NPASS Compound

Natural Product: NPC151191

Natural Product ID	NPC151191
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	KWUXNWWMRBXQRC-BBBXVDCKSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	14707301
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 -4.4657 1.2007 1.8319 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8267 1.0689 0.5999 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9542 1.9122 0.0628 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2245 0.1296 -0.3842 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3356 -0.8674 -0.6987 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7476 -2.2433 -0.4570 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2644 -1.9571 -0.7364 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3691 -3.0123 -0.1513 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9475 -2.5868 -0.2233 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6606 -1.1877 0.2816 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5243 -1.3235 1.7610 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6923 -1.8350 2.3782 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7267 -0.1927 -0.1237 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4305 1.1504 0.4240 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1576 1.6835 -0.2570 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9102 0.7226 0.0907 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3165 1.2052 -0.1805 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5955 1.6368 -1.5643 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4636 2.4677 0.6867 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8649 2.9270 0.8307 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8835 1.9106 1.1253 C 0 0 1 0 0 0 0 0 0 0 0 0 4.6434 0.5452 0.5780 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5164 0.2773 -0.6451 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1914 -0.4348 1.6377 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2220 0.1797 0.3875 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0914 -1.0813 -0.4163 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7070 -1.6455 -0.0852 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6153 -0.6663 -0.3837 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5008 -0.6078 -1.8832 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1143 2.3561 0.5815 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1176 -0.7051 0.0882 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1389 -1.8220 -2.1779 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4522 -2.6620 -2.8835 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7029 -0.8318 -2.9645 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6551 0.6244 2.2960 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9970 1.9353 2.4704 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8552 2.0709 -1.0321 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8439 2.9210 0.5279 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9360 1.4814 0.3431 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9215 0.6850 -1.2954 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2292 -0.7091 -0.0180 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6423 -0.6886 -1.7401 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1563 -2.9819 -1.1632 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9103 -2.5007 0.6084 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7062 -3.2464 0.8535 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4621 -3.9410 -0.7538 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5180 -2.7959 -1.2164 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3803 -3.3174 0.4389 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2407 -2.0494 2.1089 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3066 -0.4051 2.3313 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5099 -1.7992 3.3538 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6366 -0.0826 -1.2460 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2428 1.8950 0.2576 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2087 1.2066 1.5061 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0027 2.6591 0.2742 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3267 1.9356 -1.2920 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9030 0.6989 1.2203 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7953 2.3597 -1.8685 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8269 0.8741 -2.2961 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5161 2.2964 -1.5226 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9015 2.3807 1.6257 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9329 3.2710 0.0909 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1777 3.5483 -0.0612 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8528 3.6915 1.6665 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0804 1.8983 2.2393 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6056 1.1464 -1.3052 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2088 -0.6373 -1.1623 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5678 0.0756 -0.2806 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3863 -0.5713 2.3866 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3871 -1.4225 1.1814 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0749 -0.0191 2.1253 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8108 -0.0751 1.4129 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2266 -0.9840 -1.4864 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8138 -1.8764 -0.0706 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6972 -2.1303 0.8796 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5848 -2.4846 -0.8385 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4187 -1.0590 -2.3791 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3313 -1.1253 -2.3414 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4757 0.4179 -2.3055 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5612 3.0011 1.1706 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3351 -0.9621 1.1505 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8356 -0.9209 -3.9744 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 2 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 1 11 12 1 0 10 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 6 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 22 24 1 0 22 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 6 21 30 1 0 13 31 1 0 7 32 1 6 32 33 2 0 32 34 1 0 31 4 1 0 31 7 1 0 28 10 1 0 28 16 1 0 25 17 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 9 47 1 0 9 48 1 0 11 49 1 0 11 50 1 0 12 51 1 0 13 52 1 6 14 53 1 0 14 54 1 0 15 55 1 0 15 56 1 0 16 57 1 1 18 58 1 0 18 59 1 0 18 60 1 0 19 61 1 0 19 62 1 0 20 63 1 0 20 64 1 0 21 65 1 1 23 66 1 0 23 67 1 0 23 68 1 0 24 69 1 0 24 70 1 0 24 71 1 0 25 72 1 1 26 73 1 0 26 74 1 0 27 75 1 0 27 76 1 0 29 77 1 0 29 78 1 0 29 79 1 0 30 80 1 0 31 81 1 1 34 82 1 0 M END

Standard InCHIKey	KWUXNWWMRBXQRC-BBBXVDCKSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-18(2)19-9-14-29(25(33)34)15-16-30(17-31)20(24(19)29)7-8-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,30)6/h19-24,31-32H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21-,22+,23-,24+,27-,28+,29-,30-/m0/s1
SMILES	C=C(C)[C@@H]1CC[C@@]2(CC[C@]3(CO)[C@H](CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]12)C(=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	472.36	Volume:	514.542 ? Van der Waals volume.
Dense:	0.918	LogP:	3.384 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.026 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.532 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	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:	0.436	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.921	Fsp³:	0.9
MCE-18:	104.0 ? 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:	0.781	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.006 ? 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:	0.345	Promiscuous compounds:	0.24

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.494	MDCK Permeability:	-5.098
Pgp-inhibitor:	0.0	Pgp-substrate:	0.104
PAMPA:	0.972 ? 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%):	0.213	30% Bioavailability (F30%):	0.259
50% Bioavailability (F50%):	0.971

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.872	MRP1:	0.983
Plasma Protein Binding (PPB):	92.005%	Volume Distribution (VD):	-0.293
Fu:	8.311% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.992
OATP1B3 inhibitor:	0.886	BCRP inhibitor:	0.253
BSEP inhibitor:	0.06

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.012	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.049	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.001	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.0
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):

5.333

Half-life (T1/2):

