NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	296.24
Volume:	338.345
LogP:	2.428
LogD:	2.732
LogS:	-3.494
# Rotatable Bonds:	10
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.6
Synthetic Accessibility Score:	3.367
Fsp3:	0.722
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.594
MDCK Permeability:	2.6578269171295688e-05
Pgp-inhibitor:	0.882
Pgp-substrate:	0.66
Human Intestinal Absorption (HIA):	0.267
20% Bioavailability (F20%):	0.63
30% Bioavailability (F30%):	0.041

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.976
Plasma Protein Binding (PPB):	87.87960052490234%
Volume Distribution (VD):	0.785
Pgp-substrate:	6.513671398162842%

ADMET: Metabolism

CYP1A2-inhibitor:	0.051
CYP1A2-substrate:	0.289
CYP2C19-inhibitor:	0.058
CYP2C19-substrate:	0.281
CYP2C9-inhibitor:	0.044
CYP2C9-substrate:	0.945
CYP2D6-inhibitor:	0.06
CYP2D6-substrate:	0.641
CYP3A4-inhibitor:	0.02
CYP3A4-substrate:	0.168

ADMET: Excretion

Clearance (CL):	5.667
Half-life (T1/2):	0.765

ADMET: Toxicity

hERG Blockers:	0.006
Human Hepatotoxicity (H-HT):	0.145
Drug-inuced Liver Injury (DILI):	0.016
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.003
Maximum Recommended Daily Dose:	0.878
Skin Sensitization:	0.816
Carcinogencity:	0.017
Eye Corrosion:	0.174
Eye Irritation:	0.792
Respiratory Toxicity:	0.008

Download Data

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

Natural Product: NPC278202

Natural Product ID:	NPC278202
*Common Name:**	(R,5E,9E)-13,14-Dihydroxy-6,10,14-Trimethylpentadeca-5,9-Dien-2-One
IUPAC Name:	(5E,9E,13R)-13,14-dihydroxy-6,10,14-trimethylpentadeca-5,9-dien-2-one
Synonyms:
Standard InCHIKey:	ANMUQNHDGYFRPB-VRJBOTSMSA-N
Standard InCHI:	InChI=1S/C18H32O3/c1-14(10-7-11-16(3)19)8-6-9-15(2)12-13-17(20)18(4,5)21/h9-10,17,20-21H,6-8,11-13H2,1-5H3/b14-10+,15-9+/t17-/m1/s1
SMILES:	C/C(=CCCC(=O)C)/CC/C=C(C)/CC[C@H](C(C)(C)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL500147
PubChem CID:	23426355
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO15949	Cystophora moniliformis	Species	Sargassaceae	Eukaryota	n.a.	southern Australian	n.a.	PMID[18687007]
NPO15949	Cystophora moniliformis	Species	Sargassaceae	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
IC50	1
Others	1

Activity Type	# Activity
Cell Line	1
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	IC50	>	40000.0	nM	PMID[458805]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	IZ	=	1.0	mm	PMID[458805]

