NPASS Compound

Structure

CID198361 OpenBabel06191715582D 39 45 0 0 1 0 0 0 0 0999 V2000 0.0514 1.6072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5768 -1.5030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3400 0.7380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5286 -0.6879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5857 0.9236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4707 1.5368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0609 0.8747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8141 1.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9911 1.6841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7001 -3.0657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8143 0.2591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1225 -2.5908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1686 -1.6411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5231 0.2593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6600 -1.1432 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3455 -1.1660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5225 -1.6412 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3456 -0.2156 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1683 1.2094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9916 -1.1659 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6053 -0.4127 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4582 0.0797 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0169 0.4111 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1686 0.2596 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7000 -1.1663 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5611 1.0592 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5244 1.2640 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9916 -0.2156 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1230 -1.6415 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7000 -0.2159 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8202 -0.6940 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.3397 1.6878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8202 -1.6443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9963 0.3081 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9516 -2.1199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7000 0.5166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3579 -0.3208 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8655 1.9958 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 15 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 7 36 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 28 1 0 0 0 0 12 29 1 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 21 1 0 0 0 0 15 29 1 6 0 0 0 16 13 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 25 1 6 0 0 0 18 24 1 6 0 0 0 19 24 1 0 0 0 0 19 32 2 0 0 0 0 20 28 1 6 0 0 0 20 33 1 0 0 0 0 21 22 1 0 0 0 0 21 38 1 1 0 0 0 22 26 1 6 0 0 0 22 37 1 0 0 0 0 23 27 1 6 0 0 0 23 34 1 0 0 0 0 23 37 1 0 0 0 0 24 28 1 6 0 0 0 25 29 1 6 0 0 0 26 27 1 6 0 0 0 26 39 1 0 0 0 0 27 6 1 6 0 0 0 27 39 1 0 0 0 0 28 31 1 1 0 0 0 29 35 1 6 0 0 0 30 25 1 6 0 0 0 30 36 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	566.26
Volume:	547.801
LogP:	3.209
LogD:	2.768
LogS:	-4.743
# Rotatable Bonds:	3
TPSA:	117.98
# H-Bond Aceptor:	8
# H-Bond Donor:	3
# Rings:	7
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.271
Synthetic Accessibility Score:	6.262
Fsp3:	0.9
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.131
MDCK Permeability:	3.772196942009032e-05
Pgp-inhibitor:	0.996
Pgp-substrate:	0.958
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.902
30% Bioavailability (F30%):	0.879

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.892
Plasma Protein Binding (PPB):	62.001426696777344%
Volume Distribution (VD):	0.575
Pgp-substrate:	24.138940811157227%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.992
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.782
CYP2C9-inhibitor:	0.01
CYP2C9-substrate:	0.006
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.05
CYP3A4-inhibitor:	0.92
CYP3A4-substrate:	0.725

ADMET: Excretion

Clearance (CL):	10.744
Half-life (T1/2):	0.381

ADMET: Toxicity

hERG Blockers:	0.125
Human Hepatotoxicity (H-HT):	0.262
Drug-inuced Liver Injury (DILI):	0.107
AMES Toxicity:	0.915
Rat Oral Acute Toxicity:	0.982
Maximum Recommended Daily Dose:	0.929
Skin Sensitization:	0.875
Carcinogencity:	0.908
Eye Corrosion:	0.008
Eye Irritation:	0.02
Respiratory Toxicity:	0.988

