NPASS Compound

Structure

NPC475148 OpenBabel07101718302D 44 48 0 0 1 0 0 0 0 0999 V2000 -8.1306 -4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2646 -5.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4772 -4.2081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3690 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9234 0.2045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 0.8736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 0.8736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9456 0.2045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3986 -4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3986 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9420 -2.5608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1499 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2646 -4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6851 -3.2300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8690 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5326 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6362 -2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3578 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8744 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6665 -4.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -4.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3793 -3.5901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8441 -1.9428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1009 -1.2737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5657 0.3736 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 -3.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2757 -0.9135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 -1.0827 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 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 5 32 1 0 0 0 0 6 32 1 0 0 0 0 7 33 1 0 0 0 0 8 33 1 0 0 0 0 9 41 1 0 0 0 0 10 11 1 0 0 0 0 10 15 2 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 16 2 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 16 30 1 0 0 0 0 17 4 1 6 0 0 0 17 32 1 0 0 0 0 17 42 1 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 26 1 0 0 0 0 19 28 1 0 0 0 0 20 22 2 0 0 0 0 20 41 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 21 29 2 0 0 0 0 22 23 1 0 0 0 0 22 34 1 0 0 0 0 23 28 2 0 0 0 0 23 33 1 0 0 0 0 24 27 2 0 0 0 0 24 29 1 0 0 0 0 24 32 1 0 0 0 0 25 35 1 0 0 0 0 26 36 2 0 0 0 0 27 42 1 0 0 0 0 28 43 1 0 0 0 0 29 43 1 0 0 0 0 30 37 2 0 0 0 0 30 38 1 0 0 0 0 31 34 1 0 0 0 0 31 39 2 0 0 0 0 31 40 1 0 0 0 0 33 44 1 0 0 0 0 34 13 1 1 0 0 0 34 44 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	606.25
Volume:	612.739
LogP:	6.672
LogD:	2.322
LogS:	-2.9
# Rotatable Bonds:	7
TPSA:	152.73
# H-Bond Aceptor:	10
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.214
Synthetic Accessibility Score:	5.068
Fsp3:	0.441
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.327
MDCK Permeability:	1.1724791875167284e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.908
Human Intestinal Absorption (HIA):	0.586
20% Bioavailability (F20%):	0.058
30% Bioavailability (F30%):	0.769

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.089
Plasma Protein Binding (PPB):	72.7177963256836%
Volume Distribution (VD):	1.669
Pgp-substrate:	17.419857025146484%

ADMET: Metabolism

CYP1A2-inhibitor:	0.035
CYP1A2-substrate:	0.94
CYP2C19-inhibitor:	0.018
CYP2C19-substrate:	0.839
CYP2C9-inhibitor:	0.576
CYP2C9-substrate:	0.51
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.096
CYP3A4-inhibitor:	0.073
CYP3A4-substrate:	0.28

ADMET: Excretion

Clearance (CL):	1.308
Half-life (T1/2):	0.318

ADMET: Toxicity

hERG Blockers:	0.001
Human Hepatotoxicity (H-HT):	0.912
Drug-inuced Liver Injury (DILI):	0.992
AMES Toxicity:	0.019
Rat Oral Acute Toxicity:	0.984
Maximum Recommended Daily Dose:	0.076
Skin Sensitization:	0.658
Carcinogencity:	0.886
Eye Corrosion:	0.003
Eye Irritation:	0.116
Respiratory Toxicity:	0.614

