NPASS Compound

Structure

NPC472607 OpenBabel07101719142D 41 45 0 0 1 0 0 0 0 0999 V2000 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 5.1160 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 4.2024 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 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 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 1.5827 3.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9135 2.5933 0.0000 C 0 0 1 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 0.0000 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4839 5.2205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5772 3.2319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 1.6151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 3.9945 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 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 11 2 0 0 0 0 6 27 1 0 0 0 0 7 28 1 0 0 0 0 8 11 1 0 0 0 0 9 29 1 0 0 0 0 10 14 1 0 0 0 0 10 30 2 0 0 0 0 11 38 1 0 0 0 0 12 6 1 6 0 0 0 12 17 1 0 0 0 0 12 39 1 0 0 0 0 13 7 1 6 0 0 0 13 16 1 0 0 0 0 13 40 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 19 2 0 0 0 0 16 20 1 0 0 0 0 16 31 1 6 0 0 0 17 21 1 0 0 0 0 17 32 1 1 0 0 0 18 33 1 0 0 0 0 19 25 1 0 0 0 0 19 34 1 0 0 0 0 20 22 1 0 0 0 0 20 35 1 6 0 0 0 21 23 1 0 0 0 0 21 36 1 6 0 0 0 22 26 1 0 0 0 0 22 37 1 1 0 0 0 23 15 1 6 0 0 0 23 39 1 0 0 0 0 24 25 2 0 0 0 0 24 38 1 0 0 0 0 25 41 1 0 0 0 0 26 40 1 0 0 0 0 26 41 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	580.14
Volume:	526.232
LogP:	-0.28
LogD:	-0.48
LogS:	-2.167
# Rotatable Bonds:	6
TPSA:	260.2
# H-Bond Aceptor:	15
# H-Bond Donor:	10
# Rings:	5
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.15
Synthetic Accessibility Score:	4.695
Fsp3:	0.423
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.469
MDCK Permeability:	1.804949170036707e-05
Pgp-inhibitor:	0.012
Pgp-substrate:	0.984
Human Intestinal Absorption (HIA):	0.879
20% Bioavailability (F20%):	0.09
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.075
Plasma Protein Binding (PPB):	76.38166046142578%
Volume Distribution (VD):	0.712
Pgp-substrate:	17.540090560913086%

ADMET: Metabolism

CYP1A2-inhibitor:	0.033
CYP1A2-substrate:	0.015
CYP2C19-inhibitor:	0.011
CYP2C19-substrate:	0.057
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.115
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.126
CYP3A4-inhibitor:	0.007
CYP3A4-substrate:	0.004

ADMET: Excretion

Clearance (CL):	1.267
Half-life (T1/2):	0.704

ADMET: Toxicity

hERG Blockers:	0.415
Human Hepatotoxicity (H-HT):	0.207
Drug-inuced Liver Injury (DILI):	0.981
AMES Toxicity:	0.753
Rat Oral Acute Toxicity:	0.043
Maximum Recommended Daily Dose:	0.002
Skin Sensitization:	0.509
Carcinogencity:	0.077
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.015

Download Data

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

Natural Product: NPC472607

Natural Product ID:	NPC472607
*Common Name:**	SIQKOOPSNYYQBQ-XGTPRPFSSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	SIQKOOPSNYYQBQ-XGTPRPFSSA-N
Standard InCHI:	InChI=1S/C26H28O15/c27-6-12-17(32)21(36)23(39-12)15-18(33)14-10(30)5-11(8-1-3-9(29)4-2-8)38-24(14)25(19(15)34)41-26-22(37)20(35)16(31)13(7-28)40-26/h1-5,12-13,16-17,20-23,26-29,31-37H,6-7H2/t12-,13-,16+,17-,20+,21+,22-,23+,26+/m1/s1
SMILES:	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(O5)CO)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3581068
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003540] Flavonoid-8-O-glycosides

*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
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	stem bark	Indonesia	1999-SEP	PMID[14510596]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[14510596]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	dry stem	n.a.	n.a.	PMID[25466192]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29482940]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]

☑ 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
NPT34	Cell Line	BV-2	Mus musculus	IC50	>	100000.0	nM	PMID[514271]

