NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	1008.55
Volume:	989.963
LogP:	4.654
LogD:	3.884
LogS:	-4.319
# Rotatable Bonds:	15
TPSA:	294.35
# H-Bond Aceptor:	21
# H-Bond Donor:	7
# Rings:	5
# Heavy Atoms:	21

MedChem Properties

QED Drug-Likeness Score:	0.079
Synthetic Accessibility Score:	7.416
Fsp3:	0.939
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:	-5.437
MDCK Permeability:	0.0001882483484223485
Pgp-inhibitor:	0.989
Pgp-substrate:	0.998
Human Intestinal Absorption (HIA):	0.764
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	0.452

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009
Plasma Protein Binding (PPB):	92.70258331298828%
Volume Distribution (VD):	0.682
Pgp-substrate:	6.900276184082031%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.093
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.058
CYP2C9-inhibitor:	0.05
CYP2C9-substrate:	0.011
CYP2D6-inhibitor:	0.079
CYP2D6-substrate:	0.012
CYP3A4-inhibitor:	0.51
CYP3A4-substrate:	0.041

ADMET: Excretion

Clearance (CL):	1.0
Half-life (T1/2):	0.712

ADMET: Toxicity

hERG Blockers:	0.899
Human Hepatotoxicity (H-HT):	0.737
Drug-inuced Liver Injury (DILI):	0.66
AMES Toxicity:	0.089
Rat Oral Acute Toxicity:	0.211
Maximum Recommended Daily Dose:	0.001
Skin Sensitization:	0.429
Carcinogencity:	0.042
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.127

Download Data

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

Natural Product: NPC477344

Natural Product ID:	NPC477344
*Common Name:**	Tyrianthin 6
IUPAC Name:	[(2R,3S,4R,5R,6S)-6-[[(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,29R,30S,31S,33R)-33-butanoyloxy-4,5,11,12-tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-30-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] 2-methylbutanoate
Synonyms:	Tyrianthin 6
Standard InCHIKey:	SRKLMZZXYWBRGB-UCVWQDRLSA-N
Standard InCHI:	InChI=1S/C49H84O21/c1-8-11-17-21-29-22-18-15-13-12-14-16-19-23-32(52)65-43-40(68-46-38(58)37(57)39(27(6)61-46)67-45(59)25(4)10-3)28(7)62-49(44(43)66-31(51)20-9-2)70-42-36(56)34(54)30(24-50)64-48(42)69-41-35(55)33(53)26(5)60-47(41)63-29/h25-30,33-44,46-50,53-58H,8-24H2,1-7H3/t25?,26-,27-,28+,29?,30-,33-,34-,35+,36+,37-,38-,39-,40+,41-,42-,43-,44-,46+,47+,48+,49+/m1/s1
SMILES:	CCCCCC1CCCCCCCCCC(=O)O[C@@H]2[C@H]([C@@H](O[C@H]([C@@H]2OC(=O)CCC)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@@H]4[C@H]([C@@H]([C@H](O[C@H]4O1)C)O)O)CO)O)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)OC(=O)C(C)CC)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	16216154
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0000198] Oligosaccharides

*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
NPO4441	Ipomoea tyrianthina	Species	Convolvulaceae	Eukaryota	roots	n.a.	n.a.	PMID[17309299]
NPO4441	Ipomoea tyrianthina	Species	Convolvulaceae	Eukaryota	Roots	states of Puebla, Morelos, and Distrito Federal, Mexico	2000-2005	PMID[18826278]
NPO4441	Ipomoea tyrianthina	Species	Convolvulaceae	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
Others	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	88	%	PMID[17309299]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	33.33	%	PMID[17309299]

☑ 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 NPC477344 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	612
0.1-0.2	4080
0.2-0.3	12839
0.3-0.4	11734
0.4-0.5	7689
0.5-0.6	3795
0.6-0.7	1472
0.7-0.8	368
0.8-0.85	23
0.85-0.9	8
0.9-0.95	26
0.95-1	51

