NPASS Compound

Structure

NPC473065 OpenBabel07101718282D 45 51 0 0 1 0 0 0 0 0999 V2000 3.0981 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6321 -0.2410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0027 -1.0182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8517 -2.3785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1285 -1.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3198 -0.1910 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8721 0.1017 0.0000 C 0 0 0 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 -3.0950 -0.5276 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 -0.8660 0.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 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 -4.7108 -0.4430 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0685 -2.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 1 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 -5.6444 -0.0846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4533 -1.4612 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 -1.0000 0.0000 C 0 0 1 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5685 -3.4487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4048 -3.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8008 0.9031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4520 -1.4089 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 30 1 0 0 0 0 4 30 1 0 0 0 0 6 32 1 0 0 0 0 8 9 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 31 1 0 0 0 0 13 34 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 43 1 0 0 0 0 16 34 1 0 0 0 0 16 35 1 0 0 0 0 17 23 1 0 0 0 0 17 36 1 1 0 0 0 18 29 1 0 0 0 0 18 34 1 6 0 0 0 19 32 1 1 0 0 0 19 35 1 0 0 0 0 20 33 1 6 0 0 0 20 37 1 0 0 0 0 21 29 1 0 0 0 0 21 44 1 6 0 0 0 22 30 1 1 0 0 0 22 45 1 0 0 0 0 23 24 1 0 0 0 0 23 38 1 6 0 0 0 24 28 1 0 0 0 0 24 39 1 1 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 40 1 6 0 0 0 26 31 1 0 0 0 0 26 33 1 6 0 0 0 27 32 1 1 0 0 0 27 41 1 0 0 0 0 28 43 1 0 0 0 0 28 44 1 6 0 0 0 30 42 1 0 0 0 0 31 5 1 6 0 0 0 31 45 1 0 0 0 0 32 33 1 1 0 0 0 33 7 1 6 0 0 0 34 35 1 1 0 0 0 35 14 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	638.4
Volume:	641.923
LogP:	2.401
LogD:	1.985
LogS:	-3.762
# Rotatable Bonds:	4
TPSA:	169.3
# H-Bond Aceptor:	10
# H-Bond Donor:	7
# Rings:	7
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.226
Synthetic Accessibility Score:	6.535
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.393
MDCK Permeability:	1.4727595043950714e-05
Pgp-inhibitor:	0.054
Pgp-substrate:	0.424
Human Intestinal Absorption (HIA):	0.03
20% Bioavailability (F20%):	0.044
30% Bioavailability (F30%):	0.809

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.01
Plasma Protein Binding (PPB):	73.15474700927734%
Volume Distribution (VD):	0.446
Pgp-substrate:	14.672225952148438%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.182
CYP2C19-inhibitor:	0.002
CYP2C19-substrate:	0.664
CYP2C9-inhibitor:	0.007
CYP2C9-substrate:	0.047
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.137
CYP3A4-inhibitor:	0.127
CYP3A4-substrate:	0.071

ADMET: Excretion

Clearance (CL):	1.271
Half-life (T1/2):	0.677

ADMET: Toxicity

hERG Blockers:	0.332
Human Hepatotoxicity (H-HT):	0.263
Drug-inuced Liver Injury (DILI):	0.021
AMES Toxicity:	0.081
Rat Oral Acute Toxicity:	0.359
Maximum Recommended Daily Dose:	0.89
Skin Sensitization:	0.9
Carcinogencity:	0.005
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.96

