NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	348.12
Volume:	328.088
LogP:	0.315
LogD:	0.034
LogS:	-3.347
# Rotatable Bonds:	1
TPSA:	109.5
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.551
Synthetic Accessibility Score:	5.266
Fsp3:	0.667
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:	-5.365
MDCK Permeability:	3.382232171134092e-05
Pgp-inhibitor:	0.008
Pgp-substrate:	0.967
Human Intestinal Absorption (HIA):	0.089
20% Bioavailability (F20%):	0.057
30% Bioavailability (F30%):	0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.215
Plasma Protein Binding (PPB):	54.22891616821289%
Volume Distribution (VD):	0.681
Pgp-substrate:	31.99564552307129%

ADMET: Metabolism

CYP1A2-inhibitor:	0.013
CYP1A2-substrate:	0.523
CYP2C19-inhibitor:	0.013
CYP2C19-substrate:	0.783
CYP2C9-inhibitor:	0.007
CYP2C9-substrate:	0.128
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.204
CYP3A4-inhibitor:	0.024
CYP3A4-substrate:	0.336

ADMET: Excretion

Clearance (CL):	5.277
Half-life (T1/2):	0.511

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.579
Drug-inuced Liver Injury (DILI):	0.278
AMES Toxicity:	0.034
Rat Oral Acute Toxicity:	0.506
Maximum Recommended Daily Dose:	0.202
Skin Sensitization:	0.077
Carcinogencity:	0.433
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.516

Download Data

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

Natural Product: NPC478206

Natural Product ID:	NPC478206
*Common Name:**	3-Epi-15-hydroxynagilactone D
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	GOXDFVCHTSHAGI-SBNICUSFSA-N
Standard InCHI:	InChI=1S/C18H20O7/c1-6(19)11-7-4-9-13-17(2,8(7)5-10(20)24-11)15-12(25-15)14(21)18(13,3)16(22)23-9/h5-6,9,12-15,19,21H,4H2,1-3H3/t6?,9-,12-,13-,14?,15-,17-,18-/m1/s1
SMILES:	[H][C@@]12[C@H]3CC4=C(C(C)O)OC(=O)C=C4[C@@]1(C)[C@@H]1O[C@@H]1C(O)[C@]2(C)C(=O)O3
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds]

*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
NPO33703	Podocarpus nagi	Species	Podocarpaceae	Eukaryota	Seeds	Aihua, Lincang, Yunnan Province, China	2103-OCT	PMID[28719204]

