NPASS Compound

Structure

NPC100078 OpenBabel07101718182D 35 41 0 0 1 0 0 0 0 0999 V2000 -0.3016 -2.5077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4191 -0.3016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4191 -1.2777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8947 0.9761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7464 -2.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0494 3.4164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2041 2.9283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7401 3.4164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4304 1.7658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9283 -1.2777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7401 1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2041 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.5794 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8947 2.9283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2041 1.9522 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3587 1.4642 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5854 2.9283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.5854 1.9522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0494 0.4881 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8567 0.9761 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0494 1.4642 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4304 0.1864 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4558 -0.4352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5737 -0.7897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8947 1.9522 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8567 -0.6033 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3587 0.4881 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9283 -0.3016 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.4307 3.4164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4307 1.4642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8947 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3475 -0.8322 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9283 0.6745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7047 -0.9809 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 5 26 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 8 14 1 0 0 0 0 8 17 1 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 11 25 1 0 0 0 0 12 19 1 0 0 0 0 13 1 1 6 0 0 0 13 24 1 0 0 0 0 14 25 1 1 0 0 0 15 7 1 6 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 27 1 1 0 0 0 17 18 1 0 0 0 0 17 29 1 6 0 0 0 18 30 1 6 0 0 0 19 21 1 0 0 0 0 19 31 1 1 0 0 0 20 9 1 1 0 0 0 20 22 1 0 0 0 0 20 33 1 0 0 0 0 21 25 1 1 0 0 0 22 26 1 1 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 23 32 2 0 0 0 0 23 34 1 0 0 0 0 24 35 1 0 0 0 0 25 4 1 1 0 0 0 26 28 1 1 0 0 0 26 34 1 0 0 0 0 27 12 1 6 0 0 0 28 10 1 1 0 0 0 28 33 1 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	490.29
Volume:	491.844
LogP:	3.117
LogD:	3.309
LogS:	-4.434
# Rotatable Bonds:	0
TPSA:	105.45
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	7
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.449
Synthetic Accessibility Score:	6.474
Fsp3:	0.964
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:	-5.263
MDCK Permeability:	5.349356433725916e-05
Pgp-inhibitor:	0.996
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.052
30% Bioavailability (F30%):	0.287

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.236
Plasma Protein Binding (PPB):	53.68605422973633%
Volume Distribution (VD):	0.8
Pgp-substrate:	27.874231338500977%

ADMET: Metabolism

CYP1A2-inhibitor:	0.004
CYP1A2-substrate:	0.905
CYP2C19-inhibitor:	0.01
CYP2C19-substrate:	0.849
CYP2C9-inhibitor:	0.011
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.099
CYP3A4-inhibitor:	0.879
CYP3A4-substrate:	0.338

ADMET: Excretion

Clearance (CL):	12.198
Half-life (T1/2):	0.277

ADMET: Toxicity

hERG Blockers:	0.941
Human Hepatotoxicity (H-HT):	0.267
Drug-inuced Liver Injury (DILI):	0.351
AMES Toxicity:	0.233
Rat Oral Acute Toxicity:	0.625
Maximum Recommended Daily Dose:	0.924
Skin Sensitization:	0.937
Carcinogencity:	0.678
Eye Corrosion:	0.058
Eye Irritation:	0.04
Respiratory Toxicity:	0.982

Download Data

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

Natural Product: NPC100078

Natural Product ID:	NPC100078
*Common Name:**	XRLDSQWGEQUZHL-JPTLKCMGSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	XRLDSQWGEQUZHL-JPTLKCMGSA-N
Standard InCHI:	InChI=1S/C28H42O7/c1-13-10-28(35-24(13,2)3)26(5)22-20(33-28)9-16-15-7-6-14-8-17(29)18(30)11-25(14,4)21(15)19(31)12-27(16,22)23(32)34-26/h13-22,29-31H,6-12H2,1-5H3/t13-,14-,15-,16-,17-,18+,19-,20-,21+,22+,25-,26+,27+,28-/m0/s1
SMILES:	O[C@@H]1C[C@@]2(C)[C@H](C[C@@H]1O)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]23[C@H]1C[C@H]1[C@@H]3[C@](OC2=O)(C)[C@]2(O1)C[C@@H](C(O2)(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450533
PubChem CID:	11397709
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001702] Furospirostanes 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
NPO19653	Isis hippuris	Species	Isididae	Eukaryota	n.a.	n.a.	n.a.	PMID[11141096]
NPO19653	Isis hippuris	Species	Isididae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974612]
NPO19653	Isis hippuris	Species	Isididae	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	4

