NPASS Compound

Structure

NPC470875 OpenBabel07101719512D 42 46 0 0 1 0 0 0 0 0999 V2000 3.8414 2.0294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3577 -0.5717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0075 2.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5075 1.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5560 2.2239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3950 4.9518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9905 1.0406 0.0000 C 0 0 0 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 -5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.2024 0.0000 C 0 0 0 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2086 0.4171 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -1.7321 1.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0196 2.7160 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1294 1.7272 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2778 0.7824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7622 3.3395 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 0.5651 0.5243 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5075 1.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 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 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9505 3.0814 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1287 1.7713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6931 2.9742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2819 -0.9594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6132 4.3284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 0.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4959 0.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 16 1 0 0 0 0 3 29 1 0 0 0 0 4 29 1 0 0 0 0 7 39 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 30 1 0 0 0 0 12 40 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 15 17 2 0 0 0 0 15 40 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 31 1 6 0 0 0 20 30 1 0 0 0 0 21 33 2 0 0 0 0 21 41 1 0 0 0 0 22 23 1 0 0 0 0 22 26 1 0 0 0 0 22 34 1 6 0 0 0 23 29 1 0 0 0 0 23 31 1 1 0 0 0 24 30 1 1 0 0 0 24 41 1 0 0 0 0 25 35 2 0 0 0 0 25 42 1 0 0 0 0 26 36 2 0 0 0 0 26 39 1 0 0 0 0 27 31 1 0 0 0 0 27 32 1 0 0 0 0 27 37 2 0 0 0 0 28 29 1 0 0 0 0 28 32 1 6 0 0 0 28 42 1 0 0 0 0 30 5 1 1 0 0 0 31 6 1 1 0 0 0 32 38 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	586.28
Volume:	588.693
LogP:	3.621
LogD:	1.361
LogS:	-3.963
# Rotatable Bonds:	8
TPSA:	149.57
# H-Bond Aceptor:	10
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.274
Synthetic Accessibility Score:	6.326
Fsp3:	0.688
Lipinski Rule-of-5:	Accepted
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:	-5.042
MDCK Permeability:	3.679552173707634e-05
Pgp-inhibitor:	0.994
Pgp-substrate:	0.972
Human Intestinal Absorption (HIA):	0.066
20% Bioavailability (F20%):	0.016
30% Bioavailability (F30%):	0.783

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.27
Plasma Protein Binding (PPB):	88.8119888305664%
Volume Distribution (VD):	2.17
Pgp-substrate:	8.459376335144043%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.123
CYP2C19-inhibitor:	0.094
CYP2C19-substrate:	0.484
CYP2C9-inhibitor:	0.482
CYP2C9-substrate:	0.048
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.079
CYP3A4-inhibitor:	0.869
CYP3A4-substrate:	0.615

ADMET: Excretion

Clearance (CL):	3.207
Half-life (T1/2):	0.161

ADMET: Toxicity

hERG Blockers:	0.02
Human Hepatotoxicity (H-HT):	0.641
Drug-inuced Liver Injury (DILI):	0.933
AMES Toxicity:	0.428
Rat Oral Acute Toxicity:	0.991
Maximum Recommended Daily Dose:	0.927
Skin Sensitization:	0.365
Carcinogencity:	0.193
Eye Corrosion:	0.036
Eye Irritation:	0.433
Respiratory Toxicity:	0.975

Download Data

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

Natural Product: NPC470875

Natural Product ID:	NPC470875
*Common Name:**	Moluccensin S
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XOUVWJCMMFDGES-KMEHVBPESA-N
Standard InCHI:	InChI=1S/C32H42O10/c1-8-16(2)25(35)42-28-29(3,4)23(22(34)26(36)39-7)31(6)19-9-11-30(5)20(18(19)14-32(28,38)27(31)37)13-21(33)41-24(30)17-10-12-40-15-17/h10,12,15-16,19,22-24,28,34,38H,8-9,11,13-14H2,1-7H3/t16?,19-,22+,23-,24-,28-,30+,31+,32-/m0/s1
SMILES:	CCC(C)C(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(C2=O)O)C5=COC=C5)C)C)C(C(=O)OC)O)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2272736
PubChem CID:	60200531
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids [CHEMONTID:0002380] Limonoids

*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
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20112995]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[20146503]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	Thai	n.a.	PMID[21733687]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[22724531]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[26114936]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	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
Others	3

Activity Type	# Activity
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4696	Organism	Brontispa longissima	Brontispa longissima	Activity	=	48.2	%	PMID[458237]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	Activity	=	44.1	%	PMID[458237]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	Activity	=	42.3	%	PMID[458237]

