NPASS Compound

Structure

NPC241927 OpenBabel07101718292D 38 42 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 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 -0.8660 -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 -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 1.3448 2.7953 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 2 18 2 0 0 0 0 5 21 1 0 0 0 0 6 29 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 0 0 0 0 9 25 1 0 0 0 0 10 11 2 0 0 0 0 10 23 1 0 0 0 0 11 31 1 0 0 0 0 12 13 1 0 0 0 0 12 29 1 0 0 0 0 14 24 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 33 1 0 0 0 0 16 31 1 0 0 0 0 16 32 1 0 0 0 0 17 1 1 6 0 0 0 17 18 1 0 0 0 0 18 27 1 0 0 0 0 19 3 1 6 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 4 1 1 0 0 0 20 26 1 0 0 0 0 20 28 1 0 0 0 0 21 34 2 0 0 0 0 21 38 1 0 0 0 0 22 31 1 1 0 0 0 23 35 2 0 0 0 0 24 26 1 0 0 0 0 24 38 1 1 0 0 0 25 30 1 6 0 0 0 25 32 1 0 0 0 0 26 29 1 1 0 0 0 27 28 1 0 0 0 0 27 36 2 0 0 0 0 28 37 1 1 0 0 0 29 30 1 1 0 0 0 30 7 1 6 0 0 0 31 32 1 6 0 0 0 32 13 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	526.33
Volume:	558.805
LogP:	3.483
LogD:	2.98
LogS:	-4.72
# Rotatable Bonds:	8
TPSA:	97.74
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.372
Synthetic Accessibility Score:	6.196
Fsp3:	0.812
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.123
MDCK Permeability:	2.1556350475293584e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.096
30% Bioavailability (F30%):	0.79

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.411
Plasma Protein Binding (PPB):	95.88206481933594%
Volume Distribution (VD):	0.618
Pgp-substrate:	3.499650478363037%

ADMET: Metabolism

CYP1A2-inhibitor:	0.012
CYP1A2-substrate:	0.342
CYP2C19-inhibitor:	0.039
CYP2C19-substrate:	0.835
CYP2C9-inhibitor:	0.077
CYP2C9-substrate:	0.034
CYP2D6-inhibitor:	0.044
CYP2D6-substrate:	0.043
CYP3A4-inhibitor:	0.935
CYP3A4-substrate:	0.876

ADMET: Excretion

Clearance (CL):	4.944
Half-life (T1/2):	0.182

ADMET: Toxicity

hERG Blockers:	0.205
Human Hepatotoxicity (H-HT):	0.302
Drug-inuced Liver Injury (DILI):	0.308
AMES Toxicity:	0.042
Rat Oral Acute Toxicity:	0.818
Maximum Recommended Daily Dose:	0.929
Skin Sensitization:	0.574
Carcinogencity:	0.83
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC241927

Natural Product ID:	NPC241927
*Common Name:**	ZBJCSWVKUJLAAQ-SXJDHWIHSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	ZBJCSWVKUJLAAQ-SXJDHWIHSA-N
Standard InCHI:	InChI=1S/C32H46O6/c1-17(15-33)18(2)27(36)28(37)20(4)26-24(38-21(5)34)14-30(7)25-9-8-22-19(3)23(35)10-11-31(22)16-32(25,31)13-12-29(26,30)6/h10-11,17,19-20,22,24-26,28,33,37H,2,8-9,12-16H2,1,3-7H3/t17-,19-,20-,22-,24-,25-,26-,28+,29+,30-,31+,32-/m0/s1
SMILES:	C[C@@H](CO)C(=C)C(=O)[C@@H]([C@@H](C)[C@H]1[C@H](C[C@@]2(C)[C@@H]3CC[C@H]4[C@H](C)C(=O)C=C[C@]54C[C@@]35CC[C@]12C)OC(=O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1941152
PubChem CID:	57331958
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
IC50	3
Others	8

