NPASS Compound

Natural Product: NPC285078

Natural Product ID	NPC285078
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Octadecanoic Acid 4-Hydroxy-3-Methoxy-Benzylamide
IUPAC Name	N-[(4-hydroxy-3-methoxyphenyl)methyl]octadecanamide
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL78533
PubChem CID	3024455
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000190] Methoxyphenols

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 75 75 0 0 0 0 0 0 0 0999 V2000 10.0117 1.8324 -0.5159 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8914 2.6792 0.0666 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5537 2.0601 -0.3292 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5432 0.6713 0.2424 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1746 0.0505 -0.1753 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0685 -1.3275 0.3438 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9620 -2.2083 0.0596 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5593 -2.0456 0.3269 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6095 -1.1238 -0.2647 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7470 0.3470 -0.1972 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5636 1.0676 -0.8694 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2276 0.7108 -0.2083 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2181 1.0823 1.2299 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0372 0.8040 1.9528 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4703 -0.5697 2.1796 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7473 -1.4832 1.0608 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7712 -1.0481 0.0740 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1253 -0.8654 0.6804 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0907 -1.5624 0.2769 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4554 -1.5681 0.6955 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4071 -1.2727 -0.3991 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9241 -2.2869 -1.1637 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8103 -1.9461 -2.1744 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1672 -0.6317 -2.4114 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6315 0.3607 -1.6275 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7519 0.0575 -0.6194 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0012 1.6692 -1.8807 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4799 2.7296 -1.1031 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0551 -0.2913 -3.4244 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2939 0.0764 1.6844 O 0 0 0 0 0 0 0 0 0 0 0 0 10.7832 2.4935 -0.9324 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5929 1.1810 -1.3233 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3985 1.1801 0.2882 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9652 3.7051 -0.2938 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9448 2.6605 1.1681 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7804 2.7057 0.1142 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4017 2.0810 -1.4233 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3654 0.0591 -0.1174 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6112 0.7362 1.3452 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4714 0.7292 0.4137 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1153 0.1830 -1.2506 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0184 -1.8573 -0.0636 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3506 -1.3043 1.4544 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1162 -2.5605 -1.0422 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2523 -3.2329 0.5647 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3657 -1.9925 1.4748 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0895 -3.1099 0.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2946 -1.4380 -1.3251 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6032 -1.3418 0.2765 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7988 0.7150 0.8274 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6037 0.7108 -0.8522 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5568 0.8318 -1.9369 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6770 2.1649 -0.7487 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5484 1.3032 -0.7878 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0997 -0.3485 -0.3678 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0355 0.5420 1.8014 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4454 2.1860 1.3323 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8923 1.3935 1.4704 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9593 1.3325 2.9844 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7017 -1.1366 2.8384 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3519 -0.5585 2.9190 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8678 -1.9074 0.6078 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2506 -2.4210 1.5825 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4742 -0.1373 -0.4519 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8729 -1.8490 -0.7017 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5821 -0.8506 1.5284 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7149 -2.5734 1.1404 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6761 -3.3198 -1.0162 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2264 -2.7268 -2.7841 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3277 0.8417 0.0021 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4246 2.9810 -1.3577 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0920 3.6385 -1.3332 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5379 2.4826 -0.0137 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9716 -0.7297 -3.4218 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1756 0.5901 1.7901 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 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 1 0 17 18 1 0 18 19 2 3 19 20 1 0 20 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 2 0 25 27 1 0 27 28 1 0 24 29 1 0 18 30 1 0 26 21 1 0 1 31 1 0 1 32 1 0 1 33 1 0 2 34 1 0 2 35 1 0 3 36 1 0 3 37 1 0 4 38 1 0 4 39 1 0 5 40 1 0 5 41 1 0 6 42 1 0 6 43 1 0 7 44 1 0 7 45 1 0 8 46 1 0 8 47 1 0 9 48 1 0 9 49 1 0 10 50 1 0 10 51 1 0 11 52 1 0 11 53 1 0 12 54 1 0 12 55 1 0 13 56 1 0 13 57 1 0 14 58 1 0 14 59 1 0 15 60 1 0 15 61 1 0 16 62 1 0 16 63 1 0 17 64 1 0 17 65 1 0 20 66 1 0 20 67 1 0 22 68 1 0 23 69 1 0 26 70 1 0 28 71 1 0 28 72 1 0 28 73 1 0 29 74 1 0 30 75 1 0 M END

Standard InCHIKey	SBFFPOWNFONUBK-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C26H45NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26(29)27-22-23-19-20-24(28)25(21-23)30-2/h19-21,28H,3-18,22H2,1-2H3,(H,27,29)
SMILES	CCCCCCCCCCCCCCCCCC(=NCc1ccc(c(c1)OC)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	419.34	Volume:	476.517 ? Van der Waals volume.
Dense:	0.88	LogP:	7.001 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.944 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.71 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	19.0	Rigid Bonds:	7.0
TPSA:	62.05 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	1.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.135	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.422	Fsp³:	0.731
MCE-18:	7.0 ? 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:	1
Chelating Alert:	1	PAINS Alert:	0
Colloidal aggregators:	0.727	Fluc inhibitor:	0.271 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.408 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.023	Promiscuous compounds:	0.126

