NPASS Compound

Structure

NPC470278 OpenBabel07101718192D 44 49 0 0 1 0 0 0 0 0999 V2000 7.5628 -0.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9885 -2.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1261 0.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1859 -0.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7375 -2.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5047 -1.9921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8355 -1.2490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1956 -2.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6065 -0.8023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2757 -1.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6284 -1.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8574 -1.4569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2175 -3.1511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9229 -2.0806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2538 -1.3375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3194 -1.9612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5484 -2.4080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -2.1691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5702 -2.6159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2612 -3.5669 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9011 -1.8727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 3 26 2 0 0 0 0 4 35 1 0 0 0 0 6 42 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 11 24 2 0 0 0 0 12 25 1 0 0 0 0 13 27 2 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 28 1 0 0 0 0 16 18 1 0 0 0 0 16 31 1 0 0 0 0 17 36 1 0 0 0 0 19 20 1 0 0 0 0 19 35 1 0 0 0 0 20 37 1 0 0 0 0 21 30 1 0 0 0 0 22 24 1 0 0 0 0 22 43 1 0 0 0 0 23 37 1 0 0 0 0 23 38 1 0 0 0 0 25 2 1 1 0 0 0 25 28 1 0 0 0 0 26 32 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 1 0 0 0 29 21 1 1 0 0 0 29 32 1 0 0 0 0 29 44 1 0 0 0 0 30 36 1 6 0 0 0 30 37 1 0 0 0 0 31 39 2 0 0 0 0 31 42 1 0 0 0 0 32 38 1 1 0 0 0 33 40 2 0 0 0 0 33 44 1 0 0 0 0 34 41 2 0 0 0 0 34 43 1 0 0 0 0 35 36 1 1 0 0 0 36 5 1 6 0 0 0 37 38 1 6 0 0 0 38 18 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	602.36
Volume:	646.115
LogP:	6.976
LogD:	5.502
LogS:	-5.558
# Rotatable Bonds:	12
TPSA:	78.9
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	6
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.117
Synthetic Accessibility Score:	5.468
Fsp3:	0.658
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.116
MDCK Permeability:	2.0777741156052798e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.983
30% Bioavailability (F30%):	0.916

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002
Plasma Protein Binding (PPB):	98.84207153320312%
Volume Distribution (VD):	0.522
Pgp-substrate:	2.8317675590515137%

ADMET: Metabolism

CYP1A2-inhibitor:	0.056
CYP1A2-substrate:	0.164
CYP2C19-inhibitor:	0.452
CYP2C19-substrate:	0.64
CYP2C9-inhibitor:	0.589
CYP2C9-substrate:	0.097
CYP2D6-inhibitor:	0.659
CYP2D6-substrate:	0.061
CYP3A4-inhibitor:	0.962
CYP3A4-substrate:	0.623

ADMET: Excretion

Clearance (CL):	8.02
Half-life (T1/2):	0.393

ADMET: Toxicity

hERG Blockers:	0.848
Human Hepatotoxicity (H-HT):	0.191
Drug-inuced Liver Injury (DILI):	0.776
AMES Toxicity:	0.004
Rat Oral Acute Toxicity:	0.149
Maximum Recommended Daily Dose:	0.917
Skin Sensitization:	0.975
Carcinogencity:	0.123
Eye Corrosion:	0.004
Eye Irritation:	0.059
Respiratory Toxicity:	0.942

Download Data

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

Natural Product: NPC470278

Natural Product ID:	NPC470278
*Common Name:**	QJOVBNAZFJOEES-CXTKDAAHSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	QJOVBNAZFJOEES-CXTKDAAHSA-N
Standard InCHI:	InChI=1S/C38H50O6/c1-24(22-43-34(41)27-13-8-7-9-14-27)11-10-12-25(2)28-15-17-36(5)30-21-29-32(26(3)33(40)44-29)38(18-16-31(39)42-6)23-37(30,38)20-19-35(28,36)4/h7-9,11,13-14,25,28-30,32H,3,10,12,15-23H2,1-2,4-6H3/b24-11+/t25-,28-,29-,30+,32-,35-,36+,37+,38-/m1/s1
SMILES:	CC(CCC=C(C)COC(=O)C1=CC=CC=C1)C2CCC3(C2(CCC45C3CC6C(C4(C5)CCC(=O)OC)C(=C)C(=O)O6)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1939898
PubChem CID:	57399883
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO33315	gardenia spp.	Species	Rubiaceae	Eukaryota	n.a.	Thai	n.a.	PMID[22142538]