Activity Type	# Activity
NON-MOLECULAR	1
Others	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		FC	=	2.9	n.a.	PMID[558675]
NPT2	Others	Unspecified		FC	=	28.0	n.a.	PMID[558675]
NPT2	Others	Unspecified		FC	=	45.0	n.a.	PMID[558675]
NPT2	Others	Unspecified		FC	=	1.4	n.a.	PMID[558675]
NPT2	Others	Unspecified		IC50	=	51000.0	nM	PMID[558675]
NPT2	Others	Unspecified		IC50	=	42000.0	nM	PMID[558675]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	1600.0	nM	PMID[558675]
NPT2	Others	Unspecified		FC	=	2.9	n.a.	PMID[558676]
NPT2	Others	Unspecified		FC	=	28.0	n.a.	PMID[558676]
NPT2	Others	Unspecified		FC	=	45.0	n.a.	PMID[558676]
NPT2	Others	Unspecified		FC	=	1.4	n.a.	PMID[558676]

☑ 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 NPC241927 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	213
0.1-0.2	1256
0.2-0.3	5043
0.3-0.4	10236
0.4-0.5	10815
0.5-0.6	6248
0.6-0.7	6433
0.7-0.8	2268
0.8-0.85	149
0.85-0.9	20
0.9-0.95	7
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC258543
0.9804	High Similarity	NPC118860
0.9804	High Similarity	NPC231589
0.9804	High Similarity	NPC214797
0.9709	High Similarity	NPC71348
0.9709	High Similarity	NPC170487
0.97	High Similarity	NPC181265
0.96	High Similarity	NPC235889
0.9434	High Similarity	NPC270958
0.932	High Similarity	NPC470269
0.9259	High Similarity	NPC118638
0.9245	High Similarity	NPC202889
0.9208	High Similarity	NPC271266
0.9208	High Similarity	NPC15396
0.9208	High Similarity	NPC308351
0.9029	High Similarity	NPC310586
0.8962	High Similarity	NPC197428
0.8942	High Similarity	NPC470267
0.8899	High Similarity	NPC148458
0.8868	High Similarity	NPC304495
0.8818	High Similarity	NPC239273
0.8796	High Similarity	NPC475524
0.8796	High Similarity	NPC100267
0.8774	High Similarity	NPC211224
0.8774	High Similarity	NPC94529
0.8762	High Similarity	NPC196528
0.8762	High Similarity	NPC470309
0.8679	High Similarity	NPC44063
0.8679	High Similarity	NPC475294
0.8667	High Similarity	NPC29705
0.8667	High Similarity	NPC255309
0.8641	High Similarity	NPC218383
0.8624	High Similarity	NPC221144
0.8614	High Similarity	NPC469599
0.8585	High Similarity	NPC278628
0.8585	High Similarity	NPC231530
0.8585	High Similarity	NPC96377
0.8571	High Similarity	NPC140723
0.8544	High Similarity	NPC114274
0.8532	High Similarity	NPC470281
0.8532	High Similarity	NPC43775
0.8529	High Similarity	NPC42042
0.8519	High Similarity	NPC2766
0.85	High Similarity	NPC154101
0.8482	Intermediate Similarity	NPC471854
0.8476	Intermediate Similarity	NPC87351
0.8468	Intermediate Similarity	NPC471398
0.8462	Intermediate Similarity	NPC474720
0.8455	Intermediate Similarity	NPC280782
0.8447	Intermediate Similarity	NPC108078
0.8416	Intermediate Similarity	NPC206810
0.8416	Intermediate Similarity	NPC109414
0.8411	Intermediate Similarity	NPC265127
0.8407	Intermediate Similarity	NPC257457
0.8407	Intermediate Similarity	NPC311554
0.8396	Intermediate Similarity	NPC311612
