NPASS Compound

Natural Product: NPC131040

Natural Product ID	NPC131040
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	JZFSMVXQUWRSIW-OSXUVPCZSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	12305522
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 81 85 0 0 0 0 0 0 0 0999 V2000 5.1678 1.2146 -1.5932 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8535 0.2360 -0.4404 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7088 0.7788 0.7102 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4025 0.3315 -0.1979 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0688 1.5925 0.5509 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6036 1.8677 0.3881 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7212 0.6870 0.6745 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3734 0.6860 2.1516 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2566 -0.6287 0.2621 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3945 -1.7279 0.8023 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0066 -1.4086 0.3816 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4190 -0.2250 -0.0107 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8522 -0.0475 -0.4066 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6384 -1.3122 -0.3274 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0473 -1.0405 -0.8019 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2589 -1.8109 -2.0876 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2489 0.4153 -1.1188 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8366 1.3104 0.0272 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4191 1.0135 0.4973 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5556 0.4976 1.9179 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6516 2.2965 0.4156 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1782 2.1973 0.5010 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5610 0.9571 -0.0906 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3121 1.2262 -1.5575 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0270 -1.4414 0.2414 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7096 -1.9324 1.3444 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3664 -1.2527 -0.0424 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7399 -0.8437 0.4489 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1483 -1.0716 1.8723 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0944 -2.1208 -0.3052 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1903 -1.9673 -1.2898 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3368 -1.1057 -0.8995 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1943 -1.7194 0.0438 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1671 0.9376 -2.0160 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3801 1.2067 -2.3503 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2572 2.2305 -1.1719 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5614 1.8931 0.7202 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7674 0.6173 0.4530 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4104 0.4079 1.6841 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9045 0.4430 -1.2092 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6082 2.4272 0.0123 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4322 1.6228 1.5791 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3398 2.6580 1.1405 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4103 2.3350 -0.5987 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8589 -0.1266 2.7229 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6996 1.6568 2.6020 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7094 0.5694 2.3499 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1179 -0.6960 -0.8626 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3985 -1.8897 1.8678 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6147 -2.7288 0.3333 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7193 -2.2516 0.4193 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9072 0.3223 -1.4534 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1223 -2.0471 -1.0107 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6717 -1.7453 0.6953 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2707 -2.8981 -1.8569 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -1.6331 -2.7132 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1533 -1.4782 -2.6366 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8041 0.7223 -2.0877 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3530 0.5637 -1.2421 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5929 1.1827 0.8277 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9401 2.3493 -0.3304 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9433 -0.4112 2.0535 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5904 0.4065 2.2559 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0637 1.2775 2.5702 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0081 2.9377 1.2748 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0011 2.8616 -0.4966 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7614 3.0711 -0.0881 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8281 2.4249 1.5370 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0398 0.6637 -2.2138 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6776 0.9754 -1.9212 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4910 2.2959 -1.8072 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1154 -1.4952 0.5841 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4561 -1.8450 2.2960 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1378 -1.6155 1.8512 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2349 -0.1883 2.4947 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3537 -2.9574 0.3816 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2118 -2.5131 -0.8934 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -2.9969 -1.4920 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8373 -1.6191 -2.2981 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9931 -1.0355 -1.8210 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8214 -2.5400 0.4057 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 1 0 5 6 1 0 6 7 1 0 7 8 1 1 7 9 1 0 9 10 1 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 6 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 1 19 21 1 0 21 22 1 0 22 23 1 0 23 24 1 6 15 25 1 0 25 26 2 0 25 27 1 0 9 28 1 0 28 29 1 1 28 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 32 2 1 0 28 4 1 0 23 7 1 0 23 12 1 0 19 13 1 0 1 34 1 0 1 35 1 0 1 36 1 0 3 37 1 0 3 38 1 0 3 39 1 0 4 40 1 6 5 41 1 0 5 42 1 0 6 43 1 0 6 44 1 0 8 45 1 0 8 46 1 0 8 47 1 0 9 48 1 6 10 49 1 0 10 50 1 0 11 51 1 0 13 52 1 6 14 53 1 0 14 54 1 0 16 55 1 0 16 56 1 0 16 57 1 0 17 58 1 0 17 59 1 0 18 60 1 0 18 61 1 0 20 62 1 0 20 63 1 0 20 64 1 0 21 65 1 0 21 66 1 0 22 67 1 0 22 68 1 0 24 69 1 0 24 70 1 0 24 71 1 0 27 72 1 0 29 73 1 0 29 74 1 0 29 75 1 0 30 76 1 0 30 77 1 0 31 78 1 0 31 79 1 0 32 80 1 6 33 81 1 0 M END