☑ 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 NPC278202 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	143
0.1-0.2	1976
0.2-0.3	11151
0.3-0.4	15640
0.4-0.5	7870
0.5-0.6	4993
0.6-0.7	846
0.7-0.8	69
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9649	High Similarity	NPC64971
0.9016	High Similarity	NPC137163
0.8929	High Similarity	NPC281590
0.8621	High Similarity	NPC52012
0.8276	Intermediate Similarity	NPC227135
0.8246	Intermediate Similarity	NPC217188
0.8	Intermediate Similarity	NPC473357
0.8	Intermediate Similarity	NPC193029
0.7826	Intermediate Similarity	NPC160540
0.7746	Intermediate Similarity	NPC325946
0.7742	Intermediate Similarity	NPC475931
0.7727	Intermediate Similarity	NPC96962
0.7719	Intermediate Similarity	NPC288381
0.7719	Intermediate Similarity	NPC225974
0.7719	Intermediate Similarity	NPC20934
0.7612	Intermediate Similarity	NPC209327
0.7612	Intermediate Similarity	NPC273508
0.75	Intermediate Similarity	NPC260573
0.75	Intermediate Similarity	NPC475251
0.75	Intermediate Similarity	NPC321838
0.746	Intermediate Similarity	NPC122239
0.7432	Intermediate Similarity	NPC472948
0.7424	Intermediate Similarity	NPC474304
0.7424	Intermediate Similarity	NPC474329
0.7419	Intermediate Similarity	NPC323436
0.7414	Intermediate Similarity	NPC329773
0.7361	Intermediate Similarity	NPC1973
0.7361	Intermediate Similarity	NPC167873
0.7344	Intermediate Similarity	NPC469694
0.7333	Intermediate Similarity	NPC474496
0.7313	Intermediate Similarity	NPC83965
0.7302	Intermediate Similarity	NPC226848
0.7302	Intermediate Similarity	NPC181872
0.7288	Intermediate Similarity	NPC473672
0.7288	Intermediate Similarity	NPC474495
0.7246	Intermediate Similarity	NPC16964
0.7246	Intermediate Similarity	NPC10758
0.7246	Intermediate Similarity	NPC250928
0.7246	Intermediate Similarity	NPC472947
0.7241	Intermediate Similarity	NPC267110
0.7222	Intermediate Similarity	NPC114236
0.7206	Intermediate Similarity	NPC278895
0.72	Intermediate Similarity	NPC103634
0.7164	Intermediate Similarity	NPC308844
0.7164	Intermediate Similarity	NPC471200
0.7143	Intermediate Similarity	NPC268185
0.7143	Intermediate Similarity	NPC318766
0.7123	Intermediate Similarity	NPC271070
0.7119	Intermediate Similarity	NPC474460
0.7101	Intermediate Similarity	NPC310210
0.7097	Intermediate Similarity	NPC329686
0.7077	Intermediate Similarity	NPC243532
0.7077	Intermediate Similarity	NPC81896
0.7077	Intermediate Similarity	NPC327112
0.7077	Intermediate Similarity	NPC321919
0.7059	Intermediate Similarity	NPC267027
0.7059	Intermediate Similarity	NPC250977
0.7049	Intermediate Similarity	NPC284224
0.7042	Intermediate Similarity	NPC477981
0.7042	Intermediate Similarity	NPC477983
0.7031	Intermediate Similarity	NPC155025
0.7027	Intermediate Similarity	NPC40049
0.7018	Intermediate Similarity	NPC165651
0.7018	Intermediate Similarity	NPC24824
0.7018	Intermediate Similarity	NPC210560
0.7013	Intermediate Similarity	NPC212083
0.7	Intermediate Similarity	NPC101622
0.7	Intermediate Similarity	NPC469914
0.6986	Remote Similarity	NPC474011
0.6986	Remote Similarity	NPC199445
0.6974	Remote Similarity	NPC470946
0.6974	Remote Similarity	NPC470947
0.6974	Remote Similarity	NPC470945
0.697	Remote Similarity	NPC274704
0.697	Remote Similarity	NPC201939
0.697	Remote Similarity	NPC321867
0.697	Remote Similarity	NPC68679
0.697	Remote Similarity	NPC207007
0.6957	Remote Similarity	NPC22101
0.6957	Remote Similarity	NPC259299
0.6957	Remote Similarity	NPC82337
0.6957	Remote Similarity	NPC330426
0.6957	Remote Similarity	NPC99619
0.6957	Remote Similarity	NPC472253
0.6957	Remote Similarity	NPC127091
0.6957	Remote Similarity	NPC104537
0.6957	Remote Similarity	NPC106613
0.6957	Remote Similarity	NPC73603
0.6957	Remote Similarity	NPC148192
0.6957	Remote Similarity	NPC26500
0.6957	Remote Similarity	NPC271921