0.8396	Intermediate Similarity	NPC236390
0.8381	Intermediate Similarity	NPC476240
0.8381	Intermediate Similarity	NPC476223
0.8381	Intermediate Similarity	NPC224720
0.8381	Intermediate Similarity	NPC474327
0.8378	Intermediate Similarity	NPC52634
0.8365	Intermediate Similarity	NPC197386
0.8365	Intermediate Similarity	NPC477854
0.835	Intermediate Similarity	NPC58052
0.835	Intermediate Similarity	NPC49371
0.835	Intermediate Similarity	NPC111684
0.8333	Intermediate Similarity	NPC294266
0.8318	Intermediate Similarity	NPC164835
0.8318	Intermediate Similarity	NPC96268
0.8318	Intermediate Similarity	NPC228669
0.8318	Intermediate Similarity	NPC137657
0.8302	Intermediate Similarity	NPC22388
0.8302	Intermediate Similarity	NPC56498
0.8302	Intermediate Similarity	NPC136289
0.8302	Intermediate Similarity	NPC473928
0.8302	Intermediate Similarity	NPC204450
0.8302	Intermediate Similarity	NPC195290
0.83	Intermediate Similarity	NPC477943
0.8286	Intermediate Similarity	NPC476274
0.8286	Intermediate Similarity	NPC15390
0.8286	Intermediate Similarity	NPC144956
0.8269	Intermediate Similarity	NPC87090
0.8269	Intermediate Similarity	NPC57416
0.8269	Intermediate Similarity	NPC107243
0.8241	Intermediate Similarity	NPC475571
0.8235	Intermediate Similarity	NPC25750
0.8224	Intermediate Similarity	NPC159442
0.8224	Intermediate Similarity	NPC470310
0.8224	Intermediate Similarity	NPC111323
0.8214	Intermediate Similarity	NPC250109
0.8214	Intermediate Similarity	NPC472926
0.8214	Intermediate Similarity	NPC962
0.8214	Intermediate Similarity	NPC194100
0.8208	Intermediate Similarity	NPC81530
0.8208	Intermediate Similarity	NPC99411
0.8208	Intermediate Similarity	NPC477356
0.819	Intermediate Similarity	NPC98868
0.819	Intermediate Similarity	NPC222011
0.819	Intermediate Similarity	NPC271387
0.819	Intermediate Similarity	NPC477355
0.819	Intermediate Similarity	NPC176845
0.819	Intermediate Similarity	NPC153792
0.8182	Intermediate Similarity	NPC470257
0.8174	Intermediate Similarity	NPC473203
0.8173	Intermediate Similarity	NPC477853
0.8173	Intermediate Similarity	NPC305483
0.8173	Intermediate Similarity	NPC173272
0.8173	Intermediate Similarity	NPC96859
0.8173	Intermediate Similarity	NPC328162
0.8173	Intermediate Similarity	NPC125622
0.8165	Intermediate Similarity	NPC3316
0.8165	Intermediate Similarity	NPC220974
0.8165	Intermediate Similarity	NPC43285
0.8165	Intermediate Similarity	NPC472925
0.8165	Intermediate Similarity	NPC144854
0.8165	Intermediate Similarity	NPC58370
0.8165	Intermediate Similarity	NPC185
0.8158	Intermediate Similarity	NPC472927
0.8155	Intermediate Similarity	NPC196485
0.8155	Intermediate Similarity	NPC111015
0.8155	Intermediate Similarity	NPC245972
0.8151	Intermediate Similarity	NPC473253
0.8148	Intermediate Similarity	NPC28656
0.8137	Intermediate Similarity	NPC218301
0.8136	Intermediate Similarity	NPC473255
0.8131	Intermediate Similarity	NPC118405
0.8131	Intermediate Similarity	NPC308726
