
0.1-0.2	1549
0.2-0.3	89
0.3-0.4	3
0.4-0.5	1
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
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
		NPD

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