Download Data

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

Natural Product: NPC473065

Natural Product ID:	NPC473065
*Common Name:**	RXJRCRXMTRIYTO-KRESGZCJSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RXJRCRXMTRIYTO-KRESGZCJSA-N
Standard InCHI:	InChI=1S/C35H58O10/c1-29(2)18-8-9-19-32(6)27(41)25(40)26(31(5)12-10-22(45-31)30(3,4)42)33(32,7)20(37)14-35(19)16-34(18,35)13-11-21(29)44-28-24(39)23(38)17(36)15-43-28/h17-28,36-42H,8-16H2,1-7H3/t17-,18+,19+,20-,21+,22-,23+,24-,25-,26-,27+,28+,31+,32-,33-,34-,35+/m1/s1
SMILES:	CC1(C2CCC3C4(C(C(C(C4(C(CC35C2(C5)CCC1OC6C(C(C(CO6)O)O)O)O)C)C7(CCC(O7)C(C)(C)O)C)O)O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3608827
PubChem CID:	n.a.
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
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26238319]
NPO17296	Beesia calthifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17296	Beesia calthifolia	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

Activity Type	# Activity
CELL-LINE	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT21742	CELL-LINE	L02	Homo sapiens	EC50	=	61600.0	nM	PMID[538433]

☑ 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 NPC473065 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	600
0.1-0.2	5250
0.2-0.3	14121
0.3-0.4	10026
0.4-0.5	5513
0.5-0.6	3901
0.6-0.7	2074
0.7-0.8	916
0.8-0.85	83
0.85-0.9	147
0.9-0.95	56
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC473064
1.0	High Similarity	NPC473067
0.9886	High Similarity	NPC175
0.9778	High Similarity	NPC233649
0.9778	High Similarity	NPC470028
0.9667	High Similarity	NPC142264
0.9667	High Similarity	NPC476510
0.9551	High Similarity	NPC167644
0.9551	High Similarity	NPC311246
0.9545	High Similarity	NPC473542
0.9444	High Similarity	NPC30687
0.9444	High Similarity	NPC113500
0.9444	High Similarity	NPC252253
0.9444	High Similarity	NPC3538
0.9444	High Similarity	NPC45959
0.9444	High Similarity	NPC477224
0.9438	High Similarity	NPC149966
0.9438	High Similarity	NPC5632
0.9438	High Similarity	NPC59006
0.9438	High Similarity	NPC36372
0.9432	High Similarity	NPC228059
0.9432	High Similarity	NPC82955
0.9432	High Similarity	NPC102725
0.9362	High Similarity	NPC470029
0.9362	High Similarity	NPC310138
0.9362	High Similarity	NPC114700
0.9362	High Similarity	NPC134967
0.9348	High Similarity	NPC475207
0.9341	High Similarity	NPC474399
0.9333	High Similarity	NPC149400
0.9333	High Similarity	NPC473726
0.9333	High Similarity	NPC277774
0.9333	High Similarity	NPC88962
0.9333	High Similarity	NPC144790
0.9326	High Similarity	NPC223143
0.9326	High Similarity	NPC279329
0.9318	High Similarity	NPC281004
0.9255	High Similarity	NPC472081
0.9255	High Similarity	NPC476512
0.9255	High Similarity	NPC108227
