Natural Product: NPC308457

Natural Product ID:  NPC308457
Common Name:   (2S,3R,E)-5-((2S,3R)-3-((R)-6-Oxo-3,6-Dihydro-2H-Pyran-2-Yl)Oxiran-2-Yl)Pent-4-Ene-2,3-Diyl Diacetate
IUPAC Name:   [(E,2S,3R)-3-acetyloxy-5-[(2S,3R)-3-[(2R)-6-oxo-2,3-dihydropyran-2-yl]oxiran-2-yl]pent-4-en-2-yl] acetate
Synonyms:  
Molecular Formula:   C16H20O7
Standard InCHIKey:  RJCFRLFHBXKBFX-UXMHPJDPSA-N
Standard InCHI:  InChI=1S/C16H20O7/c1-9(20-10(2)17)12(21-11(3)18)7-8-14-16(23-14)13-5-4-6-15(19)22-13/h4,6-9,12-14,16H,5H2,1-3H3/b8-7+/t9-,12+,13+,14-,16+/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]([C@@H](OC(=O)C)C)/C=C/[C@@H]1O[C@@H]1[C@H]1CC=CC(=O)O1
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota PMID[8496706]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 4.7 ug/ml 22329646
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 5.7 ug/ml 18616221
NPT762 Cell Line A-431 Homo sapiens ED50 = 1.9 ug/ml 17371827
NPT2 Others Unspecified ED50 = 3.3 ug/ml 21401115
NPT91 Cell Line KB Homo sapiens ED50 = 2.9 ug/ml 17993275
NPT168 Cell Line P388 Mus musculus ED50 = 0.4 ug/ml 22037378
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 4.1 ug/ml 22621841
NPT2 Others Unspecified ED50 = 4.8 ug/ml 26000707
NPT858 Cell Line LNCaP Homo sapiens ED50 = 1.8 ug/ml 26316467
NPT2 Others Unspecified ED50 = 3.4 ug/ml 22939606
NPT2 Others Unspecified ED50 = 3 ug/ml Open TG-GATES in vivo data: Hematology

