NPASS Compound

Structure

NPC470267 OpenBabel07101718312D 41 45 0 0 1 0 0 0 0 0999 V2000 4.8973 5.3212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2793 3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9703 2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 -1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9847 4.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3253 1.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3253 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -2.5981 -0.5000 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 0.8660 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 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2500 5.8564 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 3.9192 5.1132 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6102 4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9921 2.2601 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7709 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6757 3.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 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 2.6831 1.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6320 3.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3230 3.0032 0.0000 C 0 0 2 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 1.7321 -0.0000 0.0000 C 0 0 2 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 3.5591 6.8074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7709 -0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3024 3.3305 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 1.9629 4.6974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3448 2.7953 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 19 2 0 0 0 0 5 22 1 0 0 0 0 6 23 1 0 0 0 0 7 31 1 0 0 0 0 9 10 1 0 0 0 0 9 24 1 0 0 0 0 10 27 1 0 0 0 0 11 12 2 0 0 0 0 11 25 1 0 0 0 0 12 33 1 0 0 0 0 13 14 1 0 0 0 0 13 31 1 0 0 0 0 15 26 1 0 0 0 0 15 32 1 0 0 0 0 16 18 1 0 0 0 0 16 35 2 0 0 0 0 17 33 1 0 0 0 0 17 34 1 0 0 0 0 18 1 1 6 0 0 0 18 19 1 0 0 0 0 19 29 1 0 0 0 0 20 3 1 6 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 4 1 1 0 0 0 21 28 1 0 0 0 0 21 30 1 0 0 0 0 22 36 2 0 0 0 0 22 40 1 0 0 0 0 23 37 2 0 0 0 0 23 41 1 0 0 0 0 24 33 1 1 0 0 0 25 38 2 0 0 0 0 26 28 1 0 0 0 0 26 40 1 1 0 0 0 27 32 1 6 0 0 0 27 34 1 0 0 0 0 28 31 1 1 0 0 0 29 39 2 0 0 0 0 30 29 1 1 0 0 0 30 41 1 0 0 0 0 31 32 1 1 0 0 0 32 8 1 6 0 0 0 33 34 1 6 0 0 0 34 14 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	566.32
Volume:	596.914
LogP:	3.298
LogD:	2.252
LogS:	-4.334
# Rotatable Bonds:	10
TPSA:	103.81
# H-Bond Aceptor:	7
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.219
Synthetic Accessibility Score:	6.327
Fsp3:	0.735
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	3
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.165
MDCK Permeability:	1.710284959699493e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.726
30% Bioavailability (F30%):	0.92

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.968
Plasma Protein Binding (PPB):	76.77327728271484%
Volume Distribution (VD):	1.84
Pgp-substrate:	17.457359313964844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.131
CYP2C19-inhibitor:	0.025
CYP2C19-substrate:	0.504
CYP2C9-inhibitor:	0.037
CYP2C9-substrate:	0.015
CYP2D6-inhibitor:	0.017
CYP2D6-substrate:	0.025
CYP3A4-inhibitor:	0.868
CYP3A4-substrate:	0.684

ADMET: Excretion

Clearance (CL):	2.97
Half-life (T1/2):	0.263

ADMET: Toxicity

hERG Blockers:	0.267
Human Hepatotoxicity (H-HT):	0.13
Drug-inuced Liver Injury (DILI):	0.57
AMES Toxicity:	0.107
Rat Oral Acute Toxicity:	0.933
Maximum Recommended Daily Dose:	0.904
Skin Sensitization:	0.951
Carcinogencity:	0.799
Eye Corrosion:	0.024
Eye Irritation:	0.016
Respiratory Toxicity:	0.986

