NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	432.87
Volume:	233.039
LogP:	0.745
LogD:	0.888
LogS:	-2.509
# Rotatable Bonds:	3
TPSA:	83.55
# H-Bond Aceptor:	4
# H-Bond Donor:	4
# Rings:	1
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.633
Synthetic Accessibility Score:	2.994
Fsp3:	0.222
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:	-5.021
MDCK Permeability:	3.43253486789763e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.014
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.045
Plasma Protein Binding (PPB):	74.4451675415039%
Volume Distribution (VD):	0.389
Pgp-substrate:	26.620542526245117%

ADMET: Metabolism

CYP1A2-inhibitor:	0.147
CYP1A2-substrate:	0.083
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.027
CYP2C9-substrate:	0.133
CYP2D6-inhibitor:	0.204
CYP2D6-substrate:	0.2
CYP3A4-inhibitor:	0.029
CYP3A4-substrate:	0.097

ADMET: Excretion

Clearance (CL):	8.03
Half-life (T1/2):	0.867

ADMET: Toxicity

hERG Blockers:	0.025
Human Hepatotoxicity (H-HT):	0.326
Drug-inuced Liver Injury (DILI):	0.011
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.377
Maximum Recommended Daily Dose:	0.027
Skin Sensitization:	0.59
Carcinogencity:	0.08
Eye Corrosion:	0.004
Eye Irritation:	0.016
Respiratory Toxicity:	0.348

Download Data

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

Natural Product: NPC317784

Natural Product ID:	NPC317784
*Common Name:**	2-Amino-3-(4-Hydroxy-3,5-Diiodophenyl)Propanoic Acid
IUPAC Name:	2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
Synonyms:
Standard InCHIKey:	NYPYHUZRZVSYKL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)
SMILES:	C1=C(C=C(C(=C1I)O)I)CC(C(=O)O)N
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2003070
PubChem CID:	6181
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:0004319] Tyrosine 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
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24211545]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	Urine	n.a.	n.a.	PMID[6330305]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	PMID[932730]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO17393	Bubalus bubalis	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17393	Bubalus bubalis	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17393	Bubalus bubalis	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12323	Bos taurus	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12323	Bos taurus	Species	Bovidae	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
GI50	58

Activity Type	# Activity
Cell Line	58

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	287078.06	nM	PMID[558820]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	184501.54	nM	PMID[558820]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	13614.45	nM	PMID[558820]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	391741.88	nM	PMID[558820]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	400866.72	nM	PMID[558820]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	315500.46	nM	PMID[558820]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	426579.52	nM	PMID[558820]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	249459.47	nM	PMID[558820]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	206062.99	nM	PMID[558820]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	162929.6	nM	PMID[558820]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	322849.41	nM	PMID[558820]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	44463.13	nM	PMID[558820]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	347536.16	nM	PMID[558820]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	210862.81	nM	PMID[558820]
NPT168	Cell Line	P388	Mus musculus	GI50	n.a.	21577.44	nM	PMID[558820]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	209411.25	nM	PMID[558820]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	248885.73	nM	PMID[558820]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	306902.2	nM	PMID[558820]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	484172.37	nM	PMID[558820]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	469894.11	nM	PMID[558820]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	315500.46	nM	PMID[558820]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	394457.3	nM	PMID[558820]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	184926.86	nM	PMID[558820]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	300607.63	nM	PMID[558820]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	278612.12	nM	PMID[558820]
NPT552	Cell Line	P388/ADR	Mus musculus	GI50	n.a.	21330.45	nM	PMID[558820]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	45394.16	nM	PMID[558820]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	293089.32	nM	PMID[558820]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	254683.03	nM	PMID[558820]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	417830.37	nM	PMID[558820]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	500034.53	nM	PMID[558820]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	345939.38	nM	PMID[558820]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	251767.69	nM	PMID[558820]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	263026.8	nM	PMID[558820]
NPT738	Cell Line	SN12K1	Homo sapiens	GI50	n.a.	168655.3	nM	PMID[558820]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	465586.09	nM	PMID[558820]

