NPASS Compound

Structure

NPC140133 OpenBabel07101718182D 32 36 0 0 1 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5244 -2.2944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8070 -2.2944 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 -3.4641 0.0000 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 1.5244 -1.0517 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 0.6213 -0.3587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8832 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8070 -1.0517 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 0.4483 -1.6730 0.0000 C 0 0 0 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 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8832 -1.6730 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 -2.5981 -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 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3832 -2.5391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3832 -0.8070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2447 -1.8587 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 26 1 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 13 16 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 1 0 0 0 15 24 1 0 0 0 0 16 18 2 0 0 0 0 17 22 1 0 0 0 0 17 28 1 1 0 0 0 18 32 1 0 0 0 0 19 12 1 6 0 0 0 19 23 1 0 0 0 0 19 32 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 6 0 0 0 21 25 1 0 0 0 0 21 29 1 6 0 0 0 22 23 2 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 30 2 0 0 0 0 24 31 1 0 0 0 0 26 4 1 6 0 0 0 27 5 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	440.26
Volume:	463.535
LogP:	4.398
LogD:	2.035
LogS:	-3.719
# Rotatable Bonds:	1
TPSA:	86.99
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.556
Synthetic Accessibility Score:	4.706
Fsp3:	0.667
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.268
MDCK Permeability:	7.248634574352764e-06
Pgp-inhibitor:	0.752
Pgp-substrate:	0.99
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.014
30% Bioavailability (F30%):	0.271

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.231
Plasma Protein Binding (PPB):	96.52257537841797%
Volume Distribution (VD):	0.212
Pgp-substrate:	4.962299823760986%

ADMET: Metabolism

CYP1A2-inhibitor:	0.039
CYP1A2-substrate:	0.254
CYP2C19-inhibitor:	0.031
CYP2C19-substrate:	0.358
CYP2C9-inhibitor:	0.398
CYP2C9-substrate:	0.628
CYP2D6-inhibitor:	0.032
CYP2D6-substrate:	0.192
CYP3A4-inhibitor:	0.044
CYP3A4-substrate:	0.213

ADMET: Excretion

Clearance (CL):	4.437
Half-life (T1/2):	0.32

ADMET: Toxicity

hERG Blockers:	0.335
Human Hepatotoxicity (H-HT):	0.831
Drug-inuced Liver Injury (DILI):	0.943
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.774
Maximum Recommended Daily Dose:	0.994
Skin Sensitization:	0.071
Carcinogencity:	0.079
Eye Corrosion:	0.003
Eye Irritation:	0.034
Respiratory Toxicity:	0.935

Download Data

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

Natural Product: NPC140133

Natural Product ID:	NPC140133
*Common Name:**	MJJYRBWVKARFOM-FORJUWHVSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MJJYRBWVKARFOM-FORJUWHVSA-N
Standard InCHI:	InChI=1S/C27H36O5/c1-14-10-17(28)22-23-19(12-20-25(2,3)21(29)8-9-26(20,22)4)32-18-7-6-15(24(30)31)11-16(18)13-27(14,23)5/h6-7,11,14,17,19-21,28-29H,8-10,12-13H2,1-5H3,(H,30,31)/t14-,17+,19-,20-,21-,26-,27-/m1/s1
SMILES:	C[C@@H]1C[C@@H](C2=C3[C@@H](C[C@@H]4C(C)(C)[C@@H](CC[C@@]24C)O)Oc2ccc(cc2C[C@]13C)C(=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL487789
PubChem CID:	10503263
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000254] Ethers [CHEMONTID:0000128] Alkyl aryl ethers

*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
NPO32593	nostoc commune(eawag 122b)	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11000038]

☑ 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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	4.0	ppm	PMID[505102]
NPT314	Organism	Bacillus cereus	Bacillus cereus	MIC	=	128.0	ppm	PMID[505102]