1.096

ADMET: Toxicity

hERG Blockers:	0.061	hERG Blockers (10um):	0.079
Human Hepatotoxicity (H-HT):	0.733	Drug-induced Liver Injury (DILI):	0.506
AMES Toxicity:	0.31	Rat Oral Acute Toxicity:	0.224
Maximum Recommended Daily Dose:	0.558	Skin Sensitization:	0.973
Carcinogencity:	0.931	Eye Corrosion:	0.051
Eye Irritation:	0.833	Respiratory Toxicity:	0.94
Drug-induced Neurotoxicity:	0.049	Ototoxicity:	0.601
Hematotoxicity:	0.423	Drug-induced Nephrotoxicity:	0.659
Genotoxicity:	0.641	RPMI-8226 Immunitoxicity:	0.018
A549 Cytotoxicity:	0.126	Hek293 Cytotoxicity:	0.174
BCF:	0.796 ? 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:	5.105 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.418 ? 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
NPO1072	Aspergillus oryzae	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20797856]
NPO1072	Aspergillus oryzae	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22026385]
NPO1072	Aspergillus oryzae	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24116376]
NPO40939	Syzygium corticosum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30057155]
NPO1072	Aspergillus oryzae	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1072	Aspergillus oryzae	Species	Aspergillaceae	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
IC50	6

Activity Type	# Activity
Cell line	5
Individual protein	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT721	Individual protein	Nuclear factor NF-kappa-B p65 subunit	Homo sapiens	IC50	>	10000.0	nM	PMID[30057155]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT139	Cell line	HT-29	Homo sapiens	IC50	>	10000.0	nM	PMID[30057155]
NPT82	Cell line	MDA-MB-231	Homo sapiens	IC50	>	10000.0	nM	PMID[30057155]
NPT400	Cell line	MDA-MB-435	Homo sapiens	IC50	>	10000.0	nM	PMID[30057155]
NPT377	Cell line	OVCAR-3	Homo sapiens	IC50	>	10000.0	nM	PMID[30057155]

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 NPC151191 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	21686
0.1-0.2	23518
0.2-0.3	3831
0.3-0.4	581
0.4-0.5	167
0.5-0.6	52
0.6-0.7	10
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8448	Intermediate Similarity	NPC264317
0.8448	Intermediate Similarity	NPC294438
0.7742	Intermediate Similarity	NPC16377
0.7619	Intermediate Similarity	NPC488213
0.7419	Intermediate Similarity	NPC488164
0.7419	Intermediate Similarity	NPC264005
0.6923	Remote Similarity	NPC2783
0.6471	Remote Similarity	NPC488165
0.6462	Remote Similarity	NPC30583
0.6364	Remote Similarity	NPC488506
0.6364	Remote Similarity	NPC220498
0.6364	Remote Similarity	NPC30322
0.6269	Remote Similarity	NPC201655
0.6119	Remote Similarity	NPC476071
0.6119	Remote Similarity	NPC213832
0.6087	Remote Similarity	NPC269360
0.597	Remote Similarity	NPC80590
0.5942	Remote Similarity	NPC18064
0.5909	Remote Similarity	NPC472608
0.5882	Remote Similarity	NPC291373
0.5846	Remote Similarity	NPC68828
0.5821	Remote Similarity	NPC192744
0.5694	Remote Similarity	NPC169933
0.5694	Remote Similarity	NPC600004
0.5652	Remote Similarity	NPC24772
0.5652	Remote Similarity	NPC211162
0.5652	Remote Similarity	NPC183374
0.5652	Remote Similarity	NPC33768
0.5634	Remote Similarity	NPC475061
0.5634	Remote Similarity	NPC601275
0.5581	Remote Similarity	NPC488208
0.5571	Remote Similarity	NPC271974
0.5571	Remote Similarity	NPC277399
0.5571	Remote Similarity	NPC195395
0.5571	Remote Similarity	NPC247312
0.5556	Remote Similarity	NPC486704
0.5556	Remote Similarity	NPC611139
0.5541	Remote Similarity	NPC481311
0.5506	Remote Similarity	NPC487490
0.5493	Remote Similarity	NPC4309
0.5455	Remote Similarity	NPC93662
0.5417	Remote Similarity	NPC474719
0.5385	Remote Similarity	NPC606354
0.5375	Remote Similarity	NPC486709
0.5373	Remote Similarity	NPC246445
0.5342	Remote Similarity	NPC160506
0.5278	Remote Similarity	NPC274330
0.5275	Remote Similarity	NPC488207
0.527	Remote Similarity	NPC478841
0.527	Remote Similarity	NPC488166
0.527	Remote Similarity	NPC601176
0.527	Remote Similarity	NPC607677
0.5211	Remote Similarity	NPC474686
0.5181	Remote Similarity	NPC486699
0.5132	Remote Similarity	NPC603461
0.5125	Remote Similarity	NPC605397
0.5077	Remote Similarity	NPC192638
0.5077	Remote Similarity	NPC25511
0.5077	Remote Similarity	NPC600137
0.5075	Remote Similarity	NPC231256
0.5075	Remote Similarity	NPC178383
0.5068	Remote Similarity	NPC57954
0.5068	Remote Similarity	NPC198664
0.5067	Remote Similarity	NPC293564
0.5067	Remote Similarity	NPC606728
0.5067	Remote Similarity	NPC608379
0.5063	Remote Similarity	NPC602512
0.5059	Remote Similarity	NPC290349

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC151191 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5853
0.1-0.2	3212
0.2-0.3	77
0.3-0.4	4
0.4-0.5	2
0.5-0.6	1
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8448	Intermediate Similarity	NPD7520	Phase 1
0.5342	Remote Similarity	NPD8035	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