Natural Product: NPC469804

Natural Product ID:  NPC469804
Common Name:   Globostelletin H
IUPAC Name:   (2E,4E,6E,8E)-8-[(3aS,5aS,9aS,9bS)-3a,9a-dimethyl-2,7-dioxo-1,4,5,5a,6,8,9,9b-octahydrocyclopenta[a]naphthalen-3-ylidene]-4-methylnona-2,4,6-trienoic acid
Synonyms:   Globostelletin H
Molecular Formula:   C25H32O4
Standard InCHIKey:  ZDRZYSABUKSQCN-SLJNZBNBSA-N
Standard InCHI:  InChI=1S/C25H32O4/c1-16(8-9-22(28)29)6-5-7-17(2)23-20(27)15-21-24(3)13-11-19(26)14-18(24)10-12-25(21,23)4/h5-9,18,21H,10-15H2,1-4H3,(H,28,29)/b7-5+,9-8+,16-6+,23-17-/t18-,21-,24-,25-/m0/s1
Canonical SMILES:  O=C1CC[C@]2([C@H](C1)CC[C@]1([C@H]2CC(=O)/C/1=C(/C=C/C=C(/C=C/C(=O)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
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota PMID[20627740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 50000 nM 10785412
NPT2 Others Unspecified IC50 > 50000 nM 15974618
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 50000 nM 21917452
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 21428459
NPT179 Cell Line A2780 Homo sapiens IC50 = 8190 nM 17363259

  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 NPC469804 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 NPC469805
0.987 High Similarity NPC279639
0.987 High Similarity NPC3856
0.974 High Similarity NPC469806
0.974 High Similarity NPC469799
0.9737 High Similarity NPC469797
0.9737 High Similarity NPC469798
0.9146 High Similarity NPC476293
0.9125 High Similarity NPC474976
0.9125 High Similarity NPC474790
0.9012 High Similarity NPC87552
0.9 High Similarity NPC472239
0.8947 High Similarity NPC329866
0.8947 High Similarity NPC474797
0.8947 High Similarity NPC474796
0.8941 High Similarity NPC474018
0.8941 High Similarity NPC473986
0.8902 High Similarity NPC60350
0.8831 High Similarity NPC469803
0.8831 High Similarity NPC476346
0.878 High Similarity NPC181743
0.878 High Similarity NPC16287
0.878 High Similarity NPC178025
0.8765 High Similarity NPC142253
0.8765 High Similarity NPC3511
0.8765 High Similarity NPC472867
0.869 High Similarity NPC163016
0.869 High Similarity NPC75315
0.8684 High Similarity NPC133253
0.8684 High Similarity NPC21944
0.8675 High Similarity NPC8571
0.8571 High Similarity NPC130016
0.8571 High Similarity NPC56747
0.8571 High Similarity NPC109576
0.8571 High Similarity NPC180015
0.8539 High Similarity NPC301534
0.8539 High Similarity NPC250757
0.8506 High Similarity NPC204341
0.8488 Intermediate Similarity NPC474844
0.8488 Intermediate Similarity NPC262043
0.8471 Intermediate Similarity NPC236618
0.8434 Intermediate Similarity NPC97913
0.8375 Intermediate Similarity NPC91665
0.8372 Intermediate Similarity NPC117122
0.8353 Intermediate Similarity NPC472869
0.8353 Intermediate Similarity NPC186975
0.8333 Intermediate Similarity NPC19849
0.8333 Intermediate Similarity NPC164577
0.8333 Intermediate Similarity NPC472864
0.8295 Intermediate Similarity NPC23217
0.8276 Intermediate Similarity NPC66344
0.8256 Intermediate Similarity NPC136948
0.825 Intermediate Similarity NPC469796
0.825 Intermediate Similarity NPC469793
0.8235 Intermediate Similarity NPC29447
0.8235 Intermediate Similarity NPC269638
0.8205 Intermediate Similarity NPC54123
0.8172 Intermediate Similarity NPC282524