☑ 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 NPC317784 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	192
0.1-0.2	1638
0.2-0.3	6725
0.3-0.4	12091
0.4-0.5	11219
0.5-0.6	9351
0.6-0.7	1311
0.7-0.8	141
0.8-0.85	15
0.85-0.9	8
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC142638
0.9732	High Similarity	NPC239697
0.9464	High Similarity	NPC106551
0.9464	High Similarity	NPC188867
0.9464	High Similarity	NPC281686
0.906	High Similarity	NPC56634
0.8824	High Similarity	NPC27581
0.8739	High Similarity	NPC326079
0.8571	High Similarity	NPC319950
0.8548	High Similarity	NPC161593
0.8548	High Similarity	NPC16031
0.8548	High Similarity	NPC145888
0.848	Intermediate Similarity	NPC325651
0.8462	Intermediate Similarity	NPC318028
0.8462	Intermediate Similarity	NPC317741
0.8462	Intermediate Similarity	NPC259800
0.8462	Intermediate Similarity	NPC241086
0.8462	Intermediate Similarity	NPC197239
0.8462	Intermediate Similarity	NPC282087
0.8462	Intermediate Similarity	NPC326860
0.8462	Intermediate Similarity	NPC328137
0.8462	Intermediate Similarity	NPC318984
0.8361	Intermediate Similarity	NPC142577
0.8346	Intermediate Similarity	NPC48909
0.8281	Intermediate Similarity	NPC88667
0.8077	Intermediate Similarity	NPC243404
0.8062	Intermediate Similarity	NPC326966
0.8036	Intermediate Similarity	NPC125732
0.8036	Intermediate Similarity	NPC245561
0.8031	Intermediate Similarity	NPC321561
0.8031	Intermediate Similarity	NPC476353
0.8018	Intermediate Similarity	NPC122493
0.8018	Intermediate Similarity	NPC10781
0.8018	Intermediate Similarity	NPC293628
0.7969	Intermediate Similarity	NPC296712
0.7965	Intermediate Similarity	NPC52472
0.7953	Intermediate Similarity	NPC124776
0.7907	Intermediate Similarity	NPC478147
0.7881	Intermediate Similarity	NPC145638
0.7881	Intermediate Similarity	NPC290566
0.7857	Intermediate Similarity	NPC324569
0.7794	Intermediate Similarity	NPC66518
0.7786	Intermediate Similarity	NPC45191
0.7778	Intermediate Similarity	NPC474862
0.7769	Intermediate Similarity	NPC309808
0.7727	Intermediate Similarity	NPC244866
0.7704	Intermediate Similarity	NPC48202
0.7692	Intermediate Similarity	NPC13495
0.7672	Intermediate Similarity	NPC68055
0.7664	Intermediate Similarity	NPC13696
0.7632	Intermediate Similarity	NPC260000
0.7571	Intermediate Similarity	NPC17760
0.7565	Intermediate Similarity	NPC280869
0.7556	Intermediate Similarity	NPC6913
0.7542	Intermediate Similarity	NPC67043
0.7541	Intermediate Similarity	NPC146422
0.754	Intermediate Similarity	NPC283760
0.7521	Intermediate Similarity	NPC164859
0.7521	Intermediate Similarity	NPC13426
0.75	Intermediate Similarity	NPC213
0.75	Intermediate Similarity	NPC31274
0.75	Intermediate Similarity	NPC10286
0.75	Intermediate Similarity	NPC29601
0.7463	Intermediate Similarity	NPC470392
0.7438	Intermediate Similarity	NPC326187
0.7377	Intermediate Similarity	NPC222084
0.7373	Intermediate Similarity	NPC178902
0.735	Intermediate Similarity	NPC155847
0.735	Intermediate Similarity	NPC289381
0.7338	Intermediate Similarity	NPC91953
0.7333	Intermediate Similarity	NPC317592
0.7328	Intermediate Similarity	NPC164514
0.7328	Intermediate Similarity	NPC226096
0.7328	Intermediate Similarity	NPC303611
0.7328	Intermediate Similarity	NPC107619
0.7328	Intermediate Similarity	NPC290515
0.7328	Intermediate Similarity	NPC108606
0.7319	Intermediate Similarity	NPC238412
0.7311	Intermediate Similarity	NPC261573
0.7311	Intermediate Similarity	NPC8931
0.7311	Intermediate Similarity	NPC120693
0.7299	Intermediate Similarity	NPC6570
0.7287	Intermediate Similarity	NPC318357
0.728	Intermediate Similarity	NPC118202
0.7266	Intermediate Similarity	NPC197921
0.7265	Intermediate Similarity	NPC12730
0.7259	Intermediate Similarity	NPC257390
0.7258	Intermediate Similarity	NPC17693
0.7258	Intermediate Similarity	NPC48525
0.7236	Intermediate Similarity	NPC319579
0.7226	Intermediate Similarity	NPC470441
0.7222	Intermediate Similarity	NPC317254
0.7222	Intermediate Similarity	NPC160179
0.7218	Intermediate Similarity	NPC305717
0.7217	Intermediate Similarity	NPC81010
