NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	488.93
Volume:	302.223
LogP:	-0.432
LogD:	0.475
LogS:	0.006
# Rotatable Bonds:	5
TPSA:	49.36
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.463
Synthetic Accessibility Score:	3.873
Fsp3:	0.462
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.238
MDCK Permeability:	5.801627048640512e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.01
Human Intestinal Absorption (HIA):	0.805
20% Bioavailability (F20%):	0.943
30% Bioavailability (F30%):	0.931

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.242
Plasma Protein Binding (PPB):	17.659770965576172%
Volume Distribution (VD):	0.726
Pgp-substrate:	88.1155776977539%

ADMET: Metabolism

CYP1A2-inhibitor:	0.105
CYP1A2-substrate:	0.85
CYP2C19-inhibitor:	0.024
CYP2C19-substrate:	0.065
CYP2C9-inhibitor:	0.007
CYP2C9-substrate:	0.427
CYP2D6-inhibitor:	0.018
CYP2D6-substrate:	0.457
CYP3A4-inhibitor:	0.009
CYP3A4-substrate:	0.277

ADMET: Excretion

Clearance (CL):	2.97
Half-life (T1/2):	0.909

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.624
Drug-inuced Liver Injury (DILI):	0.018
AMES Toxicity:	0.001
Rat Oral Acute Toxicity:	0.095
Maximum Recommended Daily Dose:	0.462
Skin Sensitization:	0.014
Carcinogencity:	0.042
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.031

Download Data

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

Natural Product: NPC124776

Natural Product ID:	NPC124776
*Common Name:**	Purpuroine F
IUPAC Name:	(2R)-3-(3,5-diiodo-4-methoxyphenyl)-2-(trimethylazaniumyl)propanoate
Synonyms:	Purpuroine F
Standard InCHIKey:	KUAOAGSKKMAQQJ-LLVKDONJSA-N
Standard InCHI:	InChI=1S/C13H17I2NO3/c1-16(2,3)11(13(17)18)7-8-5-9(14)12(19-4)10(15)6-8/h5-6,11H,7H2,1-4H3/t11-/m1/s1
SMILES:	COc1c(I)cc(cc1I)C[C@@H]([N+](C)(C)C)C(=O)[O-]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2204070
PubChem CID:	71461186
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0000060] Alpha amino acids and derivatives [CHEMONTID:0004321] Phenylalanine and derivatives

*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
NPO9305	Iotrochota purpurea	Species	Iotrochotidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10924179]
NPO9305	Iotrochota purpurea	Species	Iotrochotidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23131412]
NPO9305	Iotrochota purpurea	Species	Iotrochotidae	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	3

Activity Type	# Activity
Individual Protein	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1371	Individual Protein	Cyclin-dependent kinase 2	Homo sapiens	IC50	>	50.0	ug.mL-1	PMID[475240]
NPT13	Individual Protein	Tyrosine-protein kinase LCK	Homo sapiens	IC50	=	7.17	ug.mL-1	PMID[475240]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	IC50	=	4.52	ug.mL-1	PMID[475240]

