NPASS Compound

Natural Product: NPC601999

Natural Product ID	NPC601999
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	MBDYBIJCLWLWDU-MHCUWBFOSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL5088373
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 65 70 0 0 0 0 0 0 0 0999 V2000 4.7922 4.7808 3.0888 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2732 3.8560 2.1950 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8530 4.1816 0.9221 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3400 3.2549 0.0448 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2258 1.9334 0.4197 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6724 0.8957 -0.5076 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5021 -0.2177 -0.4352 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0747 -1.4571 -0.8216 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9997 -2.4279 -1.1407 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5664 -3.6822 -1.5316 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4807 -4.6744 -1.8574 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1888 -3.9223 -1.5894 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2868 -2.9286 -1.2633 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7131 -1.6807 -0.8743 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7026 -0.6673 -0.5406 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2440 -1.2675 0.4465 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1686 -1.5530 1.7495 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4840 -1.2653 2.1073 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7019 -2.1074 2.6664 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0074 -2.3986 2.3290 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8981 -2.9571 3.2395 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4302 -2.1281 1.0637 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5505 -1.5720 0.1503 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0377 -1.3192 -1.1208 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3589 -0.8925 -1.3768 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4442 0.5771 -1.5409 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1954 1.0959 -2.5774 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3180 2.4518 -2.7886 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6842 3.3447 -1.9579 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8197 4.6998 -2.1867 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9214 2.8598 -0.9068 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8231 1.4954 -0.7283 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3186 -1.2846 -0.2852 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6118 -0.2035 0.5548 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8127 -2.3968 0.5807 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2527 0.6401 -0.1113 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4798 1.6812 -0.6759 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6471 1.6050 1.6969 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1586 2.5324 2.5698 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1498 5.6779 2.8388 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9490 5.2282 0.6399 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0163 3.5444 -0.9554 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6728 1.3222 -1.5378 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0829 -2.2461 -1.0975 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9071 -5.2995 -1.1969 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8823 -4.9187 -1.9003 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2189 -3.1579 -1.3216 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0940 -0.5080 -1.4786 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9741 -1.9342 2.6902 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3458 -2.3181 3.6774 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4863 -3.7064 2.8956 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6473 -1.3547 -2.3423 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7232 0.4230 -3.2716 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9077 2.8340 -3.6014 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0534 5.3453 -1.4346 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4089 3.5555 -0.2341 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2172 1.1198 0.1063 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2632 -1.6119 -0.7682 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1759 -0.2852 1.4360 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7777 -3.3160 -0.0636 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5273 -2.5145 1.4222 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1350 0.7524 0.9817 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7434 1.7087 -1.6462 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5474 0.5445 1.9762 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4764 2.2333 3.5591 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 2 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 1 0 10 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 17 19 1 0 19 20 2 0 20 21 1 0 20 22 1 0 22 23 2 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 2 0 27 28 1 0 28 29 2 0 29 30 1 0 29 31 1 0 31 32 2 0 25 33 1 0 33 34 1 0 33 35 1 0 15 36 1 0 36 37 1 0 5 38 1 0 38 39 2 0 39 2 1 0 36 6 1 0 14 8 1 0 23 16 1 0 32 26 1 0 35 22 1 0 1 40 1 0 3 41 1 0 4 42 1 0 6 43 1 6 9 44 1 0 11 45 1 0 12 46 1 0 13 47 1 0 15 48 1 6 18 49 1 0 19 50 1 0 21 51 1 0 25 52 1 6 27 53 1 0 28 54 1 0 30 55 1 0 31 56 1 0 32 57 1 0 33 58 1 6 34 59 1 0 35 60 1 0 35 61 1 0 36 62 1 1 37 63 1 0 38 64 1 0 39 65 1 0 M END

Standard InCHIKey	MBDYBIJCLWLWDU-MHCUWBFOSA-N
Standard InCHI	InChI=1S/C30H26O9/c31-16-5-1-14(2-6-16)28-23(36)12-20-21(34)13-22(35)26(30(20)39-28)25-19-10-9-18(33)11-24(19)38-29(27(25)37)15-3-7-17(32)8-4-15/h1-11,13,23,25,27-29,31-37H,12H2/t23-,25+,27+,28-,29-/m1/s1
SMILES	Oc1ccc([C@H]2Oc3cc(O)ccc3[C@@H](c3c(O)cc(O)c4c3O[C@H](c3ccc(O)cc3)[C@H](O)C4)[C@@H]2O)cc1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	530.16	Volume:	523.572 ? Van der Waals volume.
Dense:	1.013	LogP:	1.844 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.112 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.64 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	34.0
TPSA:	160.07 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	7.0	Rings:	6.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.209	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.251	Fsp³:	0.2
MCE-18:	116.667 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.84	Fluc inhibitor:	0.351 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.208 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.428 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.53	Promiscuous compounds:	0.123

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.916	MDCK Permeability:	-4.969
Pgp-inhibitor:	0.0	Pgp-substrate:	0.914
PAMPA:	0.073 ? 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%):	0.175	30% Bioavailability (F30%):	0.997
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.937
Plasma Protein Binding (PPB):	93.375%	Volume Distribution (VD):	0.205
Fu:	10.219% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.808
OATP1B3 inhibitor:	0.973	BCRP inhibitor:	0.109
BSEP inhibitor:	0.246

ADMET: Metabolism

CYP1A2-inhibitor:	0.543	CYP1A2-substrate:	0.01
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.797	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.996
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):

5.987

Half-life (T1/2):