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC158302
1.0	High Similarity	NPC294748
1.0	High Similarity	NPC146992
1.0	High Similarity	NPC22742
1.0	High Similarity	NPC85759
1.0	High Similarity	NPC477346
0.9733	High Similarity	NPC126685
0.9733	High Similarity	NPC44782
0.9733	High Similarity	NPC472200
0.9733	High Similarity	NPC307400
0.9733	High Similarity	NPC186992
0.9733	High Similarity	NPC119583
0.9733	High Similarity	NPC472201
0.9733	High Similarity	NPC297768
0.9733	High Similarity	NPC477318
0.9733	High Similarity	NPC115013
0.9733	High Similarity	NPC238056
0.9733	High Similarity	NPC184915
0.9733	High Similarity	NPC259294
0.9733	High Similarity	NPC477317
0.9733	High Similarity	NPC477347
0.9733	High Similarity	NPC472202
0.9733	High Similarity	NPC169345
0.9733	High Similarity	NPC472205
0.9733	High Similarity	NPC173328
0.9733	High Similarity	NPC475270
0.9733	High Similarity	NPC183888
0.9733	High Similarity	NPC477319
0.9733	High Similarity	NPC290012
0.9733	High Similarity	NPC475327
0.9733	High Similarity	NPC475667
0.9733	High Similarity	NPC476087
0.9733	High Similarity	NPC472204
0.9733	High Similarity	NPC477331
0.9733	High Similarity	NPC472203
0.9733	High Similarity	NPC269318
0.9733	High Similarity	NPC89843
0.9733	High Similarity	NPC143421
0.9733	High Similarity	NPC224953
0.9733	High Similarity	NPC123204
0.9733	High Similarity	NPC27289
0.96	High Similarity	NPC267592
0.9589	High Similarity	NPC477350
0.9481	High Similarity	NPC477332
0.9481	High Similarity	NPC472352
0.9481	High Similarity	NPC60849
0.9459	High Similarity	NPC476782
0.9459	High Similarity	NPC476781
0.9459	High Similarity	NPC476783
0.9459	High Similarity	NPC216883
0.9333	High Similarity	NPC477325
0.9333	High Similarity	NPC281563
0.9333	High Similarity	NPC475425
0.9333	High Similarity	NPC477328
0.9333	High Similarity	NPC477326
0.9333	High Similarity	NPC113745
0.9333	High Similarity	NPC477320
0.9333	High Similarity	NPC146380
0.9333	High Similarity	NPC477329
0.9333	High Similarity	NPC477323
0.9333	High Similarity	NPC109887
0.9333	High Similarity	NPC477330
0.9178	High Similarity	NPC169085
0.9178	High Similarity	NPC163812
0.9178	High Similarity	NPC225748
0.9178	High Similarity	NPC39266
0.9178	High Similarity	NPC206823
0.9178	High Similarity	NPC9763
0.8904	High Similarity	NPC53760
0.8904	High Similarity	NPC52268
0.8767	High Similarity	NPC211428
0.8767	High Similarity	NPC241265
0.8767	High Similarity	NPC285003
0.8667	High Similarity	NPC308096
0.8667	High Similarity	NPC291228
0.863	High Similarity	NPC97736
0.863	High Similarity	NPC250619
0.863	High Similarity	NPC50228
0.863	High Similarity	NPC67099
0.8533	High Similarity	NPC184550
0.8533	High Similarity	NPC185419
0.8493	Intermediate Similarity	NPC206601
0.8391	Intermediate Similarity	NPC477348
0.8391	Intermediate Similarity	NPC238264
0.8391	Intermediate Similarity	NPC477345
0.8219	Intermediate Similarity	NPC471760
0.8219	Intermediate Similarity	NPC190418
0.8219	Intermediate Similarity	NPC76881
0.8219	Intermediate Similarity	NPC12040
0.8219	Intermediate Similarity	NPC471761
0.8202	Intermediate Similarity	NPC475375
0.8202	Intermediate Similarity	NPC473765
0.8202	Intermediate Similarity	NPC475593
0.8202	Intermediate Similarity	NPC475164
0.8202	Intermediate Similarity	NPC475525
0.8202	Intermediate Similarity	NPC475241
0.8202	Intermediate Similarity	NPC473605
0.8202	Intermediate Similarity	NPC476066
0.8202	Intermediate Similarity	NPC475540
0.8171	Intermediate Similarity	NPC248415
0.8161	Intermediate Similarity	NPC477349
0.7978	Intermediate Similarity	NPC163409
0.7978	Intermediate Similarity	NPC44682
0.7945	Intermediate Similarity	NPC325773
0.7907	Intermediate Similarity	NPC51662
0.7867	Intermediate Similarity	NPC477752
0.7867	Intermediate Similarity	NPC477756
