NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	574.24
Volume:	568.811
LogP:	2.687
LogD:	1.87
LogS:	-4.269
# Rotatable Bonds:	11
TPSA:	154.89
# H-Bond Aceptor:	11
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.279
Synthetic Accessibility Score:	5.947
Fsp3:	0.6
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.358
MDCK Permeability:	6.840581772848964e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.979
Human Intestinal Absorption (HIA):	0.699
20% Bioavailability (F20%):	0.942
30% Bioavailability (F30%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.63
Plasma Protein Binding (PPB):	47.328147888183594%
Volume Distribution (VD):	1.173
Pgp-substrate:	28.96349334716797%

ADMET: Metabolism

CYP1A2-inhibitor:	0.045
CYP1A2-substrate:	0.051
CYP2C19-inhibitor:	0.019
CYP2C19-substrate:	0.079
CYP2C9-inhibitor:	0.043
CYP2C9-substrate:	0.038
CYP2D6-inhibitor:	0.291
CYP2D6-substrate:	0.05
CYP3A4-inhibitor:	0.604
CYP3A4-substrate:	0.402

ADMET: Excretion

Clearance (CL):	2.797
Half-life (T1/2):	0.678

ADMET: Toxicity

hERG Blockers:	0.059
Human Hepatotoxicity (H-HT):	0.72
Drug-inuced Liver Injury (DILI):	0.907
AMES Toxicity:	0.369
Rat Oral Acute Toxicity:	0.289
Maximum Recommended Daily Dose:	0.062
Skin Sensitization:	0.402
Carcinogencity:	0.753
Eye Corrosion:	0.006
Eye Irritation:	0.021
Respiratory Toxicity:	0.903

Download Data

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

Natural Product: NPC476971

Natural Product ID:	NPC476971
*Common Name:**	[(1S,2S,5S,6S,7R,8S,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-2,8-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate
IUPAC Name:	[(1S,2S,5S,6S,7R,8S,9R,12R)-5,12-diacetyloxy-6-(acetyloxymethyl)-2,8-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate
Synonyms:
Standard InCHIKey:	PVKRLWLUFLRCHV-PVXREPHISA-N
Standard InCHI:	InChI=1S/C30H38O11/c1-17(31)37-16-29-21(38-18(2)32)14-15-28(6,36)30(29)25(39-19(3)33)23(27(4,5)41-30)24(35)26(29)40-22(34)13-12-20-10-8-7-9-11-20/h7-13,21,23-26,35-36H,14-16H2,1-6H3/b13-12+/t21-,23+,24-,25+,26-,28-,29-,30-/m0/s1
SMILES:	CC(=O)OC[C@@]12[C@H](CC[C@]([C@@]13[C@@H]([C@@H]([C@@H]([C@@H]2OC(=O)/C=C/C4=CC=CC=C4)O)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	118726317
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002051] Agarofurans

*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
NPO33650	Denhamia celastroides	Species	Celastraceae	Eukaryota	leave	Walton Bridge Reserve, The Gap, Australia	2012-OCT	PMID[25579619]

☑ 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

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT858	Cell Line	LNCaP	Homo sapiens	IC50	>	10000	nM	PMID[25579619]

☑ 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 NPC476971 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	223
0.1-0.2	953
0.2-0.3	2092
0.3-0.4	4822
0.4-0.5	8382
0.5-0.6	17223
0.6-0.7	7810
0.7-0.8	922
0.8-0.85	125
0.85-0.9	98
0.9-0.95	22
0.95-1	25

