NPASS Compound

Structure

NPC475615 OpenBabel07101718322D 58 62 0 0 0 0 0 0 0 0999 V2000 5.4815 -6.2365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3602 -2.1059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7394 -5.7363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8634 -2.4450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0198 -7.2165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7044 -3.2548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6246 -7.1680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0436 -2.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6151 -7.5218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0213 -1.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6201 -3.5938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2546 -5.0931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1938 -1.8000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5091 -5.7617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3985 -4.4213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8151 -4.5952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4193 -7.1293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7942 -1.8872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4857 -3.8208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7278 -5.1957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8730 -7.0216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1111 -2.3175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2066 -4.3099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5029 -4.6173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5889 -1.8485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1700 -6.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9351 -6.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2784 -2.8876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4470 -5.0261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7665 -3.9904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6201 -5.0261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2856 -4.1265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0101 -2.0304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7274 -6.6799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0687 -7.4142 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 6.3689 -2.8175 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.3116 -4.3099 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 10.3974 -4.6460 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 7.2035 -6.9861 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4862 -2.3366 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4179 -0.9700 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.8514 -6.8450 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6478 -1.2120 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 8.2626 -7.3971 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 6.0931 -0.3827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6946 -6.5449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2776 -4.9062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3827 -5.8012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2776 -6.6961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7226 -2.9020 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2657 -1.7588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4089 -2.3019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6290 -5.6050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5846 -3.4115 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1726 -5.8012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8658 -3.4451 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2776 -5.8012 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.5658 -2.6020 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 17 1 0 0 0 0 2 4 2 0 0 0 0 2 18 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 7 2 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 39 1 0 0 0 0 8 40 1 0 0 0 0 9 17 2 0 0 0 0 9 21 1 0 0 0 0 10 18 2 0 0 0 0 10 22 1 0 0 0 0 11 19 2 0 0 0 0 11 23 1 0 0 0 0 12 20 2 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 14 26 1 0 0 0 0 15 19 1 0 0 0 0 15 29 2 0 0 0 0 16 20 1 0 0 0 0 16 30 2 0 0 0 0 21 27 2 0 0 0 0 21 35 1 0 0 0 0 22 28 2 0 0 0 0 22 36 1 0 0 0 0 23 31 2 0 0 0 0 23 37 1 0 0 0 0 24 32 2 0 0 0 0 24 38 1 0 0 0 0 25 33 1 0 0 0 0 25 41 2 0 0 0 0 26 34 1 0 0 0 0 26 42 2 0 0 0 0 27 53 1 0 0 0 0 28 54 1 0 0 0 0 29 31 1 0 0 0 0 29 53 1 0 0 0 0 30 32 1 0 0 0 0 30 54 1 0 0 0 0 31 55 1 0 0 0 0 32 56 1 0 0 0 0 33 40 2 0 0 0 0 33 43 1 0 0 0 0 34 39 2 0 0 0 0 34 44 1 0 0 0 0 41 45 1 0 0 0 0 42 46 1 0 0 0 0 47 57 1 0 0 0 0 48 57 2 0 0 0 0 49 57 2 0 0 0 0 50 58 1 0 0 0 0 51 58 2 0 0 0 0 52 58 2 0 0 0 0 55 57 1 0 0 0 0 56 58 1 0 0 0 0 M CHG 2 43 -1 44 -1 M END $$$$

Physi-Chem Properties

Molecular Weight:	1091.75
Volume:	787.584
LogP:	4.713
LogD:	0.25
LogS:	-2.954
# Rotatable Bonds:	4
TPSA:	281.68
# H-Bond Aceptor:	18
# H-Bond Donor:	4
# Rings:	8
# Heavy Atoms:	24

MedChem Properties

QED Drug-Likeness Score:	0.101
Synthetic Accessibility Score:	6.592
Fsp3:	0.118
Lipinski Rule-of-5:	Rejected
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:	-6.024
MDCK Permeability:	1.0606237083266024e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.998
20% Bioavailability (F20%):	0.998
30% Bioavailability (F30%):	0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	113.25200653076172%
Volume Distribution (VD):	0.002
Pgp-substrate:	0.14098016917705536%