0.8161 Intermediate Similarity NPC472870
0.8152 Intermediate Similarity NPC108368
0.8152 Intermediate Similarity NPC57079
0.8125 Intermediate Similarity NPC473171
0.8118 Intermediate Similarity NPC472865
0.8118 Intermediate Similarity NPC248758
0.8111 Intermediate Similarity NPC299100
0.8101 Intermediate Similarity NPC474228
0.8101 Intermediate Similarity NPC251705
0.8101 Intermediate Similarity NPC303613
0.8095 Intermediate Similarity NPC94200
0.8095 Intermediate Similarity NPC320514
0.8085 Intermediate Similarity NPC320447
0.8077 Intermediate Similarity NPC265782
0.8077 Intermediate Similarity NPC251929
0.8077 Intermediate Similarity NPC2634
0.8065 Intermediate Similarity NPC266955
0.8049 Intermediate Similarity NPC198240
0.8046 Intermediate Similarity NPC128644
0.8025 Intermediate Similarity NPC19907
0.8025 Intermediate Similarity NPC69408
0.8022 Intermediate Similarity NPC171395
0.8022 Intermediate Similarity NPC476174
0.8022 Intermediate Similarity NPC180950
0.8 Intermediate Similarity NPC309852
0.8 Intermediate Similarity NPC469939
0.8 Intermediate Similarity NPC72151
0.8 Intermediate Similarity NPC118423
0.8 Intermediate Similarity NPC20025
0.7979 Intermediate Similarity NPC115899
0.7978 Intermediate Similarity NPC474842
0.7978 Intermediate Similarity NPC475965
0.7978 Intermediate Similarity NPC472866
0.7976 Intermediate Similarity NPC278459
0.7976 Intermediate Similarity NPC4166
0.7976 Intermediate Similarity NPC477372
0.7975 Intermediate Similarity NPC470078
0.7975 Intermediate Similarity NPC115023
0.7975 Intermediate Similarity NPC234707
0.7975 Intermediate Similarity NPC305501
0.7957 Intermediate Similarity NPC166745
0.7957 Intermediate Similarity NPC235464
0.7955 Intermediate Similarity NPC72397
0.7952 Intermediate Similarity NPC190211
0.7949 Intermediate Similarity NPC139397
0.7935 Intermediate Similarity NPC29152
0.7931 Intermediate Similarity NPC168248
0.7927 Intermediate Similarity NPC61952
0.7912 Intermediate Similarity NPC474690
0.7901 Intermediate Similarity NPC65650
0.7901 Intermediate Similarity NPC293803
0.7901 Intermediate Similarity NPC255650
0.7895 Intermediate Similarity NPC107258
0.7889 Intermediate Similarity NPC470113
0.7882 Intermediate Similarity NPC268122
0.7882 Intermediate Similarity NPC311092
0.7875 Intermediate Similarity NPC470045
0.7875 Intermediate Similarity NPC470044
0.7865 Intermediate Similarity NPC118011
0.7865 Intermediate Similarity NPC36668
0.7849 Intermediate Similarity NPC156546
0.7848 Intermediate Similarity NPC282593
0.7848 Intermediate Similarity NPC159577
0.7848 Intermediate Similarity NPC35734
0.7848 Intermediate Similarity NPC260040
0.7848 Intermediate Similarity NPC307176
0.7841 Intermediate Similarity NPC476409
0.7831 Intermediate Similarity NPC105197
0.7826 Intermediate Similarity NPC293052
0.7826 Intermediate Similarity NPC88310
0.7816 Intermediate Similarity NPC472931
0.7816 Intermediate Similarity NPC472940
0.7816 Intermediate Similarity NPC11711
0.7812 Intermediate Similarity NPC473283
0.7812 Intermediate Similarity NPC329345
0.7812 Intermediate Similarity NPC475526
0.7812 Intermediate Similarity NPC475050
0.7805 Intermediate Similarity NPC180886
0.7805 Intermediate Similarity NPC474463