  Similar Natural Products 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 NPC308457 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9672 High Similarity NPC124586
0.9492 High Similarity NPC26223
0.9344 High Similarity NPC148233
0.9344 High Similarity NPC25747
0.8769 High Similarity NPC475760
0.8594 High Similarity NPC96414
0.8462 Intermediate Similarity NPC201356
0.8387 Intermediate Similarity NPC22897
0.8387 Intermediate Similarity NPC159650
0.8382 Intermediate Similarity NPC475762
0.8154 Intermediate Similarity NPC470808
0.803 Intermediate Similarity NPC19769
0.791 Intermediate Similarity NPC276299
0.791 Intermediate Similarity NPC146811
0.7846 Intermediate Similarity NPC26810
0.7826 Intermediate Similarity NPC151481
0.7812 Intermediate Similarity NPC478095
0.7808 Intermediate Similarity NPC474026
0.7797 Intermediate Similarity NPC275316
0.7746 Intermediate Similarity NPC185186
0.7746 Intermediate Similarity NPC327383
0.7703 Intermediate Similarity NPC248775
0.7656 Intermediate Similarity NPC478096
0.7639 Intermediate Similarity NPC107654
0.76 Intermediate Similarity NPC470148
0.76 Intermediate Similarity NPC473947
0.76 Intermediate Similarity NPC180725
0.76 Intermediate Similarity NPC271632
0.76 Intermediate Similarity NPC470149
0.7571 Intermediate Similarity NPC475982
0.7538 Intermediate Similarity NPC302564
0.7536 Intermediate Similarity NPC203335
0.7534 Intermediate Similarity NPC285840
0.7534 Intermediate Similarity NPC327041
0.75 Intermediate Similarity NPC470147
0.75 Intermediate Similarity NPC133226
0.75 Intermediate Similarity NPC273600
0.7467 Intermediate Similarity NPC318481
0.7465 Intermediate Similarity NPC476012
0.7465 Intermediate Similarity NPC476037
0.7463 Intermediate Similarity NPC474774
0.7463 Intermediate Similarity NPC217940
0.7432 Intermediate Similarity NPC188860
0.7429 Intermediate Similarity NPC63873
0.7424 Intermediate Similarity NPC79756
0.7397 Intermediate Similarity NPC315843
0.7391 Intermediate Similarity NPC475675
0.7391 Intermediate Similarity NPC475555
0.7391 Intermediate Similarity NPC248125
0.7361 Intermediate Similarity NPC316185
0.7361 Intermediate Similarity NPC293114
0.7344 Intermediate Similarity NPC86948
0.7344 Intermediate Similarity NPC245002
0.7333 Intermediate Similarity NPC475711
0.7333 Intermediate Similarity NPC233071
0.7313 Intermediate Similarity NPC151648
0.7313 Intermediate Similarity NPC15193
0.7286 Intermediate Similarity NPC122627
0.7286 Intermediate Similarity NPC478100
0.7273 Intermediate Similarity NPC97570
0.7273 Intermediate Similarity NPC474267
0.726 Intermediate Similarity NPC329914
0.726 Intermediate Similarity NPC329890
0.726 Intermediate Similarity NPC284006
0.7246 Intermediate Similarity NPC282760
0.7246 Intermediate Similarity NPC182794
0.7222 Intermediate Similarity NPC202011
0.7215 Intermediate Similarity NPC44261
0.7215 Intermediate Similarity NPC315559
0.7206 Intermediate Similarity NPC179087
0.7206 Intermediate Similarity NPC210303
0.7206 Intermediate Similarity NPC44343
0.7188 Intermediate Similarity NPC474913
0.7183 Intermediate Similarity NPC238223
0.7179 Intermediate Similarity NPC297440
0.7162 Intermediate Similarity NPC473489
0.7143 Intermediate Similarity NPC284447
0.7143 Intermediate Similarity NPC1180
0.7143 Intermediate Similarity NPC139712
0.7143 Intermediate Similarity NPC478101
0.7101 Intermediate Similarity NPC477456
0.7101 Intermediate Similarity NPC477457
0.7089 Intermediate Similarity NPC313677
0.7089 Intermediate Similarity NPC251026
0.7083 Intermediate Similarity NPC476591
0.7083 Intermediate Similarity NPC88877
0.7077 Intermediate Similarity NPC327388
0.7067 Intermediate Similarity NPC473582
0.7042 Intermediate Similarity NPC478097
0.7042 Intermediate Similarity NPC132286
0.7042 Intermediate Similarity NPC194871
0.7031 Intermediate Similarity NPC151761
0.7031 Intermediate Similarity NPC159535
0.7027 Intermediate Similarity NPC222244
0.7027 Intermediate Similarity NPC16349
0.7024 Intermediate Similarity NPC3952
0.7015 Intermediate Similarity NPC286189
0.7 Intermediate Similarity NPC142111
0.7 Intermediate Similarity NPC478099
0.7 Intermediate Similarity NPC478098
0.7 Intermediate Similarity NPC473315
0.7 Intermediate Similarity NPC470123
0.7 Intermediate Similarity NPC476589
0.6986 Remote Similarity NPC469660
0.6974 Remote Similarity NPC301525
0.697 Remote Similarity NPC323597
0.697 Remote Similarity NPC471277
0.697 Remote Similarity NPC129150
0.697 Remote Similarity NPC471279
0.697 Remote Similarity NPC323498
0.697 Remote Similarity NPC211752
0.697 Remote Similarity NPC294938
0.6962 Remote Similarity NPC469469
0.6944 Remote Similarity NPC218477
0.6944 Remote Similarity NPC470256
0.6944 Remote Similarity NPC276290
0.6935 Remote Similarity NPC15789
0.6935 Remote Similarity NPC236338
0.6933 Remote Similarity NPC326504
0.6923 Remote Similarity NPC471537
0.6923 Remote Similarity NPC473981
0.6923 Remote Similarity NPC473980
0.6914 Remote Similarity NPC473308
0.6914 Remote Similarity NPC160517
0.6914 Remote Similarity NPC78673
0.6914 Remote Similarity NPC186155
0.6912 Remote Similarity NPC321919
0.6912 Remote Similarity NPC81896
0.6901 Remote Similarity NPC37382
0.6875 Remote Similarity NPC475690
0.6866 Remote Similarity NPC254095
0.6866 Remote Similarity NPC474084
0.6866 Remote Similarity NPC223679
0.6857 Remote Similarity NPC475221
0.6842 Remote Similarity NPC260396
0.6842 Remote Similarity NPC473948
0.6829 Remote Similarity NPC470124
0.6818 Remote Similarity NPC472808
0.6818 Remote Similarity NPC324224
0.6812 Remote Similarity NPC55376
0.6806 Remote Similarity NPC25298
0.6806 Remote Similarity NPC225272
0.68 Remote Similarity NPC474705
0.6795 Remote Similarity NPC475699
0.6795 Remote Similarity NPC477314
0.6795 Remote Similarity NPC279532
0.6795 Remote Similarity NPC473471
0.6769 Remote Similarity NPC478120
0.6765 Remote Similarity NPC222852
0.6765 Remote Similarity NPC82465
0.6761 Remote Similarity NPC471566
0.6761 Remote Similarity NPC471556
0.6761 Remote Similarity NPC471565
0.6757 Remote Similarity NPC473361
0.6757 Remote Similarity NPC329904
0.6757 Remote Similarity NPC59558
0.6753 Remote Similarity NPC326661
0.6753 Remote Similarity NPC127118
0.6753 Remote Similarity NPC203277
0.6753 Remote Similarity NPC301207
0.6753 Remote Similarity NPC209113
0.6747 Remote Similarity NPC61527
0.6747 Remote Similarity NPC208473
0.6747 Remote Similarity NPC477428
0.6721 Remote Similarity NPC128280
0.6721 Remote Similarity NPC197467
0.6719 Remote Similarity NPC106531
0.6716 Remote Similarity NPC135863
0.6716 Remote Similarity NPC265551
0.6716 Remote Similarity NPC249850
0.6716 Remote Similarity NPC293437
0.6716 Remote Similarity NPC212730
0.6714 Remote Similarity NPC68110
0.6714 Remote Similarity NPC473737
0.6714 Remote Similarity NPC54925
0.6712 Remote Similarity NPC310210
0.6712 Remote Similarity NPC474823
0.6712 Remote Similarity NPC477117
0.6711 Remote Similarity NPC474758
0.6711 Remote Similarity NPC474545
0.6711 Remote Similarity NPC476355
0.6711 Remote Similarity NPC474280
0.6709 Remote Similarity NPC99651
0.6707 Remote Similarity NPC474251
0.6707 Remote Similarity NPC475035
0.6707 Remote Similarity NPC266718
0.6706 Remote Similarity NPC133450
0.6706 Remote Similarity NPC83423
0.6667 Remote Similarity NPC474278
0.6667 Remote Similarity NPC51809
0.6667 Remote Similarity NPC309408
0.6667 Remote Similarity NPC11383
0.6667 Remote Similarity NPC474818
0.6667 Remote Similarity NPC477084
0.6667 Remote Similarity NPC125365
0.6667 Remote Similarity NPC19241
0.6667 Remote Similarity NPC299730
0.6667 Remote Similarity NPC133098
0.6667 Remote Similarity NPC176329
0.6667 Remote Similarity NPC471225