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	30.0	ug.mL-1	PMID[555702]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	30.0	ug.mL-1	PMID[555702]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	30.0	ug.mL-1	PMID[555702]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	23.85	ug.mL-1	PMID[555702]

☑ 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 NPC100078 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	521
0.1-0.2	3847
0.2-0.3	9747
0.3-0.4	13318
0.4-0.5	6108
0.5-0.6	5048
0.6-0.7	3337
0.7-0.8	708
0.8-0.85	47
0.85-0.9	11
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9897	High Similarity	NPC166079
0.9792	High Similarity	NPC213528
0.9792	High Similarity	NPC244969
0.9694	High Similarity	NPC306776
0.8958	High Similarity	NPC122083
0.8958	High Similarity	NPC256104
0.8958	High Similarity	NPC211845
0.8958	High Similarity	NPC182740
0.8879	High Similarity	NPC475490
0.8878	High Similarity	NPC475785
0.8788	High Similarity	NPC471241
0.8785	High Similarity	NPC79193
0.8776	High Similarity	NPC21897
0.87	High Similarity	NPC292775
0.8687	High Similarity	NPC116683
0.8687	High Similarity	NPC475765
0.8687	High Similarity	NPC476728
0.8571	High Similarity	NPC472231
0.8571	High Similarity	NPC472232
0.8542	High Similarity	NPC128475
0.8529	High Similarity	NPC178853
0.8519	High Similarity	NPC97002
0.8515	High Similarity	NPC472144
0.8485	Intermediate Similarity	NPC470424
0.8469	Intermediate Similarity	NPC474065
0.8469	Intermediate Similarity	NPC475878
0.8447	Intermediate Similarity	NPC470172
0.8438	Intermediate Similarity	NPC161928
0.8438	Intermediate Similarity	NPC210658
0.8416	Intermediate Similarity	NPC472273
0.8416	Intermediate Similarity	NPC472145
0.8384	Intermediate Similarity	NPC161035
0.8365	Intermediate Similarity	NPC471253
0.8365	Intermediate Similarity	NPC473406
0.8351	Intermediate Similarity	NPC476435
0.8333	Intermediate Similarity	NPC211087
0.8333	Intermediate Similarity	NPC472272
0.8286	Intermediate Similarity	NPC473526
0.8286	Intermediate Similarity	NPC473701
0.8273	Intermediate Similarity	NPC470116
0.8273	Intermediate Similarity	NPC470115
0.8257	Intermediate Similarity	NPC477489
0.8218	Intermediate Similarity	NPC215570
0.8218	Intermediate Similarity	NPC305808
0.8208	Intermediate Similarity	NPC215408
0.82	Intermediate Similarity	NPC472238
0.82	Intermediate Similarity	NPC476189
0.82	Intermediate Similarity	NPC35164
0.82	Intermediate Similarity	NPC472237
0.819	Intermediate Similarity	NPC107385
0.8182	Intermediate Similarity	NPC470114
0.8165	Intermediate Similarity	NPC473062
0.8165	Intermediate Similarity	NPC469824
0.8155	Intermediate Similarity	NPC253995
0.8144	Intermediate Similarity	NPC80700
0.8137	Intermediate Similarity	NPC145553
0.8137	Intermediate Similarity	NPC156377
0.8131	Intermediate Similarity	NPC203974
0.8125	Intermediate Similarity	NPC179429
