NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	216.15
Volume:	249.128
LogP:	2.911
LogD:	3.037
LogS:	-4.374
# Rotatable Bonds:	1
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.714
Synthetic Accessibility Score:	3.502
Fsp3:	0.467
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:	-4.432
MDCK Permeability:	2.231713915534783e-05
Pgp-inhibitor:	0.259
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.015
30% Bioavailability (F30%):	0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.461
Plasma Protein Binding (PPB):	64.8323745727539%
Volume Distribution (VD):	2.767
Pgp-substrate:	32.44704055786133%

ADMET: Metabolism

CYP1A2-inhibitor:	0.184
CYP1A2-substrate:	0.77
CYP2C19-inhibitor:	0.801
CYP2C19-substrate:	0.916
CYP2C9-inhibitor:	0.244
CYP2C9-substrate:	0.617
CYP2D6-inhibitor:	0.096
CYP2D6-substrate:	0.163
CYP3A4-inhibitor:	0.87
CYP3A4-substrate:	0.818

ADMET: Excretion

Clearance (CL):	6.838
Half-life (T1/2):	0.461

ADMET: Toxicity

hERG Blockers:	0.054
Human Hepatotoxicity (H-HT):	0.2
Drug-inuced Liver Injury (DILI):	0.088
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.156
Maximum Recommended Daily Dose:	0.085
Skin Sensitization:	0.209
Carcinogencity:	0.302
Eye Corrosion:	0.118
Eye Irritation:	0.511
Respiratory Toxicity:	0.333

Download Data

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

Natural Product: NPC243166

Natural Product ID:	NPC243166
*Common Name:**	Laur-11-En-10-Ol
IUPAC Name:	(1R,3S)-1,3-dimethyl-2-methylidene-3-(4-methylphenyl)cyclopentan-1-ol
Synonyms:
Standard InCHIKey:	UHJIWFBFNKJFEK-HUUCEWRRSA-N
Standard InCHI:	InChI=1S/C15H20O/c1-11-5-7-13(8-6-11)14(3)9-10-15(4,16)12(14)2/h5-8,16H,2,9-10H2,1,3-4H3/t14-,15-/m1/s1
SMILES:	Cc1ccc(cc1)[C@]1(C)CC[C@@](C1=C)(C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL455330
PubChem CID:	21778172
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0001091] Toluenes

*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
NPO6250	Laurencia tristicha	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974618]
NPO6250	Laurencia tristicha	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27536968]
NPO6250	Laurencia tristicha	Species	Rhodomelaceae	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	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[488984]
NPT547	Cell Line	BGC-823	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[488984]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[488984]
NPT180	Cell Line	HCT-8	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[488984]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[488984]

