Natural Product: NPC7940

Natural Product ID:  NPC7940
Common Name:   Kalkipyrone
IUPAC Name:   2-[(2E,5E,7E,9R)-9-hydroxy-3,7-dimethyldeca-2,5,7-trienyl]-6-methoxy-3,5-dimethylpyran-4-one
Synonyms:   Kalkipyrone; Verticipyrone
Molecular Formula:   C20H28O4
Standard InCHIKey:  ZMSSBNLNFAIVPK-MTGFRBBYSA-N
Standard InCHI:  InChI=1S/C20H28O4/c1-13(8-7-9-14(2)12-15(3)21)10-11-18-16(4)19(22)17(5)20(23-6)24-18/h7,9-10,12,15,21H,8,11H2,1-6H3/b9-7+,13-10+,14-12+/t15-/m1/s1
Canonical SMILES:  COc1oc(C/C=C(/C/C=C/C(=C/[C@H](O)C)/C)C)c(c(=O)c1C)C
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
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT176 Organism Artemia salina Artemia salina LD50 = 1 ug/ml 9599278
NPT1042 Organism Carassius auratus Carassius auratus LD50 = 2 ug/ml 9599278
NPT2 Others Unspecified IC50 = 4.1 nM 19042133

  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 NPC7940 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
0.8955 High Similarity NPC316851
0.8696 High Similarity NPC315552
0.8116 Intermediate Similarity NPC59558
0.7391 Intermediate Similarity NPC471566
0.7391 Intermediate Similarity NPC471565
0.7353 Intermediate Similarity NPC2328
0.7324 Intermediate Similarity NPC238223
0.7231 Intermediate Similarity NPC221763
0.7183 Intermediate Similarity NPC132286
0.7143 Intermediate Similarity NPC273600
0.7143 Intermediate Similarity NPC471556
0.7121 Intermediate Similarity NPC71755
0.7101 Intermediate Similarity NPC473737
0.7059 Intermediate Similarity NPC98519
0.7059 Intermediate Similarity NPC476585
0.7059 Intermediate Similarity NPC130953
0.7042 Intermediate Similarity NPC475675
0.7042 Intermediate Similarity NPC475555
0.7027 Intermediate Similarity NPC178575
0.7 Intermediate Similarity NPC475618
0.6986 Remote Similarity NPC236208
0.697 Remote Similarity NPC150717
0.697 Remote Similarity NPC51846
0.6941 Remote Similarity NPC327253
0.6935 Remote Similarity NPC267110
0.6923 Remote Similarity NPC218486
0.6912 Remote Similarity NPC322186
0.6901 Remote Similarity NPC476586
0.6866 Remote Similarity NPC129150
0.6866 Remote Similarity NPC268185
0.6866 Remote Similarity NPC135863
0.6857 Remote Similarity NPC476584
0.6849 Remote Similarity NPC477117
0.6842 Remote Similarity NPC470686
0.6825 Remote Similarity NPC225974
0.6812 Remote Similarity NPC309408
0.6806 Remote Similarity NPC146811
0.6806 Remote Similarity NPC470033
0.68 Remote Similarity NPC316185
0.6795 Remote Similarity NPC315394
0.6782 Remote Similarity NPC320552
0.6769 Remote Similarity NPC61177
0.6765 Remote Similarity NPC189700
0.6765 Remote Similarity NPC223679
0.6765 Remote Similarity NPC254095
0.6761 Remote Similarity NPC477456
0.6761 Remote Similarity NPC471611
0.6761 Remote Similarity NPC477457
0.6757 Remote Similarity NPC151481
0.6753 Remote Similarity NPC478194
0.6753 Remote Similarity NPC478195
0.6753 Remote Similarity NPC478192
0.6753 Remote Similarity NPC478196
0.6753 Remote Similarity NPC478193
0.6753 Remote Similarity NPC478191
0.6719 Remote Similarity NPC43053
0.6716 Remote Similarity NPC472808
0.6716 Remote Similarity NPC324224
0.6714 Remote Similarity NPC15193
0.6667 Remote Similarity NPC82465
0.6667 Remote Similarity NPC470705
0.6667 Remote Similarity NPC189677
0.6667 Remote Similarity NPC282760
0.6667 Remote Similarity NPC129710
0.6667 Remote Similarity NPC478120
0.6667 Remote Similarity NPC96414
0.6623 Remote Similarity NPC315843
0.6623 Remote Similarity NPC227396
0.6622 Remote Similarity NPC474823
0.6622 Remote Similarity NPC134593
0.662 Remote Similarity NPC44343
0.662 Remote Similarity NPC179087
0.662 Remote Similarity NPC210303
0.6618 Remote Similarity NPC249850
0.6618 Remote Similarity NPC44542
0.6618 Remote Similarity NPC283502
0.6618 Remote Similarity NPC472445
0.6618 Remote Similarity NPC294938
0.6618 Remote Similarity NPC293437
0.6579 Remote Similarity NPC293114
0.6575 Remote Similarity NPC201356
0.6575 Remote Similarity NPC37382
0.6575 Remote Similarity NPC315115
0.6562 Remote Similarity NPC288381
0.6562 Remote Similarity NPC20934