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC476972
0.9916	High Similarity	NPC470158
0.9916	High Similarity	NPC476970
0.9916	High Similarity	NPC475933
0.9664	High Similarity	NPC473871
0.9664	High Similarity	NPC473870
0.9597	High Similarity	NPC476976
0.958	High Similarity	NPC70973
0.958	High Similarity	NPC473889
0.9516	High Similarity	NPC476977
0.9496	High Similarity	NPC311175
0.9496	High Similarity	NPC37641
0.9344	High Similarity	NPC473083
0.9268	High Similarity	NPC473111
0.9268	High Similarity	NPC473110
0.9244	High Similarity	NPC473860
0.9187	High Similarity	NPC114927
0.916	High Similarity	NPC84129
0.9113	High Similarity	NPC473082
0.9032	High Similarity	NPC471758
0.9015	High Similarity	NPC87448
0.9015	High Similarity	NPC291599
0.9015	High Similarity	NPC118080
0.9015	High Similarity	NPC27377
0.9015	High Similarity	NPC97947
0.9015	High Similarity	NPC41481
0.9015	High Similarity	NPC472576
0.896	High Similarity	NPC45821
0.8939	High Similarity	NPC275592
0.8939	High Similarity	NPC97667
0.8939	High Similarity	NPC90614
0.8939	High Similarity	NPC100913
0.8939	High Similarity	NPC171207
0.8908	High Similarity	NPC473869
0.8898	High Similarity	NPC93632
0.8872	High Similarity	NPC16912
0.8871	High Similarity	NPC12016
0.8819	High Similarity	NPC58061
0.8815	High Similarity	NPC470152
0.8815	High Similarity	NPC241951
0.8815	High Similarity	NPC475759
0.88	High Similarity	NPC472373
0.875	High Similarity	NPC472568
0.875	High Similarity	NPC171525
0.875	High Similarity	NPC158663
0.875	High Similarity	NPC470159
0.875	High Similarity	NPC70403
0.875	High Similarity	NPC96903
0.875	High Similarity	NPC473088
0.875	High Similarity	NPC472575
0.875	High Similarity	NPC29704
0.875	High Similarity	NPC476973
0.875	High Similarity	NPC184817
0.875	High Similarity	NPC470157
0.875	High Similarity	NPC469349
0.875	High Similarity	NPC177940
0.875	High Similarity	NPC472572
0.875	High Similarity	NPC471104
0.875	High Similarity	NPC200471
0.875	High Similarity	NPC472571
0.875	High Similarity	NPC174982
0.8741	High Similarity	NPC163087
0.873	High Similarity	NPC284022
0.871	High Similarity	NPC300827
0.871	High Similarity	NPC473439
0.8692	High Similarity	NPC80599
0.8676	High Similarity	NPC70716
0.8676	High Similarity	NPC125106
0.8676	High Similarity	NPC57628
0.8676	High Similarity	NPC95810
0.8676	High Similarity	NPC472569
0.8676	High Similarity	NPC476974
0.8676	High Similarity	NPC472570
0.8676	High Similarity	NPC95265
0.8676	High Similarity	NPC11685
0.8676	High Similarity	NPC472573
0.8676	High Similarity	NPC188865
0.8676	High Similarity	NPC25768
0.8676	High Similarity	NPC163719
0.8676	High Similarity	NPC475122
0.8672	High Similarity	NPC230331
0.8657	High Similarity	NPC472547
0.864	High Similarity	NPC475328
0.8636	High Similarity	NPC291638
0.8636	High Similarity	NPC195647
0.8636	High Similarity	NPC472577
0.8636	High Similarity	NPC17877
0.8636	High Similarity	NPC66761
0.8613	High Similarity	NPC301946
0.8613	High Similarity	NPC277053
0.8607	High Similarity	NPC470820
0.8561	High Similarity	NPC301556
0.8561	High Similarity	NPC270590
0.8561	High Similarity	NPC92293
0.8561	High Similarity	NPC476975
0.8561	High Similarity	NPC474608
0.8561	High Similarity	NPC471101
0.8561	High Similarity	NPC266265
0.8551	High Similarity	NPC474935
0.854	High Similarity	NPC471912
0.854	High Similarity	NPC80895
0.8529	High Similarity	NPC34012
0.8529	High Similarity	NPC475513
0.8529	High Similarity	NPC473755
0.8507	High Similarity	NPC39549
0.8504	High Similarity	NPC470815
0.85	High Similarity	NPC470245
0.85	High Similarity	NPC473214
0.8492	Intermediate Similarity	NPC473749
0.8489	Intermediate Similarity	NPC281717
0.8478	Intermediate Similarity	NPC472556