☑ 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 NPC470875 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	359
0.1-0.2	1362
0.2-0.3	3156
0.3-0.4	5233
0.4-0.5	9670
0.5-0.6	10093
0.6-0.7	8617
0.7-0.8	3639
0.8-0.85	320
0.85-0.9	148
0.9-0.95	89
0.95-1	11

Similarity Score	Similarity Level	Natural Product ID
0.9935	High Similarity	NPC469849
0.9935	High Similarity	NPC276551
0.987	High Similarity	NPC292389
0.987	High Similarity	NPC469338
0.9806	High Similarity	NPC470940
0.9805	High Similarity	NPC69028
0.9745	High Similarity	NPC471397
0.9742	High Similarity	NPC477405
0.9682	High Similarity	NPC472282
0.9682	High Similarity	NPC173516
0.962	High Similarity	NPC160651
0.9613	High Similarity	NPC477402
0.9557	High Similarity	NPC472774
0.9557	High Similarity	NPC472775
0.9551	High Similarity	NPC263432
0.9551	High Similarity	NPC329938
0.949	High Similarity	NPC472773
0.9484	High Similarity	NPC472283
0.9481	High Similarity	NPC469336
0.9481	High Similarity	NPC264943
0.943	High Similarity	NPC476856
0.943	High Similarity	NPC476857
0.943	High Similarity	NPC476858
0.9427	High Similarity	NPC5079
0.9427	High Similarity	NPC472771
0.9427	High Similarity	NPC82851
0.9423	High Similarity	NPC477403
0.9416	High Similarity	NPC178932
0.9367	High Similarity	NPC51568
0.9367	High Similarity	NPC234660
0.9363	High Similarity	NPC25255
0.9363	High Similarity	NPC472653
0.9359	High Similarity	NPC173544
0.9355	High Similarity	NPC281258
0.9313	High Similarity	NPC476861
0.9313	High Similarity	NPC476850
0.9313	High Similarity	NPC476853
0.9308	High Similarity	NPC123088
0.9304	High Similarity	NPC200782
0.9304	High Similarity	NPC193798
0.9299	High Similarity	NPC475967
0.9295	High Similarity	NPC469485
0.9255	High Similarity	NPC271235
0.9255	High Similarity	NPC472652
0.925	High Similarity	NPC475779
0.925	High Similarity	NPC23387
0.9245	High Similarity	NPC134254
0.9245	High Similarity	NPC39986
0.9245	High Similarity	NPC302369
0.9241	High Similarity	NPC335761
0.9236	High Similarity	NPC472772
0.9236	High Similarity	NPC249021
0.9236	High Similarity	NPC286722
0.9236	High Similarity	NPC167142
0.9236	High Similarity	NPC45101
0.9231	High Similarity	NPC44675
0.9231	High Similarity	NPC214541
0.9231	High Similarity	NPC469850
0.9226	High Similarity	NPC469503
0.9221	High Similarity	NPC159927
0.9221	High Similarity	NPC469335
0.9198	High Similarity	NPC82602
0.9193	High Similarity	NPC472651
0.9187	High Similarity	NPC476860
0.9187	High Similarity	NPC271657
0.9187	High Similarity	NPC470182
0.9182	High Similarity	NPC470939
0.9182	High Similarity	NPC96443
0.9182	High Similarity	NPC149896
0.9182	High Similarity	NPC290400
0.9177	High Similarity	NPC307383
0.9177	High Similarity	NPC475295
0.9177	High Similarity	NPC473473
0.9172	High Similarity	NPC209364
0.9172	High Similarity	NPC60973
0.9125	High Similarity	NPC476197
0.9114	High Similarity	NPC36655
0.9114	High Similarity	NPC261597
0.9108	High Similarity	NPC476262
0.9103	High Similarity	NPC476201
0.9097	High Similarity	NPC196864
0.9097	High Similarity	NPC477404
0.9074	High Similarity	NPC473766
0.9074	High Similarity	NPC473753
0.9062	High Similarity	NPC211777
0.9062	High Similarity	NPC18347
0.9062	High Similarity	NPC207978
0.9062	High Similarity	NPC117986
0.9057	High Similarity	NPC237155
0.9051	High Similarity	NPC107646
0.9045	High Similarity	NPC282445
0.9036	High Similarity	NPC478177
0.903	High Similarity	NPC94763
0.9024	High Similarity	NPC169299
0.9024	High Similarity	NPC160818
