NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	537.35
Volume:	567.314
LogP:	6.306
LogD:	5.802
LogS:	-4.383
# Rotatable Bonds:	13
TPSA:	88.76
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.2
Synthetic Accessibility Score:	4.659
Fsp3:	0.8
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.952
MDCK Permeability:	1.7028423826559447e-05
Pgp-inhibitor:	0.845
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.05
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	0.907

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.554
Plasma Protein Binding (PPB):	98.78374481201172%
Volume Distribution (VD):	1.415
Pgp-substrate:	1.2545331716537476%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.65
CYP2C19-inhibitor:	0.071
CYP2C19-substrate:	0.655
CYP2C9-inhibitor:	0.292
CYP2C9-substrate:	0.985
CYP2D6-inhibitor:	0.024
CYP2D6-substrate:	0.652
CYP3A4-inhibitor:	0.105
CYP3A4-substrate:	0.074

ADMET: Excretion

Clearance (CL):	2.838
Half-life (T1/2):	0.014

ADMET: Toxicity

hERG Blockers:	0.035
Human Hepatotoxicity (H-HT):	0.711
Drug-inuced Liver Injury (DILI):	0.038
AMES Toxicity:	0.04
Rat Oral Acute Toxicity:	0.045
Maximum Recommended Daily Dose:	0.94
Skin Sensitization:	0.809
Carcinogencity:	0.482
Eye Corrosion:	0.038
Eye Irritation:	0.264
Respiratory Toxicity:	0.972

Download Data

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

Natural Product: NPC477964

Natural Product ID:	NPC477964
*Common Name:**	Iregularasulfate
IUPAC Name:	[2-[2-[(1R,2R,4aS)-1,2,5,5-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-1-yl]ethyl]-5-[1-(3-methylbutyl)-5-oxo-2H-pyrrol-4-yl]pentyl] hydrogen sulfate
Synonyms:	Iregularasulfate
Standard InCHIKey:	WCHHCUSNEGNTQI-XWZRGYCESA-N
Standard InCHI:	InChI=1S/C30H51NO5S/c1-22(2)15-19-31-20-16-25(28(31)32)10-7-9-24(21-36-37(33,34)35)14-18-30(6)23(3)12-13-26-27(30)11-8-17-29(26,4)5/h11,16,22-24,26H,7-10,12-15,17-21H2,1-6H3,(H,33,34,35)/t23-,24?,26-,30-/m1/s1
SMILES:	C[C@@H]1CC[C@@H]2C(=CCCC2(C)C)[C@]1(C)CCC(CCCC3=CCN(C3=O)CCC(C)C)COS(=O)(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	24179376
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000403] Organic sulfuric acids and derivatives [CHEMONTID:0003455] Sulfuric acid esters [CHEMONTID:0001185] Sulfuric acid monoesters

*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
NPO11499	Spongia irregularis	Species	Spongiidae	Eukaryota	n.a.	Keviang, Papua New Guinea (245.1' S, 15043' E)	n.a.	PMID[17979246]
NPO11499	Spongia irregularis	Species	Spongiidae	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	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	59000	nM	PMID[17979246]

