NPASS Compound

Structure

NPC84129 OpenBabel07101718242D 31 34 0 0 1 0 0 0 0 0999 V2000 -2.4616 -0.0129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0039 2.2708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4135 -0.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 -1.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.7775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3671 1.0987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3671 0.0987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5011 1.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5011 -0.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6350 1.0987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3458 0.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7690 -0.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6577 1.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9030 0.0987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3587 -1.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5060 0.2819 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0483 1.9761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6350 0.0987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1298 0.7064 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3049 -0.4013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0370 -0.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2900 0.0043 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3152 2.6562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0370 -1.4013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8258 1.0011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1709 0.0987 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 23 1 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 17 26 1 6 0 0 0 18 27 2 0 0 0 0 18 29 1 0 0 0 0 20 15 1 6 0 0 0 20 24 1 0 0 0 0 21 25 1 6 0 0 0 21 29 1 0 0 0 0 22 25 1 1 0 0 0 22 30 1 0 0 0 0 23 28 2 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 25 26 1 1 0 0 0 26 16 1 6 0 0 0 26 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	426.24
Volume:	452.159
LogP:	4.917
LogD:	3.848
LogS:	-5.431
# Rotatable Bonds:	6
TPSA:	61.83
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.504
Synthetic Accessibility Score:	5.449
Fsp3:	0.615
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.799
MDCK Permeability:	2.548022530390881e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.023
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.239
30% Bioavailability (F30%):	0.971

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.875
Plasma Protein Binding (PPB):	93.63394927978516%
Volume Distribution (VD):	1.549
Pgp-substrate:	6.545585632324219%

ADMET: Metabolism

CYP1A2-inhibitor:	0.338
CYP1A2-substrate:	0.087
CYP2C19-inhibitor:	0.189
CYP2C19-substrate:	0.456
CYP2C9-inhibitor:	0.701
CYP2C9-substrate:	0.412
CYP2D6-inhibitor:	0.423
CYP2D6-substrate:	0.335
CYP3A4-inhibitor:	0.829
CYP3A4-substrate:	0.476

ADMET: Excretion

Clearance (CL):	5.823
Half-life (T1/2):	0.094

ADMET: Toxicity

hERG Blockers:	0.464
Human Hepatotoxicity (H-HT):	0.803
Drug-inuced Liver Injury (DILI):	0.889
AMES Toxicity:	0.072
Rat Oral Acute Toxicity:	0.115
Maximum Recommended Daily Dose:	0.928
Skin Sensitization:	0.939
Carcinogencity:	0.389
Eye Corrosion:	0.411
Eye Irritation:	0.703
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC84129

Natural Product ID:	NPC84129
*Common Name:**	DQWLBHRONRCNFM-FAIVHPIASA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	DQWLBHRONRCNFM-FAIVHPIASA-N
Standard InCHI:	InChI=1S/C26H34O5/c1-17-11-13-21(29-18(2)27)25(5)22(15-20-16-26(17,25)31-24(20,3)4)30-23(28)14-12-19-9-7-6-8-10-19/h6-10,12,14,17,20-22H,11,13,15-16H2,1-5H3/b14-12+/t17-,20-,21+,22+,25+,26+/m1/s1
SMILES:	CC(=O)O[C@H]1CC[C@H]([C@]23[C@]1(C)[C@@H](OC(=O)/C=C/c1ccccc1)C[C@H](C2)C(O3)(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1796142
PubChem CID:	14805984
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
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18616221]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	stems	Montecristo National Park, province of Santa Ana, El Salvador	2004-JUN	PMID[20873773]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21419633]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25695368]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	>	25.0	ug.mL-1	PMID[451400]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	25.0	ug.mL-1	PMID[451400]

