NPASS Compound

Structure

CID302280 OpenBabel06191716112D 33 37 0 0 1 0 0 0 0 0999 V2000 8.1656 -4.6251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7749 -1.5607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2880 -0.7174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2715 -2.0475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3966 0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2715 1.8472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9179 -0.6247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5850 -1.0738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4282 -1.5607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2575 1.4409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9579 -0.1001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9579 -3.0212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0825 1.5733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1147 -2.5344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2258 1.3391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1147 0.3867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8581 1.3213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4420 -3.9736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5850 -0.1001 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8614 0.5514 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9579 -1.0738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2715 -1.0738 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8012 -2.5344 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6128 0.7567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8012 -1.5607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1147 -1.5607 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4282 0.3867 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2715 -0.1001 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9090 0.3489 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5160 -4.2745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5851 0.7057 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6444 -3.0212 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 1 18 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 5 27 1 0 0 0 0 8 9 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 17 2 0 0 0 0 13 24 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 30 2 0 0 0 0 18 32 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 6 0 0 0 20 10 1 1 0 0 0 20 29 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 1 0 0 0 22 26 1 1 0 0 0 22 28 1 0 0 0 0 23 25 1 0 0 0 0 23 32 1 6 0 0 0 24 31 2 0 0 0 0 24 33 1 0 0 0 0 26 4 1 1 0 0 0 27 28 1 1 0 0 0 28 6 1 1 0 0 0 29 7 1 6 0 0 0 29 33 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	456.32
Volume:	494.609
LogP:	5.321
LogD:	4.889
LogS:	-5.575
# Rotatable Bonds:	3
TPSA:	52.6
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.447
Synthetic Accessibility Score:	4.743
Fsp3:	0.862
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-5.109
MDCK Permeability:	6.0796464822487906e-05
Pgp-inhibitor:	0.978
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.965
30% Bioavailability (F30%):	0.832

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.042
Plasma Protein Binding (PPB):	95.35277557373047%
Volume Distribution (VD):	1.399
Pgp-substrate:	2.6671786308288574%

ADMET: Metabolism

CYP1A2-inhibitor:	0.069
CYP1A2-substrate:	0.203
CYP2C19-inhibitor:	0.296
CYP2C19-substrate:	0.926
CYP2C9-inhibitor:	0.265
CYP2C9-substrate:	0.237
CYP2D6-inhibitor:	0.478
CYP2D6-substrate:	0.177
CYP3A4-inhibitor:	0.652
CYP3A4-substrate:	0.574

ADMET: Excretion

Clearance (CL):	3.158
Half-life (T1/2):	0.254

ADMET: Toxicity

hERG Blockers:	0.177
Human Hepatotoxicity (H-HT):	0.405
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.052
Maximum Recommended Daily Dose:	0.911
Skin Sensitization:	0.965
Carcinogencity:	0.011
Eye Corrosion:	0.954
Eye Irritation:	0.889
Respiratory Toxicity:	0.962

Download Data

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

Natural Product: NPC302280

Natural Product ID:	NPC302280
*Common Name:**	Aglaiabbreviatin B
IUPAC Name:	[(3R,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-2-methyl-5-oxofuran-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Synonyms:	Aglaiabbreviatin B
Standard InCHIKey:	QTFVCZBNOHEKLA-LKJFLBAOSA-N
Standard InCHI:	InChI=1S/C29H44O4/c1-18(30)32-23-12-14-26(4)21(25(23,2)3)11-16-28(6)22(26)9-8-19-20(10-15-27(19,28)5)29(7)17-13-24(31)33-29/h13,17,19-23H,8-12,14-16H2,1-7H3/t19-,20+,21+,22-,23-,26+,27-,28-,29+/m1/s1
SMILES:	CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]2[C@]1(C)C=CC(=O)O1)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1651321
PubChem CID:	50908215
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO7602	Aglaia abbreviata	Species	Meliaceae	Eukaryota	n.a.	stem	n.a.	PMID[21087017]
NPO7602	Aglaia abbreviata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21087017]
NPO7602	Aglaia abbreviata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	6