☑ 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 NPC477964 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	79
0.1-0.2	802
0.2-0.3	8318
0.3-0.4	18368
0.4-0.5	10476
0.5-0.6	4317
0.6-0.7	314
0.7-0.8	20
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8598	High Similarity	NPC477121
0.835	Intermediate Similarity	NPC476926
0.819	Intermediate Similarity	NPC476918
0.819	Intermediate Similarity	NPC476920
0.8137	Intermediate Similarity	NPC77703
0.7905	Intermediate Similarity	NPC476921
0.785	Intermediate Similarity	NPC476919
0.7685	Intermediate Similarity	NPC476276
0.7664	Intermediate Similarity	NPC476328
0.7619	Intermediate Similarity	NPC476922
0.7426	Intermediate Similarity	NPC17143
0.7426	Intermediate Similarity	NPC47230
0.7232	Intermediate Similarity	NPC63511
0.6952	Remote Similarity	NPC93027
0.6949	Remote Similarity	NPC474006
0.693	Remote Similarity	NPC328052
0.6893	Remote Similarity	NPC324405
0.6838	Remote Similarity	NPC145501
0.6832	Remote Similarity	NPC25833
0.6752	Remote Similarity	NPC469597
0.6748	Remote Similarity	NPC321197
0.6733	Remote Similarity	NPC477124
0.6724	Remote Similarity	NPC474431
0.6724	Remote Similarity	NPC474411
0.6699	Remote Similarity	NPC157479
0.6696	Remote Similarity	NPC474563
0.6667	Remote Similarity	NPC474001
0.6638	Remote Similarity	NPC476290
0.6636	Remote Similarity	NPC475255
0.6634	Remote Similarity	NPC215474
0.6634	Remote Similarity	NPC328351
0.6609	Remote Similarity	NPC307903
0.6609	Remote Similarity	NPC140251
0.6606	Remote Similarity	NPC247220
0.6602	Remote Similarity	NPC147513
0.6602	Remote Similarity	NPC189311
0.6602	Remote Similarity	NPC182106
0.6602	Remote Similarity	NPC311769
0.66	Remote Similarity	NPC2482
0.6569	Remote Similarity	NPC307258
0.6569	Remote Similarity	NPC97913
0.6535	Remote Similarity	NPC116797
0.6535	Remote Similarity	NPC278459
0.6525	Remote Similarity	NPC476269
0.6525	Remote Similarity	NPC7797
0.6509	Remote Similarity	NPC174342
0.6509	Remote Similarity	NPC5509
0.6505	Remote Similarity	NPC164577
0.6505	Remote Similarity	NPC473246
0.6505	Remote Similarity	NPC214043
0.6505	Remote Similarity	NPC472865
0.6505	Remote Similarity	NPC85774
0.65	Remote Similarity	NPC327674
0.6491	Remote Similarity	NPC475239
0.6481	Remote Similarity	NPC247316
0.6476	Remote Similarity	NPC93778
0.6471	Remote Similarity	NPC200513
0.6471	Remote Similarity	NPC103486
0.646	Remote Similarity	NPC469598
0.6455	Remote Similarity	NPC319692
0.6455	Remote Similarity	NPC325960
0.6442	Remote Similarity	NPC469948
0.6442	Remote Similarity	NPC75810
0.6442	Remote Similarity	NPC2709
0.6442	Remote Similarity	NPC65661
0.6441	Remote Similarity	NPC44733
0.6436	Remote Similarity	NPC472478
0.6435	Remote Similarity	NPC233256
0.6435	Remote Similarity	NPC195841
0.6415	Remote Similarity	NPC259252
0.6415	Remote Similarity	NPC226863
0.64	Remote Similarity	NPC275494
0.64	Remote Similarity	NPC59436
0.64	Remote Similarity	NPC62336
0.64	Remote Similarity	NPC74410
0.64	Remote Similarity	NPC471409
0.64	Remote Similarity	NPC321514
0.6396	Remote Similarity	NPC184033
0.6381	Remote Similarity	NPC474733
0.6381	Remote Similarity	NPC194417
0.6381	Remote Similarity	NPC474732
0.6381	Remote Similarity	NPC31564
0.6381	Remote Similarity	NPC145879
0.6381	Remote Similarity	NPC474778
0.6379	Remote Similarity	NPC475800
0.6373	Remote Similarity	NPC90055
0.6373	Remote Similarity	NPC472684
0.6373	Remote Similarity	NPC327002
0.6373	Remote Similarity	NPC55869
0.6373	Remote Similarity	NPC149237
0.6373	Remote Similarity	NPC477372
0.6373	Remote Similarity	NPC121984
0.6373	Remote Similarity	NPC44963
0.6371	Remote Similarity	NPC470277
0.6364	Remote Similarity	NPC180886