Download Data

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

Natural Product: NPC470267

Natural Product ID:	NPC470267
*Common Name:**	ULPOMODIEOQMFC-QDNFKKIJSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	ULPOMODIEOQMFC-QDNFKKIJSA-N
Standard InCHI:	InChI=1S/C34H46O7/c1-18(16-35)19(2)29(39)30(41-23(6)37)21(4)28-26(40-22(5)36)15-32(8)27-10-9-24-20(3)25(38)11-12-33(24)17-34(27,33)14-13-31(28,32)7/h11-12,16,18,20-21,24,26-28,30H,2,9-10,13-15,17H2,1,3-8H3/t18-,20-,21-,24-,26-,27-,28-,30+,31+,32-,33+,34-/m0/s1
SMILES:	CC1C2CCC3C4(CC(C(C4(CCC35C2(C5)C=CC1=O)C)C(C)C(C(=O)C(=C)C(C)C=O)OC(=O)C)OC(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1938570
PubChem CID:	57332098
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002321] Cycloartanols and derivatives

*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
NPO16384	Neoboutonia melleri	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22168134]
NPO16384	Neoboutonia melleri	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22206869]
NPO16384	Neoboutonia melleri	Species	Euphorbiaceae	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	6

Activity Type	# Activity
Others	6

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	FC	=	31.0	n.a.	PMID[473989]
NPT2	Others	Unspecified	FC	=	70.0	n.a.	PMID[473989]
NPT2	Others	Unspecified	FC	=	1.0	n.a.	PMID[473989]
NPT2	Others	Unspecified	FC	=	31.0	n.a.	PMID[473990]
NPT2	Others	Unspecified	FC	=	70.0	n.a.	PMID[473990]
NPT2	Others	Unspecified	FC	=	1.0	n.a.	PMID[473990]

