Natural Product: NPC306805

Natural Product ID:  NPC306805
Common Name:   Diacarperoxide B
IUPAC Name:   methyl (2S)-2-[(3S,6R)-6-(4,4-dimethyl-3,8-dioxononyl)-6-methyldioxan-3-yl]propanoate
Synonyms:  
Molecular Formula:   C20H34O6
Standard InCHIKey:  OQQQVWCMVDRPGR-TWOQFEAHSA-N
Standard InCHI:  InChI=1S/C20H34O6/c1-14(21)8-7-11-19(3,4)17(22)10-13-20(5)12-9-16(25-26-20)15(2)18(23)24-6/h15-16H,7-13H2,1-6H3/t15-,16-,20+/m0/s1
Canonical SMILES:  COC(=O)[C@H]([C@@H]1CC[C@](OO1)(C)CCC(=O)C(CCCC(=O)C)(C)C)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
NPO32571 diacarnus erythraenus Species Podospongiidae Eukaryota Red Sea PMID[11678661]
NPO9347 Diacarnus megaspinorhabdosa Species Podospongiidae Eukaryota PMID[18672931]
NPO4211 Negombata corticata Species Latrunculiidae Eukaryota PMID[20718475]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1864 Cell Line L5178Y Mus musculus EC50 = 10 ug/ml 19433363
NPT81 Cell Line A549 Homo sapiens IC50 = 11900 nM 16872140
NPT2 Others Unspecified IC50 = 11900 nM 16872140
NPT65 Cell Line HepG2 Homo sapiens IC50 = 11900 nM 16872140
NPT83 Cell Line MCF7 Homo sapiens IC50 = 11900 nM 16872140
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 11900 nM 16872140
NPT168 Cell Line P388 Mus musculus IC50 > 1 ug/ml 26122774
NPT176 Organism Artemia salina Artemia salina Activity = 45 % 10.6019/CHEMBL1201861
NPT176 Organism Artemia salina Artemia salina Activity = 55 % 19114678
NPT139 Cell Line HT-29 Homo sapiens IC50 > 1 ug/ml 15217289
NPT81 Cell Line A549 Homo sapiens IC50 > 1 ug/ml 18543965
NPT168 Cell Line P388 Mus musculus IC50 > 1 ug/ml DrugMatrix in vivo data: Hematology
NPT81 Cell Line A549 Homo sapiens IC50 > 1 ug/ml DrugMatrix in vivo data: Hematology
NPT139 Cell Line HT-29 Homo sapiens IC50 > 1 ug/ml DrugMatrix 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 NPC306805 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
1.0 High Similarity NPC215987
0.9333 High Similarity NPC472021
0.9167 High Similarity NPC472019
0.9167 High Similarity NPC472020
0.9167 High Similarity NPC226602
0.875 High Similarity NPC476330
0.873 High Similarity NPC474552
0.8462 Intermediate Similarity NPC469926
0.8254 Intermediate Similarity NPC475821
0.8194 Intermediate Similarity NPC476325
0.8194 Intermediate Similarity NPC476264
0.8056 Intermediate Similarity NPC59602
0.8056 Intermediate Similarity NPC476987
0.8056 Intermediate Similarity NPC475744
0.8056 Intermediate Similarity NPC474316
0.8056 Intermediate Similarity NPC152754
0.8056 Intermediate Similarity NPC476985
0.7973 Intermediate Similarity NPC268502
0.7973 Intermediate Similarity NPC254996
0.7945 Intermediate Similarity NPC122847
0.7778 Intermediate Similarity NPC330016
0.7746 Intermediate Similarity NPC470243
0.7733 Intermediate Similarity NPC308545
0.7733 Intermediate Similarity NPC82488
0.7639 Intermediate Similarity NPC167145
0.7639 Intermediate Similarity NPC474755
0.7632 Intermediate Similarity NPC476265
0.7632 Intermediate Similarity NPC274522
0.76 Intermediate Similarity NPC476986
0.76 Intermediate Similarity NPC470905
