NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	336.27
Volume:	381.677
LogP:	6.928
LogD:	4.038
LogS:	-6.285
# Rotatable Bonds:	15
TPSA:	35.53
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.268
Synthetic Accessibility Score:	3.252
Fsp3:	0.762
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.875
MDCK Permeability:	1.6454465367132798e-05
Pgp-inhibitor:	0.41
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.998
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.612
Plasma Protein Binding (PPB):	99.02055358886719%
Volume Distribution (VD):	1.463
Pgp-substrate:	1.55850088596344%

ADMET: Metabolism

CYP1A2-inhibitor:	0.186
CYP1A2-substrate:	0.211
CYP2C19-inhibitor:	0.408
CYP2C19-substrate:	0.107
CYP2C9-inhibitor:	0.18
CYP2C9-substrate:	0.471
CYP2D6-inhibitor:	0.031
CYP2D6-substrate:	0.049
CYP3A4-inhibitor:	0.273
CYP3A4-substrate:	0.149

ADMET: Excretion

Clearance (CL):	3.221
Half-life (T1/2):	0.085

ADMET: Toxicity

hERG Blockers:	0.017
Human Hepatotoxicity (H-HT):	0.019
Drug-inuced Liver Injury (DILI):	0.134
AMES Toxicity:	0.048
Rat Oral Acute Toxicity:	0.382
Maximum Recommended Daily Dose:	0.891
Skin Sensitization:	0.963
Carcinogencity:	0.112
Eye Corrosion:	0.659
Eye Irritation:	0.957
Respiratory Toxicity:	0.951

Download Data

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

Natural Product: NPC329826

Natural Product ID:	NPC329826
*Common Name:**	Subamolide C
IUPAC Name:	3-(1-methoxypentadecyl)-5-methylidenefuran-2-one
Synonyms:	Subamolide C
Standard InCHIKey:	MRQIXVNNGPNWED-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H36O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20(23-3)19-17-18(2)24-21(19)22/h17,20H,2,4-16H2,1,3H3
SMILES:	CCCCCCCCCCCCCCC(C1=CC(=C)OC1=O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	16104908
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001983] Dihydrofurans [CHEMONTID:0001982] Furanones [CHEMONTID:0002223] Butenolides

*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
NPO10900	Cinnamomum subavenium	Species	Lauraceae	Eukaryota	stems	Wulai Hsiang, Taipei County, Taiwan	2005-MAY	PMID[17253858]
NPO10900	Cinnamomum subavenium	Species	Lauraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[23025417]
NPO10900	Cinnamomum subavenium	Species	Lauraceae	Eukaryota	stem bark	Laifeng, Hubei Province, China	2012-JUL	PMID[26087384]
NPO10900	Cinnamomum subavenium	Species	Lauraceae	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	16

Activity Type	# Activity
Cell Line	16

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	6.1	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	11	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	34.6	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	38.8	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	44.4	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	47.6	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	44.5	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	47.8	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	45.8	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	41.2	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	43.1	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	33	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	9.8	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	11.3	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	12.4	%	PMID[17253858]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	19.3	%	PMID[17253858]