☑ 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 NPC472607 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	480
0.1-0.2	1871
0.2-0.3	4092
0.3-0.4	9827
0.4-0.5	8668
0.5-0.6	4555
0.6-0.7	5654
0.7-0.8	5027
0.8-0.85	1571
0.85-0.9	619
0.9-0.95	328
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9691	High Similarity	NPC58716
0.9691	High Similarity	NPC146792
0.9691	High Similarity	NPC45618
0.9639	High Similarity	NPC168584
0.9634	High Similarity	NPC205076
0.9634	High Similarity	NPC307518
0.9634	High Similarity	NPC48773
0.9632	High Similarity	NPC201292
0.9632	High Similarity	NPC475942
0.9632	High Similarity	NPC105025
0.9632	High Similarity	NPC93337
0.9632	High Similarity	NPC186807
0.9632	High Similarity	NPC469931
0.9632	High Similarity	NPC45638
0.9632	High Similarity	NPC471457
0.9632	High Similarity	NPC226294
0.9632	High Similarity	NPC58053
0.9632	High Similarity	NPC170675
0.9632	High Similarity	NPC112755
0.9573	High Similarity	NPC282987
0.9573	High Similarity	NPC183357
0.9573	High Similarity	NPC224462
0.9573	High Similarity	NPC22195
0.9573	High Similarity	NPC34287
0.9573	High Similarity	NPC105511
0.9573	High Similarity	NPC471416
0.9573	High Similarity	NPC245014
0.9573	High Similarity	NPC21190
0.9573	High Similarity	NPC84265
0.9515	High Similarity	NPC172807
0.9515	High Similarity	NPC235575
0.9515	High Similarity	NPC211594
0.9515	High Similarity	NPC3583
0.9515	High Similarity	NPC476405
0.9515	High Similarity	NPC259152
0.9515	High Similarity	NPC117260
0.9515	High Similarity	NPC256760
0.9515	High Similarity	NPC254540
0.9512	High Similarity	NPC210042
0.9512	High Similarity	NPC472381
0.9512	High Similarity	NPC472383
0.9512	High Similarity	NPC95855
0.9512	High Similarity	NPC471287
0.9506	High Similarity	NPC470178
0.9506	High Similarity	NPC270335
0.9506	High Similarity	NPC191306
0.9461	High Similarity	NPC257714
0.9458	High Similarity	NPC101026
0.9458	High Similarity	NPC45522
0.9458	High Similarity	NPC21666
0.9458	High Similarity	NPC204693
0.9458	High Similarity	NPC239549
0.9458	High Similarity	NPC236191
0.9458	High Similarity	NPC24043
0.9458	High Similarity	NPC208668
0.9458	High Similarity	NPC42773
0.9458	High Similarity	NPC169977
0.9458	High Similarity	NPC51774
0.9455	High Similarity	NPC150767
0.9455	High Similarity	NPC44558
0.9455	High Similarity	NPC78734
0.9455	High Similarity	NPC218488
0.9455	High Similarity	NPC474434
0.9455	High Similarity	NPC212748
0.9451	High Similarity	NPC93099
0.9451	High Similarity	NPC45400
0.9451	High Similarity	NPC229729
0.9451	High Similarity	NPC471288
0.9451	High Similarity	NPC42892
0.9451	High Similarity	NPC135345
0.9451	High Similarity	NPC477502
0.9448	High Similarity	NPC165720
0.9448	High Similarity	NPC311830
0.9448	High Similarity	NPC22832
0.9444	High Similarity	NPC77660
0.9444	High Similarity	NPC189142
0.9412	High Similarity	NPC148710
0.9408	High Similarity	NPC473071
0.9408	High Similarity	NPC473073
0.9401	High Similarity	NPC43211
0.9401	High Similarity	NPC477848
0.9401	High Similarity	NPC115760
0.9401	High Similarity	NPC237435
0.9401	High Similarity	NPC135277
0.9401	High Similarity	NPC49344
0.9401	High Similarity	NPC210094
0.9401	High Similarity	NPC101191
0.9398	High Similarity	NPC475825
0.9398	High Similarity	NPC301683
0.9398	High Similarity	NPC261254
0.9398	High Similarity	NPC267254
0.9398	High Similarity	NPC223375
0.9398	High Similarity	NPC472386
0.9394	High Similarity	NPC183036
0.9394	High Similarity	NPC229687