3.314

ADMET: Toxicity

hERG Blockers:	0.127	hERG Blockers (10um):	0.678
Human Hepatotoxicity (H-HT):	0.869	Drug-induced Liver Injury (DILI):	0.204
AMES Toxicity:	0.498	Rat Oral Acute Toxicity:	0.69
Maximum Recommended Daily Dose:	0.936	Skin Sensitization:	0.994
Carcinogencity:	0.029	Eye Corrosion:	0.0
Eye Irritation:	0.897	Respiratory Toxicity:	0.919
Drug-induced Neurotoxicity:	0.639	Ototoxicity:	0.617
Hematotoxicity:	0.065	Drug-induced Nephrotoxicity:	0.627
Genotoxicity:	0.998	RPMI-8226 Immunitoxicity:	0.171
A549 Cytotoxicity:	0.99	Hek293 Cytotoxicity:	0.992
BCF:	1.228 ? 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:	3.832 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.517 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.19 ? 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
NPO3160	Cassia fistula	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38590868]
NPO3160	Cassia fistula	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3160	Cassia fistula	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3160	Cassia fistula	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3160	Cassia fistula	Species	Fabaceae	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
Activity	12

Activity Type	# Activity
Organism	12

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
NPT844	Organism	Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	Activity	=	37.25	%	PMID[34965114]
NPT843	Organism	Trypanosoma evansi	Trypanosoma evansi	Activity	=	0.0	%	PMID[34965114]
NPT844	Organism	Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	Activity	=	31.05	%	PMID[34965114]
NPT844	Organism	Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	Activity	=	4.97	%	PMID[34965114]
NPT2229	Organism	Trypanosoma brucei gambiense	Trypanosoma brucei gambiense	Activity	=	2.28	%	PMID[34965114]
NPT471	Organism	Trypanosoma brucei brucei	Trypanosoma brucei brucei	Activity	=	17.28	%	PMID[34965114]

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 NPC601999 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	24343
0.1-0.2	22434
0.2-0.3	2717
0.3-0.4	248
0.4-0.5	46
0.5-0.6	35
0.6-0.7	8
0.7-0.8	0
0.8-0.85	3
0.85-0.9	2
0.9-0.95	9
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9167	High Similarity	NPC70409
0.9167	High Similarity	NPC204770
0.9167	High Similarity	NPC600551
0.9167	High Similarity	NPC601980
0.9167	High Similarity	NPC602065
0.9167	High Similarity	NPC611024
0.9016	High Similarity	NPC601997
0.9016	High Similarity	NPC609211
0.9016	High Similarity	NPC610665
0.8833	High Similarity	NPC313116
0.8833	High Similarity	NPC603340
0.8281	Intermediate Similarity	NPC600630
0.8281	Intermediate Similarity	NPC607896
0.8281	Intermediate Similarity	NPC611369
0.7313	Intermediate Similarity	NPC211561
0.7188	Intermediate Similarity	NPC58190
0.7188	Intermediate Similarity	NPC108811
0.7188	Intermediate Similarity	NPC170103
0.7188	Intermediate Similarity	NPC236202
0.7188	Intermediate Similarity	NPC262911
0.7188	Intermediate Similarity	NPC202742
0.7077	Intermediate Similarity	NPC246202
0.7077	Intermediate Similarity	NPC224161
0.7077	Intermediate Similarity	NPC46335
0.7077	Intermediate Similarity	NPC279406
0.7077	Intermediate Similarity	NPC486519
0.6615	Remote Similarity	NPC96576
0.6418	Remote Similarity	NPC277331
0.6418	Remote Similarity	NPC100482
0.6389	Remote Similarity	NPC278548
0.6176	Remote Similarity	NPC82917
0.6102	Remote Similarity	NPC207179
0.6102	Remote Similarity	NPC167571
0.6102	Remote Similarity	NPC278552
0.589	Remote Similarity	NPC226809
0.5679	Remote Similarity	NPC86630
0.5634	Remote Similarity	NPC294558
0.5634	Remote Similarity	NPC18185
0.5634	Remote Similarity	NPC263940
0.5625	Remote Similarity	NPC147743
0.5625	Remote Similarity	NPC4809
0.5625	Remote Similarity	NPC73517
0.5616	Remote Similarity	NPC155564
0.561	Remote Similarity	NPC106601
0.561	Remote Similarity	NPC151474
0.5542	Remote Similarity	NPC212614
0.5542	Remote Similarity	NPC205613
0.5526	Remote Similarity	NPC302549
0.5513	Remote Similarity	NPC306267
0.5349	Remote Similarity	NPC159526
0.5342	Remote Similarity	NPC184245
0.5342	Remote Similarity	NPC187801
0.5342	Remote Similarity	NPC610920
0.5325	Remote Similarity	NPC134911
0.525	Remote Similarity	NPC135021
0.5244	Remote Similarity	NPC9309
0.5224	Remote Similarity	NPC178054
0.519	Remote Similarity	NPC20050
0.5185	Remote Similarity	NPC471404
0.5156	Remote Similarity	NPC261619
0.5156	Remote Similarity	NPC61477
0.5156	Remote Similarity	NPC78770
0.5156	Remote Similarity	NPC219876
0.5156	Remote Similarity	NPC126029
0.5156	Remote Similarity	NPC15658
0.5128	Remote Similarity	NPC46283
0.5128	Remote Similarity	NPC469944
0.5059	Remote Similarity	NPC78074
0.5056	Remote Similarity	NPC478617

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC601999 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5112
0.1-0.2	3972
0.2-0.3	56
0.3-0.4	8
0.4-0.5	0
0.5-0.6	2
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
0.5156	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.5156	Remote Similarity	NPD1613	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