☑ 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 NPC140133 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	328
0.1-0.2	1300
0.2-0.3	2592
0.3-0.4	5718
0.4-0.5	10554
0.5-0.6	6772
0.6-0.7	6894
0.7-0.8	8056
0.8-0.85	463
0.85-0.9	16
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9262	High Similarity	NPC48671
0.9122	High Similarity	NPC66991
0.9054	High Similarity	NPC286038
0.875	High Similarity	NPC146014
0.8742	High Similarity	NPC477483
0.8742	High Similarity	NPC325032
0.8616	High Similarity	NPC473022
0.8591	High Similarity	NPC184053
0.8562	High Similarity	NPC469395
0.8562	High Similarity	NPC279442
0.8562	High Similarity	NPC146388
0.8544	High Similarity	NPC472299
0.8543	High Similarity	NPC260152
0.8528	High Similarity	NPC193698
0.8526	High Similarity	NPC62051
0.8516	High Similarity	NPC294511
0.8516	High Similarity	NPC121615
0.8506	High Similarity	NPC116292
0.8506	High Similarity	NPC327962
0.8506	High Similarity	NPC474305
0.8506	High Similarity	NPC212257
0.8506	High Similarity	NPC267469
0.8506	High Similarity	NPC247219
0.8506	High Similarity	NPC87630
0.8506	High Similarity	NPC179128
0.8491	Intermediate Similarity	NPC472618
0.8467	Intermediate Similarity	NPC20631
0.8467	Intermediate Similarity	NPC93640
0.8466	Intermediate Similarity	NPC472619
0.8457	Intermediate Similarity	NPC125465
0.8457	Intermediate Similarity	NPC263212
0.8442	Intermediate Similarity	NPC474306
0.8442	Intermediate Similarity	NPC475848
0.8428	Intermediate Similarity	NPC239118
0.8428	Intermediate Similarity	NPC4950
0.8418	Intermediate Similarity	NPC7059
0.8414	Intermediate Similarity	NPC18798
0.8408	Intermediate Similarity	NPC472799
0.8403	Intermediate Similarity	NPC117899
0.84	Intermediate Similarity	NPC172311
0.84	Intermediate Similarity	NPC155552
0.8397	Intermediate Similarity	NPC124842
0.8387	Intermediate Similarity	NPC162569
0.8387	Intermediate Similarity	NPC35160
0.8375	Intermediate Similarity	NPC79571
0.8373	Intermediate Similarity	NPC294149
0.8367	Intermediate Similarity	NPC213122
0.8366	Intermediate Similarity	NPC208293
0.8366	Intermediate Similarity	NPC258856
0.8365	Intermediate Similarity	NPC474611
0.8365	Intermediate Similarity	NPC123153
0.8364	Intermediate Similarity	NPC472620
0.8355	Intermediate Similarity	NPC251372
0.8354	Intermediate Similarity	NPC472807
0.8345	Intermediate Similarity	NPC109778
0.8345	Intermediate Similarity	NPC327457
0.8345	Intermediate Similarity	NPC86774
0.8344	Intermediate Similarity	NPC85047
0.8344	Intermediate Similarity	NPC472621
0.8344	Intermediate Similarity	NPC10429
0.8344	Intermediate Similarity	NPC17274
0.8344	Intermediate Similarity	NPC120857
0.8333	Intermediate Similarity	NPC261659
0.8333	Intermediate Similarity	NPC193203
0.8323	Intermediate Similarity	NPC253591