☑ 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
Others	1

Activity Type	# Activity
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT177	Tissue	Aorta	Rattus norvegicus	Inhibition	=	10.0	%	PMID[529335]

☑ 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 NPC470278 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	334
0.1-0.2	1316
0.2-0.3	2170
0.3-0.4	5197
0.4-0.5	11960
0.5-0.6	16897
0.6-0.7	3784
0.7-0.8	927
0.8-0.85	104
0.85-0.9	7
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9154	High Similarity	NPC203486
0.9091	High Similarity	NPC475373
0.9077	High Similarity	NPC472656
0.8864	High Similarity	NPC329913
0.8846	High Similarity	NPC147561
0.876	High Similarity	NPC473220
0.876	High Similarity	NPC169913
0.876	High Similarity	NPC470753
0.8759	High Similarity	NPC131966
0.8759	High Similarity	NPC191387
0.8722	High Similarity	NPC48929
0.8722	High Similarity	NPC126516
0.8686	High Similarity	NPC475135
0.8682	High Similarity	NPC275576
0.8682	High Similarity	NPC470765
0.8667	High Similarity	NPC262324
0.8636	High Similarity	NPC72915
0.8582	High Similarity	NPC474608
0.8561	High Similarity	NPC470273
0.854	High Similarity	NPC79921
0.8529	High Similarity	NPC243893
0.8519	High Similarity	NPC291638
0.8519	High Similarity	NPC66761
0.8519	High Similarity	NPC195647
0.8519	High Similarity	NPC472577
0.8519	High Similarity	NPC473216
0.8519	High Similarity	NPC17877
0.8519	High Similarity	NPC473399
0.8504	High Similarity	NPC473243
0.8472	Intermediate Similarity	NPC472657
0.8472	Intermediate Similarity	NPC472658
0.8467	Intermediate Similarity	NPC475652
0.8467	Intermediate Similarity	NPC214550
0.8467	Intermediate Similarity	NPC210591
0.8455	Intermediate Similarity	NPC128368
0.8438	Intermediate Similarity	NPC50872
0.8433	Intermediate Similarity	NPC472394
0.8406	Intermediate Similarity	NPC473109
0.8406	Intermediate Similarity	NPC473613
0.8406	Intermediate Similarity	NPC473081
0.8406	Intermediate Similarity	NPC473060
0.8406	Intermediate Similarity	NPC475400
0.8406	Intermediate Similarity	NPC473758
0.8406	Intermediate Similarity	NPC211137
0.8406	Intermediate Similarity	NPC4341
0.8406	Intermediate Similarity	NPC200592
0.8406	Intermediate Similarity	NPC476094
0.8406	Intermediate Similarity	NPC43241
0.8406	Intermediate Similarity	NPC473112
0.8406	Intermediate Similarity	NPC473085
0.8406	Intermediate Similarity	NPC48017
0.8406	Intermediate Similarity	NPC184747
0.8406	Intermediate Similarity	NPC147880
0.8394	Intermediate Similarity	NPC183122
0.8394	Intermediate Similarity	NPC283375
0.8382	Intermediate Similarity	NPC471864
0.8345	Intermediate Similarity	NPC16912
0.8333	Intermediate Similarity	NPC51292
0.831	Intermediate Similarity	NPC56731
0.831	Intermediate Similarity	NPC475552
0.8296	Intermediate Similarity	NPC238370
0.8273	Intermediate Similarity	NPC183270