0.8468	Intermediate Similarity	NPC89324
0.844	Intermediate Similarity	NPC470153
0.844	Intermediate Similarity	NPC471103
0.8433	Intermediate Similarity	NPC472545
0.8433	Intermediate Similarity	NPC472551
0.8429	Intermediate Similarity	NPC473215
0.8429	Intermediate Similarity	NPC474564
0.8406	Intermediate Similarity	NPC471139
0.8406	Intermediate Similarity	NPC38696
0.8397	Intermediate Similarity	NPC473443
0.8382	Intermediate Similarity	NPC211137
0.8382	Intermediate Similarity	NPC473085
0.8382	Intermediate Similarity	NPC4341
0.8382	Intermediate Similarity	NPC473060
0.8382	Intermediate Similarity	NPC48017
0.8382	Intermediate Similarity	NPC200592
0.8382	Intermediate Similarity	NPC473613
0.8382	Intermediate Similarity	NPC147880
0.8382	Intermediate Similarity	NPC473081
0.8382	Intermediate Similarity	NPC184747
0.8382	Intermediate Similarity	NPC476094
0.8382	Intermediate Similarity	NPC473109
0.8382	Intermediate Similarity	NPC473112
0.8382	Intermediate Similarity	NPC43241
0.8382	Intermediate Similarity	NPC473758
0.837	Intermediate Similarity	NPC183122
0.837	Intermediate Similarity	NPC283375
0.8369	Intermediate Similarity	NPC70236
0.8369	Intermediate Similarity	NPC476092
0.8369	Intermediate Similarity	NPC475218
0.8369	Intermediate Similarity	NPC475447
0.8333	Intermediate Similarity	NPC91703
0.8333	Intermediate Similarity	NPC477894
0.8321	Intermediate Similarity	NPC225103
0.8321	Intermediate Similarity	NPC224491
0.831	Intermediate Similarity	NPC51602
0.8309	Intermediate Similarity	NPC210591
0.8309	Intermediate Similarity	NPC475652
0.8309	Intermediate Similarity	NPC214550
0.8308	Intermediate Similarity	NPC190849
0.8308	Intermediate Similarity	NPC171007
0.8286	Intermediate Similarity	NPC240115
0.8286	Intermediate Similarity	NPC473602
0.8273	Intermediate Similarity	NPC34943
0.8271	Intermediate Similarity	NPC209851
0.8264	Intermediate Similarity	NPC34066
0.8261	Intermediate Similarity	NPC140021
0.8261	Intermediate Similarity	NPC472546
0.8258	Intermediate Similarity	NPC147561
0.8258	Intermediate Similarity	NPC475138
0.8258	Intermediate Similarity	NPC472388
0.8254	Intermediate Similarity	NPC470814
0.8252	Intermediate Similarity	NPC477905
0.8252	Intermediate Similarity	NPC472548
0.8244	Intermediate Similarity	NPC195224
0.8239	Intermediate Similarity	NPC469448
0.8227	Intermediate Similarity	NPC217918
0.8227	Intermediate Similarity	NPC473760
0.8226	Intermediate Similarity	NPC476476
0.8214	Intermediate Similarity	NPC311825
0.8214	Intermediate Similarity	NPC127857
0.8214	Intermediate Similarity	NPC92867
0.8207	Intermediate Similarity	NPC106895
0.8201	Intermediate Similarity	NPC246480
0.8201	Intermediate Similarity	NPC473673
0.8201	Intermediate Similarity	NPC475429
0.8201	Intermediate Similarity	NPC147217
0.8201	Intermediate Similarity	NPC139067
0.8201	Intermediate Similarity	NPC191082
0.8201	Intermediate Similarity	NPC270498
0.8201	Intermediate Similarity	NPC177340
0.8195	Intermediate Similarity	NPC472418
0.8182	Intermediate Similarity	NPC469415
0.8169	Intermediate Similarity	NPC60509
0.8169	Intermediate Similarity	NPC81698
0.8169	Intermediate Similarity	NPC250046
0.8156	Intermediate Similarity	NPC478263
0.8156	Intermediate Similarity	NPC48599
0.8156	Intermediate Similarity	NPC209592
0.8156	Intermediate Similarity	NPC20255
0.8143	Intermediate Similarity	NPC470231
0.8143	Intermediate Similarity	NPC51314
0.8143	Intermediate Similarity	NPC67777
0.8138	Intermediate Similarity	NPC282239
0.8138	Intermediate Similarity	NPC472549
0.8138	Intermediate Similarity	NPC469730
0.8138	Intermediate Similarity	NPC132599
0.8138	Intermediate Similarity	NPC21410
0.8138	Intermediate Similarity	NPC473632