☑ 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 NPC84129 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	233
0.1-0.2	1133
0.2-0.3	2034
0.3-0.4	5188
0.4-0.5	9514
0.5-0.6	18750
0.6-0.7	5102
0.7-0.8	544
0.8-0.85	147
0.85-0.9	21
0.9-0.95	24
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
0.9725	High Similarity	NPC473869
0.9646	High Similarity	NPC37641
0.9646	High Similarity	NPC311175
0.9561	High Similarity	NPC70973
0.9381	High Similarity	NPC473860
0.9316	High Similarity	NPC114927
0.9316	High Similarity	NPC473083
0.9237	High Similarity	NPC473111
0.9237	High Similarity	NPC475933
0.9237	High Similarity	NPC473082
0.9237	High Similarity	NPC473110
0.9237	High Similarity	NPC470158
0.9237	High Similarity	NPC476970
0.916	High Similarity	NPC476972
0.916	High Similarity	NPC476971
0.906	High Similarity	NPC473889
0.8983	High Similarity	NPC473870
0.8983	High Similarity	NPC473871
0.8974	High Similarity	NPC300827
0.8974	High Similarity	NPC473439
0.8966	High Similarity	NPC470814
0.8934	High Similarity	NPC147561
0.8862	High Similarity	NPC476977
0.879	High Similarity	NPC476976
0.8739	High Similarity	NPC473749
0.8718	High Similarity	NPC89324
0.8707	High Similarity	NPC470820
0.8678	High Similarity	NPC471758
0.8651	High Similarity	NPC474608
0.8618	High Similarity	NPC230331
0.8607	High Similarity	NPC45821
0.8595	High Similarity	NPC470815
0.8583	High Similarity	NPC17877
0.8583	High Similarity	NPC291638
0.8583	High Similarity	NPC195647
0.8583	High Similarity	NPC66761
0.8583	High Similarity	NPC472577
0.8548	High Similarity	NPC93632
0.8525	High Similarity	NPC284022
0.8512	High Similarity	NPC12016
0.8468	Intermediate Similarity	NPC195224
0.8462	Intermediate Similarity	NPC476476
0.845	Intermediate Similarity	NPC183122
0.845	Intermediate Similarity	NPC283375
0.8443	Intermediate Similarity	NPC472373
0.8385	Intermediate Similarity	NPC214550
0.8385	Intermediate Similarity	NPC475652
0.8385	Intermediate Similarity	NPC210591
0.8321	Intermediate Similarity	NPC171207
0.8321	Intermediate Similarity	NPC211137
0.8321	Intermediate Similarity	NPC97667
0.8321	Intermediate Similarity	NPC48017
0.8321	Intermediate Similarity	NPC100913
0.8321	Intermediate Similarity	NPC473060
0.8321	Intermediate Similarity	NPC473081
0.8321	Intermediate Similarity	NPC473112
0.8321	Intermediate Similarity	NPC476094
0.8321	Intermediate Similarity	NPC473613
0.8321	Intermediate Similarity	NPC4341
0.8321	Intermediate Similarity	NPC275592
0.8321	Intermediate Similarity	NPC200592
0.8321	Intermediate Similarity	NPC147880
0.8321	Intermediate Similarity	NPC473085
0.8321	Intermediate Similarity	NPC184747
0.8321	Intermediate Similarity	NPC473109
0.8321	Intermediate Similarity	NPC43241
0.8321	Intermediate Similarity	NPC90614