0.6957	Remote Similarity	NPC472255
0.6944	Remote Similarity	NPC476709
0.6944	Remote Similarity	NPC275098
0.6935	Remote Similarity	NPC189677
0.6935	Remote Similarity	NPC137538
0.6933	Remote Similarity	NPC11796
0.6933	Remote Similarity	NPC231739
0.6933	Remote Similarity	NPC478122
0.6933	Remote Similarity	NPC218817
0.6933	Remote Similarity	NPC3852
0.6923	Remote Similarity	NPC477785
0.6923	Remote Similarity	NPC477784
0.6923	Remote Similarity	NPC161045
0.6923	Remote Similarity	NPC477786
0.6923	Remote Similarity	NPC11620
0.6912	Remote Similarity	NPC476655
0.6912	Remote Similarity	NPC476657
0.6912	Remote Similarity	NPC176215
0.6912	Remote Similarity	NPC296436
0.6912	Remote Similarity	NPC476654
0.6901	Remote Similarity	NPC4299
0.6901	Remote Similarity	NPC329904
0.6901	Remote Similarity	NPC473361
0.6901	Remote Similarity	NPC280256
0.6901	Remote Similarity	NPC42526
0.6897	Remote Similarity	NPC8610
0.6897	Remote Similarity	NPC262558
0.6892	Remote Similarity	NPC279537
0.6892	Remote Similarity	NPC470899
0.6892	Remote Similarity	NPC469646
0.6875	Remote Similarity	NPC121034
0.6875	Remote Similarity	NPC473168
0.6866	Remote Similarity	NPC279200
0.6857	Remote Similarity	NPC224532
0.6857	Remote Similarity	NPC473559
0.6857	Remote Similarity	NPC48218
0.6857	Remote Similarity	NPC272961
0.6857	Remote Similarity	NPC324981
0.6857	Remote Similarity	NPC141481
0.6857	Remote Similarity	NPC305698
0.6849	Remote Similarity	NPC144995
0.6849	Remote Similarity	NPC78527
0.6849	Remote Similarity	NPC471525
0.6849	Remote Similarity	NPC227814
0.6842	Remote Similarity	NPC82488
0.6842	Remote Similarity	NPC308545
0.6835	Remote Similarity	NPC474776
0.6835	Remote Similarity	NPC9868
0.6825	Remote Similarity	NPC52264
0.6825	Remote Similarity	NPC223604
0.6818	Remote Similarity	NPC99487
0.6818	Remote Similarity	NPC66020
0.6818	Remote Similarity	NPC328311
0.6818	Remote Similarity	NPC240506
0.6812	Remote Similarity	NPC326310
0.6812	Remote Similarity	NPC472072
0.6812	Remote Similarity	NPC476659
0.6812	Remote Similarity	NPC311736
0.6812	Remote Similarity	NPC476656
0.6812	Remote Similarity	NPC197089
0.6812	Remote Similarity	NPC272125
0.6806	Remote Similarity	NPC67076
0.6806	Remote Similarity	NPC474884
0.6806	Remote Similarity	NPC472254
0.6806	Remote Similarity	NPC319163
0.6806	Remote Similarity	NPC306085
0.6806	Remote Similarity	NPC126061
0.68	Remote Similarity	NPC276769
0.68	Remote Similarity	NPC476007
0.68	Remote Similarity	NPC471061
0.6795	Remote Similarity	NPC474291
0.679	Remote Similarity	NPC90652
0.679	Remote Similarity	NPC179659
0.6765	Remote Similarity	NPC290367
0.6765	Remote Similarity	NPC475221
0.6765	Remote Similarity	NPC300593
0.6765	Remote Similarity	NPC309300
0.6765	Remote Similarity	NPC225415
0.6765	Remote Similarity	NPC476658
0.6761	Remote Similarity	NPC469677
0.6761	Remote Similarity	NPC477448
0.6761	Remote Similarity	NPC236208
0.6761	Remote Similarity	NPC477449
0.6761	Remote Similarity	NPC329989
0.6761	Remote Similarity	NPC239373
0.6757	Remote Similarity	NPC329852
0.6757	Remote Similarity	NPC474885
0.6757	Remote Similarity	NPC472256
0.6753	Remote Similarity	NPC200446
0.6753	Remote Similarity	NPC233377
0.675	Remote Similarity	NPC477746
0.675	Remote Similarity	NPC137033
0.675	Remote Similarity	NPC477747
0.675	Remote Similarity	NPC79573
0.675	Remote Similarity	NPC11804
0.6724	Remote Similarity	NPC76976
0.6724	Remote Similarity	NPC140501
0.6721	Remote Similarity	NPC214584
0.6721	Remote Similarity	NPC48162
0.6721	Remote Similarity	NPC26906
0.6719	Remote Similarity	NPC48891
0.6719	Remote Similarity	NPC477201
0.6716	Remote Similarity	NPC320305
0.6716	Remote Similarity	NPC328776
0.6716	Remote Similarity	NPC228574
0.6716	Remote Similarity	NPC294304
0.6714	Remote Similarity	NPC163290
0.6714	Remote Similarity	NPC473829
0.6714	Remote Similarity	NPC269985