Download Data

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

Natural Product: NPC198361

Natural Product ID:	NPC198361
*Common Name:**	WVLOWHJZFWBAFF-RLDYDIAFSA-N
IUPAC Name:	n.a.
Synonyms:	12-O-Ethyljaborosalactol 25
Standard InCHIKey:	WVLOWHJZFWBAFF-RLDYDIAFSA-N
Standard InCHI:	InChI=1S/C30H43ClO8/c1-7-36-30-14-18-16(13-20(33)28(31)11-8-9-19(32)24(18,28)3)17-10-12-29(35,25(17,30)4)15(2)21(38-30)22-26(5)27(6,39-26)23(34)37-22/h8-9,15-18,20-23,33-35H,7,10-14H2,1-6H3/t15-,16+,17+,18+,20-,21+,22+,23+,24+,25+,26+,27-,28+,29-,30+/m1/s1
SMILES:	CCO[C@]12O[C@@H]([C@H]([C@]3([C@]2(C)[C@H]([C@H]2[C@H](C1)[C@@]1(C)C(=O)C=CC[C@@]1([C@@H](C2)O)Cl)CC3)O)C)[C@@H]1O[C@@H]([C@@]2([C@@]1(C)O2)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1095958
PubChem CID:	46888733
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001194] Oxosteroids

*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
NPO12110	Bauhinia tarapotensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473417]
NPO5120	Betula nana	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12110	Bauhinia tarapotensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11613	Pelea barbigera	Species	Bovidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19839	Pimpinella acuminata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11863	Achromobacter cycloclastes	Species	Alcaligenaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9504	Thyone aurea	Species	Phyllophoridae	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	5

Activity Type	# Activity
Cell Line	4
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	10000.0	nM	PMID[529926]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	3900.0	nM	PMID[529926]
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	13000.0	nM	PMID[529926]
NPT134	Cell Line	SK-BR-3	Homo sapiens	GI50	=	3400.0	nM	PMID[529926]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	5100.0	nM	PMID[529926]