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 NPC476971 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	196
0.1-0.2	652
0.2-0.3	1403
0.3-0.4	3213
0.4-0.5	2250
0.5-0.6	1212
0.6-0.7	208
0.7-0.8	16
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
0.7762	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.7615	Intermediate Similarity	NPD7741	Discontinued
0.7554	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7519	Intermediate Similarity	NPD4198	Discontinued
0.75	Intermediate Similarity	NPD5126	Approved
0.75	Intermediate Similarity	NPD5125	Phase 3
0.7347	Intermediate Similarity	NPD7236	Approved
0.7219	Intermediate Similarity	NPD7239	Suspended
0.7214	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD8407	Phase 2
0.7143	Intermediate Similarity	NPD7516	Approved
0.7143	Intermediate Similarity	NPD7799	Discontinued
0.7123	Intermediate Similarity	NPD7266	Discontinued
0.712	Intermediate Similarity	NPD6647	Phase 2
0.7087	Intermediate Similarity	NPD6685	Approved
0.7073	Intermediate Similarity	NPD8368	Discontinued
0.7068	Intermediate Similarity	NPD7327	Approved
0.7068	Intermediate Similarity	NPD7328	Approved
0.7066	Intermediate Similarity	NPD8434	Phase 2
0.7047	Intermediate Similarity	NPD6190	Approved
0.7045	Intermediate Similarity	NPD2629	Approved
0.7044	Intermediate Similarity	NPD8127	Discontinued
0.7023	Intermediate Similarity	NPD7094	Approved
0.7023	Intermediate Similarity	NPD6858	Approved
0.6993	Remote Similarity	NPD7961	Discontinued
0.698	Remote Similarity	NPD8166	Discontinued
0.696	Remote Similarity	NPD5344	Discontinued
0.6923	Remote Similarity	NPD37	Approved
0.6912	Remote Similarity	NPD7503	Approved
0.6905	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD4967	Phase 2
0.6899	Remote Similarity	NPD4965	Approved
0.6899	Remote Similarity	NPD4966	Approved
0.6892	Remote Similarity	NPD5763	Approved
0.6892	Remote Similarity	NPD5762	Approved
0.6882	Remote Similarity	NPD8360	Approved
0.6882	Remote Similarity	NPD8361	Approved
0.6882	Remote Similarity	NPD8435	Approved
0.688	Remote Similarity	NPD6648	Approved
0.6879	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.685	Remote Similarity	NPD5765	Approved
0.6846	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6010	Discontinued
0.6831	Remote Similarity	NPD5736	Approved
0.6828	Remote Similarity	NPD4140	Approved
0.6818	Remote Similarity	NPD6912	Phase 3
0.6813	Remote Similarity	NPD6234	Discontinued
0.6809	Remote Similarity	NPD3094	Phase 2
0.68	Remote Similarity	NPD7638	Approved
0.6792	Remote Similarity	NPD7057	Phase 3
0.6792	Remote Similarity	NPD7058	Phase 2
0.6788	Remote Similarity	NPD8380	Approved
0.6788	Remote Similarity	NPD8296	Approved
0.6788	Remote Similarity	NPD8379	Approved
0.6788	Remote Similarity	NPD8335	Approved
0.6788	Remote Similarity	NPD8378	Approved
0.6765	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD4628	Phase 3
0.6746	Remote Similarity	NPD7639	Approved
0.6746	Remote Similarity	NPD7640	Approved
0.6744	Remote Similarity	NPD5048	Discontinued
0.6742	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD7228	Approved
0.6716	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6715	Remote Similarity	NPD8377	Approved
0.6715	Remote Similarity	NPD8294	Approved
0.6691	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5735	Approved
0.6667	Remote Similarity	NPD5909	Discontinued
0.6667	Remote Similarity	NPD4225	Approved
0.6667	Remote Similarity	NPD8033	Approved
0.6648	Remote Similarity	NPD8485	Approved
0.6645	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD6663	Approved
0.6643	Remote Similarity	NPD3092	Approved
0.6642	Remote Similarity	NPD7610	Discontinued
0.6641	Remote Similarity	NPD6686	Approved
0.6621	Remote Similarity	NPD7095	Approved
0.6621	Remote Similarity	NPD7008	Discontinued
0.6614	Remote Similarity	NPD7798	Approved
0.6589	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD5844	Phase 1
0.6579	Remote Similarity	NPD6674	Discontinued
0.6577	Remote Similarity	NPD7097	Phase 1
0.6575	Remote Similarity	NPD3764	Approved
0.657	Remote Similarity	NPD8150	Discontinued
0.6568	Remote Similarity	NPD7240	Approved
0.6567	Remote Similarity	NPD969	Suspended
0.656	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.656	Remote Similarity	NPD6049	Phase 2
0.6554	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD5124	Phase 1
0.6544	Remote Similarity	NPD5951	Approved
0.6541	Remote Similarity	NPD2067	Discontinued