0.8125	Intermediate Similarity	NPC291310
0.8119	Intermediate Similarity	NPC470423
0.8119	Intermediate Similarity	NPC477495
0.8113	Intermediate Similarity	NPC470167
0.8095	Intermediate Similarity	NPC471254
0.8081	Intermediate Similarity	NPC472234
0.8081	Intermediate Similarity	NPC472233
0.8061	Intermediate Similarity	NPC239938
0.8056	Intermediate Similarity	NPC475319
0.8056	Intermediate Similarity	NPC202898
0.8056	Intermediate Similarity	NPC92890
0.8041	Intermediate Similarity	NPC266651
0.8019	Intermediate Similarity	NPC34562
0.8	Intermediate Similarity	NPC185529
0.8	Intermediate Similarity	NPC50443
0.8	Intermediate Similarity	NPC77756
0.8	Intermediate Similarity	NPC472146
0.8	Intermediate Similarity	NPC18536
0.8	Intermediate Similarity	NPC477172
0.7982	Intermediate Similarity	NPC227879
0.7982	Intermediate Similarity	NPC473817
0.7982	Intermediate Similarity	NPC236753
0.7982	Intermediate Similarity	NPC233433
0.7982	Intermediate Similarity	NPC220836
0.7982	Intermediate Similarity	NPC208333
0.7982	Intermediate Similarity	NPC94086
0.7982	Intermediate Similarity	NPC92297
0.7982	Intermediate Similarity	NPC228190
0.7982	Intermediate Similarity	NPC273002
0.798	Intermediate Similarity	NPC471221
0.798	Intermediate Similarity	NPC33398
0.7961	Intermediate Similarity	NPC193785
0.7961	Intermediate Similarity	NPC235109
0.7959	Intermediate Similarity	NPC155531
0.7959	Intermediate Similarity	NPC215968
0.7944	Intermediate Similarity	NPC88469
0.7928	Intermediate Similarity	NPC477492
0.7921	Intermediate Similarity	NPC473066
0.7921	Intermediate Similarity	NPC52756
0.7917	Intermediate Similarity	NPC470611
0.7917	Intermediate Similarity	NPC121121
0.7905	Intermediate Similarity	NPC470030
0.7905	Intermediate Similarity	NPC41843
0.7905	Intermediate Similarity	NPC20028
0.79	Intermediate Similarity	NPC61688
0.79	Intermediate Similarity	NPC20822
0.789	Intermediate Similarity	NPC469826
0.7885	Intermediate Similarity	NPC266417
0.7864	Intermediate Similarity	NPC82633
0.7857	Intermediate Similarity	NPC273290
0.7857	Intermediate Similarity	NPC232044
0.7857	Intermediate Similarity	NPC102619
0.7857	Intermediate Similarity	NPC478111
0.7843	Intermediate Similarity	NPC475307
0.7835	Intermediate Similarity	NPC477285
0.7835	Intermediate Similarity	NPC111582
0.783	Intermediate Similarity	NPC475574
0.783	Intermediate Similarity	NPC472081
0.783	Intermediate Similarity	NPC476512
0.783	Intermediate Similarity	NPC108227
0.7812	Intermediate Similarity	NPC58631
0.78	Intermediate Similarity	NPC476379
0.78	Intermediate Similarity	NPC221993
0.7788	Intermediate Similarity	NPC237071
0.7788	Intermediate Similarity	NPC203434
0.7788	Intermediate Similarity	NPC238796
0.7788	Intermediate Similarity	NPC163685
0.7778	Intermediate Similarity	NPC474448
0.7778	Intermediate Similarity	NPC327093
0.7778	Intermediate Similarity	NPC92139
0.7778	Intermediate Similarity	NPC476727