0.6557 Remote Similarity NPC138935
0.6538 Remote Similarity NPC206507
0.6538 Remote Similarity NPC147621
0.6538 Remote Similarity NPC260396
0.6538 Remote Similarity NPC210258
0.6533 Remote Similarity NPC475004
0.6533 Remote Similarity NPC143396
0.6522 Remote Similarity NPC21946
0.6515 Remote Similarity NPC217188
0.6506 Remote Similarity NPC16488
0.6494 Remote Similarity NPC12815
0.6494 Remote Similarity NPC284006
0.6494 Remote Similarity NPC238948
0.6494 Remote Similarity NPC215745
0.6486 Remote Similarity NPC106613
0.6486 Remote Similarity NPC122627
0.6486 Remote Similarity NPC473752
0.6479 Remote Similarity NPC26810
0.6479 Remote Similarity NPC68044
0.6479 Remote Similarity NPC55376
0.6471 Remote Similarity NPC316426
0.6471 Remote Similarity NPC315395
0.6456 Remote Similarity NPC203277
0.6447 Remote Similarity NPC476037
0.6447 Remote Similarity NPC315597
0.6447 Remote Similarity NPC202011
0.6447 Remote Similarity NPC315285
0.6438 Remote Similarity NPC476589
0.6438 Remote Similarity NPC182794
0.6437 Remote Similarity NPC471054
0.6429 Remote Similarity NPC133600
0.6429 Remote Similarity NPC322002
0.6429 Remote Similarity NPC161670
0.6429 Remote Similarity NPC329249
0.6429 Remote Similarity NPC318306
0.6429 Remote Similarity NPC302564
0.6418 Remote Similarity NPC300121
0.6418 Remote Similarity NPC317796
0.641 Remote Similarity NPC474545
0.641 Remote Similarity NPC107654
0.6404 Remote Similarity NPC475098
0.6404 Remote Similarity NPC29798
0.6404 Remote Similarity NPC189651
0.6404 Remote Similarity NPC282644
0.64 Remote Similarity NPC313444
0.64 Remote Similarity NPC280374
0.64 Remote Similarity NPC309466
0.6395 Remote Similarity NPC316138
0.6395 Remote Similarity NPC241054
0.6395 Remote Similarity NPC300779
0.6395 Remote Similarity NPC313658
0.6389 Remote Similarity NPC475073
0.6386 Remote Similarity NPC474439
0.6386 Remote Similarity NPC474028
0.6377 Remote Similarity NPC193975
0.6377 Remote Similarity NPC299369
0.6377 Remote Similarity NPC200831
0.6377 Remote Similarity NPC224103
0.6375 Remote Similarity NPC473536
0.6375 Remote Similarity NPC97173
0.6375 Remote Similarity NPC82666
0.6364 Remote Similarity NPC191643
0.6364 Remote Similarity NPC95863
0.6364 Remote Similarity NPC66365
0.6364 Remote Similarity NPC133098
0.6353 Remote Similarity NPC242233
0.6353 Remote Similarity NPC471223
0.6353 Remote Similarity NPC67081
0.6351 Remote Similarity NPC469446
0.6349 Remote Similarity NPC308331
0.6341 Remote Similarity NPC162741
0.6341 Remote Similarity NPC91332
0.6338 Remote Similarity NPC26223
0.6338 Remote Similarity NPC79756
0.6338 Remote Similarity NPC327112
0.6324 Remote Similarity NPC173157
0.6324 Remote Similarity NPC471239
0.6324 Remote Similarity NPC25038
0.6322 Remote Similarity NPC106051
0.6322 Remote Similarity NPC472011
0.6322 Remote Similarity NPC60765
0.6316 Remote Similarity NPC471022
0.6316 Remote Similarity NPC475982
0.631 Remote Similarity NPC473315
0.631 Remote Similarity NPC142111
0.631 Remote Similarity NPC475714
0.6308 Remote Similarity NPC221467
0.6308 Remote Similarity NPC291437
0.6308 Remote Similarity NPC328784
0.6301 Remote Similarity NPC90463
0.6296 Remote Similarity NPC279532
0.6296 Remote Similarity NPC264391
0.6292 Remote Similarity NPC32552
0.629 Remote Similarity NPC6963
0.629 Remote Similarity NPC304079
0.6286 Remote Similarity NPC474084
0.6282 Remote Similarity NPC329890
0.6269 Remote Similarity NPC116366
0.6267 Remote Similarity NPC203335
0.6267 Remote Similarity NPC49863
0.6267 Remote Similarity NPC225272
0.6265 Remote Similarity NPC280367
0.6265 Remote Similarity NPC474980
0.625 Remote Similarity NPC307092
0.625 Remote Similarity NPC295448
0.625 Remote Similarity NPC151648
0.625 Remote Similarity NPC4492
0.625 Remote Similarity NPC51358
0.625 Remote Similarity NPC51391
0.6235 Remote Similarity NPC473308
0.6235 Remote Similarity NPC475035
0.6235 Remote Similarity NPC475706
0.6234 Remote Similarity NPC316029
0.6234 Remote Similarity NPC473361
0.6234 Remote Similarity NPC476012