Standard InCHIKey	JZFSMVXQUWRSIW-OSXUVPCZSA-N
Standard InCHI	InChI=1S/C30H48O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)31)9-8-19-20-18-27(4,24(32)33)15-14-26(20,3)16-17-29(19,30)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21+,22-,23+,26-,27+,28+,29-,30-/m1/s1
SMILES	CC1(C)[C@@H]2CC[C@]3(C)[C@H](CC=C4[C@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(=O)O)[C@@]2(C)CC[C@@H]1O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	456.36	Volume:	505.751 ? Van der Waals volume.
Dense:	0.902	LogP:	4.163 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.573 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.439 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	27.0
TPSA:	57.53 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	2.0	Rings:	5.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.409	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.694	Fsp³:	0.9
MCE-18:	105.368 ? 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:	0.855	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.02 ? 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:	0.472	Promiscuous compounds:	0.077

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.12	MDCK Permeability:	-4.765
Pgp-inhibitor:	0.0	Pgp-substrate:	0.032
PAMPA:	1.0 ? 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):	0.0
20% Bioavailability (F20%):	0.066	30% Bioavailability (F30%):	0.002
50% Bioavailability (F50%):	0.967

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.783	MRP1:	0.843
Plasma Protein Binding (PPB):	88.641%	Volume Distribution (VD):	-0.251
Fu:	10.09% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.014	BCRP inhibitor:	0.927
BSEP inhibitor:	0.869

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.019	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.002
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.97
HLM stability:	0.449 ? 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):

1.884

Half-life (T1/2):

1.605

ADMET: Toxicity

hERG Blockers:	0.025	hERG Blockers (10um):	0.046
Human Hepatotoxicity (H-HT):	0.572	Drug-induced Liver Injury (DILI):	0.179
AMES Toxicity:	0.069	Rat Oral Acute Toxicity:	0.17
Maximum Recommended Daily Dose:	0.629	Skin Sensitization:	0.957
Carcinogencity:	0.778	Eye Corrosion:	0.087
Eye Irritation:	0.667	Respiratory Toxicity:	0.819
Drug-induced Neurotoxicity:	0.003	Ototoxicity:	0.432
Hematotoxicity:	0.279	Drug-induced Nephrotoxicity:	0.763
Genotoxicity:	0.165	RPMI-8226 Immunitoxicity:	0.044
A549 Cytotoxicity:	0.045	Hek293 Cytotoxicity:	0.152
BCF:	1.826 ? 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:	4.4 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.738 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.22 ? 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
NPO16613	Asteromyces cruciatus	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17653	Euryops chrysanthemoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19384	Turraea floribunda	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16172	Diospyros ismailii	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8747	Zanthoxylum belizense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19384	Turraea floribunda	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8747	Zanthoxylum belizense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22742	Senecio pyramidatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19384	Turraea floribunda	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22742	Senecio pyramidatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17127	Croton palanostigma	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17653	Euryops chrysanthemoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8747	Zanthoxylum belizense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19853	Ravensara anisata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18196	Eriope latifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16613	Asteromyces cruciatus	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16172	Diospyros ismailii	Species	Ebenaceae	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

