NPASS Compound

Natural Product: NPC285702

Natural Product ID	NPC285702
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SNZQBBATMLGADX-VVUVUVSISA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11442745
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 78 81 0 0 0 0 0 0 0 0999 V2000 3.4967 -2.3951 0.8072 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2653 -1.3937 -0.2495 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8637 -0.0727 0.1840 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3577 -0.1713 0.4246 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9168 1.1270 0.8385 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8513 1.6887 0.1020 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3688 1.0585 -1.1414 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3920 2.9654 0.5206 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9940 3.5397 1.5566 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3914 3.6088 -0.2291 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9332 -1.1993 -0.8138 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4482 -2.4980 -1.4674 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0650 -2.4193 -1.4921 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3278 -1.0164 -1.0345 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0417 -0.0508 -2.1731 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6348 -0.7942 -0.4286 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6024 -1.6683 -0.6012 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8962 -1.3478 0.0581 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1344 0.1371 -0.2081 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5621 0.5087 -0.0920 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3783 -0.5573 0.6213 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2130 0.6659 -1.4736 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6543 1.8068 0.6300 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4779 1.9228 1.5008 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7049 2.8740 0.2095 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2888 2.4135 0.1220 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1884 0.9620 0.6045 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4927 0.9715 2.0672 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8110 0.4297 0.3650 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7171 0.9823 0.8254 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6654 0.4784 0.6136 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7779 -0.8681 0.0338 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4537 -1.8872 1.0958 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5386 -2.6588 -2.7803 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0369 -3.3891 0.6373 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 -2.6376 0.8081 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3218 -2.0250 1.8413 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9570 -1.7073 -1.1063 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3376 0.4232 0.9958 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7568 0.6077 -0.7122 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5156 -0.8965 1.2707 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8936 -0.5647 -0.4451 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5559 1.6097 1.7441 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7739 0.0416 -0.9473 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5545 1.0686 -1.8885 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2148 1.6476 -1.5468 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5190 4.6110 -0.1705 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9742 -0.4644 -1.6489 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 -3.3661 -0.8646 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8084 -2.5727 -2.5107 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5442 -3.1137 -0.7726 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4662 -0.5481 -3.0161 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4516 0.8768 -1.8300 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0344 0.2840 -2.5859 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5432 -2.5812 -1.1682 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7810 -1.5648 1.1314 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7252 -1.9715 -0.3125 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8327 0.2822 -1.2873 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8785 -1.2353 -0.1161 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7875 -1.1926 1.2784 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1604 -0.0468 1.2475 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1883 1.7368 -1.8004 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5630 0.1224 -2.1986 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2148 0.2298 -1.5094 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8391 3.7058 0.9612 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0946 3.3102 -0.7468 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6681 3.0864 0.7374 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9994 2.3971 -0.9473 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8063 1.9825 2.4474 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5483 0.7481 2.6417 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2446 0.2621 2.3994 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8069 1.8857 1.4137 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2228 1.2804 0.0877 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0722 0.4181 1.6724 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9260 -1.5716 2.0727 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6394 -1.8414 1.2876 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6936 -2.9177 0.8351 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9268 -3.5524 -2.8915 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 2 0 6 7 1 0 6 8 1 0 8 9 2 0 8 10 1 0 2 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 6 14 16 1 0 16 17 2 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 20 22 1 0 20 23 1 0 23 24 2 0 23 25 1 0 25 26 1 0 26 27 1 0 27 28 1 1 27 29 1 0 29 30 2 0 30 31 1 0 31 32 1 0 32 33 1 1 13 34 1 0 32 11 1 0 32 14 1 0 29 16 1 0 27 19 1 0 1 35 1 0 1 36 1 0 1 37 1 0 2 38 1 6 3 39 1 0 3 40 1 0 4 41 1 0 4 42 1 0 5 43 1 0 7 44 1 0 7 45 1 0 7 46 1 0 10 47 1 0 11 48 1 6 12 49 1 0 12 50 1 0 13 51 1 1 15 52 1 0 15 53 1 0 15 54 1 0 17 55 1 0 18 56 1 0 18 57 1 0 19 58 1 6 21 59 1 0 21 60 1 0 21 61 1 0 22 62 1 0 22 63 1 0 22 64 1 0 25 65 1 0 25 66 1 0 26 67 1 0 26 68 1 0 28 69 1 0 28 70 1 0 28 71 1 0 30 72 1 0 31 73 1 0 31 74 1 0 33 75 1 0 33 76 1 0 33 77 1 0 34 78 1 0 M END

Standard InCHIKey	SNZQBBATMLGADX-VVUVUVSISA-N
Standard InCHI	InChI=1S/C30H44O4/c1-18(9-8-10-19(2)26(33)34)22-17-25(32)30(7)21-11-12-23-27(3,4)24(31)14-15-28(23,5)20(21)13-16-29(22,30)6/h10-11,13,18,22-23,25,32H,8-9,12,14-17H2,1-7H3,(H,33,34)/b19-10+/t18-,22-,23+,25+,28-,29-,30-/m1/s1
SMILES	C[C@H](CC/C=C(C)/C(=O)O)[C@H]1C[C@@H]([C@@]2(C)C3=CC[C@H]4C(C)(C)C(=O)CC[C@]4(C)C3=CC[C@]12C)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	468.32	Volume:	515.189 ? Van der Waals volume.
Dense:	0.909	LogP:	4.127 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.355 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.25 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	23.0
TPSA:	74.6 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	4.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.452	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.01	Fsp³:	0.733
MCE-18:	81.231 ? 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:	0.791	Fluc inhibitor:	0.012 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.067 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.442	Promiscuous compounds:	0.201

