NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	889.46
Volume:	868.436
LogP:	-0.262
LogD:	0.233
LogS:	-0.201
# Rotatable Bonds:	17
TPSA:	378.92
# H-Bond Aceptor:	23
# H-Bond Donor:	13
# Rings:	1
# Heavy Atoms:	23

MedChem Properties

QED Drug-Likeness Score:	0.06
Synthetic Accessibility Score:	6.413
Fsp3:	0.769
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.799
MDCK Permeability:	9.43454506341368e-05
Pgp-inhibitor:	0.891
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.956
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.099
Plasma Protein Binding (PPB):	22.472469329833984%
Volume Distribution (VD):	0.364
Pgp-substrate:	57.40854263305664%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.027
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.072
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.018
CYP3A4-inhibitor:	0.039
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	1.927
Half-life (T1/2):	0.866

ADMET: Toxicity

hERG Blockers:	0.0
Human Hepatotoxicity (H-HT):	1.0
Drug-inuced Liver Injury (DILI):	0.742
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0
Skin Sensitization:	0.247
Carcinogencity:	0.004
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.231

Download Data

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

Natural Product: NPC477728

Natural Product ID:	NPC477728
*Common Name:**	2-[(3R,6R,9R,12S,15R,18R,21S)-3-[(1R)-1-hydroxyethyl]-6,9,21-tris(hydroxymethyl)-25-(1-hydroxy-1-methyl-dodecyl)-12,18-dimethyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-15-yl]acetic acid
IUPAC Name:	2-[(3R,6R,9R,12S,15R,18R,21S)-3-[(1R)-1-hydroxyethyl]-6,9,21-tris(hydroxymethyl)-25-(2-hydroxytridecan-2-yl)-12,18-dimethyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-15-yl]acetic acid
Synonyms:	Phaeofungin
Standard InCHIKey:	HTSFSNPTFMZMSQ-HKTHWUBPSA-N
Standard InCHI:	InChI=1S/C39H67N7O16/c1-6-7-8-9-10-11-12-13-14-15-39(5,61)28-17-29(51)42-25(18-47)35(57)41-21(2)32(54)43-24(16-30(52)53)34(56)40-22(3)33(55)44-26(19-48)36(58)45-27(20-49)37(59)46-31(23(4)50)38(60)62-28/h21-28,31,47-50,61H,6-20H2,1-5H3,(H,40,56)(H,41,57)(H,42,51)(H,43,54)(H,44,55)(H,45,58)(H,46,59)(H,52,53)/t21-,22+,23-,24-,25+,26-,27-,28?,31-,39?/m1/s1
SMILES:	CCCCCCCCCCCC(C)(C1CC(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O1)[C@@H](C)O)CO)CO)C)CC(=O)O)C)CO)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	71719566
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0001961] Depsipeptides [CHEMONTID:0001994] Cyclic depsipeptides

*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
NPO32545	Phaeosphaeria sp.	Species	Phaeosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18570471]
NPO32545	Phaeosphaeria sp.	Species	Phaeosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22276650]
NPO32545	Phaeosphaeria sp.	Species	Phaeosphaeriaceae	Eukaryota	isolated from living stems and leaves of a Sedum sp.	Motilleja, Albacete, Spain	n.a.	PMID[23259972]

☑ 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
MIC	11
Others	3

Activity Type	# Activity
Organism	14

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	32	ug/ml	PMID[23259972]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	4	ug/ml	PMID[23259972]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	32	ug/ml	PMID[23259972]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	=	16	ug/ml	PMID[23259972]
NPT186	Organism	Candida tropicalis	Candida tropicalis	MIC	>	32	ug/ml	PMID[23259972]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC80	=	32	ug/ml	PMID[23259972]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	>	32	ug/ml	PMID[23259972]
NPT820	Organism	Clavispora lusitaniae	Clavispora lusitaniae	MIC	=	32	ug/ml	PMID[23259972]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC80	=	32	ug/ml	PMID[23259972]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	>	32	ug/ml	PMID[23259972]
NPT554	Organism	Candida glabrata	Candida glabrata	MIC	>	32	ug/ml	PMID[23259972]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	32	ug/ml	PMID[23259972]
NPT20	Organism	Candida albicans	Candida albicans	MIC80	=	16	ug/ml	PMID[23259972]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	32	ug/ml	PMID[23259972]