0.8273	Intermediate Similarity	NPC275592
0.8273	Intermediate Similarity	NPC97667
0.8273	Intermediate Similarity	NPC477904
0.8273	Intermediate Similarity	NPC171207
0.8273	Intermediate Similarity	NPC90614
0.8273	Intermediate Similarity	NPC100913
0.8264	Intermediate Similarity	NPC475417
0.8264	Intermediate Similarity	NPC125033
0.8264	Intermediate Similarity	NPC475561
0.8258	Intermediate Similarity	NPC476599
0.8248	Intermediate Similarity	NPC477896
0.8248	Intermediate Similarity	NPC477893
0.824	Intermediate Similarity	NPC307651
0.8227	Intermediate Similarity	NPC473673
0.8227	Intermediate Similarity	NPC246480
0.8227	Intermediate Similarity	NPC475429
0.8227	Intermediate Similarity	NPC139067
0.8227	Intermediate Similarity	NPC147217
0.8227	Intermediate Similarity	NPC177340
0.8227	Intermediate Similarity	NPC191082
0.8227	Intermediate Similarity	NPC270498
0.8214	Intermediate Similarity	NPC27377
0.8214	Intermediate Similarity	NPC472576
0.8214	Intermediate Similarity	NPC97947
0.8214	Intermediate Similarity	NPC41481
0.8214	Intermediate Similarity	NPC118080
0.8214	Intermediate Similarity	NPC291599
0.8214	Intermediate Similarity	NPC87448
0.8214	Intermediate Similarity	NPC224491
0.8201	Intermediate Similarity	NPC472395
0.8201	Intermediate Similarity	NPC472371
0.8194	Intermediate Similarity	NPC473403
0.8188	Intermediate Similarity	NPC472374
0.8188	Intermediate Similarity	NPC477358
0.8188	Intermediate Similarity	NPC472545
0.8188	Intermediate Similarity	NPC472372
0.8188	Intermediate Similarity	NPC472551
0.8182	Intermediate Similarity	NPC473602
0.8175	Intermediate Similarity	NPC471911
0.8175	Intermediate Similarity	NPC4242
0.8169	Intermediate Similarity	NPC163719
0.8169	Intermediate Similarity	NPC475122
0.8169	Intermediate Similarity	NPC188865
0.8169	Intermediate Similarity	NPC25768
0.8169	Intermediate Similarity	NPC11685
0.8169	Intermediate Similarity	NPC57628
0.8169	Intermediate Similarity	NPC472569
0.8169	Intermediate Similarity	NPC51314
0.8169	Intermediate Similarity	NPC67777
0.8169	Intermediate Similarity	NPC70716
0.8169	Intermediate Similarity	NPC95810
0.8169	Intermediate Similarity	NPC472573
0.8169	Intermediate Similarity	NPC470231
0.8169	Intermediate Similarity	NPC476974
0.8169	Intermediate Similarity	NPC125106
0.8169	Intermediate Similarity	NPC95265
0.8169	Intermediate Similarity	NPC472570
0.8156	Intermediate Similarity	NPC183540
0.8148	Intermediate Similarity	NPC475508
0.8148	Intermediate Similarity	NPC475138
0.8148	Intermediate Similarity	NPC42234
0.8143	Intermediate Similarity	NPC234548
0.8143	Intermediate Similarity	NPC248287
0.8138	Intermediate Similarity	NPC93666
0.813	Intermediate Similarity	NPC469636
0.8129	Intermediate Similarity	NPC39549
0.8129	Intermediate Similarity	NPC327511
0.8129	Intermediate Similarity	NPC205305
0.8112	Intermediate Similarity	NPC471107