0.7802 Intermediate Similarity NPC472871
0.7802 Intermediate Similarity NPC242069
0.7792 Intermediate Similarity NPC242945
0.7792 Intermediate Similarity NPC259156
0.7792 Intermediate Similarity NPC255781
0.7791 Intermediate Similarity NPC41539
0.7791 Intermediate Similarity NPC49019
0.7791 Intermediate Similarity NPC83569
0.7791 Intermediate Similarity NPC69279
0.7791 Intermediate Similarity NPC168188
0.7791 Intermediate Similarity NPC310470
0.7791 Intermediate Similarity NPC470015
0.7789 Intermediate Similarity NPC99411
0.7778 Intermediate Similarity NPC255021
0.7765 Intermediate Similarity NPC147066
0.7753 Intermediate Similarity NPC48107
0.775 Intermediate Similarity NPC181204
0.7742 Intermediate Similarity NPC471153
0.7742 Intermediate Similarity NPC456
0.7742 Intermediate Similarity NPC472941
0.7738 Intermediate Similarity NPC170793
0.7738 Intermediate Similarity NPC477371
0.7727 Intermediate Similarity NPC472863
0.7727 Intermediate Similarity NPC6247
0.7722 Intermediate Similarity NPC256846
0.7722 Intermediate Similarity NPC182815
0.7711 Intermediate Similarity NPC97377
0.7708 Intermediate Similarity NPC114540
0.7708 Intermediate Similarity NPC155332
0.7708 Intermediate Similarity NPC32577
0.7692 Intermediate Similarity NPC476187
0.7684 Intermediate Similarity NPC35751
0.7683 Intermediate Similarity NPC476844
0.7674 Intermediate Similarity NPC133391
0.7674 Intermediate Similarity NPC100297
0.7667 Intermediate Similarity NPC214387
0.766 Intermediate Similarity NPC474785
0.766 Intermediate Similarity NPC474938
0.766 Intermediate Similarity NPC253826
0.766 Intermediate Similarity NPC110937
0.766 Intermediate Similarity NPC2049
0.7654 Intermediate Similarity NPC276336
0.7653 Intermediate Similarity NPC266570
0.7653 Intermediate Similarity NPC189863
0.7647 Intermediate Similarity NPC474509
0.764 Intermediate Similarity NPC141292
0.764 Intermediate Similarity NPC181327
0.764 Intermediate Similarity NPC477228
0.7634 Intermediate Similarity NPC209355
0.7625 Intermediate Similarity NPC40574
0.7619 Intermediate Similarity NPC179028
0.7619 Intermediate Similarity NPC169095
0.7619 Intermediate Similarity NPC275494
0.7619 Intermediate Similarity NPC82635
0.7619 Intermediate Similarity NPC471409
0.7619 Intermediate Similarity NPC74410
0.7619 Intermediate Similarity NPC470052
0.7614 Intermediate Similarity NPC311702
0.7614 Intermediate Similarity NPC94531
0.7614 Intermediate Similarity NPC474537
0.7614 Intermediate Similarity NPC123319
0.7614 Intermediate Similarity NPC142649
0.7609 Intermediate Similarity NPC474736

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469804 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
0.8462 Intermediate Similarity NPD4058 Approved
0.8077 Intermediate Similarity NPD4691 Approved
0.8 Intermediate Similarity NPD4687 Approved
0.8 Intermediate Similarity NPD5733 Approved
0.7949 Intermediate Similarity NPD4137 Phase 3
0.7848 Intermediate Similarity NPD4747 Approved
0.775 Intermediate Similarity NPD5276 Approved
0.7692 Intermediate Similarity NPD5281 Approved
0.7692 Intermediate Similarity NPD5284 Approved
0.7412 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7375 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6672 Approved