0.7778	Intermediate Similarity	NPC477283
0.7778	Intermediate Similarity	NPC476726
0.7778	Intermediate Similarity	NPC328737
0.7767	Intermediate Similarity	NPC206878
0.7767	Intermediate Similarity	NPC113500
0.7767	Intermediate Similarity	NPC3538
0.7767	Intermediate Similarity	NPC477224
0.7757	Intermediate Similarity	NPC114700
0.7757	Intermediate Similarity	NPC310031
0.7757	Intermediate Similarity	NPC80191
0.7757	Intermediate Similarity	NPC470029
0.7757	Intermediate Similarity	NPC134967
0.7757	Intermediate Similarity	NPC310138
0.7755	Intermediate Similarity	NPC473299
0.7755	Intermediate Similarity	NPC18953
0.7755	Intermediate Similarity	NPC227260
0.7748	Intermediate Similarity	NPC98633
0.7745	Intermediate Similarity	NPC149966
0.7745	Intermediate Similarity	NPC5632
0.7736	Intermediate Similarity	NPC108371
0.7732	Intermediate Similarity	NPC100366
0.7732	Intermediate Similarity	NPC311642
0.7732	Intermediate Similarity	NPC154043
0.7732	Intermediate Similarity	NPC60018
0.7732	Intermediate Similarity	NPC202688
0.7732	Intermediate Similarity	NPC317066
0.7732	Intermediate Similarity	NPC477286
0.7732	Intermediate Similarity	NPC164289
0.7732	Intermediate Similarity	NPC242771
0.7732	Intermediate Similarity	NPC286719
0.7727	Intermediate Similarity	NPC472079
0.7723	Intermediate Similarity	NPC200580
0.7723	Intermediate Similarity	NPC228059
0.7723	Intermediate Similarity	NPC56962
0.7723	Intermediate Similarity	NPC24705
0.7714	Intermediate Similarity	NPC470632
0.7705	Intermediate Similarity	NPC42206
0.77	Intermediate Similarity	NPC5943
0.77	Intermediate Similarity	NPC62202
0.77	Intermediate Similarity	NPC45833
0.77	Intermediate Similarity	NPC263802
0.77	Intermediate Similarity	NPC213658
0.77	Intermediate Similarity	NPC110365
0.7699	Intermediate Similarity	NPC285086
0.7692	Intermediate Similarity	NPC62407
0.7692	Intermediate Similarity	NPC287354
0.7692	Intermediate Similarity	NPC57964
0.7692	Intermediate Similarity	NPC470031
0.7692	Intermediate Similarity	NPC17336
0.7692	Intermediate Similarity	NPC94582
0.7685	Intermediate Similarity	NPC97260
0.7685	Intermediate Similarity	NPC476837
0.7685	Intermediate Similarity	NPC139181
0.7679	Intermediate Similarity	NPC272242
0.767	Intermediate Similarity	NPC167644
0.767	Intermediate Similarity	NPC311246
0.7664	Intermediate Similarity	NPC477225
0.7664	Intermediate Similarity	NPC259654
0.7664	Intermediate Similarity	NPC298266
0.7653	Intermediate Similarity	NPC470070
0.7653	Intermediate Similarity	NPC259173
0.7647	Intermediate Similarity	NPC473542
0.7636	Intermediate Similarity	NPC176756
0.7636	Intermediate Similarity	NPC126753
0.7629	Intermediate Similarity	NPC472229
0.7629	Intermediate Similarity	NPC190940
0.7629	Intermediate Similarity	NPC472230
0.7624	Intermediate Similarity	NPC470872
0.7624	Intermediate Similarity	NPC56777
0.7624	Intermediate Similarity	NPC201607

