NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	836.42
Volume:	850.55
LogP:	3.2
LogD:	3.336
LogS:	-4.747
# Rotatable Bonds:	15
TPSA:	206.76
# H-Bond Aceptor:	16
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	16

MedChem Properties

QED Drug-Likeness Score:	0.093
Synthetic Accessibility Score:	7.803
Fsp3:	0.568
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:	-4.712
MDCK Permeability:	4.997094947611913e-06
Pgp-inhibitor:	0.992
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.133
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.012
Plasma Protein Binding (PPB):	78.41681671142578%
Volume Distribution (VD):	5.688
Pgp-substrate:	4.480713367462158%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.197
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.045
CYP2C9-inhibitor:	0.181
CYP2C9-substrate:	0.055
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.372
CYP3A4-inhibitor:	0.656
CYP3A4-substrate:	0.286

ADMET: Excretion

Clearance (CL):	9.464
Half-life (T1/2):	0.064

ADMET: Toxicity

hERG Blockers:	0.018
Human Hepatotoxicity (H-HT):	0.841
Drug-inuced Liver Injury (DILI):	0.969
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	1.0
Maximum Recommended Daily Dose:	0.302
Skin Sensitization:	0.015
Carcinogencity:	0.833
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.017

Download Data

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

Natural Product: NPC476830

Natural Product ID:	NPC476830
*Common Name:**	Neohalichondramide
IUPAC Name:	N-[(E)-11-[(14E,24E)-16-hydroxy-10-methoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,14,24,26(29)-octaen-20-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-enyl]-N-methylformamide
Synonyms:	Neohalichondramide
Standard InCHIKey:	WVEACYJDWUEKPP-PDQFFGMUSA-N
Standard InCHI:	InChI=1S/C44H60N4O12/c1-27-13-9-10-17-40-45-33(24-57-40)43-47-34(25-59-43)44-46-32(23-58-44)42(56-8)30(4)35(51)15-11-14-31(50)21-41(53)60-39(27)22-38(55-7)28(2)18-19-36(52)29(3)37(54-6)16-12-20-48(5)26-49/h10-12,14,17,20,23-31,37-39,42,50H,9,13,15-16,18-19,21-22H2,1-8H3/b14-11+,17-10+,20-12+
SMILES:	CC1CC/C=C/C2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C(C(C(=O)C/C=C/C(CC(=O)OC1CC(C(C)CCC(=O)C(C)C(C/C=C/N(C)C=O)OC)OC)O)C)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	11354863
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

*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
NPO17255	Chondrosia corticata	Species	Chondrillidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15568783]
NPO17255	Chondrosia corticata	Species	Chondrillidae	Eukaryota	n.a.	reef slopes on the south side of Cocos Lagoon, Guam	n.a.	PMID[21550239]
NPO17255	Chondrosia corticata	Species	Chondrillidae	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
MIC	4
Others	3

Activity Type	# Activity
Cell Line	1
Organism	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	LC50	=	0.38	ug/ml	PMID[15568783]
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	20	mm	PMID[15568783]
NPT21	Organism	Aspergillus niger	Aspergillus niger	IZ	=	15	mm	PMID[15568783]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	100	ug/ml	PMID[21550239]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	100	ug/ml	PMID[21550239]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	>	100	ug/ml	PMID[21550239]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	>	100	ug/ml	PMID[21550239]

