NPASS Compound

Structure

CID151648 OpenBabel06191715522D 21 21 0 0 1 0 0 0 0 0999 V2000 -2.0981 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7688 2.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5486 5.2722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2202 2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1865 1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3676 3.5497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0392 4.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0337 4.5677 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 13 2 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 17 11 1 6 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	290.19
Volume:	324.516
LogP:	4.251
LogD:	3.698
LogS:	-4.505
# Rotatable Bonds:	8
TPSA:	50.44
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.703
Synthetic Accessibility Score:	3.248
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.731
MDCK Permeability:	2.137215415132232e-05
Pgp-inhibitor:	0.242
Pgp-substrate:	0.145
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.736
30% Bioavailability (F30%):	0.02

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.12
Plasma Protein Binding (PPB):	96.04701232910156%
Volume Distribution (VD):	0.904
Pgp-substrate:	2.933872938156128%

ADMET: Metabolism

CYP1A2-inhibitor:	0.273
CYP1A2-substrate:	0.551
CYP2C19-inhibitor:	0.277
CYP2C19-substrate:	0.518
CYP2C9-inhibitor:	0.57
CYP2C9-substrate:	0.975
CYP2D6-inhibitor:	0.064
CYP2D6-substrate:	0.865
CYP3A4-inhibitor:	0.064
CYP3A4-substrate:	0.19

ADMET: Excretion

Clearance (CL):	8.251
Half-life (T1/2):	0.727

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.928
Drug-inuced Liver Injury (DILI):	0.283
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.02
Maximum Recommended Daily Dose:	0.094
Skin Sensitization:	0.814
Carcinogencity:	0.228
Eye Corrosion:	0.005
Eye Irritation:	0.043
Respiratory Toxicity:	0.016

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC151648

Natural Product ID:	NPC151648
*Common Name:**	Tuberatolide A
IUPAC Name:	(2R)-2-[(E)-2-methyl-6-oxohept-2-enyl]-4-(4-methylpent-3-enyl)-2H-furan-5-one
Synonyms:	Tuberatolide A
Standard InCHIKey:	HPYAKDUQYJHSJJ-LEHPZIBWSA-N
Standard InCHI:	InChI=1S/C18H26O3/c1-13(2)7-5-10-16-12-17(21-18(16)20)11-14(3)8-6-9-15(4)19/h7-8,12,17H,5-6,9-11H2,1-4H3/b14-8+/t17-/m1/s1
SMILES:	CC(=CCCC1=C[C@@H](C/C(=C/CCC(=O)C)/C)OC1=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1668773
PubChem CID:	50993673
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO21423	Botryllus tuberatus	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21142112]
NPO21423	Botryllus tuberatus	Species	Styelidae	Eukaryota	n.a.	Korean	n.a.	PMID[21142112]
NPO21423	Botryllus tuberatus	Species	Styelidae	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	NP ID	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	2