0.8322	Intermediate Similarity	NPC477592
0.8313	Intermediate Similarity	NPC218818
0.8313	Intermediate Similarity	NPC472617
0.8313	Intermediate Similarity	NPC474373
0.8313	Intermediate Similarity	NPC8389
0.8312	Intermediate Similarity	NPC71821
0.8312	Intermediate Similarity	NPC471174
0.8302	Intermediate Similarity	NPC194499
0.8301	Intermediate Similarity	NPC169942
0.8293	Intermediate Similarity	NPC472622
0.8282	Intermediate Similarity	NPC41689
0.828	Intermediate Similarity	NPC317715
0.828	Intermediate Similarity	NPC473131
0.828	Intermediate Similarity	NPC204561
0.828	Intermediate Similarity	NPC309512
0.828	Intermediate Similarity	NPC316960
0.828	Intermediate Similarity	NPC470675
0.828	Intermediate Similarity	NPC78835
0.828	Intermediate Similarity	NPC148945
0.828	Intermediate Similarity	NPC305965
0.828	Intermediate Similarity	NPC312549
0.828	Intermediate Similarity	NPC246164
0.828	Intermediate Similarity	NPC209142
0.8278	Intermediate Similarity	NPC138149
0.8272	Intermediate Similarity	NPC475106
0.8269	Intermediate Similarity	NPC228842
0.8267	Intermediate Similarity	NPC307883
0.8264	Intermediate Similarity	NPC121104
0.8258	Intermediate Similarity	NPC10990
0.8258	Intermediate Similarity	NPC142863
0.8258	Intermediate Similarity	NPC300988
0.8255	Intermediate Similarity	NPC249817
0.8255	Intermediate Similarity	NPC471670
0.825	Intermediate Similarity	NPC158542
0.8247	Intermediate Similarity	NPC75295
0.8243	Intermediate Similarity	NPC194970
0.8242	Intermediate Similarity	NPC20734
0.8242	Intermediate Similarity	NPC54903
0.8242	Intermediate Similarity	NPC286074
0.8239	Intermediate Similarity	NPC478161
0.8239	Intermediate Similarity	NPC478159
0.8239	Intermediate Similarity	NPC41880
0.8239	Intermediate Similarity	NPC159692
0.8232	Intermediate Similarity	NPC469394
0.8232	Intermediate Similarity	NPC200726
0.8232	Intermediate Similarity	NPC255787
0.8228	Intermediate Similarity	NPC44606
0.8228	Intermediate Similarity	NPC273483
0.8224	Intermediate Similarity	NPC263337
0.8224	Intermediate Similarity	NPC121158
0.8219	Intermediate Similarity	NPC475102
0.8217	Intermediate Similarity	NPC150928
0.8217	Intermediate Similarity	NPC37642
0.8217	Intermediate Similarity	NPC188403
0.8217	Intermediate Similarity	NPC474735
0.8214	Intermediate Similarity	NPC475054
0.8212	Intermediate Similarity	NPC473988
0.8207	Intermediate Similarity	NPC229894
0.8207	Intermediate Similarity	NPC2596
0.8207	Intermediate Similarity	NPC2401
0.8207	Intermediate Similarity	NPC473744
0.8205	Intermediate Similarity	NPC17600
0.82	Intermediate Similarity	NPC131198
0.82	Intermediate Similarity	NPC198621
0.82	Intermediate Similarity	NPC22676
0.82	Intermediate Similarity	NPC119542
0.82	Intermediate Similarity	NPC216940
0.82	Intermediate Similarity	NPC475482
