NPASS Compound

Natural Product: NPC124764

Natural Product ID	NPC124764
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ZZTYPLSBNNGEIS-BXULORFCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	9956482
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 82 86 0 0 0 0 0 0 0 0999 V2000 -6.1699 -1.2136 -1.5593 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2777 -0.6106 -0.5080 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5572 0.8745 -0.4997 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3593 1.6312 -0.0488 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5864 0.8243 0.9518 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4404 1.6349 1.5413 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4062 1.9853 0.5357 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7041 0.7917 -0.0606 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6500 0.9010 -1.5719 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5370 -0.4371 0.2014 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9356 -1.6201 0.2262 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5063 -1.8302 0.0098 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2990 -0.5695 -0.1187 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7682 -0.7971 0.1076 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1377 -1.3588 1.4332 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1923 -1.8325 -0.9433 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3915 -1.4239 -1.7278 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4490 -0.8903 -0.8259 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9705 0.4127 -0.2481 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4519 1.5085 -1.2113 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6426 0.6457 1.0588 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4828 0.4840 -0.2320 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9613 1.5338 0.7177 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5396 1.8225 0.3056 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6848 0.6066 0.5447 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5241 0.4952 2.0271 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5997 -0.6831 -1.6212 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0063 -0.4303 0.4088 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8010 -0.8794 -0.7896 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7096 -2.3740 -0.9994 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4895 -0.2653 -1.9665 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4787 0.5536 2.1120 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6459 0.9777 2.2102 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9652 -0.2205 3.1403 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5516 -2.2275 -1.2771 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7306 -1.2890 -2.5518 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1143 -0.6026 -1.6789 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5106 -1.1169 0.4487 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4368 1.1732 0.0660 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7532 1.1823 -1.5614 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6045 2.6287 0.3633 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7051 1.8162 -0.9253 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9164 2.6082 1.8631 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1330 1.1341 2.4474 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9155 2.5227 -0.2999 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7505 2.7343 0.9917 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2532 1.3444 -1.9752 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7597 -0.0878 -2.0624 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4864 1.6033 -1.8556 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5685 -2.5011 0.4360 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5647 -2.4561 -0.9343 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8828 -2.5119 0.7946 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2500 -0.3194 -1.2304 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8926 -2.1976 1.3417 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6248 -0.6302 2.1130 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3069 -1.8128 2.0038 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3877 -2.0439 -1.6765 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4222 -2.8183 -0.4686 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1610 -0.7643 -2.5874 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8035 -2.3668 -2.1918 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7306 -1.6433 -0.0899 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4494 1.2635 -1.6283 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6956 1.7568 -1.9611 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6028 2.4458 -0.5993 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9363 -0.3169 1.5709 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1306 1.3347 1.7390 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6438 1.1255 0.8446 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1463 0.7817 -1.2457 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0929 1.3071 1.7702 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5434 2.4705 0.5077 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5654 2.1981 -0.7117 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2545 2.7012 0.9552 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4819 0.3460 2.5670 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1822 -0.2364 2.3938 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2043 1.5136 2.3888 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3596 -0.5510 -2.5728 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1958 -1.2312 1.1887 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6036 -2.7020 -1.6214 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8502 -2.8730 -0.0418 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8039 -2.6500 -1.5672 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2217 0.0798 -2.4974 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4739 -0.3688 4.0228 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 6 8 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 1 14 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 19 21 1 0 19 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 1 18 27 1 0 10 28 1 0 28 29 1 0 29 30 1 0 29 31 1 6 5 32 1 1 32 33 2 0 32 34 1 0 29 2 1 0 28 5 1 0 25 8 1 0 25 13 1 0 22 14 1 0 1 35 1 0 1 36 1 0 1 37 1 0 2 38 1 1 3 39 1 0 3 40 1 0 4 41 1 0 4 42 1 0 6 43 1 0 6 44 1 0 7 45 1 0 7 46 1 0 9 47 1 0 9 48 1 0 9 49 1 0 11 50 1 0 12 51 1 0 12 52 1 0 13 53 1 6 15 54 1 0 15 55 1 0 15 56 1 0 16 57 1 0 16 58 1 0 17 59 1 0 17 60 1 0 18 61 1 1 20 62 1 0 20 63 1 0 20 64 1 0 21 65 1 0 21 66 1 0 21 67 1 0 22 68 1 6 23 69 1 0 23 70 1 0 24 71 1 0 24 72 1 0 26 73 1 0 26 74 1 0 26 75 1 0 27 76 1 0 28 77 1 0 30 78 1 0 30 79 1 0 30 80 1 0 31 81 1 0 34 82 1 0 M END