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 NPC278202 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	130
0.1-0.2	2662
0.2-0.3	4108
0.3-0.4	1634
0.4-0.5	423
0.5-0.6	162
0.6-0.7	28
0.7-0.8	3
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
0.7313	Intermediate Similarity	NPD7331	Phase 2
0.7273	Intermediate Similarity	NPD3197	Phase 1
0.7077	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.697	Remote Similarity	NPD368	Approved
0.6769	Remote Similarity	NPD6109	Phase 1
0.6724	Remote Similarity	NPD4265	Approved
0.6711	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7341	Phase 2
0.6667	Remote Similarity	NPD6933	Approved
0.6667	Remote Similarity	NPD5369	Approved
0.6545	Remote Similarity	NPD5783	Phase 3
0.6538	Remote Similarity	NPD5368	Approved
0.6538	Remote Similarity	NPD4822	Approved
0.6538	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD4821	Approved
0.6538	Remote Similarity	NPD4819	Approved
0.6538	Remote Similarity	NPD4820	Approved
0.65	Remote Similarity	NPD6110	Phase 1
0.6441	Remote Similarity	NPD39	Approved
0.6429	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.642	Remote Similarity	NPD4786	Approved
0.6406	Remote Similarity	NPD4266	Approved
0.6406	Remote Similarity	NPD3194	Approved
0.6406	Remote Similarity	NPD3196	Approved
0.6406	Remote Similarity	NPD3195	Phase 2
0.64	Remote Similarity	NPD6926	Approved
0.64	Remote Similarity	NPD6924	Approved
0.6393	Remote Similarity	NPD3173	Approved
0.6375	Remote Similarity	NPD3667	Approved
0.6375	Remote Similarity	NPD4270	Approved
0.6375	Remote Similarity	NPD4269	Approved
0.6375	Remote Similarity	NPD6435	Approved
0.6329	Remote Similarity	NPD4252	Approved
0.6308	Remote Similarity	NPD342	Phase 1
0.6301	Remote Similarity	NPD6923	Approved
0.6301	Remote Similarity	NPD6922	Approved
0.6296	Remote Similarity	NPD7154	Phase 3
0.6296	Remote Similarity	NPD5362	Discontinued
0.6296	Remote Similarity	NPD5332	Approved
0.6296	Remote Similarity	NPD5331	Approved
0.6282	Remote Similarity	NPD4271	Approved
0.6282	Remote Similarity	NPD4268	Approved
0.625	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.625	Remote Similarity	NPD3172	Approved
0.625	Remote Similarity	NPD4790	Discontinued
0.622	Remote Similarity	NPD3665	Phase 1
0.622	Remote Similarity	NPD3666	Approved
0.622	Remote Similarity	NPD3133	Approved
0.6216	Remote Similarity	NPD7143	Approved
0.6216	Remote Similarity	NPD7144	Approved
0.6167	Remote Similarity	NPD4222	Approved
0.6163	Remote Similarity	NPD6698	Approved
0.6163	Remote Similarity	NPD46	Approved
0.6154	Remote Similarity	NPD6932	Approved
0.6145	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6145	Remote Similarity	NPD5363	Approved
0.6143	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6133	Remote Similarity	NPD7151	Approved
0.6133	Remote Similarity	NPD7152	Approved
0.6133	Remote Similarity	NPD7150	Approved
0.6125	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD3704	Approved
0.6104	Remote Similarity	NPD8264	Approved
0.6102	Remote Similarity	NPD5326	Phase 3
0.6092	Remote Similarity	NPD7983	Approved
0.6076	Remote Similarity	NPD3732	Approved