Activity Type	# Activity
Cell Line	4
NON-MOLECULAR	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	10000.0	nM	PMID[558460]
NPT91	Cell Line	KB	Homo sapiens	IC50	>	10000.0	nM	PMID[558460]
NPT659	Cell Line	SMMC-7721	Homo sapiens	IC50	>	10000.0	nM	PMID[558460]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	10000.0	nM	PMID[558460]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	10000.0	nM	PMID[558460]
NPT2	Others	Unspecified		IC50	>	10000	nM	PMID[21087017]

☑ 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 NPC302280 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	1434
0.2-0.3	5493
0.3-0.4	15124
0.4-0.5	7237
0.5-0.6	7020
0.6-0.7	4972
0.7-0.8	1142
0.8-0.85	38
0.85-0.9	22
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9432	High Similarity	NPC201725
0.8953	High Similarity	NPC474013
0.8646	High Similarity	NPC112009
0.8646	High Similarity	NPC180204
0.8632	High Similarity	NPC25177
0.8632	High Similarity	NPC222875
0.8632	High Similarity	NPC295110
0.8632	High Similarity	NPC247701
0.8632	High Similarity	NPC268829
0.8556	High Similarity	NPC177141
0.8556	High Similarity	NPC285982
0.8526	High Similarity	NPC201406
0.8511	High Similarity	NPC231751
0.8454	Intermediate Similarity	NPC189588
0.8454	Intermediate Similarity	NPC10232
0.8454	Intermediate Similarity	NPC196471
0.8454	Intermediate Similarity	NPC187302
0.8454	Intermediate Similarity	NPC160583
0.8454	Intermediate Similarity	NPC97487
0.8444	Intermediate Similarity	NPC93411
0.8409	Intermediate Similarity	NPC96055
0.837	Intermediate Similarity	NPC329842
0.837	Intermediate Similarity	NPC177641
0.8367	Intermediate Similarity	NPC165969
0.8283	Intermediate Similarity	NPC220217
0.8283	Intermediate Similarity	NPC186668
0.8283	Intermediate Similarity	NPC119855
0.828	Intermediate Similarity	NPC38232
0.8265	Intermediate Similarity	NPC171014
0.8265	Intermediate Similarity	NPC472821
0.8265	Intermediate Similarity	NPC297617
0.8261	Intermediate Similarity	NPC273199
0.8242	Intermediate Similarity	NPC473879
0.8242	Intermediate Similarity	NPC106332
0.8229	Intermediate Similarity	NPC218107
0.82	Intermediate Similarity	NPC43063
0.82	Intermediate Similarity	NPC79298
0.8182	Intermediate Similarity	NPC189616
0.8182	Intermediate Similarity	NPC471218
0.8152	Intermediate Similarity	NPC82876
0.8144	Intermediate Similarity	NPC472826
0.8125	Intermediate Similarity	NPC38530
0.8125	Intermediate Similarity	NPC84335
0.8125	Intermediate Similarity	NPC2049
0.8105	Intermediate Similarity	NPC474909
0.8105	Intermediate Similarity	NPC281134
0.8105	Intermediate Similarity	NPC33473
0.81	Intermediate Similarity	NPC295843
0.809	Intermediate Similarity	NPC139206
0.809	Intermediate Similarity	NPC470558
0.809	Intermediate Similarity	NPC30502
0.8085	Intermediate Similarity	NPC7349
0.8085	Intermediate Similarity	NPC476304
0.8065	Intermediate Similarity	NPC78973
0.8061	Intermediate Similarity	NPC168319
0.8061	Intermediate Similarity	NPC194028