Activity Type	# Activity
Individual Protein	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT540	Individual Protein	Bile acid receptor FXR	Homo sapiens	IC50	=	3900.0	nM	PMID[533019]
NPT27	Others	Unspecified		IC50	>	100000.0	nM	PMID[533019]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC151648 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	179
0.1-0.2	3019
0.2-0.3	13239
0.3-0.4	15468
0.4-0.5	6644
0.5-0.6	2917
0.6-0.7	1051
0.7-0.8	152
0.8-0.85	23
0.85-0.9	2
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9194	High Similarity	NPC203335
0.9032	High Similarity	NPC248125
0.875	High Similarity	NPC470256
0.8615	High Similarity	NPC476591
0.8615	High Similarity	NPC88877
0.8548	High Similarity	NPC68110
0.8548	High Similarity	NPC474658
0.8525	High Similarity	NPC79756
0.8462	Intermediate Similarity	NPC218477
0.8361	Intermediate Similarity	NPC286189
0.8308	Intermediate Similarity	NPC194871
0.8281	Intermediate Similarity	NPC131174
0.8254	Intermediate Similarity	NPC179087
0.8254	Intermediate Similarity	NPC210303
0.8254	Intermediate Similarity	NPC44343
0.8116	Intermediate Similarity	NPC117746
0.8116	Intermediate Similarity	NPC259599
0.8116	Intermediate Similarity	NPC294434
0.8116	Intermediate Similarity	NPC15499
0.8088	Intermediate Similarity	NPC84038
0.8088	Intermediate Similarity	NPC186531
0.807	Intermediate Similarity	NPC236338
0.8	Intermediate Similarity	NPC470688
0.8	Intermediate Similarity	NPC282760
0.8	Intermediate Similarity	NPC182794
0.8	Intermediate Similarity	NPC133904
0.7971	Intermediate Similarity	NPC474705
0.7969	Intermediate Similarity	NPC473737
0.7969	Intermediate Similarity	NPC474774
0.7903	Intermediate Similarity	NPC478096
0.7895	Intermediate Similarity	NPC135698
0.7887	Intermediate Similarity	NPC123360
0.7857	Intermediate Similarity	NPC476355
0.7857	Intermediate Similarity	NPC476590
0.7857	Intermediate Similarity	NPC114727
0.7857	Intermediate Similarity	NPC474758
0.7826	Intermediate Similarity	NPC163003
0.7808	Intermediate Similarity	NPC178277
0.7778	Intermediate Similarity	NPC10572
0.7778	Intermediate Similarity	NPC57744
0.7778	Intermediate Similarity	NPC478095
0.7761	Intermediate Similarity	NPC225272
0.7759	Intermediate Similarity	NPC15789
0.7746	Intermediate Similarity	NPC478194
0.7746	Intermediate Similarity	NPC478191
0.7746	Intermediate Similarity	NPC329852
0.7746	Intermediate Similarity	NPC478195
0.7746	Intermediate Similarity	NPC478193
0.7746	Intermediate Similarity	NPC469414
0.7746	Intermediate Similarity	NPC478192
0.7746	Intermediate Similarity	NPC329826
0.7746	Intermediate Similarity	NPC478196
0.7714	Intermediate Similarity	NPC287878
0.7671	Intermediate Similarity	NPC128276
0.7656	Intermediate Similarity	NPC26223
0.7647	Intermediate Similarity	NPC287705
0.7647	Intermediate Similarity	NPC474823
0.7647	Intermediate Similarity	NPC276290
0.7639	Intermediate Similarity	NPC27205
0.7606	Intermediate Similarity	NPC140287
0.76	Intermediate Similarity	NPC471325
0.7581	Intermediate Similarity	NPC245002
0.7571	Intermediate Similarity	NPC257618
0.7568	Intermediate Similarity	NPC270126
0.7568	Intermediate Similarity	NPC471299
0.7544	Intermediate Similarity	NPC197467
0.7544	Intermediate Similarity	NPC128280
0.7541	Intermediate Similarity	NPC151761
0.7541	Intermediate Similarity	NPC159535
0.7536	Intermediate Similarity	NPC475982
0.7536	Intermediate Similarity	NPC475004
0.7534	Intermediate Similarity	NPC68156
0.75	Intermediate Similarity	NPC159650
0.75	Intermediate Similarity	NPC472266
0.75	Intermediate Similarity	NPC21998
0.75	Intermediate Similarity	NPC173609
0.75	Intermediate Similarity	NPC22897
0.75	Intermediate Similarity	NPC133600
0.7465	Intermediate Similarity	NPC269206
0.7465	Intermediate Similarity	NPC58956
0.7465	Intermediate Similarity	NPC295633
0.7463	Intermediate Similarity	NPC470123
0.746	Intermediate Similarity	NPC293437
0.746	Intermediate Similarity	NPC135863
0.746	Intermediate Similarity	NPC249850
0.7432	Intermediate Similarity	NPC108816
0.7432	Intermediate Similarity	NPC299235
0.7432	Intermediate Similarity	NPC93763
0.7429	Intermediate Similarity	NPC469660
0.7429	Intermediate Similarity	NPC202011
0.7424	Intermediate Similarity	NPC155849
0.7424	Intermediate Similarity	NPC217940
0.7424	Intermediate Similarity	NPC132243
0.7419	Intermediate Similarity	NPC478117