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

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 NPC131040 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	21617
0.1-0.2	23344
0.2-0.3	3572
0.3-0.4	897
0.4-0.5	298
0.5-0.6	67
0.6-0.7	38
0.7-0.8	1
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC171203
1.0	High Similarity	NPC307426
1.0	High Similarity	NPC98442
1.0	High Similarity	NPC242468
0.8548	High Similarity	NPC263393
0.7778	Intermediate Similarity	NPC7260
0.7778	Intermediate Similarity	NPC210037
0.7778	Intermediate Similarity	NPC120968
0.7778	Intermediate Similarity	NPC227467
0.7778	Intermediate Similarity	NPC273621
0.7538	Intermediate Similarity	NPC155120
0.7538	Intermediate Similarity	NPC288833
0.7424	Intermediate Similarity	NPC474525
0.7164	Intermediate Similarity	NPC4036
0.7164	Intermediate Similarity	NPC65120
0.7164	Intermediate Similarity	NPC145067
0.7164	Intermediate Similarity	NPC233455
0.7164	Intermediate Similarity	NPC158030
0.7059	Intermediate Similarity	NPC46441
0.7059	Intermediate Similarity	NPC474529
0.697	Remote Similarity	NPC263272
0.6923	Remote Similarity	NPC477872
0.6912	Remote Similarity	NPC474964
0.6721	Remote Similarity	NPC290598
0.6721	Remote Similarity	NPC30590
0.6571	Remote Similarity	NPC476064
0.6567	Remote Similarity	NPC480946
0.6567	Remote Similarity	NPC187722
0.6567	Remote Similarity	NPC260385
0.6567	Remote Similarity	NPC110094
0.6567	Remote Similarity	NPC130577
0.6567	Remote Similarity	NPC142415
0.6567	Remote Similarity	NPC102683
0.6522	Remote Similarity	NPC104545
0.6471	Remote Similarity	NPC182797
0.6471	Remote Similarity	NPC51700
0.6471	Remote Similarity	NPC88716
0.6471	Remote Similarity	NPC68160
0.6471	Remote Similarity	NPC52169
0.6471	Remote Similarity	NPC488562
0.6471	Remote Similarity	NPC606443
0.6338	Remote Similarity	NPC78580
0.6324	Remote Similarity	NPC610937
0.6286	Remote Similarity	NPC202728
0.6286	Remote Similarity	NPC158059
0.6286	Remote Similarity	NPC293564
0.6234	Remote Similarity	NPC476878
0.619	Remote Similarity	NPC27765
0.619	Remote Similarity	NPC122418
0.619	Remote Similarity	NPC491014
0.6176	Remote Similarity	NPC95246
0.6143	Remote Similarity	NPC474537
0.6061	Remote Similarity	NPC235341
0.6056	Remote Similarity	NPC228784
0.6056	Remote Similarity	NPC324341
0.6056	Remote Similarity	NPC601810
0.6	Remote Similarity	NPC221647
0.6	Remote Similarity	NPC112866
0.5915	Remote Similarity	NPC18872
0.5915	Remote Similarity	NPC290614
0.5909	Remote Similarity	NPC101475
0.5862	Remote Similarity	NPC309780
0.5857	Remote Similarity	NPC274330
0.5857	Remote Similarity	NPC198664
0.5797	Remote Similarity	NPC246708
0.5795	Remote Similarity	NPC482748
0.5753	Remote Similarity	NPC193750
0.5714	Remote Similarity	NPC17733
0.5714	Remote Similarity	NPC470629
0.5714	Remote Similarity	NPC476887
0.5672	Remote Similarity	NPC196753
0.5616	Remote Similarity	NPC136697
0.5616	Remote Similarity	NPC29765
0.561	Remote Similarity	NPC473938
0.557	Remote Similarity	NPC603645
0.5556	Remote Similarity	NPC270768
0.5556	Remote Similarity	NPC59263
0.5556	Remote Similarity	NPC210106
0.5556	Remote Similarity	NPC229281
0.5556	Remote Similarity	NPC121798
0.5556	Remote Similarity	NPC234346
0.5556	Remote Similarity	NPC195019
0.5541	Remote Similarity	NPC281524
0.5507	Remote Similarity	NPC470588
0.5507	Remote Similarity	NPC95594
0.5493	Remote Similarity	NPC477579
0.5479	Remote Similarity	NPC61543
0.5479	Remote Similarity	NPC293048
0.5479	Remote Similarity	NPC225585
0.5467	Remote Similarity	NPC127689
0.5441	Remote Similarity	NPC311078
0.5441	Remote Similarity	NPC34177
0.5417	Remote Similarity	NPC86372
0.5417	Remote Similarity	NPC473242
0.5417	Remote Similarity	NPC172361
0.5417	Remote Similarity	NPC290690
0.5405	Remote Similarity	NPC49776
0.5405	Remote Similarity	NPC63118
0.5405	Remote Similarity	NPC474436
0.5405	Remote Similarity	NPC298554
0.5393	Remote Similarity	NPC476882
0.5385	Remote Similarity	NPC482751
0.5362	Remote Similarity	NPC253807
0.5362	Remote Similarity	NPC40394
0.5362	Remote Similarity	NPC158662
0.5352	Remote Similarity	NPC40552
0.5333	Remote Similarity	NPC191412
0.5333	Remote Similarity	NPC114159
0.5333	Remote Similarity	NPC6818
0.5333	Remote Similarity	NPC476886
0.5286	Remote Similarity	NPC159168
0.5275	Remote Similarity	NPC476881
0.527	Remote Similarity	NPC472240
0.527	Remote Similarity	NPC262858
0.5263	Remote Similarity	NPC130520
0.5224	Remote Similarity	NPC120098
0.5217	Remote Similarity	NPC476880
0.5195	Remote Similarity	NPC187933
0.5195	Remote Similarity	NPC116457
0.5135	Remote Similarity	NPC142361
0.5135	Remote Similarity	NPC96095
0.5135	Remote Similarity	NPC474684
0.5135	Remote Similarity	NPC488519
0.5072	Remote Similarity	NPC474989
0.5067	Remote Similarity	NPC480720

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC131040 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6434
0.1-0.2	2638
0.2-0.3	67
0.3-0.4	4
0.4-0.5	5
0.5-0.6	0
0.6-0.7	0
0.7-0.8	1
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
0.7164	Intermediate Similarity	NPD7515	Phase 2

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