ADMET: Metabolism

CYP1A2-inhibitor:	0.161
CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	0.28
CYP2C19-substrate:	0.049
CYP2C9-inhibitor:	0.892
CYP2C9-substrate:	0.379
CYP2D6-inhibitor:	0.022
CYP2D6-substrate:	0.119
CYP3A4-inhibitor:	0.011
CYP3A4-substrate:	0.199

ADMET: Excretion

Clearance (CL):	0.649
Half-life (T1/2):	0.039

ADMET: Toxicity

hERG Blockers:	0.013
Human Hepatotoxicity (H-HT):	1.0
Drug-inuced Liver Injury (DILI):	0.952
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.938
Maximum Recommended Daily Dose:	0.986
Skin Sensitization:	0.82
Carcinogencity:	0.961
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.937

Download Data

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

Natural Product: NPC475615

Natural Product ID:	NPC475615
*Common Name:**	ZLRBWWMXFRWULT-SRZVMMEESA-L
IUPAC Name:	n.a.
Synonyms:	15,34-O-Disulfatobastadin 7
Standard InCHIKey:	ZLRBWWMXFRWULT-SRZVMMEESA-L
Standard InCHI:	InChI=1S/C34H26Br4N4O14S2.2Na/c35-21-9-17-1-3-27(21)53-29-15-19(11-23(37)31(29)55-57(47,48)49)6-8-40-33(43)25(41-45)13-18-2-4-28(22(36)10-18)54-30-16-20(12-24(38)32(30)56-58(50,51)52)14-26(42-46)34(44)39-7-5-17;;/h1-5,7,9-12,15-16,45-46H,6,8,13-14H2,(H,39,44)(H,40,43)(H,47,48,49)(H,50,51,52);;/q;2*+1/p-2/b7-5+,41-25+,42-26+;;
SMILES:	O/N=C/1Cc2ccc(c(c2)Br)Oc2cc(C/C(=NO)/C(=N/C=C/c3ccc(Oc4cc(CCN=C1[O-])cc(Br)c4OS(=O)(=O)O)c(Br)c3)[O-])cc(c2OS(=O)(=O)O)Br.[Na+].[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL509326
PubChem CID:	44566873 21774469
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds

*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
NPO16920	Ianthella basta	Species	Ianthellidae	Eukaryota	n.a.	Papua New Guinea	n.a.	PMID[2089117]
NPO16920	Ianthella basta	Species	Ianthellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23249297]
NPO16920	Ianthella basta	Species	Ianthellidae	Eukaryota	n.a.	Bismarck archipelago	n.a.	PMID[7623047]
NPO16920	Ianthella basta	Species	Ianthellidae	Eukaryota	n.a.	Papua New Guinea	n.a.	PMID[8904842]
NPO16920	Ianthella basta	Species	Ianthellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8988595]
NPO16920	Ianthella basta	Species	Ianthellidae	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
EC50	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2699	Individual Protein	Ryanodine receptor 1	Oryctolagus cuniculus	EC50	=	13600.0	nM	PMID[529547]