0.8112	Intermediate Similarity	NPC29704
0.8112	Intermediate Similarity	NPC469349
0.8112	Intermediate Similarity	NPC177940
0.8112	Intermediate Similarity	NPC478264
0.8112	Intermediate Similarity	NPC472575
0.8112	Intermediate Similarity	NPC472568
0.8112	Intermediate Similarity	NPC470157
0.8112	Intermediate Similarity	NPC472572
0.8112	Intermediate Similarity	NPC200471
0.8112	Intermediate Similarity	NPC470159
0.8112	Intermediate Similarity	NPC70403
0.8112	Intermediate Similarity	NPC471100
0.8112	Intermediate Similarity	NPC96903
0.8112	Intermediate Similarity	NPC158663
0.8112	Intermediate Similarity	NPC174982
0.8112	Intermediate Similarity	NPC471104
0.8112	Intermediate Similarity	NPC476973
0.8112	Intermediate Similarity	NPC472571
0.8112	Intermediate Similarity	NPC184817
0.8112	Intermediate Similarity	NPC171525
0.8112	Intermediate Similarity	NPC473088
0.8099	Intermediate Similarity	NPC163087
0.8099	Intermediate Similarity	NPC477894
0.8099	Intermediate Similarity	NPC477468
0.8085	Intermediate Similarity	NPC266374
0.8082	Intermediate Similarity	NPC279442
0.8071	Intermediate Similarity	NPC121268
0.8071	Intermediate Similarity	NPC53361
0.8071	Intermediate Similarity	NPC276652
0.8056	Intermediate Similarity	NPC474935
0.8056	Intermediate Similarity	NPC478263
0.8054	Intermediate Similarity	NPC25351
0.8043	Intermediate Similarity	NPC324898
0.8043	Intermediate Similarity	NPC134937
0.8043	Intermediate Similarity	NPC298547
0.8042	Intermediate Similarity	NPC470152
0.8042	Intermediate Similarity	NPC241951
0.8042	Intermediate Similarity	NPC475759
0.8029	Intermediate Similarity	NPC477360
0.8028	Intermediate Similarity	NPC472546
0.8014	Intermediate Similarity	NPC472547
0.8014	Intermediate Similarity	NPC254558
0.8	Intermediate Similarity	NPC132652
0.8	Intermediate Similarity	NPC281717
0.7987	Intermediate Similarity	NPC471863
0.7986	Intermediate Similarity	NPC279637
0.7986	Intermediate Similarity	NPC149401
0.7986	Intermediate Similarity	NPC472556
0.7986	Intermediate Similarity	NPC270364
0.7985	Intermediate Similarity	NPC473082
0.7984	Intermediate Similarity	NPC265407
0.7984	Intermediate Similarity	NPC152812
0.7984	Intermediate Similarity	NPC83628
0.7972	Intermediate Similarity	NPC91703
0.7961	Intermediate Similarity	NPC55744
0.7959	Intermediate Similarity	NPC51602
0.7958	Intermediate Similarity	NPC471862
0.7958	Intermediate Similarity	NPC473654
0.7945	Intermediate Similarity	NPC301556
0.7945	Intermediate Similarity	NPC471101
0.7945	Intermediate Similarity	NPC270590
0.7945	Intermediate Similarity	NPC266265
0.7945	Intermediate Similarity	NPC92293
0.7945	Intermediate Similarity	NPC476975
0.7945	Intermediate Similarity	NPC473215
0.7945	Intermediate Similarity	NPC76103
0.7937	Intermediate Similarity	NPC82899
0.7937	Intermediate Similarity	NPC270699
0.7931	Intermediate Similarity	NPC48599