☑ 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 NPC243166 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	194
0.1-0.2	1453
0.2-0.3	2797
0.3-0.4	14587
0.4-0.5	17423
0.5-0.6	5208
0.6-0.7	919
0.7-0.8	107
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8706	High Similarity	NPC474354
0.8605	High Similarity	NPC474211
0.8588	High Similarity	NPC168855
0.8333	Intermediate Similarity	NPC79917
0.8315	Intermediate Similarity	NPC1793
0.8235	Intermediate Similarity	NPC133050
0.8171	Intermediate Similarity	NPC189371
0.8163	Intermediate Similarity	NPC310456
0.8021	Intermediate Similarity	NPC289117
0.8	Intermediate Similarity	NPC306295
0.7978	Intermediate Similarity	NPC93843
0.7959	Intermediate Similarity	NPC315794
0.7879	Intermediate Similarity	NPC471133
0.7849	Intermediate Similarity	NPC314690
0.7816	Intermediate Similarity	NPC242628
0.7753	Intermediate Similarity	NPC304538
0.7742	Intermediate Similarity	NPC220596
0.7732	Intermediate Similarity	NPC33675
0.7732	Intermediate Similarity	NPC299762
0.7701	Intermediate Similarity	NPC328178
0.7684	Intermediate Similarity	NPC316301
0.7684	Intermediate Similarity	NPC152415
0.7684	Intermediate Similarity	NPC27323
0.7677	Intermediate Similarity	NPC19856
0.7674	Intermediate Similarity	NPC224544
0.7647	Intermediate Similarity	NPC64586
0.764	Intermediate Similarity	NPC477770
0.7625	Intermediate Similarity	NPC178527
0.76	Intermediate Similarity	NPC56168
0.759	Intermediate Similarity	NPC208302
0.7579	Intermediate Similarity	NPC55903
0.7576	Intermediate Similarity	NPC252105
0.7528	Intermediate Similarity	NPC103326
0.7528	Intermediate Similarity	NPC99394
0.7528	Intermediate Similarity	NPC283012
0.7528	Intermediate Similarity	NPC475199
0.7528	Intermediate Similarity	NPC87299
0.7528	Intermediate Similarity	NPC329319
0.7526	Intermediate Similarity	NPC324602
0.75	Intermediate Similarity	NPC184030
0.75	Intermediate Similarity	NPC164449
0.75	Intermediate Similarity	NPC289769
0.7475	Intermediate Similarity	NPC72729
0.7475	Intermediate Similarity	NPC225079
0.7474	Intermediate Similarity	NPC155908
0.7474	Intermediate Similarity	NPC306074
0.7473	Intermediate Similarity	NPC99482
0.7451	Intermediate Similarity	NPC53740
0.7449	Intermediate Similarity	NPC79241
0.7449	Intermediate Similarity	NPC6597
0.7449	Intermediate Similarity	NPC225464
0.7444	Intermediate Similarity	NPC172984
0.7423	Intermediate Similarity	NPC222146
0.7423	Intermediate Similarity	NPC21959
0.7416	Intermediate Similarity	NPC117180
0.7412	Intermediate Similarity	NPC108218
0.74	Intermediate Similarity	NPC60373
0.74	Intermediate Similarity	NPC154905
0.7379	Intermediate Similarity	NPC27252
0.7379	Intermediate Similarity	NPC249811
0.7379	Intermediate Similarity	NPC472980
0.7379	Intermediate Similarity	NPC472979
0.7374	Intermediate Similarity	NPC252821
0.7374	Intermediate Similarity	NPC122005
0.7374	Intermediate Similarity	NPC92730
0.7363	Intermediate Similarity	NPC95429
0.7353	Intermediate Similarity	NPC243601
0.7353	Intermediate Similarity	NPC47284
0.7347	Intermediate Similarity	NPC259512
0.7347	Intermediate Similarity	NPC312132
0.7333	Intermediate Similarity	NPC73637
0.7333	Intermediate Similarity	NPC121478
0.7315	Intermediate Similarity	NPC469719
0.73	Intermediate Similarity	NPC225506
0.73	Intermediate Similarity	NPC264728
0.7292	Intermediate Similarity	NPC128645
0.7292	Intermediate Similarity	NPC304541
0.729	Intermediate Similarity	NPC169616
0.7284	Intermediate Similarity	NPC198023
0.7282	Intermediate Similarity	NPC85560
0.7282	Intermediate Similarity	NPC244933
0.7273	Intermediate Similarity	NPC120393
0.7263	Intermediate Similarity	NPC242240
0.7263	Intermediate Similarity	NPC123273
0.7263	Intermediate Similarity	NPC86670
0.7263	Intermediate Similarity	NPC70940
0.7263	Intermediate Similarity	NPC318325
0.7263	Intermediate Similarity	NPC274455
0.7255	Intermediate Similarity	NPC472221
0.7255	Intermediate Similarity	NPC472222
0.725	Intermediate Similarity	NPC29680
0.7245	Intermediate Similarity	NPC469893
0.7245	Intermediate Similarity	NPC144682
