NPASS Compound

Natural Product: NPC321290

Natural Product ID	NPC321290
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ODJLBQGVINUMMR-WUAJMLKCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5321525
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives

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 61 65 0 0 0 0 0 0 0 0999 V2000 -2.4831 0.5662 1.5454 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9079 0.0154 0.2737 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9304 1.0247 -0.2434 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1262 0.4566 -1.1323 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8658 -0.7359 -0.5810 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2106 -1.3755 0.5872 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2886 -1.3163 0.5975 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8154 -2.2893 -0.4426 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2594 -1.7613 -0.5785 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8648 -0.3012 -0.7992 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9617 0.5970 -1.1128 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3138 1.7540 -0.6057 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4997 2.2246 -1.2935 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0886 3.3127 -1.0377 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8561 1.2983 -2.2467 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9406 0.2716 -2.1812 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8017 -1.8668 1.7691 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 -1.0966 1.9229 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6173 0.1793 2.0197 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4772 0.5111 0.8588 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3216 -0.4340 -0.2993 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0302 0.1645 -1.5004 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9647 1.2718 -1.2067 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6974 1.2143 0.0834 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9573 0.5973 1.2227 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9157 0.5078 -0.0451 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0064 -1.7260 -0.0755 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4257 -2.7687 -0.2327 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1559 1.8123 0.4685 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0116 -0.0167 2.3945 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1226 1.6140 1.7566 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5528 0.4210 1.6836 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5676 1.7106 0.5490 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5392 1.7167 -0.9061 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8056 1.3341 -1.3527 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3457 0.2536 -2.1221 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9079 -1.4708 -1.4457 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3688 -2.5023 0.4653 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3022 -2.1967 -1.4110 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8321 -3.3286 -0.0906 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7864 -1.9157 0.3619 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7491 -2.1868 -1.4660 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2472 -0.3713 -1.7548 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7748 2.2615 0.2045 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4606 -0.6631 -1.8057 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4285 0.0529 -3.1462 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2398 -2.4987 2.2172 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5694 -1.9111 2.2343 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1124 -1.0653 2.7583 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2618 0.0942 2.9465 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8994 0.9915 2.2951 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6197 -0.6396 -2.0496 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3102 0.4919 -2.2738 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7681 1.2768 -2.0094 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4914 2.2825 -1.3579 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0028 2.2549 0.3470 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9807 1.3000 2.1103 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3703 -0.3444 1.6005 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1911 0.2633 0.8702 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0467 -1.8115 0.2355 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6480 2.4954 0.9773 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 2 0 12 13 1 0 13 14 2 0 13 15 1 0 15 16 1 0 7 17 1 0 6 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 24 26 1 0 21 27 1 0 27 28 2 0 20 29 1 0 7 2 1 0 10 2 1 0 21 5 1 0 16 11 1 0 25 20 1 0 1 30 1 0 1 31 1 0 1 32 1 0 3 33 1 0 3 34 1 0 4 35 1 0 4 36 1 0 5 37 1 0 6 38 1 0 8 39 1 0 8 40 1 0 9 41 1 0 9 42 1 0 10 43 1 0 12 44 1 0 16 45 1 0 16 46 1 0 17 47 1 0 18 48 1 0 18 49 1 0 19 50 1 0 19 51 1 0 22 52 1 0 22 53 1 0 23 54 1 0 23 55 1 0 24 56 1 0 25 57 1 0 25 58 1 0 26 59 1 0 27 60 1 0 29 61 1 0 M END

Standard InCHIKey	ODJLBQGVINUMMR-WUAJMLKCSA-N
Standard InCHI	InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16?,17?,18+,20+,21-,22-,23-/m0/s1
SMILES	CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CCC(C5)O)C=O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	404.22	Volume:	408.414 ? Van der Waals volume.
Dense:	0.99	LogP:	0.649 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.247 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.028 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	27.0
TPSA:	104.06 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	3.0	Rings:	5.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.48	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.821	Fsp³:	0.826
MCE-18:	94.286 ? 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:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.041	Fluc inhibitor:	0.002 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.007 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.025 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.239	Promiscuous compounds:	0.051

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.876	MDCK Permeability:	-4.785
Pgp-inhibitor:	0.0	Pgp-substrate:	0.618
PAMPA:	0.993 ? 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):	0.845
20% Bioavailability (F20%):	0.536	30% Bioavailability (F30%):	0.699
50% Bioavailability (F50%):	0.857

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.081	MRP1:	0.866
Plasma Protein Binding (PPB):	80.134%	Volume Distribution (VD):	0.118
Fu:	17.303% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.1
OATP1B3 inhibitor:	0.76	BCRP inhibitor:	0.002
BSEP inhibitor:	0.15

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.001	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.006	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.099	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.006
HLM stability:	0.001 ? 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):

