NPASS Compound

Structure

NPC470028 OpenBabel07101718242D 44 51 0 0 1 0 0 0 0 0999 V2000 -1.7175 2.7929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2571 3.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7571 3.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4889 -2.2603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0988 -1.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1609 3.2530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2875 1.8394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8910 2.4440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0250 1.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8910 5.4440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0250 4.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4269 3.4440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2930 3.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8985 1.0703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2212 4.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1590 4.4440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3107 1.8794 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2212 3.9440 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4918 0.1568 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8910 3.4440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1590 2.4440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7571 4.9440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.3551 3.4440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4891 3.9440 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3162 1.7748 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7912 -0.3522 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4891 4.9440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0850 0.9658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7571 3.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8957 -1.3468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4269 2.4440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2930 1.9440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0250 3.9440 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1590 3.4440 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0905 0.8613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.0872 3.4440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3551 2.4440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6231 3.4440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7542 0.2227 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8092 -1.7535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3551 5.4440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6231 5.4440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4973 0.0523 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 2 29 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 30 1 0 0 0 0 6 31 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 33 1 0 0 0 0 12 13 1 0 0 0 0 12 31 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 41 1 0 0 0 0 16 33 1 0 0 0 0 16 34 1 0 0 0 0 17 1 1 1 0 0 0 17 25 1 0 0 0 0 18 23 1 0 0 0 0 18 36 1 1 0 0 0 19 14 1 6 0 0 0 19 26 1 0 0 0 0 19 43 1 0 0 0 0 20 29 1 0 0 0 0 20 33 1 6 0 0 0 21 32 1 1 0 0 0 21 34 1 0 0 0 0 22 29 1 0 0 0 0 22 42 1 6 0 0 0 23 24 1 0 0 0 0 23 37 1 6 0 0 0 24 27 1 0 0 0 0 24 38 1 1 0 0 0 25 31 1 6 0 0 0 25 35 1 0 0 0 0 26 30 1 6 0 0 0 26 44 1 0 0 0 0 27 41 1 0 0 0 0 27 42 1 6 0 0 0 28 32 1 1 0 0 0 28 35 1 0 0 0 0 28 39 1 0 0 0 0 30 40 1 0 0 0 0 31 32 1 6 0 0 0 32 7 1 1 0 0 0 33 34 1 1 0 0 0 34 13 1 1 0 0 0 35 43 1 6 0 0 0 35 44 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	620.39
Volume:	624.576
LogP:	4.181
LogD:	3.766
LogS:	-4.388
# Rotatable Bonds:	3
TPSA:	138.07
# H-Bond Aceptor:	9
# H-Bond Donor:	5
# Rings:	8
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.301
Synthetic Accessibility Score:	7.322
Fsp3:	1.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.341
MDCK Permeability:	1.752648313413374e-05
Pgp-inhibitor:	0.59
Pgp-substrate:	0.981
Human Intestinal Absorption (HIA):	0.014
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.841

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.019
Plasma Protein Binding (PPB):	89.12891387939453%
Volume Distribution (VD):	0.65
Pgp-substrate:	6.850235939025879%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.929
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.664
CYP2C9-inhibitor:	0.029
CYP2C9-substrate:	0.01
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.186
CYP3A4-inhibitor:	0.361
CYP3A4-substrate:	0.161

ADMET: Excretion

Clearance (CL):	1.013
Half-life (T1/2):	0.525

ADMET: Toxicity

hERG Blockers:	0.269
Human Hepatotoxicity (H-HT):	0.599
Drug-inuced Liver Injury (DILI):	0.027
AMES Toxicity:	0.016
Rat Oral Acute Toxicity:	0.478
Maximum Recommended Daily Dose:	0.943
Skin Sensitization:	0.915
Carcinogencity:	0.027
Eye Corrosion:	0.003
Eye Irritation:	0.016
Respiratory Toxicity:	0.985

Download Data

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

Natural Product: NPC470028

Natural Product ID:	NPC470028
*Common Name:**	BTPYUWOBZFGKAI-YCNPQLEPSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BTPYUWOBZFGKAI-YCNPQLEPSA-N
Standard InCHI:	InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18-,19+,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
SMILES:	CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(C)(C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1651283
PubChem CID:	53325244
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins [CHEMONTID:0001687] Cucurbitacin 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
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[11824572]
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16124775]
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562825]
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21082802]
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[21082802]
NPO525	Actaea racemosa	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO525	Actaea racemosa	Species	Ranunculaceae	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
EC50	1
Others	2

Activity Type	# Activity
Others	3

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Activity	=	189.0	%	PMID[500869]
NPT2	Others	Unspecified	Activity	=	256.0	%	PMID[500869]
NPT2	Others	Unspecified	EC50	=	28000.0	nM	PMID[500869]