0.7363 Intermediate Similarity NPD5737 Approved
0.7333 Intermediate Similarity NPD4519 Discontinued
0.7333 Intermediate Similarity NPD7521 Approved
0.7333 Intermediate Similarity NPD7334 Approved
0.7333 Intermediate Similarity NPD5330 Approved
0.7333 Intermediate Similarity NPD7146 Approved
0.7333 Intermediate Similarity NPD6409 Approved
0.7333 Intermediate Similarity NPD4623 Approved
0.7333 Intermediate Similarity NPD6684 Approved
0.732 Intermediate Similarity NPD6404 Discontinued
0.7312 Intermediate Similarity NPD5694 Approved
0.7312 Intermediate Similarity NPD6050 Approved
0.7283 Intermediate Similarity NPD6904 Approved
0.7283 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD6080 Approved
0.7283 Intermediate Similarity NPD6673 Approved
0.7273 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4191 Approved
0.7273 Intermediate Similarity NPD4192 Approved
0.7273 Intermediate Similarity NPD4221 Approved
0.7273 Intermediate Similarity NPD4193 Approved
0.7273 Intermediate Similarity NPD4194 Approved
0.7273 Intermediate Similarity NPD4223 Phase 3
0.7222 Intermediate Similarity NPD5329 Approved
0.7204 Intermediate Similarity NPD5207 Approved
0.7204 Intermediate Similarity NPD5692 Phase 3
0.7174 Intermediate Similarity NPD6903 Approved
0.7174 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5280 Approved
0.7143 Intermediate Similarity NPD4694 Approved
0.7143 Intermediate Similarity NPD5690 Phase 2
0.7143 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD5693 Phase 1
0.7128 Intermediate Similarity NPD6079 Approved
0.7128 Intermediate Similarity NPD7637 Suspended
0.7113 Intermediate Similarity NPD6083 Phase 2
0.7113 Intermediate Similarity NPD6084 Phase 2
0.7111 Intermediate Similarity NPD3133 Approved
0.7111 Intermediate Similarity NPD4197 Approved
0.7111 Intermediate Similarity NPD3666 Approved
0.7111 Intermediate Similarity NPD3665 Phase 1
0.7053 Intermediate Similarity NPD6399 Phase 3
0.7045 Intermediate Similarity NPD4695 Discontinued
0.7033 Intermediate Similarity NPD5363 Approved
0.7021 Intermediate Similarity NPD5785 Approved
0.7011 Intermediate Similarity NPD3617 Approved
0.6989 Remote Similarity NPD5208 Approved
0.697 Remote Similarity NPD7639 Approved
0.697 Remote Similarity NPD7640 Approved
0.6957 Remote Similarity NPD4689 Approved
0.6957 Remote Similarity NPD4690 Approved
0.6957 Remote Similarity NPD4688 Approved
0.6957 Remote Similarity NPD4693 Phase 3
0.6957 Remote Similarity NPD4138 Approved
0.6957 Remote Similarity NPD6098 Approved
0.6957 Remote Similarity NPD5279 Phase 3
0.6957 Remote Similarity NPD3618 Phase 1
0.6957 Remote Similarity NPD5205 Approved
0.6947 Remote Similarity NPD7515 Phase 2
0.6932 Remote Similarity NPD4195 Approved
0.6923 Remote Similarity NPD4786 Approved
0.6915 Remote Similarity NPD4753 Phase 2
0.6915 Remote Similarity NPD5328 Approved
0.6907 Remote Similarity NPD5210 Approved
0.6907 Remote Similarity NPD4629 Approved
0.6907 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6907 Remote Similarity NPD5695 Phase 3
0.6889 Remote Similarity NPD3667 Approved
0.6882 Remote Similarity NPD3573 Approved
0.6869 Remote Similarity NPD5696 Approved
0.6869 Remote Similarity NPD7638 Approved
0.6837 Remote Similarity NPD5222 Approved