0.8321	Intermediate Similarity	NPC473758
0.832	Intermediate Similarity	NPC58061
0.8306	Intermediate Similarity	NPC470818
0.8268	Intermediate Similarity	NPC472418
0.8258	Intermediate Similarity	NPC27377
0.8258	Intermediate Similarity	NPC41481
0.8258	Intermediate Similarity	NPC472576
0.8258	Intermediate Similarity	NPC97947
0.8258	Intermediate Similarity	NPC16912
0.8258	Intermediate Similarity	NPC118080
0.8258	Intermediate Similarity	NPC87448
0.8258	Intermediate Similarity	NPC291599
0.824	Intermediate Similarity	NPC473423
0.8203	Intermediate Similarity	NPC238370
0.8203	Intermediate Similarity	NPC80599
0.8203	Intermediate Similarity	NPC475493
0.8182	Intermediate Similarity	NPC477904
0.8182	Intermediate Similarity	NPC183270
0.8168	Intermediate Similarity	NPC475373
0.8154	Intermediate Similarity	NPC473399
0.8154	Intermediate Similarity	NPC473216
0.8145	Intermediate Similarity	NPC307139
0.8145	Intermediate Similarity	NPC469742
0.8134	Intermediate Similarity	NPC177340
0.8134	Intermediate Similarity	NPC139067
0.8134	Intermediate Similarity	NPC475429
0.8134	Intermediate Similarity	NPC473673
0.8134	Intermediate Similarity	NPC163087
0.8134	Intermediate Similarity	NPC270498
0.8134	Intermediate Similarity	NPC246480
0.8134	Intermediate Similarity	NPC191082
0.8134	Intermediate Similarity	NPC147217
0.813	Intermediate Similarity	NPC475328
0.8095	Intermediate Similarity	NPC5486
0.8092	Intermediate Similarity	NPC472551
0.8092	Intermediate Similarity	NPC472545
0.8077	Intermediate Similarity	NPC48929
0.8074	Intermediate Similarity	NPC70716
0.8074	Intermediate Similarity	NPC470152
0.8074	Intermediate Similarity	NPC95810
0.8074	Intermediate Similarity	NPC472570
0.8074	Intermediate Similarity	NPC80895
0.8074	Intermediate Similarity	NPC476974
0.8074	Intermediate Similarity	NPC51314
0.8074	Intermediate Similarity	NPC95265
0.8074	Intermediate Similarity	NPC241951
0.8074	Intermediate Similarity	NPC470231
0.8074	Intermediate Similarity	NPC67777
0.8074	Intermediate Similarity	NPC125106
0.8074	Intermediate Similarity	NPC471912
0.8074	Intermediate Similarity	NPC472573
0.8074	Intermediate Similarity	NPC57628
0.8074	Intermediate Similarity	NPC25768
0.8074	Intermediate Similarity	NPC475122
0.8074	Intermediate Similarity	NPC475759
0.8074	Intermediate Similarity	NPC11685
0.8074	Intermediate Similarity	NPC163719
0.8074	Intermediate Similarity	NPC472569
0.8074	Intermediate Similarity	NPC188865
0.8045	Intermediate Similarity	NPC472547
0.803	Intermediate Similarity	NPC39549
0.803	Intermediate Similarity	NPC184109
0.8017	Intermediate Similarity	NPC152812
0.8016	Intermediate Similarity	NPC470816
0.8015	Intermediate Similarity	NPC472575
0.8015	Intermediate Similarity	NPC476973
0.8015	Intermediate Similarity	NPC472571