0.7867	Intermediate Similarity	NPC477751
0.7867	Intermediate Similarity	NPC477764
0.7763	Intermediate Similarity	NPC477758
0.7763	Intermediate Similarity	NPC477761
0.7763	Intermediate Similarity	NPC477759
0.7763	Intermediate Similarity	NPC477754
0.7763	Intermediate Similarity	NPC477760
0.7671	Intermediate Similarity	NPC477763
0.7671	Intermediate Similarity	NPC477762
0.7671	Intermediate Similarity	NPC477755
0.7671	Intermediate Similarity	NPC477750
0.7671	Intermediate Similarity	NPC477753
0.7671	Intermediate Similarity	NPC477757
0.7647	Intermediate Similarity	NPC473500
0.7647	Intermediate Similarity	NPC156089
0.7647	Intermediate Similarity	NPC470313
0.7647	Intermediate Similarity	NPC38295
0.76	Intermediate Similarity	NPC6848
0.7586	Intermediate Similarity	NPC470657
0.75	Intermediate Similarity	NPC31349
0.75	Intermediate Similarity	NPC314364
0.7449	Intermediate Similarity	NPC126753
0.7423	Intermediate Similarity	NPC469827
0.7412	Intermediate Similarity	NPC21693
0.7412	Intermediate Similarity	NPC236649
0.7397	Intermediate Similarity	NPC317023
0.7374	Intermediate Similarity	NPC207693
0.7349	Intermediate Similarity	NPC474003
0.7312	Intermediate Similarity	NPC215570
0.73	Intermediate Similarity	NPC22709
0.7273	Intermediate Similarity	NPC287269
0.726	Intermediate Similarity	NPC472025
0.7245	Intermediate Similarity	NPC231271
0.7245	Intermediate Similarity	NPC470519
0.7228	Intermediate Similarity	NPC470622
0.7228	Intermediate Similarity	NPC471431
0.7222	Intermediate Similarity	NPC470009
0.7216	Intermediate Similarity	NPC310031
0.7216	Intermediate Similarity	NPC80191
0.72	Intermediate Similarity	NPC469826
0.7172	Intermediate Similarity	NPC184805
0.7172	Intermediate Similarity	NPC273189
0.7159	Intermediate Similarity	NPC288471
0.7158	Intermediate Similarity	NPC472273
0.7129	Intermediate Similarity	NPC228190
0.7129	Intermediate Similarity	NPC236753
0.7129	Intermediate Similarity	NPC469825
0.7123	Intermediate Similarity	NPC148424
0.7113	Intermediate Similarity	NPC476611
0.71	Intermediate Similarity	NPC471430
0.71	Intermediate Similarity	NPC40716
0.71	Intermediate Similarity	NPC475234
0.71	Intermediate Similarity	NPC138219
0.71	Intermediate Similarity	NPC475630
0.7097	Intermediate Similarity	NPC320089
0.7087	Intermediate Similarity	NPC157571
0.7083	Intermediate Similarity	NPC471375
0.7083	Intermediate Similarity	NPC209798
0.7083	Intermediate Similarity	NPC471374
0.7079	Intermediate Similarity	NPC83839
0.7071	Intermediate Similarity	NPC267637
0.7067	Intermediate Similarity	NPC470363
0.7053	Intermediate Similarity	NPC143446
0.7041	Intermediate Similarity	NPC94919
0.703	Intermediate Similarity	NPC471626
0.703	Intermediate Similarity	NPC92890
0.703	Intermediate Similarity	NPC262567
0.703	Intermediate Similarity	NPC202898
0.703	Intermediate Similarity	NPC475319
0.703	Intermediate Similarity	NPC473688
0.703	Intermediate Similarity	NPC231566
0.7019	Intermediate Similarity	NPC473826
0.7019	Intermediate Similarity	NPC251263
0.7019	Intermediate Similarity	NPC192600
0.7019	Intermediate Similarity	NPC151543
0.7019	Intermediate Similarity	NPC219180
0.7019	Intermediate Similarity	NPC114287
0.7019	Intermediate Similarity	NPC174720
0.7019	Intermediate Similarity	NPC166422
0.7019	Intermediate Similarity	NPC241909
0.7019	Intermediate Similarity	NPC309714
0.7019	Intermediate Similarity	NPC114304
0.7019	Intermediate Similarity	NPC46665
0.7019	Intermediate Similarity	NPC475287
0.7019	Intermediate Similarity	NPC295823
0.7019	Intermediate Similarity	NPC323341
0.7019	Intermediate Similarity	NPC155410
0.7019	Intermediate Similarity	NPC133818
0.7019	Intermediate Similarity	NPC475467
0.701	Intermediate Similarity	NPC471426
0.701	Intermediate Similarity	NPC471428
0.701	Intermediate Similarity	NPC51579
0.701	Intermediate Similarity	NPC471427