Download Data

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

Natural Product: NPC475148

Natural Product ID:	NPC475148
*Common Name:**	Scortechinone V
IUPAC Name:	n.a.
Synonyms:	Scortechinone V
Standard InCHIKey:	AHDPKXPJJKSIRA-QTOFBMCISA-N
Standard InCHI:	InChI=1S/C34H38O10/c1-15(2)10-11-18-25(35)21-26(36)19-14-20(41-9)22-23(28(19)43-29(21)24-27(18)42-17(4)32(24,5)6)33(7,8)44-34(22,31(39)40)13-12-16(3)30(37)38/h10,12,14,17,35H,11,13H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17-,34+/m1/s1
SMILES:	COc1cc2c(c3c1[C@](C/C=C(/C(=O)O)C)(OC3(C)C)C(=O)O)oc1c(c2=O)c(O)c(c2c1C(C)(C)[C@H](O2)C)CC=C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL499350
PubChem CID:	44559275
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003410] 1-benzopyrans [CHEMONTID:0002817] Dibenzopyrans [CHEMONTID:0000200] Xanthenes [CHEMONTID:0000204] Xanthones [CHEMONTID:0003517] 2-prenylated xanthones

*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
NPO13968	Garcinia scortechinii	Species	Clusiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[16038540]
NPO13968	Garcinia scortechinii	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13968	Garcinia scortechinii	Species	Clusiaceae	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
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	106000.0	nM	PMID[503810]