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 NPC470278 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	269
0.1-0.2	837
0.2-0.3	1245
0.3-0.4	2913
0.4-0.5	2468
0.5-0.6	1243
0.6-0.7	158
0.7-0.8	17
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
0.8239	Intermediate Similarity	NPD7236	Approved
0.8145	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.8015	Intermediate Similarity	NPD7457	Clinical (unspecified phase)
0.8015	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7959	Intermediate Similarity	NPD7239	Suspended
0.7803	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD7961	Discontinued
0.7734	Intermediate Similarity	NPD6858	Approved
0.7734	Intermediate Similarity	NPD7094	Approved
0.7698	Intermediate Similarity	NPD2182	Approved
0.7626	Intermediate Similarity	NPD7008	Discontinued
0.7584	Intermediate Similarity	NPD6273	Approved
0.7518	Intermediate Similarity	NPD8032	Phase 2
0.7518	Intermediate Similarity	NPD6663	Approved
0.75	Intermediate Similarity	NPD7799	Discontinued
0.7484	Intermediate Similarity	NPD7058	Phase 2
0.7484	Intermediate Similarity	NPD7057	Phase 3
0.7481	Intermediate Similarity	NPD5951	Approved
0.7426	Intermediate Similarity	NPD6287	Discontinued
0.741	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD164	Approved
0.7357	Intermediate Similarity	NPD5736	Approved
0.7339	Intermediate Similarity	NPD1238	Approved
0.7313	Intermediate Similarity	NPD7610	Discontinued
0.7287	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD7702	Clinical (unspecified phase)
0.7259	Intermediate Similarity	NPD7741	Discontinued
0.7248	Intermediate Similarity	NPD8166	Discontinued
0.7218	Intermediate Similarity	NPD2629	Approved
0.7203	Intermediate Similarity	NPD3764	Approved
0.7188	Intermediate Similarity	NPD8127	Discontinued
0.7164	Intermediate Similarity	NPD4198	Discontinued
0.7153	Intermediate Similarity	NPD7713	Phase 3
0.7153	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1876	Approved
0.7133	Intermediate Similarity	NPD7003	Approved
0.7121	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD3024	Approved
0.708	Intermediate Similarity	NPD3025	Approved
0.7025	Intermediate Similarity	NPD5760	Phase 2
0.7025	Intermediate Similarity	NPD5761	Phase 2
0.6987	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD7458	Discontinued
0.6986	Remote Similarity	NPD4140	Approved
0.6978	Remote Similarity	NPD3026	Approved
0.6978	Remote Similarity	NPD3023	Approved
0.697	Remote Similarity	NPD2067	Discontinued
0.6963	Remote Similarity	NPD4766	Approved
0.695	Remote Similarity	NPD5327	Phase 3
0.6944	Remote Similarity	NPD7055	Discontinued
0.6933	Remote Similarity	NPD2346	Discontinued
0.6933	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6085	Phase 2
0.6913	Remote Similarity	NPD2799	Discontinued
0.6913	Remote Similarity	NPD7305	Phase 1
0.6908	Remote Similarity	NPD4628	Phase 3
0.6906	Remote Similarity	NPD3019	Approved
0.6899	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD1930	Approved
0.6899	Remote Similarity	NPD1929	Approved
0.6879	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD3972	Approved
0.6871	Remote Similarity	NPD2979	Phase 3
0.6848	Remote Similarity	NPD7997	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD5909	Discontinued
0.6835	Remote Similarity	NPD5585	Approved
0.6828	Remote Similarity	NPD6832	Phase 2
0.6825	Remote Similarity	NPD1989	Approved
0.6824	Remote Similarity	NPD6355	Discontinued
0.6809	Remote Similarity	NPD1281	Approved
0.6805	Remote Similarity	NPD6765	Approved
0.6805	Remote Similarity	NPD6764	Approved
0.6802	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.68	Remote Similarity	NPD1202	Approved
0.6797	Remote Similarity	NPD2066	Phase 3
0.6797	Remote Similarity	NPD7798	Approved
0.6786	Remote Similarity	NPD2932	Approved
0.6784	Remote Similarity	NPD8407	Phase 2
0.6769	Remote Similarity	NPD6647	Phase 2
0.6763	Remote Similarity	NPD7009	Phase 2
0.6755	Remote Similarity	NPD2438	Suspended
0.6748	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD4230	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD2313	Discontinued
0.6733	Remote Similarity	NPD2567	Approved
0.6733	Remote Similarity	NPD2569	Approved
0.6732	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.673	Remote Similarity	NPD7028	Phase 2
0.6726	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6715	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD5691	Approved
0.6711	Remote Similarity	NPD1471	Phase 3
0.6708	Remote Similarity	NPD7819	Suspended