☑ 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 NPC477728 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	143
0.1-0.2	2735
0.2-0.3	20537
0.3-0.4	13974
0.4-0.5	4616
0.5-0.6	537
0.6-0.7	83
0.7-0.8	57
0.8-0.85	11
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.95	High Similarity	NPC477730
0.8171	Intermediate Similarity	NPC476130
0.8171	Intermediate Similarity	NPC476324
0.8161	Intermediate Similarity	NPC227051
0.8111	Intermediate Similarity	NPC477729
0.8049	Intermediate Similarity	NPC86064
0.8046	Intermediate Similarity	NPC145748
0.8046	Intermediate Similarity	NPC95478
0.8046	Intermediate Similarity	NPC155670
0.7927	Intermediate Similarity	NPC138435
0.7927	Intermediate Similarity	NPC43219
0.7875	Intermediate Similarity	NPC475808
0.7875	Intermediate Similarity	NPC474299
0.7875	Intermediate Similarity	NPC474298
0.7875	Intermediate Similarity	NPC28348
0.7875	Intermediate Similarity	NPC473985
0.7805	Intermediate Similarity	NPC141325
0.759	Intermediate Similarity	NPC474403
0.7561	Intermediate Similarity	NPC478256
0.7561	Intermediate Similarity	NPC476291
0.7561	Intermediate Similarity	NPC476285
0.7471	Intermediate Similarity	NPC473984
0.7471	Intermediate Similarity	NPC315131
0.7471	Intermediate Similarity	NPC315535
0.7471	Intermediate Similarity	NPC478017
0.7439	Intermediate Similarity	NPC193280
0.7439	Intermediate Similarity	NPC314273
0.7412	Intermediate Similarity	NPC472595
0.7356	Intermediate Similarity	NPC316242
0.7303	Intermediate Similarity	NPC314466
0.7241	Intermediate Similarity	NPC472594
0.7188	Intermediate Similarity	NPC270005
0.7188	Intermediate Similarity	NPC208537
0.7108	Intermediate Similarity	NPC470110
0.7093	Intermediate Similarity	NPC476248
0.7041	Intermediate Similarity	NPC470283
0.6988	Remote Similarity	NPC470109
0.6977	Remote Similarity	NPC477641
0.6977	Remote Similarity	NPC477643
0.6977	Remote Similarity	NPC320865
0.6941	Remote Similarity	NPC477642
0.6905	Remote Similarity	NPC195165
0.6867	Remote Similarity	NPC470108
0.6867	Remote Similarity	NPC474402
0.686	Remote Similarity	NPC477200
0.6809	Remote Similarity	NPC476523
0.6774	Remote Similarity	NPC474312
0.6774	Remote Similarity	NPC47135
0.6726	Remote Similarity	NPC477237
0.6706	Remote Similarity	NPC469925
0.6702	Remote Similarity	NPC320936
0.6627	Remote Similarity	NPC145658
0.6609	Remote Similarity	NPC477238
0.6602	Remote Similarity	NPC220234
0.6585	Remote Similarity	NPC477644
0.6571	Remote Similarity	NPC227622
0.6555	Remote Similarity	NPC477793
0.6555	Remote Similarity	NPC329919
0.6531	Remote Similarity	NPC470284
0.6506	Remote Similarity	NPC145627
0.65	Remote Similarity	NPC315237
0.6465	Remote Similarity	NPC159369
0.6465	Remote Similarity	NPC39290
0.6437	Remote Similarity	NPC472579
0.6422	Remote Similarity	NPC67009
0.6389	Remote Similarity	NPC475918
0.6364	Remote Similarity	NPC292345
0.6341	Remote Similarity	NPC473599
0.6283	Remote Similarity	NPC471202
0.6283	Remote Similarity	NPC63191
0.6262	Remote Similarity	NPC5864
0.6262	Remote Similarity	NPC124554
0.6262	Remote Similarity	NPC301148
0.62	Remote Similarity	NPC193386
0.6182	Remote Similarity	NPC137453
0.617	Remote Similarity	NPC474833
0.6168	Remote Similarity	NPC42320
0.6168	Remote Similarity	NPC188453
0.6147	Remote Similarity	NPC124549
0.6146	Remote Similarity	NPC246005
0.6121	Remote Similarity	NPC471117
0.6121	Remote Similarity	NPC471120
0.6117	Remote Similarity	NPC226513
0.6106	Remote Similarity	NPC476875
0.6105	Remote Similarity	NPC474702
0.6102	Remote Similarity	NPC470652
0.61	Remote Similarity	NPC52533
0.6071	Remote Similarity	NPC470363
0.6068	Remote Similarity	NPC471118
0.6068	Remote Similarity	NPC471121
0.6064	Remote Similarity	NPC474003
0.6055	Remote Similarity	NPC198344
0.6048	Remote Similarity	NPC313657