☑ 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 NPC475615 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	538
0.1-0.2	4167
0.2-0.3	13694
0.3-0.4	5616
0.4-0.5	13706
0.5-0.6	4614
0.6-0.7	323
0.7-0.8	11
0.8-0.85	4
0.85-0.9	16
0.9-0.95	7
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9461	High Similarity	NPC144823
0.9333	High Similarity	NPC290534
0.9277	High Similarity	NPC475396
0.9222	High Similarity	NPC301941
0.9222	High Similarity	NPC214188
0.9222	High Similarity	NPC74618
0.9152	High Similarity	NPC225130
0.9042	High Similarity	NPC110454
0.9042	High Similarity	NPC298981
0.9042	High Similarity	NPC207819
0.9042	High Similarity	NPC126128
0.9042	High Similarity	NPC473462
0.9029	High Similarity	NPC469731
0.8982	High Similarity	NPC469979
0.8982	High Similarity	NPC226001
0.8807	High Similarity	NPC469721
0.8728	High Similarity	NPC49172
0.8678	High Similarity	NPC475658
0.8678	High Similarity	NPC473892
0.8663	High Similarity	NPC152205
0.8663	High Similarity	NPC475283
0.8629	High Similarity	NPC82741
0.8629	High Similarity	NPC473409
0.8629	High Similarity	NPC141405
0.8571	High Similarity	NPC471591
0.8523	High Similarity	NPC470951
0.8021	Intermediate Similarity	NPC156055
0.7778	Intermediate Similarity	NPC473738
0.7636	Intermediate Similarity	NPC474128
0.7588	Intermediate Similarity	NPC258222
0.7544	Intermediate Similarity	NPC475432
0.7414	Intermediate Similarity	NPC156311
0.7394	Intermediate Similarity	NPC475132
0.7394	Intermediate Similarity	NPC474587
0.7349	Intermediate Similarity	NPC475293
0.7239	Intermediate Similarity	NPC474091
0.7191	Intermediate Similarity	NPC123848
0.7184	Intermediate Similarity	NPC109968
0.7176	Intermediate Similarity	NPC222039
0.7176	Intermediate Similarity	NPC100478
0.7091	Intermediate Similarity	NPC475735
0.7072	Intermediate Similarity	NPC179250
0.7072	Intermediate Similarity	NPC50380
0.7066	Intermediate Similarity	NPC71888
0.7066	Intermediate Similarity	NPC120114
0.7066	Intermediate Similarity	NPC303993
0.7045	Intermediate Similarity	NPC47672
0.7041	Intermediate Similarity	NPC213471
0.7035	Intermediate Similarity	NPC78530
0.7035	Intermediate Similarity	NPC135349
0.6982	Remote Similarity	NPC309667
0.6954	Remote Similarity	NPC5462
0.6951	Remote Similarity	NPC301713
0.6927	Remote Similarity	NPC233926
0.6889	Remote Similarity	NPC107602
0.6886	Remote Similarity	NPC114102
0.6865	Remote Similarity	NPC90984
0.6845	Remote Similarity	NPC214869
0.6836	Remote Similarity	NPC76412
0.6836	Remote Similarity	NPC471032
0.6836	Remote Similarity	NPC470935
0.68	Remote Similarity	NPC247298
0.6786	Remote Similarity	NPC473724
0.678	Remote Similarity	NPC115144
0.678	Remote Similarity	NPC277857
0.6755	Remote Similarity	NPC164608
0.6726	Remote Similarity	NPC35961
0.6726	Remote Similarity	NPC195749
0.6726	Remote Similarity	NPC52029
0.6723	Remote Similarity	NPC245974
0.6722	Remote Similarity	NPC127402
0.67	Remote Similarity	NPC254581
0.6667	Remote Similarity	NPC25084
0.6667	Remote Similarity	NPC155838
0.6667	Remote Similarity	NPC247639
0.6648	Remote Similarity	NPC470472
0.6627	Remote Similarity	NPC99280
0.6615	Remote Similarity	NPC32064
0.6611	Remote Similarity	NPC182119
0.6608	Remote Similarity	NPC163810
0.6607	Remote Similarity	NPC153990
0.6607	Remote Similarity	NPC186898
0.6607	Remote Similarity	NPC251571
0.6598	Remote Similarity	NPC195538
0.6591	Remote Similarity	NPC286337
0.6571	Remote Similarity	NPC83289
0.6571	Remote Similarity	NPC212850
0.6571	Remote Similarity	NPC189724
0.6564	Remote Similarity	NPC476202
0.6557	Remote Similarity	NPC56635
0.6552	Remote Similarity	NPC204848
0.6552	Remote Similarity	NPC312770
0.6552	Remote Similarity	NPC41473
0.6552	Remote Similarity	NPC160607