0.8015	Intermediate Similarity	NPC301946
0.8015	Intermediate Similarity	NPC471107
0.8015	Intermediate Similarity	NPC471104
0.8015	Intermediate Similarity	NPC29704
0.8015	Intermediate Similarity	NPC174982
0.8015	Intermediate Similarity	NPC177940
0.8015	Intermediate Similarity	NPC472572
0.8015	Intermediate Similarity	NPC158663
0.8015	Intermediate Similarity	NPC472568
0.8015	Intermediate Similarity	NPC96903
0.8015	Intermediate Similarity	NPC470157
0.8015	Intermediate Similarity	NPC184817
0.8015	Intermediate Similarity	NPC200471
0.8015	Intermediate Similarity	NPC171525
0.8015	Intermediate Similarity	NPC277053
0.8015	Intermediate Similarity	NPC473088
0.8015	Intermediate Similarity	NPC470159
0.8015	Intermediate Similarity	NPC70403
0.8015	Intermediate Similarity	NPC469349
0.8015	Intermediate Similarity	NPC471100
0.8	Intermediate Similarity	NPC77691
0.7985	Intermediate Similarity	NPC224491
0.7984	Intermediate Similarity	NPC472361
0.7969	Intermediate Similarity	NPC225103
0.7956	Intermediate Similarity	NPC474935
0.7939	Intermediate Similarity	NPC471911
0.7939	Intermediate Similarity	NPC4242
0.7937	Intermediate Similarity	NPC265413
0.7937	Intermediate Similarity	NPC10154
0.7926	Intermediate Similarity	NPC475513
0.7926	Intermediate Similarity	NPC473755
0.7923	Intermediate Similarity	NPC209851
0.792	Intermediate Similarity	NPC273336
0.792	Intermediate Similarity	NPC182333
0.7907	Intermediate Similarity	NPC473443
0.7907	Intermediate Similarity	NPC472388
0.7899	Intermediate Similarity	NPC281717
0.7883	Intermediate Similarity	NPC472556
0.7874	Intermediate Similarity	NPC275576
0.7868	Intermediate Similarity	NPC91703
0.7868	Intermediate Similarity	NPC477894
0.7863	Intermediate Similarity	NPC472437
0.7863	Intermediate Similarity	NPC15850
0.7852	Intermediate Similarity	NPC266374
0.7846	Intermediate Similarity	NPC470278
0.7842	Intermediate Similarity	NPC270590
0.7842	Intermediate Similarity	NPC476975
0.7842	Intermediate Similarity	NPC266265
0.7842	Intermediate Similarity	NPC473215
0.7842	Intermediate Similarity	NPC471101
0.7842	Intermediate Similarity	NPC92293
0.7842	Intermediate Similarity	NPC301556
0.7826	Intermediate Similarity	NPC473602
0.7812	Intermediate Similarity	NPC473220
0.7812	Intermediate Similarity	NPC171007
0.7812	Intermediate Similarity	NPC470753
0.7812	Intermediate Similarity	NPC169913
0.7812	Intermediate Similarity	NPC190849
0.7794	Intermediate Similarity	NPC34012
0.7794	Intermediate Similarity	NPC140021
0.7794	Intermediate Similarity	NPC472546
0.7786	Intermediate Similarity	NPC470245
0.7786	Intermediate Similarity	NPC254558
0.7786	Intermediate Similarity	NPC473214
0.7786	Intermediate Similarity	NPC472394
0.7778	Intermediate Similarity	NPC475400