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC7940 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
0.6935 Remote Similarity NPD4220 Pre-registration
0.6582 Remote Similarity NPD4756 Discovery
0.6377 Remote Similarity NPD8779 Phase 3
0.6338 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6267 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6047 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6027 Remote Similarity NPD4194 Approved
0.6027 Remote Similarity NPD4191 Approved
0.6027 Remote Similarity NPD4192 Approved
0.6027 Remote Similarity NPD4193 Approved
0.5938 Remote Similarity NPD9090 Phase 3
0.5938 Remote Similarity NPD4265 Approved
0.593 Remote Similarity NPD6110 Phase 1
0.5921 Remote Similarity NPD3704 Approved
0.5895 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5775 Remote Similarity NPD4219 Approved
0.5765 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5747 Remote Similarity NPD7154 Phase 3
0.5735 Remote Similarity NPD6927 Phase 3
0.5714 Remote Similarity NPD539 Approved
0.5714 Remote Similarity NPD9091 Suspended
0.5714 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9297 Discontinued
0.5634 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5616 Remote Similarity NPD585 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10592699
ChEMBL   CHEMBL445827
ZINC  

Physicochemical Properties

Molecular Weight:  332.20
ALogP:  3.1416
MLogP:  3.22
XLogP:  3.881
# Rotatable Bonds:  14
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  24

Download Data

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Structure MOL file  
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Similar NPs/Drugs