5.826

Half-life (T1/2):

3.711

ADMET: Toxicity

hERG Blockers:	0.212	hERG Blockers (10um):	0.352
Human Hepatotoxicity (H-HT):	0.839	Drug-induced Liver Injury (DILI):	0.063
AMES Toxicity:	0.843	Rat Oral Acute Toxicity:	0.798
Maximum Recommended Daily Dose:	0.988	Skin Sensitization:	0.923
Carcinogencity:	0.855	Eye Corrosion:	0.0
Eye Irritation:	0.001	Respiratory Toxicity:	0.814
Drug-induced Neurotoxicity:	0.118	Ototoxicity:	0.882
Hematotoxicity:	0.335	Drug-induced Nephrotoxicity:	0.578
Genotoxicity:	0.987	RPMI-8226 Immunitoxicity:	0.294
A549 Cytotoxicity:	0.226	Hek293 Cytotoxicity:	0.706
BCF:	0.568 ? 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:	3.506 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.232 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.235 ? 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
NPO8100	Erysimum cheiranthoides	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16145	Apocynum venetum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12320	Adonis amurensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11771	Strophanthus kombe	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8100	Erysimum cheiranthoides	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11771	Strophanthus kombe	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12320	Adonis amurensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16145	Apocynum venetum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12320	Adonis amurensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16145	Apocynum venetum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11771	Strophanthus kombe	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8100	Erysimum cheiranthoides	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8100	Erysimum cheiranthoides	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11771	Strophanthus kombe	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12320	Adonis amurensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16145	Apocynum venetum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16145	Apocynum venetum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11771	Strophanthus kombe	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12320	Adonis amurensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8100	Erysimum cheiranthoides	Species	Brassicaceae	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 NPC321290 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	12864
0.1-0.2	32808
0.2-0.3	3911
0.3-0.4	113
0.4-0.5	101
0.5-0.6	34
0.6-0.7	18
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC72772
0.8448	Intermediate Similarity	NPC97487
0.7869	Intermediate Similarity	NPC10232
0.64	Remote Similarity	NPC219085
0.6364	Remote Similarity	NPC268829
0.6364	Remote Similarity	NPC295110
0.6316	Remote Similarity	NPC6108
0.6316	Remote Similarity	NPC17896
0.6316	Remote Similarity	NPC469755
0.6316	Remote Similarity	NPC284406
0.6316	Remote Similarity	NPC89514
0.6316	Remote Similarity	NPC197707
0.6316	Remote Similarity	NPC251866
0.6234	Remote Similarity	NPC243196
0.6234	Remote Similarity	NPC10823
0.6176	Remote Similarity	NPC222875
0.6176	Remote Similarity	NPC25177
0.6154	Remote Similarity	NPC146456
0.6154	Remote Similarity	NPC180079
0.6119	Remote Similarity	NPC187302
0.6029	Remote Similarity	NPC196931
0.5921	Remote Similarity	NPC158344
0.5921	Remote Similarity	NPC474418
0.5857	Remote Similarity	NPC469794
0.5844	Remote Similarity	NPC99728
0.5844	Remote Similarity	NPC87250
0.5844	Remote Similarity	NPC244402
0.5844	Remote Similarity	NPC50305
0.5769	Remote Similarity	NPC84987
0.5696	Remote Similarity	NPC34390
0.5647	Remote Similarity	NPC32793
0.5647	Remote Similarity	NPC116075
0.5647	Remote Similarity	NPC608063
0.5571	Remote Similarity	NPC480913
0.55	Remote Similarity	NPC157376
0.55	Remote Similarity	NPC142066
0.55	Remote Similarity	NPC603972
0.5455	Remote Similarity	NPC469749
0.5441	Remote Similarity	NPC116683
0.5393	Remote Similarity	NPC146857
0.5393	Remote Similarity	NPC247190
0.5366	Remote Similarity	NPC88668
0.5352	Remote Similarity	NPC160583
0.5244	Remote Similarity	NPC604978
0.5185	Remote Similarity	NPC309034
0.5161	Remote Similarity	NPC329636
0.5139	Remote Similarity	NPC189588
0.5122	Remote Similarity	NPC469750
0.5122	Remote Similarity	NPC480915
0.5119	Remote Similarity	NPC277374
0.5114	Remote Similarity	NPC475556
0.5114	Remote Similarity	NPC311706
0.507	Remote Similarity	NPC220217
0.506	Remote Similarity	NPC480914
0.5056	Remote Similarity	NPC475629

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC321290 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5818
0.1-0.2	3131
0.2-0.3	187
0.3-0.4	6
0.4-0.5	6
0.5-0.6	0
0.6-0.7	1
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
0.6316	Remote Similarity	NPD7319	Approved

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