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 NPC84129 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	199
0.1-0.2	767
0.2-0.3	1235
0.3-0.4	3234
0.4-0.5	2278
0.5-0.6	1257
0.6-0.7	171
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
0.7661	Intermediate Similarity	NPD7741	Discontinued
0.7603	Intermediate Similarity	NPD7094	Approved
0.7603	Intermediate Similarity	NPD6858	Approved
0.7429	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD7236	Approved
0.728	Intermediate Similarity	NPD4198	Discontinued
0.7209	Intermediate Similarity	NPD7457	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6647	Phase 2
0.7132	Intermediate Similarity	NPD5125	Phase 3
0.7132	Intermediate Similarity	NPD7961	Discontinued
0.7132	Intermediate Similarity	NPD5126	Approved
0.7123	Intermediate Similarity	NPD7239	Suspended
0.7111	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6685	Approved
0.708	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6637	Approved
0.6963	Remote Similarity	NPD5736	Approved
0.6949	Remote Similarity	NPD5926	Approved
0.6942	Remote Similarity	NPD5909	Discontinued
0.6891	Remote Similarity	NPD7798	Approved
0.6889	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.686	Remote Similarity	NPD5765	Approved
0.685	Remote Similarity	NPD6010	Discontinued
0.6838	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD6049	Phase 2
0.6835	Remote Similarity	NPD7799	Discontinued
0.6835	Remote Similarity	NPD4140	Approved
0.6814	Remote Similarity	NPD1282	Approved
0.6807	Remote Similarity	NPD7638	Approved
0.68	Remote Similarity	NPD2067	Discontinued
0.6794	Remote Similarity	NPD5691	Approved
0.6791	Remote Similarity	NPD5327	Phase 3
0.6769	Remote Similarity	NPD7610	Discontinued
0.6763	Remote Similarity	NPD6663	Approved
0.6759	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD8166	Discontinued
0.675	Remote Similarity	NPD7639	Approved
0.675	Remote Similarity	NPD7640	Approved
0.6748	Remote Similarity	NPD5048	Discontinued
0.6742	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD7008	Discontinued
0.672	Remote Similarity	NPD2182	Approved
0.6693	Remote Similarity	NPD6912	Phase 3
0.6691	Remote Similarity	NPD3764	Approved
0.6688	Remote Similarity	NPD7058	Phase 2
0.6688	Remote Similarity	NPD7057	Phase 3
0.6667	Remote Similarity	NPD7055	Discontinued
0.6667	Remote Similarity	NPD2629	Approved
0.6667	Remote Similarity	NPD5951	Approved
0.6643	Remote Similarity	NPD8032	Phase 2
0.6641	Remote Similarity	NPD6065	Approved
0.6637	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD8127	Discontinued
0.6615	Remote Similarity	NPD3317	Approved
0.6612	Remote Similarity	NPD6648	Approved
0.6585	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6584	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD3094	Phase 2
0.6552	Remote Similarity	NPD5763	Approved
0.6552	Remote Similarity	NPD5762	Approved
0.6552	Remote Similarity	NPD7266	Discontinued
0.6549	Remote Similarity	NPD5124	Phase 1
0.6549	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD8407	Phase 2
0.6533	Remote Similarity	NPD6273	Approved
0.6519	Remote Similarity	NPD6287	Discontinued
0.65	Remote Similarity	NPD1989	Approved
0.6496	Remote Similarity	NPD3673	Approved
0.6496	Remote Similarity	NPD3672	Approved
0.6494	Remote Similarity	NPD37	Approved
0.6493	Remote Similarity	NPD3095	Discontinued
0.6493	Remote Similarity	NPD4626	Approved
0.6484	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD2066	Phase 3
0.6474	Remote Similarity	NPD4967	Phase 2
0.6474	Remote Similarity	NPD4966	Approved
0.6474	Remote Similarity	NPD4965	Approved
0.6471	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD8434	Phase 2
0.6466	Remote Similarity	NPD3091	Approved
0.6463	Remote Similarity	NPD8368	Discontinued
0.646	Remote Similarity	NPD3971	Phase 1
0.6457	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6454	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6439	Remote Similarity	NPD7327	Approved
0.6439	Remote Similarity	NPD4230	Clinical (unspecified phase)
0.6439	Remote Similarity	NPD7328	Approved
0.6434	Remote Similarity	NPD5735	Approved
0.6429	Remote Similarity	NPD3134	Approved
0.6429	Remote Similarity	NPD5705	Approved
0.6429	Remote Similarity	NPD5706	Approved
0.6429	Remote Similarity	NPD5704	Approved
0.6419	Remote Similarity	NPD4628	Phase 3
0.6418	Remote Similarity	NPD5585	Approved
0.6418	Remote Similarity	NPD7503	Approved
0.6418	Remote Similarity	NPD3024	Approved