0.7368	Intermediate Similarity	NPC325031
0.7368	Intermediate Similarity	NPC47946
0.7368	Intermediate Similarity	NPC26600
0.7368	Intermediate Similarity	NPC270706
0.7368	Intermediate Similarity	NPC42470
0.7344	Intermediate Similarity	NPC21946
0.7344	Intermediate Similarity	NPC254095
0.7333	Intermediate Similarity	NPC99651
0.7313	Intermediate Similarity	NPC25747
0.7313	Intermediate Similarity	NPC308457
0.7313	Intermediate Similarity	NPC148233
0.7297	Intermediate Similarity	NPC471225
0.7297	Intermediate Similarity	NPC116177
0.7297	Intermediate Similarity	NPC320630
0.7297	Intermediate Similarity	NPC141789
0.7297	Intermediate Similarity	NPC171204
0.7297	Intermediate Similarity	NPC41780
0.7297	Intermediate Similarity	NPC476028
0.7297	Intermediate Similarity	NPC187568
0.7297	Intermediate Similarity	NPC7563
0.7297	Intermediate Similarity	NPC65603
0.7297	Intermediate Similarity	NPC97516
0.7286	Intermediate Similarity	NPC473603
0.7286	Intermediate Similarity	NPC151481
0.7286	Intermediate Similarity	NPC265574
0.7286	Intermediate Similarity	NPC476059
0.7286	Intermediate Similarity	NPC470693
0.7273	Intermediate Similarity	NPC26810
0.726	Intermediate Similarity	NPC226669
0.726	Intermediate Similarity	NPC193351
0.726	Intermediate Similarity	NPC138408
0.726	Intermediate Similarity	NPC260396
0.726	Intermediate Similarity	NPC155587
0.7246	Intermediate Similarity	NPC122627
0.7237	Intermediate Similarity	NPC281132
0.7231	Intermediate Similarity	NPC82465
0.7222	Intermediate Similarity	NPC16349
0.7222	Intermediate Similarity	NPC222244
0.7206	Intermediate Similarity	NPC220766
0.7206	Intermediate Similarity	NPC478099
0.7206	Intermediate Similarity	NPC478098
0.72	Intermediate Similarity	NPC471220
0.72	Intermediate Similarity	NPC267231
0.72	Intermediate Similarity	NPC253749
0.7188	Intermediate Similarity	NPC294938
0.7188	Intermediate Similarity	NPC129150
0.7183	Intermediate Similarity	NPC67183
0.7179	Intermediate Similarity	NPC144415
0.7179	Intermediate Similarity	NPC193198
0.7167	Intermediate Similarity	NPC275316
0.7164	Intermediate Similarity	NPC2328
0.7162	Intermediate Similarity	NPC205615
0.7162	Intermediate Similarity	NPC16279
0.7162	Intermediate Similarity	NPC301207
0.7162	Intermediate Similarity	NPC256640
0.7162	Intermediate Similarity	NPC235906
0.7162	Intermediate Similarity	NPC68819
0.7143	Intermediate Similarity	NPC301477
0.7143	Intermediate Similarity	NPC275507
0.7143	Intermediate Similarity	NPC173157
0.7143	Intermediate Similarity	NPC25684
0.7143	Intermediate Similarity	NPC150502
0.7143	Intermediate Similarity	NPC281949
0.7125	Intermediate Similarity	NPC308412
0.7125	Intermediate Similarity	NPC210218
0.7125	Intermediate Similarity	NPC204686
0.7125	Intermediate Similarity	NPC134807
0.7125	Intermediate Similarity	NPC219498
0.7125	Intermediate Similarity	NPC134885
0.7125	Intermediate Similarity	NPC473687
0.7125	Intermediate Similarity	NPC261721
0.7121	Intermediate Similarity	NPC143857
0.7121	Intermediate Similarity	NPC130953
0.7121	Intermediate Similarity	NPC309408
0.7121	Intermediate Similarity	NPC229252
0.7105	Intermediate Similarity	NPC472965
0.7105	Intermediate Similarity	NPC63649
0.7105	Intermediate Similarity	NPC264227
0.7101	Intermediate Similarity	NPC478101
0.7101	Intermediate Similarity	NPC475675
0.7101	Intermediate Similarity	NPC124586
0.7101	Intermediate Similarity	NPC191233
0.7101	Intermediate Similarity	NPC37382
0.7101	Intermediate Similarity	NPC276299
0.7101	Intermediate Similarity	NPC146811
0.7101	Intermediate Similarity	NPC475555
0.7089	Intermediate Similarity	NPC474865
0.7089	Intermediate Similarity	NPC31086
0.7083	Intermediate Similarity	NPC316185
0.7083	Intermediate Similarity	NPC133098
0.7077	Intermediate Similarity	NPC474084
0.7077	Intermediate Similarity	NPC223679
0.7067	Intermediate Similarity	NPC125365
0.7067	Intermediate Similarity	NPC176329
0.7067	Intermediate Similarity	NPC474818
0.7067	Intermediate Similarity	NPC470240
0.7067	Intermediate Similarity	NPC51809
0.7067	Intermediate Similarity	NPC476794
0.7067	Intermediate Similarity	NPC49302
0.7059	Intermediate Similarity	NPC34883
0.7051	Intermediate Similarity	NPC26624
0.7051	Intermediate Similarity	NPC11332
0.7051	Intermediate Similarity	NPC73310
0.7051	Intermediate Similarity	NPC474959
0.7051	Intermediate Similarity	NPC473529
0.7051	Intermediate Similarity	NPC475046

