NPASS Compound

Natural Product: NPC505908

Natural Product ID	NPC505908
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(10~{R},13~{R})-17-[(~{E},1~{R})-4-isopropyl-1-methyl-hex-4-enyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
IUPAC Name	(10~{R},13~{R})-17-[(~{E},1~{R})-4-isopropyl-1-methyl-hex-4-enyl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
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 76 79 0 0 0 0 0 0 0 0999 V2000 5.3246 -1.7178 -2.1172 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8794 -1.0520 -0.9090 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1857 0.0053 -0.4512 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9554 0.4899 -1.0878 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7081 0.4818 -0.3016 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1722 -0.8409 0.1165 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1294 -1.5604 1.0160 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8304 -0.8105 0.7813 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9106 0.0537 2.0134 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5645 0.4111 2.1951 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9158 0.7304 0.7329 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3898 0.9129 0.6722 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1115 0.5470 1.9285 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4350 1.3265 1.9116 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1741 0.7940 0.7447 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4886 0.7015 0.8437 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3545 0.1988 -0.2151 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5811 0.3615 -0.2186 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7085 -0.5410 -1.3322 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2792 -0.9231 -0.9224 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5463 0.3632 -0.5097 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9607 1.3990 -1.5671 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0671 0.1892 -0.4671 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6677 -1.2413 -0.5736 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3447 -1.5955 0.0360 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3518 -0.4452 -0.0159 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1478 -0.1147 -1.4437 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7540 0.7296 0.7351 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1398 2.1618 0.3106 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0354 0.0868 1.2075 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3241 -2.1091 -1.8486 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9630 -2.5764 -2.3789 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3123 -1.0512 -3.0036 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7729 -1.4027 -0.4453 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2100 1.5414 -1.4542 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8009 -0.0582 -2.0594 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9867 1.0082 0.6944 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9488 1.1968 -0.6982 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1261 -1.5494 -0.7925 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6235 -0.9174 1.7525 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8082 -2.2741 0.4912 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4747 -2.2502 1.6556 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7102 -1.8655 1.2074 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4162 1.0122 1.8828 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2886 -0.5055 2.8966 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6751 1.3086 2.8368 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0637 -0.4917 2.5578 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3265 1.6250 0.4659 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5708 2.0093 0.4863 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6186 0.7872 2.8656 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4202 -0.5283 1.8568 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1668 2.3778 1.6818 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9710 1.2461 2.8513 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0124 1.0097 1.7613 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2617 -1.5091 -1.4233 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7500 -0.0258 -2.2904 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8152 -1.3865 -1.7891 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4201 -1.5993 -0.0459 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2043 2.2143 -1.6096 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9375 1.8357 -1.3810 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9427 0.8797 -2.5436 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6729 0.7113 -1.3904 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4171 -1.9344 -0.0906 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6532 -1.5612 -1.6403 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8625 -2.4568 -0.4663 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4638 -1.8693 1.1035 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8136 -0.4578 -1.8841 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9021 -0.6378 -2.1158 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2255 0.9673 -1.6655 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0707 0.8623 1.5644 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5382 2.1638 -0.7182 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9260 2.5625 0.9802 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2643 2.8315 0.3945 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8087 -0.9501 1.5412 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8328 0.0875 0.4539 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3972 0.6281 2.0957 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 6 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 6 3 28 1 0 28 29 1 0 28 30 1 0 26 8 1 0 26 11 1 0 23 12 1 0 21 15 1 0 1 31 1 0 1 32 1 0 1 33 1 0 2 34 1 0 4 35 1 0 4 36 1 0 5 37 1 0 5 38 1 0 6 39 1 6 7 40 1 0 7 41 1 0 7 42 1 0 8 43 1 0 9 44 1 0 9 45 1 0 10 46 1 0 10 47 1 0 11 48 1 0 12 49 1 0 13 50 1 0 13 51 1 0 14 52 1 0 14 53 1 0 16 54 1 0 19 55 1 0 19 56 1 0 20 57 1 0 20 58 1 0 22 59 1 0 22 60 1 0 22 61 1 0 23 62 1 0 24 63 1 0 24 64 1 0 25 65 1 0 25 66 1 0 27 67 1 0 27 68 1 0 27 69 1 0 28 70 1 0 29 71 1 0 29 72 1 0 29 73 1 0 30 74 1 0 30 75 1 0 30 76 1 0 M END

Standard InCHIKey	JKNOXDGSYQSJQT-QKLOKWSCSA-N
Standard InCHI	InChI=1S/C29H46O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,18-20,24-27H,8-17H2,1-6H3/b21-7+/t20-,24?,25?,26?,27?,28+,29-/m1/s1
SMILES	C/C=C(CC[C@@H](C)C1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3CC[C@@]21C)C(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	410.35	Volume:	476.795 ? Van der Waals volume.
Dense:	0.861	LogP:	6.596 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.609 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.118 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	22.0
TPSA:	17.07 ? Topological Polar Surface Area.	H-Bond Acceptor:	1.0
H-Bond Donor:	0.0	Rings:	4.0
Heavy Atoms:	1.0

MedChem Properties

QED Drug-Likeness Score:	0.418	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.383	Fsp³:	0.828
MCE-18:	68.264 ? 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:	0.944	Fluc inhibitor:	0.125 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.007 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.64	Promiscuous compounds:	0.037