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 NPC477344 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	664
0.1-0.2	4052
0.2-0.3	2992
0.3-0.4	877
0.4-0.5	362
0.5-0.6	148
0.6-0.7	53
0.7-0.8	1
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
0.8025	Intermediate Similarity	NPD7329	Approved
0.7671	Intermediate Similarity	NPD6123	Approved
0.7073	Intermediate Similarity	NPD3181	Approved
0.69	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD898	Approved
0.6875	Remote Similarity	NPD896	Approved
0.6875	Remote Similarity	NPD897	Approved
0.6869	Remote Similarity	NPD8084	Approved
0.6869	Remote Similarity	NPD8082	Approved
0.6869	Remote Similarity	NPD8086	Approved
0.6869	Remote Similarity	NPD8083	Approved
0.6869	Remote Similarity	NPD8139	Approved
0.6869	Remote Similarity	NPD8085	Approved
0.6869	Remote Similarity	NPD8138	Approved
0.6857	Remote Similarity	NPD8133	Approved
0.6849	Remote Similarity	NPD7346	Approved
0.6849	Remote Similarity	NPD3728	Approved
0.6849	Remote Similarity	NPD3730	Approved
0.6832	Remote Similarity	NPD8393	Approved
0.68	Remote Similarity	NPD8275	Approved
0.68	Remote Similarity	NPD8276	Approved
0.6733	Remote Similarity	NPD8081	Approved
0.6712	Remote Similarity	NPD891	Phase 3
0.6712	Remote Similarity	NPD888	Phase 3
0.6712	Remote Similarity	NPD890	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD892	Phase 3
0.6712	Remote Similarity	NPD893	Approved
0.6709	Remote Similarity	NPD7909	Approved
0.6667	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3669	Approved
0.6667	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6602	Remote Similarity	NPD8307	Discontinued
0.6602	Remote Similarity	NPD8140	Approved
0.6575	Remote Similarity	NPD2269	Approved
0.6476	Remote Similarity	NPD8306	Approved
0.6476	Remote Similarity	NPD8305	Approved
0.6444	Remote Similarity	NPD1780	Approved
0.6444	Remote Similarity	NPD1779	Approved
0.6438	Remote Similarity	NPD904	Phase 3
0.6438	Remote Similarity	NPD905	Approved
0.6429	Remote Similarity	NPD8517	Approved
0.6429	Remote Similarity	NPD8515	Approved
0.6429	Remote Similarity	NPD8516	Approved
0.6415	Remote Similarity	NPD8087	Discontinued
0.6392	Remote Similarity	NPD8171	Discontinued
0.6381	Remote Similarity	NPD6686	Approved
0.6373	Remote Similarity	NPD7140	Approved
0.6373	Remote Similarity	NPD7139	Approved
0.6373	Remote Similarity	NPD7141	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD8513	Phase 3
0.6267	Remote Similarity	NPD894	Approved
0.6267	Remote Similarity	NPD889	Approved
0.6267	Remote Similarity	NPD887	Approved
0.6267	Remote Similarity	NPD895	Approved
0.6234	Remote Similarity	NPD2267	Suspended