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC308457 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7246 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.6866 Remote Similarity NPD585 Clinical (unspecified phase)
0.6628 Remote Similarity NPD7838 Discovery
0.6562 Remote Similarity NPD6927 Phase 3
0.6437 Remote Similarity NPD6698 Approved
0.6437 Remote Similarity NPD46 Approved
0.6377 Remote Similarity NPD6109 Phase 1
0.6349 Remote Similarity NPD5343 Approved
0.631 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6265 Remote Similarity NPD5209 Approved
0.6237 Remote Similarity NPD6648 Approved
0.617 Remote Similarity NPD5344 Discontinued
0.6143 Remote Similarity NPD9119 Approved
0.6143 Remote Similarity NPD69 Approved
0.6129 Remote Similarity NPD6096 Approved
0.6129 Remote Similarity NPD6097 Approved
0.6047 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6 Remote Similarity NPD9118 Approved
0.5972 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5946 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5921 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4225 Approved
0.5781 Remote Similarity NPD3174 Discontinued
0.5763 Remote Similarity NPD9115 Approved
0.5758 Remote Similarity NPD4220 Pre-registration
0.5698 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5663 Remote Similarity NPD4756 Discovery
0.5647 Remote Similarity NPD5790 Clinical (unspecified phase)
0.561 Remote Similarity NPD8039 Approved

Structure

External Identifiers

PubChem CID   14757880
ChEMBL   CHEMBL455892
ZINC  

Physicochemical Properties

Molecular Weight:  324.12
ALogP:  0.4762
MLogP:  2.45
XLogP:  1.468
# Rotatable Bonds:  11
Polar Surface Area:  91.43
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  23

Download Data

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