0.8041	Intermediate Similarity	NPC252295
0.8039	Intermediate Similarity	NPC75389
0.8039	Intermediate Similarity	NPC475030
0.8022	Intermediate Similarity	NPC286153
0.8022	Intermediate Similarity	NPC131813
0.8021	Intermediate Similarity	NPC194132
0.8021	Intermediate Similarity	NPC209297
0.8021	Intermediate Similarity	NPC475380
0.8021	Intermediate Similarity	NPC307164
0.8	Intermediate Similarity	NPC476186
0.8	Intermediate Similarity	NPC105490
0.8	Intermediate Similarity	NPC140277
0.8	Intermediate Similarity	NPC318515
0.7979	Intermediate Similarity	NPC110923
0.7979	Intermediate Similarity	NPC74296
0.7961	Intermediate Similarity	NPC16270
0.7961	Intermediate Similarity	NPC103491
0.7959	Intermediate Similarity	NPC251680
0.7959	Intermediate Similarity	NPC470906
0.7957	Intermediate Similarity	NPC262858
0.7957	Intermediate Similarity	NPC472240
0.7941	Intermediate Similarity	NPC275060
0.7941	Intermediate Similarity	NPC304276
0.7941	Intermediate Similarity	NPC137462
0.7938	Intermediate Similarity	NPC311241
0.7938	Intermediate Similarity	NPC110937
0.7938	Intermediate Similarity	NPC475446
0.7938	Intermediate Similarity	NPC51499
0.7938	Intermediate Similarity	NPC210337
0.7935	Intermediate Similarity	NPC166857
0.7921	Intermediate Similarity	NPC472818
0.7917	Intermediate Similarity	NPC84383
0.7917	Intermediate Similarity	NPC276110
0.7895	Intermediate Similarity	NPC205034
0.7895	Intermediate Similarity	NPC162615
0.7895	Intermediate Similarity	NPC152778
0.7889	Intermediate Similarity	NPC476927
0.7872	Intermediate Similarity	NPC8062
0.7872	Intermediate Similarity	NPC161638
0.7872	Intermediate Similarity	NPC474842
0.7872	Intermediate Similarity	NPC310479
0.7872	Intermediate Similarity	NPC475965
0.7865	Intermediate Similarity	NPC170303
0.7857	Intermediate Similarity	NPC108368
0.7857	Intermediate Similarity	NPC98868
0.7857	Intermediate Similarity	NPC107806
0.7857	Intermediate Similarity	NPC57079
0.7857	Intermediate Similarity	NPC275086
0.7857	Intermediate Similarity	NPC92275
0.7857	Intermediate Similarity	NPC72647
0.7857	Intermediate Similarity	NPC325229
0.7843	Intermediate Similarity	NPC472820
0.7841	Intermediate Similarity	NPC153987
0.7841	Intermediate Similarity	NPC44083
0.7835	Intermediate Similarity	NPC114743
0.7835	Intermediate Similarity	NPC88009
0.7835	Intermediate Similarity	NPC195366
0.7835	Intermediate Similarity	NPC16967
0.7835	Intermediate Similarity	NPC190713
0.7826	Intermediate Similarity	NPC474970
0.7822	Intermediate Similarity	NPC472819
0.7816	Intermediate Similarity	NPC189206
0.7812	Intermediate Similarity	NPC471994
0.7812	Intermediate Similarity	NPC166143
0.7812	Intermediate Similarity	NPC84893
0.7812	Intermediate Similarity	NPC119562
0.7812	Intermediate Similarity	NPC279410
0.7812	Intermediate Similarity	NPC120351
0.781	Intermediate Similarity	NPC214005
0.781	Intermediate Similarity	NPC150228
0.781	Intermediate Similarity	NPC470063
0.781	Intermediate Similarity	NPC44537