0.7216	Intermediate Similarity	NPC94139
0.7216	Intermediate Similarity	NPC210497
0.7216	Intermediate Similarity	NPC3358
0.7216	Intermediate Similarity	NPC306884
0.7216	Intermediate Similarity	NPC147284
0.7216	Intermediate Similarity	NPC162314
0.7212	Intermediate Similarity	NPC112903
0.7188	Intermediate Similarity	NPC192
0.7172	Intermediate Similarity	NPC469891
0.7172	Intermediate Similarity	NPC469890
0.7172	Intermediate Similarity	NPC469892
0.7172	Intermediate Similarity	NPC251579
0.7172	Intermediate Similarity	NPC133135
0.717	Intermediate Similarity	NPC475002
0.717	Intermediate Similarity	NPC95126
0.716	Intermediate Similarity	NPC88566
0.7159	Intermediate Similarity	NPC66655
0.7158	Intermediate Similarity	NPC113460
0.7158	Intermediate Similarity	NPC25493
0.7158	Intermediate Similarity	NPC27974
0.7143	Intermediate Similarity	NPC64642
0.7143	Intermediate Similarity	NPC472982
0.7143	Intermediate Similarity	NPC149455
0.7129	Intermediate Similarity	NPC211885
0.7129	Intermediate Similarity	NPC133809
0.7129	Intermediate Similarity	NPC128248
0.7129	Intermediate Similarity	NPC469481
0.7129	Intermediate Similarity	NPC136810
0.7129	Intermediate Similarity	NPC245927
0.7125	Intermediate Similarity	NPC54368
0.7125	Intermediate Similarity	NPC248705
0.7113	Intermediate Similarity	NPC231150
0.7113	Intermediate Similarity	NPC270547
0.7103	Intermediate Similarity	NPC322753
0.71	Intermediate Similarity	NPC77492
0.7091	Intermediate Similarity	NPC472862
0.7087	Intermediate Similarity	NPC475225
0.7083	Intermediate Similarity	NPC258219
0.7083	Intermediate Similarity	NPC98772
0.7083	Intermediate Similarity	NPC177420
0.7083	Intermediate Similarity	NPC280347
0.7079	Intermediate Similarity	NPC103488
0.7065	Intermediate Similarity	NPC44830
0.7064	Intermediate Similarity	NPC274839
0.7054	Intermediate Similarity	NPC238582
0.7053	Intermediate Similarity	NPC23167
0.7053	Intermediate Similarity	NPC184169
0.7053	Intermediate Similarity	NPC307235
0.7053	Intermediate Similarity	NPC407
0.7048	Intermediate Similarity	NPC66834
0.7024	Intermediate Similarity	NPC78954
0.7024	Intermediate Similarity	NPC239931
0.7024	Intermediate Similarity	NPC82770
0.7019	Intermediate Similarity	NPC471186
0.701	Intermediate Similarity	NPC86987
0.701	Intermediate Similarity	NPC55561
0.7	Intermediate Similarity	NPC9274
0.7	Intermediate Similarity	NPC469894
0.7	Intermediate Similarity	NPC202986
0.6991	Remote Similarity	NPC99734
0.699	Remote Similarity	NPC471228
0.699	Remote Similarity	NPC269212
0.699	Remote Similarity	NPC247976
0.699	Remote Similarity	NPC235762
0.6989	Remote Similarity	NPC267704
0.6981	Remote Similarity	NPC475006
0.6979	Remote Similarity	NPC199567
0.697	Remote Similarity	NPC245187
0.697	Remote Similarity	NPC76938
0.6961	Remote Similarity	NPC174911
0.6957	Remote Similarity	NPC230068
0.6957	Remote Similarity	NPC106313
0.6952	Remote Similarity	NPC83409
0.6952	Remote Similarity	NPC185763
0.6952	Remote Similarity	NPC477814
0.6952	Remote Similarity	NPC37914
0.6947	Remote Similarity	NPC197783
0.6947	Remote Similarity	NPC155393
0.6947	Remote Similarity	NPC322387
0.6944	Remote Similarity	NPC471188
0.6931	Remote Similarity	NPC317280
0.6931	Remote Similarity	NPC474073
0.6931	Remote Similarity	NPC329387
0.6923	Remote Similarity	NPC285716
0.6923	Remote Similarity	NPC120719
0.6923	Remote Similarity	NPC192623
0.6923	Remote Similarity	NPC17408
0.6923	Remote Similarity	NPC327811
0.6923	Remote Similarity	NPC127343
0.6923	Remote Similarity	NPC238696
0.6923	Remote Similarity	NPC254965
0.6914	Remote Similarity	NPC210849
0.6914	Remote Similarity	NPC135924
0.6905	Remote Similarity	NPC267443
0.6905	Remote Similarity	NPC6107
0.6903	Remote Similarity	NPC472708
0.69	Remote Similarity	NPC8392
0.69	Remote Similarity	NPC32714
0.69	Remote Similarity	NPC26244
0.69	Remote Similarity	NPC261947
0.6893	Remote Similarity	NPC304873
0.6893	Remote Similarity	NPC101025
0.6893	Remote Similarity	NPC477685
0.6893	Remote Similarity	NPC471578
0.6893	Remote Similarity	NPC25458
0.6893	Remote Similarity	NPC80800
0.6889	Remote Similarity	NPC50192