☑ 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 NPC470028 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	648
0.1-0.2	5631
0.2-0.3	14473
0.3-0.4	9773
0.4-0.5	5459
0.5-0.6	3622
0.6-0.7	1906
0.7-0.8	790
0.8-0.85	170
0.85-0.9	82
0.9-0.95	119
0.95-1	24

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC233649
0.9889	High Similarity	NPC476510
0.9889	High Similarity	NPC142264
0.9778	High Similarity	NPC473065
0.9778	High Similarity	NPC473067
0.9778	High Similarity	NPC473064
0.9667	High Similarity	NPC175
0.9667	High Similarity	NPC252253
0.9667	High Similarity	NPC45959
0.9574	High Similarity	NPC470029
0.9574	High Similarity	NPC310138
0.9574	High Similarity	NPC134967
0.9574	High Similarity	NPC114700
0.9565	High Similarity	NPC475207
0.956	High Similarity	NPC474399
0.9556	High Similarity	NPC144790
0.9556	High Similarity	NPC88962
0.9556	High Similarity	NPC473726
0.9556	High Similarity	NPC149400
0.9468	High Similarity	NPC472081
0.9468	High Similarity	NPC108227
0.9468	High Similarity	NPC476512
0.9457	High Similarity	NPC304011
0.9457	High Similarity	NPC139271
0.9451	High Similarity	NPC312678
0.9451	High Similarity	NPC309866
0.9451	High Similarity	NPC131693
0.9451	High Similarity	NPC174024
0.9451	High Similarity	NPC291547
0.9451	High Similarity	NPC475436
0.9451	High Similarity	NPC473851
0.9451	High Similarity	NPC24960
0.9451	High Similarity	NPC179859
0.9451	High Similarity	NPC253268
0.9451	High Similarity	NPC473774
0.9444	High Similarity	NPC210759
0.9444	High Similarity	NPC307167
0.9444	High Similarity	NPC229801
0.9355	High Similarity	NPC274200
0.9355	High Similarity	NPC477222
0.9355	High Similarity	NPC477223
0.9348	High Similarity	NPC92196
0.9341	High Similarity	NPC167644
0.9341	High Similarity	NPC477451
0.9341	High Similarity	NPC477547
0.9341	High Similarity	NPC325828
0.9341	High Similarity	NPC177834
0.9341	High Similarity	NPC311246
0.9341	High Similarity	NPC141769
0.9341	High Similarity	NPC249204
0.9341	High Similarity	NPC297348
0.9341	High Similarity	NPC250393
0.9341	High Similarity	NPC234352
0.9341	High Similarity	NPC48339
0.9333	High Similarity	NPC65550
0.9333	High Similarity	NPC473542
0.9271	High Similarity	NPC476837
0.9271	High Similarity	NPC139181
0.9271	High Similarity	NPC97260
0.9263	High Similarity	NPC476838
0.9263	High Similarity	NPC476839
0.9247	High Similarity	NPC121453
0.9239	High Similarity	NPC264101
0.9239	High Similarity	NPC222731
0.9239	High Similarity	NPC113500
0.9239	High Similarity	NPC471464
0.9239	High Similarity	NPC291203
0.9239	High Similarity	NPC30687
0.9239	High Similarity	NPC3538
0.9239	High Similarity	NPC477224
0.9239	High Similarity	NPC294686
0.9239	High Similarity	NPC305418
0.9239	High Similarity	NPC217205
0.9231	High Similarity	NPC5632
0.9231	High Similarity	NPC473830
0.9231	High Similarity	NPC59006
0.9231	High Similarity	NPC36372
0.9231	High Similarity	NPC204881
0.9231	High Similarity	NPC149966
0.9222	High Similarity	NPC82955
0.9222	High Similarity	NPC228059
0.9222	High Similarity	NPC102725
0.9222	High Similarity	NPC131466
0.9149	High Similarity	NPC307534
0.9149	High Similarity	NPC476112
0.914	High Similarity	NPC19400
0.914	High Similarity	NPC473610
0.914	High Similarity	NPC107962
0.914	High Similarity	NPC473727
0.914	High Similarity	NPC6295
0.914	High Similarity	NPC211354
0.914	High Similarity	NPC107188
0.914	High Similarity	NPC206003
0.914	High Similarity	NPC475351
0.913	High Similarity	NPC172838
0.913	High Similarity	NPC137004
0.913	High Similarity	NPC277774
0.9121	High Similarity	NPC223143
0.9121	High Similarity	NPC279329