0.6538	Remote Similarity	NPD6273	Approved
0.6536	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6536	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD7199	Phase 2
0.65	Remote Similarity	NPD3095	Discontinued
0.6493	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD3620	Phase 2
0.6486	Remote Similarity	NPD4060	Phase 1
0.6486	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD7507	Approved
0.6479	Remote Similarity	NPD6637	Approved
0.6475	Remote Similarity	NPD3091	Approved
0.6474	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD5886	Approved
0.6467	Remote Similarity	NPD41	Approved
0.6463	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD7319	Approved
0.6456	Remote Similarity	NPD1653	Approved
0.6449	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD6355	Discontinued
0.6439	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.642	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6414	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD5926	Approved
0.6395	Remote Similarity	NPD3027	Phase 3
0.6391	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6389	Remote Similarity	NPD8651	Approved
0.638	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6377	Remote Similarity	NPD7157	Approved
0.6377	Remote Similarity	NPD7115	Discovery
0.6371	Remote Similarity	NPD7838	Discovery
0.6369	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6369	Remote Similarity	NPD7473	Discontinued
0.6364	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD1652	Phase 2
0.6358	Remote Similarity	NPD8455	Phase 2
0.6358	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6358	Remote Similarity	NPD7819	Suspended
0.6358	Remote Similarity	NPD5760	Phase 2
0.6358	Remote Similarity	NPD5761	Phase 2
0.6357	Remote Similarity	NPD2066	Phase 3
0.6349	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6347	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD7075	Discontinued
0.634	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.634	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.634	Remote Similarity	NPD6002	Phase 3
0.634	Remote Similarity	NPD6005	Phase 3
0.634	Remote Similarity	NPD6004	Phase 3
0.6339	Remote Similarity	NPD7497	Discontinued
0.6323	Remote Similarity	NPD4110	Phase 3
0.6323	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6319	Remote Similarity	NPD5327	Phase 3
0.6316	Remote Similarity	NPD7305	Phase 1
0.6312	Remote Similarity	NPD5691	Approved
0.6312	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6312	Remote Similarity	NPD7458	Discontinued
0.6309	Remote Similarity	NPD6233	Phase 2
0.6306	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD8313	Approved
0.6301	Remote Similarity	NPD8312	Approved
0.6291	Remote Similarity	NPD6653	Approved
0.6291	Remote Similarity	NPD6353	Approved
0.6287	Remote Similarity	NPD6232	Discontinued
0.6279	Remote Similarity	NPD6765	Approved
0.6279	Remote Similarity	NPD6764	Approved
0.6279	Remote Similarity	NPD6559	Discontinued
0.6276	Remote Similarity	NPD6696	Suspended
0.6273	Remote Similarity	NPD4380	Phase 2
0.6273	Remote Similarity	NPD6599	Discontinued
0.6268	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6268	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6268	Remote Similarity	NPD4626	Approved
0.6267	Remote Similarity	NPD1613	Approved
0.6267	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.626	Remote Similarity	NPD7632	Discontinued
0.626	Remote Similarity	NPD1282	Approved
0.6259	Remote Similarity	NPD2861	Phase 2
0.6243	Remote Similarity	NPD8462	Phase 1
0.6242	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6242	Remote Similarity	NPD6798	Discontinued
0.6242	Remote Similarity	NPD5058	Phase 3
0.6242	Remote Similarity	NPD7985	Registered
0.6241	Remote Similarity	NPD6319	Approved
0.6234	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6224	Remote Similarity	NPD3496	Discontinued
0.6222	Remote Similarity	NPD2182	Approved
0.622	Remote Similarity	NPD5402	Approved
0.6218	Remote Similarity	NPD7003	Approved
0.6216	Remote Similarity	NPD7055	Discontinued
0.6216	Remote Similarity	NPD4908	Phase 1
0.6215	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD1930	Approved
0.6212	Remote Similarity	NPD1929	Approved
0.6211	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6209	Remote Similarity	NPD7033	Discontinued
0.6207	Remote Similarity	NPD7876	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