☑ 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 NPC475148 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	429
0.1-0.2	1751
0.2-0.3	3594
0.3-0.4	8477
0.4-0.5	9935
0.5-0.6	4744
0.6-0.7	5688
0.7-0.8	5790
0.8-0.85	2104
0.85-0.9	183
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475656
0.9138	High Similarity	NPC208069
0.908	High Similarity	NPC473729
0.908	High Similarity	NPC473607
0.9075	High Similarity	NPC324220
0.9075	High Similarity	NPC312630
0.9064	High Similarity	NPC313717
0.9064	High Similarity	NPC315306
0.9023	High Similarity	NPC233978
0.9017	High Similarity	NPC162248
0.9006	High Similarity	NPC473096
0.9006	High Similarity	NPC473095
0.8947	High Similarity	NPC473094
0.8941	High Similarity	NPC316262
0.8941	High Similarity	NPC473908
0.8941	High Similarity	NPC314653
0.8929	High Similarity	NPC470810
0.8922	High Similarity	NPC196448
0.8914	High Similarity	NPC477683
0.8914	High Similarity	NPC477682
0.8876	High Similarity	NPC197972
0.8857	High Similarity	NPC227275
0.8857	High Similarity	NPC98943
0.8851	High Similarity	NPC476311
0.8851	High Similarity	NPC475080
0.8837	High Similarity	NPC76647
0.883	High Similarity	NPC473286
0.8824	High Similarity	NPC472402
0.8817	High Similarity	NPC313368
0.88	High Similarity	NPC294149
0.8793	High Similarity	NPC169018
0.8793	High Similarity	NPC118128
0.8779	High Similarity	NPC170245
0.8779	High Similarity	NPC53640
0.8772	High Similarity	NPC329669
0.8772	High Similarity	NPC473313
0.8772	High Similarity	NPC472278
0.8765	High Similarity	NPC117985
0.875	High Similarity	NPC475233
0.8743	High Similarity	NPC98776
0.8743	High Similarity	NPC314687
0.8736	High Similarity	NPC477572
0.8736	High Similarity	NPC477573
0.8736	High Similarity	NPC477571
0.8736	High Similarity	NPC241874
0.8729	High Similarity	NPC314672
0.8722	High Similarity	NPC174486
0.8721	High Similarity	NPC326520
0.8713	High Similarity	NPC470694
0.8701	High Similarity	NPC476210
0.8701	High Similarity	NPC476199
0.8693	High Similarity	NPC68381
0.8693	High Similarity	NPC199533
0.8693	High Similarity	NPC470454
0.869	High Similarity	NPC471116
0.8689	High Similarity	NPC314020
0.8686	High Similarity	NPC472620
0.8686	High Similarity	NPC473113
0.8686	High Similarity	NPC121333
0.8686	High Similarity	NPC158226
0.8678	High Similarity	NPC242395
0.8678	High Similarity	NPC152477
0.8678	High Similarity	NPC99613
0.8678	High Similarity	NPC473202
0.8678	High Similarity	NPC49487
0.8671	High Similarity	NPC119589
0.8671	High Similarity	NPC125465
0.8671	High Similarity	NPC472452
0.8663	High Similarity	NPC18100
0.8663	High Similarity	NPC475985
0.8663	High Similarity	NPC474350
0.8663	High Similarity	NPC197168
0.8663	High Similarity	NPC472582
0.8663	High Similarity	NPC474240
0.8663	High Similarity	NPC236132
0.8663	High Similarity	NPC41301
0.8659	High Similarity	NPC478001
0.8659	High Similarity	NPC228209
0.8659	High Similarity	NPC182693
0.8655	High Similarity	NPC474351
0.8655	High Similarity	NPC92589
0.8655	High Similarity	NPC3629
0.8655	High Similarity	NPC474186
0.8655	High Similarity	NPC475883
0.8652	High Similarity	NPC113446
0.8652	High Similarity	NPC84494
0.8652	High Similarity	NPC245059
0.8647	High Similarity	NPC218818
0.8647	High Similarity	NPC239118
0.8644	High Similarity	NPC469345
0.8639	High Similarity	NPC470625
0.8639	High Similarity	NPC477674
0.8636	High Similarity	NPC154986
0.8636	High Similarity	NPC476152
0.8636	High Similarity	NPC476139
0.8631	High Similarity	NPC301233