0.7217	Intermediate Similarity	NPC32977
0.7217	Intermediate Similarity	NPC20142
0.7217	Intermediate Similarity	NPC215351
0.7214	Intermediate Similarity	NPC469360
0.7213	Intermediate Similarity	NPC153690
0.7213	Intermediate Similarity	NPC97811
0.7209	Intermediate Similarity	NPC169207
0.7209	Intermediate Similarity	NPC115627
0.7209	Intermediate Similarity	NPC118522
0.7206	Intermediate Similarity	NPC328070
0.72	Intermediate Similarity	NPC59387
0.72	Intermediate Similarity	NPC148969
0.719	Intermediate Similarity	NPC70843
0.719	Intermediate Similarity	NPC69332
0.719	Intermediate Similarity	NPC95178
0.719	Intermediate Similarity	NPC29989
0.719	Intermediate Similarity	NPC188677
0.719	Intermediate Similarity	NPC231705
0.719	Intermediate Similarity	NPC327481
0.7188	Intermediate Similarity	NPC85276
0.7183	Intermediate Similarity	NPC81026
0.7177	Intermediate Similarity	NPC163674
0.7177	Intermediate Similarity	NPC227553
0.7177	Intermediate Similarity	NPC329011
0.7174	Intermediate Similarity	NPC109580
0.7172	Intermediate Similarity	NPC241392
0.7165	Intermediate Similarity	NPC82963
0.7154	Intermediate Similarity	NPC258056
0.7154	Intermediate Similarity	NPC234639
0.7143	Intermediate Similarity	NPC221870
0.7143	Intermediate Similarity	NPC40321
0.7143	Intermediate Similarity	NPC115803
0.7143	Intermediate Similarity	NPC473580
0.7131	Intermediate Similarity	NPC228737
0.7131	Intermediate Similarity	NPC226699
0.7131	Intermediate Similarity	NPC142297
0.7131	Intermediate Similarity	NPC29883
0.7122	Intermediate Similarity	NPC473052
0.7122	Intermediate Similarity	NPC313694
0.7122	Intermediate Similarity	NPC473055
0.7122	Intermediate Similarity	NPC242159
0.712	Intermediate Similarity	NPC474584
0.7113	Intermediate Similarity	NPC266741
0.7109	Intermediate Similarity	NPC137096
0.7109	Intermediate Similarity	NPC311737
0.7109	Intermediate Similarity	NPC38458
0.7097	Intermediate Similarity	NPC474149
0.7087	Intermediate Similarity	NPC4665
0.7083	Intermediate Similarity	NPC470202
0.7073	Intermediate Similarity	NPC96224
0.7073	Intermediate Similarity	NPC317305
0.7073	Intermediate Similarity	NPC24101
0.7071	Intermediate Similarity	NPC322526
0.7067	Intermediate Similarity	NPC469243
0.7049	Intermediate Similarity	NPC6984
0.7049	Intermediate Similarity	NPC184658
0.7031	Intermediate Similarity	NPC128249
0.7031	Intermediate Similarity	NPC471924
0.7031	Intermediate Similarity	NPC83718
0.7031	Intermediate Similarity	NPC471925
0.7031	Intermediate Similarity	NPC471928
0.7025	Intermediate Similarity	NPC147000
0.7025	Intermediate Similarity	NPC150254
0.7025	Intermediate Similarity	NPC226778
0.7025	Intermediate Similarity	NPC304761
0.7016	Intermediate Similarity	NPC95172
0.7016	Intermediate Similarity	NPC88141
0.7009	Intermediate Similarity	NPC246679
0.6991	Remote Similarity	NPC23167
0.6977	Remote Similarity	NPC471926
0.6975	Remote Similarity	NPC171843
0.697	Remote Similarity	NPC268348
0.6967	Remote Similarity	NPC243677
0.6967	Remote Similarity	NPC42383
0.6967	Remote Similarity	NPC303141
0.6964	Remote Similarity	NPC175313
0.696	Remote Similarity	NPC252544
0.696	Remote Similarity	NPC21162
0.696	Remote Similarity	NPC321252
0.6959	Remote Similarity	NPC39431
0.6957	Remote Similarity	NPC300017
0.6954	Remote Similarity	NPC475544
0.6953	Remote Similarity	NPC197470
0.695	Remote Similarity	NPC471201
0.694	Remote Similarity	NPC171372
0.6935	Remote Similarity	NPC17525
0.693	Remote Similarity	NPC113460
0.693	Remote Similarity	NPC25493
0.6929	Remote Similarity	NPC26524
0.6929	Remote Similarity	NPC109241
0.6928	Remote Similarity	NPC223207
0.6923	Remote Similarity	NPC161943
0.6923	Remote Similarity	NPC471033
0.6923	Remote Similarity	NPC328694
0.6923	Remote Similarity	NPC104514
0.6923	Remote Similarity	NPC63126
0.6923	Remote Similarity	NPC273282
0.6923	Remote Similarity	NPC311091
0.6923	Remote Similarity	NPC474890
0.6917	Remote Similarity	NPC253746
0.6911	Remote Similarity	NPC187913
0.6911	Remote Similarity	NPC1065
0.6905	Remote Similarity	NPC177576
0.6905	Remote Similarity	NPC212718
0.6905	Remote Similarity	NPC114682