☑ 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 NPC329826 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	191
0.1-0.2	1533
0.2-0.3	7140
0.3-0.4	15974
0.4-0.5	11332
0.5-0.6	4506
0.6-0.7	1626
0.7-0.8	385
0.8-0.85	3
0.85-0.9	5
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC469414
0.8857	High Similarity	NPC218477
0.875	High Similarity	NPC84038
0.863	High Similarity	NPC474705
0.8493	Intermediate Similarity	NPC186531
0.8378	Intermediate Similarity	NPC144419
0.825	Intermediate Similarity	NPC475947
0.8056	Intermediate Similarity	NPC248125
0.8	Intermediate Similarity	NPC471325
0.7952	Intermediate Similarity	NPC469483
0.7949	Intermediate Similarity	NPC68156
0.7917	Intermediate Similarity	NPC133904
0.7887	Intermediate Similarity	NPC210303
0.7887	Intermediate Similarity	NPC44343
0.7887	Intermediate Similarity	NPC179087
0.7848	Intermediate Similarity	NPC128276
0.7821	Intermediate Similarity	NPC123360
0.7792	Intermediate Similarity	NPC140287
0.7792	Intermediate Similarity	NPC476355
0.7792	Intermediate Similarity	NPC474758
0.7778	Intermediate Similarity	NPC42470
0.7763	Intermediate Similarity	NPC163003
0.7763	Intermediate Similarity	NPC112983
0.7763	Intermediate Similarity	NPC162571
0.775	Intermediate Similarity	NPC178277
0.7746	Intermediate Similarity	NPC151648
0.7733	Intermediate Similarity	NPC475004
0.7733	Intermediate Similarity	NPC494
0.7722	Intermediate Similarity	NPC97516
0.7722	Intermediate Similarity	NPC57744
0.7711	Intermediate Similarity	NPC163093
0.7703	Intermediate Similarity	NPC472266
0.7703	Intermediate Similarity	NPC203335
0.7692	Intermediate Similarity	NPC260396
0.7683	Intermediate Similarity	NPC329829
0.7683	Intermediate Similarity	NPC11332
0.7683	Intermediate Similarity	NPC94875
0.7683	Intermediate Similarity	NPC145914
0.7683	Intermediate Similarity	NPC65930
0.7683	Intermediate Similarity	NPC473529
0.7683	Intermediate Similarity	NPC180363
0.7683	Intermediate Similarity	NPC73310
0.7683	Intermediate Similarity	NPC473780
0.7683	Intermediate Similarity	NPC131002
0.7683	Intermediate Similarity	NPC473712
0.7683	Intermediate Similarity	NPC475159
0.7671	Intermediate Similarity	NPC182794
0.7662	Intermediate Similarity	NPC146583
0.7654	Intermediate Similarity	NPC47653
0.7654	Intermediate Similarity	NPC474510
0.7632	Intermediate Similarity	NPC64234
0.7632	Intermediate Similarity	NPC37929
0.7619	Intermediate Similarity	NPC471567
0.7619	Intermediate Similarity	NPC477014
0.7619	Intermediate Similarity	NPC120398
0.7619	Intermediate Similarity	NPC477013
0.7606	Intermediate Similarity	NPC143857
0.7606	Intermediate Similarity	NPC229252
0.76	Intermediate Similarity	NPC474823
0.7595	Intermediate Similarity	NPC27205
0.759	Intermediate Similarity	NPC144415
0.759	Intermediate Similarity	NPC475989
0.759	Intermediate Similarity	NPC170377
0.759	Intermediate Similarity	NPC253801
0.7564	Intermediate Similarity	NPC227396
0.7558	Intermediate Similarity	NPC469653
0.7558	Intermediate Similarity	NPC475902
0.7558	Intermediate Similarity	NPC469628
0.7558	Intermediate Similarity	NPC471047
0.7558	Intermediate Similarity	NPC469631
0.7558	Intermediate Similarity	NPC475906
0.7531	Intermediate Similarity	NPC264227
0.7531	Intermediate Similarity	NPC471299
0.7531	Intermediate Similarity	NPC472965
0.7531	Intermediate Similarity	NPC63649
0.7531	Intermediate Similarity	NPC270126
0.7529	Intermediate Similarity	NPC261721
0.7529	Intermediate Similarity	NPC477015
0.75	Intermediate Similarity	NPC474760
0.75	Intermediate Similarity	NPC193396
0.75	Intermediate Similarity	NPC171204
0.75	Intermediate Similarity	NPC125365
0.75	Intermediate Similarity	NPC41780
0.75	Intermediate Similarity	NPC156804
0.75	Intermediate Similarity	NPC474818
0.75	Intermediate Similarity	NPC41856
0.75	Intermediate Similarity	NPC51809
0.75	Intermediate Similarity	NPC187568
0.75	Intermediate Similarity	NPC232812
0.75	Intermediate Similarity	NPC176329
0.75	Intermediate Similarity	NPC49302
0.75	Intermediate Similarity	NPC476028
0.75	Intermediate Similarity	NPC141789
0.75	Intermediate Similarity	NPC32944
0.7471	Intermediate Similarity	NPC14901
0.7471	Intermediate Similarity	NPC130359
0.7471	Intermediate Similarity	NPC95364
0.7471	Intermediate Similarity	NPC142159