0.6706	Remote Similarity	NPD8368	Discontinued
0.6705	Remote Similarity	NPD8434	Phase 2
0.669	Remote Similarity	NPD2798	Approved
0.6689	Remote Similarity	NPD7714	Approved
0.6689	Remote Similarity	NPD7715	Approved
0.6688	Remote Similarity	NPD4110	Phase 3
0.6688	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6039	Approved
0.6667	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2198	Approved
0.6667	Remote Similarity	NPD2199	Approved
0.6667	Remote Similarity	NPD1283	Approved
0.6667	Remote Similarity	NPD6353	Approved
0.6647	Remote Similarity	NPD6784	Approved
0.6647	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD6785	Approved
0.6645	Remote Similarity	NPD2531	Phase 2
0.6645	Remote Similarity	NPD2935	Discontinued
0.6644	Remote Similarity	NPD4307	Phase 2
0.6641	Remote Similarity	NPD3495	Discontinued
0.6601	Remote Similarity	NPD6005	Phase 3
0.6601	Remote Similarity	NPD6004	Phase 3
0.6601	Remote Similarity	NPD5762	Approved
0.6601	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD5763	Approved
0.6601	Remote Similarity	NPD6002	Phase 3
0.6601	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.66	Remote Similarity	NPD5735	Approved
0.6597	Remote Similarity	NPD4359	Approved
0.6591	Remote Similarity	NPD1237	Approved
0.6581	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD3748	Approved
0.6573	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD6065	Approved
0.6565	Remote Similarity	NPD1932	Approved
0.6564	Remote Similarity	NPD8438	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD3226	Approved
0.6556	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD5667	Approved
0.6549	Remote Similarity	NPD3095	Discontinued
0.6536	Remote Similarity	NPD5406	Approved
0.6536	Remote Similarity	NPD5408	Approved
0.6536	Remote Similarity	NPD5404	Approved
0.6536	Remote Similarity	NPD5405	Approved
0.6534	Remote Similarity	NPD8361	Approved
0.6534	Remote Similarity	NPD8360	Approved
0.6534	Remote Similarity	NPD8435	Approved
0.6533	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD6637	Approved
0.6525	Remote Similarity	NPD3091	Approved
0.6525	Remote Similarity	NPD9545	Approved
0.6524	Remote Similarity	NPD4967	Phase 2
0.6524	Remote Similarity	NPD7768	Phase 2
0.6524	Remote Similarity	NPD4965	Approved
0.6524	Remote Similarity	NPD4966	Approved
0.6522	Remote Similarity	NPD6010	Discontinued
0.6519	Remote Similarity	NPD2533	Approved
0.6519	Remote Similarity	NPD2534	Approved
0.6519	Remote Similarity	NPD2329	Discontinued
0.6519	Remote Similarity	NPD2532	Approved
0.6516	Remote Similarity	NPD7179	Phase 2
0.651	Remote Similarity	NPD6798	Discontinued
0.6507	Remote Similarity	NPD2797	Approved
0.6507	Remote Similarity	NPD3267	Approved
0.6507	Remote Similarity	NPD1470	Approved
0.6507	Remote Similarity	NPD3266	Approved
0.6504	Remote Similarity	NPD9257	Approved
0.6504	Remote Similarity	NPD9259	Approved
0.6493	Remote Similarity	NPD6685	Approved
0.649	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD1693	Approved
0.6484	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD6873	Phase 2
0.6479	Remote Similarity	NPD1651	Approved
0.6471	Remote Similarity	NPD4308	Phase 3
0.6471	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD4870	Approved
0.6463	Remote Similarity	NPD4624	Approved
0.6463	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD1088	Approved
0.6457	Remote Similarity	NPD7631	Approved
0.6456	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD1087	Approved
0.6446	Remote Similarity	NPD6234	Discontinued
0.6443	Remote Similarity	NPD7095	Approved
0.6442	Remote Similarity	NPD37	Approved
0.6438	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD17	Approved
0.6434	Remote Similarity	NPD5126	Approved
0.6434	Remote Similarity	NPD4626	Approved
0.6434	Remote Similarity	NPD5125	Phase 3
0.6433	Remote Similarity	NPD7910	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD3673	Approved
0.6429	Remote Similarity	NPD2796	Approved
0.6429	Remote Similarity	NPD3672	Approved
0.6429	Remote Similarity	NPD7115	Discovery
0.6429	Remote Similarity	NPD3317	Approved
0.6424	Remote Similarity	NPD3373	Approved
0.642	Remote Similarity	NPD6599	Discontinued
0.6419	Remote Similarity	NPD7084	Phase 3
0.6416	Remote Similarity	NPD7685	Pre-registration
0.6414	Remote Similarity	NPD4878	Approved
0.6407	Remote Similarity	NPD5494	Approved
0.6406	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6405	Remote Similarity	NPD7097	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