☑ 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 NPC476830 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	258
0.1-0.2	1630
0.2-0.3	8974
0.3-0.4	21711
0.4-0.5	9060
0.5-0.6	969
0.6-0.7	52
0.7-0.8	12
0.8-0.85	1
0.85-0.9	3
0.9-0.95	11
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
0.995	High Similarity	NPC476826
0.995	High Similarity	NPC476831
0.995	High Similarity	NPC476827
0.9802	High Similarity	NPC476828
0.9606	High Similarity	NPC477219
0.9559	High Similarity	NPC37924
0.9512	High Similarity	NPC325683
0.9423	High Similarity	NPC477218
0.9417	High Similarity	NPC476832
0.9375	High Similarity	NPC299035
0.9375	High Similarity	NPC177432
0.933	High Similarity	NPC168135
0.933	High Similarity	NPC322800
0.8431	Intermediate Similarity	NPC476829
0.7273	Intermediate Similarity	NPC314523
0.7273	Intermediate Similarity	NPC58001
0.7227	Intermediate Similarity	NPC477586
0.7227	Intermediate Similarity	NPC477588
0.7227	Intermediate Similarity	NPC477585
0.7227	Intermediate Similarity	NPC477590
0.7143	Intermediate Similarity	NPC477587
0.7143	Intermediate Similarity	NPC477589
0.7091	Intermediate Similarity	NPC208297
0.7091	Intermediate Similarity	NPC224395
0.7054	Intermediate Similarity	NPC258022
0.7039	Intermediate Similarity	NPC30527
0.6968	Remote Similarity	NPC107458
0.6968	Remote Similarity	NPC295653
0.6897	Remote Similarity	NPC49195
0.6864	Remote Similarity	NPC306300
0.6864	Remote Similarity	NPC58112
0.6864	Remote Similarity	NPC88938
0.683	Remote Similarity	NPC48323
0.683	Remote Similarity	NPC289029
0.6805	Remote Similarity	NPC315411
0.6742	Remote Similarity	NPC103452
0.6742	Remote Similarity	NPC199461
0.6742	Remote Similarity	NPC46313
0.6652	Remote Similarity	NPC315872
0.663	Remote Similarity	NPC315061
0.654	Remote Similarity	NPC309919
0.6476	Remote Similarity	NPC211555
0.6473	Remote Similarity	NPC472436
0.6429	Remote Similarity	NPC186452
0.6423	Remote Similarity	NPC102593
0.6423	Remote Similarity	NPC196718
0.6407	Remote Similarity	NPC314222
0.6407	Remote Similarity	NPC196449
0.6392	Remote Similarity	NPC165964
0.6357	Remote Similarity	NPC472435
0.6337	Remote Similarity	NPC314633
0.6308	Remote Similarity	NPC12660
0.6279	Remote Similarity	NPC54983
0.625	Remote Similarity	NPC161801
0.6245	Remote Similarity	NPC258048
0.6211	Remote Similarity	NPC72715
0.6173	Remote Similarity	NPC315804
0.6173	Remote Similarity	NPC313804
0.6133	Remote Similarity	NPC316224
0.6092	Remote Similarity	NPC207620
0.6074	Remote Similarity	NPC477979
0.6073	Remote Similarity	NPC205372
0.607	Remote Similarity	NPC169716
0.6064	Remote Similarity	NPC186351
0.605	Remote Similarity	NPC316403
0.6047	Remote Similarity	NPC472434
0.6008	Remote Similarity	NPC141053
0.6	Remote Similarity	NPC131885
0.5992	Remote Similarity	NPC148889
0.5984	Remote Similarity	NPC182222
0.5975	Remote Similarity	NPC269367
0.5963	Remote Similarity	NPC471979
0.5955	Remote Similarity	NPC473833
0.5945	Remote Similarity	NPC220852
0.5935	Remote Similarity	NPC314270
0.592	Remote Similarity	NPC97746
0.5916	Remote Similarity	NPC63971
0.5916	Remote Similarity	NPC91868
0.5913	Remote Similarity	NPC194740
0.5911	Remote Similarity	NPC328928
0.59	Remote Similarity	NPC58209
0.5894	Remote Similarity	NPC10904
0.5885	Remote Similarity	NPC291609
0.5885	Remote Similarity	NPC75179
0.5882	Remote Similarity	NPC256912
0.5878	Remote Similarity	NPC16066
0.5875	Remote Similarity	NPC240384
0.5875	Remote Similarity	NPC285343
0.5873	Remote Similarity	NPC140296
0.5865	Remote Similarity	NPC475301
0.5865	Remote Similarity	NPC326930
0.5858	Remote Similarity	NPC317572
0.5854	Remote Similarity	NPC85702
0.5853	Remote Similarity	NPC474183
0.5852	Remote Similarity	NPC471978