0.9012	High Similarity	NPC97574
0.9012	High Similarity	NPC93172
0.9012	High Similarity	NPC121995
0.9006	High Similarity	NPC469846
0.9006	High Similarity	NPC663
0.9006	High Similarity	NPC224394
0.9006	High Similarity	NPC198047
0.9	High Similarity	NPC191828
0.9	High Similarity	NPC475381
0.9	High Similarity	NPC305016
0.9	High Similarity	NPC470789
0.8994	High Similarity	NPC299038
0.8994	High Similarity	NPC472778
0.8994	High Similarity	NPC472776
0.8994	High Similarity	NPC472777
0.8994	High Similarity	NPC187149
0.8987	High Similarity	NPC35000
0.8987	High Similarity	NPC92979
0.8981	High Similarity	NPC44577
0.8974	High Similarity	NPC46551
0.8957	High Similarity	NPC100333
0.8944	High Similarity	NPC18986
0.8944	High Similarity	NPC188649
0.8938	High Similarity	NPC262872
0.8931	High Similarity	NPC126723
0.8931	High Similarity	NPC263265
0.8924	High Similarity	NPC30222
0.8916	High Similarity	NPC236004
0.8916	High Similarity	NPC471437
0.891	High Similarity	NPC125182
0.891	High Similarity	NPC69647
0.8909	High Similarity	NPC285227
0.8902	High Similarity	NPC472766
0.8902	High Similarity	NPC472765
0.8896	High Similarity	NPC472141
0.8889	High Similarity	NPC472139
0.8889	High Similarity	NPC419
0.8889	High Similarity	NPC288602
0.8889	High Similarity	NPC88841
0.8882	High Similarity	NPC242068
0.8882	High Similarity	NPC247563
0.8882	High Similarity	NPC287559
0.8875	High Similarity	NPC197137
0.8862	High Similarity	NPC262386
0.8861	High Similarity	NPC75906
0.8854	High Similarity	NPC476122
0.8848	High Similarity	NPC470995
0.8841	High Similarity	NPC472764
0.8839	High Similarity	NPC262198
0.8827	High Similarity	NPC68848
0.882	High Similarity	NPC475226
0.8805	High Similarity	NPC57998
0.8802	High Similarity	NPC471632
0.8797	High Similarity	NPC18135
0.8788	High Similarity	NPC296558
0.8782	High Similarity	NPC255414
0.878	High Similarity	NPC478178
0.8772	High Similarity	NPC105395
0.8758	High Similarity	NPC88007
0.8758	High Similarity	NPC194499
0.875	High Similarity	NPC155939
0.875	High Similarity	NPC469633
0.875	High Similarity	NPC141538
0.875	High Similarity	NPC296807
0.8742	High Similarity	NPC33938
0.8735	High Similarity	NPC302392
0.8734	High Similarity	NPC470997
0.8727	High Similarity	NPC270312
0.8727	High Similarity	NPC476224
0.872	High Similarity	NPC146991
0.8712	High Similarity	NPC470792
0.8712	High Similarity	NPC472767
0.871	High Similarity	NPC142113
0.871	High Similarity	NPC476944
0.871	High Similarity	NPC137295
0.8706	High Similarity	NPC470938
0.8704	High Similarity	NPC474611
0.8704	High Similarity	NPC473368
0.8698	High Similarity	NPC472665
0.869	High Similarity	NPC469576
0.8688	High Similarity	NPC302054
0.8688	High Similarity	NPC253201
0.8679	High Similarity	NPC272590
0.8675	High Similarity	NPC327922
0.8671	High Similarity	NPC234494
0.8671	High Similarity	NPC195325
0.8671	High Similarity	NPC472654
0.8667	High Similarity	NPC149945
0.8662	High Similarity	NPC470941
0.8662	High Similarity	NPC250228
0.8659	High Similarity	NPC285567
0.8659	High Similarity	NPC283209
0.8659	High Similarity	NPC165218
0.8654	High Similarity	NPC5676
0.8654	High Similarity	NPC41182
0.8645	High Similarity	NPC476946
0.8645	High Similarity	NPC243577
0.8642	High Similarity	NPC195954
0.8642	High Similarity	NPC470118
0.8634	High Similarity	NPC75310
0.8631	High Similarity	NPC469848
0.8625	High Similarity	NPC470996
0.8625	High Similarity	NPC147168
0.8625	High Similarity	NPC268905
0.8625	High Similarity	NPC472672

