NPASS Compound

Natural Product: NPC480787

Natural Product ID	NPC480787
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OFEQMSZQMBVXLR-BWLCXNNMSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	10745249
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0002119] Quassinoids

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 77 81 0 0 0 0 0 0 0 0999 V2000 7.6906 -1.2935 -0.5952 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9078 -0.0047 -0.7407 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1021 0.7680 0.5417 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4832 -0.3007 -0.9952 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5454 0.0963 -0.1530 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1358 -0.1762 -0.3700 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7820 -0.8001 -1.3770 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1449 0.2369 0.5131 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7570 -0.0457 0.2697 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0454 1.1363 0.5023 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5208 0.8387 0.8396 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9365 2.2967 0.9340 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2755 2.9676 -0.0471 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2546 2.1361 -0.5741 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8457 1.5561 -1.8361 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2310 1.0040 -1.4981 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1176 0.0984 -0.3047 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3533 -0.6653 -0.0028 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6154 0.1455 0.0043 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2488 -1.3728 1.3279 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8800 -0.4832 2.4710 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5435 0.1442 2.1445 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5776 -0.9015 2.2252 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3822 -1.1057 1.2782 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9846 -2.1981 1.2247 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4865 -2.1277 1.6804 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2182 -2.8675 2.9836 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0287 -3.0156 0.6234 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3789 -2.9740 -0.7023 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5599 -1.7898 -0.9825 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0296 -1.7398 -2.0759 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5784 -4.1191 -0.9185 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0271 2.1226 -1.2766 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0503 0.6783 -2.5101 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8683 3.0266 -0.8694 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9227 2.5927 -1.3853 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8340 4.3883 -0.5994 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9090 5.2561 -0.8791 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0977 -1.0588 -2.2098 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3817 -1.8734 0.2924 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7122 -1.8938 -1.5293 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7624 -0.9927 -0.4073 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3379 0.5214 -1.6195 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5792 1.7454 0.4744 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1970 0.9242 0.7519 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7451 0.1304 1.3665 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8880 0.6521 0.7350 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7133 -0.5635 -0.6947 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.6788 1.3975 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0029 2.4519 1.0271 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4937 2.6489 1.9156 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0365 2.4262 -2.5169 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5974 0.5240 -2.4106 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3468 -0.6799 -0.6050 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4602 -0.6032 0.0834 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7360 0.7918 0.8970 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8158 0.6680 -0.9518 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4236 -2.1167 1.2139 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7132 -1.1382 3.3521 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6473 0.2665 2.7206 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3030 0.8641 2.9500 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3031 -1.3936 1.9496 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1977 -3.2429 2.9717 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9106 -3.7531 2.9857 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4963 -2.2721 3.8640 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9427 -4.0775 1.0064 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1451 -2.8918 0.4898 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1514 -3.0261 -1.5245 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0954 -4.8328 -1.3641 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7553 2.8606 -1.8729 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5301 1.1043 -3.2077 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5005 5.3448 0.0564 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5080 4.9094 -1.7456 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4729 6.2675 -1.0464 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6489 -2.0595 -1.9534 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4876 -0.4807 -2.9278 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0288 -1.3383 -2.7841 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 2 0 5 6 1 0 6 7 2 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 1 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 1 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 2 0 20 26 1 0 26 27 1 0 26 28 1 0 28 29 1 0 29 30 1 0 30 31 2 0 29 32 1 0 16 33 1 0 15 34 1 0 14 35 1 6 35 36 2 0 35 37 1 0 37 38 1 0 4 39 1 0 24 9 1 0 14 10 1 0 30 18 1 0 22 11 1 0 17 11 1 0 1 40 1 0 1 41 1 0 1 42 1 0 2 43 1 0 3 44 1 0 3 45 1 0 3 46 1 0 5 47 1 0 9 48 1 6 10 49 1 1 12 50 1 0 12 51 1 0 15 52 1 6 16 53 1 6 17 54 1 6 19 55 1 0 19 56 1 0 19 57 1 0 20 58 1 6 21 59 1 0 21 60 1 0 22 61 1 1 26 62 1 1 27 63 1 0 27 64 1 0 27 65 1 0 28 66 1 0 28 67 1 0 29 68 1 6 32 69 1 0 33 70 1 0 34 71 1 0 38 72 1 0 38 73 1 0 38 74 1 0 39 75 1 0 39 76 1 0 39 77 1 0 M END

Standard InCHIKey	OFEQMSZQMBVXLR-BWLCXNNMSA-N
Standard InCHI	InChI=1S/C28H38O11/c1-11(2)12(3)8-17(30)39-19-21-27-10-37-28(21,25(35)36-6)23(33)18(31)20(27)26(5)14(9-16(27)38-24(19)34)13(4)7-15(29)22(26)32/h8,11,13-16,18-21,23,29,31,33H,7,9-10H2,1-6H3/b12-8+/t13-,14+,15+,16-,18-,19-,20-,21-,23+,26+,27-,28+/m1/s1
SMILES	CC(C)/C(=C/C(=O)O[C@@H]1[C@@H]2[C@]34CO[C@@]2([C@H]([C@@H]([C@@H]4[C@]2(C)[C@@H](C[C@H]3OC1=O)[C@H](C)C[C@@H](C2=O)O)O)O)C(=O)OC)/C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	550.24	Volume:	533.572 ? Van der Waals volume.
Dense:	1.031	LogP:	1.745 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.127 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.519 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	6.0	Rigid Bonds:	28.0
TPSA:	165.89 ? Topological Polar Surface Area.	H-Bond Acceptor:	11.0
H-Bond Donor:	3.0	Rings:	5.0
Heavy Atoms:	11.0