0.6552	Remote Similarity	NPC14600
0.655	Remote Similarity	NPC130595
0.655	Remote Similarity	NPC93882
0.6548	Remote Similarity	NPC134431
0.6548	Remote Similarity	NPC156854
0.6548	Remote Similarity	NPC17837
0.6548	Remote Similarity	NPC304630
0.6514	Remote Similarity	NPC299583
0.6512	Remote Similarity	NPC6854
0.6512	Remote Similarity	NPC285078
0.6512	Remote Similarity	NPC313737
0.6508	Remote Similarity	NPC250846
0.6508	Remote Similarity	NPC42549
0.6508	Remote Similarity	NPC240841
0.6508	Remote Similarity	NPC317272
0.6508	Remote Similarity	NPC256012
0.6508	Remote Similarity	NPC268503
0.6497	Remote Similarity	NPC249996
0.6489	Remote Similarity	NPC475393
0.6488	Remote Similarity	NPC110131
0.6484	Remote Similarity	NPC478189
0.6484	Remote Similarity	NPC7398
0.648	Remote Similarity	NPC138083
0.6474	Remote Similarity	NPC218530
0.6453	Remote Similarity	NPC166624
0.645	Remote Similarity	NPC41122
0.645	Remote Similarity	NPC318805
0.6447	Remote Similarity	NPC276120
0.6444	Remote Similarity	NPC71629
0.6444	Remote Similarity	NPC296085
0.6437	Remote Similarity	NPC11147
0.6433	Remote Similarity	NPC210655
0.6433	Remote Similarity	NPC470706
0.6429	Remote Similarity	NPC272463
0.6424	Remote Similarity	NPC263835
0.642	Remote Similarity	NPC296898
0.6416	Remote Similarity	NPC184465
0.6413	Remote Similarity	NPC275027
0.6412	Remote Similarity	NPC202776
0.6395	Remote Similarity	NPC308885
0.6395	Remote Similarity	NPC477804
0.6395	Remote Similarity	NPC255550
0.6386	Remote Similarity	NPC85381
0.6382	Remote Similarity	NPC234069
0.6373	Remote Similarity	NPC475215
0.6373	Remote Similarity	NPC108434
0.6369	Remote Similarity	NPC477799
0.6369	Remote Similarity	NPC477800
0.6369	Remote Similarity	NPC477794
0.6364	Remote Similarity	NPC256369
0.6364	Remote Similarity	NPC268572
0.6364	Remote Similarity	NPC470470
0.6364	Remote Similarity	NPC254610
0.6359	Remote Similarity	NPC52475
0.6358	Remote Similarity	NPC474238
0.6358	Remote Similarity	NPC471953
0.6358	Remote Similarity	NPC474753
0.6358	Remote Similarity	NPC118419
0.635	Remote Similarity	NPC29531
0.635	Remote Similarity	NPC64140
0.635	Remote Similarity	NPC174122
0.6343	Remote Similarity	NPC470471
0.6337	Remote Similarity	NPC227953
0.6337	Remote Similarity	NPC474227
0.633	Remote Similarity	NPC216816
0.6324	Remote Similarity	NPC58661
0.6324	Remote Similarity	NPC18614
0.6324	Remote Similarity	NPC234318
0.6322	Remote Similarity	NPC189482
0.6322	Remote Similarity	NPC131128
0.6322	Remote Similarity	NPC73656
0.6322	Remote Similarity	NPC474134
0.6316	Remote Similarity	NPC172403
0.6316	Remote Similarity	NPC191302
0.631	Remote Similarity	NPC471315
0.631	Remote Similarity	NPC471314
0.6307	Remote Similarity	NPC42793
0.6307	Remote Similarity	NPC167944
0.6307	Remote Similarity	NPC231884
0.6305	Remote Similarity	NPC202866
0.6302	Remote Similarity	NPC477255
0.6296	Remote Similarity	NPC38980
0.6292	Remote Similarity	NPC477838
0.6292	Remote Similarity	NPC260842
0.6292	Remote Similarity	NPC477837
0.6289	Remote Similarity	NPC276890
0.6289	Remote Similarity	NPC317145
0.6289	Remote Similarity	NPC10908
0.6289	Remote Similarity	NPC63646
0.6289	Remote Similarity	NPC115284
0.6289	Remote Similarity	NPC198498
0.6289	Remote Similarity	NPC317439
0.6289	Remote Similarity	NPC76682
0.6289	Remote Similarity	NPC227060
0.6287	Remote Similarity	NPC83279
0.6281	Remote Similarity	NPC8093
0.6281	Remote Similarity	NPC121571
0.6281	Remote Similarity	NPC77435
0.6281	Remote Similarity	NPC259071
0.6275	Remote Similarity	NPC149962
0.6271	Remote Similarity	NPC197045
0.6271	Remote Similarity	NPC193528
0.6271	Remote Similarity	NPC474673
0.627	Remote Similarity	NPC476568
0.6265	Remote Similarity	NPC43275
0.6265	Remote Similarity	NPC38483