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 NPC243166 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	994
0.2-0.3	1476
0.3-0.4	3348
0.4-0.5	2083
0.5-0.6	886
0.6-0.7	157
0.7-0.8	9
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
0.7684	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1693	Approved
0.7474	Intermediate Similarity	NPD1088	Approved
0.7423	Intermediate Similarity	NPD844	Approved
0.7419	Intermediate Similarity	NPD1101	Approved
0.7347	Intermediate Similarity	NPD288	Approved
0.73	Intermediate Similarity	NPD1616	Discontinued
0.7263	Intermediate Similarity	NPD1090	Approved
0.7263	Intermediate Similarity	NPD1089	Approved
0.7263	Intermediate Similarity	NPD1086	Approved
0.7245	Intermediate Similarity	NPD1809	Phase 2
0.7216	Intermediate Similarity	NPD845	Approved
0.7159	Intermediate Similarity	NPD9294	Approved
0.7158	Intermediate Similarity	NPD800	Approved
0.7157	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7129	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD5734	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD3719	Approved
0.7041	Intermediate Similarity	NPD1409	Phase 3
0.7041	Intermediate Similarity	NPD3718	Approved
0.7033	Intermediate Similarity	NPD226	Approved
0.703	Intermediate Similarity	NPD3020	Approved
0.6991	Remote Similarity	NPD4059	Approved
0.699	Remote Similarity	NPD3681	Approved
0.699	Remote Similarity	NPD3683	Approved
0.6981	Remote Similarity	NPD4718	Approved
0.6981	Remote Similarity	NPD4720	Approved
0.6981	Remote Similarity	NPD4717	Approved
0.697	Remote Similarity	NPD4814	Discontinued
0.6964	Remote Similarity	NPD7009	Phase 2
0.6947	Remote Similarity	NPD1087	Approved
0.6939	Remote Similarity	NPD752	Approved
0.69	Remote Similarity	NPD2859	Approved
0.69	Remote Similarity	NPD2860	Approved
0.6893	Remote Similarity	NPD4818	Approved
0.6893	Remote Similarity	NPD4817	Approved
0.6875	Remote Similarity	NPD7610	Discontinued
0.6869	Remote Similarity	NPD720	Approved
0.6869	Remote Similarity	NPD719	Approved
0.6869	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD2066	Phase 3
0.6837	Remote Similarity	NPD1239	Approved
0.6827	Remote Similarity	NPD3680	Approved
0.6827	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6827	Remote Similarity	NPD3682	Approved
0.6827	Remote Similarity	NPD5765	Approved
0.6814	Remote Similarity	NPD3091	Approved
0.6814	Remote Similarity	NPD7741	Discontinued
0.6804	Remote Similarity	NPD5346	Phase 2
0.6804	Remote Similarity	NPD5347	Phase 2
0.68	Remote Similarity	NPD6049	Phase 2
0.68	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.68	Remote Similarity	NPD2933	Approved
0.68	Remote Similarity	NPD2934	Approved
0.6792	Remote Similarity	NPD6685	Approved
0.6771	Remote Similarity	NPD4793	Discontinued
0.6744	Remote Similarity	NPD1673	Approved
0.6737	Remote Similarity	NPD111	Approved
0.6731	Remote Similarity	NPD4719	Phase 2
0.6729	Remote Similarity	NPD6406	Approved
0.6703	Remote Similarity	NPD225	Approved
0.6703	Remote Similarity	NPD227	Approved
0.6702	Remote Similarity	NPD3971	Phase 1