☑ 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 NPC198361 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	329
0.1-0.2	2047
0.2-0.3	6666
0.3-0.4	12321
0.4-0.5	9383
0.5-0.6	6700
0.6-0.7	4314
0.7-0.8	910
0.8-0.85	24
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8779	High Similarity	NPC245017
0.874	High Similarity	NPC305496
0.8626	High Similarity	NPC296617
0.8525	High Similarity	NPC471627
0.8525	High Similarity	NPC471173
0.8382	Intermediate Similarity	NPC473396
0.8281	Intermediate Similarity	NPC28532
0.8244	Intermediate Similarity	NPC473620
0.824	Intermediate Similarity	NPC302471
0.8235	Intermediate Similarity	NPC473233
0.8231	Intermediate Similarity	NPC174367
0.8231	Intermediate Similarity	NPC47113
0.8226	Intermediate Similarity	NPC260665
0.8226	Intermediate Similarity	NPC178981
0.8222	Intermediate Similarity	NPC130447
0.816	Intermediate Similarity	NPC471398
0.816	Intermediate Similarity	NPC477580
0.8154	Intermediate Similarity	NPC473505
0.8125	Intermediate Similarity	NPC241192
0.8106	Intermediate Similarity	NPC473888
0.808	Intermediate Similarity	NPC477944
0.806	Intermediate Similarity	NPC471855
0.8047	Intermediate Similarity	NPC161738
0.8047	Intermediate Similarity	NPC161065
0.8047	Intermediate Similarity	NPC473203
0.8015	Intermediate Similarity	NPC475194
0.797	Intermediate Similarity	NPC311534
0.797	Intermediate Similarity	NPC293623
0.797	Intermediate Similarity	NPC168899
0.797	Intermediate Similarity	NPC69273
0.7955	Intermediate Similarity	NPC93368
0.7939	Intermediate Similarity	NPC27363
0.7923	Intermediate Similarity	NPC249553
0.7923	Intermediate Similarity	NPC182900
0.7923	Intermediate Similarity	NPC42675
0.791	Intermediate Similarity	NPC470880
0.791	Intermediate Similarity	NPC471407
0.791	Intermediate Similarity	NPC473593
0.7895	Intermediate Similarity	NPC287423
0.7895	Intermediate Similarity	NPC473253
0.7895	Intermediate Similarity	NPC42399
0.7879	Intermediate Similarity	NPC473255
0.7879	Intermediate Similarity	NPC277191
0.7879	Intermediate Similarity	NPC190846
0.7874	Intermediate Similarity	NPC74727
0.7863	Intermediate Similarity	NPC475431
0.7863	Intermediate Similarity	NPC15918
0.7863	Intermediate Similarity	NPC169816
0.7863	Intermediate Similarity	NPC94072
0.7863	Intermediate Similarity	NPC305771
0.7852	Intermediate Similarity	NPC241008
0.7846	Intermediate Similarity	NPC471406
0.784	Intermediate Similarity	NPC52241
0.784	Intermediate Similarity	NPC475317
0.784	Intermediate Similarity	NPC154856
0.7823	Intermediate Similarity	NPC272576
0.782	Intermediate Similarity	NPC469750
0.782	Intermediate Similarity	NPC250556
0.7812	Intermediate Similarity	NPC243981
0.7803	Intermediate Similarity	NPC238005
0.7803	Intermediate Similarity	NPC1980
0.7803	Intermediate Similarity	NPC141196
0.7795	Intermediate Similarity	NPC317210
0.7794	Intermediate Similarity	NPC231240
0.7786	Intermediate Similarity	NPC202051
0.7769	Intermediate Similarity	NPC61520
0.7769	Intermediate Similarity	NPC473920
0.7769	Intermediate Similarity	NPC319570
0.7761	Intermediate Similarity	NPC473265
0.7761	Intermediate Similarity	NPC240070
0.7761	Intermediate Similarity	NPC329784
0.7761	Intermediate Similarity	NPC117702
0.7761	Intermediate Similarity	NPC471356
0.7761	Intermediate Similarity	NPC146456
0.7761	Intermediate Similarity	NPC469757
0.7761	Intermediate Similarity	NPC470882
0.7761	Intermediate Similarity	NPC152091
0.7761	Intermediate Similarity	NPC179412
0.7761	Intermediate Similarity	NPC471357
0.776	Intermediate Similarity	NPC8431
0.776	Intermediate Similarity	NPC246205
0.7752	Intermediate Similarity	NPC218970
0.7737	Intermediate Similarity	NPC316915
0.7734	Intermediate Similarity	NPC326542
0.7727	Intermediate Similarity	NPC313528
0.7724	Intermediate Similarity	NPC121566
0.7724	Intermediate Similarity	NPC100955
0.7721	Intermediate Similarity	NPC16569
0.7721	Intermediate Similarity	NPC159338
0.7721	Intermediate Similarity	NPC253456
0.7721	Intermediate Similarity	NPC173347
0.7717	Intermediate Similarity	NPC130427
0.7717	Intermediate Similarity	NPC207251
0.7717	Intermediate Similarity	NPC210420
0.7717	Intermediate Similarity	NPC474265
0.7698	Intermediate Similarity	NPC470065
0.7698	Intermediate Similarity	NPC101450