☑ 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 NPC124776 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	187
0.1-0.2	1661
0.2-0.3	6927
0.3-0.4	11183
0.4-0.5	8187
0.5-0.6	12557
0.6-0.7	1875
0.7-0.8	114
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8931	High Similarity	NPC40321
0.878	High Similarity	NPC56634
0.8444	Intermediate Similarity	NPC470709
0.8195	Intermediate Similarity	NPC470392
0.7953	Intermediate Similarity	NPC317784
0.7953	Intermediate Similarity	NPC142638
0.7868	Intermediate Similarity	NPC243404
0.7851	Intermediate Similarity	NPC1065
0.7842	Intermediate Similarity	NPC259800
0.7842	Intermediate Similarity	NPC318984
0.7842	Intermediate Similarity	NPC318028
0.7842	Intermediate Similarity	NPC197239
0.7842	Intermediate Similarity	NPC317741
0.7842	Intermediate Similarity	NPC328137
0.7842	Intermediate Similarity	NPC241086
0.7842	Intermediate Similarity	NPC326860
0.7842	Intermediate Similarity	NPC282087
0.7752	Intermediate Similarity	NPC239697
0.771	Intermediate Similarity	NPC142577
0.7661	Intermediate Similarity	NPC234639
0.7655	Intermediate Similarity	NPC324081
0.7615	Intermediate Similarity	NPC319950
0.7603	Intermediate Similarity	NPC298224
0.7581	Intermediate Similarity	NPC97811
0.7563	Intermediate Similarity	NPC322598
0.7556	Intermediate Similarity	NPC476353
0.7541	Intermediate Similarity	NPC38209
0.752	Intermediate Similarity	NPC259554
0.7519	Intermediate Similarity	NPC281686
0.7519	Intermediate Similarity	NPC106551
0.7519	Intermediate Similarity	NPC188867
0.7517	Intermediate Similarity	NPC9373
0.75	Intermediate Similarity	NPC296712
0.7483	Intermediate Similarity	NPC66518
0.7483	Intermediate Similarity	NPC214239
0.7482	Intermediate Similarity	NPC266425
0.7464	Intermediate Similarity	NPC45191
0.7424	Intermediate Similarity	NPC321133
0.7422	Intermediate Similarity	NPC26524
0.7422	Intermediate Similarity	NPC109241
0.7397	Intermediate Similarity	NPC189908
0.7361	Intermediate Similarity	NPC204546
0.7339	Intermediate Similarity	NPC42383
0.7339	Intermediate Similarity	NPC473855
0.7339	Intermediate Similarity	NPC476198
0.7319	Intermediate Similarity	NPC283079
0.7313	Intermediate Similarity	NPC27581
0.7303	Intermediate Similarity	NPC287757
0.7303	Intermediate Similarity	NPC319320
0.7273	Intermediate Similarity	NPC293424
0.726	Intermediate Similarity	NPC81026
0.7254	Intermediate Similarity	NPC196708
0.7244	Intermediate Similarity	NPC473502
0.7239	Intermediate Similarity	NPC326079
0.7226	Intermediate Similarity	NPC472923
0.72	Intermediate Similarity	NPC238115
0.7194	Intermediate Similarity	NPC478147
0.7192	Intermediate Similarity	NPC266741
0.7185	Intermediate Similarity	NPC474862
0.7176	Intermediate Similarity	NPC220540
0.7176	Intermediate Similarity	NPC51345
0.7174	Intermediate Similarity	NPC218323
0.7153	Intermediate Similarity	NPC194359
0.7153	Intermediate Similarity	NPC225745
0.7153	Intermediate Similarity	NPC28641
0.7152	Intermediate Similarity	NPC196091
0.7143	Intermediate Similarity	NPC205502
0.7132	Intermediate Similarity	NPC23332
0.7132	Intermediate Similarity	NPC269340
0.7132	Intermediate Similarity	NPC298486
0.7132	Intermediate Similarity	NPC21890
0.7124	Intermediate Similarity	NPC56635
0.7114	Intermediate Similarity	NPC132771
0.7101	Intermediate Similarity	NPC320242
0.7097	Intermediate Similarity	NPC307425
0.7092	Intermediate Similarity	NPC257390
0.7092	Intermediate Similarity	NPC70485
0.709	Intermediate Similarity	NPC43275
0.7089	Intermediate Similarity	NPC186617
0.7087	Intermediate Similarity	NPC186469
0.7086	Intermediate Similarity	NPC470088
0.7075	Intermediate Similarity	NPC908
0.7075	Intermediate Similarity	NPC138438
0.7071	Intermediate Similarity	NPC325651
0.7059	Intermediate Similarity	NPC26285
0.7054	Intermediate Similarity	NPC183648
0.7054	Intermediate Similarity	NPC473809
0.7047	Intermediate Similarity	NPC17760
0.7045	Intermediate Similarity	NPC322358
0.7044	Intermediate Similarity	NPC473693