0.8194	Intermediate Similarity	NPC216755
0.8194	Intermediate Similarity	NPC204579
0.8194	Intermediate Similarity	NPC110211
0.8193	Intermediate Similarity	NPC472803
0.8188	Intermediate Similarity	NPC173569
0.8188	Intermediate Similarity	NPC477874
0.8187	Intermediate Similarity	NPC304692
0.8187	Intermediate Similarity	NPC195954
0.8187	Intermediate Similarity	NPC4547
0.8187	Intermediate Similarity	NPC477674
0.8187	Intermediate Similarity	NPC88007
0.8187	Intermediate Similarity	NPC477675
0.8182	Intermediate Similarity	NPC177362
0.8182	Intermediate Similarity	NPC221798
0.8182	Intermediate Similarity	NPC71739
0.8182	Intermediate Similarity	NPC471305
0.8182	Intermediate Similarity	NPC118086
0.8176	Intermediate Similarity	NPC35000
0.8171	Intermediate Similarity	NPC316262
0.8171	Intermediate Similarity	NPC314653
0.817	Intermediate Similarity	NPC201297
0.8165	Intermediate Similarity	NPC469503
0.8165	Intermediate Similarity	NPC11892
0.8165	Intermediate Similarity	NPC178484
0.8163	Intermediate Similarity	NPC15083
0.8163	Intermediate Similarity	NPC470976
0.8163	Intermediate Similarity	NPC196979
0.8163	Intermediate Similarity	NPC239134
0.8163	Intermediate Similarity	NPC470977
0.8158	Intermediate Similarity	NPC51181
0.8158	Intermediate Similarity	NPC472801
0.8153	Intermediate Similarity	NPC291049
0.8153	Intermediate Similarity	NPC19238
0.8153	Intermediate Similarity	NPC233267
0.8153	Intermediate Similarity	NPC52931
0.8153	Intermediate Similarity	NPC471114
0.8153	Intermediate Similarity	NPC473016
0.8153	Intermediate Similarity	NPC164205
0.8153	Intermediate Similarity	NPC104236
0.8148	Intermediate Similarity	NPC195136
0.8146	Intermediate Similarity	NPC477593
0.8146	Intermediate Similarity	NPC202260
0.8146	Intermediate Similarity	NPC23870
0.8141	Intermediate Similarity	NPC478163
0.8141	Intermediate Similarity	NPC125801
0.8138	Intermediate Similarity	NPC37512
0.8137	Intermediate Similarity	NPC272196
0.8133	Intermediate Similarity	NPC202428
0.8133	Intermediate Similarity	NPC266545
0.8129	Intermediate Similarity	NPC117716
0.8129	Intermediate Similarity	NPC470673
0.8129	Intermediate Similarity	NPC271288
0.8129	Intermediate Similarity	NPC197252
0.8129	Intermediate Similarity	NPC473014
0.8129	Intermediate Similarity	NPC87486
0.8129	Intermediate Similarity	NPC236766
0.8129	Intermediate Similarity	NPC124780
0.8129	Intermediate Similarity	NPC470674
0.8129	Intermediate Similarity	NPC473015
0.8129	Intermediate Similarity	NPC473013
0.8129	Intermediate Similarity	NPC235217
0.8129	Intermediate Similarity	NPC97188
0.8125	Intermediate Similarity	NPC104736
0.8121	Intermediate Similarity	NPC291742
0.8121	Intermediate Similarity	NPC296558
0.8121	Intermediate Similarity	NPC477594
0.8121	Intermediate Similarity	NPC477893