0.7692	Intermediate Similarity	NPC239293
0.7692	Intermediate Similarity	NPC329736
0.7692	Intermediate Similarity	NPC86020
0.7692	Intermediate Similarity	NPC475632
0.7687	Intermediate Similarity	NPC198714
0.768	Intermediate Similarity	NPC473288
0.7674	Intermediate Similarity	NPC49492
0.7674	Intermediate Similarity	NPC266728
0.7669	Intermediate Similarity	NPC227397
0.7669	Intermediate Similarity	NPC41129
0.7664	Intermediate Similarity	NPC155529
0.7664	Intermediate Similarity	NPC93416
0.7664	Intermediate Similarity	NPC19124
0.7664	Intermediate Similarity	NPC42670
0.7661	Intermediate Similarity	NPC63023
0.7661	Intermediate Similarity	NPC95243
0.7656	Intermediate Similarity	NPC293038
0.7656	Intermediate Similarity	NPC255017
0.7656	Intermediate Similarity	NPC62696
0.7652	Intermediate Similarity	NPC473256
0.7652	Intermediate Similarity	NPC470878
0.7652	Intermediate Similarity	NPC204731
0.7647	Intermediate Similarity	NPC86159
0.7647	Intermediate Similarity	NPC140092
0.7647	Intermediate Similarity	NPC91
0.7647	Intermediate Similarity	NPC471359
0.7647	Intermediate Similarity	NPC180079
0.7647	Intermediate Similarity	NPC9499
0.7647	Intermediate Similarity	NPC284406
0.7647	Intermediate Similarity	NPC469752
0.7647	Intermediate Similarity	NPC10823
0.7647	Intermediate Similarity	NPC471358
0.7647	Intermediate Similarity	NPC476966
0.7647	Intermediate Similarity	NPC219085
0.7647	Intermediate Similarity	NPC125077
0.7647	Intermediate Similarity	NPC469754
0.7647	Intermediate Similarity	NPC17896
0.7647	Intermediate Similarity	NPC251866
0.7647	Intermediate Similarity	NPC188234
0.7647	Intermediate Similarity	NPC89514
0.7647	Intermediate Similarity	NPC70542
0.7647	Intermediate Similarity	NPC6108
0.7647	Intermediate Similarity	NPC471352
0.7647	Intermediate Similarity	NPC469753
0.7647	Intermediate Similarity	NPC276838
0.7647	Intermediate Similarity	NPC232785
0.7647	Intermediate Similarity	NPC197707
0.7647	Intermediate Similarity	NPC329986
0.7647	Intermediate Similarity	NPC469755
0.7647	Intermediate Similarity	NPC469751
0.7647	Intermediate Similarity	NPC471360
0.7647	Intermediate Similarity	NPC471361
0.7638	Intermediate Similarity	NPC263827
0.7638	Intermediate Similarity	NPC274833
0.7638	Intermediate Similarity	NPC250481
0.7638	Intermediate Similarity	NPC285410
0.7638	Intermediate Similarity	NPC471243
0.7634	Intermediate Similarity	NPC477071
0.7634	Intermediate Similarity	NPC279143
0.763	Intermediate Similarity	NPC298841
0.7612	Intermediate Similarity	NPC32868
0.7612	Intermediate Similarity	NPC8369
0.7612	Intermediate Similarity	NPC241456
0.7609	Intermediate Similarity	NPC225385
0.7609	Intermediate Similarity	NPC477709
0.7609	Intermediate Similarity	NPC157817
0.7609	Intermediate Similarity	NPC476221
0.7609	Intermediate Similarity	NPC298783
0.7609	Intermediate Similarity	NPC104585
0.7597	Intermediate Similarity	NPC102088
0.7597	Intermediate Similarity	NPC165439
0.7597	Intermediate Similarity	NPC243354
0.7597	Intermediate Similarity	NPC473882
0.7597	Intermediate Similarity	NPC474557
0.7594	Intermediate Similarity	NPC131824
0.7594	Intermediate Similarity	NPC65858
0.7594	Intermediate Similarity	NPC216866
0.7591	Intermediate Similarity	NPC213634
0.7581	Intermediate Similarity	NPC475365
0.7578	Intermediate Similarity	NPC207845
0.7578	Intermediate Similarity	NPC472719
0.7578	Intermediate Similarity	NPC205534
0.7578	Intermediate Similarity	NPC471244
0.7578	Intermediate Similarity	NPC471245
0.7576	Intermediate Similarity	NPC470312
0.7576	Intermediate Similarity	NPC472257
0.7576	Intermediate Similarity	NPC475187
0.7574	Intermediate Similarity	NPC477490
0.7574	Intermediate Similarity	NPC245094
0.7574	Intermediate Similarity	NPC114306
0.7559	Intermediate Similarity	NPC129340
0.7559	Intermediate Similarity	NPC114961
0.7559	Intermediate Similarity	NPC27551
0.7559	Intermediate Similarity	NPC76084
0.7559	Intermediate Similarity	NPC163314
0.7557	Intermediate Similarity	NPC473720
0.7557	Intermediate Similarity	NPC45475
0.7556	Intermediate Similarity	NPC104427
0.7554	Intermediate Similarity	NPC471234
0.754	Intermediate Similarity	NPC258323
0.7538	Intermediate Similarity	NPC279638
0.7538	Intermediate Similarity	NPC212660
0.7538	Intermediate Similarity	NPC134869