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 NPC100078 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	559
0.1-0.2	3890
0.2-0.3	3199
0.3-0.4	869
0.4-0.5	318
0.5-0.6	198
0.6-0.7	104
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8113	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.783	Intermediate Similarity	NPD1700	Approved
0.75	Intermediate Similarity	NPD6114	Approved
0.75	Intermediate Similarity	NPD6118	Approved
0.75	Intermediate Similarity	NPD6115	Approved
0.75	Intermediate Similarity	NPD6697	Approved
0.7455	Intermediate Similarity	NPD4057	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD4056	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD6116	Phase 1
0.7347	Intermediate Similarity	NPD6928	Phase 2
0.7333	Intermediate Similarity	NPD8171	Discontinued
0.7295	Intermediate Similarity	NPD7507	Approved
0.7292	Intermediate Similarity	NPD6117	Approved
0.7236	Intermediate Similarity	NPD7078	Approved
0.7213	Intermediate Similarity	NPD7492	Approved
0.7177	Intermediate Similarity	NPD7736	Approved
0.7167	Intermediate Similarity	NPD6054	Approved
0.7167	Intermediate Similarity	NPD6059	Approved
0.7154	Intermediate Similarity	NPD6616	Approved
0.712	Intermediate Similarity	NPD7319	Approved
0.7097	Intermediate Similarity	NPD8293	Discontinued
0.7094	Intermediate Similarity	NPD8133	Approved
0.7083	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD6370	Approved
0.701	Intermediate Similarity	NPD3702	Approved
0.701	Intermediate Similarity	NPD3703	Phase 2
0.6967	Remote Similarity	NPD6015	Approved
0.6967	Remote Similarity	NPD6016	Approved
0.6957	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD6009	Approved
0.6911	Remote Similarity	NPD5988	Approved
0.6897	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD6882	Approved
0.6833	Remote Similarity	NPD6940	Discontinued
0.681	Remote Similarity	NPD7320	Approved
0.6807	Remote Similarity	NPD4632	Approved
0.6803	Remote Similarity	NPD7516	Approved
0.6783	Remote Similarity	NPD5739	Approved
0.6783	Remote Similarity	NPD6675	Approved
0.6783	Remote Similarity	NPD6008	Approved
0.6783	Remote Similarity	NPD7128	Approved
0.6783	Remote Similarity	NPD6402	Approved
0.6777	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD8035	Phase 2
0.6759	Remote Similarity	NPD8034	Phase 2
0.6752	Remote Similarity	NPD6373	Approved
0.6752	Remote Similarity	NPD6372	Approved
0.6748	Remote Similarity	NPD6319	Approved
0.6724	Remote Similarity	NPD6412	Phase 2
0.6723	Remote Similarity	NPD8297	Approved
0.6721	Remote Similarity	NPD7327	Approved
0.6721	Remote Similarity	NPD7328	Approved
0.6701	Remote Similarity	NPD5777	Approved
0.6701	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6899	Approved
0.6667	Remote Similarity	NPD6881	Approved
0.6641	Remote Similarity	NPD6033	Approved
0.6639	Remote Similarity	NPD6649	Approved
0.6639	Remote Similarity	NPD6650	Approved
0.6613	Remote Similarity	NPD8377	Approved
0.6613	Remote Similarity	NPD8294	Approved
0.6602	Remote Similarity	NPD1779	Approved
0.6602	Remote Similarity	NPD1780	Approved
0.6598	Remote Similarity	NPD4245	Approved
0.6598	Remote Similarity	NPD4244	Approved
0.6581	Remote Similarity	NPD5697	Approved
0.6581	Remote Similarity	NPD5701	Approved
0.656	Remote Similarity	NPD8335	Approved
0.656	Remote Similarity	NPD8033	Approved
0.656	Remote Similarity	NPD8379	Approved
0.656	Remote Similarity	NPD8378	Approved
0.656	Remote Similarity	NPD8296	Approved
0.656	Remote Similarity	NPD8380	Approved
0.6555	Remote Similarity	NPD7102	Approved
0.6555	Remote Similarity	NPD7290	Approved
0.6555	Remote Similarity	NPD6883	Approved
0.6509	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.65	Remote Similarity	NPD6869	Approved
0.65	Remote Similarity	NPD8130	Phase 1
0.65	Remote Similarity	NPD6847	Approved
0.65	Remote Similarity	NPD6617	Approved
0.6495	Remote Similarity	NPD3698	Phase 2
0.6495	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6495	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD3669	Approved
0.6471	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD6013	Approved
0.6471	Remote Similarity	NPD6012	Approved
0.6471	Remote Similarity	NPD6014	Approved
0.6457	Remote Similarity	NPD8328	Phase 3
0.6457	Remote Similarity	NPD7604	Phase 2
0.6429	Remote Similarity	NPD5983	Phase 2
0.6429	Remote Similarity	NPD7991	Discontinued
0.6404	Remote Similarity	NPD7638	Approved
0.6392	Remote Similarity	NPD5360	Phase 3