0.8631	High Similarity	NPC209760
0.8631	High Similarity	NPC477669
0.8631	High Similarity	NPC100134
0.8629	High Similarity	NPC17219
0.8629	High Similarity	NPC120220
0.8629	High Similarity	NPC109827
0.8629	High Similarity	NPC477670
0.8629	High Similarity	NPC298778
0.8629	High Similarity	NPC472276
0.8629	High Similarity	NPC124470
0.8626	High Similarity	NPC295436
0.8621	High Similarity	NPC476459
0.8621	High Similarity	NPC472622
0.8621	High Similarity	NPC150131
0.8621	High Similarity	NPC225419
0.8621	High Similarity	NPC158761
0.8613	High Similarity	NPC25361
0.8613	High Similarity	NPC472277
0.8613	High Similarity	NPC472049
0.8613	High Similarity	NPC300053
0.8613	High Similarity	NPC475888
0.8605	High Similarity	NPC473961
0.8605	High Similarity	NPC475106
0.8605	High Similarity	NPC211107
0.8603	High Similarity	NPC470452
0.8603	High Similarity	NPC477860
0.8603	High Similarity	NPC470453
0.8603	High Similarity	NPC164047
0.8603	High Similarity	NPC470448
0.8603	High Similarity	NPC475161
0.8596	High Similarity	NPC143050
0.8596	High Similarity	NPC472055
0.8596	High Similarity	NPC119224
0.8596	High Similarity	NPC474287
0.8596	High Similarity	NPC246877
0.8596	High Similarity	NPC306978
0.8596	High Similarity	NPC23553
0.8596	High Similarity	NPC470334
0.8596	High Similarity	NPC243701
0.8596	High Similarity	NPC471976
0.8596	High Similarity	NPC304839
0.8596	High Similarity	NPC77179
0.8596	High Similarity	NPC475886
0.8596	High Similarity	NPC220582
0.8588	High Similarity	NPC475398
0.8588	High Similarity	NPC289147
0.8588	High Similarity	NPC98667
0.8588	High Similarity	NPC245975
0.8588	High Similarity	NPC246466
0.8588	High Similarity	NPC86809
0.8588	High Similarity	NPC158542
0.8588	High Similarity	NPC232412
0.8588	High Similarity	NPC161650
0.858	High Similarity	NPC271385
0.858	High Similarity	NPC5029
0.858	High Similarity	NPC477529
0.858	High Similarity	NPC30432
0.858	High Similarity	NPC76128
0.858	High Similarity	NPC477671
0.858	High Similarity	NPC111536
0.858	High Similarity	NPC477836
0.858	High Similarity	NPC472584
0.858	High Similarity	NPC477687
0.8579	High Similarity	NPC48474
0.8571	High Similarity	NPC210597
0.8571	High Similarity	NPC472619
0.8571	High Similarity	NPC473996
0.8571	High Similarity	NPC102810
0.8571	High Similarity	NPC165979
0.8571	High Similarity	NPC288813
0.8571	High Similarity	NPC163130
0.8571	High Similarity	NPC217447
0.8571	High Similarity	NPC477957
0.8563	High Similarity	NPC178851
0.8563	High Similarity	NPC476255
0.8563	High Similarity	NPC475109
0.8563	High Similarity	NPC82330
0.8563	High Similarity	NPC29160
0.8563	High Similarity	NPC62444
0.8563	High Similarity	NPC472621
0.8556	High Similarity	NPC150977
0.8556	High Similarity	NPC8927
0.8555	High Similarity	NPC208120
0.8555	High Similarity	NPC205265
0.8555	High Similarity	NPC100849
0.8555	High Similarity	NPC173587
0.8555	High Similarity	NPC7483
0.8555	High Similarity	NPC472281
0.8555	High Similarity	NPC220313
0.8547	High Similarity	NPC40491
0.8547	High Similarity	NPC112418
0.8547	High Similarity	NPC474187
0.8547	High Similarity	NPC474239
0.8547	High Similarity	NPC61010
0.8547	High Similarity	NPC74854
0.8547	High Similarity	NPC187354
0.8547	High Similarity	NPC278052
0.8547	High Similarity	NPC30655
0.8547	High Similarity	NPC45124
0.8547	High Similarity	NPC32694
0.8541	High Similarity	NPC316274
0.8541	High Similarity	NPC470198
0.8541	High Similarity	NPC470195
0.8541	High Similarity	NPC470197