0.939	High Similarity	NPC5778
0.939	High Similarity	NPC236934
0.939	High Similarity	NPC99957
0.939	High Similarity	NPC181616
0.939	High Similarity	NPC21100
0.939	High Similarity	NPC254306
0.939	High Similarity	NPC197285
0.9387	High Similarity	NPC88023
0.9387	High Similarity	NPC284960
0.9387	High Similarity	NPC168822
0.9387	High Similarity	NPC19709
0.9387	High Similarity	NPC309025
0.9387	High Similarity	NPC88043
0.9387	High Similarity	NPC222936
0.9387	High Similarity	NPC243930
0.9387	High Similarity	NPC29830
0.9387	High Similarity	NPC94777
0.9353	High Similarity	NPC473072
0.9345	High Similarity	NPC211532
0.9345	High Similarity	NPC233994
0.9345	High Similarity	NPC268533
0.9345	High Similarity	NPC8573
0.9345	High Similarity	NPC472991
0.9345	High Similarity	NPC198324
0.9345	High Similarity	NPC169733
0.9345	High Similarity	NPC472992
0.9345	High Similarity	NPC472385
0.9337	High Similarity	NPC231194
0.9337	High Similarity	NPC72249
0.9337	High Similarity	NPC51326
0.9329	High Similarity	NPC470773
0.9329	High Similarity	NPC277205
0.9325	High Similarity	NPC125991
0.9325	High Similarity	NPC127782
0.9325	High Similarity	NPC300537
0.9325	High Similarity	NPC473043
0.9298	High Similarity	NPC49690
0.929	High Similarity	NPC476618
0.929	High Similarity	NPC476623
0.929	High Similarity	NPC476620
0.929	High Similarity	NPC476622
0.929	High Similarity	NPC469600
0.929	High Similarity	NPC476621
0.929	High Similarity	NPC476619
0.9286	High Similarity	NPC264735
0.9286	High Similarity	NPC108202
0.9286	High Similarity	NPC142996
0.9286	High Similarity	NPC294629
0.9286	High Similarity	NPC102028
0.9281	High Similarity	NPC156977
0.9281	High Similarity	NPC475155
0.9281	High Similarity	NPC245452
0.9277	High Similarity	NPC86008
0.9277	High Similarity	NPC209296
0.9277	High Similarity	NPC219904
0.9277	High Similarity	NPC203050
0.9277	High Similarity	NPC120099
0.9277	High Similarity	NPC195257
0.9277	High Similarity	NPC223747
0.9277	High Similarity	NPC225434
0.9273	High Similarity	NPC253662
0.9273	High Similarity	NPC308404
0.9273	High Similarity	NPC210073
0.9273	High Similarity	NPC179950
0.9273	High Similarity	NPC115674
0.9273	High Similarity	NPC145038
0.9273	High Similarity	NPC67037
0.9273	High Similarity	NPC118284
0.9273	High Similarity	NPC8856
0.9273	High Similarity	NPC274618
0.9273	High Similarity	NPC56077
0.9273	High Similarity	NPC276222
0.9273	High Similarity	NPC255615
0.9273	High Similarity	NPC281131
0.9273	High Similarity	NPC88789
0.9268	High Similarity	NPC127415
0.9268	High Similarity	NPC470772
0.9264	High Similarity	NPC182045
0.9264	High Similarity	NPC26326
0.9264	High Similarity	NPC162668
0.9259	High Similarity	NPC117418
0.9259	High Similarity	NPC53545
0.924	High Similarity	NPC473883
0.9235	High Similarity	NPC126784
0.9235	High Similarity	NPC110941
0.9235	High Similarity	NPC473571
0.9235	High Similarity	NPC473682
0.9235	High Similarity	NPC470444
0.9235	High Similarity	NPC470443
0.9235	High Similarity	NPC241423
0.9231	High Similarity	NPC156635
0.9231	High Similarity	NPC472380
0.9231	High Similarity	NPC470949
0.9231	High Similarity	NPC65563
0.9231	High Similarity	NPC472382
0.9231	High Similarity	NPC255799
0.9231	High Similarity	NPC472384
0.9226	High Similarity	NPC25724
0.9226	High Similarity	NPC4390
0.9222	High Similarity	NPC177731
0.9222	High Similarity	NPC105095
0.9222	High Similarity	NPC206123
0.9222	High Similarity	NPC20505
0.9222	High Similarity	NPC79056
0.9222	High Similarity	NPC285197