☑ 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 NPC470267 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	255
0.1-0.2	1532
0.2-0.3	6492
0.3-0.4	13951
0.4-0.5	7354
0.5-0.6	7587
0.6-0.7	4614
0.7-0.8	868
0.8-0.85	29
0.85-0.9	9
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9691	High Similarity	NPC308351
0.9691	High Similarity	NPC271266
0.9216	High Similarity	NPC470269
0.9208	High Similarity	NPC181265
0.9109	High Similarity	NPC235889
0.8952	High Similarity	NPC118860
0.8952	High Similarity	NPC214797
0.8952	High Similarity	NPC231589
0.8942	High Similarity	NPC241927
0.8942	High Similarity	NPC258543
0.8868	High Similarity	NPC170487
0.8776	High Similarity	NPC294266
0.8692	High Similarity	NPC71348
0.8624	High Similarity	NPC270958
0.8468	Intermediate Similarity	NPC118638
0.8447	Intermediate Similarity	NPC310981
0.844	Intermediate Similarity	NPC202889
0.8396	Intermediate Similarity	NPC44063
0.8384	Intermediate Similarity	NPC218301
0.8367	Intermediate Similarity	NPC305039
0.8302	Intermediate Similarity	NPC475571
0.8252	Intermediate Similarity	NPC176845
0.8247	Intermediate Similarity	NPC195640
0.8241	Intermediate Similarity	NPC2766
0.8235	Intermediate Similarity	NPC58052
0.8235	Intermediate Similarity	NPC111684
0.8224	Intermediate Similarity	NPC475294
0.8208	Intermediate Similarity	NPC310586
0.819	Intermediate Similarity	NPC15396
0.8182	Intermediate Similarity	NPC100267
0.8182	Intermediate Similarity	NPC475524
0.8165	Intermediate Similarity	NPC197428
0.8155	Intermediate Similarity	NPC226986
0.8155	Intermediate Similarity	NPC23680
0.8144	Intermediate Similarity	NPC323765
0.8137	Intermediate Similarity	NPC33473
0.8119	Intermediate Similarity	NPC79117
0.8119	Intermediate Similarity	NPC477361
0.8119	Intermediate Similarity	NPC202824
0.8091	Intermediate Similarity	NPC43775
0.8077	Intermediate Similarity	NPC275439
0.8077	Intermediate Similarity	NPC112753
0.8061	Intermediate Similarity	NPC264127
0.8058	Intermediate Similarity	NPC477354
0.8037	Intermediate Similarity	NPC164835
0.8037	Intermediate Similarity	NPC228669
0.8018	Intermediate Similarity	NPC221144
0.7982	Intermediate Similarity	NPC94529
0.7981	Intermediate Similarity	NPC292133
0.7981	Intermediate Similarity	NPC216904
0.7965	Intermediate Similarity	NPC148458
0.7963	Intermediate Similarity	NPC265127
0.7963	Intermediate Similarity	NPC470309
0.7961	Intermediate Similarity	NPC469599
0.7961	Intermediate Similarity	NPC470978
0.7961	Intermediate Similarity	NPC470974
0.7961	Intermediate Similarity	NPC274417
0.7944	Intermediate Similarity	NPC36321
0.7944	Intermediate Similarity	NPC236390
0.7941	Intermediate Similarity	NPC109414
0.7925	Intermediate Similarity	NPC99411
0.7909	Intermediate Similarity	NPC304495
0.7905	Intermediate Similarity	NPC197386
0.7905	Intermediate Similarity	NPC471582
0.7905	Intermediate Similarity	NPC98868
0.79	Intermediate Similarity	NPC97884
0.79	Intermediate Similarity	NPC28227
0.79	Intermediate Similarity	NPC472220
0.7895	Intermediate Similarity	NPC471854
0.7895	Intermediate Similarity	NPC239273
0.789	Intermediate Similarity	NPC220974
0.7885	Intermediate Similarity	NPC42042
0.787	Intermediate Similarity	NPC189616
0.787	Intermediate Similarity	NPC137657
0.7864	Intermediate Similarity	NPC269729
0.7857	Intermediate Similarity	NPC264634
0.785	Intermediate Similarity	NPC195290
0.785	Intermediate Similarity	NPC204450
0.785	Intermediate Similarity	NPC56498
0.785	Intermediate Similarity	NPC473928
0.785	Intermediate Similarity	NPC87351
0.785	Intermediate Similarity	NPC53222
0.7843	Intermediate Similarity	NPC154101
0.7835	Intermediate Similarity	NPC100297
0.783	Intermediate Similarity	NPC475385
0.783	Intermediate Similarity	NPC475392
0.783	Intermediate Similarity	NPC144956
0.783	Intermediate Similarity	NPC475202
0.783	Intermediate Similarity	NPC470906
0.7826	Intermediate Similarity	NPC257457
0.7826	Intermediate Similarity	NPC311554
0.7822	Intermediate Similarity	NPC177141
0.7822	Intermediate Similarity	NPC469546
0.7818	Intermediate Similarity	NPC211224
0.781	Intermediate Similarity	NPC151488
0.781	Intermediate Similarity	NPC87090
0.7798	Intermediate Similarity	NPC278628
0.7798	Intermediate Similarity	NPC196528