0.6392	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD6011	Approved
0.6364	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD6081	Approved
0.6357	Remote Similarity	NPD6336	Discontinued
0.6348	Remote Similarity	NPD7639	Approved
0.6348	Remote Similarity	NPD7640	Approved
0.6328	Remote Similarity	NPD6067	Discontinued
0.6316	Remote Similarity	NPD4755	Approved
0.6299	Remote Similarity	NPD6921	Approved
0.6281	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6281	Remote Similarity	NPD4634	Approved
0.6263	Remote Similarity	NPD4789	Approved
0.6263	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6399	Phase 3
0.625	Remote Similarity	NPD6686	Approved
0.6239	Remote Similarity	NPD7632	Discontinued
0.6207	Remote Similarity	NPD5286	Approved
0.6207	Remote Similarity	NPD4700	Approved
0.6207	Remote Similarity	NPD8418	Phase 2
0.6207	Remote Similarity	NPD4696	Approved
0.6207	Remote Similarity	NPD5285	Approved
0.6186	Remote Similarity	NPD4224	Phase 2
0.6174	Remote Similarity	NPD6084	Phase 2
0.6174	Remote Similarity	NPD6083	Phase 2
0.6172	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6172	Remote Similarity	NPD7503	Approved
0.616	Remote Similarity	NPD6274	Approved
0.6154	Remote Similarity	NPD4238	Approved
0.6154	Remote Similarity	NPD4802	Phase 2
0.6142	Remote Similarity	NPD7100	Approved
0.6142	Remote Similarity	NPD7101	Approved
0.614	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD7115	Discovery
0.6102	Remote Similarity	NPD5224	Approved
0.6102	Remote Similarity	NPD5211	Phase 2
0.6102	Remote Similarity	NPD5225	Approved
0.6102	Remote Similarity	NPD4633	Approved
0.6102	Remote Similarity	NPD5226	Approved
0.61	Remote Similarity	NPD4787	Phase 1
0.6082	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6063	Remote Similarity	NPD6335	Approved
0.6061	Remote Similarity	NPD229	Approved
0.605	Remote Similarity	NPD5174	Approved
0.605	Remote Similarity	NPD5175	Approved
0.6048	Remote Similarity	NPD6053	Discontinued
0.6047	Remote Similarity	NPD6908	Approved
0.6047	Remote Similarity	NPD6909	Approved
0.604	Remote Similarity	NPD4758	Discontinued
0.6033	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6019	Remote Similarity	NPD4788	Approved
0.6017	Remote Similarity	NPD5223	Approved
0.6	Remote Similarity	NPD5364	Discontinued
0.6	Remote Similarity	NPD3671	Phase 1
0.6	Remote Similarity	NPD5141	Approved
0.5984	Remote Similarity	NPD6317	Approved
0.5983	Remote Similarity	NPD5696	Approved
0.5982	Remote Similarity	NPD5328	Approved
0.5965	Remote Similarity	NPD4202	Approved
0.595	Remote Similarity	NPD4768	Approved
0.595	Remote Similarity	NPD4767	Approved
0.5938	Remote Similarity	NPD6314	Approved
0.5938	Remote Similarity	NPD6313	Approved
0.5926	Remote Similarity	NPD5956	Approved
0.5923	Remote Similarity	NPD8515	Approved
0.5923	Remote Similarity	NPD8516	Approved
0.5923	Remote Similarity	NPD8517	Approved
0.5923	Remote Similarity	NPD8513	Phase 3
0.5922	Remote Similarity	NPD1811	Approved
0.5922	Remote Similarity	NPD1810	Approved
0.5917	Remote Similarity	NPD4754	Approved
0.5897	Remote Similarity	NPD7902	Approved
0.5877	Remote Similarity	NPD6079	Approved
0.5862	Remote Similarity	NPD5695	Phase 3
0.5854	Remote Similarity	NPD5128	Approved
0.5854	Remote Similarity	NPD4730	Approved
0.5854	Remote Similarity	NPD4729	Approved
0.5833	Remote Similarity	NPD8083	Approved
0.5833	Remote Similarity	NPD8085	Approved
0.5833	Remote Similarity	NPD8139	Approved
0.5833	Remote Similarity	NPD8086	Approved
0.5833	Remote Similarity	NPD8138	Approved
0.5833	Remote Similarity	NPD8082	Approved
0.5833	Remote Similarity	NPD8084	Approved
0.5816	Remote Similarity	NPD371	Approved
0.5812	Remote Similarity	NPD4697	Phase 3
0.5785	Remote Similarity	NPD8276	Approved
0.5785	Remote Similarity	NPD8275	Approved
0.5776	Remote Similarity	NPD6001	Approved
0.5776	Remote Similarity	NPD7748	Approved
0.576	Remote Similarity	NPD5250	Approved
0.576	Remote Similarity	NPD5249	Phase 3
0.576	Remote Similarity	NPD5248	Approved
0.576	Remote Similarity	NPD5247	Approved
0.576	Remote Similarity	NPD5251	Approved
0.5758	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.5752	Remote Similarity	NPD6903	Approved
0.5752	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5741	Remote Similarity	NPD7525	Registered
0.5739	Remote Similarity	NPD7515	Phase 2
0.5738	Remote Similarity	NPD8081	Approved
0.5729	Remote Similarity	NPD3198	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