Natural Product: NPC476826

Natural Product ID:  NPC476826
Common Name:   Halichondramide
IUPAC Name:  
Synonyms:   Halichondramide
Molecular Formula:   C44H60N4O12
Standard InCHIKey:  PHNAXDMXCYGYGB-BVXXYHMNSA-N
Standard InCHI:  InChI=1S/C44H60N4O12/c1-27-13-9-10-17-40-45-33(24-57-40)43-47-34(25-59-43)44-46-32(23-58-44)42(56-8)30(4)35(51)15-11-14-31(50)21-41(53)60-39(27)22-38(55-7)28(2)18-19-36(52)29(3)37(54-6)16-12-20-48(5)26-49/h10-12,15,17,20,23-31,37-39,42,50H,9,13-14,16,18-19,21-22H2,1-8H3/b15-11+,17-10+,20-12+
Canonical SMILES:  COC(C(CCC(=O)C(C(C/C=C/N(C=O)C)OC)C)C)CC1OC(=O)CC(O)C/C=C/C(=O)C(C)C(OC)c2coc(c3nc(c4nc(/C=C/CCC1C)oc4)oc3)n2
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
NPO17255 Chondrosia corticata Species Chondrillidae Eukaryota PMID[15568783]
NPO17255 Chondrosia corticata Species Chondrillidae Eukaryota reef slopes on the south side of Cocos Lagoon, Guam PMID[21550239]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens LC50 = 0.19 ug/ml 15568783
NPT20 Organism Candida albicans Candida albicans IZ = 18 mm 15568783
NPT21 Organism Aspergillus niger Aspergillus niger IZ = 21 mm 15568783
NPT2 Others Unspecified Activity > 90 % 21550239
NPT20 Organism Candida albicans Candida albicans MIC = 230 nM 21550239
NPT87 Organism Aspergillus fumigatus Aspergillus fumigatus MIC = 450 nM 21550239
NPT329 Organism Trichophyton rubrum Trichophyton rubrum MIC = 480 nM 21550239
NPT330 Organism Trichophyton mentagrophytes Trichophyton mentagrophytes MIC = 910 nM 21550239

  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 NPC476826 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 NPC476827
1.0 High Similarity NPC476831
0.995 High Similarity NPC476830
0.9851 High Similarity NPC476828
0.9653 High Similarity NPC477219
0.9606 High Similarity NPC37924
0.9559 High Similarity NPC325683
0.942 High Similarity NPC177432
0.942 High Similarity NPC299035
0.9375 High Similarity NPC322800
0.9375 High Similarity NPC477218
0.9375 High Similarity NPC168135
0.9369 High Similarity NPC476832
0.8473 Intermediate Similarity NPC476829
0.7225 Intermediate Similarity NPC58001
0.7225 Intermediate Similarity NPC314523
0.7185 Intermediate Similarity NPC477586
0.7185 Intermediate Similarity NPC477590
0.7185 Intermediate Similarity NPC477588
0.7185 Intermediate Similarity NPC477585
0.7123 Intermediate Similarity NPC224395
0.7123 Intermediate Similarity NPC208297
0.7101 Intermediate Similarity NPC477589
0.7101 Intermediate Similarity NPC477587
0.7073 Intermediate Similarity NPC30527
0.7009 Intermediate Similarity NPC258022
0.6923 Remote Similarity NPC107458
0.6923 Remote Similarity NPC295653
0.6895 Remote Similarity NPC306300
0.6895 Remote Similarity NPC88938
0.6895 Remote Similarity NPC58112
0.6853 Remote Similarity NPC49195
0.6786 Remote Similarity NPC289029
0.6786 Remote Similarity NPC48323
0.6767 Remote Similarity NPC315411
0.6697 Remote Similarity NPC103452
0.6697 Remote Similarity NPC199461
0.6697 Remote Similarity NPC46313
0.6681 Remote Similarity NPC315872
0.6593 Remote Similarity NPC315061
0.6507 Remote Similarity NPC211555
0.6498 Remote Similarity NPC309919
0.6498 Remote Similarity NPC472436
0.6459 Remote Similarity NPC186452
0.6449 Remote Similarity NPC196718
0.6449 Remote Similarity NPC102593
0.6381 Remote Similarity NPC472435
0.637 Remote Similarity NPC314222
0.637 Remote Similarity NPC196449
0.6353 Remote Similarity NPC165964
0.6338 Remote Similarity NPC12660
0.6308 Remote Similarity NPC54983
0.6296 Remote Similarity NPC314633
0.6235 Remote Similarity NPC72715
0.6211 Remote Similarity NPC161801
0.6207 Remote Similarity NPC258048
0.6132 Remote Similarity NPC315804
0.6132 Remote Similarity NPC313804
0.61 Remote Similarity NPC477979
0.6094 Remote Similarity NPC316224