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 NPC140133 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	276
0.1-0.2	872
0.2-0.3	1462
0.3-0.4	2353
0.4-0.5	2162
0.5-0.6	1242
0.6-0.7	597
0.7-0.8	176
0.8-0.85	10
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8716	High Similarity	NPD4628	Phase 3
0.8523	High Similarity	NPD7421	Clinical (unspecified phase)
0.8312	Intermediate Similarity	NPD6273	Approved
0.8291	Intermediate Similarity	NPD7819	Suspended
0.8269	Intermediate Similarity	NPD7458	Discontinued
0.8255	Intermediate Similarity	NPD2799	Discontinued
0.8247	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.8224	Intermediate Similarity	NPD7003	Approved
0.8153	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.8133	Intermediate Similarity	NPD5844	Phase 1
0.8105	Intermediate Similarity	NPD3750	Approved
0.8105	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.8063	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.805	Intermediate Similarity	NPD7411	Suspended
0.8025	Intermediate Similarity	NPD7075	Discontinued
0.8012	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7963	Intermediate Similarity	NPD7768	Phase 2
0.7925	Intermediate Similarity	NPD3226	Approved
0.7895	Intermediate Similarity	NPD3748	Approved
0.7888	Intermediate Similarity	NPD6801	Discontinued
0.7879	Intermediate Similarity	NPD8127	Discontinued
0.7875	Intermediate Similarity	NPD6599	Discontinued
0.7852	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7793	Intermediate Similarity	NPD1608	Approved
0.7792	Intermediate Similarity	NPD2346	Discontinued
0.7785	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7764	Intermediate Similarity	NPD4380	Phase 2
0.7759	Intermediate Similarity	NPD8434	Phase 2
0.7751	Intermediate Similarity	NPD7177	Discontinued
0.7744	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD1549	Phase 2
0.7738	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.773	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD6100	Approved
0.7727	Intermediate Similarity	NPD2935	Discontinued
0.7727	Intermediate Similarity	NPD4477	Approved
0.7727	Intermediate Similarity	NPD4476	Approved
0.7727	Intermediate Similarity	NPD6099	Approved
0.7727	Intermediate Similarity	NPD2796	Approved
0.7697	Intermediate Similarity	NPD6355	Discontinued
0.7677	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7677	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7673	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7673	Intermediate Similarity	NPD2533	Approved
0.7673	Intermediate Similarity	NPD2534	Approved
0.7673	Intermediate Similarity	NPD2532	Approved
0.7665	Intermediate Similarity	NPD6959	Discontinued
0.7662	Intermediate Similarity	NPD7033	Discontinued
0.7643	Intermediate Similarity	NPD8166	Discontinued
0.7635	Intermediate Similarity	NPD2797	Approved
0.7632	Intermediate Similarity	NPD4140	Approved
0.7622	Intermediate Similarity	NPD5760	Phase 2
0.7622	Intermediate Similarity	NPD5761	Phase 2
0.7616	Intermediate Similarity	NPD2313	Discontinued
0.7616	Intermediate Similarity	NPD3268	Approved
0.761	Intermediate Similarity	NPD6799	Approved
0.759	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7588	Intermediate Similarity	NPD7473	Discontinued
0.7586	Intermediate Similarity	NPD17	Approved
0.7586	Intermediate Similarity	NPD1778	Approved
0.7586	Intermediate Similarity	NPD8312	Approved
0.7586	Intermediate Similarity	NPD8313	Approved
0.7582	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD5124	Phase 1
0.7571	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7569	Intermediate Similarity	NPD9545	Approved
0.7568	Intermediate Similarity	NPD8651	Approved
0.7568	Intermediate Similarity	NPD1283	Approved
0.7566	Intermediate Similarity	NPD8032	Phase 2
0.7564	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7564	Intermediate Similarity	NPD6005	Phase 3
0.7564	Intermediate Similarity	NPD6002	Phase 3
0.7564	Intermediate Similarity	NPD6004	Phase 3
0.7564	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7564	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD3972	Approved
0.7548	Intermediate Similarity	NPD4308	Phase 3
0.7548	Intermediate Similarity	NPD1510	Phase 2
0.7547	Intermediate Similarity	NPD7236	Approved
0.7516	Intermediate Similarity	NPD4060	Phase 1
0.7515	Intermediate Similarity	NPD8455	Phase 2
0.7515	Intermediate Similarity	NPD6232	Discontinued
0.75	Intermediate Similarity	NPD1551	Phase 2
0.75	Intermediate Similarity	NPD3764	Approved
0.75	Intermediate Similarity	NPD6798	Discontinued
0.75	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5494	Approved
0.7485	Intermediate Similarity	NPD3749	Approved
0.7483	Intermediate Similarity	NPD6832	Phase 2
0.7471	Intermediate Similarity	NPD6764	Approved
0.7471	Intermediate Similarity	NPD6765	Approved