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.3	MDCK Permeability:	-4.92
Pgp-inhibitor:	0.178	Pgp-substrate:	0.001
PAMPA:	0.961 ? 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):	0.002
20% Bioavailability (F20%):	0.234	30% Bioavailability (F30%):	0.166
50% Bioavailability (F50%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.988
Plasma Protein Binding (PPB):	86.282%	Volume Distribution (VD):	-0.146
Fu:	15.876% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.08
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.003	CYP1A2-substrate:	0.041
CYP2C19-inhibitor:	0.483	CYP2C19-substrate:	0.232
CYP2C9-inhibitor:	0.018	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.078
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.983 ? 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):

5.17

Half-life (T1/2):

0.751

ADMET: Toxicity

hERG Blockers:	0.045	hERG Blockers (10um):	0.075
Human Hepatotoxicity (H-HT):	0.792	Drug-induced Liver Injury (DILI):	0.74
AMES Toxicity:	0.191	Rat Oral Acute Toxicity:	0.423
Maximum Recommended Daily Dose:	0.664	Skin Sensitization:	0.935
Carcinogencity:	0.373	Eye Corrosion:	0.001
Eye Irritation:	0.212	Respiratory Toxicity:	0.832
Drug-induced Neurotoxicity:	0.199	Ototoxicity:	0.793
Hematotoxicity:	0.562	Drug-induced Nephrotoxicity:	0.881
Genotoxicity:	0.93	RPMI-8226 Immunitoxicity:	0.084
A549 Cytotoxicity:	0.136	Hek293 Cytotoxicity:	0.198
BCF:	0.555 ? 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:	3.501 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.178 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.236 ? 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
NPO40141	Ganoderma sp. BCC 16642	Strain	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26716912]
NPO40519	Ganoderma orbiforme BCC 22325	Strain	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28504879]
NPO40520	Ganoderma sp. BCC 60695	Strain	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28504879]
NPO40518	Ganoderma australe BCC 22314	Strain	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28504879]
NPO40141	Ganoderma sp. BCC 16642	Strain	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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	4
MIC	2

Activity Type	# Activity
Individual protein	1
Cell line	3
Organism	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT253	Individual protein	HMG-CoA reductase	Homo sapiens	IC50	=	21700.0	nM	PMID[26287401]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	11000.0	nM	PMID[23092389]
NPT189	Cell line	Vero	Chlorocebus aethiops	IC50	>	107000.0	nM	PMID[26716912]
NPT189	Cell line	Vero	Chlorocebus aethiops	IC50	>	107000.0	nM	PMID[28504879]
NPT115	Organism	Mycobacterium tuberculosis H37Ra	Mycobacterium tuberculosis H37Ra	MIC	=	50.0	ug.mL-1	PMID[26716912]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	50.0	ug.mL-1	PMID[28504879]

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 NPC285702 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	20975
0.1-0.2	24521
0.2-0.3	3889
0.3-0.4	345
0.4-0.5	86
0.5-0.6	28
0.6-0.7	4
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC166745
1.0	High Similarity	NPC235464
0.7727	Intermediate Similarity	NPC69622
0.7727	Intermediate Similarity	NPC607637
0.7612	Intermediate Similarity	NPC138536
0.7463	Intermediate Similarity	NPC472942
0.7463	Intermediate Similarity	NPC250575
0.7206	Intermediate Similarity	NPC87552
0.7162	Intermediate Similarity	NPC166120
0.7027	Intermediate Similarity	NPC94393
0.6447	Remote Similarity	NPC137552
0.6447	Remote Similarity	NPC99411
0.64	Remote Similarity	NPC604630
0.6125	Remote Similarity	NPC489806
0.5946	Remote Similarity	NPC479655
0.5811	Remote Similarity	NPC212948
0.5714	Remote Similarity	NPC489798
0.5714	Remote Similarity	NPC147568
0.5641	Remote Similarity	NPC489791
0.5616	Remote Similarity	NPC4166
0.557	Remote Similarity	NPC39082
0.557	Remote Similarity	NPC610107
0.5443	Remote Similarity	NPC478312
0.5405	Remote Similarity	NPC89077
0.5405	Remote Similarity	NPC311092
0.5333	Remote Similarity	NPC142253
0.5333	Remote Similarity	NPC3511
0.5195	Remote Similarity	NPC8571
0.5195	Remote Similarity	NPC44181
0.5195	Remote Similarity	NPC606857
0.519	Remote Similarity	NPC456
0.519	Remote Similarity	NPC472941
0.519	Remote Similarity	NPC483394
0.519	Remote Similarity	NPC202814
0.5176	Remote Similarity	NPC198442
0.5135	Remote Similarity	NPC201852
0.5135	Remote Similarity	NPC170793
0.5132	Remote Similarity	NPC83569
0.5128	Remote Similarity	NPC66429
0.5128	Remote Similarity	NPC472239
0.5065	Remote Similarity	NPC162703
0.506	Remote Similarity	NPC92022

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC285702 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6405
0.1-0.2	2607
0.2-0.3	138
0.3-0.4	0
0.4-0.5	0
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