0.6195	Remote Similarity	NPD8347	Approved
0.6195	Remote Similarity	NPD8346	Approved
0.6195	Remote Similarity	NPD8345	Approved
0.6186	Remote Similarity	NPD6698	Approved
0.6186	Remote Similarity	NPD46	Approved
0.6174	Remote Similarity	NPD8328	Phase 3
0.6173	Remote Similarity	NPD8961	Approved
0.6132	Remote Similarity	NPD6412	Phase 2
0.6071	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD8300	Approved
0.6058	Remote Similarity	NPD8301	Approved
0.6027	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD1811	Approved
0.6023	Remote Similarity	NPD1810	Approved
0.6019	Remote Similarity	NPD6941	Approved
0.5982	Remote Similarity	NPD6940	Discontinued
0.5974	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.596	Remote Similarity	NPD7983	Approved
0.5949	Remote Similarity	NPD369	Approved
0.5934	Remote Similarity	NPD4802	Phase 2
0.5934	Remote Similarity	NPD4238	Approved
0.5922	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.5812	Remote Similarity	NPD8080	Discontinued
0.5794	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5794	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD7829	Approved
0.5763	Remote Similarity	NPD7830	Approved
0.5753	Remote Similarity	NPD9000	Phase 3
0.5753	Remote Similarity	NPD8999	Phase 3
0.5753	Remote Similarity	NPD8998	Phase 2
0.5753	Remote Similarity	NPD8997	Approved
0.5753	Remote Similarity	NPD8993	Phase 1
0.575	Remote Similarity	NPD8448	Approved
0.575	Remote Similarity	NPD8959	Approved
0.5743	Remote Similarity	NPD1446	Phase 3
0.5743	Remote Similarity	NPD1447	Phase 3
0.5738	Remote Similarity	NPD8391	Approved
0.5738	Remote Similarity	NPD8392	Approved
0.5738	Remote Similarity	NPD8390	Approved
0.5728	Remote Similarity	NPD6428	Approved
0.5726	Remote Similarity	NPD8444	Approved
0.5714	Remote Similarity	NPD8299	Approved
0.5714	Remote Similarity	NPD8341	Approved
0.5714	Remote Similarity	NPD8340	Approved
0.5714	Remote Similarity	NPD8342	Approved
0.5682	Remote Similarity	NPD2686	Approved
0.5682	Remote Similarity	NPD2687	Approved
0.5682	Remote Similarity	NPD2254	Approved
0.5667	Remote Similarity	NPD8451	Approved
0.5667	Remote Similarity	NPD7507	Approved
0.5657	Remote Similarity	NPD618	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD8377	Approved
0.5641	Remote Similarity	NPD8294	Approved
0.5625	Remote Similarity	NPD73	Approved
0.5619	Remote Similarity	NPD2255	Approved
0.5616	Remote Similarity	NPD2699	Approved
0.561	Remote Similarity	NPD3198	Approved
0.5604	Remote Similarity	NPD2257	Approved
0.5603	Remote Similarity	NPD7641	Discontinued
0.56	Remote Similarity	NPD8966	Approved
0.56	Remote Similarity	NPD8965	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