0.8131	Intermediate Similarity	NPC477054
0.8131	Intermediate Similarity	NPC119601
0.8125	Intermediate Similarity	NPC152117
0.8125	Intermediate Similarity	NPC234042
0.8125	Intermediate Similarity	NPC264634
0.812	Intermediate Similarity	NPC222688
0.8119	Intermediate Similarity	NPC186688
0.8119	Intermediate Similarity	NPC54689
0.8113	Intermediate Similarity	NPC205899
0.8113	Intermediate Similarity	NPC83709
0.8113	Intermediate Similarity	NPC167974
0.8108	Intermediate Similarity	NPC5284
0.8108	Intermediate Similarity	NPC6206
0.8103	Intermediate Similarity	NPC109973
0.8095	Intermediate Similarity	NPC18509
0.8095	Intermediate Similarity	NPC43747
0.8095	Intermediate Similarity	NPC475894
0.8095	Intermediate Similarity	NPC18319
0.8095	Intermediate Similarity	NPC69385
0.8095	Intermediate Similarity	NPC190554
0.8091	Intermediate Similarity	NPC192813
0.8091	Intermediate Similarity	NPC469844
0.8091	Intermediate Similarity	NPC277017
0.8091	Intermediate Similarity	NPC154608
0.8077	Intermediate Similarity	NPC69548
0.8077	Intermediate Similarity	NPC184848
0.8077	Intermediate Similarity	NPC98639
0.8077	Intermediate Similarity	NPC476174
0.8077	Intermediate Similarity	NPC470016
0.8077	Intermediate Similarity	NPC317586
0.8077	Intermediate Similarity	NPC48330
0.8077	Intermediate Similarity	NPC241156
0.8073	Intermediate Similarity	NPC257353
0.807	Intermediate Similarity	NPC49492
0.807	Intermediate Similarity	NPC190286
0.807	Intermediate Similarity	NPC298278
0.807	Intermediate Similarity	NPC266728
0.8067	Intermediate Similarity	NPC15095
0.8058	Intermediate Similarity	NPC470376
0.8058	Intermediate Similarity	NPC474807
0.8058	Intermediate Similarity	NPC152897
0.8058	Intermediate Similarity	NPC66429
0.8058	Intermediate Similarity	NPC470375
0.8058	Intermediate Similarity	NPC477855
0.8056	Intermediate Similarity	NPC117185
0.8056	Intermediate Similarity	NPC275583
0.8056	Intermediate Similarity	NPC312900
0.8056	Intermediate Similarity	NPC55872
0.8056	Intermediate Similarity	NPC264048
0.8056	Intermediate Similarity	NPC191892
0.8053	Intermediate Similarity	NPC255017
0.8053	Intermediate Similarity	NPC472929
0.8037	Intermediate Similarity	NPC163372
0.8037	Intermediate Similarity	NPC477053
0.8037	Intermediate Similarity	NPC477051
0.8037	Intermediate Similarity	NPC477052
0.8037	Intermediate Similarity	NPC472924
0.8037	Intermediate Similarity	NPC302537
0.8036	Intermediate Similarity	NPC472928
0.8033	Intermediate Similarity	NPC471855
0.802	Intermediate Similarity	NPC294480
0.802	Intermediate Similarity	NPC183546
0.8019	Intermediate Similarity	NPC10364
0.8019	Intermediate Similarity	NPC235464
0.8019	Intermediate Similarity	NPC166745
0.8019	Intermediate Similarity	NPC147954
0.8019	Intermediate Similarity	NPC477813
0.8018	Intermediate Similarity	NPC170221
0.8018	Intermediate Similarity	NPC10064
0.8018	Intermediate Similarity	NPC41405
0.8018	Intermediate Similarity	NPC214644
0.8017	Intermediate Similarity	NPC475041