0.607 Remote Similarity NPC472434
0.6056 Remote Similarity NPC207620
0.6035 Remote Similarity NPC169716
0.6032 Remote Similarity NPC205372
0.6032 Remote Similarity NPC141053
0.6025 Remote Similarity NPC131885
0.6024 Remote Similarity NPC186351
0.6016 Remote Similarity NPC148889
0.6008 Remote Similarity NPC316403
0.6 Remote Similarity NPC269367
0.5985 Remote Similarity NPC471979
0.5977 Remote Similarity NPC473833
0.5945 Remote Similarity NPC182222
0.5936 Remote Similarity NPC194740
0.5933 Remote Similarity NPC328928
0.5923 Remote Similarity NPC58209
0.5916 Remote Similarity NPC10904
0.5907 Remote Similarity NPC75179
0.5906 Remote Similarity NPC220852
0.5902 Remote Similarity NPC16066
0.5898 Remote Similarity NPC240384
0.5896 Remote Similarity NPC140296
0.5894 Remote Similarity NPC314270
0.5887 Remote Similarity NPC475301
0.5887 Remote Similarity NPC326930
0.588 Remote Similarity NPC97746
0.5878 Remote Similarity NPC91868
0.5878 Remote Similarity NPC85702
0.5878 Remote Similarity NPC63971
0.5874 Remote Similarity NPC230683
0.5874 Remote Similarity NPC471978
0.5869 Remote Similarity NPC124300
0.5865 Remote Similarity NPC53534
0.5862 Remote Similarity NPC310618
0.5852 Remote Similarity NPC152620
0.5849 Remote Similarity NPC471015
0.5847 Remote Similarity NPC323969
0.5846 Remote Similarity NPC291609
0.5837 Remote Similarity NPC256912
0.5837 Remote Similarity NPC285343
0.5827 Remote Similarity NPC53255
0.5827 Remote Similarity NPC260434
0.5827 Remote Similarity NPC85879
0.5816 Remote Similarity NPC317572
0.5814 Remote Similarity NPC101350
0.5814 Remote Similarity NPC474183
0.5806 Remote Similarity NPC298436
0.5805 Remote Similarity NPC13603
0.5799 Remote Similarity NPC185197
0.5792 Remote Similarity NPC472259
0.5789 Remote Similarity NPC312645
0.5785 Remote Similarity NPC287208
0.5781 Remote Similarity NPC220408
0.5781 Remote Similarity NPC284888
0.5781 Remote Similarity NPC329631
0.5775 Remote Similarity NPC235685
0.5775 Remote Similarity NPC184680
0.5774 Remote Similarity NPC181081
0.5774 Remote Similarity NPC315893
0.5774 Remote Similarity NPC313587
0.5774 Remote Similarity NPC316110
0.5768 Remote Similarity NPC314855
0.5768 Remote Similarity NPC472286
0.5768 Remote Similarity NPC313345
0.5768 Remote Similarity NPC315638
0.5768 Remote Similarity NPC313796
0.5768 Remote Similarity NPC472287
0.5766 Remote Similarity NPC34319
0.5765 Remote Similarity NPC14288
0.5763 Remote Similarity NPC180668
0.5763 Remote Similarity NPC471013
0.5763 Remote Similarity NPC148896
0.5755 Remote Similarity NPC473493
0.5753 Remote Similarity NPC470785
0.5753 Remote Similarity NPC470784
0.5751 Remote Similarity NPC470042
0.5747 Remote Similarity NPC166712
0.5744 Remote Similarity NPC314297
0.5744 Remote Similarity NPC315545
0.5738 Remote Similarity NPC123839
0.5737 Remote Similarity NPC478141
0.5736 Remote Similarity NPC26543
0.5731 Remote Similarity NPC24370
0.5731 Remote Similarity NPC319232
0.5725 Remote Similarity NPC208364
0.5725 Remote Similarity NPC322135
0.5725 Remote Similarity NPC188400
0.5725 Remote Similarity NPC160100
0.572 Remote Similarity NPC475315
0.572 Remote Similarity NPC128115
0.572 Remote Similarity NPC324619
0.5714 Remote Similarity NPC18487
0.5714 Remote Similarity NPC187558
0.5714 Remote Similarity NPC146418
0.5709 Remote Similarity NPC244536
0.5708 Remote Similarity NPC143977
0.5703 Remote Similarity NPC303658
0.5699 Remote Similarity NPC209981
0.5698 Remote Similarity NPC34770
0.5698 Remote Similarity NPC475619
0.5697 Remote Similarity NPC162860
0.5697 Remote Similarity NPC478158
0.5693 Remote Similarity NPC227824
0.5686 Remote Similarity NPC100547
0.5682 Remote Similarity NPC475533
0.5681 Remote Similarity NPC475196
0.568 Remote Similarity NPC288987
0.5677 Remote Similarity NPC203373