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 NPC475615 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	262
0.1-0.2	1013
0.2-0.3	1221
0.3-0.4	3185
0.4-0.5	2537
0.5-0.6	874
0.6-0.7	57
0.7-0.8	1
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
0.7035	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD8095	Phase 1
0.6839	Remote Similarity	NPD6331	Phase 2
0.6667	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD7153	Discontinued
0.6609	Remote Similarity	NPD2161	Phase 2
0.6592	Remote Similarity	NPD4123	Phase 3
0.655	Remote Similarity	NPD2674	Phase 3
0.655	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD4010	Discontinued
0.65	Remote Similarity	NPD4739	Approved
0.6491	Remote Similarity	NPD5718	Phase 2
0.6467	Remote Similarity	NPD3676	Clinical (unspecified phase)
0.6464	Remote Similarity	NPD7526	Approved
0.6464	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6464	Remote Similarity	NPD52	Approved
0.6464	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD6031	Approved
0.6429	Remote Similarity	NPD2922	Phase 1
0.6429	Remote Similarity	NPD6030	Approved
0.6416	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.6413	Remote Similarity	NPD4675	Approved
0.6413	Remote Similarity	NPD4678	Approved
0.6404	Remote Similarity	NPD4162	Approved
0.6402	Remote Similarity	NPD7201	Clinical (unspecified phase)
0.6398	Remote Similarity	NPD5773	Approved
0.6398	Remote Similarity	NPD5772	Approved
0.6395	Remote Similarity	NPD5109	Approved
0.6395	Remote Similarity	NPD3145	Approved
0.6395	Remote Similarity	NPD5111	Phase 2
0.6395	Remote Similarity	NPD5110	Phase 2
0.6395	Remote Similarity	NPD3144	Approved
0.6383	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6359	Remote Similarity	NPD4005	Discontinued
0.6358	Remote Similarity	NPD7477	Discontinued
0.6348	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6339	Remote Similarity	NPD2122	Discontinued
0.6321	Remote Similarity	NPD5602	Clinical (unspecified phase)
0.6307	Remote Similarity	NPD6895	Approved
0.6307	Remote Similarity	NPD6896	Approved
0.6302	Remote Similarity	NPD6687	Approved
0.6302	Remote Similarity	NPD6688	Approved
0.6298	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6292	Remote Similarity	NPD1375	Discontinued
0.6289	Remote Similarity	NPD8252	Approved
0.6289	Remote Similarity	NPD8251	Approved
0.6289	Remote Similarity	NPD8099	Discontinued
0.6272	Remote Similarity	NPD1669	Approved
0.6257	Remote Similarity	NPD4664	Clinical (unspecified phase)
0.6256	Remote Similarity	NPD8156	Discontinued
0.625	Remote Similarity	NPD2653	Approved
0.6243	Remote Similarity	NPD5241	Discontinued
0.6237	Remote Similarity	NPD3296	Phase 1
0.623	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD4083	Discontinued
0.6212	Remote Similarity	NPD2802	Phase 3
0.6211	Remote Similarity	NPD7831	Phase 2
0.6211	Remote Similarity	NPD7833	Phase 2
0.6211	Remote Similarity	NPD7832	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD8070	Approved
0.6207	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD7438	Suspended
0.6203	Remote Similarity	NPD3778	Approved
0.6195	Remote Similarity	NPD2804	Phase 1
0.6167	Remote Similarity	NPD1044	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD6584	Phase 3