0.7798	Intermediate Similarity	NPC231530
0.7788	Intermediate Similarity	NPC472929
0.7778	Intermediate Similarity	NPC2709
0.7778	Intermediate Similarity	NPC311612
0.7768	Intermediate Similarity	NPC470281
0.7767	Intermediate Similarity	NPC474185
0.7767	Intermediate Similarity	NPC25750
0.7757	Intermediate Similarity	NPC477356
0.7757	Intermediate Similarity	NPC474327
0.7757	Intermediate Similarity	NPC224720
0.7757	Intermediate Similarity	NPC476223
0.7757	Intermediate Similarity	NPC124211
0.7757	Intermediate Similarity	NPC476240
0.7745	Intermediate Similarity	NPC328141
0.7745	Intermediate Similarity	NPC474842
0.7745	Intermediate Similarity	NPC475965
0.7736	Intermediate Similarity	NPC252295
0.7736	Intermediate Similarity	NPC114274
0.7736	Intermediate Similarity	NPC222011
0.7736	Intermediate Similarity	NPC271387
0.7736	Intermediate Similarity	NPC153792
0.7736	Intermediate Similarity	NPC477355
0.7714	Intermediate Similarity	NPC471775
0.7714	Intermediate Similarity	NPC96859
0.7714	Intermediate Similarity	NPC106425
0.7714	Intermediate Similarity	NPC125622
0.7714	Intermediate Similarity	NPC471039
0.7714	Intermediate Similarity	NPC322063
0.7714	Intermediate Similarity	NPC328162
0.7714	Intermediate Similarity	NPC122324
0.7714	Intermediate Similarity	NPC151725
0.7714	Intermediate Similarity	NPC192428
0.7714	Intermediate Similarity	NPC305483
0.7706	Intermediate Similarity	NPC29705
0.7706	Intermediate Similarity	NPC2436
0.7706	Intermediate Similarity	NPC119493
0.7706	Intermediate Similarity	NPC135854
0.7706	Intermediate Similarity	NPC470251
0.7706	Intermediate Similarity	NPC255309
0.7706	Intermediate Similarity	NPC216245
0.7706	Intermediate Similarity	NPC13385
0.7699	Intermediate Similarity	NPC147180
0.7692	Intermediate Similarity	NPC471040
0.7685	Intermediate Similarity	NPC119601
0.7685	Intermediate Similarity	NPC118405
0.7685	Intermediate Similarity	NPC136289
0.7685	Intermediate Similarity	NPC308726
0.7685	Intermediate Similarity	NPC22388
0.767	Intermediate Similarity	NPC470113
0.767	Intermediate Similarity	NPC476187
0.7664	Intermediate Similarity	NPC205899
0.7664	Intermediate Similarity	NPC218383
0.7664	Intermediate Similarity	NPC476274
0.7658	Intermediate Similarity	NPC177064
0.7653	Intermediate Similarity	NPC240302
0.7653	Intermediate Similarity	NPC321289
0.7653	Intermediate Similarity	NPC327969
0.7652	Intermediate Similarity	NPC298278
0.7647	Intermediate Similarity	NPC474679
0.7647	Intermediate Similarity	NPC477943
0.7647	Intermediate Similarity	NPC474570
0.7642	Intermediate Similarity	NPC18319
0.7642	Intermediate Similarity	NPC107243
0.7642	Intermediate Similarity	NPC38530
0.7642	Intermediate Similarity	NPC57416
0.7642	Intermediate Similarity	NPC69385
0.7642	Intermediate Similarity	NPC43747
0.7642	Intermediate Similarity	NPC84335
0.7642	Intermediate Similarity	NPC108078
0.7642	Intermediate Similarity	NPC18509
0.7636	Intermediate Similarity	NPC96377
0.7636	Intermediate Similarity	NPC127790
0.7632	Intermediate Similarity	NPC52634
0.7632	Intermediate Similarity	NPC472926
0.7619	Intermediate Similarity	NPC293052
0.7619	Intermediate Similarity	NPC317586
0.7619	Intermediate Similarity	NPC476174
0.7619	Intermediate Similarity	NPC470016
0.7619	Intermediate Similarity	NPC241156
0.7615	Intermediate Similarity	NPC176883
0.7615	Intermediate Similarity	NPC140723
0.7615	Intermediate Similarity	NPC470310
0.7615	Intermediate Similarity	NPC111323
0.7615	Intermediate Similarity	NPC33973
0.7615	Intermediate Similarity	NPC70967
0.7615	Intermediate Similarity	NPC474330
0.7615	Intermediate Similarity	NPC470839
0.7615	Intermediate Similarity	NPC470954
0.7615	Intermediate Similarity	NPC474207
0.7611	Intermediate Similarity	NPC470960
0.76	Intermediate Similarity	NPC470223
0.76	Intermediate Similarity	NPC474971
0.76	Intermediate Similarity	NPC29447
0.7596	Intermediate Similarity	NPC206810
0.7596	Intermediate Similarity	NPC250575
0.7593	Intermediate Similarity	NPC302537
0.7593	Intermediate Similarity	NPC163372
0.7593	Intermediate Similarity	NPC81530
0.7589	Intermediate Similarity	NPC41405
0.7573	Intermediate Similarity	NPC273199
0.7573	Intermediate Similarity	NPC471896
0.757	Intermediate Similarity	NPC147954