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.051	MDCK Permeability:	-4.82
Pgp-inhibitor:	0.005	Pgp-substrate:	0.005
PAMPA:	0.0 ? 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):	0.767
20% Bioavailability (F20%):	0.968	30% Bioavailability (F30%):	0.989
50% Bioavailability (F50%):	0.882

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003	MRP1:	0.983
Plasma Protein Binding (PPB):	98.561%	Volume Distribution (VD):	1.059
Fu:	1.553% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.942
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.185
BSEP inhibitor:	0.901

ADMET: Metabolism

CYP1A2-inhibitor:	0.006	CYP1A2-substrate:	0.627
CYP2C19-inhibitor:	0.52	CYP2C19-substrate:	0.423
CYP2C9-inhibitor:	1.0	CYP2C9-substrate:	0.67
CYP2D6-inhibitor:	0.999	CYP2D6-substrate:	0.01
CYP3A4-inhibitor:	0.003	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.214	CYP2C8-inhibitor:	0.999
HLM stability:	0.022 ? 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):

4.497

Half-life (T1/2):

1.311

ADMET: Toxicity

hERG Blockers:	0.335	hERG Blockers (10um):	0.786
Human Hepatotoxicity (H-HT):	0.897	Drug-induced Liver Injury (DILI):	0.65
AMES Toxicity:	0.294	Rat Oral Acute Toxicity:	0.131
Maximum Recommended Daily Dose:	0.585	Skin Sensitization:	1.0
Carcinogencity:	0.793	Eye Corrosion:	0.007
Eye Irritation:	0.953	Respiratory Toxicity:	0.976
Drug-induced Neurotoxicity:	0.073	Ototoxicity:	0.277
Hematotoxicity:	0.251	Drug-induced Nephrotoxicity:	0.586
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.013
A549 Cytotoxicity:	0.168	Hek293 Cytotoxicity:	0.152
BCF:	1.375 ? 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:	5.701 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.762 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.662 ? 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
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	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
EC50	1
Response	2
IC50	2
Latency	1
Analgesia	1
Inhibition	1
Lethality	1

Activity Type	# Activity
Individual protein	3
Organism	5
Protein family	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT939	Protein family	Vanilloid receptor	Rattus norvegicus	EC50	>	100000.0	nM	PMID[8360883]
NPT472	Individual protein	Vanilloid receptor	Homo sapiens	Response	=	32.4	%	PMID[12166946]
NPT4165	Individual protein	Transient receptor potential cation channel subfamily V member 2	Rattus norvegicus	IC50	>	10000.0	nM	PMID[30176215]

In vitro activity

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

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Latency	=	5.9	n.a.	PMID[8410971]
NPT32	Organism	Mus musculus	Mus musculus	Response	=	0.0	n.a.	PMID[8410971]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	11.3	%	PMID[8410971]
NPT32	Organism	Mus musculus	Mus musculus	Lethality	=	0.0	%	PMID[8410971]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Analgesia	=	3.0	%	PMID[8410971]

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 NPC285078 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	19410
0.1-0.2	26901
0.2-0.3	3195
0.3-0.4	300
0.4-0.5	31
0.5-0.6	8
0.6-0.7	4
0.7-0.8	2
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC130595
1.0	High Similarity	NPC93882
1.0	High Similarity	NPC255540
0.88	High Similarity	NPC6854
0.8571	High Similarity	NPC218530
0.7593	Intermediate Similarity	NPC308885
0.7593	Intermediate Similarity	NPC255550
0.6471	Remote Similarity	NPC74427
0.6346	Remote Similarity	NPC471308
0.6346	Remote Similarity	NPC483618
0.6346	Remote Similarity	NPC17388
0.569	Remote Similarity	NPC53596
0.551	Remote Similarity	NPC471307
0.551	Remote Similarity	NPC78041
0.551	Remote Similarity	NPC141139
0.55	Remote Similarity	NPC483621
0.541	Remote Similarity	NPC289330
0.5231	Remote Similarity	NPC275027
0.5172	Remote Similarity	NPC605032

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC285078 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2478
0.1-0.2	6314
0.2-0.3	343
0.3-0.4	10
0.4-0.5	1
0.5-0.6	1
0.6-0.7	0
0.7-0.8	2
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	NPD2674	Phase 3
0.7593	Intermediate Similarity	NPD3144	Phase 3
0.7593	Intermediate Similarity	NPD3145	Phase 4
0.5231	Remote Similarity	NPD7153	Discontinued

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