☑ 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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC478206 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	357
0.1-0.2	1384
0.2-0.3	2916
0.3-0.4	5732
0.4-0.5	10736
0.5-0.6	7774
0.6-0.7	7365
0.7-0.8	6151
0.8-0.85	267
0.85-0.9	11
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC108581
1.0	High Similarity	NPC478205
0.9907	High Similarity	NPC478204
0.963	High Similarity	NPC475966
0.963	High Similarity	NPC478212
0.9444	High Similarity	NPC100329
0.9444	High Similarity	NPC247031
0.9444	High Similarity	NPC97939
0.9444	High Similarity	NPC132790
0.9369	High Similarity	NPC53396
0.9369	High Similarity	NPC98249
0.9352	High Similarity	NPC478209
0.9352	High Similarity	NPC478211
0.9286	High Similarity	NPC284707
0.9259	High Similarity	NPC478210
0.9196	High Similarity	NPC58662
0.9107	High Similarity	NPC478216
0.9091	High Similarity	NPC469655
0.9091	High Similarity	NPC474846
0.9091	High Similarity	NPC469656
0.9027	High Similarity	NPC469684
0.8981	High Similarity	NPC478208
0.886	High Similarity	NPC13713
0.8727	High Similarity	NPC180744
0.8673	High Similarity	NPC269530
0.8632	High Similarity	NPC268530
0.8632	High Similarity	NPC154491
0.8583	High Similarity	NPC477745
0.8583	High Similarity	NPC293112
0.8559	High Similarity	NPC4021
0.8559	High Similarity	NPC159456
0.8512	High Similarity	NPC476008
0.8512	High Similarity	NPC478207
0.8509	High Similarity	NPC472002
0.85	High Similarity	NPC172154
0.85	High Similarity	NPC81736
0.8475	Intermediate Similarity	NPC251226
0.8475	Intermediate Similarity	NPC475003
0.8468	Intermediate Similarity	NPC469607
0.8421	Intermediate Similarity	NPC188738
0.8417	Intermediate Similarity	NPC67251
0.8417	Intermediate Similarity	NPC11895
0.8417	Intermediate Similarity	NPC469789
0.8407	Intermediate Similarity	NPC469370
0.839	Intermediate Similarity	NPC230513
0.839	Intermediate Similarity	NPC42673
0.8362	Intermediate Similarity	NPC117712
0.8348	Intermediate Similarity	NPC42658
0.8348	Intermediate Similarity	NPC222834
0.8347	Intermediate Similarity	NPC24651
0.8347	Intermediate Similarity	NPC476729
0.8347	Intermediate Similarity	NPC8369
0.8333	Intermediate Similarity	NPC253906
0.8333	Intermediate Similarity	NPC312833
0.8333	Intermediate Similarity	NPC170538
0.8288	Intermediate Similarity	NPC159533
0.8279	Intermediate Similarity	NPC203702
0.8279	Intermediate Similarity	NPC120994
0.8279	Intermediate Similarity	NPC473635
0.8276	Intermediate Similarity	NPC477126
0.8264	Intermediate Similarity	NPC105926
0.8264	Intermediate Similarity	NPC265557
0.8264	Intermediate Similarity	NPC91693
0.8264	Intermediate Similarity	NPC18945
0.825	Intermediate Similarity	NPC67569
0.8246	Intermediate Similarity	NPC474243
0.8235	Intermediate Similarity	NPC470186
0.823	Intermediate Similarity	NPC230541
0.823	Intermediate Similarity	NPC67321
0.823	Intermediate Similarity	NPC187435
0.822	Intermediate Similarity	NPC55296
0.822	Intermediate Similarity	NPC176513
0.822	Intermediate Similarity	NPC473968
0.822	Intermediate Similarity	NPC470775
0.8214	Intermediate Similarity	NPC296950
0.8214	Intermediate Similarity	NPC283850
0.8214	Intermediate Similarity	NPC146731
0.8205	Intermediate Similarity	NPC284915
0.8205	Intermediate Similarity	NPC73314
0.8198	Intermediate Similarity	NPC31058
0.8198	Intermediate Similarity	NPC273005
0.8198	Intermediate Similarity	NPC469606
0.8198	Intermediate Similarity	NPC295791
0.8197	Intermediate Similarity	NPC469790
0.8182	Intermediate Similarity	NPC269642
0.8182	Intermediate Similarity	NPC23786
0.8182	Intermediate Similarity	NPC470265
0.8167	Intermediate Similarity	NPC478051
0.8158	Intermediate Similarity	NPC50124
0.8158	Intermediate Similarity	NPC37628
0.8151	Intermediate Similarity	NPC240509
0.8151	Intermediate Similarity	NPC251310
0.8151	Intermediate Similarity	NPC470776
0.8142	Intermediate Similarity	NPC102352
0.8142	Intermediate Similarity	NPC81630
0.8142	Intermediate Similarity	NPC34768
0.8136	Intermediate Similarity	NPC207217
0.8136	Intermediate Similarity	NPC179626
0.8125	Intermediate Similarity	NPC99510