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 NPC317784 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	138
0.1-0.2	667
0.2-0.3	1143
0.3-0.4	2567
0.4-0.5	2558
0.5-0.6	1629
0.6-0.7	374
0.7-0.8	54
0.8-0.85	16
0.85-0.9	3
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9464	High Similarity	NPD9568	Approved
0.887	High Similarity	NPD256	Approved
0.887	High Similarity	NPD255	Approved
0.8548	High Similarity	NPD9569	Approved
0.8462	Intermediate Similarity	NPD1523	Approved
0.8462	Intermediate Similarity	NPD1519	Approved
0.8462	Intermediate Similarity	NPD1538	Phase 1
0.8462	Intermediate Similarity	NPD1537	Approved
0.8462	Intermediate Similarity	NPD1522	Approved
0.8455	Intermediate Similarity	NPD196	Phase 1
0.8413	Intermediate Similarity	NPD9718	Approved
0.8413	Intermediate Similarity	NPD9537	Phase 1
0.8413	Intermediate Similarity	NPD9536	Phase 1
0.8308	Intermediate Similarity	NPD1520	Approved
0.8308	Intermediate Similarity	NPD1536	Approved
0.8308	Intermediate Similarity	NPD1521	Approved
0.8281	Intermediate Similarity	NPD259	Phase 1
0.823	Intermediate Similarity	NPD9610	Approved
0.823	Intermediate Similarity	NPD9608	Approved
0.8154	Intermediate Similarity	NPD555	Phase 2
0.8125	Intermediate Similarity	NPD3136	Phase 2
0.8031	Intermediate Similarity	NPD258	Approved
0.8031	Intermediate Similarity	NPD257	Approved
0.8018	Intermediate Similarity	NPD9566	Approved
0.791	Intermediate Similarity	NPD9570	Approved
0.7881	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD826	Approved
0.7669	Intermediate Similarity	NPD825	Approved
0.7661	Intermediate Similarity	NPD317	Approved
0.7661	Intermediate Similarity	NPD318	Approved
0.7612	Intermediate Similarity	NPD274	Approved
0.7612	Intermediate Similarity	NPD275	Approved
0.76	Intermediate Similarity	NPD1759	Phase 1
0.7574	Intermediate Similarity	NPD6866	Clinical (unspecified phase)
0.7574	Intermediate Similarity	NPD6867	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD9618	Approved
0.7561	Intermediate Similarity	NPD9614	Approved
0.7541	Intermediate Similarity	NPD9377	Approved
0.7541	Intermediate Similarity	NPD9379	Approved
0.752	Intermediate Similarity	NPD1758	Phase 1
0.7518	Intermediate Similarity	NPD6682	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD7450	Phase 2
0.75	Intermediate Similarity	NPD2614	Approved
0.7464	Intermediate Similarity	NPD7978	Discontinued
0.7381	Intermediate Similarity	NPD856	Approved
0.7381	Intermediate Similarity	NPD16	Approved
0.7361	Intermediate Similarity	NPD7523	Phase 3
0.7333	Intermediate Similarity	NPD5729	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD9609	Approved
0.7328	Intermediate Similarity	NPD9612	Approved
0.7328	Intermediate Similarity	NPD253	Approved
0.7328	Intermediate Similarity	NPD9611	Approved
0.7317	Intermediate Similarity	NPD9508	Approved
0.7308	Intermediate Similarity	NPD2562	Approved
0.7308	Intermediate Similarity	NPD2561	Approved
0.726	Intermediate Similarity	NPD3455	Phase 2
0.7252	Intermediate Similarity	NPD9622	Approved
0.7252	Intermediate Similarity	NPD182	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD2976	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD1535	Discovery