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 NPC470267 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	219
0.1-0.2	1742
0.2-0.3	4154
0.3-0.4	2072
0.4-0.5	529
0.5-0.6	193
0.6-0.7	100
0.7-0.8	100
0.8-0.85	41
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8491	Intermediate Similarity	NPD6881	Approved
0.8491	Intermediate Similarity	NPD6899	Approved
0.8454	Intermediate Similarity	NPD6672	Approved
0.8454	Intermediate Similarity	NPD5737	Approved
0.8426	Intermediate Similarity	NPD8130	Phase 1
0.8426	Intermediate Similarity	NPD6650	Approved
0.8426	Intermediate Similarity	NPD6649	Approved
0.8396	Intermediate Similarity	NPD5697	Approved
0.8367	Intermediate Similarity	NPD6904	Approved
0.8367	Intermediate Similarity	NPD6673	Approved
0.8367	Intermediate Similarity	NPD6080	Approved
0.8349	Intermediate Similarity	NPD8297	Approved
0.8333	Intermediate Similarity	NPD7290	Approved
0.8333	Intermediate Similarity	NPD6883	Approved
0.8333	Intermediate Similarity	NPD7102	Approved
0.8318	Intermediate Similarity	NPD6011	Approved
0.8302	Intermediate Similarity	NPD6675	Approved
0.8302	Intermediate Similarity	NPD7128	Approved
0.8302	Intermediate Similarity	NPD5739	Approved
0.8302	Intermediate Similarity	NPD6402	Approved
0.8257	Intermediate Similarity	NPD6617	Approved
0.8257	Intermediate Similarity	NPD6869	Approved
0.8257	Intermediate Similarity	NPD6847	Approved
0.8247	Intermediate Similarity	NPD7334	Approved
0.8247	Intermediate Similarity	NPD6409	Approved
0.8247	Intermediate Similarity	NPD6684	Approved
0.8247	Intermediate Similarity	NPD7521	Approved
0.8247	Intermediate Similarity	NPD5330	Approved
0.8247	Intermediate Similarity	NPD7146	Approved
0.8241	Intermediate Similarity	NPD6014	Approved
0.8241	Intermediate Similarity	NPD6013	Approved
0.8241	Intermediate Similarity	NPD6373	Approved
0.8241	Intermediate Similarity	NPD6012	Approved
0.8241	Intermediate Similarity	NPD6372	Approved
0.8182	Intermediate Similarity	NPD6882	Approved
0.8155	Intermediate Similarity	NPD6084	Phase 2
0.8155	Intermediate Similarity	NPD6083	Phase 2
0.8148	Intermediate Similarity	NPD7320	Approved
0.8081	Intermediate Similarity	NPD6903	Approved
0.8081	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.8061	Intermediate Similarity	NPD6098	Approved
0.8056	Intermediate Similarity	NPD5701	Approved
0.802	Intermediate Similarity	NPD6050	Approved
0.802	Intermediate Similarity	NPD5693	Phase 1
0.802	Intermediate Similarity	NPD5694	Approved
0.7963	Intermediate Similarity	NPD6008	Approved
0.7961	Intermediate Similarity	NPD5695	Phase 3
0.7961	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7941	Intermediate Similarity	NPD6399	Phase 3
0.7928	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7921	Intermediate Similarity	NPD5692	Phase 3
0.7905	Intermediate Similarity	NPD5696	Approved
0.783	Intermediate Similarity	NPD4696	Approved
0.783	Intermediate Similarity	NPD5285	Approved
0.783	Intermediate Similarity	NPD5286	Approved
0.7826	Intermediate Similarity	NPD6335	Approved
0.7797	Intermediate Similarity	NPD7604	Phase 2
0.7759	Intermediate Similarity	NPD7100	Approved
0.7759	Intermediate Similarity	NPD7101	Approved
0.7757	Intermediate Similarity	NPD5223	Approved
0.7739	Intermediate Similarity	NPD6317	Approved