0.7532 Intermediate Similarity NPC476988
0.7468 Intermediate Similarity NPC475193
0.7468 Intermediate Similarity NPC120158
0.7467 Intermediate Similarity NPC469867
0.7467 Intermediate Similarity NPC474003
0.7463 Intermediate Similarity NPC469922
0.7436 Intermediate Similarity NPC476984
0.7436 Intermediate Similarity NPC475395
0.7429 Intermediate Similarity NPC469925
0.7424 Intermediate Similarity NPC469924
0.7333 Intermediate Similarity NPC469514
0.7333 Intermediate Similarity NPC474447
0.7308 Intermediate Similarity NPC172309
0.7308 Intermediate Similarity NPC117960
0.7308 Intermediate Similarity NPC14044
0.7273 Intermediate Similarity NPC474754
0.725 Intermediate Similarity NPC471343
0.7246 Intermediate Similarity NPC314103
0.7237 Intermediate Similarity NPC471151
0.7215 Intermediate Similarity NPC476292
0.7215 Intermediate Similarity NPC474605
0.7206 Intermediate Similarity NPC469923
0.72 Intermediate Similarity NPC179922
0.7162 Intermediate Similarity NPC109510
0.7125 Intermediate Similarity NPC476100
0.7125 Intermediate Similarity NPC476983
0.7105 Intermediate Similarity NPC239127
0.7105 Intermediate Similarity NPC266119
0.7083 Intermediate Similarity NPC319007
0.7083 Intermediate Similarity NPC119838
0.7073 Intermediate Similarity NPC476104
0.7073 Intermediate Similarity NPC475181
0.7042 Intermediate Similarity NPC135043
0.7042 Intermediate Similarity NPC315525
0.7037 Intermediate Similarity NPC65133
0.7027 Intermediate Similarity NPC96322
0.7013 Intermediate Similarity NPC477918
0.7013 Intermediate Similarity NPC281296
0.7 Intermediate Similarity NPC13494
0.6984 Remote Similarity NPC314084
0.6974 Remote Similarity NPC474419
0.6974 Remote Similarity NPC255060
0.6962 Remote Similarity NPC1882
0.6962 Remote Similarity NPC469920
0.6951 Remote Similarity NPC471344
0.6933 Remote Similarity NPC475230
0.6933 Remote Similarity NPC238425
0.6933 Remote Similarity NPC474543
0.6933 Remote Similarity NPC472018
0.6923 Remote Similarity NPC121200
0.6912 Remote Similarity NPC470363
0.6901 Remote Similarity NPC157518
0.6885 Remote Similarity NPC249754
0.6883 Remote Similarity NPC471046
0.6875 Remote Similarity NPC475481
0.6875 Remote Similarity NPC79277
0.6867 Remote Similarity NPC262085
0.6867 Remote Similarity NPC476982
0.6867 Remote Similarity NPC477441
0.6857 Remote Similarity NPC235788
0.6842 Remote Similarity NPC474551
0.6842 Remote Similarity NPC317212
0.6842 Remote Similarity NPC55508
0.6842 Remote Similarity NPC477867
0.6835 Remote Similarity NPC113363
0.6829 Remote Similarity NPC477434
0.6825 Remote Similarity NPC305182
0.6824 Remote Similarity NPC471342
0.6824 Remote Similarity NPC469866
0.6812 Remote Similarity NPC469921
0.6812 Remote Similarity NPC478126
0.6806 Remote Similarity NPC241949
0.68 Remote Similarity NPC478227
0.6795 Remote Similarity NPC307865
0.6795 Remote Similarity NPC108014
0.6774 Remote Similarity NPC13105
0.6769 Remote Similarity NPC72722
0.6757 Remote Similarity NPC178541
0.6753 Remote Similarity NPC477934
0.6753 Remote Similarity NPC179858
0.675 Remote Similarity NPC125366
0.6747 Remote Similarity NPC477205