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 NPC198361 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	259
0.1-0.2	2083
0.2-0.3	4418
0.3-0.4	1602
0.4-0.5	409
0.5-0.6	216
0.6-0.7	121
0.7-0.8	41
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8231	Intermediate Similarity	NPD6336	Discontinued
0.814	Intermediate Similarity	NPD6370	Approved
0.8047	Intermediate Similarity	NPD7101	Approved
0.7984	Intermediate Similarity	NPD6054	Approved
0.797	Intermediate Similarity	NPD7736	Approved
0.792	Intermediate Similarity	NPD5216	Approved
0.792	Intermediate Similarity	NPD5217	Approved
0.7886	Intermediate Similarity	NPD6412	Phase 2
0.7836	Intermediate Similarity	NPD6033	Approved
0.782	Intermediate Similarity	NPD7507	Approved
0.7786	Intermediate Similarity	NPD6016	Approved
0.7786	Intermediate Similarity	NPD6015	Approved
0.7769	Intermediate Similarity	NPD7100	Approved
0.7752	Intermediate Similarity	NPD6009	Approved
0.7744	Intermediate Similarity	NPD7492	Approved
0.7727	Intermediate Similarity	NPD5988	Approved
0.7721	Intermediate Similarity	NPD5956	Approved
0.771	Intermediate Similarity	NPD6059	Approved
0.7687	Intermediate Similarity	NPD6616	Approved
0.7656	Intermediate Similarity	NPD4632	Approved
0.7647	Intermediate Similarity	NPD7319	Approved
0.7638	Intermediate Similarity	NPD5215	Approved
0.763	Intermediate Similarity	NPD8293	Discontinued
0.763	Intermediate Similarity	NPD7078	Approved
0.7597	Intermediate Similarity	NPD5167	Approved
0.7578	Intermediate Similarity	NPD6882	Approved
0.7538	Intermediate Similarity	NPD6868	Approved
0.7519	Intermediate Similarity	NPD5983	Phase 2
0.7444	Intermediate Similarity	NPD6319	Approved
0.7442	Intermediate Similarity	NPD8297	Approved
0.7402	Intermediate Similarity	NPD5168	Approved
0.7381	Intermediate Similarity	NPD6008	Approved
0.7364	Intermediate Similarity	NPD6650	Approved
0.7364	Intermediate Similarity	NPD6649	Approved
0.7293	Intermediate Similarity	NPD6335	Approved
0.7293	Intermediate Similarity	NPD7328	Approved
0.7293	Intermediate Similarity	NPD7327	Approved
0.7279	Intermediate Similarity	NPD8328	Phase 3
0.7266	Intermediate Similarity	NPD6881	Approved
0.7266	Intermediate Similarity	NPD6899	Approved
0.7259	Intermediate Similarity	NPD7503	Approved
0.7239	Intermediate Similarity	NPD7516	Approved
0.7209	Intermediate Similarity	NPD6372	Approved
0.7209	Intermediate Similarity	NPD6373	Approved
0.7188	Intermediate Similarity	NPD5697	Approved
0.7185	Intermediate Similarity	NPD8377	Approved
0.7185	Intermediate Similarity	NPD8294	Approved
0.7165	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD6314	Approved
0.7164	Intermediate Similarity	NPD6313	Approved
0.7154	Intermediate Similarity	NPD6883	Approved
0.7154	Intermediate Similarity	NPD4634	Approved
0.7154	Intermediate Similarity	NPD5169	Approved
0.7154	Intermediate Similarity	NPD7290	Approved
0.7154	Intermediate Similarity	NPD7102	Approved
0.7153	Intermediate Similarity	NPD7604	Phase 2
0.7153	Intermediate Similarity	NPD6067	Discontinued
0.7132	Intermediate Similarity	NPD8379	Approved