0.7802	Intermediate Similarity	NPC470077
0.7802	Intermediate Similarity	NPC306951
0.7789	Intermediate Similarity	NPC234335
0.7788	Intermediate Similarity	NPC12795
0.7778	Intermediate Similarity	NPC230546
0.7778	Intermediate Similarity	NPC256112
0.7778	Intermediate Similarity	NPC473510
0.7778	Intermediate Similarity	NPC471413
0.7778	Intermediate Similarity	NPC476303
0.7766	Intermediate Similarity	NPC146554
0.7766	Intermediate Similarity	NPC288699
0.7766	Intermediate Similarity	NPC170633
0.7755	Intermediate Similarity	NPC10057
0.7755	Intermediate Similarity	NPC99726
0.7755	Intermediate Similarity	NPC100912
0.7755	Intermediate Similarity	NPC292133
0.7755	Intermediate Similarity	NPC141401
0.7755	Intermediate Similarity	NPC253826
0.7753	Intermediate Similarity	NPC304194
0.7753	Intermediate Similarity	NPC269791
0.7753	Intermediate Similarity	NPC469802
0.7753	Intermediate Similarity	NPC206735
0.7745	Intermediate Similarity	NPC266570
0.7745	Intermediate Similarity	NPC189863
0.7742	Intermediate Similarity	NPC264546
0.7742	Intermediate Similarity	NPC478104
0.7736	Intermediate Similarity	NPC171126
0.7732	Intermediate Similarity	NPC472441
0.7727	Intermediate Similarity	NPC184737
0.7727	Intermediate Similarity	NPC105197
0.7723	Intermediate Similarity	NPC473283
0.7723	Intermediate Similarity	NPC176883
0.7723	Intermediate Similarity	NPC476237
0.7723	Intermediate Similarity	NPC475526
0.7723	Intermediate Similarity	NPC329345
0.7723	Intermediate Similarity	NPC45897
0.7717	Intermediate Similarity	NPC475860
0.7717	Intermediate Similarity	NPC474694
0.7717	Intermediate Similarity	NPC472442
0.7717	Intermediate Similarity	NPC22133
0.7717	Intermediate Similarity	NPC473659
0.7714	Intermediate Similarity	NPC470076
0.7714	Intermediate Similarity	NPC183603
0.7708	Intermediate Similarity	NPC214697
0.7708	Intermediate Similarity	NPC79117
0.7708	Intermediate Similarity	NPC472871
0.7708	Intermediate Similarity	NPC139692
0.7708	Intermediate Similarity	NPC53555
0.7708	Intermediate Similarity	NPC474185
0.77	Intermediate Similarity	NPC310981
0.77	Intermediate Similarity	NPC11974
0.77	Intermediate Similarity	NPC471412
0.7684	Intermediate Similarity	NPC280149
0.7684	Intermediate Similarity	NPC221111
0.7684	Intermediate Similarity	NPC182136
0.7677	Intermediate Similarity	NPC181147
0.7677	Intermediate Similarity	NPC278673
0.767	Intermediate Similarity	NPC255387
0.767	Intermediate Similarity	NPC475294
0.767	Intermediate Similarity	NPC131665
0.7667	Intermediate Similarity	NPC25554
0.7664	Intermediate Similarity	NPC471633
0.7664	Intermediate Similarity	NPC84949
0.7664	Intermediate Similarity	NPC69576
0.7664	Intermediate Similarity	NPC31354
0.766	Intermediate Similarity	NPC226863
0.7653	Intermediate Similarity	NPC473153
0.7653	Intermediate Similarity	NPC260796
0.7653	Intermediate Similarity	NPC471903
0.7642	Intermediate Similarity	NPC69291
0.7642	Intermediate Similarity	NPC247760
0.764	Intermediate Similarity	NPC47808