0.8125	Intermediate Similarity	NPC72842
0.812	Intermediate Similarity	NPC469463
0.812	Intermediate Similarity	NPC469496
0.812	Intermediate Similarity	NPC471204
0.812	Intermediate Similarity	NPC25909
0.812	Intermediate Similarity	NPC469454
0.8103	Intermediate Similarity	NPC179798
0.8103	Intermediate Similarity	NPC304180
0.8099	Intermediate Similarity	NPC477046
0.8099	Intermediate Similarity	NPC470779
0.8099	Intermediate Similarity	NPC102822
0.8091	Intermediate Similarity	NPC124512
0.8091	Intermediate Similarity	NPC159763
0.8091	Intermediate Similarity	NPC278386
0.8087	Intermediate Similarity	NPC472534
0.8087	Intermediate Similarity	NPC141350
0.8087	Intermediate Similarity	NPC143706
0.8087	Intermediate Similarity	NPC299590
0.8083	Intermediate Similarity	NPC475041
0.8083	Intermediate Similarity	NPC470777
0.807	Intermediate Similarity	NPC3316
0.807	Intermediate Similarity	NPC78966
0.807	Intermediate Similarity	NPC302788
0.807	Intermediate Similarity	NPC284732
0.807	Intermediate Similarity	NPC144854
0.8067	Intermediate Similarity	NPC477116
0.8067	Intermediate Similarity	NPC473590
0.8067	Intermediate Similarity	NPC470854
0.8067	Intermediate Similarity	NPC474654
0.8067	Intermediate Similarity	NPC97908
0.8067	Intermediate Similarity	NPC287343
0.8067	Intermediate Similarity	NPC27999
0.8067	Intermediate Similarity	NPC476712
0.8067	Intermediate Similarity	NPC122033
0.8067	Intermediate Similarity	NPC476713
0.8049	Intermediate Similarity	NPC470922
0.8034	Intermediate Similarity	NPC473877
0.8034	Intermediate Similarity	NPC476801
0.8018	Intermediate Similarity	NPC47024
0.8017	Intermediate Similarity	NPC475885
0.8017	Intermediate Similarity	NPC5103
0.8017	Intermediate Similarity	NPC112038
0.8017	Intermediate Similarity	NPC235014
0.8017	Intermediate Similarity	NPC210005
0.8017	Intermediate Similarity	NPC472214
0.8017	Intermediate Similarity	NPC472215
0.8	Intermediate Similarity	NPC21326
0.8	Intermediate Similarity	NPC189075
0.8	Intermediate Similarity	NPC50774
0.8	Intermediate Similarity	NPC154608
0.8	Intermediate Similarity	NPC275539
0.8	Intermediate Similarity	NPC277017
0.8	Intermediate Similarity	NPC94377
0.8	Intermediate Similarity	NPC17772
0.8	Intermediate Similarity	NPC192813
0.8	Intermediate Similarity	NPC709
0.8	Intermediate Similarity	NPC306265
0.7984	Intermediate Similarity	NPC159499
0.7984	Intermediate Similarity	NPC198209
0.7984	Intermediate Similarity	NPC225049
0.7983	Intermediate Similarity	NPC476711
0.7983	Intermediate Similarity	NPC477509
0.7983	Intermediate Similarity	NPC474734
0.7983	Intermediate Similarity	NPC476710
0.7966	Intermediate Similarity	NPC94509
0.7966	Intermediate Similarity	NPC51978
0.7966	Intermediate Similarity	NPC49451
0.7966	Intermediate Similarity	NPC56448
0.7966	Intermediate Similarity	NPC474271
0.7966	Intermediate Similarity	NPC264153
0.7953	Intermediate Similarity	NPC476193
0.7949	Intermediate Similarity	NPC317107
0.7946	Intermediate Similarity	NPC308824
0.7937	Intermediate Similarity	NPC473593
0.7934	Intermediate Similarity	NPC473839
0.7934	Intermediate Similarity	NPC77689
0.7934	Intermediate Similarity	NPC156745
0.7934	Intermediate Similarity	NPC236918
0.7934	Intermediate Similarity	NPC473636
0.7934	Intermediate Similarity	NPC268958
0.7934	Intermediate Similarity	NPC476529
0.7934	Intermediate Similarity	NPC211093
0.7934	Intermediate Similarity	NPC475775
0.7931	Intermediate Similarity	NPC42662
0.792	Intermediate Similarity	NPC471940
0.7917	Intermediate Similarity	NPC296822
0.7917	Intermediate Similarity	NPC470493
0.7917	Intermediate Similarity	NPC183580
0.7917	Intermediate Similarity	NPC286528
0.7917	Intermediate Similarity	NPC470492
0.7917	Intermediate Similarity	NPC475809
0.7917	Intermediate Similarity	NPC167606
0.7917	Intermediate Similarity	NPC140055
0.7917	Intermediate Similarity	NPC20302
0.7917	Intermediate Similarity	NPC134430
0.7917	Intermediate Similarity	NPC312824
0.7913	Intermediate Similarity	NPC179380
0.7913	Intermediate Similarity	NPC473165
0.7913	Intermediate Similarity	NPC110496
0.7903	Intermediate Similarity	NPC8374
0.7899	Intermediate Similarity	NPC268238