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 NPC472607 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	400
0.1-0.2	913
0.2-0.3	2014
0.3-0.4	2771
0.4-0.5	1861
0.5-0.6	812
0.6-0.7	252
0.7-0.8	94
0.8-0.85	22
0.85-0.9	3
0.9-0.95	8
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9571	High Similarity	NPD3818	Discontinued
0.9401	High Similarity	NPD4338	Clinical (unspecified phase)
0.9277	High Similarity	NPD7054	Approved
0.9222	High Similarity	NPD7472	Approved
0.9222	High Similarity	NPD7074	Phase 3
0.908	High Similarity	NPD4381	Clinical (unspecified phase)
0.9053	High Similarity	NPD6797	Phase 2
0.9	High Similarity	NPD7251	Discontinued
0.8947	High Similarity	NPD7808	Phase 3
0.8896	High Similarity	NPD2801	Approved
0.8896	High Similarity	NPD2393	Clinical (unspecified phase)
0.8834	High Similarity	NPD1934	Approved
0.8824	High Similarity	NPD7804	Clinical (unspecified phase)
0.8757	High Similarity	NPD6166	Phase 2
0.8757	High Similarity	NPD6167	Clinical (unspecified phase)
0.8757	High Similarity	NPD6168	Clinical (unspecified phase)
0.8743	High Similarity	NPD5494	Approved
0.8712	High Similarity	NPD4380	Phase 2
0.8671	High Similarity	NPD6559	Discontinued
0.8563	High Similarity	NPD4868	Clinical (unspecified phase)
0.8563	High Similarity	NPD3882	Suspended
0.8457	Intermediate Similarity	NPD1511	Approved
0.8393	Intermediate Similarity	NPD3817	Phase 2
0.8354	Intermediate Similarity	NPD1512	Approved
0.8294	Intermediate Similarity	NPD7075	Discontinued
0.8286	Intermediate Similarity	NPD5844	Phase 1
0.8284	Intermediate Similarity	NPD5402	Approved
0.8253	Intermediate Similarity	NPD1653	Approved
0.8192	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8182	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8166	Intermediate Similarity	NPD6801	Discontinued
0.8142	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD7228	Approved
0.8118	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8103	Intermediate Similarity	NPD6232	Discontinued
0.8086	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8086	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.807	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8068	Intermediate Similarity	NPD7473	Discontinued
0.8046	Intermediate Similarity	NPD1247	Approved
0.8037	Intermediate Similarity	NPD1549	Phase 2
0.8035	Intermediate Similarity	NPD6234	Discontinued
0.8033	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.8012	Intermediate Similarity	NPD7819	Suspended
0.8012	Intermediate Similarity	NPD1465	Phase 2
0.8	Intermediate Similarity	NPD7411	Suspended
0.7976	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7967	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7964	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7956	Intermediate Similarity	NPD8312	Approved
0.7956	Intermediate Similarity	NPD8313	Approved
0.7953	Intermediate Similarity	NPD37	Approved
0.7944	Intermediate Similarity	NPD7685	Pre-registration
0.7943	Intermediate Similarity	NPD7199	Phase 2
0.7943	Intermediate Similarity	NPD6959	Discontinued
0.7919	Intermediate Similarity	NPD4967	Phase 2
0.7919	Intermediate Similarity	NPD4965	Approved
0.7919	Intermediate Similarity	NPD4966	Approved
0.787	Intermediate Similarity	NPD5403	Approved
0.7853	Intermediate Similarity	NPD1510	Phase 2
0.7842	Intermediate Similarity	NPD6780	Approved
0.7842	Intermediate Similarity	NPD6778	Approved
0.7842	Intermediate Similarity	NPD6781	Approved
0.7842	Intermediate Similarity	NPD6782	Approved
0.7842	Intermediate Similarity	NPD6777	Approved
0.7842	Intermediate Similarity	NPD6779	Approved
0.7842	Intermediate Similarity	NPD6776	Approved
0.7829	Intermediate Similarity	NPD919	Approved
0.7821	Intermediate Similarity	NPD3751	Discontinued
0.7805	Intermediate Similarity	NPD2796	Approved
0.7797	Intermediate Similarity	NPD3787	Discontinued
0.7753	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7751	Intermediate Similarity	NPD5401	Approved
0.772	Intermediate Similarity	NPD7435	Discontinued
0.7716	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7716	Intermediate Similarity	NPD1613	Approved
0.7709	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD7584	Approved
0.7692	Intermediate Similarity	NPD6799	Approved
0.767	Intermediate Similarity	NPD3749	Approved
0.7654	Intermediate Similarity	NPD3926	Phase 2
0.765	Intermediate Similarity	NPD7240	Approved
0.7647	Intermediate Similarity	NPD2534	Approved
0.7647	Intermediate Similarity	NPD2533	Approved
0.7647	Intermediate Similarity	NPD2532	Approved
0.7629	Intermediate Similarity	NPD7697	Approved
0.7629	Intermediate Similarity	NPD7698	Approved
0.7629	Intermediate Similarity	NPD7696	Phase 3