0.747	Intermediate Similarity	NPC475690
0.747	Intermediate Similarity	NPC85772
0.747	Intermediate Similarity	NPC173609
0.747	Intermediate Similarity	NPC35556
0.7468	Intermediate Similarity	NPC329852
0.7467	Intermediate Similarity	NPC225272
0.7442	Intermediate Similarity	NPC478144
0.7442	Intermediate Similarity	NPC178215
0.7439	Intermediate Similarity	NPC281132
0.7436	Intermediate Similarity	NPC269206
0.7436	Intermediate Similarity	NPC58956
0.7436	Intermediate Similarity	NPC295633
0.7436	Intermediate Similarity	NPC287878
0.7416	Intermediate Similarity	NPC248193
0.7412	Intermediate Similarity	NPC9678
0.7412	Intermediate Similarity	NPC197903
0.7412	Intermediate Similarity	NPC322529
0.7412	Intermediate Similarity	NPC82795
0.7412	Intermediate Similarity	NPC107986
0.7412	Intermediate Similarity	NPC329615
0.7412	Intermediate Similarity	NPC473669
0.7412	Intermediate Similarity	NPC231009
0.7412	Intermediate Similarity	NPC283085
0.7412	Intermediate Similarity	NPC103284
0.7412	Intermediate Similarity	NPC1083
0.7412	Intermediate Similarity	NPC473478
0.7412	Intermediate Similarity	NPC39279
0.7412	Intermediate Similarity	NPC473671
0.7412	Intermediate Similarity	NPC223871
0.7412	Intermediate Similarity	NPC286338
0.7412	Intermediate Similarity	NPC182383
0.7412	Intermediate Similarity	NPC319036
0.7412	Intermediate Similarity	NPC475268
0.7412	Intermediate Similarity	NPC473156
0.7412	Intermediate Similarity	NPC329838
0.7412	Intermediate Similarity	NPC25764
0.7412	Intermediate Similarity	NPC39167
0.7412	Intermediate Similarity	NPC77871
0.7412	Intermediate Similarity	NPC99395
0.7412	Intermediate Similarity	NPC477018
0.7412	Intermediate Similarity	NPC202055
0.7412	Intermediate Similarity	NPC292809
0.7412	Intermediate Similarity	NPC470400
0.7412	Intermediate Similarity	NPC235809
0.7412	Intermediate Similarity	NPC132496
0.7412	Intermediate Similarity	NPC473651
0.7412	Intermediate Similarity	NPC470755
0.7412	Intermediate Similarity	NPC100921
0.7412	Intermediate Similarity	NPC66346
0.7412	Intermediate Similarity	NPC110710
0.7407	Intermediate Similarity	NPC473471
0.7407	Intermediate Similarity	NPC108816
0.7407	Intermediate Similarity	NPC279214
0.7407	Intermediate Similarity	NPC182292
0.7407	Intermediate Similarity	NPC471220
0.7407	Intermediate Similarity	NPC299235
0.7407	Intermediate Similarity	NPC93763
0.7407	Intermediate Similarity	NPC221095
0.7403	Intermediate Similarity	NPC469660
0.7403	Intermediate Similarity	NPC67183
0.7397	Intermediate Similarity	NPC155849
0.7381	Intermediate Similarity	NPC318468
0.7381	Intermediate Similarity	NPC16488
0.7375	Intermediate Similarity	NPC205615
0.7375	Intermediate Similarity	NPC301207
0.7375	Intermediate Similarity	NPC16279
0.7375	Intermediate Similarity	NPC256640
0.7375	Intermediate Similarity	NPC225022
0.7375	Intermediate Similarity	NPC238554
0.7375	Intermediate Similarity	NPC235906
0.7368	Intermediate Similarity	NPC470256
0.7368	Intermediate Similarity	NPC276290
0.7361	Intermediate Similarity	NPC45097
0.7356	Intermediate Similarity	NPC473905
0.7356	Intermediate Similarity	NPC89001
0.7356	Intermediate Similarity	NPC21208
0.7356	Intermediate Similarity	NPC475739
0.7356	Intermediate Similarity	NPC48338
0.7356	Intermediate Similarity	NPC20339
0.7356	Intermediate Similarity	NPC40376
0.7356	Intermediate Similarity	NPC320458
0.7356	Intermediate Similarity	NPC280621
0.7356	Intermediate Similarity	NPC233551
0.7356	Intermediate Similarity	NPC260343
0.7349	Intermediate Similarity	NPC325031
0.7349	Intermediate Similarity	NPC281949
0.7349	Intermediate Similarity	NPC301477
0.7349	Intermediate Similarity	NPC475481
0.7349	Intermediate Similarity	NPC79277
0.7349	Intermediate Similarity	NPC25684
0.7349	Intermediate Similarity	NPC141810
0.7342	Intermediate Similarity	NPC294434
0.7342	Intermediate Similarity	NPC259599
0.7342	Intermediate Similarity	NPC474551
0.7342	Intermediate Similarity	NPC177030
0.7342	Intermediate Similarity	NPC15499
0.7342	Intermediate Similarity	NPC474321
0.7342	Intermediate Similarity	NPC117746
0.7333	Intermediate Similarity	NPC284447
0.7326	Intermediate Similarity	NPC309211
0.7326	Intermediate Similarity	NPC293136
0.7326	Intermediate Similarity	NPC473687