0.6364	Remote Similarity	NPC263582
0.6364	Remote Similarity	NPC470525
0.6355	Remote Similarity	NPC184663
0.6355	Remote Similarity	NPC472983
0.6355	Remote Similarity	NPC477943
0.6355	Remote Similarity	NPC31985
0.6355	Remote Similarity	NPC1015
0.6355	Remote Similarity	NPC477973
0.6348	Remote Similarity	NPC119329
0.6346	Remote Similarity	NPC227064
0.6346	Remote Similarity	NPC476412
0.6346	Remote Similarity	NPC472864
0.6346	Remote Similarity	NPC321187
0.6346	Remote Similarity	NPC58841
0.6346	Remote Similarity	NPC237712
0.6346	Remote Similarity	NPC19849
0.6346	Remote Similarity	NPC161423
0.6346	Remote Similarity	NPC329043
0.6337	Remote Similarity	NPC476177
0.6337	Remote Similarity	NPC472490
0.633	Remote Similarity	NPC474807
0.633	Remote Similarity	NPC478129
0.6321	Remote Similarity	NPC470523
0.6321	Remote Similarity	NPC475740
0.6321	Remote Similarity	NPC58063
0.6321	Remote Similarity	NPC473525
0.6321	Remote Similarity	NPC38885
0.6316	Remote Similarity	NPC152718
0.6316	Remote Similarity	NPC226509
0.6316	Remote Similarity	NPC476755
0.6311	Remote Similarity	NPC470813
0.6311	Remote Similarity	NPC216335
0.6311	Remote Similarity	NPC476190
0.6311	Remote Similarity	NPC142683
0.63	Remote Similarity	NPC472300
0.63	Remote Similarity	NPC197659
0.6296	Remote Similarity	NPC473056
0.6296	Remote Similarity	NPC85173
0.6296	Remote Similarity	NPC191684
0.6289	Remote Similarity	NPC160817
0.6286	Remote Similarity	NPC470574
0.6286	Remote Similarity	NPC76283
0.6286	Remote Similarity	NPC86316
0.6286	Remote Similarity	NPC263997
0.6286	Remote Similarity	NPC241512
0.6286	Remote Similarity	NPC6185
0.6286	Remote Similarity	NPC132228
0.6286	Remote Similarity	NPC8518
0.6286	Remote Similarity	NPC106416
0.6286	Remote Similarity	NPC29447
0.6281	Remote Similarity	NPC176336
0.6275	Remote Similarity	NPC476809
0.6275	Remote Similarity	NPC108955
0.6275	Remote Similarity	NPC104545
0.6273	Remote Similarity	NPC476754
0.6271	Remote Similarity	NPC218602
0.6271	Remote Similarity	NPC470536
0.6271	Remote Similarity	NPC474725
0.6263	Remote Similarity	NPC476795
0.6262	Remote Similarity	NPC206060
0.6262	Remote Similarity	NPC473229
0.6262	Remote Similarity	NPC471722
0.6262	Remote Similarity	NPC470524
0.6262	Remote Similarity	NPC472870
0.6261	Remote Similarity	NPC474827
0.6261	Remote Similarity	NPC474828
0.6261	Remote Similarity	NPC68001
0.6261	Remote Similarity	NPC98765
0.6261	Remote Similarity	NPC199831
0.626	Remote Similarity	NPC471109
0.625	Remote Similarity	NPC140300
0.625	Remote Similarity	NPC476344
0.625	Remote Similarity	NPC22611
0.6239	Remote Similarity	NPC230064
0.6239	Remote Similarity	NPC477122
0.6239	Remote Similarity	NPC476187
0.6239	Remote Similarity	NPC272746
0.6239	Remote Similarity	NPC165904
0.6239	Remote Similarity	NPC179517
0.6239	Remote Similarity	NPC473998
0.6239	Remote Similarity	NPC470113
0.6238	Remote Similarity	NPC189485
0.6238	Remote Similarity	NPC469996
0.6238	Remote Similarity	NPC260385
0.6238	Remote Similarity	NPC110094
0.6238	Remote Similarity	NPC280654
0.6238	Remote Similarity	NPC198240
0.6238	Remote Similarity	NPC80088
0.6238	Remote Similarity	NPC253561
0.6238	Remote Similarity	NPC4827
0.623	Remote Similarity	NPC288629
0.6228	Remote Similarity	NPC474348
0.6228	Remote Similarity	NPC34193
0.6226	Remote Similarity	NPC195640
0.6226	Remote Similarity	NPC327115
0.6226	Remote Similarity	NPC72133
0.6226	Remote Similarity	NPC118648
0.6226	Remote Similarity	NPC475022
0.6226	Remote Similarity	NPC186975
0.6226	Remote Similarity	NPC222613
0.6226	Remote Similarity	NPC472869
0.6226	Remote Similarity	NPC322672
0.6218	Remote Similarity	NPC469603
0.6216	Remote Similarity	NPC150041
0.6214	Remote Similarity	NPC471898