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.668	MDCK Permeability:	-4.976
Pgp-inhibitor:	0.961	Pgp-substrate:	0.0
PAMPA:	0.0 ? 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%):	0.048	30% Bioavailability (F30%):	0.235
50% Bioavailability (F50%):	0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.149	MRP1:	0.986
Plasma Protein Binding (PPB):	97.521%	Volume Distribution (VD):	-0.009
Fu:	2.333% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	0.995	BCRP inhibitor:	0.04
BSEP inhibitor:	0.994

ADMET: Metabolism

CYP1A2-inhibitor:	0.001	CYP1A2-substrate:	0.036
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.023
CYP2C9-inhibitor:	0.095	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.006	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.999	CYP2C8-inhibitor:	1.0
HLM stability:	0.365 ? 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):

11.305

Half-life (T1/2):

0.261

ADMET: Toxicity

hERG Blockers:	0.218	hERG Blockers (10um):	0.682
Human Hepatotoxicity (H-HT):	0.732	Drug-induced Liver Injury (DILI):	0.192
AMES Toxicity:	0.068	Rat Oral Acute Toxicity:	0.311
Maximum Recommended Daily Dose:	0.67	Skin Sensitization:	0.662
Carcinogencity:	0.711	Eye Corrosion:	0.11
Eye Irritation:	0.624	Respiratory Toxicity:	0.712
Drug-induced Neurotoxicity:	0.656	Ototoxicity:	0.526
Hematotoxicity:	0.256	Drug-induced Nephrotoxicity:	0.309
Genotoxicity:	0.104	RPMI-8226 Immunitoxicity:	0.09
A549 Cytotoxicity:	0.221	Hek293 Cytotoxicity:	0.536
BCF:	2.731 ? 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:	5.044 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.04 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.988 ? 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
NPO16318	Turbinaria conoides	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075746]
NPO16318	Turbinaria conoides	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16318	Turbinaria conoides	Species	Sargassaceae	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 NPC505908 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	21211
0.1-0.2	25174
0.2-0.3	3171
0.3-0.4	221
0.4-0.5	45
0.5-0.6	18
0.6-0.7	9
0.7-0.8	1
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC282593
0.8913	High Similarity	NPC159577
0.8125	Intermediate Similarity	NPC35734
0.8125	Intermediate Similarity	NPC602429
0.7959	Intermediate Similarity	NPC149203
0.7451	Intermediate Similarity	NPC303613
0.7292	Intermediate Similarity	NPC307176
0.7292	Intermediate Similarity	NPC321874
0.7091	Intermediate Similarity	NPC320514
0.7059	Intermediate Similarity	NPC115023
0.6909	Remote Similarity	NPC309603
0.6863	Remote Similarity	NPC214043
0.6863	Remote Similarity	NPC85774
0.6792	Remote Similarity	NPC249312
0.6604	Remote Similarity	NPC237712
0.6154	Remote Similarity	NPC2634
0.6154	Remote Similarity	NPC265782
0.6154	Remote Similarity	NPC251929
0.6078	Remote Similarity	NPC139397
0.5965	Remote Similarity	NPC469948
0.5636	Remote Similarity	NPC255021
0.5636	Remote Similarity	NPC227064
0.5636	Remote Similarity	NPC474228
0.5636	Remote Similarity	NPC329043
0.5636	Remote Similarity	NPC58841
0.5636	Remote Similarity	NPC161423
0.5614	Remote Similarity	NPC323765
0.5536	Remote Similarity	NPC144258
0.5536	Remote Similarity	NPC327115
0.5469	Remote Similarity	NPC187159
0.5323	Remote Similarity	NPC305039
0.5254	Remote Similarity	NPC310010
0.5254	Remote Similarity	NPC326627
0.5172	Remote Similarity	NPC328539
0.5167	Remote Similarity	NPC473999
0.5161	Remote Similarity	NPC489872
0.5079	Remote Similarity	NPC205860

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC505908 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6523
0.1-0.2	2348
0.2-0.3	196
0.3-0.4	52
0.4-0.5	12
0.5-0.6	12
0.6-0.7	5
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
0.7292	Intermediate Similarity	NPD4747	Phase 4
0.625	Remote Similarity	NPD5737	Phase 4
0.6154	Remote Similarity	NPD4691	Approved
0.6071	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD6939	Phase 3
0.6034	Remote Similarity	NPD6672	Phase 4
0.5636	Remote Similarity	NPD3666	Phase 4
0.5636	Remote Similarity	NPD4221	Phase 4
0.5593	Remote Similarity	NPD6409	Approved
0.5517	Remote Similarity	NPD5330	Phase 4
0.5345	Remote Similarity	NPD4693	Phase 3
0.5323	Remote Similarity	NPD6904	Phase 4
0.5254	Remote Similarity	NPD4753	Phase 2
0.5079	Remote Similarity	NPD6083	Phase 4
0.5079	Remote Similarity	NPD6084	Phase 2
0.5079	Remote Similarity	NPD6684	Phase 4
0.5079	Remote Similarity	NPD7334	Approved
0.5079	Remote Similarity	NPD7521	Phase 4

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