0.5852	Remote Similarity	NPC230683
0.5846	Remote Similarity	NPC124300
0.5843	Remote Similarity	NPC53534
0.584	Remote Similarity	NPC310618
0.5833	Remote Similarity	NPC472259
0.583	Remote Similarity	NPC152620
0.583	Remote Similarity	NPC312645
0.5827	Remote Similarity	NPC471015
0.5823	Remote Similarity	NPC323969
0.582	Remote Similarity	NPC284888
0.5811	Remote Similarity	NPC181081
0.5811	Remote Similarity	NPC313587
0.5811	Remote Similarity	NPC34319
0.5811	Remote Similarity	NPC316110
0.5811	Remote Similarity	NPC315893
0.5809	Remote Similarity	NPC472286
0.5809	Remote Similarity	NPC472287
0.5805	Remote Similarity	NPC85879
0.5805	Remote Similarity	NPC53255
0.5804	Remote Similarity	NPC14288
0.5804	Remote Similarity	NPC260434
0.5792	Remote Similarity	NPC101350
0.5792	Remote Similarity	NPC470784
0.5784	Remote Similarity	NPC13603
0.5783	Remote Similarity	NPC298436
0.5778	Remote Similarity	NPC185197
0.5777	Remote Similarity	NPC478141
0.5771	Remote Similarity	NPC319232
0.5771	Remote Similarity	NPC24370
0.5765	Remote Similarity	NPC322135
0.5763	Remote Similarity	NPC160100
0.5761	Remote Similarity	NPC287208
0.576	Remote Similarity	NPC128115
0.5759	Remote Similarity	NPC329631
0.5756	Remote Similarity	NPC220408
0.5756	Remote Similarity	NPC18487
0.5753	Remote Similarity	NPC184680
0.5753	Remote Similarity	NPC235685
0.5748	Remote Similarity	NPC244536
0.5744	Remote Similarity	NPC313345
0.5744	Remote Similarity	NPC313796
0.5744	Remote Similarity	NPC315638
0.5744	Remote Similarity	NPC314855
0.5741	Remote Similarity	NPC471013
0.5741	Remote Similarity	NPC148896
0.5741	Remote Similarity	NPC180668
0.5736	Remote Similarity	NPC475619
0.5735	Remote Similarity	NPC209981
0.5732	Remote Similarity	NPC473493
0.5731	Remote Similarity	NPC470785
0.573	Remote Similarity	NPC470042
0.573	Remote Similarity	NPC227824
0.5725	Remote Similarity	NPC166712
0.5725	Remote Similarity	NPC100547
0.572	Remote Similarity	NPC314297
0.572	Remote Similarity	NPC315545
0.5714	Remote Similarity	NPC26543
0.5714	Remote Similarity	NPC123839
0.5709	Remote Similarity	NPC89508
0.5703	Remote Similarity	NPC188400
0.5703	Remote Similarity	NPC95240
0.5703	Remote Similarity	NPC208364
0.5703	Remote Similarity	NPC223409
0.5698	Remote Similarity	NPC324619
0.5698	Remote Similarity	NPC475315
0.5698	Remote Similarity	NPC323752
0.5693	Remote Similarity	NPC67401
0.5692	Remote Similarity	NPC15801
0.5692	Remote Similarity	NPC28945
0.5691	Remote Similarity	NPC146418
0.569	Remote Similarity	NPC187558
0.5686	Remote Similarity	NPC124920
0.5686	Remote Similarity	NPC118559
0.5686	Remote Similarity	NPC34580
0.5686	Remote Similarity	NPC304307
0.5686	Remote Similarity	NPC261251
0.5685	Remote Similarity	NPC143977
0.568	Remote Similarity	NPC303658
0.568	Remote Similarity	NPC315499
0.5676	Remote Similarity	NPC222391
0.5676	Remote Similarity	NPC34770
0.5673	Remote Similarity	NPC478158
0.5673	Remote Similarity	NPC162860
0.566	Remote Similarity	NPC475533
0.5659	Remote Similarity	NPC321592
0.5659	Remote Similarity	NPC54803
0.5659	Remote Similarity	NPC475196
0.5657	Remote Similarity	NPC288987
0.5655	Remote Similarity	NPC203373
0.5654	Remote Similarity	NPC57453
0.5651	Remote Similarity	NPC314882
0.565	Remote Similarity	NPC314834
0.5647	Remote Similarity	NPC214142
0.5638	Remote Similarity	NPC314648
0.5637	Remote Similarity	NPC323198
0.5634	Remote Similarity	NPC14812
0.5633	Remote Similarity	NPC266249
0.563	Remote Similarity	NPC229893
0.5627	Remote Similarity	NPC314254
0.5627	Remote Similarity	NPC313966
0.5625	Remote Similarity	NPC476491
0.5622	Remote Similarity	NPC316297
0.5622	Remote Similarity	NPC314817
0.5622	Remote Similarity	NPC478157
0.5622	Remote Similarity	NPC66191