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 NPC302280 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	175
0.1-0.2	1628
0.2-0.3	4269
0.3-0.4	2211
0.4-0.5	423
0.5-0.6	200
0.6-0.7	195
0.7-0.8	46
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8041	Intermediate Similarity	NPD7638	Approved
0.7959	Intermediate Similarity	NPD7640	Approved
0.7959	Intermediate Similarity	NPD7639	Approved
0.7957	Intermediate Similarity	NPD6051	Approved
0.7582	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD7327	Approved
0.7455	Intermediate Similarity	NPD7328	Approved
0.7451	Intermediate Similarity	NPD7632	Discontinued
0.7387	Intermediate Similarity	NPD7516	Approved
0.7374	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7364	Intermediate Similarity	NPD7115	Discovery
0.7363	Intermediate Similarity	NPD7525	Registered
0.734	Intermediate Similarity	NPD1694	Approved
0.7321	Intermediate Similarity	NPD8294	Approved
0.7321	Intermediate Similarity	NPD8377	Approved
0.7292	Intermediate Similarity	NPD6672	Approved
0.7292	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD6903	Approved
0.7292	Intermediate Similarity	NPD5737	Approved
0.7264	Intermediate Similarity	NPD6881	Approved
0.7264	Intermediate Similarity	NPD6899	Approved
0.7263	Intermediate Similarity	NPD6409	Approved
0.7263	Intermediate Similarity	NPD5330	Approved
0.7263	Intermediate Similarity	NPD6684	Approved
0.7263	Intermediate Similarity	NPD7334	Approved
0.7263	Intermediate Similarity	NPD7521	Approved
0.7263	Intermediate Similarity	NPD7146	Approved
0.7257	Intermediate Similarity	NPD8379	Approved
0.7257	Intermediate Similarity	NPD8296	Approved
0.7257	Intermediate Similarity	NPD8378	Approved
0.7257	Intermediate Similarity	NPD8380	Approved
0.7257	Intermediate Similarity	NPD8335	Approved
0.7257	Intermediate Similarity	NPD8033	Approved
0.7245	Intermediate Similarity	NPD5693	Phase 1
0.717	Intermediate Similarity	NPD5697	Approved
0.7157	Intermediate Similarity	NPD4225	Approved
0.713	Intermediate Similarity	NPD6883	Approved
0.713	Intermediate Similarity	NPD7290	Approved
0.713	Intermediate Similarity	NPD7102	Approved
0.7103	Intermediate Similarity	NPD6011	Approved
0.7103	Intermediate Similarity	NPD7320	Approved
0.71	Intermediate Similarity	NPD7748	Approved
0.71	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD7900	Approved
0.7075	Intermediate Similarity	NPD6675	Approved
0.7075	Intermediate Similarity	NPD6402	Approved
0.7075	Intermediate Similarity	NPD7128	Approved
0.7075	Intermediate Similarity	NPD5739	Approved
0.7075	Intermediate Similarity	NPD6008	Approved
0.7071	Intermediate Similarity	NPD6079	Approved
0.7064	Intermediate Similarity	NPD6649	Approved
0.7064	Intermediate Similarity	NPD8130	Phase 1
0.7064	Intermediate Similarity	NPD6847	Approved
0.7064	Intermediate Similarity	NPD6617	Approved
0.7064	Intermediate Similarity	NPD6650	Approved
0.7064	Intermediate Similarity	NPD6869	Approved
0.7041	Intermediate Similarity	NPD6673	Approved
0.7041	Intermediate Similarity	NPD6904	Approved
0.7041	Intermediate Similarity	NPD6080	Approved
0.7037	Intermediate Similarity	NPD6013	Approved
0.7037	Intermediate Similarity	NPD6012	Approved
0.7037	Intermediate Similarity	NPD6014	Approved
0.701	Intermediate Similarity	NPD3573	Approved
0.7009	Intermediate Similarity	NPD7507	Approved
0.7	Intermediate Similarity	NPD6882	Approved
0.7	Intermediate Similarity	NPD8297	Approved
0.7	Intermediate Similarity	NPD6399	Phase 3
0.6957	Remote Similarity	NPD7503	Approved
0.6931	Remote Similarity	NPD6001	Approved
0.69	Remote Similarity	NPD8034	Phase 2
0.69	Remote Similarity	NPD7515	Phase 2
0.69	Remote Similarity	NPD8035	Phase 2
0.6893	Remote Similarity	NPD7902	Approved
0.6893	Remote Similarity	NPD6083	Phase 2
0.6893	Remote Similarity	NPD6084	Phase 2
0.6882	Remote Similarity	NPD4195	Approved
0.6881	Remote Similarity	NPD6372	Approved
0.6881	Remote Similarity	NPD6373	Approved
0.6869	Remote Similarity	NPD5328	Approved
0.6852	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD5701	Approved
0.6833	Remote Similarity	NPD7319	Approved
0.6804	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5207	Approved
0.6796	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD5222	Approved
0.6796	Remote Similarity	NPD5221	Approved
0.6792	Remote Similarity	NPD5211	Phase 2
0.6768	Remote Similarity	NPD5208	Approved
0.6762	Remote Similarity	NPD5286	Approved
0.6762	Remote Similarity	NPD5285	Approved
0.6762	Remote Similarity	NPD4696	Approved
0.6757	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD3618	Phase 1