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 NPC241927 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	180
0.1-0.2	1506
0.2-0.3	3911
0.3-0.4	2362
0.4-0.5	676
0.5-0.6	184
0.6-0.7	162
0.7-0.8	118
0.8-0.85	44
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8774	High Similarity	NPD6899	Approved
0.8774	High Similarity	NPD6881	Approved
0.8704	High Similarity	NPD6650	Approved
0.8704	High Similarity	NPD8130	Phase 1
0.8704	High Similarity	NPD6649	Approved
0.8679	High Similarity	NPD5697	Approved
0.8624	High Similarity	NPD8297	Approved
0.8611	High Similarity	NPD7102	Approved
0.8611	High Similarity	NPD7290	Approved
0.8611	High Similarity	NPD6883	Approved
0.8598	High Similarity	NPD6011	Approved
0.8585	High Similarity	NPD6675	Approved
0.8585	High Similarity	NPD5739	Approved
0.8585	High Similarity	NPD6402	Approved
0.8585	High Similarity	NPD7128	Approved
0.8532	High Similarity	NPD6869	Approved
0.8532	High Similarity	NPD6847	Approved
0.8532	High Similarity	NPD6617	Approved
0.8519	High Similarity	NPD6012	Approved
0.8519	High Similarity	NPD6373	Approved
0.8519	High Similarity	NPD6014	Approved
0.8519	High Similarity	NPD6372	Approved
0.8519	High Similarity	NPD6013	Approved
0.8455	Intermediate Similarity	NPD6882	Approved
0.8447	Intermediate Similarity	NPD6083	Phase 2
0.8447	Intermediate Similarity	NPD6084	Phase 2
0.8426	Intermediate Similarity	NPD7320	Approved
0.8378	Intermediate Similarity	NPD4632	Approved
0.8362	Intermediate Similarity	NPD7604	Phase 2
0.8333	Intermediate Similarity	NPD5701	Approved
0.8286	Intermediate Similarity	NPD4696	Approved
0.8286	Intermediate Similarity	NPD5285	Approved
0.8286	Intermediate Similarity	NPD5286	Approved
0.8241	Intermediate Similarity	NPD6008	Approved
0.8235	Intermediate Similarity	NPD6399	Phase 3
0.8208	Intermediate Similarity	NPD5223	Approved
0.8198	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.819	Intermediate Similarity	NPD5696	Approved
0.8158	Intermediate Similarity	NPD6009	Approved
0.8131	Intermediate Similarity	NPD5211	Phase 2
0.8131	Intermediate Similarity	NPD5225	Approved
0.8131	Intermediate Similarity	NPD5224	Approved
0.8131	Intermediate Similarity	NPD5226	Approved
0.8131	Intermediate Similarity	NPD4633	Approved
0.8103	Intermediate Similarity	NPD6319	Approved
0.8095	Intermediate Similarity	NPD4755	Approved
0.8087	Intermediate Similarity	NPD6335	Approved
0.8077	Intermediate Similarity	NPD5210	Approved
0.8077	Intermediate Similarity	NPD4629	Approved
0.8077	Intermediate Similarity	NPD5695	Phase 3
0.8056	Intermediate Similarity	NPD5175	Approved
0.8056	Intermediate Similarity	NPD5174	Approved
0.8034	Intermediate Similarity	NPD5983	Phase 2
0.802	Intermediate Similarity	NPD6672	Approved
0.802	Intermediate Similarity	NPD5737	Approved
0.8017	Intermediate Similarity	NPD7101	Approved
0.8017	Intermediate Similarity	NPD7100	Approved
0.8	Intermediate Similarity	NPD5222	Approved
0.8	Intermediate Similarity	NPD7521	Approved
0.8	Intermediate Similarity	NPD5221	Approved
0.8	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7146	Approved
0.8	Intermediate Similarity	NPD6684	Approved
0.8	Intermediate Similarity	NPD5330	Approved
0.8	Intermediate Similarity	NPD6317	Approved
0.8	Intermediate Similarity	NPD6409	Approved