0.7044	Intermediate Similarity	NPC471568
0.7042	Intermediate Similarity	NPC88667
0.7042	Intermediate Similarity	NPC244866
0.7042	Intermediate Similarity	NPC118419
0.704	Intermediate Similarity	NPC179686
0.7039	Intermediate Similarity	NPC39431
0.7016	Intermediate Similarity	NPC107101
0.7014	Intermediate Similarity	NPC180647
0.7014	Intermediate Similarity	NPC109580
0.7008	Intermediate Similarity	NPC176971
0.7008	Intermediate Similarity	NPC326447
0.7006	Intermediate Similarity	NPC158900
0.7	Intermediate Similarity	NPC166837
0.7	Intermediate Similarity	NPC233238
0.7	Intermediate Similarity	NPC321956
0.6994	Remote Similarity	NPC475421
0.6993	Remote Similarity	NPC132308
0.6992	Remote Similarity	NPC19290
0.6992	Remote Similarity	NPC470860
0.6984	Remote Similarity	NPC109637
0.6984	Remote Similarity	NPC2518
0.6984	Remote Similarity	NPC283546
0.6981	Remote Similarity	NPC469505
0.6974	Remote Similarity	NPC469539
0.6974	Remote Similarity	NPC469540
0.6966	Remote Similarity	NPC307682
0.6966	Remote Similarity	NPC106606
0.6963	Remote Similarity	NPC264976
0.6963	Remote Similarity	NPC61779
0.6957	Remote Similarity	NPC473942
0.6957	Remote Similarity	NPC211218
0.6953	Remote Similarity	NPC151530
0.6953	Remote Similarity	NPC157473
0.6947	Remote Similarity	NPC199462
0.694	Remote Similarity	NPC120075
0.694	Remote Similarity	NPC469954
0.6939	Remote Similarity	NPC189724
0.6939	Remote Similarity	NPC212850
0.6939	Remote Similarity	NPC83289
0.6937	Remote Similarity	NPC474858
0.6934	Remote Similarity	NPC194416
0.6934	Remote Similarity	NPC177291
0.6933	Remote Similarity	NPC469978
0.6929	Remote Similarity	NPC305717
0.6929	Remote Similarity	NPC67043
0.6929	Remote Similarity	NPC128730
0.6929	Remote Similarity	NPC473393
0.6923	Remote Similarity	NPC231251
0.6923	Remote Similarity	NPC25067
0.6923	Remote Similarity	NPC88868
0.6917	Remote Similarity	NPC188907
0.6917	Remote Similarity	NPC71853
0.6912	Remote Similarity	NPC263835
0.6906	Remote Similarity	NPC95733
0.6906	Remote Similarity	NPC62101
0.6901	Remote Similarity	NPC160193
0.6899	Remote Similarity	NPC146530
0.6899	Remote Similarity	NPC31274
0.6899	Remote Similarity	NPC291837
0.6897	Remote Similarity	NPC6570
0.6897	Remote Similarity	NPC11147
0.6884	Remote Similarity	NPC116562
0.688	Remote Similarity	NPC289381
0.688	Remote Similarity	NPC155847
0.6879	Remote Similarity	NPC172403
0.6879	Remote Similarity	NPC161593
0.6879	Remote Similarity	NPC145888
0.6879	Remote Similarity	NPC16031
0.6879	Remote Similarity	NPC280736
0.6875	Remote Similarity	NPC325568
0.6875	Remote Similarity	NPC169766
0.687	Remote Similarity	NPC57879
0.6867	Remote Similarity	NPC470903
0.6867	Remote Similarity	NPC167763
0.6867	Remote Similarity	NPC470112
0.6857	Remote Similarity	NPC136112
0.6857	Remote Similarity	NPC173608
0.6857	Remote Similarity	NPC141739
0.6857	Remote Similarity	NPC110131
0.6857	Remote Similarity	NPC29477
0.6857	Remote Similarity	NPC280767
0.6855	Remote Similarity	NPC175298
0.6855	Remote Similarity	NPC469479
0.6853	Remote Similarity	NPC326966
0.6849	Remote Similarity	NPC313694
0.6849	Remote Similarity	NPC242159
0.6835	Remote Similarity	NPC328267
0.6835	Remote Similarity	NPC255253
0.6833	Remote Similarity	NPC259134
0.6833	Remote Similarity	NPC177844
0.6833	Remote Similarity	NPC99886
0.6833	Remote Similarity	NPC8002
0.6828	Remote Similarity	NPC470441
0.6824	Remote Similarity	NPC251439
0.6815	Remote Similarity	NPC240664
0.6815	Remote Similarity	NPC45104
0.6815	Remote Similarity	NPC217423
0.6812	Remote Similarity	NPC211992
0.681	Remote Similarity	NPC164608
0.6809	Remote Similarity	NPC474476
0.6806	Remote Similarity	NPC274732
0.6806	Remote Similarity	NPC247018
0.6806	Remote Similarity	NPC318862
0.6806	Remote Similarity	NPC307123
0.6806	Remote Similarity	NPC97870
0.6803	Remote Similarity	NPC193528
0.6803	Remote Similarity	NPC471316
0.68	Remote Similarity	NPC100870
0.68	Remote Similarity	NPC245561
0.6797	Remote Similarity	NPC227255