0.615	Remote Similarity	NPD8053	Approved
0.615	Remote Similarity	NPD8054	Approved
0.6141	Remote Similarity	NPD1771	Clinical (unspecified phase)
0.6141	Remote Similarity	NPD4584	Approved
0.6138	Remote Similarity	NPD6818	Clinical (unspecified phase)
0.6138	Remote Similarity	NPD7089	Clinical (unspecified phase)
0.6133	Remote Similarity	NPD3060	Approved
0.6129	Remote Similarity	NPD2883	Discontinued
0.6127	Remote Similarity	NPD4993	Discontinued
0.6126	Remote Similarity	NPD4055	Discovery
0.6108	Remote Similarity	NPD3647	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD5283	Phase 1
0.6089	Remote Similarity	NPD7425	Clinical (unspecified phase)
0.6085	Remote Similarity	NPD5722	Discontinued
0.6085	Remote Similarity	NPD5720	Discontinued
0.6073	Remote Similarity	NPD7773	Phase 2
0.6066	Remote Similarity	NPD5084	Clinical (unspecified phase)
0.6057	Remote Similarity	NPD2669	Clinical (unspecified phase)
0.6054	Remote Similarity	NPD7020	Approved
0.6054	Remote Similarity	NPD7019	Approved
0.6053	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6045	Remote Similarity	NPD1558	Phase 1
0.6044	Remote Similarity	NPD4236	Phase 3
0.6044	Remote Similarity	NPD4237	Approved
0.6037	Remote Similarity	NPD821	Approved
0.6033	Remote Similarity	NPD7124	Phase 2
0.6031	Remote Similarity	NPD7802	Discontinued
0.603	Remote Similarity	NPD6996	Clinical (unspecified phase)
0.6022	Remote Similarity	NPD3656	Approved
0.6012	Remote Similarity	NPD6580	Approved
0.6012	Remote Similarity	NPD6581	Approved
0.6011	Remote Similarity	NPD3866	Clinical (unspecified phase)
0.6011	Remote Similarity	NPD5811	Approved
0.601	Remote Similarity	NPD7034	Discontinued
0.6	Remote Similarity	NPD4606	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7608	Discontinued
0.6	Remote Similarity	NPD4108	Discontinued
0.6	Remote Similarity	NPD5641	Discontinued
0.599	Remote Similarity	NPD6788	Approved
0.5989	Remote Similarity	NPD2808	Discontinued
0.5989	Remote Similarity	NPD3531	Approved
0.5989	Remote Similarity	NPD4474	Approved
0.5989	Remote Similarity	NPD3532	Approved
0.5989	Remote Similarity	NPD4475	Approved
0.5989	Remote Similarity	NPD3530	Approved
0.5989	Remote Similarity	NPD7037	Approved
0.5988	Remote Similarity	NPD6583	Phase 3
0.5988	Remote Similarity	NPD6582	Phase 2
0.5988	Remote Similarity	NPD4129	Approved
0.5979	Remote Similarity	NPD4180	Approved
0.5979	Remote Similarity	NPD4179	Approved
0.5978	Remote Similarity	NPD2157	Approved
0.5978	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.5978	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.5977	Remote Similarity	NPD7451	Discontinued
0.5976	Remote Similarity	NPD6830	Clinical (unspecified phase)
0.597	Remote Similarity	NPD7132	Clinical (unspecified phase)
0.596	Remote Similarity	NPD7493	Clinical (unspecified phase)
0.5959	Remote Similarity	NPD5604	Discontinued
0.5957	Remote Similarity	NPD4003	Phase 3
0.5956	Remote Similarity	NPD2458	Approved
0.5956	Remote Similarity	NPD2459	Approved
0.5956	Remote Similarity	NPD2460	Phase 3
0.5954	Remote Similarity	NPD7258	Clinical (unspecified phase)
0.5947	Remote Similarity	NPD6072	Discontinued
0.5943	Remote Similarity	NPD2407	Clinical (unspecified phase)