0.6702	Remote Similarity	NPD9491	Approved
0.6696	Remote Similarity	NPD4198	Discontinued
0.6667	Remote Similarity	NPD1564	Approved
0.6667	Remote Similarity	NPD6647	Phase 2
0.6667	Remote Similarity	NPD1565	Approved
0.6667	Remote Similarity	NPD4231	Approved
0.6667	Remote Similarity	NPD4658	Approved
0.6667	Remote Similarity	NPD4229	Approved
0.6667	Remote Similarity	NPD1566	Phase 3
0.6667	Remote Similarity	NPD530	Approved
0.6667	Remote Similarity	NPD4656	Approved
0.6637	Remote Similarity	NPD4230	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD1445	Approved
0.6636	Remote Similarity	NPD1444	Approved
0.6634	Remote Similarity	NPD3772	Phase 3
0.6607	Remote Similarity	NPD5951	Approved
0.6606	Remote Similarity	NPD4750	Phase 3
0.6581	Remote Similarity	NPD3092	Approved
0.6577	Remote Similarity	NPD7635	Approved
0.6574	Remote Similarity	NPD2342	Discontinued
0.6571	Remote Similarity	NPD1932	Approved
0.6571	Remote Similarity	NPD846	Approved
0.6571	Remote Similarity	NPD4119	Approved
0.6571	Remote Similarity	NPD940	Approved
0.6556	Remote Similarity	NPD9716	Approved
0.6552	Remote Similarity	NPD3095	Discontinued
0.6552	Remote Similarity	NPD3019	Approved
0.6552	Remote Similarity	NPD2932	Approved
0.6552	Remote Similarity	NPD7725	Approved
0.6548	Remote Similarity	NPD675	Discontinued
0.6545	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD531	Approved
0.6509	Remote Similarity	NPD1415	Approved
0.6505	Remote Similarity	NPD1875	Phase 1
0.6496	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD4760	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD688	Clinical (unspecified phase)
0.646	Remote Similarity	NPD1793	Approved
0.646	Remote Similarity	NPD1791	Approved
0.6455	Remote Similarity	NPD3022	Approved
0.6455	Remote Similarity	NPD3021	Approved
0.6455	Remote Similarity	NPD1792	Phase 2
0.6449	Remote Similarity	NPD5909	Discontinued
0.6446	Remote Similarity	NPD4624	Approved
0.6442	Remote Similarity	NPD9612	Approved
0.6442	Remote Similarity	NPD9609	Approved
0.6442	Remote Similarity	NPD9611	Approved
0.6436	Remote Similarity	NPD159	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD6690	Approved
0.6429	Remote Similarity	NPD6858	Approved
0.6429	Remote Similarity	NPD7094	Approved
0.6429	Remote Similarity	NPD9538	Approved
0.6415	Remote Similarity	NPD855	Approved
0.6415	Remote Similarity	NPD854	Approved
0.6408	Remote Similarity	NPD1989	Approved
0.6404	Remote Similarity	NPD4031	Approved
0.6404	Remote Similarity	NPD4032	Approved
0.64	Remote Similarity	NPD3673	Approved
0.64	Remote Similarity	NPD3672	Approved
0.6396	Remote Similarity	NPD4253	Approved
0.6396	Remote Similarity	NPD4254	Approved
0.6389	Remote Similarity	NPD1018	Approved
0.6389	Remote Similarity	NPD5717	Approved
0.6373	Remote Similarity	NPD1066	Discontinued
0.6373	Remote Similarity	NPD1563	Approved
0.6372	Remote Similarity	NPD2229	Approved
0.6372	Remote Similarity	NPD2234	Approved
0.6372	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6372	Remote Similarity	NPD2228	Approved
0.6364	Remote Similarity	NPD2329	Discontinued