0.8	Intermediate Similarity	NPD7334	Approved
0.7983	Intermediate Similarity	NPD7492	Approved
0.7982	Intermediate Similarity	NPD5141	Approved
0.7961	Intermediate Similarity	NPD6079	Approved
0.7949	Intermediate Similarity	NPD6054	Approved
0.7946	Intermediate Similarity	NPD4634	Approved
0.7944	Intermediate Similarity	NPD4700	Approved
0.7941	Intermediate Similarity	NPD6080	Approved
0.7941	Intermediate Similarity	NPD6904	Approved
0.7941	Intermediate Similarity	NPD6673	Approved
0.7941	Intermediate Similarity	NPD4753	Phase 2
0.7934	Intermediate Similarity	NPD7736	Approved
0.7931	Intermediate Similarity	NPD6314	Approved
0.7931	Intermediate Similarity	NPD6313	Approved
0.7925	Intermediate Similarity	NPD5173	Approved
0.7917	Intermediate Similarity	NPD6616	Approved
0.7917	Intermediate Similarity	NPD6336	Discontinued
0.7913	Intermediate Similarity	NPD6274	Approved
0.7905	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7881	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7851	Intermediate Similarity	NPD7078	Approved
0.7843	Intermediate Similarity	NPD6903	Approved
0.7843	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.783	Intermediate Similarity	NPD4697	Phase 3
0.7815	Intermediate Similarity	NPD6370	Approved
0.78	Intermediate Similarity	NPD3665	Phase 1
0.78	Intermediate Similarity	NPD3133	Approved
0.78	Intermediate Similarity	NPD3666	Approved
0.7788	Intermediate Similarity	NPD5284	Approved
0.7788	Intermediate Similarity	NPD5281	Approved
0.7768	Intermediate Similarity	NPD4729	Approved
0.7768	Intermediate Similarity	NPD4730	Approved
0.7767	Intermediate Similarity	NPD5328	Approved
0.7759	Intermediate Similarity	NPD6868	Approved
0.7731	Intermediate Similarity	NPD6015	Approved
0.7731	Intermediate Similarity	NPD6016	Approved
0.7727	Intermediate Similarity	NPD4754	Approved
0.7723	Intermediate Similarity	NPD5329	Approved
0.7705	Intermediate Similarity	NPD8293	Discontinued
0.7679	Intermediate Similarity	NPD6412	Phase 2
0.7667	Intermediate Similarity	NPD5988	Approved
0.7647	Intermediate Similarity	NPD6059	Approved
0.7647	Intermediate Similarity	NPD6098	Approved
0.7647	Intermediate Similarity	NPD5690	Phase 2
0.7632	Intermediate Similarity	NPD5251	Approved
0.7632	Intermediate Similarity	NPD5250	Approved
0.7632	Intermediate Similarity	NPD5249	Phase 3
0.7632	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7632	Intermediate Similarity	NPD5247	Approved
0.7632	Intermediate Similarity	NPD5169	Approved
0.7632	Intermediate Similarity	NPD5248	Approved
0.7632	Intermediate Similarity	NPD5135	Approved
0.7624	Intermediate Similarity	NPD4197	Approved
0.7624	Intermediate Similarity	NPD4786	Approved
0.7619	Intermediate Similarity	NPD5694	Approved
0.7619	Intermediate Similarity	NPD6050	Approved
0.7619	Intermediate Similarity	NPD5693	Phase 1
0.7611	Intermediate Similarity	NPD5128	Approved
0.7593	Intermediate Similarity	NPD7902	Approved
0.7589	Intermediate Similarity	NPD4768	Approved
0.7589	Intermediate Similarity	NPD4767	Approved
0.7583	Intermediate Similarity	NPD6908	Approved
0.7583	Intermediate Similarity	NPD6909	Approved
0.7565	Intermediate Similarity	NPD5217	Approved
0.7565	Intermediate Similarity	NPD5215	Approved