0.7132	Intermediate Similarity	NPD8378	Approved
0.7132	Intermediate Similarity	NPD5128	Approved
0.7132	Intermediate Similarity	NPD8033	Approved
0.7132	Intermediate Similarity	NPD8296	Approved
0.7132	Intermediate Similarity	NPD8335	Approved
0.7132	Intermediate Similarity	NPD7320	Approved
0.7132	Intermediate Similarity	NPD8380	Approved
0.712	Intermediate Similarity	NPD4696	Approved
0.712	Intermediate Similarity	NPD5286	Approved
0.712	Intermediate Similarity	NPD5285	Approved
0.7111	Intermediate Similarity	NPD4522	Approved
0.7109	Intermediate Similarity	NPD6675	Approved
0.7109	Intermediate Similarity	NPD7128	Approved
0.7109	Intermediate Similarity	NPD5739	Approved
0.7109	Intermediate Similarity	NPD6402	Approved
0.7099	Intermediate Similarity	NPD8130	Phase 1
0.7099	Intermediate Similarity	NPD5127	Approved
0.7099	Intermediate Similarity	NPD6617	Approved
0.7099	Intermediate Similarity	NPD6869	Approved
0.7099	Intermediate Similarity	NPD6847	Approved
0.709	Intermediate Similarity	NPD7115	Discovery
0.7077	Intermediate Similarity	NPD6012	Approved
0.7077	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD6014	Approved
0.7077	Intermediate Similarity	NPD6013	Approved
0.7008	Intermediate Similarity	NPD4633	Approved
0.7008	Intermediate Similarity	NPD5226	Approved
0.7008	Intermediate Similarity	NPD5224	Approved
0.7008	Intermediate Similarity	NPD5211	Phase 2
0.7008	Intermediate Similarity	NPD5225	Approved
0.7	Intermediate Similarity	NPD6686	Approved
0.7	Intermediate Similarity	NPD6011	Approved
0.696	Remote Similarity	NPD4755	Approved
0.6953	Remote Similarity	NPD5174	Approved
0.6953	Remote Similarity	NPD5175	Approved
0.6929	Remote Similarity	NPD5223	Approved
0.6923	Remote Similarity	NPD5701	Approved
0.6899	Remote Similarity	NPD5141	Approved
0.687	Remote Similarity	NPD4730	Approved
0.687	Remote Similarity	NPD4729	Approved
0.6866	Remote Similarity	NPD8133	Approved
0.685	Remote Similarity	NPD4700	Approved
0.6838	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD6079	Approved
0.6767	Remote Similarity	NPD5250	Approved
0.6767	Remote Similarity	NPD5249	Phase 3
0.6767	Remote Similarity	NPD5248	Approved
0.6767	Remote Similarity	NPD5247	Approved
0.6767	Remote Similarity	NPD5251	Approved
0.6763	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD4768	Approved
0.6718	Remote Similarity	NPD4767	Approved
0.6716	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5328	Approved
0.6667	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD8513	Phase 3
0.6643	Remote Similarity	NPD8515	Approved
0.6643	Remote Similarity	NPD8516	Approved
0.6643	Remote Similarity	NPD8517	Approved
0.6642	Remote Similarity	NPD6274	Approved
0.664	Remote Similarity	NPD4202	Approved
0.6614	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD5222	Approved
0.6614	Remote Similarity	NPD5221	Approved
0.6594	Remote Similarity	NPD6317	Approved
0.6565	Remote Similarity	NPD4754	Approved
0.6562	Remote Similarity	NPD6083	Phase 2
0.6562	Remote Similarity	NPD5173	Approved
0.6562	Remote Similarity	NPD6084	Phase 2
0.6535	Remote Similarity	NPD4629	Approved