0.6364	Remote Similarity	NPD9497	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3094	Phase 2
0.6364	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6355	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6355	Remote Similarity	NPD1930	Approved
0.6355	Remote Similarity	NPD1929	Approved
0.6339	Remote Similarity	NPD6912	Phase 3
0.6339	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6339	Remote Similarity	NPD2499	Approved
0.6339	Remote Similarity	NPD2500	Approved
0.6316	Remote Similarity	NPD2629	Approved
0.6316	Remote Similarity	NPD9250	Approved
0.6306	Remote Similarity	NPD1317	Discontinued
0.6296	Remote Similarity	NPD179	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD9495	Approved
0.6286	Remote Similarity	NPD4117	Approved
0.6283	Remote Similarity	NPD4165	Phase 2
0.6283	Remote Similarity	NPD3066	Phase 2
0.6277	Remote Similarity	NPD9490	Approved
0.6275	Remote Similarity	NPD1814	Approved
0.6275	Remote Similarity	NPD1812	Approved
0.6271	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD1751	Approved
0.626	Remote Similarity	NPD5736	Approved
0.6239	Remote Similarity	NPD5048	Discontinued
0.6239	Remote Similarity	NPD2227	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD2652	Approved
0.6228	Remote Similarity	NPD7159	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD2650	Approved
0.6207	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.619	Remote Similarity	NPD3495	Discontinued
0.6186	Remote Similarity	NPD1710	Approved
0.6161	Remote Similarity	NPD5278	Discontinued
0.6148	Remote Similarity	NPD6696	Suspended
0.6147	Remote Similarity	NPD10	Approved
0.6147	Remote Similarity	NPD309	Approved
0.6147	Remote Similarity	NPD314	Approved
0.6147	Remote Similarity	NPD9610	Approved
0.6147	Remote Similarity	NPD311	Approved
0.6147	Remote Similarity	NPD315	Approved
0.6147	Remote Similarity	NPD9608	Approved
0.6147	Remote Similarity	NPD1237	Approved
0.6147	Remote Similarity	NPD310	Approved
0.6134	Remote Similarity	NPD5125	Phase 3
0.6134	Remote Similarity	NPD5126	Approved
0.6134	Remote Similarity	NPD4589	Approved
0.6132	Remote Similarity	NPD253	Approved
0.6132	Remote Similarity	NPD4263	Approved
0.6132	Remote Similarity	NPD4813	Approved
0.6129	Remote Similarity	NPD7084	Phase 3
0.6126	Remote Similarity	NPD4095	Clinical (unspecified phase)
0.6122	Remote Similarity	NPD4544	Approved
0.6121	Remote Similarity	NPD6671	Approved
0.6121	Remote Similarity	NPD7157	Approved
0.6111	Remote Similarity	NPD5716	Approved
0.6111	Remote Similarity	NPD6766	Clinical (unspecified phase)
0.6106	Remote Similarity	NPD3644	Approved
0.6106	Remote Similarity	NPD3643	Approved
0.6106	Remote Similarity	NPD3642	Approved
0.6095	Remote Similarity	NPD5206	Clinical (unspecified phase)
0.6092	Remote Similarity	NPD173	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD4785	Approved
0.6087	Remote Similarity	NPD4784	Approved
0.6087	Remote Similarity	NPD6010	Discontinued
0.6083	Remote Similarity	NPD3023	Approved
0.6083	Remote Similarity	NPD3026	Approved
0.6078	Remote Similarity	NPD9258	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