0.5673 Remote Similarity NPC314834
0.5668 Remote Similarity NPC89508
0.5664 Remote Similarity NPC95240
0.5664 Remote Similarity NPC223409
0.5659 Remote Similarity NPC323752
0.5656 Remote Similarity NPC266249
0.5655 Remote Similarity NPC67401
0.5654 Remote Similarity NPC28945
0.5654 Remote Similarity NPC15801
0.5647 Remote Similarity NPC118559
0.5647 Remote Similarity NPC34580
0.5647 Remote Similarity NPC261251
0.5647 Remote Similarity NPC124920
0.5647 Remote Similarity NPC304307
0.5646 Remote Similarity NPC315499
0.5645 Remote Similarity NPC478157
0.564 Remote Similarity NPC281049
0.5639 Remote Similarity NPC173250
0.5636 Remote Similarity NPC192306
0.5633 Remote Similarity NPC107077
0.5633 Remote Similarity NPC223791
0.5632 Remote Similarity NPC478029
0.5631 Remote Similarity NPC222391
0.563 Remote Similarity NPC212766
0.563 Remote Similarity NPC120513
0.563 Remote Similarity NPC122886
0.563 Remote Similarity NPC289423
0.562 Remote Similarity NPC54803
0.562 Remote Similarity NPC321592
0.5618 Remote Similarity NPC260909
0.5615 Remote Similarity NPC54420
0.5615 Remote Similarity NPC57453

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476826 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
0.6892 Remote Similarity NPD7896 Approved
0.6681 Remote Similarity NPD6444 Clinical (unspecified phase)
0.6504 Remote Similarity NPD7853 Phase 2
0.6489 Remote Similarity NPD6347 Phase 2
0.6449 Remote Similarity NPD7031 Phase 1
0.6408 Remote Similarity NPD7284 Clinical (unspecified phase)
0.6388 Remote Similarity NPD7490 Discontinued
0.6364 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6974 Phase 3
0.6307 Remote Similarity NPD7180 Phase 3
0.625 Remote Similarity NPD5443 Clinical (unspecified phase)
0.625 Remote Similarity NPD2779 Approved
0.6234 Remote Similarity NPD4667 Clinical (unspecified phase)
0.6208 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6247 Clinical (unspecified phase)
0.6169 Remote Similarity NPD4898 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8370 Discontinued
0.6151 Remote Similarity NPD4368 Phase 2
0.6134 Remote Similarity NPD5922 Phase 3
0.6126 Remote Similarity NPD4394 Clinical (unspecified phase)
0.6121 Remote Similarity NPD2778 Approved
0.6082 Remote Similarity NPD7393 Clinical (unspecified phase)
0.6071 Remote Similarity NPD2951 Discontinued
0.6067 Remote Similarity NPD3392 Approved
0.6058 Remote Similarity NPD3945 Discontinued
0.6057 Remote Similarity NPD8356 Approved
0.6056 Remote Similarity NPD7690 Clinical (unspecified phase)
0.6055 Remote Similarity NPD8116 Phase 3
0.6055 Remote Similarity NPD8117 Approved
0.6042 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6033 Remote Similarity NPD6169 Phase 1
0.6024 Remote Similarity NPD4958 Clinical (unspecified phase)
0.6024 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6024 Remote Similarity NPD8430 Approved
0.6017 Remote Similarity NPD5866 Approved
0.6 Remote Similarity NPD8324 Phase 2
0.6 Remote Similarity NPD3801 Clinical (unspecified phase)
0.5992 Remote Similarity NPD7022 Phase 2
0.5983 Remote Similarity NPD6857 Phase 3
0.5976 Remote Similarity NPD8479 Phase 2
0.597 Remote Similarity NPD8463 Approved
0.597 Remote Similarity NPD5532 Phase 2
0.5968 Remote Similarity NPD4373 Phase 2
0.5967 Remote Similarity NPD5293 Phase 2
0.5967 Remote Similarity NPD1638 Discovery
0.5966 Remote Similarity NPD3507 Phase 2
0.5947 Remote Similarity NPD8246 Approved
0.5947 Remote Similarity NPD8247 Approved
0.5927 Remote Similarity NPD6824 Clinical (unspecified phase)
0.5914 Remote Similarity NPD2921 Clinical (unspecified phase)
0.5913 Remote Similarity NPD1659 Phase 1
0.5913 Remote Similarity NPD4952 Phase 3
0.5913 Remote Similarity NPD5924 Discontinued
0.5911 Remote Similarity NPD5850 Phase 3