0.7565	Intermediate Similarity	NPD5127	Approved
0.7565	Intermediate Similarity	NPD5216	Approved
0.7547	Intermediate Similarity	NPD4202	Approved
0.7542	Intermediate Similarity	NPD7115	Discovery
0.7524	Intermediate Similarity	NPD5692	Phase 3
0.7523	Intermediate Similarity	NPD7638	Approved
0.75	Intermediate Similarity	NPD6053	Discontinued
0.7477	Intermediate Similarity	NPD6001	Approved
0.7477	Intermediate Similarity	NPD7748	Approved
0.7476	Intermediate Similarity	NPD5279	Phase 3
0.7476	Intermediate Similarity	NPD3618	Phase 1
0.7455	Intermediate Similarity	NPD7639	Approved
0.7455	Intermediate Similarity	NPD7640	Approved
0.7426	Intermediate Similarity	NPD4223	Phase 3
0.7426	Intermediate Similarity	NPD3667	Approved
0.7426	Intermediate Similarity	NPD4221	Approved
0.7373	Intermediate Similarity	NPD5167	Approved
0.7368	Intermediate Similarity	NPD6614	Approved
0.7358	Intermediate Similarity	NPD5207	Approved
0.7333	Intermediate Similarity	NPD5208	Approved
0.7315	Intermediate Similarity	NPD7900	Approved
0.7315	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD4694	Approved
0.7308	Intermediate Similarity	NPD5280	Approved
0.7304	Intermediate Similarity	NPD5168	Approved
0.729	Intermediate Similarity	NPD8034	Phase 2
0.729	Intermediate Similarity	NPD7515	Phase 2
0.729	Intermediate Similarity	NPD8035	Phase 2
0.7273	Intermediate Similarity	NPD5959	Approved
0.7255	Intermediate Similarity	NPD6435	Approved
0.7228	Intermediate Similarity	NPD4695	Discontinued
0.7222	Intermediate Similarity	NPD6033	Approved
0.7196	Intermediate Similarity	NPD5785	Approved
0.7184	Intermediate Similarity	NPD4788	Approved
0.7177	Intermediate Similarity	NPD8328	Phase 3
0.7168	Intermediate Similarity	NPD5091	Approved
0.7143	Intermediate Similarity	NPD4690	Approved
0.7143	Intermediate Similarity	NPD4689	Approved
0.7143	Intermediate Similarity	NPD4693	Phase 3
0.7143	Intermediate Similarity	NPD5205	Approved
0.7143	Intermediate Similarity	NPD4138	Approved
0.7143	Intermediate Similarity	NPD4688	Approved
0.7143	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7131	Intermediate Similarity	NPD4522	Approved
0.713	Intermediate Similarity	NPD6411	Approved
0.7129	Intermediate Similarity	NPD4195	Approved
0.7121	Intermediate Similarity	NPD6334	Approved
0.7121	Intermediate Similarity	NPD6333	Approved
0.7103	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD5654	Approved
0.7075	Intermediate Similarity	NPD3573	Approved
0.7064	Intermediate Similarity	NPD5133	Approved
0.7063	Intermediate Similarity	NPD7507	Approved
0.7059	Intermediate Similarity	NPD5368	Approved
0.7054	Intermediate Similarity	NPD7260	Phase 2
0.7048	Intermediate Similarity	NPD5363	Approved
0.7034	Intermediate Similarity	NPD6371	Approved
0.703	Intermediate Similarity	NPD3617	Approved
0.7009	Intermediate Similarity	NPD6686	Approved
0.699	Remote Similarity	NPD5369	Approved
0.6981	Remote Similarity	NPD5786	Approved
0.6977	Remote Similarity	NPD5956	Approved
0.6972	Remote Similarity	NPD7637	Suspended
0.6957	Remote Similarity	NPD6052	Approved
0.6952	Remote Similarity	NPD3668	Phase 3
0.6944	Remote Similarity	NPD6101	Approved
0.6944	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD5779	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