0.7469	Intermediate Similarity	NPD5403	Approved
0.7469	Intermediate Similarity	NPD7427	Discontinued
0.7468	Intermediate Similarity	NPD2800	Approved
0.7466	Intermediate Similarity	NPD4626	Approved
0.7455	Intermediate Similarity	NPD1934	Approved
0.7452	Intermediate Similarity	NPD5762	Approved
0.7452	Intermediate Similarity	NPD5763	Approved
0.7421	Intermediate Similarity	NPD4110	Phase 3
0.7421	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD1607	Approved
0.7419	Intermediate Similarity	NPD6651	Approved
0.7414	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD7229	Phase 3
0.7403	Intermediate Similarity	NPD2979	Phase 3
0.7403	Intermediate Similarity	NPD1240	Approved
0.7401	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7397	Intermediate Similarity	NPD5691	Approved
0.7394	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7389	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD6559	Discontinued
0.7365	Intermediate Similarity	NPD3817	Phase 2
0.7365	Intermediate Similarity	NPD5402	Approved
0.7365	Intermediate Similarity	NPD4288	Approved
0.7365	Intermediate Similarity	NPD1281	Approved
0.736	Intermediate Similarity	NPD8150	Discontinued
0.7356	Intermediate Similarity	NPD7074	Phase 3
0.7351	Intermediate Similarity	NPD2798	Approved
0.7346	Intermediate Similarity	NPD5401	Approved
0.7342	Intermediate Similarity	NPD2344	Approved
0.7341	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7338	Intermediate Similarity	NPD6663	Approved
0.7333	Intermediate Similarity	NPD3225	Approved
0.7329	Intermediate Similarity	NPD6666	Approved
0.7329	Intermediate Similarity	NPD6667	Approved
0.7326	Intermediate Similarity	NPD6166	Phase 2
0.7326	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7326	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD7095	Approved
0.7317	Intermediate Similarity	NPD7239	Suspended
0.7315	Intermediate Similarity	NPD9717	Approved
0.7312	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7305	Intermediate Similarity	NPD1465	Phase 2
0.7303	Intermediate Similarity	NPD5736	Approved
0.7303	Intermediate Similarity	NPD6785	Approved
0.7303	Intermediate Similarity	NPD6784	Approved
0.7299	Intermediate Similarity	NPD7054	Approved
0.7297	Intermediate Similarity	NPD3496	Discontinued
0.729	Intermediate Similarity	NPD4307	Phase 2
0.7285	Intermediate Similarity	NPD3266	Approved
0.7285	Intermediate Similarity	NPD1203	Approved
0.7285	Intermediate Similarity	NPD3267	Approved
0.7278	Intermediate Similarity	NPD2438	Suspended
0.7278	Intermediate Similarity	NPD5406	Approved
0.7278	Intermediate Similarity	NPD5404	Approved
0.7278	Intermediate Similarity	NPD5405	Approved
0.7278	Intermediate Similarity	NPD5408	Approved
0.7261	Intermediate Similarity	NPD7097	Phase 1
0.7257	Intermediate Similarity	NPD7472	Approved
0.7256	Intermediate Similarity	NPD920	Approved
0.7255	Intermediate Similarity	NPD4908	Phase 1
0.7251	Intermediate Similarity	NPD7199	Phase 2
0.725	Intermediate Similarity	NPD1243	Approved
0.7248	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD37	Approved
0.7244	Intermediate Similarity	NPD5735	Approved
0.7241	Intermediate Similarity	NPD3818	Discontinued
0.7237	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD3451	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD7440	Discontinued
0.7222	Intermediate Similarity	NPD1241	Discontinued
0.7219	Intermediate Similarity	NPD4967	Phase 2
0.7219	Intermediate Similarity	NPD4966	Approved
0.7219	Intermediate Similarity	NPD3882	Suspended
0.7219	Intermediate Similarity	NPD4965	Approved
0.7216	Intermediate Similarity	NPD5953	Discontinued
0.7208	Intermediate Similarity	NPD7008	Discontinued
0.7208	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD2801	Approved
0.72	Intermediate Similarity	NPD7286	Phase 2
0.719	Intermediate Similarity	NPD2861	Phase 2
0.7186	Intermediate Similarity	NPD6677	Suspended
0.7178	Intermediate Similarity	NPD1511	Approved
0.7175	Intermediate Similarity	NPD7251	Discontinued
0.7175	Intermediate Similarity	NPD7685	Pre-registration
0.717	Intermediate Similarity	NPD2531	Phase 2
0.7162	Intermediate Similarity	NPD5585	Approved
0.7161	Intermediate Similarity	NPD411	Approved
0.7161	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD3887	Approved
0.716	Intermediate Similarity	NPD2309	Approved
0.7152	Intermediate Similarity	NPD5327	Phase 3
0.7143	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7577	Discontinued
0.7135	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD7808	Phase 3
0.7134	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD7028	Phase 2
0.7124	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD6797	Phase 2
0.7115	Intermediate Similarity	NPD6233	Phase 2
0.7114	Intermediate Similarity	NPD3412	Clinical (unspecified phase)

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