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC151648 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	3201
0.2-0.3	4095
0.3-0.4	1316
0.4-0.5	255
0.5-0.6	92
0.6-0.7	19
0.7-0.8	2
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
0.7931	Intermediate Similarity	NPD6927	Phase 3
0.7206	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD5343	Approved
0.7051	Intermediate Similarity	NPD5209	Approved
0.6625	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.661	Remote Similarity	NPD6097	Approved
0.661	Remote Similarity	NPD6096	Approved
0.6579	Remote Similarity	NPD1452	Discontinued
0.6418	Remote Similarity	NPD8779	Phase 3
0.641	Remote Similarity	NPD4756	Discovery
0.6386	Remote Similarity	NPD1694	Approved
0.6377	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD6109	Phase 1
0.6265	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.623	Remote Similarity	NPD4222	Approved
0.623	Remote Similarity	NPD3174	Discontinued
0.6207	Remote Similarity	NPD5785	Approved
0.619	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.619	Remote Similarity	NPD4220	Pre-registration
0.6164	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD8039	Approved
0.6081	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD5783	Phase 3
0.6023	Remote Similarity	NPD6698	Approved
0.6023	Remote Similarity	NPD46	Approved
0.6	Remote Similarity	NPD5363	Approved
0.5976	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD7154	Phase 3
0.5938	Remote Similarity	NPD3173	Approved
0.5934	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD1695	Approved
0.589	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5857	Remote Similarity	NPD69	Approved
0.5857	Remote Similarity	NPD9119	Approved
0.5843	Remote Similarity	NPD7838	Discovery
0.5814	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5783	Remote Similarity	NPD4252	Approved
0.5765	Remote Similarity	NPD5362	Discontinued
0.5758	Remote Similarity	NPD28	Approved
0.5758	Remote Similarity	NPD29	Approved
0.5753	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5747	Remote Similarity	NPD7521	Approved
0.5747	Remote Similarity	NPD7334	Approved
0.5747	Remote Similarity	NPD6684	Approved
0.5747	Remote Similarity	NPD5330	Approved
0.5747	Remote Similarity	NPD6409	Approved
0.5747	Remote Similarity	NPD7146	Approved
0.5745	Remote Similarity	NPD4225	Approved
0.5732	Remote Similarity	NPD4268	Approved
0.5732	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD4271	Approved
0.5714	Remote Similarity	NPD4265	Approved
0.5714	Remote Similarity	NPD39	Approved
0.5714	Remote Similarity	NPD9118	Approved
0.5676	Remote Similarity	NPD3197	Phase 1
0.5647	Remote Similarity	NPD4270	Approved
0.5647	Remote Similarity	NPD4269	Approved
0.5645	Remote Similarity	NPD9411	Phase 1
0.5645	Remote Similarity	NPD5326	Phase 3
0.5618	Remote Similarity	NPD6903	Approved
0.5618	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD9418	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD2268	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

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