0.6418	Remote Similarity	NPD3025	Approved
0.6407	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD5237	Approved
0.6406	Remote Similarity	NPD5236	Approved
0.6406	Remote Similarity	NPD5239	Approved
0.6406	Remote Similarity	NPD5240	Approved
0.6406	Remote Similarity	NPD5235	Approved
0.6403	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.64	Remote Similarity	NPD164	Approved
0.6397	Remote Similarity	NPD3092	Approved
0.6392	Remote Similarity	NPD6234	Discontinued
0.6391	Remote Similarity	NPD7516	Approved
0.6389	Remote Similarity	NPD6353	Approved
0.6385	Remote Similarity	NPD5535	Approved
0.6383	Remote Similarity	NPD7095	Approved
0.6376	Remote Similarity	NPD6190	Approved
0.637	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD2979	Phase 3
0.6346	Remote Similarity	NPD5760	Phase 2
0.6346	Remote Similarity	NPD5761	Phase 2
0.6346	Remote Similarity	NPD7819	Suspended
0.6345	Remote Similarity	NPD7097	Phase 1
0.6341	Remote Similarity	NPD1238	Approved
0.6338	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6336	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6005	Phase 3
0.6327	Remote Similarity	NPD6002	Phase 3
0.6327	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6004	Phase 3
0.6327	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD3026	Approved
0.6324	Remote Similarity	NPD3496	Discontinued
0.6324	Remote Similarity	NPD3023	Approved
0.632	Remote Similarity	NPD1930	Approved
0.632	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.632	Remote Similarity	NPD1929	Approved
0.6312	Remote Similarity	NPD4908	Phase 1
0.6311	Remote Similarity	NPD3495	Discontinued
0.6309	Remote Similarity	NPD7003	Approved
0.6308	Remote Similarity	NPD969	Suspended
0.6301	Remote Similarity	NPD3748	Approved
0.6301	Remote Similarity	NPD7305	Phase 1
0.6299	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6299	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD8380	Approved
0.6296	Remote Similarity	NPD8296	Approved
0.6296	Remote Similarity	NPD8379	Approved
0.6296	Remote Similarity	NPD8378	Approved
0.6296	Remote Similarity	NPD8335	Approved
0.6294	Remote Similarity	NPD8360	Approved
0.6294	Remote Similarity	NPD8435	Approved
0.6294	Remote Similarity	NPD8361	Approved
0.629	Remote Similarity	NPD5344	Discontinued
0.6286	Remote Similarity	NPD4624	Approved
0.6277	Remote Similarity	NPD1611	Approved
0.6273	Remote Similarity	NPD7229	Phase 3
0.6272	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.626	Remote Similarity	NPD4225	Approved
0.6259	Remote Similarity	NPD6099	Approved
0.6259	Remote Similarity	NPD6696	Suspended
0.6259	Remote Similarity	NPD6100	Approved
0.6259	Remote Similarity	NPD2438	Suspended
0.625	Remote Similarity	NPD4060	Phase 1
0.625	Remote Similarity	NPD1358	Approved
0.625	Remote Similarity	NPD2534	Approved
0.625	Remote Similarity	NPD2532	Approved
0.625	Remote Similarity	NPD2533	Approved
0.625	Remote Similarity	NPD3019	Approved
0.6242	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6242	Remote Similarity	NPD7179	Phase 2
0.6241	Remote Similarity	NPD2861	Phase 2
0.6241	Remote Similarity	NPD7084	Phase 3
0.624	Remote Similarity	NPD7632	Discontinued
0.6231	Remote Similarity	NPD2201	Approved
0.6224	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD8294	Approved
0.6222	Remote Similarity	NPD8377	Approved
0.6222	Remote Similarity	NPD7009	Phase 2
0.622	Remote Similarity	NPD7228	Approved
0.6207	Remote Similarity	NPD6355	Discontinued
0.6202	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD7458	Discontinued
0.6194	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.619	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.619	Remote Similarity	NPD7033	Discontinued
0.6187	Remote Similarity	NPD4359	Approved
0.6183	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6182	Remote Similarity	NPD5844	Phase 1
0.6181	Remote Similarity	NPD7713	Phase 3
0.6181	Remote Similarity	NPD7715	Approved
0.6181	Remote Similarity	NPD7714	Approved
0.6176	Remote Similarity	NPD8033	Approved
0.6169	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6165	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6165	Remote Similarity	NPD4766	Approved
0.6164	Remote Similarity	NPD7768	Phase 2
0.6159	Remote Similarity	NPD1281	Approved
0.6159	Remote Similarity	NPD3705	Approved
0.6154	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD4625	Phase 3

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