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 NPC476830 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	166
0.1-0.2	541
0.2-0.3	1660
0.3-0.4	3722
0.4-0.5	2698
0.5-0.6	346
0.6-0.7	16
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
0.6937	Remote Similarity	NPD7896	Approved
0.6652	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD6347	Phase 2
0.649	Remote Similarity	NPD7031	Phase 1
0.6478	Remote Similarity	NPD7853	Phase 2
0.6432	Remote Similarity	NPD7490	Discontinued
0.6382	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6307	Remote Similarity	NPD6974	Phase 3
0.6281	Remote Similarity	NPD7180	Phase 3
0.625	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.6224	Remote Similarity	NPD5443	Clinical (unspecified phase)
0.6223	Remote Similarity	NPD2779	Approved
0.621	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.6208	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6192	Remote Similarity	NPD8370	Discontinued
0.6179	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.6126	Remote Similarity	NPD4368	Phase 2
0.6111	Remote Similarity	NPD5922	Phase 3
0.6111	Remote Similarity	NPD2951	Discontinued
0.6102	Remote Similarity	NPD4394	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD8356	Approved
0.6094	Remote Similarity	NPD2778	Approved
0.6064	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD8430	Approved
0.6059	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD3392	Approved
0.6035	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.6033	Remote Similarity	NPD3945	Discontinued
0.6031	Remote Similarity	NPD8116	Phase 3
0.6031	Remote Similarity	NPD8117	Approved
0.6017	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6008	Remote Similarity	NPD6169	Phase 1
0.6008	Remote Similarity	NPD8463	Approved
0.6	Remote Similarity	NPD4958	Clinical (unspecified phase)
0.5992	Remote Similarity	NPD5866	Approved
0.5985	Remote Similarity	NPD8246	Approved
0.5985	Remote Similarity	NPD8247	Approved
0.5977	Remote Similarity	NPD3801	Clinical (unspecified phase)
0.5977	Remote Similarity	NPD8324	Phase 2
0.5969	Remote Similarity	NPD7022	Phase 2
0.5957	Remote Similarity	NPD6857	Phase 3
0.5951	Remote Similarity	NPD8479	Phase 2
0.5947	Remote Similarity	NPD5532	Phase 2
0.5945	Remote Similarity	NPD4373	Phase 2
0.5943	Remote Similarity	NPD5293	Phase 2
0.5943	Remote Similarity	NPD1638	Discovery
0.5941	Remote Similarity	NPD3507	Phase 2
0.5918	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.5907	Remote Similarity	NPD6716	Phase 1
0.5904	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.5896	Remote Similarity	NPD3263	Phase 3
0.5894	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.5891	Remote Similarity	NPD5908	Clinical (unspecified phase)
0.5891	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.5889	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.5889	Remote Similarity	NPD5924	Discontinued
0.5889	Remote Similarity	NPD1659	Phase 1
0.5889	Remote Similarity	NPD4952	Phase 3
0.5887	Remote Similarity	NPD5850	Phase 3
0.5866	Remote Similarity	NPD1867	Approved
0.5851	Remote Similarity	NPD1955	Discontinued