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 NPC478206 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	296
0.1-0.2	855
0.2-0.3	1862
0.3-0.4	2595
0.4-0.5	2113
0.5-0.6	969
0.6-0.7	370
0.7-0.8	89
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8091	Intermediate Similarity	NPD4225	Approved
0.8087	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7917	Intermediate Similarity	NPD7115	Discovery
0.7863	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7607	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7395	Intermediate Similarity	NPD6686	Approved
0.7391	Intermediate Similarity	NPD7639	Approved
0.7391	Intermediate Similarity	NPD7640	Approved
0.7385	Intermediate Similarity	NPD7319	Approved
0.7381	Intermediate Similarity	NPD8513	Phase 3
0.7328	Intermediate Similarity	NPD5344	Discontinued
0.7304	Intermediate Similarity	NPD7638	Approved
0.7244	Intermediate Similarity	NPD8515	Approved
0.7244	Intermediate Similarity	NPD8517	Approved
0.7244	Intermediate Similarity	NPD8516	Approved
0.7241	Intermediate Similarity	NPD6648	Approved
0.7227	Intermediate Similarity	NPD6008	Approved
0.7168	Intermediate Similarity	NPD5778	Approved
0.7168	Intermediate Similarity	NPD5779	Approved
0.7165	Intermediate Similarity	NPD6319	Approved
0.7154	Intermediate Similarity	NPD7507	Approved
0.7143	Intermediate Similarity	NPD46	Approved
0.7143	Intermediate Similarity	NPD6698	Approved
0.7131	Intermediate Similarity	NPD6371	Approved
0.708	Intermediate Similarity	NPD7983	Approved
0.7016	Intermediate Similarity	NPD6053	Discontinued
0.7	Intermediate Similarity	NPD8328	Phase 3
0.6977	Remote Similarity	NPD6921	Approved
0.6977	Remote Similarity	NPD7503	Approved
0.6975	Remote Similarity	NPD7632	Discontinued
0.697	Remote Similarity	NPD8074	Phase 3
0.696	Remote Similarity	NPD4632	Approved
0.6947	Remote Similarity	NPD7492	Approved
0.693	Remote Similarity	NPD6411	Approved
0.693	Remote Similarity	NPD7637	Suspended
0.6929	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD6059	Approved
0.6899	Remote Similarity	NPD6054	Approved
0.6897	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD6616	Approved
0.6846	Remote Similarity	NPD6015	Approved
0.6846	Remote Similarity	NPD6016	Approved
0.6842	Remote Similarity	NPD8293	Discontinued
0.6842	Remote Similarity	NPD7838	Discovery
0.6842	Remote Similarity	NPD7078	Approved
0.6822	Remote Similarity	NPD7516	Approved
0.6803	Remote Similarity	NPD6675	Approved
0.6803	Remote Similarity	NPD6402	Approved
0.6803	Remote Similarity	NPD7128	Approved
0.6803	Remote Similarity	NPD5739	Approved
0.6794	Remote Similarity	NPD5988	Approved
0.6794	Remote Similarity	NPD6370	Approved
0.6791	Remote Similarity	NPD7736	Approved
0.6774	Remote Similarity	NPD6372	Approved
0.6774	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD6373	Approved
0.6754	Remote Similarity	NPD6101	Approved
0.6754	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD5701	Approved