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 NPC477964 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	76
0.1-0.2	535
0.2-0.3	3187
0.3-0.4	3840
0.4-0.5	1238
0.5-0.6	264
0.6-0.7	10
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
0.6832	Remote Similarity	NPD3668	Phase 3
0.6759	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD7333	Discontinued
0.6471	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD3133	Approved
0.6346	Remote Similarity	NPD3666	Approved
0.6346	Remote Similarity	NPD3665	Phase 1
0.6275	Remote Similarity	NPD4695	Discontinued
0.6262	Remote Similarity	NPD6672	Approved
0.6262	Remote Similarity	NPD5737	Approved
0.6239	Remote Similarity	NPD6079	Approved
0.6226	Remote Similarity	NPD3618	Phase 1
0.6226	Remote Similarity	NPD7521	Approved
0.6226	Remote Similarity	NPD7334	Approved
0.6226	Remote Similarity	NPD6684	Approved
0.6226	Remote Similarity	NPD6409	Approved
0.6226	Remote Similarity	NPD7146	Approved
0.6226	Remote Similarity	NPD5330	Approved
0.6204	Remote Similarity	NPD4753	Phase 2
0.6204	Remote Similarity	NPD5328	Approved
0.619	Remote Similarity	NPD4786	Approved
0.6154	Remote Similarity	NPD4223	Phase 3
0.6154	Remote Similarity	NPD4221	Approved
0.6154	Remote Similarity	NPD3667	Approved
0.614	Remote Similarity	NPD6404	Discontinued
0.6132	Remote Similarity	NPD5329	Approved
0.6111	Remote Similarity	NPD6909	Approved
0.6111	Remote Similarity	NPD6908	Approved
0.6111	Remote Similarity	NPD6903	Approved
0.6111	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6091	Remote Similarity	NPD7515	Phase 2
0.6075	Remote Similarity	NPD5279	Phase 3
0.6075	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6075	Remote Similarity	NPD5690	Phase 2
0.6071	Remote Similarity	NPD5210	Approved
0.6071	Remote Similarity	NPD4629	Approved
0.6038	Remote Similarity	NPD4197	Approved
0.602	Remote Similarity	NPD4691	Approved
0.6018	Remote Similarity	NPD7614	Phase 1
0.6018	Remote Similarity	NPD5222	Approved
0.6018	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6018	Remote Similarity	NPD7732	Phase 3
0.6018	Remote Similarity	NPD5221	Approved
0.6	Remote Similarity	NPD4096	Approved
0.6	Remote Similarity	NPD790	Approved
0.5982	Remote Similarity	NPD7748	Approved
0.5965	Remote Similarity	NPD5173	Approved
0.5965	Remote Similarity	NPD6083	Phase 2
0.5965	Remote Similarity	NPD6084	Phase 2
0.5935	Remote Similarity	NPD1376	Discontinued
0.5929	Remote Similarity	NPD5695	Phase 3
0.5926	Remote Similarity	NPD5280	Approved
0.5926	Remote Similarity	NPD4690	Approved
0.5926	Remote Similarity	NPD4693	Phase 3
0.5926	Remote Similarity	NPD5205	Approved
0.5926	Remote Similarity	NPD4689	Approved
0.5926	Remote Similarity	NPD4688	Approved
0.5926	Remote Similarity	NPD4138	Approved
0.5926	Remote Similarity	NPD4623	Approved
0.5926	Remote Similarity	NPD4694	Approved