0.6735	Remote Similarity	NPD6098	Approved
0.6733	Remote Similarity	NPD5694	Approved
0.6733	Remote Similarity	NPD6050	Approved
0.6731	Remote Similarity	NPD5173	Approved
0.6727	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6699	Remote Similarity	NPD5695	Phase 3
0.6698	Remote Similarity	NPD5223	Approved
0.6696	Remote Similarity	NPD6335	Approved
0.6667	Remote Similarity	NPD4202	Approved
0.6667	Remote Similarity	NPD6868	Approved
0.6667	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5141	Approved
0.6667	Remote Similarity	NPD5696	Approved
0.6638	Remote Similarity	NPD7101	Approved
0.6638	Remote Similarity	NPD7100	Approved
0.6637	Remote Similarity	NPD4632	Approved
0.6636	Remote Similarity	NPD4633	Approved
0.6636	Remote Similarity	NPD6686	Approved
0.6636	Remote Similarity	NPD5224	Approved
0.6636	Remote Similarity	NPD5226	Approved
0.6636	Remote Similarity	NPD5225	Approved
0.6634	Remote Similarity	NPD5692	Phase 3
0.663	Remote Similarity	NPD7339	Approved
0.663	Remote Similarity	NPD6942	Approved
0.6609	Remote Similarity	NPD6317	Approved
0.6604	Remote Similarity	NPD6648	Approved
0.6574	Remote Similarity	NPD5174	Approved
0.6574	Remote Similarity	NPD5175	Approved
0.6571	Remote Similarity	NPD4755	Approved
0.6569	Remote Similarity	NPD7637	Suspended
0.6566	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6559	Remote Similarity	NPD6117	Approved
0.6552	Remote Similarity	NPD6313	Approved
0.6552	Remote Similarity	NPD6314	Approved
0.6542	Remote Similarity	NPD5344	Discontinued
0.6531	Remote Similarity	NPD4786	Approved
0.6526	Remote Similarity	NPD7645	Phase 2
0.6525	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD6274	Approved
0.65	Remote Similarity	NPD7492	Approved
0.6489	Remote Similarity	NPD6116	Phase 1
0.6476	Remote Similarity	NPD4697	Phase 3
0.6475	Remote Similarity	NPD7736	Approved
0.6471	Remote Similarity	NPD5785	Approved
0.6466	Remote Similarity	NPD6009	Approved
0.6449	Remote Similarity	NPD4700	Approved
0.6446	Remote Similarity	NPD6616	Approved
0.6441	Remote Similarity	NPD6054	Approved
0.6441	Remote Similarity	NPD6319	Approved
0.6429	Remote Similarity	NPD6695	Phase 3
0.6422	Remote Similarity	NPD6052	Approved
0.6421	Remote Similarity	NPD6115	Approved
0.6421	Remote Similarity	NPD6697	Approved
0.6421	Remote Similarity	NPD6118	Approved
0.6421	Remote Similarity	NPD6114	Approved
0.6417	Remote Similarity	NPD7604	Phase 2
0.6408	Remote Similarity	NPD5284	Approved
0.6408	Remote Similarity	NPD5281	Approved
0.6404	Remote Similarity	NPD6053	Discontinued
0.6396	Remote Similarity	NPD6614	Approved
0.6393	Remote Similarity	NPD7078	Approved
0.6387	Remote Similarity	NPD5983	Phase 2
0.6383	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6381	Remote Similarity	NPD4629	Approved
0.6381	Remote Similarity	NPD5210	Approved
0.6381	Remote Similarity	NPD5654	Approved
0.6373	Remote Similarity	NPD4753	Phase 2
0.6364	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3133	Approved
0.6364	Remote Similarity	NPD3666	Approved
0.6364	Remote Similarity	NPD3668	Phase 3
0.6364	Remote Similarity	NPD3665	Phase 1
0.6355	Remote Similarity	NPD5290	Discontinued
0.6344	Remote Similarity	NPD4784	Approved
0.6344	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6344	Remote Similarity	NPD6926	Approved
0.6344	Remote Similarity	NPD6924	Approved
0.6344	Remote Similarity	NPD4785	Approved
0.6339	Remote Similarity	NPD4730	Approved
0.6339	Remote Similarity	NPD4729	Approved
0.6337	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD6370	Approved
0.6327	Remote Similarity	NPD5209	Approved
0.6327	Remote Similarity	NPD3667	Approved
0.6327	Remote Similarity	NPD4221	Approved
0.6327	Remote Similarity	NPD4223	Phase 3
0.6311	Remote Similarity	NPD6336	Discontinued
0.6304	Remote Similarity	NPD5777	Approved
0.6304	Remote Similarity	NPD4243	Approved
0.63	Remote Similarity	NPD5329	Approved
0.63	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6273	Remote Similarity	NPD4754	Approved
0.6264	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6263	Remote Similarity	NPD4788	Approved
0.6262	Remote Similarity	NPD5959	Approved
0.625	Remote Similarity	NPD6016	Approved
0.625	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6909	Approved
0.625	Remote Similarity	NPD6908	Approved
0.625	Remote Similarity	NPD6015	Approved
0.6238	Remote Similarity	NPD5690	Phase 2
0.6228	Remote Similarity	NPD5135	Approved
0.6228	Remote Similarity	NPD5251	Approved
0.6228	Remote Similarity	NPD5134	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