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 NPC124776 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	139
0.1-0.2	642
0.2-0.3	1186
0.3-0.4	2089
0.4-0.5	2555
0.5-0.6	1779
0.6-0.7	690
0.7-0.8	67
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8321	Intermediate Similarity	NPD5746	Approved
0.8217	Intermediate Similarity	NPD196	Phase 1
0.8195	Intermediate Similarity	NPD5745	Approved
0.7956	Intermediate Similarity	NPD1520	Approved
0.7956	Intermediate Similarity	NPD1536	Approved
0.7956	Intermediate Similarity	NPD1521	Approved
0.7852	Intermediate Similarity	NPD3374	Clinical (unspecified phase)
0.7842	Intermediate Similarity	NPD1522	Approved
0.7842	Intermediate Similarity	NPD1538	Phase 1
0.7842	Intermediate Similarity	NPD1523	Approved
0.7842	Intermediate Similarity	NPD1519	Approved
0.7842	Intermediate Similarity	NPD1537	Approved
0.7714	Intermediate Similarity	NPD2240	Approved
0.7714	Intermediate Similarity	NPD2239	Approved
0.7626	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD5688	Approved
0.7571	Intermediate Similarity	NPD5689	Approved
0.7552	Intermediate Similarity	NPD2976	Clinical (unspecified phase)
0.7538	Intermediate Similarity	NPD1894	Discontinued
0.7519	Intermediate Similarity	NPD9568	Approved
0.75	Intermediate Similarity	NPD595	Approved
0.75	Intermediate Similarity	NPD593	Approved
0.7482	Intermediate Similarity	NPD3142	Approved
0.7482	Intermediate Similarity	NPD3140	Approved
0.7463	Intermediate Similarity	NPD1420	Approved
0.7463	Intermediate Similarity	NPD1421	Approved
0.7432	Intermediate Similarity	NPD7131	Phase 3
0.7429	Intermediate Similarity	NPD4622	Approved
0.7429	Intermediate Similarity	NPD4618	Approved
0.7424	Intermediate Similarity	NPD2667	Approved
0.7424	Intermediate Similarity	NPD2668	Approved
0.7413	Intermediate Similarity	NPD5865	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD6390	Discontinued
0.7361	Intermediate Similarity	NPD7596	Clinical (unspecified phase)
0.7343	Intermediate Similarity	NPD4477	Approved
0.7343	Intermediate Similarity	NPD4476	Approved
0.7319	Intermediate Similarity	NPD2614	Approved
0.7315	Intermediate Similarity	NPD1670	Discontinued
0.7308	Intermediate Similarity	NPD256	Approved
0.7308	Intermediate Similarity	NPD255	Approved
0.7303	Intermediate Similarity	NPD5355	Approved
0.7303	Intermediate Similarity	NPD5356	Approved
0.7299	Intermediate Similarity	NPD7018	Phase 2
0.7252	Intermediate Similarity	NPD3596	Phase 2
0.7239	Intermediate Similarity	NPD3847	Discontinued
0.7237	Intermediate Similarity	NPD6386	Approved
0.7237	Intermediate Similarity	NPD6385	Approved
0.7206	Intermediate Similarity	NPD3676	Clinical (unspecified phase)
0.7185	Intermediate Similarity	NPD1535	Discovery
0.7181	Intermediate Similarity	NPD5348	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6581	Approved
0.7143	Intermediate Similarity	NPD5163	Phase 2
0.7143	Intermediate Similarity	NPD6580	Approved
0.7143	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2653	Approved
0.7132	Intermediate Similarity	NPD1481	Phase 2
0.7123	Intermediate Similarity	NPD2897	Discontinued
0.7122	Intermediate Similarity	NPD2237	Approved
0.7101	Intermediate Similarity	NPD1819	Approved
0.7101	Intermediate Similarity	NPD1817	Approved