0.9239	High Similarity	NPC139271
0.9239	High Similarity	NPC156377
0.9239	High Similarity	NPC304011
0.9231	High Similarity	NPC179859
0.9231	High Similarity	NPC312678
0.9231	High Similarity	NPC475436
0.9231	High Similarity	NPC253268
0.9231	High Similarity	NPC174024
0.9231	High Similarity	NPC473851
0.9231	High Similarity	NPC131693
0.9231	High Similarity	NPC291547
0.9231	High Similarity	NPC309866
0.9231	High Similarity	NPC24960
0.9231	High Similarity	NPC473774
0.9222	High Similarity	NPC293609
0.9222	High Similarity	NPC307167
0.9222	High Similarity	NPC229801
0.9222	High Similarity	NPC210759
0.9213	High Similarity	NPC20822
0.9213	High Similarity	NPC473472
0.9205	High Similarity	NPC43912
0.9205	High Similarity	NPC140446
0.9149	High Similarity	NPC470030
0.914	High Similarity	NPC477222
0.914	High Similarity	NPC477223
0.914	High Similarity	NPC274200
0.913	High Similarity	NPC92196
0.9121	High Similarity	NPC234352
0.9121	High Similarity	NPC477547
0.9121	High Similarity	NPC48339
0.9121	High Similarity	NPC325828
0.9121	High Similarity	NPC249204
0.9121	High Similarity	NPC297348
0.9121	High Similarity	NPC477451
0.9121	High Similarity	NPC250393
0.9121	High Similarity	NPC177834
0.9121	High Similarity	NPC141769
0.9111	High Similarity	NPC65550
0.9062	High Similarity	NPC97260
0.9062	High Similarity	NPC476837
0.9062	High Similarity	NPC139181
0.9053	High Similarity	NPC476838
0.9053	High Similarity	NPC476839
0.9043	High Similarity	NPC473638
0.9032	High Similarity	NPC121453
0.9032	High Similarity	NPC473287
0.9022	High Similarity	NPC471464
0.9022	High Similarity	NPC222731
0.9022	High Similarity	NPC305418
0.9022	High Similarity	NPC191915
0.9022	High Similarity	NPC291203
0.9022	High Similarity	NPC473503
0.9022	High Similarity	NPC264101
0.9022	High Similarity	NPC294686
0.9022	High Similarity	NPC475325
0.9022	High Similarity	NPC217205
0.9022	High Similarity	NPC151214
0.9011	High Similarity	NPC476668
0.9011	High Similarity	NPC204881
0.9011	High Similarity	NPC473830
0.9011	High Similarity	NPC473637
0.9	High Similarity	NPC131466
0.8977	High Similarity	NPC290612
0.8936	High Similarity	NPC307534
0.8936	High Similarity	NPC476112
0.8925	High Similarity	NPC211354
0.8925	High Similarity	NPC206003
0.8925	High Similarity	NPC107188
0.8925	High Similarity	NPC473610
0.8925	High Similarity	NPC469710
0.8925	High Similarity	NPC475351
0.8925	High Similarity	NPC473727
0.8925	High Similarity	NPC6295
0.8925	High Similarity	NPC19400
0.8925	High Similarity	NPC107962
0.8913	High Similarity	NPC172838
0.8913	High Similarity	NPC137004
0.8913	High Similarity	NPC476669
0.8864	High Similarity	NPC474156
0.8854	High Similarity	NPC477225
0.8854	High Similarity	NPC475574
0.8842	High Similarity	NPC473518
0.8842	High Similarity	NPC473616