0.5851	Remote Similarity	NPD4392	Phase 2
0.5833	Remote Similarity	NPD5640	Discontinued
0.5827	Remote Similarity	NPD1480	Clinical (unspecified phase)
0.5824	Remote Similarity	NPD6495	Clinical (unspecified phase)
0.581	Remote Similarity	NPD7994	Phase 2
0.5806	Remote Similarity	NPD7878	Phase 2
0.5797	Remote Similarity	NPD7053	Clinical (unspecified phase)
0.5795	Remote Similarity	NPD4369	Phase 2
0.5789	Remote Similarity	NPD8160	Phase 2
0.5785	Remote Similarity	NPD4322	Discontinued
0.5784	Remote Similarity	NPD8255	Phase 2
0.5781	Remote Similarity	NPD772	Phase 3
0.5775	Remote Similarity	NPD3006	Discontinued
0.5768	Remote Similarity	NPD6252	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD5479	Discontinued
0.5759	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.5748	Remote Similarity	NPD4086	Phase 1
0.5748	Remote Similarity	NPD3259	Approved
0.5747	Remote Similarity	NPD7417	Discontinued
0.5742	Remote Similarity	NPD6962	Phase 2
0.5741	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.5736	Remote Similarity	NPD3074	Discontinued
0.573	Remote Similarity	NPD5857	Phase 3
0.5725	Remote Similarity	NPD8104	Phase 3
0.572	Remote Similarity	NPD8375	Approved
0.572	Remote Similarity	NPD5817	Discontinued
0.572	Remote Similarity	NPD7796	Approved
0.572	Remote Similarity	NPD7797	Approved
0.572	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD5482	Discontinued
0.5714	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.5709	Remote Similarity	NPD5887	Clinical (unspecified phase)
0.5709	Remote Similarity	NPD1927	Discontinued
0.5708	Remote Similarity	NPD4334	Discontinued
0.5691	Remote Similarity	NPD7703	Clinical (unspecified phase)
0.5691	Remote Similarity	NPD5416	Discontinued
0.5687	Remote Similarity	NPD6790	Phase 1
0.5685	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.5681	Remote Similarity	NPD1505	Phase 2
0.5677	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.5668	Remote Similarity	NPD8096	Phase 3
0.5668	Remote Similarity	NPD8097	Phase 3
0.565	Remote Similarity	NPD1166	Clinical (unspecified phase)
0.5649	Remote Similarity	NPD7886	Phase 2
0.5649	Remote Similarity	NPD7885	Phase 2
0.5647	Remote Similarity	NPD8289	Discontinued
0.5642	Remote Similarity	NPD8374	Phase 3
0.5638	Remote Similarity	NPD7712	Clinical (unspecified phase)
0.5628	Remote Similarity	NPD7470	Discontinued
0.5627	Remote Similarity	NPD5499	Approved
0.5622	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.562	Remote Similarity	NPD5461	Discontinued
0.562	Remote Similarity	NPD7688	Phase 1
0.5618	Remote Similarity	NPD1936	Clinical (unspecified phase)
0.5618	Remote Similarity	NPD6231	Phase 3
0.5618	Remote Similarity	NPD5632	Approved
0.5615	Remote Similarity	NPD8329	Phase 3
0.5615	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD7001	Phase 3
0.5609	Remote Similarity	NPD8049	Phase 2
0.5608	Remote Similarity	NPD3925	Approved
0.5605	Remote Similarity	NPD7605	Discovery
0.5603	Remote Similarity	NPD7710	Clinical (unspecified phase)
0.5602	Remote Similarity	NPD5488	Discontinued

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