0.7626	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7626	Intermediate Similarity	NPD7783	Phase 2
0.7614	Intermediate Similarity	NPD8151	Discontinued
0.7607	Intermediate Similarity	NPD943	Approved
0.76	Intermediate Similarity	NPD8455	Phase 2
0.759	Intermediate Similarity	NPD7870	Phase 2
0.759	Intermediate Similarity	NPD2935	Discontinued
0.759	Intermediate Similarity	NPD7871	Phase 2
0.7579	Intermediate Similarity	NPD6535	Approved
0.7579	Intermediate Similarity	NPD6534	Approved
0.7577	Intermediate Similarity	NPD6823	Phase 2
0.7563	Intermediate Similarity	NPD7701	Phase 2
0.756	Intermediate Similarity	NPD2800	Approved
0.7558	Intermediate Similarity	NPD920	Approved
0.7544	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD6599	Discontinued
0.7515	Intermediate Similarity	NPD3750	Approved
0.7515	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7768	Phase 2
0.75	Intermediate Similarity	NPD1240	Approved
0.7487	Intermediate Similarity	NPD7874	Approved
0.7487	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6190	Approved
0.7469	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7461	Intermediate Similarity	NPD7700	Phase 2
0.7461	Intermediate Similarity	NPD7699	Phase 2
0.745	Intermediate Similarity	NPD7801	Approved
0.744	Intermediate Similarity	NPD7266	Discontinued
0.7427	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD3027	Phase 3
0.7419	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD1607	Approved
0.7407	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7385	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7354	Intermediate Similarity	NPD8434	Phase 2
0.7353	Intermediate Similarity	NPD1243	Approved
0.7353	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD230	Phase 1
0.7349	Intermediate Similarity	NPD1933	Approved
0.7344	Intermediate Similarity	NPD6213	Phase 3
0.7344	Intermediate Similarity	NPD6212	Phase 3
0.7344	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD5953	Discontinued
0.731	Intermediate Similarity	NPD4628	Phase 3
0.73	Intermediate Similarity	NPD7585	Approved
0.7278	Intermediate Similarity	NPD1551	Phase 2
0.7273	Intermediate Similarity	NPD3226	Approved
0.7273	Intermediate Similarity	NPD7680	Approved
0.7273	Intermediate Similarity	NPD2313	Discontinued
0.7263	Intermediate Similarity	NPD8150	Discontinued
0.7251	Intermediate Similarity	NPD6674	Discontinued
0.725	Intermediate Similarity	NPD7583	Approved
0.7246	Intermediate Similarity	NPD447	Suspended
0.7241	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD3748	Approved
0.7216	Intermediate Similarity	NPD4360	Phase 2
0.7216	Intermediate Similarity	NPD4363	Phase 3
0.7213	Intermediate Similarity	NPD5711	Approved
0.7213	Intermediate Similarity	NPD5710	Approved
0.7204	Intermediate Similarity	NPD7286	Phase 2
0.7175	Intermediate Similarity	NPD7458	Discontinued
0.7169	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD6844	Discontinued
0.715	Intermediate Similarity	NPD8320	Phase 1
0.715	Intermediate Similarity	NPD8319	Approved
0.7135	Intermediate Similarity	NPD2344	Approved
0.7135	Intermediate Similarity	NPD2346	Discontinued
0.7129	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7118	Intermediate Similarity	NPD2799	Discontinued
0.7118	Intermediate Similarity	NPD7033	Discontinued
0.7118	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD6651	Approved
0.7087	Intermediate Similarity	NPD7930	Approved
0.7086	Intermediate Similarity	NPD7390	Discontinued
0.7079	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.705	Intermediate Similarity	NPD5006	Approved
0.705	Intermediate Similarity	NPD5005	Approved
0.7045	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD8059	Phase 3
0.7041	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD5124	Phase 1
0.7037	Intermediate Similarity	NPD1091	Approved
0.703	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7229	Phase 3
0.7018	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD4361	Phase 2
0.7005	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD2424	Discontinued
0.6988	Remote Similarity	NPD2861	Phase 2
0.6988	Remote Similarity	NPD9494	Approved
0.6977	Remote Similarity	NPD6100	Approved
0.6977	Remote Similarity	NPD6099	Approved
0.6973	Remote Similarity	NPD8127	Discontinued
0.6971	Remote Similarity	NPD2309	Approved
0.6952	Remote Similarity	NPD4665	Approved
0.6952	Remote Similarity	NPD4111	Phase 1
0.6946	Remote Similarity	NPD4908	Phase 1
0.6935	Remote Similarity	NPD4420	Approved
0.6933	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD2798	Approved
0.6914	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6898	Remote Similarity	NPD5242	Approved
0.6887	Remote Similarity	NPD7907	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data