0.8842	High Similarity	NPC291548
0.883	High Similarity	NPC470864
0.883	High Similarity	NPC195297
0.883	High Similarity	NPC184617
0.883	High Similarity	NPC284104
0.883	High Similarity	NPC116756
0.883	High Similarity	NPC237071
0.883	High Similarity	NPC470866
0.883	High Similarity	NPC203434
0.883	High Similarity	NPC470865
0.883	High Similarity	NPC470863
0.883	High Similarity	NPC128572
0.883	High Similarity	NPC160426
0.883	High Similarity	NPC132080
0.883	High Similarity	NPC473601
0.883	High Similarity	NPC98018
0.883	High Similarity	NPC475625
0.883	High Similarity	NPC97700
0.883	High Similarity	NPC252056
0.883	High Similarity	NPC30856
0.883	High Similarity	NPC287483
0.883	High Similarity	NPC475643
0.883	High Similarity	NPC238796
0.883	High Similarity	NPC103616
0.883	High Similarity	NPC84111
0.883	High Similarity	NPC232037
0.8804	High Similarity	NPC473066
0.8778	High Similarity	NPC210658
0.8778	High Similarity	NPC472396
0.8778	High Similarity	NPC161928
0.8764	High Similarity	NPC232044
0.8764	High Similarity	NPC273290
0.875	High Similarity	NPC41843
0.8737	High Similarity	NPC115165
0.8737	High Similarity	NPC83137
0.8737	High Similarity	NPC470862
0.8737	High Similarity	NPC303069
0.8737	High Similarity	NPC470861
0.8737	High Similarity	NPC232611
0.8737	High Similarity	NPC51520
0.8681	High Similarity	NPC128475
0.866	High Similarity	NPC31346
0.8652	High Similarity	NPC227260
0.8636	High Similarity	NPC475388
0.8636	High Similarity	NPC296734
0.8636	High Similarity	NPC470611
0.8632	High Similarity	NPC296936
0.8542	High Similarity	NPC210157
0.8542	High Similarity	NPC470591
0.8526	High Similarity	NPC94582
0.8526	High Similarity	NPC57964
0.8526	High Similarity	NPC477494
0.8469	Intermediate Similarity	NPC477172
0.8462	Intermediate Similarity	NPC471240
0.8454	Intermediate Similarity	NPC292775
0.8447	Intermediate Similarity	NPC473062
0.8438	Intermediate Similarity	NPC472989
0.8431	Intermediate Similarity	NPC476835
0.8409	Intermediate Similarity	NPC7479
0.8409	Intermediate Similarity	NPC248944
0.8409	Intermediate Similarity	NPC257296
0.84	Intermediate Similarity	NPC475365
0.8333	Intermediate Similarity	NPC476513
0.8333	Intermediate Similarity	NPC470070
0.8333	Intermediate Similarity	NPC21897
0.8317	Intermediate Similarity	NPC26798
0.8316	Intermediate Similarity	NPC18724
0.8316	Intermediate Similarity	NPC470623
0.8316	Intermediate Similarity	NPC256104
0.8316	Intermediate Similarity	NPC224003
0.8316	Intermediate Similarity	NPC171741
0.8316	Intermediate Similarity	NPC211845
0.8316	Intermediate Similarity	NPC323231
0.8316	Intermediate Similarity	NPC122083
0.8316	Intermediate Similarity	NPC182740
0.83	Intermediate Similarity	NPC213190
0.8229	Intermediate Similarity	NPC471373