0.7101	Intermediate Similarity	NPD1820	Approved
0.7101	Intermediate Similarity	NPD1818	Approved
0.709	Intermediate Similarity	NPD6830	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD2594	Approved
0.709	Intermediate Similarity	NPD2595	Approved
0.7086	Intermediate Similarity	NPD3639	Approved
0.7086	Intermediate Similarity	NPD3641	Approved
0.7086	Intermediate Similarity	NPD3640	Phase 3
0.7083	Intermediate Similarity	NPD743	Approved
0.7075	Intermediate Similarity	NPD2654	Approved
0.7067	Intermediate Similarity	NPD3146	Approved
0.7067	Intermediate Similarity	NPD3536	Discontinued
0.7067	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD6666	Approved
0.7047	Intermediate Similarity	NPD6667	Approved
0.7045	Intermediate Similarity	NPD2557	Approved
0.7044	Intermediate Similarity	NPD7608	Discontinued
0.7042	Intermediate Similarity	NPD2245	Discovery
0.7042	Intermediate Similarity	NPD259	Phase 1
0.7032	Intermediate Similarity	NPD7972	Discontinued
0.7029	Intermediate Similarity	NPD2198	Approved
0.7029	Intermediate Similarity	NPD7258	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD2199	Approved
0.7023	Intermediate Similarity	NPD1241	Discontinued
0.7021	Intermediate Similarity	NPD3136	Phase 2
0.7015	Intermediate Similarity	NPD2486	Discontinued
0.7014	Intermediate Similarity	NPD3052	Approved
0.7014	Intermediate Similarity	NPD3054	Approved
0.7013	Intermediate Similarity	NPD6873	Phase 2
0.7013	Intermediate Similarity	NPD6677	Suspended
0.7008	Intermediate Similarity	NPD811	Approved
0.7008	Intermediate Similarity	NPD3134	Approved
0.7008	Intermediate Similarity	NPD812	Approved
0.7008	Intermediate Similarity	NPD810	Approved
0.7007	Intermediate Similarity	NPD3655	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD6032	Approved
0.6977	Remote Similarity	NPD5236	Approved
0.6977	Remote Similarity	NPD5237	Approved
0.6977	Remote Similarity	NPD5240	Approved
0.6977	Remote Similarity	NPD5239	Approved
0.6977	Remote Similarity	NPD5235	Approved
0.6974	Remote Similarity	NPD7427	Discontinued
0.6974	Remote Similarity	NPD1914	Approved
0.6972	Remote Similarity	NPD3056	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD6583	Phase 3
0.6957	Remote Similarity	NPD6582	Phase 2
0.6953	Remote Similarity	NPD1358	Approved
0.6953	Remote Similarity	NPD5373	Approved
0.6953	Remote Similarity	NPD5374	Approved
0.6951	Remote Similarity	NPD6297	Approved
0.695	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD555	Phase 2
0.6934	Remote Similarity	NPD1281	Approved
0.6929	Remote Similarity	NPD2987	Approved
0.6929	Remote Similarity	NPD2990	Approved
0.6923	Remote Similarity	NPD2201	Approved
0.6923	Remote Similarity	NPD554	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD2186	Approved
0.6903	Remote Similarity	NPD5889	Approved
0.6903	Remote Similarity	NPD5890	Approved
0.6901	Remote Similarity	NPD3166	Approved
0.6901	Remote Similarity	NPD3165	Approved
0.6901	Remote Similarity	NPD3167	Approved
0.6901	Remote Similarity	NPD3164	Approved
0.6884	Remote Similarity	NPD2232	Approved
0.6884	Remote Similarity	NPD2233	Approved
0.6884	Remote Similarity	NPD2230	Approved
0.6879	Remote Similarity	NPD9569	Approved
0.6875	Remote Similarity	NPD2203	Discontinued