0.6076	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD5279	Phase 3
0.6071	Remote Similarity	NPD5786	Approved
0.6071	Remote Similarity	NPD3618	Phase 1
0.6061	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.6053	Remote Similarity	NPD4732	Discontinued
0.6047	Remote Similarity	NPD5328	Approved
0.6	Remote Similarity	NPD6683	Phase 2
0.5977	Remote Similarity	NPD7838	Discovery
0.5968	Remote Similarity	NPD5343	Approved
0.5949	Remote Similarity	NPD6925	Approved
0.5949	Remote Similarity	NPD5776	Phase 2
0.5938	Remote Similarity	NPD28	Approved
0.5938	Remote Similarity	NPD29	Approved
0.5938	Remote Similarity	NPD6927	Phase 3
0.5926	Remote Similarity	NPD6930	Phase 2
0.5926	Remote Similarity	NPD6931	Approved
0.5926	Remote Similarity	NPD7514	Phase 3
0.5926	Remote Similarity	NPD7509	Discontinued
0.5926	Remote Similarity	NPD7332	Phase 2
0.5926	Remote Similarity	NPD7525	Registered
0.5909	Remote Similarity	NPD6079	Approved
0.5909	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD7515	Phase 2
0.5902	Remote Similarity	NPD3174	Discontinued
0.5897	Remote Similarity	NPD7339	Approved
0.5897	Remote Similarity	NPD6942	Approved
0.589	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD8779	Phase 3
0.5875	Remote Similarity	NPD7145	Approved
0.5862	Remote Similarity	NPD6101	Approved
0.5862	Remote Similarity	NPD4753	Phase 2
0.5862	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD6898	Phase 1
0.5843	Remote Similarity	NPD4202	Approved
0.5823	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5823	Remote Similarity	NPD818	Approved
0.5823	Remote Similarity	NPD819	Approved
0.5814	Remote Similarity	NPD7524	Approved
0.5802	Remote Similarity	NPD6929	Approved
0.5802	Remote Similarity	NPD7645	Phase 2
0.5795	Remote Similarity	NPD5785	Approved
0.5783	Remote Similarity	NPD4221	Approved
0.5783	Remote Similarity	NPD4223	Phase 3
0.5783	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD5329	Approved
0.5765	Remote Similarity	NPD1696	Phase 3
0.5738	Remote Similarity	NPD6096	Approved
0.5738	Remote Similarity	NPD6097	Approved
0.5735	Remote Similarity	NPD4219	Approved
0.5732	Remote Similarity	NPD4695	Discontinued
0.573	Remote Similarity	NPD6411	Approved
0.573	Remote Similarity	NPD7637	Suspended
0.5714	Remote Similarity	NPD4788	Approved
0.5714	Remote Similarity	NPD6695	Phase 3
0.5699	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5696	Remote Similarity	NPD8039	Approved
0.5682	Remote Similarity	NPD5370	Suspended
0.5667	Remote Similarity	NPD6399	Phase 3
0.5667	Remote Similarity	NPD5779	Approved
0.5667	Remote Similarity	NPD5778	Approved
0.5663	Remote Similarity	NPD6902	Approved
0.5647	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD3668	Phase 3
0.5647	Remote Similarity	NPD5766	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD4197	Approved
0.5632	Remote Similarity	NPD4250	Approved
0.5632	Remote Similarity	NPD4251	Approved
0.5616	Remote Similarity	NPD7909	Approved
0.561	Remote Similarity	NPD4195	Approved
0.5604	Remote Similarity	NPD7748	Approved
0.5604	Remote Similarity	NPD5282	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