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 NPC470875 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	305
0.1-0.2	1008
0.2-0.3	2157
0.3-0.4	2587
0.4-0.5	1836
0.5-0.6	921
0.6-0.7	274
0.7-0.8	58
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8824	High Similarity	NPD8434	Phase 2
0.8405	Intermediate Similarity	NPD5761	Phase 2
0.8405	Intermediate Similarity	NPD5760	Phase 2
0.8204	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7898	Intermediate Similarity	NPD6764	Approved
0.7898	Intermediate Similarity	NPD6765	Approved
0.7722	Intermediate Similarity	NPD6785	Approved
0.7722	Intermediate Similarity	NPD6784	Approved
0.7647	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD7075	Discontinued
0.7563	Intermediate Similarity	NPD8404	Phase 2
0.7544	Intermediate Similarity	NPD7819	Suspended
0.7527	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6559	Discontinued
0.7486	Intermediate Similarity	NPD8150	Discontinued
0.7471	Intermediate Similarity	NPD6599	Discontinued
0.7455	Intermediate Similarity	NPD4628	Phase 3
0.7399	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7384	Intermediate Similarity	NPD6801	Discontinued
0.7333	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD5494	Approved
0.7326	Intermediate Similarity	NPD7411	Suspended
0.7322	Intermediate Similarity	NPD8312	Approved
0.7322	Intermediate Similarity	NPD8313	Approved
0.7299	Intermediate Similarity	NPD5402	Approved
0.7299	Intermediate Similarity	NPD3817	Phase 2
0.7288	Intermediate Similarity	NPD8127	Discontinued
0.7278	Intermediate Similarity	NPD7799	Discontinued
0.7267	Intermediate Similarity	NPD4380	Phase 2
0.7263	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD6166	Phase 2
0.7257	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7253	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD5844	Phase 1
0.7219	Intermediate Similarity	NPD6799	Approved
0.7216	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7216	Intermediate Similarity	NPD3749	Approved
0.7209	Intermediate Similarity	NPD3226	Approved
0.7193	Intermediate Similarity	NPD5403	Approved
0.7191	Intermediate Similarity	NPD1247	Approved
0.7189	Intermediate Similarity	NPD8407	Phase 2
0.7182	Intermediate Similarity	NPD3751	Discontinued
0.7182	Intermediate Similarity	NPD3818	Discontinued
0.7176	Intermediate Similarity	NPD5401	Approved
0.7176	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7175	Intermediate Similarity	NPD919	Approved
0.7174	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD7808	Phase 3
0.7169	Intermediate Similarity	NPD1471	Phase 3
0.7167	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD7236	Approved
0.7159	Intermediate Similarity	NPD3882	Suspended
0.7143	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7127	Intermediate Similarity	NPD7473	Discontinued
0.712	Intermediate Similarity	NPD8368	Discontinued
0.712	Intermediate Similarity	NPD7251	Discontinued
0.7104	Intermediate Similarity	NPD7074	Phase 3
0.7093	Intermediate Similarity	NPD920	Approved
0.7086	Intermediate Similarity	NPD1934	Approved
0.7083	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD6797	Phase 2
0.7056	Intermediate Similarity	NPD3787	Discontinued
0.7052	Intermediate Similarity	NPD7239	Suspended
0.7049	Intermediate Similarity	NPD7054	Approved
0.7041	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD7435	Discontinued
0.7037	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7035	Intermediate Similarity	NPD6273	Approved
0.7027	Intermediate Similarity	NPD7685	Pre-registration
0.7011	Intermediate Similarity	NPD7472	Approved
0.6995	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.699	Remote Similarity	NPD7907	Approved
0.6977	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD2346	Discontinued
0.6961	Remote Similarity	NPD6232	Discontinued
0.6947	Remote Similarity	NPD8361	Approved
0.6947	Remote Similarity	NPD8360	Approved
0.6947	Remote Similarity	NPD8435	Approved
0.6923	Remote Similarity	NPD3926	Phase 2
0.6923	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD7874	Approved
0.6915	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD7458	Discontinued
0.6914	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD6959	Discontinued
0.6902	Remote Similarity	NPD7228	Approved
0.6893	Remote Similarity	NPD4665	Approved
0.6893	Remote Similarity	NPD4111	Phase 1
0.6893	Remote Similarity	NPD37	Approved
0.6888	Remote Similarity	NPD6777	Approved