0.5926	Remote Similarity	NPD4519	Discontinued
0.5922	Remote Similarity	NPD3617	Approved
0.5918	Remote Similarity	NPD4137	Phase 3
0.5909	Remote Similarity	NPD6080	Approved
0.5909	Remote Similarity	NPD6904	Approved
0.5909	Remote Similarity	NPD6673	Approved
0.5893	Remote Similarity	NPD6399	Phase 3
0.5893	Remote Similarity	NPD4202	Approved
0.5891	Remote Similarity	NPD7122	Discontinued
0.5877	Remote Similarity	NPD4697	Phase 3
0.5865	Remote Similarity	NPD6914	Discontinued
0.5862	Remote Similarity	NPD5286	Approved
0.5862	Remote Similarity	NPD4696	Approved
0.5862	Remote Similarity	NPD5285	Approved
0.5859	Remote Similarity	NPD4747	Approved
0.5842	Remote Similarity	NPD4058	Approved
0.5842	Remote Similarity	NPD5733	Approved
0.5841	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5841	Remote Similarity	NPD7900	Approved
0.5826	Remote Similarity	NPD7902	Approved
0.5826	Remote Similarity	NPD4755	Approved
0.5821	Remote Similarity	NPD7260	Phase 2
0.5812	Remote Similarity	NPD5223	Approved
0.5804	Remote Similarity	NPD6050	Approved
0.5804	Remote Similarity	NPD5281	Approved
0.5804	Remote Similarity	NPD5284	Approved
0.5794	Remote Similarity	NPD4788	Approved
0.5794	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.5776	Remote Similarity	NPD5696	Approved
0.5766	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD5211	Phase 2
0.5763	Remote Similarity	NPD5225	Approved
0.5763	Remote Similarity	NPD4633	Approved
0.5763	Remote Similarity	NPD5226	Approved
0.5763	Remote Similarity	NPD5224	Approved
0.5755	Remote Similarity	NPD857	Phase 3
0.5755	Remote Similarity	NPD8028	Phase 2
0.5746	Remote Similarity	NPD7751	Phase 1
0.5727	Remote Similarity	NPD3573	Approved
0.5726	Remote Similarity	NPD4700	Approved
0.5714	Remote Similarity	NPD5692	Phase 3
0.5714	Remote Similarity	NPD5175	Approved
0.5714	Remote Similarity	NPD4754	Approved
0.5714	Remote Similarity	NPD5174	Approved
0.5714	Remote Similarity	NPD4195	Approved
0.5703	Remote Similarity	NPD7517	Approved
0.5703	Remote Similarity	NPD7518	Approved
0.5703	Remote Similarity	NPD7519	Approved
0.5688	Remote Similarity	NPD1694	Approved
0.5686	Remote Similarity	NPD4687	Approved
0.5676	Remote Similarity	NPD5208	Approved
0.5667	Remote Similarity	NPD5141	Approved
0.5664	Remote Similarity	NPD5693	Phase 1
0.5664	Remote Similarity	NPD5694	Approved
0.5662	Remote Similarity	NPD6845	Suspended
0.5656	Remote Similarity	NPD6899	Approved
0.5656	Remote Similarity	NPD6881	Approved
0.5644	Remote Similarity	NPD5276	Approved
0.5636	Remote Similarity	NPD6098	Approved
0.5635	Remote Similarity	NPD3598	Phase 3
0.562	Remote Similarity	NPD7128	Approved
0.562	Remote Similarity	NPD6402	Approved
0.562	Remote Similarity	NPD5739	Approved
0.562	Remote Similarity	NPD6675	Approved

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