MedChem Properties

QED Drug-Likeness Score:	0.251	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.686	Fsp³:	0.786
MCE-18:	140.4 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.733	Fluc inhibitor:	0.024 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? 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:	0.086	Promiscuous compounds:	0.36

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.65	MDCK Permeability:	-5.184
Pgp-inhibitor:	0.536	Pgp-substrate:	0.96
PAMPA:	0.523 ? 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%):	0.351	30% Bioavailability (F30%):	0.812
50% Bioavailability (F50%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.999
Plasma Protein Binding (PPB):	71.297%	Volume Distribution (VD):	-0.315
Fu:	28.799% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.997
OATP1B3 inhibitor:	0.938	BCRP inhibitor:	0.006
BSEP inhibitor:	0.952

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.225
CYP3A4-inhibitor:	0.743	CYP3A4-substrate:	0.116
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.994
HLM stability:	0.237 ? 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):

3.321

Half-life (T1/2):

2.697

ADMET: Toxicity

hERG Blockers:	0.01	hERG Blockers (10um):	0.047
Human Hepatotoxicity (H-HT):	0.671	Drug-induced Liver Injury (DILI):	0.973
AMES Toxicity:	0.689	Rat Oral Acute Toxicity:	0.309
Maximum Recommended Daily Dose:	0.837	Skin Sensitization:	0.999
Carcinogencity:	0.222	Eye Corrosion:	0.0
Eye Irritation:	0.128	Respiratory Toxicity:	0.688
Drug-induced Neurotoxicity:	0.231	Ototoxicity:	0.85
Hematotoxicity:	0.527	Drug-induced Nephrotoxicity:	0.988
Genotoxicity:	0.921	RPMI-8226 Immunitoxicity:	0.373
A549 Cytotoxicity:	0.096	Hek293 Cytotoxicity:	0.271
BCF:	0.546 ? 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:	3.297 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.064 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.331 ? 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
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2089121]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3379416]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3443857]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3760882]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3841557]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7288443]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8133299]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	PMID[8133299]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8691212]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	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
ED50	1

Activity Type	# Activity
Cell line	1

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
NPT373	Cell line	SK-MEL-5	Homo sapiens	ED50	=	6.37	uM	PMID[8691212]

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 NPC480787 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	17245
0.1-0.2	30958
0.2-0.3	1581
0.3-0.4	19
0.4-0.5	13
0.5-0.6	28
0.6-0.7	11
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
0.7436	Intermediate Similarity	NPC480785
0.7215	Intermediate Similarity	NPC480784
0.6795	Remote Similarity	NPC479018
0.675	Remote Similarity	NPC480783
0.6506	Remote Similarity	NPC265557
0.642	Remote Similarity	NPC146432
0.642	Remote Similarity	NPC470778
0.641	Remote Similarity	NPC213084
0.6375	Remote Similarity	NPC89929
0.6344	Remote Similarity	NPC480779
0.6279	Remote Similarity	NPC480786
0.6092	Remote Similarity	NPC470779
0.6064	Remote Similarity	NPC479019
0.5977	Remote Similarity	NPC480777
0.5952	Remote Similarity	NPC18945
0.5952	Remote Similarity	NPC152301
0.593	Remote Similarity	NPC94509
0.5882	Remote Similarity	NPC190185
0.5833	Remote Similarity	NPC476008
0.5833	Remote Similarity	NPC24651
0.5814	Remote Similarity	NPC67251
0.5802	Remote Similarity	NPC17772
0.5682	Remote Similarity	NPC476729
0.5667	Remote Similarity	NPC105926
0.561	Remote Similarity	NPC470776
0.56	Remote Similarity	NPC480778
0.5595	Remote Similarity	NPC485623
0.5579	Remote Similarity	NPC190065
0.5568	Remote Similarity	NPC479017
0.5464	Remote Similarity	NPC141215
0.5357	Remote Similarity	NPC470777
0.5357	Remote Similarity	NPC143268
0.5354	Remote Similarity	NPC295885
0.5347	Remote Similarity	NPC471089
0.53	Remote Similarity	NPC140045
0.5258	Remote Similarity	NPC309096
0.5233	Remote Similarity	NPC323821
0.5172	Remote Similarity	NPC16081
0.5152	Remote Similarity	NPC262813
0.5053	Remote Similarity	NPC475636
0.5051	Remote Similarity	NPC596

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC480787 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6651
0.1-0.2	2475
0.2-0.3	24
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