0.6748	Remote Similarity	NPD5697	Approved
0.6748	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD8297	Approved
0.6744	Remote Similarity	NPD7327	Approved
0.6744	Remote Similarity	NPD7328	Approved
0.672	Remote Similarity	NPD4634	Approved
0.6694	Remote Similarity	NPD7320	Approved
0.6694	Remote Similarity	NPD6881	Approved
0.6694	Remote Similarity	NPD6899	Approved
0.6667	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6009	Approved
0.6667	Remote Similarity	NPD5282	Discontinued
0.6667	Remote Similarity	NPD6649	Approved
0.6667	Remote Similarity	NPD6650	Approved
0.6642	Remote Similarity	NPD7260	Phase 2
0.664	Remote Similarity	NPD6013	Approved
0.664	Remote Similarity	NPD6012	Approved
0.664	Remote Similarity	NPD6014	Approved
0.6639	Remote Similarity	NPD7902	Approved
0.6617	Remote Similarity	NPD7604	Phase 2
0.6613	Remote Similarity	NPD6412	Phase 2
0.6594	Remote Similarity	NPD6845	Suspended
0.6591	Remote Similarity	NPD8378	Approved
0.6591	Remote Similarity	NPD8335	Approved
0.6591	Remote Similarity	NPD5983	Phase 2
0.6591	Remote Similarity	NPD8033	Approved
0.6591	Remote Similarity	NPD8296	Approved
0.6591	Remote Similarity	NPD8380	Approved
0.6591	Remote Similarity	NPD8379	Approved
0.6587	Remote Similarity	NPD7290	Approved
0.6587	Remote Similarity	NPD6883	Approved
0.6587	Remote Similarity	NPD7102	Approved
0.6581	Remote Similarity	NPD6399	Phase 3
0.6579	Remote Similarity	NPD7524	Approved
0.6577	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.656	Remote Similarity	NPD6011	Approved
0.6557	Remote Similarity	NPD5211	Phase 2
0.6549	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD1694	Approved
0.6535	Remote Similarity	NPD6869	Approved
0.6535	Remote Similarity	NPD6847	Approved
0.6535	Remote Similarity	NPD8130	Phase 1
0.6535	Remote Similarity	NPD6617	Approved
0.6525	Remote Similarity	NPD7748	Approved
0.6515	Remote Similarity	NPD8294	Approved
0.6515	Remote Similarity	NPD8377	Approved
0.65	Remote Similarity	NPD4755	Approved
0.6496	Remote Similarity	NPD7515	Phase 2
0.6491	Remote Similarity	NPD3618	Phase 1
0.6484	Remote Similarity	NPD6882	Approved
0.6466	Remote Similarity	NPD5328	Approved
0.6452	Remote Similarity	NPD5141	Approved
0.6446	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD8133	Approved
0.6423	Remote Similarity	NPD6033	Approved
0.6417	Remote Similarity	NPD4697	Phase 3
0.641	Remote Similarity	NPD5785	Approved
0.6406	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6397	Remote Similarity	NPD6336	Discontinued
0.6393	Remote Similarity	NPD4700	Approved
0.6393	Remote Similarity	NPD4696	Approved
0.6393	Remote Similarity	NPD5285	Approved
0.6393	Remote Similarity	NPD5286	Approved
0.6387	Remote Similarity	NPD7900	Approved
0.6387	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.637	Remote Similarity	NPD7829	Approved
0.637	Remote Similarity	NPD7830	Approved
0.6356	Remote Similarity	NPD6079	Approved
0.6341	Remote Similarity	NPD4159	Approved
0.6341	Remote Similarity	NPD1700	Approved