Standard InCHIKey	ZZTYPLSBNNGEIS-BXULORFCSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-18-10-15-30(24(32)33)17-16-27(5)19(23(30)29(18,7)34)8-9-21-26(4)13-12-22(31)25(2,3)20(26)11-14-28(21,27)6/h8,18,20-23,31,34H,9-17H2,1-7H3,(H,32,33)/t18-,20+,21-,22-,23?,26+,27-,28-,29-,30+/m1/s1
SMILES	C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](C(C)(C)[C@@H]5CC[C@@]34C)O)C2[C@]1(C)O)C(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	472.36	Volume:	514.542 ? Van der Waals volume.
Dense:	0.918	LogP:	3.7 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.283 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.745 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	27.0
TPSA:	77.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	3.0	Rings:	5.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.397	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.864	Fsp³:	0.9
MCE-18:	108.07 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.553	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.035 ? 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:	0.327	Promiscuous compounds:	0.046

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.494	MDCK Permeability:	-5.092
Pgp-inhibitor:	0.002	Pgp-substrate:	0.014
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):	0.001
20% Bioavailability (F20%):	0.121	30% Bioavailability (F30%):	0.034
50% Bioavailability (F50%):	0.912

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.017	MRP1:	0.988
Plasma Protein Binding (PPB):	88.652%	Volume Distribution (VD):	-0.393
Fu:	9.958% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.881	BCRP inhibitor:	0.012
BSEP inhibitor:	0.939

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.009	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.038	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.001	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.984	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.009
HLM stability:	0.0 ? 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):

4.45

Half-life (T1/2):