0.6024	Remote Similarity	NPC328447
0.6024	Remote Similarity	NPC472578
0.6022	Remote Similarity	NPC228411
0.6	Remote Similarity	NPC74035
0.5983	Remote Similarity	NPC329216
0.5982	Remote Similarity	NPC171734
0.5981	Remote Similarity	NPC474952
0.5963	Remote Similarity	NPC477198
0.596	Remote Similarity	NPC477199
0.5957	Remote Similarity	NPC330017
0.5943	Remote Similarity	NPC47076
0.5943	Remote Similarity	NPC160066
0.5943	Remote Similarity	NPC134504
0.5909	Remote Similarity	NPC469926
0.5909	Remote Similarity	NPC476330
0.5902	Remote Similarity	NPC470654
0.5902	Remote Similarity	NPC470653
0.5902	Remote Similarity	NPC470650
0.5897	Remote Similarity	NPC296043
0.5882	Remote Similarity	NPC322966
0.5865	Remote Similarity	NPC173763
0.5865	Remote Similarity	NPC471098
0.5865	Remote Similarity	NPC62263
0.5833	Remote Similarity	NPC475440
0.5825	Remote Similarity	NPC475801
0.5825	Remote Similarity	NPC474593
0.5812	Remote Similarity	NPC472536
0.5812	Remote Similarity	NPC103391
0.5812	Remote Similarity	NPC471645
0.58	Remote Similarity	NPC192025
0.58	Remote Similarity	NPC253975
0.58	Remote Similarity	NPC125253
0.5794	Remote Similarity	NPC313821
0.5794	Remote Similarity	NPC189629
0.5785	Remote Similarity	NPC315188
0.5785	Remote Similarity	NPC160688
0.5784	Remote Similarity	NPC470282
0.5778	Remote Similarity	NPC286842
0.5769	Remote Similarity	NPC474576
0.5766	Remote Similarity	NPC476877
0.5763	Remote Similarity	NPC470621
0.5763	Remote Similarity	NPC222481
0.5761	Remote Similarity	NPC126366
0.5761	Remote Similarity	NPC114640
0.5761	Remote Similarity	NPC324165
0.5761	Remote Similarity	NPC169976
0.5761	Remote Similarity	NPC470268
0.5761	Remote Similarity	NPC170963
0.5761	Remote Similarity	NPC33267
0.576	Remote Similarity	NPC470655
0.576	Remote Similarity	NPC470651
0.575	Remote Similarity	NPC329181
0.575	Remote Similarity	NPC319110
0.5747	Remote Similarity	NPC327252
0.5743	Remote Similarity	NPC83839
0.5732	Remote Similarity	NPC270041
0.5729	Remote Similarity	NPC37681
0.5714	Remote Similarity	NPC474812
0.5714	Remote Similarity	NPC82315
0.5714	Remote Similarity	NPC61894
0.5714	Remote Similarity	NPC14537
0.5714	Remote Similarity	NPC475603
0.5714	Remote Similarity	NPC201968
0.5702	Remote Similarity	NPC70235
0.57	Remote Similarity	NPC323180
0.569	Remote Similarity	NPC29501
0.5684	Remote Similarity	NPC264417
0.5684	Remote Similarity	NPC217095
0.5682	Remote Similarity	NPC235788
0.5682	Remote Similarity	NPC474552
0.568	Remote Similarity	NPC204556
0.568	Remote Similarity	NPC314282
0.5678	Remote Similarity	NPC259586
0.567	Remote Similarity	NPC316807
0.567	Remote Similarity	NPC475616
0.5664	Remote Similarity	NPC471844
0.5664	Remote Similarity	NPC476876
0.5664	Remote Similarity	NPC475637
0.5664	Remote Similarity	NPC473252
0.5663	Remote Similarity	NPC53463
0.5663	Remote Similarity	NPC23155
0.5663	Remote Similarity	NPC320588
0.5663	Remote Similarity	NPC469937
0.5645	Remote Similarity	NPC313342
0.5645	Remote Similarity	NPC314451
0.5645	Remote Similarity	NPC314512
0.5645	Remote Similarity	NPC313333
0.5644	Remote Similarity	NPC175419
0.5644	Remote Similarity	NPC277918
0.5638	Remote Similarity	NPC475232
0.5638	Remote Similarity	NPC51249
0.5638	Remote Similarity	NPC473775
0.5638	Remote Similarity	NPC473699
0.5638	Remote Similarity	NPC475260
0.5638	Remote Similarity	NPC474100
0.5636	Remote Similarity	NPC225978
0.5636	Remote Similarity	NPC271207
0.5636	Remote Similarity	NPC206711
0.5636	Remote Similarity	NPC255175
0.5631	Remote Similarity	NPC51662
0.5631	Remote Similarity	NPC314364
0.5619	Remote Similarity	NPC139782
0.5619	Remote Similarity	NPC74672
0.5619	Remote Similarity	NPC476019
0.5619	Remote Similarity	NPC242503
0.5619	Remote Similarity	NPC43074
0.5619	Remote Similarity	NPC209047