0.6336	Remote Similarity	NPD6274	Approved
0.6316	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.629	Remote Similarity	NPD5225	Approved
0.629	Remote Similarity	NPD5226	Approved
0.629	Remote Similarity	NPD5224	Approved
0.629	Remote Similarity	NPD4633	Approved
0.6281	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6281	Remote Similarity	NPD5222	Approved
0.6281	Remote Similarity	NPD5221	Approved
0.6281	Remote Similarity	NPD7839	Suspended
0.624	Remote Similarity	NPD5174	Approved
0.624	Remote Similarity	NPD5175	Approved
0.623	Remote Similarity	NPD5173	Approved
0.623	Remote Similarity	NPD6084	Phase 2
0.623	Remote Similarity	NPD6083	Phase 2
0.6228	Remote Similarity	NPD6695	Phase 3
0.6222	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD8035	Phase 2
0.6218	Remote Similarity	NPD8034	Phase 2
0.6213	Remote Similarity	NPD8434	Phase 2
0.621	Remote Similarity	NPD5223	Approved
0.6207	Remote Similarity	NPD4249	Approved
0.6207	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD7100	Approved
0.6194	Remote Similarity	NPD7101	Approved
0.6186	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD1695	Approved
0.6179	Remote Similarity	NPD5696	Approved
0.6167	Remote Similarity	NPD4202	Approved
0.6165	Remote Similarity	NPD6317	Approved
0.6154	Remote Similarity	NPD4250	Approved
0.6154	Remote Similarity	NPD4251	Approved
0.6154	Remote Similarity	NPD3573	Approved
0.6142	Remote Similarity	NPD4768	Approved
0.6142	Remote Similarity	NPD4767	Approved
0.614	Remote Similarity	NPD3667	Approved
0.6131	Remote Similarity	NPD7642	Approved
0.6131	Remote Similarity	NPD6067	Discontinued
0.6119	Remote Similarity	NPD6314	Approved
0.6119	Remote Similarity	NPD6335	Approved
0.6119	Remote Similarity	NPD6313	Approved
0.6111	Remote Similarity	NPD4754	Approved
0.6103	Remote Similarity	NPD6908	Approved
0.6103	Remote Similarity	NPD6909	Approved
0.609	Remote Similarity	NPD6868	Approved
0.6087	Remote Similarity	NPD6110	Phase 1
0.6087	Remote Similarity	NPD7154	Phase 3
0.6083	Remote Similarity	NPD5284	Approved
0.6083	Remote Similarity	NPD5281	Approved
0.6078	Remote Similarity	NPD2532	Approved
0.6078	Remote Similarity	NPD2534	Approved
0.6078	Remote Similarity	NPD2533	Approved
0.6076	Remote Similarity	NPD5761	Phase 2
0.6076	Remote Similarity	NPD5760	Phase 2
0.6068	Remote Similarity	NPD5330	Approved
0.6068	Remote Similarity	NPD5786	Approved
0.6068	Remote Similarity	NPD7521	Approved
0.6068	Remote Similarity	NPD7146	Approved
0.6068	Remote Similarity	NPD5279	Phase 3
0.6068	Remote Similarity	NPD6684	Approved
0.6068	Remote Similarity	NPD7334	Approved
0.6068	Remote Similarity	NPD6409	Approved
0.6066	Remote Similarity	NPD5695	Phase 3
0.6047	Remote Similarity	NPD4729	Approved
0.6047	Remote Similarity	NPD4730	Approved
0.6047	Remote Similarity	NPD5128	Approved
0.6043	Remote Similarity	NPD8451	Approved
0.6043	Remote Similarity	NPD8273	Phase 1

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