0.7714	Intermediate Similarity	NPD4697	Phase 3
0.7685	Intermediate Similarity	NPD5224	Approved
0.7685	Intermediate Similarity	NPD5211	Phase 2
0.7685	Intermediate Similarity	NPD5225	Approved
0.7685	Intermediate Similarity	NPD4633	Approved
0.7685	Intermediate Similarity	NPD5226	Approved
0.7672	Intermediate Similarity	NPD6314	Approved
0.7672	Intermediate Similarity	NPD6313	Approved
0.7652	Intermediate Similarity	NPD6274	Approved
0.7642	Intermediate Similarity	NPD5959	Approved
0.7642	Intermediate Similarity	NPD4755	Approved
0.7632	Intermediate Similarity	NPD4632	Approved
0.7615	Intermediate Similarity	NPD5174	Approved
0.7615	Intermediate Similarity	NPD5175	Approved
0.7586	Intermediate Similarity	NPD6009	Approved
0.7568	Intermediate Similarity	NPD6614	Approved
0.7549	Intermediate Similarity	NPD5208	Approved
0.7547	Intermediate Similarity	NPD5222	Approved
0.7547	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD5221	Approved
0.7545	Intermediate Similarity	NPD5141	Approved
0.7542	Intermediate Similarity	NPD6319	Approved
0.7524	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7524	Intermediate Similarity	NPD7900	Approved
0.7524	Intermediate Similarity	NPD6001	Approved
0.75	Intermediate Similarity	NPD4700	Approved
0.75	Intermediate Similarity	NPD6868	Approved
0.75	Intermediate Similarity	NPD6079	Approved
0.7479	Intermediate Similarity	NPD5983	Phase 2
0.7477	Intermediate Similarity	NPD5173	Approved
0.7476	Intermediate Similarity	NPD4753	Phase 2
0.7453	Intermediate Similarity	NPD4629	Approved
0.7453	Intermediate Similarity	NPD5654	Approved
0.7453	Intermediate Similarity	NPD5210	Approved
0.7438	Intermediate Similarity	NPD7492	Approved
0.7426	Intermediate Similarity	NPD5329	Approved
0.7404	Intermediate Similarity	NPD5207	Approved
0.7398	Intermediate Similarity	NPD7736	Approved
0.7395	Intermediate Similarity	NPD6054	Approved
0.7377	Intermediate Similarity	NPD6336	Discontinued
0.7377	Intermediate Similarity	NPD6616	Approved
0.7353	Intermediate Similarity	NPD5690	Phase 2
0.7345	Intermediate Similarity	NPD4729	Approved
0.7345	Intermediate Similarity	NPD4730	Approved
0.7333	Intermediate Similarity	NPD5284	Approved
0.7333	Intermediate Similarity	NPD6909	Approved
0.7333	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD6908	Approved
0.7333	Intermediate Similarity	NPD5281	Approved
0.7327	Intermediate Similarity	NPD3665	Phase 1
0.7327	Intermediate Similarity	NPD3666	Approved
0.7327	Intermediate Similarity	NPD4197	Approved
0.7327	Intermediate Similarity	NPD3133	Approved
0.7317	Intermediate Similarity	NPD7078	Approved
0.7315	Intermediate Similarity	NPD7902	Approved
0.7308	Intermediate Similarity	NPD5328	Approved
0.7297	Intermediate Similarity	NPD4754	Approved
0.7282	Intermediate Similarity	NPD3573	Approved
0.7273	Intermediate Similarity	NPD6370	Approved
0.7217	Intermediate Similarity	NPD5249	Phase 3
0.7217	Intermediate Similarity	NPD4634	Approved
0.7217	Intermediate Similarity	NPD5247	Approved
0.7217	Intermediate Similarity	NPD5135	Approved
0.7217	Intermediate Similarity	NPD5248	Approved
0.7217	Intermediate Similarity	NPD5251	Approved
0.7217	Intermediate Similarity	NPD5250	Approved
0.7217	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7217	Intermediate Similarity	NPD5169	Approved