0.6888	Remote Similarity	NPD6776	Approved
0.6888	Remote Similarity	NPD6781	Approved
0.6888	Remote Similarity	NPD6780	Approved
0.6888	Remote Similarity	NPD6778	Approved
0.6888	Remote Similarity	NPD6779	Approved
0.6888	Remote Similarity	NPD6782	Approved
0.6879	Remote Similarity	NPD2534	Approved
0.6879	Remote Similarity	NPD2532	Approved
0.6879	Remote Similarity	NPD2533	Approved
0.6872	Remote Similarity	NPD4967	Phase 2
0.6872	Remote Similarity	NPD4966	Approved
0.6872	Remote Similarity	NPD7768	Phase 2
0.6872	Remote Similarity	NPD4965	Approved
0.6869	Remote Similarity	NPD7698	Approved
0.6869	Remote Similarity	NPD7697	Approved
0.6869	Remote Similarity	NPD7696	Phase 3
0.6867	Remote Similarity	NPD6355	Discontinued
0.6865	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.686	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD8455	Phase 2
0.6854	Remote Similarity	NPD1465	Phase 2
0.6854	Remote Similarity	NPD2801	Approved
0.6845	Remote Similarity	NPD2799	Discontinued
0.6842	Remote Similarity	NPD3750	Approved
0.6842	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6837	Remote Similarity	NPD8285	Discontinued
0.6834	Remote Similarity	NPD7870	Phase 2
0.6834	Remote Similarity	NPD7871	Phase 2
0.6834	Remote Similarity	NPD8320	Phase 1
0.6834	Remote Similarity	NPD8319	Approved
0.6831	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD1549	Phase 2
0.6818	Remote Similarity	NPD3057	Approved
0.6816	Remote Similarity	NPD7701	Phase 2
0.6813	Remote Similarity	NPD7199	Phase 2
0.6805	Remote Similarity	NPD6099	Approved
0.6805	Remote Similarity	NPD2796	Approved
0.6805	Remote Similarity	NPD6100	Approved
0.6802	Remote Similarity	NPD4107	Approved
0.6798	Remote Similarity	NPD7801	Approved
0.6796	Remote Similarity	NPD6234	Discontinued
0.6784	Remote Similarity	NPD2800	Approved
0.6782	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD5762	Approved
0.6765	Remote Similarity	NPD5763	Approved
0.6765	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD7240	Approved
0.6746	Remote Similarity	NPD3748	Approved
0.6746	Remote Similarity	NPD7033	Discontinued
0.6744	Remote Similarity	NPD8166	Discontinued
0.6743	Remote Similarity	NPD1512	Approved
0.6735	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD8485	Approved
0.6734	Remote Similarity	NPD3533	Approved
0.6734	Remote Similarity	NPD2972	Approved
0.6716	Remote Similarity	NPD7783	Phase 2
0.6716	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6706	Remote Similarity	NPD1551	Phase 2
0.6705	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD6190	Approved
0.6703	Remote Similarity	NPD2403	Approved
0.6701	Remote Similarity	NPD7699	Phase 2
0.6701	Remote Similarity	NPD7700	Phase 2
0.67	Remote Similarity	NPD7497	Discontinued
0.67	Remote Similarity	NPD8151	Discontinued
0.6687	Remote Similarity	NPD3268	Approved
0.6687	Remote Similarity	NPD2313	Discontinued
0.6686	Remote Similarity	NPD7097	Phase 1
0.6686	Remote Similarity	NPD1243	Approved
0.6685	Remote Similarity	NPD7058	Phase 2
0.6685	Remote Similarity	NPD7057	Phase 3
0.6683	Remote Similarity	NPD4482	Phase 3
0.6667	Remote Similarity	NPD6832	Phase 2
0.6667	Remote Similarity	NPD2344	Approved
0.665	Remote Similarity	NPD2491	Approved
0.6633	Remote Similarity	NPD6534	Approved
0.6633	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD6535	Approved
0.6629	Remote Similarity	NPD1511	Approved
0.6628	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD7095	Approved
0.6608	Remote Similarity	NPD2935	Discontinued
0.6595	Remote Similarity	NPD7229	Phase 3
0.6595	Remote Similarity	NPD6808	Phase 2
0.6588	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD6798	Discontinued
0.6587	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6568	Remote Similarity	NPD447	Suspended
0.6567	Remote Similarity	NPD6823	Phase 2
0.6567	Remote Similarity	NPD3448	Approved
0.6553	Remote Similarity	NPD5676	Approved
0.6552	Remote Similarity	NPD7003	Approved
0.6552	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD4110	Phase 3
0.655	Remote Similarity	NPD1510	Phase 2
0.6548	Remote Similarity	NPD8032	Phase 2
0.6548	Remote Similarity	NPD6233	Phase 2
0.6543	Remote Similarity	NPD2163	Approved
0.6534	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6532	Remote Similarity	NPD2424	Discontinued
0.6524	Remote Similarity	NPD7784	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD2354	Approved
0.6514	Remote Similarity	NPD2309	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