0.5889 Remote Similarity NPD1867 Approved
0.5884 Remote Similarity NPD8279 Clinical (unspecified phase)
0.5875 Remote Similarity NPD4392 Phase 2
0.5869 Remote Similarity NPD6716 Phase 1
0.5857 Remote Similarity NPD3263 Phase 3
0.5856 Remote Similarity NPD6525 Clinical (unspecified phase)
0.5853 Remote Similarity NPD5908 Clinical (unspecified phase)
0.585 Remote Similarity NPD7589 Clinical (unspecified phase)
0.5849 Remote Similarity NPD1480 Clinical (unspecified phase)
0.5846 Remote Similarity NPD6495 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7994 Phase 2
0.5818 Remote Similarity NPD7053 Clinical (unspecified phase)
0.5817 Remote Similarity NPD4369 Phase 2
0.5816 Remote Similarity NPD1955 Discontinued
0.5813 Remote Similarity NPD8160 Phase 2
0.5808 Remote Similarity NPD4322 Discontinued
0.5805 Remote Similarity NPD8255 Phase 2
0.5805 Remote Similarity NPD772 Phase 3
0.5798 Remote Similarity NPD3006 Discontinued
0.5794 Remote Similarity NPD5640 Discontinued
0.5789 Remote Similarity NPD6252 Clinical (unspecified phase)
0.5787 Remote Similarity NPD5479 Discontinued
0.5781 Remote Similarity NPD6741 Clinical (unspecified phase)
0.5771 Remote Similarity NPD3259 Approved
0.5766 Remote Similarity NPD7878 Phase 2
0.5765 Remote Similarity NPD6962 Phase 2
0.5763 Remote Similarity NPD5483 Clinical (unspecified phase)
0.5752 Remote Similarity NPD5857 Phase 3
0.5748 Remote Similarity NPD8104 Phase 3
0.5741 Remote Similarity NPD8375 Approved
0.5741 Remote Similarity NPD8291 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5817 Discontinued
0.5738 Remote Similarity NPD4900 Clinical (unspecified phase)
0.5736 Remote Similarity NPD5482 Discontinued
0.5731 Remote Similarity NPD1927 Discontinued
0.5731 Remote Similarity NPD5887 Clinical (unspecified phase)
0.5709 Remote Similarity NPD6790 Phase 1
0.5709 Remote Similarity NPD7417 Discontinued
0.5709 Remote Similarity NPD4086 Phase 1
0.5698 Remote Similarity NPD3074 Discontinued
0.5698 Remote Similarity NPD8371 Clinical (unspecified phase)
0.5681 Remote Similarity NPD7796 Approved
0.5681 Remote Similarity NPD7797 Approved
0.5673 Remote Similarity NPD1166 Clinical (unspecified phase)
0.567 Remote Similarity NPD7886 Phase 2
0.567 Remote Similarity NPD7885 Phase 2
0.5669 Remote Similarity NPD8289 Discontinued
0.5665 Remote Similarity NPD4334 Discontinued
0.5664 Remote Similarity NPD8374 Phase 3
0.565 Remote Similarity NPD7470 Discontinued
0.565 Remote Similarity NPD7703 Clinical (unspecified phase)
0.565 Remote Similarity NPD5416 Discontinued
0.5647 Remote Similarity NPD5499 Approved
0.5645 Remote Similarity NPD5417 Clinical (unspecified phase)
0.5642 Remote Similarity NPD7688 Phase 1
0.5642 Remote Similarity NPD1505 Phase 2
0.5641 Remote Similarity NPD5461 Discontinued
0.564 Remote Similarity NPD5632 Approved
0.5638 Remote Similarity NPD6231 Phase 3
0.5637 Remote Similarity NPD8329 Phase 3
0.563 Remote Similarity NPD8049 Phase 2
0.5628 Remote Similarity NPD8097 Phase 3
0.5628 Remote Similarity NPD7605 Discovery
0.5628 Remote Similarity NPD8096 Phase 3
0.5622 Remote Similarity NPD6393 Clinical (unspecified phase)
0.5618 Remote Similarity NPD8459 Approved
0.5618 Remote Similarity NPD8460 Approved
0.5615 Remote Similarity NPD8322 Phase 2
0.5613 Remote Similarity NPD2311 Clinical (unspecified phase)
0.561 Remote Similarity NPD2081 Clinical (unspecified phase)
0.56 Remote Similarity NPD8000 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10010725
ChEMBL   CHEMBL445216
ZINC  

Physicochemical Properties

Molecular Weight:  836.42
ALogP:  0.1416
MLogP:  4.54
XLogP:  2.606
# Rotatable Bonds:  24
Polar Surface Area:  206.76
# H-Bond Aceptor:  13
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  60

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs