NPASS Compound

Natural Product: NPC481019

Natural Product ID	NPC481019
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	KWGATRCONRQTAU-ZLYOROADSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	127038003
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0001757] Colensane and clerodane diterpenoids

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 79 81 0 0 0 0 0 0 0 0999 V2000 7.4028 -0.1256 0.5140 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9879 1.2703 0.8564 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6009 1.2410 1.4540 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 0.6747 0.5091 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9720 0.2686 -0.6242 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2796 0.6077 0.9078 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2537 0.0773 0.0615 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7691 -1.1457 0.7285 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5475 -1.4960 0.5194 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2041 -2.6894 1.0731 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3771 -3.2213 2.2048 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7556 -4.5350 2.2979 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5621 -5.2859 1.3064 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3838 -5.1494 3.4910 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4097 -1.9732 1.3481 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6203 -1.5476 -0.0010 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4646 -0.7758 -0.3537 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2603 0.6521 -0.0903 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1704 1.0996 -0.1283 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0650 1.6421 -0.9175 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1151 2.8306 -1.3404 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0256 2.4328 -0.0870 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0911 1.8329 0.7023 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7683 3.0050 1.3908 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9651 3.3771 0.9007 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2169 3.7048 2.5092 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0824 3.3925 3.0579 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5282 1.1456 -2.2341 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0028 1.3399 -2.5365 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1310 -0.2362 -2.6393 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1726 -0.9861 -1.8126 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3652 -2.3588 -2.0669 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7712 -2.9468 -2.6135 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9142 -1.2056 -0.2254 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8034 -1.9873 -0.8963 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4203 -3.1028 -1.3447 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2339 -1.6314 -1.1551 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5223 -0.1766 0.6080 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2043 -0.3977 -0.5531 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9070 -0.8919 1.1322 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7192 1.6933 1.5711 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9248 1.8980 -0.0792 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3231 2.2563 1.7630 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5860 0.5486 2.3433 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7782 -0.2269 -0.8634 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4259 -1.7044 1.3562 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3273 -3.4229 0.2854 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8839 -6.0796 3.8199 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5635 -4.4323 4.3115 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4118 -5.4702 3.1560 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4938 -2.5575 -0.5361 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5988 0.8243 0.9783 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3429 1.8753 0.6785 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4849 1.5829 -1.0817 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3632 2.6257 -2.2978 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7862 3.7097 -1.6265 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4533 3.2116 -0.5176 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5177 3.1775 0.5740 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5569 3.1573 -0.8125 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7277 1.2322 1.5986 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9112 1.3137 0.2016 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4569 4.2034 1.3730 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4273 2.8720 0.0897 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7683 4.5485 2.9357 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7096 3.9555 3.8991 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4764 2.5717 2.7387 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1001 1.7789 -3.0992 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3235 2.4067 -2.5033 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6761 0.6488 -2.0466 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1199 1.0938 -3.6447 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6832 -0.2754 -3.6929 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0448 -0.8654 -2.8111 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8421 -0.7629 -2.1228 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6481 -2.8716 -1.9577 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5282 -4.0129 -2.7669 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0195 -2.5312 -3.6231 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5393 -1.9305 -2.1770 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8418 -2.2084 -0.4248 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4260 -0.5622 -0.9414 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 2 0 4 6 1 0 6 7 1 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 2 0 12 14 1 0 10 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 18 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 2 0 24 26 1 0 26 27 2 0 20 28 1 0 28 29 1 0 28 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 16 34 1 0 34 35 1 0 35 36 2 0 35 37 1 0 19 7 1 0 17 9 1 1 31 17 1 0 1 38 1 0 1 39 1 0 1 40 1 0 2 41 1 0 2 42 1 0 3 43 1 0 3 44 1 0 7 45 1 6 8 46 1 0 10 47 1 6 14 48 1 0 14 49 1 0 14 50 1 0 16 51 1 6 18 52 1 1 19 53 1 0 19 54 1 0 21 55 1 0 21 56 1 0 21 57 1 0 22 58 1 0 22 59 1 0 23 60 1 0 23 61 1 0 25 62 1 0 25 63 1 0 26 64 1 0 27 65 1 0 27 66 1 0 28 67 1 6 29 68 1 0 29 69 1 0 29 70 1 0 30 71 1 0 30 72 1 0 31 73 1 1 33 74 1 0 33 75 1 0 33 76 1 0 37 77 1 0 37 78 1 0 37 79 1 0 M END

Standard InCHIKey	KWGATRCONRQTAU-ZLYOROADSA-N
Standard InCHI	InChI=1S/C29H42O8/c1-9-11-25(32)36-21-15-22-26(34-19(5)30)37-27(35-20(6)31)29(22)23(16-21)28(7,13-12-17(3)10-2)18(4)14-24(29)33-8/h10,15,18,21,23-24,26-27H,2-3,9,11-14,16H2,1,4-8H3/t18-,21+,23+,24+,26+,27-,28-,29-/m1/s1
SMILES	CCCC(=O)O[C@H]1C=C2[C@@H](OC(=O)C)O[C@H]([C@]32[C@@H](C1)[C@](C)(CCC(=C)C=C)[C@H](C)C[C@@H]3OC)OC(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	518.29	Volume:	538.974 ? Van der Waals volume.
Dense:	0.962	LogP:	3.686 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.3 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.163 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	20.0
TPSA:	97.36 ? Topological Polar Surface Area.	H-Bond Acceptor:	8.0
H-Bond Donor:	0.0	Rings:	3.0
Heavy Atoms:	8.0

MedChem Properties

QED Drug-Likeness Score:	0.172	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.731	Fsp³:	0.69
MCE-18:	88.612 ? 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:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.538	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.002 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.367	Promiscuous compounds:	0.687

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.862	MDCK Permeability:	-4.781
Pgp-inhibitor:	0.995	Pgp-substrate:	0.831
PAMPA:	0.211 ? 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):	0.012
20% Bioavailability (F20%):	0.996	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.052	MRP1:	0.979
Plasma Protein Binding (PPB):	89.023%	Volume Distribution (VD):	-0.195
Fu:	10.307% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	0.957	BCRP inhibitor:	0.755
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.003	CYP1A2-substrate:	0.872
CYP2C19-inhibitor:	0.812	CYP2C19-substrate:	0.015
CYP2C9-inhibitor:	0.007	CYP2C9-substrate:	0.002
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.223
CYP3A4-inhibitor:	0.013	CYP3A4-substrate:	0.046
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.998
HLM stability:	0.998 ? 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):

7.9

Half-life (T1/2):

0.726

ADMET: Toxicity

hERG Blockers:	0.084	hERG Blockers (10um):	0.457
Human Hepatotoxicity (H-HT):	0.398	Drug-induced Liver Injury (DILI):	0.578
AMES Toxicity:	0.876	Rat Oral Acute Toxicity:	0.906
Maximum Recommended Daily Dose:	0.979	Skin Sensitization:	0.975
Carcinogencity:	0.681	Eye Corrosion:	0.003
Eye Irritation:	0.079	Respiratory Toxicity:	0.862
Drug-induced Neurotoxicity:	0.774	Ototoxicity:	0.462
Hematotoxicity:	0.518	Drug-induced Nephrotoxicity:	0.739
Genotoxicity:	0.877	RPMI-8226 Immunitoxicity:	0.256
A549 Cytotoxicity:	0.367	Hek293 Cytotoxicity:	0.324
BCF:	0.804 ? 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:	3.808 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.651 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.082 ? 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
NPO40063	Casearia graveolens	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26474353]
NPO40063	Casearia graveolens	Species	Salicaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31916761]

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
EC50	1

Activity Type	# Activity
Cell line	1

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
NPT681	Cell line	PC-12	Rattus norvegicus	EC50	=	28700.0	nM	PMID[26474353]

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 NPC481019 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	22640
0.1-0.2	25266
0.2-0.3	1811
0.3-0.4	22
0.4-0.5	49
0.5-0.6	25
0.6-0.7	22
0.7-0.8	0
0.8-0.85	4
0.85-0.9	7
0.9-0.95	5
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9464	High Similarity	NPC472186
0.9455	High Similarity	NPC481020
0.9298	High Similarity	NPC488649
0.9273	High Similarity	NPC171598
0.9138	High Similarity	NPC481017
0.8947	High Similarity	NPC318917
0.875	High Similarity	NPC472189
0.8689	High Similarity	NPC472187
0.8644	High Similarity	NPC471366
0.8644	High Similarity	NPC476800
0.8644	High Similarity	NPC488237
0.8596	High Similarity	NPC481018
0.8361	Intermediate Similarity	NPC473545
0.8305	Intermediate Similarity	NPC471362
0.8305	Intermediate Similarity	NPC471372
0.8167	Intermediate Similarity	NPC472188
0.7869	Intermediate Similarity	NPC488236
0.7121	Intermediate Similarity	NPC48548
0.7097	Intermediate Similarity	NPC606965
0.7077	Intermediate Similarity	NPC471365
0.6984	Remote Similarity	NPC132395
0.6984	Remote Similarity	NPC471364
0.6984	Remote Similarity	NPC600724
0.6875	Remote Similarity	NPC479935
0.6667	Remote Similarity	NPC473204
0.6567	Remote Similarity	NPC7644
0.6508	Remote Similarity	NPC603601
0.6462	Remote Similarity	NPC488651
0.6462	Remote Similarity	NPC488648
0.6377	Remote Similarity	NPC488963
0.6286	Remote Similarity	NPC488219
0.6232	Remote Similarity	NPC217921
0.6232	Remote Similarity	NPC88013
0.6232	Remote Similarity	NPC135015
0.6212	Remote Similarity	NPC479934
0.6197	Remote Similarity	NPC488221
0.6197	Remote Similarity	NPC488220
0.6197	Remote Similarity	NPC488216
0.6119	Remote Similarity	NPC479936
0.6119	Remote Similarity	NPC488235
0.6029	Remote Similarity	NPC479943
0.6	Remote Similarity	NPC488962
0.5882	Remote Similarity	NPC479939
0.5867	Remote Similarity	NPC486752
0.5857	Remote Similarity	NPC479940
0.5797	Remote Similarity	NPC479937
0.5714	Remote Similarity	NPC479938
0.5676	Remote Similarity	NPC127933
0.5606	Remote Similarity	NPC488650
0.5606	Remote Similarity	NPC481022
0.5556	Remote Similarity	NPC475889
0.5556	Remote Similarity	NPC7613
0.5556	Remote Similarity	NPC479942
0.5479	Remote Similarity	NPC479941
0.5429	Remote Similarity	NPC88507
0.5417	Remote Similarity	NPC128795
0.5375	Remote Similarity	NPC488217
0.5375	Remote Similarity	NPC488218
0.5342	Remote Similarity	NPC238397
0.5333	Remote Similarity	NPC125423
0.5263	Remote Similarity	NPC40728
0.5244	Remote Similarity	NPC486755
0.5185	Remote Similarity	NPC486759
0.5125	Remote Similarity	NPC473399
0.5125	Remote Similarity	NPC473216
0.5062	Remote Similarity	NPC162569
0.5062	Remote Similarity	NPC35160

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC481019 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7208
0.1-0.2	1921
0.2-0.3	21
0.3-0.4	0
0.4-0.5	0
0.5-0.6	0
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
		NPD

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