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 NPC473065 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	567
0.1-0.2	4690
0.2-0.3	2757
0.3-0.4	590
0.4-0.5	318
0.5-0.6	173
0.6-0.7	40
0.7-0.8	12
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9121	High Similarity	NPD8171	Discontinued
0.8409	Intermediate Similarity	NPD6928	Phase 2
0.8218	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7426	Intermediate Similarity	NPD7991	Discontinued
0.7368	Intermediate Similarity	NPD8294	Approved
0.7368	Intermediate Similarity	NPD8377	Approved
0.7345	Intermediate Similarity	NPD7328	Approved
0.7345	Intermediate Similarity	NPD7327	Approved
0.7304	Intermediate Similarity	NPD8335	Approved
0.7304	Intermediate Similarity	NPD8379	Approved
0.7304	Intermediate Similarity	NPD8380	Approved
0.7304	Intermediate Similarity	NPD8378	Approved
0.7304	Intermediate Similarity	NPD8033	Approved
0.7304	Intermediate Similarity	NPD8296	Approved
0.7281	Intermediate Similarity	NPD7516	Approved
0.7273	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD8133	Approved
0.6957	Remote Similarity	NPD1810	Approved
0.6957	Remote Similarity	NPD1811	Approved
0.6917	Remote Similarity	NPD7507	Approved
0.6803	Remote Similarity	NPD7736	Approved
0.6757	Remote Similarity	NPD6412	Phase 2
0.6748	Remote Similarity	NPD7319	Approved
0.6723	Remote Similarity	NPD7503	Approved
0.6667	Remote Similarity	NPD6370	Approved
0.6637	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.663	Remote Similarity	NPD2686	Approved
0.663	Remote Similarity	NPD2254	Approved
0.663	Remote Similarity	NPD4787	Phase 1
0.663	Remote Similarity	NPD2687	Approved
0.6585	Remote Similarity	NPD8293	Discontinued
0.6581	Remote Similarity	NPD6940	Discontinued
0.6549	Remote Similarity	NPD8174	Phase 2
0.65	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.65	Remote Similarity	NPD6059	Approved
0.65	Remote Similarity	NPD3669	Approved
0.65	Remote Similarity	NPD6054	Approved
0.6495	Remote Similarity	NPD6115	Approved
0.6495	Remote Similarity	NPD6118	Approved
0.6495	Remote Similarity	NPD6114	Approved
0.6495	Remote Similarity	NPD6697	Approved
0.6452	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD6116	Phase 1
0.6387	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD371	Approved
0.6328	Remote Similarity	NPD8449	Approved
0.6311	Remote Similarity	NPD6015	Approved
0.6311	Remote Similarity	NPD6016	Approved
0.629	Remote Similarity	NPD7492	Approved
0.6289	Remote Similarity	NPD6117	Approved
0.6279	Remote Similarity	NPD8450	Suspended
0.626	Remote Similarity	NPD5988	Approved
0.624	Remote Similarity	NPD6616	Approved
0.621	Remote Similarity	NPD6067	Discontinued
0.62	Remote Similarity	NPD7525	Registered
0.619	Remote Similarity	NPD7078	Approved
0.6161	Remote Similarity	NPD1700	Approved
0.614	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.614	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6082	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.608	Remote Similarity	NPD8328	Phase 3
0.6042	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.602	Remote Similarity	NPD3703	Phase 2
0.602	Remote Similarity	NPD3702	Approved
0.6019	Remote Similarity	NPD8034	Phase 2
0.6019	Remote Similarity	NPD8035	Phase 2
0.6016	Remote Similarity	NPD6033	Approved
0.5983	Remote Similarity	NPD6686	Approved
0.5968	Remote Similarity	NPD6319	Approved
0.5938	Remote Similarity	NPD4244	Approved
0.5938	Remote Similarity	NPD4245	Approved
0.5917	Remote Similarity	NPD8297	Approved
0.5917	Remote Similarity	NPD6882	Approved
0.5857	Remote Similarity	NPD7625	Phase 1
0.5854	Remote Similarity	NPD6009	Approved
0.5841	Remote Similarity	NPD7638	Approved
0.5833	Remote Similarity	NPD3698	Phase 2
0.5833	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5825	Remote Similarity	NPD1780	Approved
0.5825	Remote Similarity	NPD1779	Approved
0.5794	Remote Similarity	NPD7524	Approved
0.5789	Remote Similarity	NPD7639	Approved
0.5789	Remote Similarity	NPD7640	Approved
0.5755	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5739	Remote Similarity	NPD4159	Approved
0.5738	Remote Similarity	NPD4632	Approved
0.573	Remote Similarity	NPD2267	Suspended
0.5729	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD5360	Phase 3
0.5714	Remote Similarity	NPD7320	Approved
0.5714	Remote Similarity	NPD5777	Approved
0.5714	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD7604	Phase 2
0.5701	Remote Similarity	NPD8308	Discontinued
0.569	Remote Similarity	NPD7632	Discontinued
0.5678	Remote Similarity	NPD7128	Approved
0.5678	Remote Similarity	NPD6402	Approved
0.5678	Remote Similarity	NPD6675	Approved
0.5678	Remote Similarity	NPD5739	Approved
0.5678	Remote Similarity	NPD6008	Approved
0.5667	Remote Similarity	NPD6372	Approved
0.5667	Remote Similarity	NPD6373	Approved
0.5667	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.566	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD6123	Approved
0.5636	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD6700	Approved
0.5631	Remote Similarity	NPD7645	Phase 2
0.562	Remote Similarity	NPD4634	Approved
0.5612	Remote Similarity	NPD4789	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