0.5943	Remote Similarity	NPD1712	Approved
0.5941	Remote Similarity	NPD2423	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD6063	Approved
0.5936	Remote Similarity	NPD2184	Approved
0.5936	Remote Similarity	NPD2183	Approved
0.5931	Remote Similarity	NPD6257	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD6523	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD7261	Clinical (unspecified phase)
0.5922	Remote Similarity	NPD3657	Discovery
0.592	Remote Similarity	NPD3567	Approved
0.592	Remote Similarity	NPD3568	Approved
0.592	Remote Similarity	NPD1770	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD3051	Approved
0.5916	Remote Similarity	NPD7298	Approved
0.5912	Remote Similarity	NPD6380	Phase 1
0.5904	Remote Similarity	NPD6662	Clinical (unspecified phase)
0.5902	Remote Similarity	NPD7291	Discontinued
0.59	Remote Similarity	NPD3920	Phase 2
0.5899	Remote Similarity	NPD554	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD6502	Phase 2
0.5895	Remote Similarity	NPD1009	Approved
0.5894	Remote Similarity	NPD3924	Approved
0.5894	Remote Similarity	NPD3923	Approved
0.5894	Remote Similarity	NPD3922	Approved
0.5894	Remote Similarity	NPD3921	Approved
0.5892	Remote Similarity	NPD3692	Discontinued
0.589	Remote Similarity	NPD8398	Clinical (unspecified phase)
0.5886	Remote Similarity	NPD7905	Discontinued
0.5882	Remote Similarity	NPD2874	Phase 2
0.5882	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.5879	Remote Similarity	NPD1725	Approved
0.5877	Remote Similarity	NPD3541	Clinical (unspecified phase)
0.5876	Remote Similarity	NPD1024	Discontinued
0.5874	Remote Similarity	NPD2843	Phase 2
0.5874	Remote Similarity	NPD2845	Phase 2
0.5873	Remote Similarity	NPD3687	Approved
0.5873	Remote Similarity	NPD3686	Approved
0.587	Remote Similarity	NPD5177	Phase 3
0.5865	Remote Similarity	NPD7125	Discontinued
0.5864	Remote Similarity	NPD4773	Phase 2
0.5864	Remote Similarity	NPD7109	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD980	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD7110	Phase 1
0.5864	Remote Similarity	NPD4772	Phase 2
0.5862	Remote Similarity	NPD7546	Discontinued
0.5855	Remote Similarity	NPD2358	Clinical (unspecified phase)
0.5852	Remote Similarity	NPD2040	Clinical (unspecified phase)
0.5851	Remote Similarity	NPD1351	Approved
0.5851	Remote Similarity	NPD1975	Clinical (unspecified phase)
0.5851	Remote Similarity	NPD1350	Approved
0.5851	Remote Similarity	NPD4319	Phase 2
0.5851	Remote Similarity	NPD1349	Approved
0.5848	Remote Similarity	NPD2667	Approved
0.5848	Remote Similarity	NPD2668	Approved
0.5842	Remote Similarity	NPD7038	Approved
0.5842	Remote Similarity	NPD4017	Approved
0.5842	Remote Similarity	NPD7039	Approved
0.5838	Remote Similarity	NPD2235	Phase 2
0.5838	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.5838	Remote Similarity	NPD2231	Phase 2
0.5829	Remote Similarity	NPD2752	Clinical (unspecified phase)
0.5829	Remote Similarity	NPD3489	Phase 3
0.5829	Remote Similarity	NPD5966	Clinical (unspecified phase)
0.5829	Remote Similarity	NPD6087	Phase 1
0.5825	Remote Similarity	NPD4581	Clinical (unspecified phase)

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