0.6721 Remote Similarity NPC308301
0.6714 Remote Similarity NPC306750
0.6714 Remote Similarity NPC253204
0.6712 Remote Similarity NPC41542
0.6712 Remote Similarity NPC328304
0.6712 Remote Similarity NPC329466
0.6711 Remote Similarity NPC248567
0.6707 Remote Similarity NPC472847
0.6707 Remote Similarity NPC475989
0.6707 Remote Similarity NPC476721
0.6706 Remote Similarity NPC471221
0.6706 Remote Similarity NPC221993
0.6667 Remote Similarity NPC329490
0.6667 Remote Similarity NPC216137
0.6667 Remote Similarity NPC477933
0.6667 Remote Similarity NPC477932
0.6667 Remote Similarity NPC328639
0.6667 Remote Similarity NPC475951
0.6667 Remote Similarity NPC474020
0.6667 Remote Similarity NPC295256
0.6667 Remote Similarity NPC69462
0.6667 Remote Similarity NPC120395
0.6667 Remote Similarity NPC476717
0.6629 Remote Similarity NPC217329
0.6628 Remote Similarity NPC477443
0.6628 Remote Similarity NPC477440
0.6627 Remote Similarity NPC25037
0.6627 Remote Similarity NPC34984
0.6627 Remote Similarity NPC319909
0.6627 Remote Similarity NPC181871
0.6627 Remote Similarity NPC9060
0.6625 Remote Similarity NPC276647
0.6625 Remote Similarity NPC622
0.6625 Remote Similarity NPC73013
0.6623 Remote Similarity NPC477930
0.6591 Remote Similarity NPC228700
0.6591 Remote Similarity NPC474379
0.6585 Remote Similarity NPC248415
0.6585 Remote Similarity NPC477935
0.6585 Remote Similarity NPC477936
0.6582 Remote Similarity NPC169389
0.6579 Remote Similarity NPC197701
0.6575 Remote Similarity NPC84562
0.6575 Remote Similarity NPC473899
0.6571 Remote Similarity NPC204173
0.6562 Remote Similarity NPC90904
0.6562 Remote Similarity NPC55678
0.6557 Remote Similarity NPC287231
0.6557 Remote Similarity NPC47363
0.6552 Remote Similarity NPC477442
0.6552 Remote Similarity NPC477433
0.6552 Remote Similarity NPC477444
0.6548 Remote Similarity NPC473350
0.6548 Remote Similarity NPC477445
0.6548 Remote Similarity NPC474572
0.6543 Remote Similarity NPC134227
0.6538 Remote Similarity NPC60718
0.6538 Remote Similarity NPC199445
0.6538 Remote Similarity NPC228411
0.6533 Remote Similarity NPC107130
0.6517 Remote Similarity NPC309127
0.6517 Remote Similarity NPC247877
0.6517 Remote Similarity NPC206878
0.6508 Remote Similarity NPC324793
0.6508 Remote Similarity NPC477878
0.6506 Remote Similarity NPC69469
0.6506 Remote Similarity NPC15821
0.65 Remote Similarity NPC472608
0.6486 Remote Similarity NPC469868
0.6486 Remote Similarity NPC286842
0.6471 Remote Similarity NPC92139
0.6471 Remote Similarity NPC238593
0.6471 Remote Similarity NPC104961
0.6471 Remote Similarity NPC70555
0.6471 Remote Similarity NPC83242
0.6471 Remote Similarity NPC70422
0.6447 Remote Similarity NPC472017
0.6438 Remote Similarity NPC469791
0.6438 Remote Similarity NPC19311
0.6438 Remote Similarity NPC230047
0.6437 Remote Similarity NPC67653
0.6437 Remote Similarity NPC77001
0.6437 Remote Similarity NPC471459
0.6437 Remote Similarity NPC253618
0.6437 Remote Similarity NPC200580
0.6429 Remote Similarity NPC469407
0.6429 Remote Similarity NPC101138
0.6429 Remote Similarity NPC17935