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 NPC475148 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	370
0.1-0.2	975
0.2-0.3	1937
0.3-0.4	2658
0.4-0.5	1912
0.5-0.6	829
0.6-0.7	306
0.7-0.8	140
0.8-0.85	23
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.881	High Similarity	NPD7075	Discontinued
0.8631	High Similarity	NPD7096	Clinical (unspecified phase)
0.8631	High Similarity	NPD7819	Suspended
0.8619	High Similarity	NPD7879	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD6599	Discontinued
0.8353	Intermediate Similarity	NPD6801	Discontinued
0.8263	Intermediate Similarity	NPD2534	Approved
0.8263	Intermediate Similarity	NPD2533	Approved
0.8263	Intermediate Similarity	NPD2532	Approved
0.8258	Intermediate Similarity	NPD5844	Phase 1
0.8258	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8256	Intermediate Similarity	NPD5402	Approved
0.8249	Intermediate Similarity	NPD7473	Discontinued
0.8229	Intermediate Similarity	NPD6959	Discontinued
0.8222	Intermediate Similarity	NPD6559	Discontinued
0.8208	Intermediate Similarity	NPD3882	Suspended
0.8198	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8197	Intermediate Similarity	NPD8434	Phase 2
0.8182	Intermediate Similarity	NPD6232	Discontinued
0.8177	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8171	Intermediate Similarity	NPD5494	Approved
0.815	Intermediate Similarity	NPD3817	Phase 2
0.8129	Intermediate Similarity	NPD4380	Phase 2
0.8103	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8095	Intermediate Similarity	NPD6799	Approved
0.8073	Intermediate Similarity	NPD7435	Discontinued
0.8047	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8046	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8043	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.8035	Intermediate Similarity	NPD1934	Approved
0.8	Intermediate Similarity	NPD8150	Discontinued
0.8	Intermediate Similarity	NPD3818	Discontinued
0.7989	Intermediate Similarity	NPD6166	Phase 2
0.7989	Intermediate Similarity	NPD2801	Approved
0.7989	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7989	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7978	Intermediate Similarity	NPD7808	Phase 3
0.7977	Intermediate Similarity	NPD7411	Suspended
0.7967	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7955	Intermediate Similarity	NPD3749	Approved
0.7955	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7935	Intermediate Similarity	NPD8313	Approved
0.7935	Intermediate Similarity	NPD8312	Approved
0.7923	Intermediate Similarity	NPD7251	Discontinued
0.7919	Intermediate Similarity	NPD7874	Approved
0.7919	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7914	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7889	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7869	Intermediate Similarity	NPD6797	Phase 2
0.7861	Intermediate Similarity	NPD3226	Approved
0.7849	Intermediate Similarity	NPD5403	Approved
0.7824	Intermediate Similarity	NPD6780	Approved
0.7824	Intermediate Similarity	NPD6779	Approved
0.7824	Intermediate Similarity	NPD6777	Approved
0.7824	Intermediate Similarity	NPD6782	Approved
0.7824	Intermediate Similarity	NPD6781	Approved
0.7824	Intermediate Similarity	NPD6778	Approved
0.7824	Intermediate Similarity	NPD6776	Approved
0.7814	Intermediate Similarity	NPD7074	Phase 3
0.7811	Intermediate Similarity	NPD4628	Phase 3
0.7811	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7809	Intermediate Similarity	NPD6234	Discontinued
0.7798	Intermediate Similarity	NPD1549	Phase 2
0.7797	Intermediate Similarity	NPD7768	Phase 2
0.7795	Intermediate Similarity	NPD7697	Approved
0.7795	Intermediate Similarity	NPD7698	Approved
0.7795	Intermediate Similarity	NPD7696	Phase 3
0.7784	Intermediate Similarity	NPD1465	Phase 2
0.7778	Intermediate Similarity	NPD5710	Approved
0.7778	Intermediate Similarity	NPD5711	Approved
0.776	Intermediate Similarity	NPD7054	Approved
0.7755	Intermediate Similarity	NPD7871	Phase 2
0.7755	Intermediate Similarity	NPD7870	Phase 2
0.7751	Intermediate Similarity	NPD2800	Approved
0.7738	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD2346	Discontinued
0.7733	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD5401	Approved
0.7727	Intermediate Similarity	NPD7701	Phase 2
0.7722	Intermediate Similarity	NPD1247	Approved
0.7717	Intermediate Similarity	NPD7472	Approved
0.7709	Intermediate Similarity	NPD919	Approved
0.7705	Intermediate Similarity	NPD3751	Discontinued
0.7705	Intermediate Similarity	NPD7228	Approved
0.77	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.77	Intermediate Similarity	NPD7783	Phase 2
0.7697	Intermediate Similarity	NPD4966	Approved
0.7697	Intermediate Similarity	NPD4965	Approved
0.7697	Intermediate Similarity	NPD4967	Phase 2
0.7692	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7688	Intermediate Similarity	NPD1512	Approved