0.6875	Remote Similarity	NPD3109	Approved
0.6875	Remote Similarity	NPD3110	Approved
0.6871	Remote Similarity	NPD1725	Approved
0.6863	Remote Similarity	NPD6662	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD3294	Phase 2
0.6859	Remote Similarity	NPD6279	Approved
0.6859	Remote Similarity	NPD6280	Approved
0.6857	Remote Similarity	NPD1794	Approved
0.6853	Remote Similarity	NPD5718	Phase 2
0.6849	Remote Similarity	NPD2200	Suspended
0.6839	Remote Similarity	NPD6585	Discontinued
0.6838	Remote Similarity	NPD6382	Discontinued
0.6838	Remote Similarity	NPD1651	Approved
0.6835	Remote Similarity	NPD6540	Phase 3
0.6835	Remote Similarity	NPD6542	Approved
0.6835	Remote Similarity	NPD2429	Approved
0.6835	Remote Similarity	NPD1669	Approved
0.6835	Remote Similarity	NPD2428	Approved
0.6835	Remote Similarity	NPD6543	Approved
0.6835	Remote Similarity	NPD6539	Approved
0.6832	Remote Similarity	NPD6808	Phase 2
0.6818	Remote Similarity	NPD3687	Approved
0.6818	Remote Similarity	NPD2607	Approved
0.6818	Remote Similarity	NPD5535	Approved
0.6818	Remote Similarity	NPD3686	Approved
0.6815	Remote Similarity	NPD6668	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD317	Approved
0.6815	Remote Similarity	NPD318	Approved
0.6815	Remote Similarity	NPD1758	Phase 1
0.6809	Remote Similarity	NPD7905	Discontinued
0.6809	Remote Similarity	NPD6584	Phase 3
0.6806	Remote Similarity	NPD1423	Approved
0.6806	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.68	Remote Similarity	NPD1662	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD4186	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD3647	Clinical (unspecified phase)
0.6795	Remote Similarity	NPD4424	Discontinued
0.6795	Remote Similarity	NPD2541	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5242	Approved
0.6788	Remote Similarity	NPD2556	Approved
0.6788	Remote Similarity	NPD2554	Approved
0.6786	Remote Similarity	NPD6851	Approved
0.6786	Remote Similarity	NPD6853	Approved
0.6786	Remote Similarity	NPD1283	Approved
0.6786	Remote Similarity	NPD6541	Approved
0.6786	Remote Similarity	NPD6538	Approved
0.6786	Remote Similarity	NPD5667	Approved
0.6783	Remote Similarity	NPD3179	Approved
0.6783	Remote Similarity	NPD9536	Phase 1
0.6783	Remote Similarity	NPD3180	Approved
0.6783	Remote Similarity	NPD9718	Approved
0.6783	Remote Similarity	NPD9537	Phase 1
0.6781	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD8158	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD5967	Approved
0.677	Remote Similarity	NPD2249	Approved
0.677	Remote Similarity	NPD6107	Approved
0.677	Remote Similarity	NPD2247	Approved
0.6767	Remote Similarity	NPD594	Approved
0.6767	Remote Similarity	NPD592	Approved
0.6765	Remote Similarity	NPD1759	Phase 1
0.6763	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD825	Approved
0.6759	Remote Similarity	NPD826	Approved
0.6759	Remote Similarity	NPD3373	Approved
0.6757	Remote Similarity	NPD3175	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD5241	Discontinued
0.6753	Remote Similarity	NPD5586	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD4018	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7317	Phase 3
0.6741	Remote Similarity	NPD5291	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