0.9111	High Similarity	NPC281004
0.9062	High Similarity	NPC475574
0.9053	High Similarity	NPC291548
0.9053	High Similarity	NPC473518
0.9053	High Similarity	NPC473616
0.9043	High Similarity	NPC103616
0.9043	High Similarity	NPC470866
0.9043	High Similarity	NPC195297
0.9043	High Similarity	NPC287483
0.9043	High Similarity	NPC237071
0.9043	High Similarity	NPC184617
0.9043	High Similarity	NPC84111
0.9043	High Similarity	NPC97700
0.9043	High Similarity	NPC98018
0.9043	High Similarity	NPC160426
0.9043	High Similarity	NPC116756
0.9043	High Similarity	NPC475625
0.9043	High Similarity	NPC470865
0.9043	High Similarity	NPC473601
0.9043	High Similarity	NPC30856
0.9043	High Similarity	NPC232037
0.9043	High Similarity	NPC132080
0.9043	High Similarity	NPC470863
0.9043	High Similarity	NPC284104
0.9043	High Similarity	NPC238796
0.9043	High Similarity	NPC470864
0.9043	High Similarity	NPC128572
0.9043	High Similarity	NPC203434
0.9043	High Similarity	NPC156377
0.9043	High Similarity	NPC475643
0.9022	High Similarity	NPC293609
0.9011	High Similarity	NPC473472
0.9011	High Similarity	NPC20822
0.9	High Similarity	NPC43912
0.9	High Similarity	NPC140446
0.8958	High Similarity	NPC470030
0.8947	High Similarity	NPC232611
0.8947	High Similarity	NPC115165
0.8947	High Similarity	NPC303069
0.8947	High Similarity	NPC51520
0.8947	High Similarity	NPC470861
0.8947	High Similarity	NPC470862
0.8947	High Similarity	NPC83137
0.8854	High Similarity	NPC473638
0.8842	High Similarity	NPC296936
0.8842	High Similarity	NPC473287
0.883	High Similarity	NPC191915
0.883	High Similarity	NPC475325
0.883	High Similarity	NPC151214
0.883	High Similarity	NPC473503
0.8817	High Similarity	NPC476668
0.8817	High Similarity	NPC473637
0.8778	High Similarity	NPC290612
0.875	High Similarity	NPC470591
0.875	High Similarity	NPC210157
0.8737	High Similarity	NPC94582
0.8737	High Similarity	NPC57964
0.8737	High Similarity	NPC469710
0.8737	High Similarity	NPC477494
0.8723	High Similarity	NPC476669
0.8673	High Similarity	NPC477225
0.8667	High Similarity	NPC474156
0.8646	High Similarity	NPC252056
0.8627	High Similarity	NPC476835
0.8617	High Similarity	NPC473066
0.8587	High Similarity	NPC472396
0.8587	High Similarity	NPC161928
0.8587	High Similarity	NPC210658
0.8571	High Similarity	NPC41843
0.8571	High Similarity	NPC232044
0.8571	High Similarity	NPC273290
0.8529	High Similarity	NPC476513
0.8526	High Similarity	NPC323231
0.8526	High Similarity	NPC224003
0.8526	High Similarity	NPC470623
0.8526	High Similarity	NPC171741
0.8526	High Similarity	NPC18724
0.8495	Intermediate Similarity	NPC128475
0.8485	Intermediate Similarity	NPC31346
0.8485	Intermediate Similarity	NPC477172
0.8462	Intermediate Similarity	NPC227260
0.8444	Intermediate Similarity	NPC296734
0.8444	Intermediate Similarity	NPC475388
0.8444	Intermediate Similarity	NPC470611
0.8438	Intermediate Similarity	NPC267238
0.8438	Intermediate Similarity	NPC471373
0.8438	Intermediate Similarity	NPC253611
0.8438	Intermediate Similarity	NPC148593
0.8438	Intermediate Similarity	NPC77717
0.8416	Intermediate Similarity	NPC475521
0.8384	Intermediate Similarity	NPC20028
0.8351	Intermediate Similarity	NPC471425
0.8351	Intermediate Similarity	NPC471429
0.8351	Intermediate Similarity	NPC205129
0.8351	Intermediate Similarity	NPC106701
0.8351	Intermediate Similarity	NPC189575
0.8351	Intermediate Similarity	NPC471424
0.835	Intermediate Similarity	NPC472079
0.835	Intermediate Similarity	NPC7213
0.8333	Intermediate Similarity	NPC215408
0.8286	Intermediate Similarity	NPC197231