1.138

ADMET: Toxicity

hERG Blockers:	0.017	hERG Blockers (10um):	0.044
Human Hepatotoxicity (H-HT):	0.607	Drug-induced Liver Injury (DILI):	0.321
AMES Toxicity:	0.224	Rat Oral Acute Toxicity:	0.333
Maximum Recommended Daily Dose:	0.568	Skin Sensitization:	0.857
Carcinogencity:	0.9	Eye Corrosion:	0.008
Eye Irritation:	0.463	Respiratory Toxicity:	0.961
Drug-induced Neurotoxicity:	0.015	Ototoxicity:	0.671
Hematotoxicity:	0.232	Drug-induced Nephrotoxicity:	0.758
Genotoxicity:	0.652	RPMI-8226 Immunitoxicity:	0.043
A549 Cytotoxicity:	0.107	Hek293 Cytotoxicity:	0.157
BCF:	0.884 ? 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:	3.542 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.109 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.363 ? 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
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17217287]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	calyx	n.a.	PMID[21561086]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	fruit	n.a.	PMID[24086493]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37324556]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3871	Maclura pomifera	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3871	Maclura pomifera	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3871	Maclura pomifera	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3871	Maclura pomifera	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18296	Diospyros kaki	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25813	Salvia przewalskii	Species	Lamiaceae	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 NPC124764 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	21278
0.1-0.2	23753
0.2-0.3	3651
0.3-0.4	777
0.4-0.5	248
0.5-0.6	79
0.6-0.7	34
0.7-0.8	0
0.8-0.85	2
0.85-0.9	4
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC202728
1.0	High Similarity	NPC158059
0.871	High Similarity	NPC136697
0.8571	High Similarity	NPC191412
0.8571	High Similarity	NPC114159
0.8571	High Similarity	NPC6818
0.8308	Intermediate Similarity	NPC187933
0.8	Intermediate Similarity	NPC118519
0.7846	Intermediate Similarity	NPC259733
0.7846	Intermediate Similarity	NPC158371
0.7846	Intermediate Similarity	NPC207922
0.75	Intermediate Similarity	NPC157113
0.7463	Intermediate Similarity	NPC132824
0.7353	Intermediate Similarity	NPC137072
0.7353	Intermediate Similarity	NPC148964
0.7324	Intermediate Similarity	NPC54909
0.7273	Intermediate Similarity	NPC51700
0.7273	Intermediate Similarity	NPC88716
0.7273	Intermediate Similarity	NPC68160
0.7206	Intermediate Similarity	NPC247139
0.7121	Intermediate Similarity	NPC480946
0.7121	Intermediate Similarity	NPC187722
0.7121	Intermediate Similarity	NPC130577
0.7121	Intermediate Similarity	NPC142415
0.7121	Intermediate Similarity	NPC102683
0.7101	Intermediate Similarity	NPC62516
0.7059	Intermediate Similarity	NPC256247
0.7059	Intermediate Similarity	NPC293564
0.7042	Intermediate Similarity	NPC603658
0.7015	Intermediate Similarity	NPC182797
0.7015	Intermediate Similarity	NPC52169
0.7015	Intermediate Similarity	NPC488562
0.6957	Remote Similarity	NPC35239
0.6857	Remote Similarity	NPC118964
0.6849	Remote Similarity	NPC96693
0.6849	Remote Similarity	NPC233012
0.6761	Remote Similarity	NPC284865
0.6667	Remote Similarity	NPC235053
0.6528	Remote Similarity	NPC116457
0.6522	Remote Similarity	NPC606443
0.6377	Remote Similarity	NPC274330
0.6301	Remote Similarity	NPC147232
0.6286	Remote Similarity	NPC171203
0.6286	Remote Similarity	NPC307426
0.6286	Remote Similarity	NPC98442
0.6286	Remote Similarity	NPC242468
0.6232	Remote Similarity	NPC477872
0.6197	Remote Similarity	NPC61543
0.6197	Remote Similarity	NPC293048
0.6197	Remote Similarity	NPC225585
0.6184	Remote Similarity	NPC327179
0.6143	Remote Similarity	NPC198664
0.6111	Remote Similarity	NPC228784
0.6111	Remote Similarity	NPC324341
0.6111	Remote Similarity	NPC601810
0.6056	Remote Similarity	NPC7260
0.6056	Remote Similarity	NPC270768
0.6056	Remote Similarity	NPC59263
0.6056	Remote Similarity	NPC210037
0.6056	Remote Similarity	NPC210106
0.6056	Remote Similarity	NPC229281
0.6056	Remote Similarity	NPC120968
0.6056	Remote Similarity	NPC121798
0.6056	Remote Similarity	NPC234346
0.6056	Remote Similarity	NPC227467
0.6056	Remote Similarity	NPC273621
0.5949	Remote Similarity	NPC600756
0.589	Remote Similarity	NPC298554
0.5833	Remote Similarity	NPC112866
0.5753	Remote Similarity	NPC71074
0.5753	Remote Similarity	NPC37221
0.5753	Remote Similarity	NPC605937
0.5733	Remote Similarity	NPC127689
0.5733	Remote Similarity	NPC130520
0.5694	Remote Similarity	NPC610937
0.5667	Remote Similarity	NPC482049
0.5667	Remote Similarity	NPC482050
0.5658	Remote Similarity	NPC174663
0.5625	Remote Similarity	NPC603645
0.5618	Remote Similarity	NPC482052
0.5616	Remote Similarity	NPC64872
0.5616	Remote Similarity	NPC84319
0.5616	Remote Similarity	NPC25906
0.5616	Remote Similarity	NPC52021
0.5616	Remote Similarity	NPC195019
0.5616	Remote Similarity	NPC599947
0.56	Remote Similarity	NPC263393
0.56	Remote Similarity	NPC60692
0.5556	Remote Similarity	NPC25491
0.5541	Remote Similarity	NPC18872
0.5541	Remote Similarity	NPC290614
0.5541	Remote Similarity	NPC472149
0.5513	Remote Similarity	NPC474727
0.5467	Remote Similarity	NPC29765
0.5435	Remote Similarity	NPC482051
0.5405	Remote Similarity	NPC275809
0.5395	Remote Similarity	NPC9613
0.5395	Remote Similarity	NPC610635
0.5393	Remote Similarity	NPC488215
0.5333	Remote Similarity	NPC88116
0.5325	Remote Similarity	NPC25299
0.5325	Remote Similarity	NPC481322
0.5294	Remote Similarity	NPC290598
0.5294	Remote Similarity	NPC27765
0.5294	Remote Similarity	NPC30590
0.5294	Remote Similarity	NPC122418
0.5294	Remote Similarity	NPC491014
0.5286	Remote Similarity	NPC311078
0.5286	Remote Similarity	NPC101475
0.5263	Remote Similarity	NPC173089
0.5263	Remote Similarity	NPC87095
0.5263	Remote Similarity	NPC32407
0.5263	Remote Similarity	NPC263548
0.5263	Remote Similarity	NPC606320
0.5211	Remote Similarity	NPC235341
0.5211	Remote Similarity	NPC253807
0.5211	Remote Similarity	NPC158662
0.5211	Remote Similarity	NPC291379
0.52	Remote Similarity	NPC282616
0.5195	Remote Similarity	NPC91010
0.5155	Remote Similarity	NPC481234
0.5155	Remote Similarity	NPC479431
0.5139	Remote Similarity	NPC159168
0.5135	Remote Similarity	NPC242631
0.5132	Remote Similarity	NPC231063
0.5132	Remote Similarity	NPC38754
0.5132	Remote Similarity	NPC282395
0.5132	Remote Similarity	NPC73489
0.5132	Remote Similarity	NPC130278
0.5132	Remote Similarity	NPC173744
0.5132	Remote Similarity	NPC204961
0.5132	Remote Similarity	NPC158141
0.5132	Remote Similarity	NPC73004
0.5132	Remote Similarity	NPC481360
0.5132	Remote Similarity	NPC110308
0.5132	Remote Similarity	NPC609452
0.5072	Remote Similarity	NPC120098
0.507	Remote Similarity	NPC34177
0.5068	Remote Similarity	NPC480950
0.5068	Remote Similarity	NPC264317
0.5068	Remote Similarity	NPC294438
0.5067	Remote Similarity	NPC18064
0.5065	Remote Similarity	NPC477288
0.5063	Remote Similarity	NPC222047
0.5062	Remote Similarity	NPC230151

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC124764 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6374
0.1-0.2	2712
0.2-0.3	55
0.3-0.4	6
0.4-0.5	2
0.5-0.6	1
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
0.5068	Remote Similarity	NPD7520	Phase 1

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