0.7196	Intermediate Similarity	NPD7748	Approved
0.7193	Intermediate Similarity	NPD5128	Approved
0.719	Intermediate Similarity	NPD6016	Approved
0.719	Intermediate Similarity	NPD6015	Approved
0.7177	Intermediate Similarity	NPD8293	Discontinued
0.7168	Intermediate Similarity	NPD4768	Approved
0.7168	Intermediate Similarity	NPD4767	Approved
0.7157	Intermediate Similarity	NPD4786	Approved
0.7155	Intermediate Similarity	NPD5217	Approved
0.7155	Intermediate Similarity	NPD5216	Approved
0.7155	Intermediate Similarity	NPD5215	Approved
0.7155	Intermediate Similarity	NPD5127	Approved
0.7131	Intermediate Similarity	NPD5988	Approved
0.7129	Intermediate Similarity	NPD4221	Approved
0.7129	Intermediate Similarity	NPD4223	Phase 3
0.7107	Intermediate Similarity	NPD6059	Approved
0.7103	Intermediate Similarity	NPD4202	Approved
0.7019	Intermediate Similarity	NPD5279	Phase 3
0.7019	Intermediate Similarity	NPD4694	Approved
0.7019	Intermediate Similarity	NPD5280	Approved
0.7009	Intermediate Similarity	NPD8035	Phase 2
0.7009	Intermediate Similarity	NPD8034	Phase 2
0.7	Intermediate Similarity	NPD7115	Discovery
0.6991	Remote Similarity	NPD6052	Approved
0.699	Remote Similarity	NPD3668	Phase 3
0.6981	Remote Similarity	NPD6051	Approved
0.6975	Remote Similarity	NPD5167	Approved
0.6961	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD3667	Approved
0.6957	Remote Similarity	NPD6412	Phase 2
0.6931	Remote Similarity	NPD4695	Discontinued
0.6897	Remote Similarity	NPD5168	Approved
0.6857	Remote Similarity	NPD3618	Phase 1
0.6857	Remote Similarity	NPD4693	Phase 3
0.6857	Remote Similarity	NPD4689	Approved
0.6857	Remote Similarity	NPD5205	Approved
0.6857	Remote Similarity	NPD4138	Approved
0.6857	Remote Similarity	NPD4688	Approved
0.6857	Remote Similarity	NPD4690	Approved
0.6852	Remote Similarity	NPD7515	Phase 2
0.6832	Remote Similarity	NPD4195	Approved
0.6822	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD6053	Discontinued
0.6796	Remote Similarity	NPD6435	Approved
0.6789	Remote Similarity	NPD5133	Approved
0.6786	Remote Similarity	NPD7638	Approved
0.6762	Remote Similarity	NPD1694	Approved
0.6757	Remote Similarity	NPD7732	Phase 3
0.6754	Remote Similarity	NPD5091	Approved
0.675	Remote Similarity	NPD6858	Approved
0.675	Remote Similarity	NPD7094	Approved
0.6733	Remote Similarity	NPD3617	Approved
0.6731	Remote Similarity	NPD4788	Approved
0.6726	Remote Similarity	NPD7640	Approved
0.6726	Remote Similarity	NPD7639	Approved
0.6719	Remote Similarity	NPD6033	Approved
0.6701	Remote Similarity	NPD4747	Approved
0.6701	Remote Similarity	NPD4691	Approved
0.6698	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6697	Remote Similarity	NPD6411	Approved
0.6693	Remote Similarity	NPD7507	Approved
0.6667	Remote Similarity	NPD4058	Approved
0.6642	Remote Similarity	NPD6333	Approved
0.6642	Remote Similarity	NPD6334	Approved
0.6633	Remote Similarity	NPD5777	Approved
0.6606	Remote Similarity	NPD5785	Approved
0.6602	Remote Similarity	NPD5368	Approved
0.6598	Remote Similarity	NPD4137	Phase 3
0.6542	Remote Similarity	NPD5786	Approved
0.6538	Remote Similarity	NPD7319	Approved
0.6535	Remote Similarity	NPD8328	Phase 3

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