0.6535	Remote Similarity	NPD5210	Approved
0.6519	Remote Similarity	NPD5135	Approved
0.6519	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6493	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD4697	Phase 3
0.6444	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD3618	Phase 1
0.6408	Remote Similarity	NPD6908	Approved
0.6408	Remote Similarity	NPD6909	Approved
0.64	Remote Similarity	NPD4753	Phase 2
0.6397	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6385	Remote Similarity	NPD5696	Approved
0.6385	Remote Similarity	NPD7638	Approved
0.6378	Remote Similarity	NPD6399	Phase 3
0.6378	Remote Similarity	NPD8171	Discontinued
0.6364	Remote Similarity	NPD5091	Approved
0.6336	Remote Similarity	NPD7640	Approved
0.6336	Remote Similarity	NPD7639	Approved
0.6328	Remote Similarity	NPD6001	Approved
0.6308	Remote Similarity	NPD7902	Approved
0.6304	Remote Similarity	NPD6053	Discontinued
0.6296	Remote Similarity	NPD6614	Approved
0.6279	Remote Similarity	NPD5695	Phase 3
0.626	Remote Similarity	NPD3666	Approved
0.626	Remote Similarity	NPD3665	Phase 1
0.626	Remote Similarity	NPD3133	Approved
0.624	Remote Similarity	NPD3573	Approved
0.6221	Remote Similarity	NPD7799	Discontinued
0.6202	Remote Similarity	NPD7748	Approved
0.62	Remote Similarity	NPD8338	Approved
0.619	Remote Similarity	NPD6903	Approved
0.619	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6172	Remote Similarity	NPD5284	Approved
0.6172	Remote Similarity	NPD5281	Approved
0.6172	Remote Similarity	NPD7515	Phase 2
0.616	Remote Similarity	NPD7334	Approved
0.616	Remote Similarity	NPD5330	Approved
0.616	Remote Similarity	NPD7146	Approved
0.616	Remote Similarity	NPD6409	Approved
0.616	Remote Similarity	NPD7521	Approved
0.616	Remote Similarity	NPD6684	Approved
0.616	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6149	Remote Similarity	NPD8336	Approved
0.6149	Remote Similarity	NPD8337	Approved
0.6129	Remote Similarity	NPD4786	Approved
0.6124	Remote Similarity	NPD5133	Approved
0.6104	Remote Similarity	NPD6333	Approved
0.6104	Remote Similarity	NPD6334	Approved
0.6098	Remote Similarity	NPD4223	Phase 3
0.6098	Remote Similarity	NPD4221	Approved
0.6094	Remote Similarity	NPD5207	Approved
0.6093	Remote Similarity	NPD8449	Approved
0.6081	Remote Similarity	NPD8074	Phase 3
0.608	Remote Similarity	NPD5329	Approved
0.6077	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6077	Remote Similarity	NPD7900	Approved
0.6069	Remote Similarity	NPD6921	Approved
0.6061	Remote Similarity	NPD5959	Approved
0.6053	Remote Similarity	NPD8450	Suspended
0.6047	Remote Similarity	NPD8035	Phase 2
0.6047	Remote Similarity	NPD8034	Phase 2
0.6043	Remote Similarity	NPD6371	Approved
0.6032	Remote Similarity	NPD5690	Phase 2
0.6031	Remote Similarity	NPD5654	Approved
0.6026	Remote Similarity	NPD7260	Phase 2
0.6016	Remote Similarity	NPD6080	Approved
0.6016	Remote Similarity	NPD6904	Approved
0.6016	Remote Similarity	NPD6673	Approved
0.6015	Remote Similarity	NPD4225	Approved
0.6	Remote Similarity	NPD4197	Approved
0.6	Remote Similarity	NPD7625	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