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 NPC329826 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	182
0.1-0.2	2121
0.2-0.3	4012
0.3-0.4	1986
0.4-0.5	685
0.5-0.6	130
0.6-0.7	32
0.7-0.8	2
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
0.747	Intermediate Similarity	NPD5209	Approved
0.725	Intermediate Similarity	NPD8039	Approved
0.7073	Intermediate Similarity	NPD4756	Discovery
0.7059	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD5785	Approved
0.6812	Remote Similarity	NPD6927	Phase 3
0.6782	Remote Similarity	NPD7154	Phase 3
0.6667	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.663	Remote Similarity	NPD6698	Approved
0.663	Remote Similarity	NPD46	Approved
0.6629	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD5363	Approved
0.6629	Remote Similarity	NPD1694	Approved
0.6571	Remote Similarity	NPD28	Approved
0.6571	Remote Similarity	NPD29	Approved
0.6559	Remote Similarity	NPD7983	Approved
0.6526	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD5778	Approved
0.6489	Remote Similarity	NPD5779	Approved
0.6452	Remote Similarity	NPD7838	Discovery
0.641	Remote Similarity	NPD3197	Phase 1
0.6373	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6344	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6344	Remote Similarity	NPD1695	Approved
0.6344	Remote Similarity	NPD6101	Approved
0.6301	Remote Similarity	NPD4266	Approved
0.6301	Remote Similarity	NPD3196	Approved
0.6301	Remote Similarity	NPD3195	Phase 2
0.6301	Remote Similarity	NPD3194	Approved
0.6292	Remote Similarity	NPD4269	Approved
0.6292	Remote Similarity	NPD4270	Approved
0.6289	Remote Similarity	NPD7839	Suspended
0.625	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4252	Approved
0.6222	Remote Similarity	NPD5362	Discontinued
0.6211	Remote Similarity	NPD6411	Approved
0.6203	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD7334	Approved
0.6196	Remote Similarity	NPD6409	Approved
0.6196	Remote Similarity	NPD5330	Approved
0.6196	Remote Similarity	NPD7146	Approved
0.6196	Remote Similarity	NPD6684	Approved
0.6196	Remote Similarity	NPD5786	Approved
0.6196	Remote Similarity	NPD7521	Approved
0.619	Remote Similarity	NPD6371	Approved
0.618	Remote Similarity	NPD5369	Approved
0.6173	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6164	Remote Similarity	NPD3172	Approved
0.6162	Remote Similarity	NPD4225	Approved
0.6154	Remote Similarity	NPD6686	Approved
0.6154	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6143	Remote Similarity	NPD5343	Approved
0.6111	Remote Similarity	NPD6435	Approved
0.6087	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD6903	Approved
0.6042	Remote Similarity	NPD7637	Suspended
0.6038	Remote Similarity	NPD2067	Discontinued
0.6023	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD4268	Approved
0.6023	Remote Similarity	NPD4271	Approved
0.6	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD4250	Approved
0.5957	Remote Similarity	NPD4251	Approved
0.5942	Remote Similarity	NPD2699	Approved
0.5895	Remote Similarity	NPD6672	Approved
0.5895	Remote Similarity	NPD5737	Approved
0.5889	Remote Similarity	NPD4822	Approved
0.5889	Remote Similarity	NPD5368	Approved
0.5889	Remote Similarity	NPD4820	Approved
0.5889	Remote Similarity	NPD4821	Approved
0.5889	Remote Similarity	NPD4819	Approved
0.5875	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5857	Remote Similarity	NPD3174	Discontinued
0.5856	Remote Similarity	NPD7115	Discovery
0.5854	Remote Similarity	NPD7331	Phase 2
0.5854	Remote Similarity	NPD3704	Approved
0.5851	Remote Similarity	NPD4249	Approved
0.5843	Remote Similarity	NPD3732	Approved
0.5842	Remote Similarity	NPD7638	Approved
0.5833	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD5370	Suspended
0.5784	Remote Similarity	NPD7639	Approved
0.5784	Remote Similarity	NPD7640	Approved
0.5784	Remote Similarity	NPD6648	Approved
0.578	Remote Similarity	NPD6053	Discontinued
0.5769	Remote Similarity	NPD6647	Phase 2
0.5758	Remote Similarity	NPD5282	Discontinued
0.575	Remote Similarity	NPD3205	Discontinued
0.5714	Remote Similarity	NPD6050	Approved
0.5714	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6097	Approved
0.5714	Remote Similarity	NPD6096	Approved
0.5714	Remote Similarity	NPD5693	Phase 1
0.5699	Remote Similarity	NPD5332	Approved
0.5699	Remote Similarity	NPD5331	Approved
0.5694	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.5684	Remote Similarity	NPD6422	Discontinued
0.5682	Remote Similarity	NPD1452	Discontinued
0.5652	Remote Similarity	NPD4790	Discontinued
0.5619	Remote Similarity	NPD2258	Approved
0.5619	Remote Similarity	NPD2259	Approved
0.5616	Remote Similarity	NPD3173	Approved
0.5616	Remote Similarity	NPD4220	Pre-registration
0.5612	Remote Similarity	NPD5207	Approved
0.5612	Remote Similarity	NPD5692	Phase 3
0.56	Remote Similarity	NPD7748	Approved
0.56	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.56	Remote Similarity	NPD7900	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