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 NPC470028 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	612
0.1-0.2	4831
0.2-0.3	2638
0.3-0.4	556
0.4-0.5	329
0.5-0.6	140
0.6-0.7	30
0.7-0.8	11
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9341	High Similarity	NPD8171	Discontinued
0.8416	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.8222	Intermediate Similarity	NPD6928	Phase 2
0.7544	Intermediate Similarity	NPD8377	Approved
0.7544	Intermediate Similarity	NPD8294	Approved
0.7478	Intermediate Similarity	NPD8296	Approved
0.7478	Intermediate Similarity	NPD8380	Approved
0.7478	Intermediate Similarity	NPD8335	Approved
0.7478	Intermediate Similarity	NPD8379	Approved
0.7478	Intermediate Similarity	NPD8378	Approved
0.7478	Intermediate Similarity	NPD8033	Approved
0.7321	Intermediate Similarity	NPD8133	Approved
0.7282	Intermediate Similarity	NPD7991	Discontinued
0.7217	Intermediate Similarity	NPD7327	Approved
0.7217	Intermediate Similarity	NPD7328	Approved
0.7155	Intermediate Similarity	NPD7516	Approved
0.7111	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD1811	Approved
0.6989	Remote Similarity	NPD1810	Approved
0.6803	Remote Similarity	NPD7507	Approved
0.675	Remote Similarity	NPD7503	Approved
0.6694	Remote Similarity	NPD7736	Approved
0.6667	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2687	Approved
0.6667	Remote Similarity	NPD2686	Approved
0.6667	Remote Similarity	NPD2254	Approved
0.664	Remote Similarity	NPD7319	Approved
0.6637	Remote Similarity	NPD6412	Phase 2
0.6557	Remote Similarity	NPD6370	Approved
0.6555	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD3669	Approved
0.6535	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD4787	Phase 1
0.6484	Remote Similarity	NPD8449	Approved
0.648	Remote Similarity	NPD8293	Discontinued
0.6471	Remote Similarity	NPD6940	Discontinued
0.6435	Remote Similarity	NPD8174	Phase 2
0.6434	Remote Similarity	NPD8450	Suspended
0.6393	Remote Similarity	NPD6059	Approved
0.6393	Remote Similarity	NPD6054	Approved
0.6364	Remote Similarity	NPD6118	Approved
0.6364	Remote Similarity	NPD6115	Approved
0.6364	Remote Similarity	NPD6114	Approved
0.6364	Remote Similarity	NPD6697	Approved
0.6316	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6263	Remote Similarity	NPD6116	Phase 1
0.624	Remote Similarity	NPD8328	Phase 3
0.621	Remote Similarity	NPD6016	Approved
0.621	Remote Similarity	NPD6015	Approved
0.6196	Remote Similarity	NPD371	Approved
0.619	Remote Similarity	NPD7492	Approved
0.6162	Remote Similarity	NPD6117	Approved
0.616	Remote Similarity	NPD5988	Approved
0.6142	Remote Similarity	NPD6616	Approved
0.6111	Remote Similarity	NPD6067	Discontinued
0.6094	Remote Similarity	NPD7078	Approved
0.6078	Remote Similarity	NPD7525	Registered
0.6053	Remote Similarity	NPD1700	Approved
0.6034	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7625	Phase 1
0.596	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.5923	Remote Similarity	NPD6033	Approved
0.5918	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5909	Remote Similarity	NPD8035	Phase 2
0.5909	Remote Similarity	NPD8034	Phase 2
0.59	Remote Similarity	NPD3703	Phase 2
0.59	Remote Similarity	NPD3702	Approved
0.5882	Remote Similarity	NPD6686	Approved
0.5873	Remote Similarity	NPD6319	Approved
0.5865	Remote Similarity	NPD1780	Approved
0.5865	Remote Similarity	NPD1779	Approved
0.582	Remote Similarity	NPD6882	Approved
0.582	Remote Similarity	NPD8297	Approved
0.5816	Remote Similarity	NPD4245	Approved
0.5816	Remote Similarity	NPD4244	Approved
0.576	Remote Similarity	NPD6009	Approved
0.5739	Remote Similarity	NPD7638	Approved
0.5714	Remote Similarity	NPD3698	Phase 2
0.5714	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD8515	Approved
0.5703	Remote Similarity	NPD8516	Approved
0.5703	Remote Similarity	NPD8513	Phase 3
0.5703	Remote Similarity	NPD8517	Approved
0.5699	Remote Similarity	NPD6123	Approved
0.569	Remote Similarity	NPD7640	Approved
0.569	Remote Similarity	NPD7639	Approved
0.5688	Remote Similarity	NPD7524	Approved
0.5673	Remote Similarity	NPD7645	Phase 2
0.5648	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5645	Remote Similarity	NPD4632	Approved
0.5641	Remote Similarity	NPD4159	Approved
0.562	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.562	Remote Similarity	NPD7320	Approved
0.5615	Remote Similarity	NPD7604	Phase 2
0.5612	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD5360	Phase 3
0.5604	Remote Similarity	NPD2267	Suspended
0.56	Remote Similarity	NPD5777	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