0.7209	Intermediate Similarity	NPD9384	Approved
0.7209	Intermediate Similarity	NPD9381	Approved
0.7188	Intermediate Similarity	NPD1894	Discontinued
0.7183	Intermediate Similarity	NPD3400	Discontinued
0.7176	Intermediate Similarity	NPD1481	Phase 2
0.7131	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD9712	Approved
0.7114	Intermediate Similarity	NPD7495	Discontinued
0.7114	Intermediate Similarity	NPD8019	Approved
0.7109	Intermediate Similarity	NPD9616	Approved
0.7109	Intermediate Similarity	NPD9615	Approved
0.7109	Intermediate Similarity	NPD9613	Approved
0.709	Intermediate Similarity	NPD7451	Discontinued
0.7054	Intermediate Similarity	NPD316	Approved
0.7034	Intermediate Similarity	NPD9711	Approved
0.7034	Intermediate Similarity	NPD9710	Approved
0.7025	Intermediate Similarity	NPD315	Approved
0.7025	Intermediate Similarity	NPD314	Approved
0.7025	Intermediate Similarity	NPD309	Approved
0.7025	Intermediate Similarity	NPD10	Approved
0.7025	Intermediate Similarity	NPD310	Approved
0.7025	Intermediate Similarity	NPD311	Approved
0.7021	Intermediate Similarity	NPD2239	Approved
0.7021	Intermediate Similarity	NPD2240	Approved
0.7015	Intermediate Similarity	NPD1134	Approved
0.7015	Intermediate Similarity	NPD1131	Approved
0.7015	Intermediate Similarity	NPD1135	Approved
0.7015	Intermediate Similarity	NPD1129	Approved
0.7015	Intermediate Similarity	NPD3055	Approved
0.7015	Intermediate Similarity	NPD1133	Approved
0.7015	Intermediate Similarity	NPD3053	Approved
0.6967	Remote Similarity	NPD1040	Phase 2
0.6953	Remote Similarity	NPD1348	Approved
0.6929	Remote Similarity	NPD2228	Approved
0.6929	Remote Similarity	NPD2229	Approved
0.6929	Remote Similarity	NPD2234	Approved
0.6894	Remote Similarity	NPD2688	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD5356	Approved
0.6887	Remote Similarity	NPD5355	Approved
0.6884	Remote Similarity	NPD597	Approved
0.6884	Remote Similarity	NPD601	Approved
0.6884	Remote Similarity	NPD598	Approved
0.6875	Remote Similarity	NPD747	Discontinued
0.6866	Remote Similarity	NPD1755	Approved
0.6838	Remote Similarity	NPD2194	Approved
0.6838	Remote Similarity	NPD2195	Approved
0.6838	Remote Similarity	NPD9621	Approved
0.6838	Remote Similarity	NPD599	Approved
0.6838	Remote Similarity	NPD602	Approved
0.6838	Remote Similarity	NPD9619	Approved
0.6838	Remote Similarity	NPD9620	Approved
0.6835	Remote Similarity	NPD1130	Approved
0.6835	Remote Similarity	NPD1132	Approved
0.6835	Remote Similarity	NPD1136	Approved
0.6815	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD5310	Approved
0.6815	Remote Similarity	NPD5311	Approved
0.6809	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.68	Remote Similarity	NPD476	Approved
0.68	Remote Similarity	NPD9266	Approved
0.68	Remote Similarity	NPD74	Approved
0.6794	Remote Similarity	NPD9545	Approved
0.6786	Remote Similarity	NPD2203	Discontinued
0.678	Remote Similarity	NPD2934	Approved
0.678	Remote Similarity	NPD2933	Approved
0.6774	Remote Similarity	NPD1444	Approved
0.6774	Remote Similarity	NPD1445	Approved