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC306805 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
0.7188 Intermediate Similarity NPD3729 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD229 Approved
0.6923 Remote Similarity NPD4802 Phase 2
0.6923 Remote Similarity NPD4238 Approved
0.68 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD615 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6557 Remote Similarity NPD2699 Approved
0.6528 Remote Similarity NPD7909 Approved
0.6508 Remote Similarity NPD6125 Clinical (unspecified phase)
0.65 Remote Similarity NPD387 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3198 Approved
0.6375 Remote Similarity NPD6116 Phase 1
0.6329 Remote Similarity NPD3702 Approved
0.6265 Remote Similarity NPD5369 Approved
0.625 Remote Similarity NPD6117 Approved
0.625 Remote Similarity NPD2266 Phase 2
0.6212 Remote Similarity NPD9638 Phase 2
0.6203 Remote Similarity NPD6113 Clinical (unspecified phase)
0.619 Remote Similarity NPD634 Phase 3
0.6176 Remote Similarity NPD3730 Approved
0.6176 Remote Similarity NPD3728 Approved
0.6154 Remote Similarity NPD6081 Approved
0.6133 Remote Similarity NPD4224 Phase 2
0.6119 Remote Similarity NPD3186 Phase 1
0.6111 Remote Similarity NPD6411 Approved
0.6104 Remote Similarity NPD3726 Approved
0.6104 Remote Similarity NPD3725 Approved
0.6098 Remote Similarity NPD6115 Approved
0.6098 Remote Similarity NPD6118 Approved
0.6098 Remote Similarity NPD6114 Approved
0.6098 Remote Similarity NPD6697 Approved
0.6071 Remote Similarity NPD1780 Approved
0.6071 Remote Similarity NPD1779 Approved
0.6026 Remote Similarity NPD4245 Approved
0.6026 Remote Similarity NPD4244 Approved
0.6 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5978 Remote Similarity NPD5282 Discontinued
0.5949 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5949 Remote Similarity NPD4809 Clinical (unspecified phase)
0.59 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5897 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5897 Remote Similarity NPD3698 Phase 2
0.5897 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5889 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5889 Remote Similarity NPD6101 Approved
0.5876 Remote Similarity NPD8138 Approved
0.5876 Remote Similarity NPD8086 Approved
0.5876 Remote Similarity NPD8083 Approved
0.5876 Remote Similarity NPD8082 Approved
0.5876 Remote Similarity NPD8139 Approved
0.5876 Remote Similarity NPD8085 Approved
0.5876 Remote Similarity NPD8084 Approved
0.587 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD3206 Approved
0.5824 Remote Similarity NPD5785 Approved
0.5823 Remote Similarity NPD4789 Approved
0.5816 Remote Similarity NPD8276 Approved
0.5816 Remote Similarity NPD8275 Approved
0.5814 Remote Similarity NPD6435 Approved
0.5814 Remote Similarity NPD4269 Approved
0.5814 Remote Similarity NPD7345 Approved
0.5814 Remote Similarity NPD4270 Approved
0.5806 Remote Similarity NPD7900 Approved
0.5806 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5360 Phase 3
0.5769 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5765 Remote Similarity NPD5368 Approved
0.5761 Remote Similarity NPD8034 Phase 2
0.5761 Remote Similarity NPD8035 Phase 2
0.5758 Remote Similarity NPD8081 Approved
0.5745 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5732 Remote Similarity NPD2257 Approved
0.573 Remote Similarity NPD5786 Approved
0.573 Remote Similarity NPD7521 Approved
0.573 Remote Similarity NPD7146 Approved
0.573 Remote Similarity NPD7334 Approved
0.573 Remote Similarity NPD6684 Approved
0.573 Remote Similarity NPD6409 Approved
0.573 Remote Similarity NPD5330 Approved
0.5714 Remote Similarity NPD8301 Approved
0.5714 Remote Similarity NPD8300 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.57 Remote Similarity NPD8393 Approved
0.5694 Remote Similarity NPD4279 Approved
0.5667 Remote Similarity NPD9449 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7902 Approved
0.5618 Remote Similarity NPD5363 Approved
0.5618 Remote Similarity NPD1694 Approved
0.5612 Remote Similarity NPD1700 Approved
0.5604 Remote Similarity NPD5737 Approved
0.5604 Remote Similarity NPD6672 Approved
0.5604 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5604 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5604 Remote Similarity NPD6903 Approved

Structure

External Identifiers

PubChem CID   10992296
ChEMBL   CHEMBL493213
ZINC  

Physicochemical Properties

Molecular Weight:  370.24
ALogP:  1.7069
MLogP:  3
XLogP:  2.305
# Rotatable Bonds:  17
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  26

Download Data

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Biological Activities  
Similar NPs/Drugs