0.7688	Intermediate Similarity	NPD8151	Discontinued
0.7679	Intermediate Similarity	NPD6100	Approved
0.7679	Intermediate Similarity	NPD2935	Discontinued
0.7679	Intermediate Similarity	NPD6099	Approved
0.7637	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7629	Intermediate Similarity	NPD7700	Phase 2
0.7629	Intermediate Similarity	NPD7699	Phase 2
0.7612	Intermediate Similarity	NPD7801	Approved
0.7611	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7602	Intermediate Similarity	NPD3750	Approved
0.7582	Intermediate Similarity	NPD3787	Discontinued
0.7577	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD8320	Phase 1
0.7576	Intermediate Similarity	NPD8319	Approved
0.7574	Intermediate Similarity	NPD2796	Approved
0.7572	Intermediate Similarity	NPD1511	Approved
0.7565	Intermediate Similarity	NPD6534	Approved
0.7565	Intermediate Similarity	NPD6535	Approved
0.7543	Intermediate Similarity	NPD920	Approved
0.7536	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD37	Approved
0.7515	Intermediate Similarity	NPD1510	Phase 2
0.7515	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1607	Approved
0.7475	Intermediate Similarity	NPD6823	Phase 2
0.7471	Intermediate Similarity	NPD1551	Phase 2
0.7446	Intermediate Similarity	NPD3926	Phase 2
0.7442	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD1243	Approved
0.7432	Intermediate Similarity	NPD7199	Phase 2
0.7429	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD5953	Discontinued
0.7391	Intermediate Similarity	NPD7229	Phase 3
0.7381	Intermediate Similarity	NPD1240	Approved
0.738	Intermediate Similarity	NPD7286	Phase 2
0.7371	Intermediate Similarity	NPD7390	Discontinued
0.736	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD7458	Discontinued
0.7356	Intermediate Similarity	NPD6190	Approved
0.7354	Intermediate Similarity	NPD7240	Approved
0.7314	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD3748	Approved
0.731	Intermediate Similarity	NPD2799	Discontinued
0.7294	Intermediate Similarity	NPD6651	Approved
0.7293	Intermediate Similarity	NPD5761	Phase 2
0.7293	Intermediate Similarity	NPD5760	Phase 2
0.7286	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD7907	Approved
0.7278	Intermediate Similarity	NPD4060	Phase 1
0.7262	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD8067	Phase 3
0.7247	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7236	Intermediate Similarity	NPD8285	Discontinued
0.7235	Intermediate Similarity	NPD6355	Discontinued
0.7234	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD8366	Approved
0.7191	Intermediate Similarity	NPD6273	Approved
0.7177	Intermediate Similarity	NPD8404	Phase 2
0.7173	Intermediate Similarity	NPD6765	Approved
0.7173	Intermediate Similarity	NPD6764	Approved
0.7173	Intermediate Similarity	NPD7685	Pre-registration
0.7163	Intermediate Similarity	NPD7930	Approved
0.716	Intermediate Similarity	NPD2313	Discontinued
0.7151	Intermediate Similarity	NPD8127	Discontinued
0.715	Intermediate Similarity	NPD8491	Approved
0.7143	Intermediate Similarity	NPD7799	Discontinued
0.7135	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD230	Phase 1
0.7128	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD2344	Approved
0.7126	Intermediate Similarity	NPD1471	Phase 3
0.7118	Intermediate Similarity	NPD6233	Phase 2
0.7108	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7104	Intermediate Similarity	NPD8455	Phase 2
0.7102	Intermediate Similarity	NPD7003	Approved
0.7102	Intermediate Similarity	NPD7982	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD4625	Phase 3
0.7101	Intermediate Similarity	NPD7095	Approved
0.7092	Intermediate Similarity	NPD4287	Approved
0.7088	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD7584	Approved
0.7071	Intermediate Similarity	NPD6212	Phase 3
0.7071	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD6213	Phase 3
0.7069	Intermediate Similarity	NPD5404	Approved
0.7069	Intermediate Similarity	NPD5405	Approved
0.7069	Intermediate Similarity	NPD5408	Approved
0.7069	Intermediate Similarity	NPD5406	Approved
0.7062	Intermediate Similarity	NPD8407	Phase 2
0.7059	Intermediate Similarity	NPD3764	Approved
0.7059	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD6798	Discontinued
0.7041	Intermediate Similarity	NPD6832	Phase 2
0.7037	Intermediate Similarity	NPD2403	Approved
0.7037	Intermediate Similarity	NPD8059	Phase 3
0.7037	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD5763	Approved
0.7029	Intermediate Similarity	NPD5762	Approved
0.7026	Intermediate Similarity	NPD6784	Approved
0.7026	Intermediate Similarity	NPD6785	Approved
0.7017	Intermediate Similarity	NPD1653	Approved
0.7011	Intermediate Similarity	NPD7033	Discontinued
0.7011	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD6696	Suspended
0.6995	Remote Similarity	NPD8368	Discontinued

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