0.6757	Remote Similarity	NPD5348	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD3536	Discontinued
0.675	Remote Similarity	NPD9495	Approved
0.6742	Remote Similarity	NPD4504	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD4659	Approved
0.6726	Remote Similarity	NPD111	Approved
0.6723	Remote Similarity	NPD2860	Approved
0.6723	Remote Similarity	NPD2859	Approved
0.672	Remote Similarity	NPD9264	Approved
0.672	Remote Similarity	NPD9267	Approved
0.672	Remote Similarity	NPD9263	Approved
0.6715	Remote Similarity	NPD858	Approved
0.6715	Remote Similarity	NPD859	Approved
0.6714	Remote Similarity	NPD5745	Approved
0.6714	Remote Similarity	NPD829	Discontinued
0.6711	Remote Similarity	NPD6390	Discontinued
0.6711	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD9491	Approved
0.6693	Remote Similarity	NPD3643	Approved
0.6693	Remote Similarity	NPD3642	Approved
0.6693	Remote Similarity	NPD3644	Approved
0.6693	Remote Similarity	NPD189	Phase 3
0.6693	Remote Similarity	NPD188	Approved
0.6691	Remote Similarity	NPD5163	Phase 2
0.669	Remote Similarity	NPD3054	Approved
0.669	Remote Similarity	NPD823	Approved
0.669	Remote Similarity	NPD817	Approved
0.669	Remote Similarity	NPD2568	Approved
0.669	Remote Similarity	NPD3052	Approved
0.6667	Remote Similarity	NPD1371	Approved
0.6667	Remote Similarity	NPD2217	Approved
0.6667	Remote Similarity	NPD1373	Approved
0.6667	Remote Similarity	NPD2218	Phase 2
0.6667	Remote Similarity	NPD5303	Approved
0.6667	Remote Similarity	NPD8303	Discontinued
0.6667	Remote Similarity	NPD1370	Approved
0.6667	Remote Similarity	NPD1374	Approved
0.6667	Remote Similarity	NPD5304	Approved
0.6643	Remote Similarity	NPD3553	Approved
0.6643	Remote Similarity	NPD9279	Approved
0.6643	Remote Similarity	NPD3554	Approved
0.6643	Remote Similarity	NPD3552	Approved
0.6643	Remote Similarity	NPD3555	Approved
0.6642	Remote Similarity	NPD4103	Phase 2
0.6642	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD3881	Discontinued
0.6642	Remote Similarity	NPD3847	Discontinued
0.6641	Remote Similarity	NPD5162	Approved
0.6641	Remote Similarity	NPD9493	Approved
0.6639	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD600	Approved
0.6619	Remote Similarity	NPD596	Approved
0.6615	Remote Similarity	NPD595	Approved
0.6615	Remote Similarity	NPD593	Approved
0.6614	Remote Similarity	NPD1792	Phase 2
0.6612	Remote Similarity	NPD9273	Approved
0.6609	Remote Similarity	NPD4793	Discontinued
0.6601	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.6596	Remote Similarity	NPD6407	Approved
0.6596	Remote Similarity	NPD6405	Approved
0.6596	Remote Similarity	NPD520	Approved
0.6585	Remote Similarity	NPD854	Approved
0.6585	Remote Similarity	NPD855	Approved
0.6583	Remote Similarity	NPD1809	Phase 2
0.6581	Remote Similarity	NPD9258	Approved
0.6581	Remote Similarity	NPD9256	Approved
0.6571	Remote Similarity	NPD5746	Approved
0.6569	Remote Similarity	NPD2198	Approved
0.6569	Remote Similarity	NPD2199	Approved
0.6557	Remote Similarity	NPD3020	Approved
0.6549	Remote Similarity	NPD3062	Approved
0.6549	Remote Similarity	NPD3059	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