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 NPC477728 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	91
0.1-0.2	2366
0.2-0.3	4497
0.3-0.4	1617
0.4-0.5	434
0.5-0.6	116
0.6-0.7	26
0.7-0.8	3
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
0.7579	Intermediate Similarity	NPD8394	Approved
0.7471	Intermediate Similarity	NPD7918	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD7917	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD2689	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD1453	Phase 1
0.6824	Remote Similarity	NPD3724	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD8305	Approved
0.6822	Remote Similarity	NPD8306	Approved
0.6786	Remote Similarity	NPD2263	Discontinued
0.6774	Remote Similarity	NPD7345	Approved
0.6698	Remote Similarity	NPD8393	Approved
0.6667	Remote Similarity	NPD8275	Approved
0.6667	Remote Similarity	NPD8276	Approved
0.6571	Remote Similarity	NPD8085	Approved
0.6571	Remote Similarity	NPD8086	Approved
0.6571	Remote Similarity	NPD8139	Approved
0.6571	Remote Similarity	NPD8084	Approved
0.6571	Remote Similarity	NPD8082	Approved
0.6571	Remote Similarity	NPD8083	Approved
0.6571	Remote Similarity	NPD8138	Approved
0.6514	Remote Similarity	NPD6941	Approved
0.6471	Remote Similarity	NPD7844	Discontinued
0.6465	Remote Similarity	NPD3716	Discontinued
0.6449	Remote Similarity	NPD8081	Approved
0.6413	Remote Similarity	NPD3160	Suspended
0.6404	Remote Similarity	NPD3187	Discontinued
0.6364	Remote Similarity	NPD618	Clinical (unspecified phase)
0.633	Remote Similarity	NPD8140	Approved
0.633	Remote Similarity	NPD8307	Discontinued
0.625	Remote Similarity	NPD6428	Approved
0.6224	Remote Similarity	NPD619	Phase 3
0.62	Remote Similarity	NPD4264	Clinical (unspecified phase)
0.6161	Remote Similarity	NPD8087	Discontinued
0.6111	Remote Similarity	NPD7139	Approved
0.6111	Remote Similarity	NPD7140	Approved
0.6111	Remote Similarity	NPD7141	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD7915	Approved
0.6087	Remote Similarity	NPD7916	Approved
0.6055	Remote Similarity	NPD8045	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD9661	Approved
0.6022	Remote Similarity	NPD11	Approved
0.6022	Remote Similarity	NPD376	Approved
0.6018	Remote Similarity	NPD6421	Discontinued
0.5979	Remote Similarity	NPD1448	Clinical (unspecified phase)
0.5977	Remote Similarity	NPD1831	Phase 3
0.5962	Remote Similarity	NPD1447	Phase 3
0.5962	Remote Similarity	NPD1446	Phase 3
0.5941	Remote Similarity	NPD4759	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD9446	Approved
0.5929	Remote Similarity	NPD6413	Approved
0.587	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.5841	Remote Similarity	NPD8174	Phase 2
0.5833	Remote Similarity	NPD8347	Approved
0.5833	Remote Similarity	NPD2255	Approved
0.5833	Remote Similarity	NPD8346	Approved
0.5833	Remote Similarity	NPD8345	Approved
0.5818	Remote Similarity	NPD8301	Approved
0.5818	Remote Similarity	NPD8300	Approved
0.5795	Remote Similarity	NPD7909	Approved
0.5794	Remote Similarity	NPD3189	Approved
0.5794	Remote Similarity	NPD3191	Approved
0.5794	Remote Similarity	NPD3190	Approved
0.5758	Remote Similarity	NPD883	Phase 2
0.5758	Remote Similarity	NPD882	Phase 2
0.5747	Remote Similarity	NPD575	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD3723	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD9419	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.57	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.568	Remote Similarity	NPD8448	Approved
0.5667	Remote Similarity	NPD1429	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD3728	Approved
0.5663	Remote Similarity	NPD3730	Approved
0.566	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD8277	Approved
0.5645	Remote Similarity	NPD8342	Approved
0.5645	Remote Similarity	NPD8299	Approved
0.5645	Remote Similarity	NPD8340	Approved
0.5645	Remote Similarity	NPD8341	Approved
0.5632	Remote Similarity	NPD574	Approved
0.5619	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD8175	Discontinued
0.56	Remote Similarity	NPD8451	Approved
0.56	Remote Similarity	NPD4829	Discontinued
0.56	Remote Similarity	NPD7643	Phase 1

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