0.6837 Remote Similarity NPD5221 Approved
0.6837 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5211 Phase 2
0.6827 Remote Similarity NPD6899 Approved
0.6827 Remote Similarity NPD6881 Approved
0.6804 Remote Similarity NPD7748 Approved
0.6789 Remote Similarity NPD7115 Discovery
0.6768 Remote Similarity NPD5173 Approved
0.6739 Remote Similarity NPD3668 Phase 3
0.6735 Remote Similarity NPD5654 Approved
0.6731 Remote Similarity NPD5697 Approved
0.6703 Remote Similarity NPD4269 Approved
0.6703 Remote Similarity NPD4270 Approved
0.6699 Remote Similarity NPD5141 Approved
0.6698 Remote Similarity NPD6883 Approved
0.6698 Remote Similarity NPD7290 Approved
0.6698 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD4252 Approved
0.6667 Remote Similarity NPD7614 Phase 1
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD4096 Approved
0.6636 Remote Similarity NPD6650 Approved
0.6636 Remote Similarity NPD8130 Phase 1
0.6636 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD6869 Approved
0.6636 Remote Similarity NPD6847 Approved
0.6636 Remote Similarity NPD6649 Approved
0.6635 Remote Similarity NPD6675 Approved
0.6635 Remote Similarity NPD6402 Approved
0.6635 Remote Similarity NPD7128 Approved
0.6635 Remote Similarity NPD5739 Approved
0.6634 Remote Similarity NPD4696 Approved
0.6634 Remote Similarity NPD5285 Approved
0.6634 Remote Similarity NPD5286 Approved
0.6633 Remote Similarity NPD6001 Approved
0.6633 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4518 Approved
0.663 Remote Similarity NPD4788 Approved
0.663 Remote Similarity NPD5362 Discontinued
0.6604 Remote Similarity NPD6012 Approved
0.6604 Remote Similarity NPD6014 Approved
0.6604 Remote Similarity NPD6013 Approved
0.66 Remote Similarity NPD5959 Approved
0.66 Remote Similarity NPD7902 Approved
0.6593 Remote Similarity NPD8028 Phase 2
0.6574 Remote Similarity NPD8297 Approved
0.6574 Remote Similarity NPD6882 Approved
0.6571 Remote Similarity NPD6614 Approved
0.6569 Remote Similarity NPD5223 Approved
0.6531 Remote Similarity NPD5133 Approved
0.6531 Remote Similarity NPD4202 Approved
0.6522 Remote Similarity NPD5209 Approved
0.6509 Remote Similarity NPD7320 Approved
0.6505 Remote Similarity NPD5226 Approved
0.6505 Remote Similarity NPD5225 Approved
0.6505 Remote Similarity NPD4633 Approved
0.6505 Remote Similarity NPD5224 Approved
0.6505 Remote Similarity NPD5091 Approved
0.65 Remote Similarity NPD4697 Phase 3
0.6489 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7514 Phase 3
0.6477 Remote Similarity NPD8039 Approved
0.6465 Remote Similarity NPD7900 Approved
0.6465 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6456 Remote Similarity NPD287 Approved
0.6449 Remote Similarity NPD6373 Approved
0.6449 Remote Similarity NPD6372 Approved
0.6444 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6444 Remote Similarity NPD7145 Approved
0.6442 Remote Similarity NPD5174 Approved
0.6442 Remote Similarity NPD5175 Approved
0.6442 Remote Similarity NPD6052 Approved
0.6436 Remote Similarity NPD4755 Approved
0.6421 Remote Similarity NPD5786 Approved
0.6415 Remote Similarity NPD5701 Approved
0.6413 Remote Similarity NPD6902 Approved
0.64 Remote Similarity NPD6048 Clinical (unspecified phase)
0.64 Remote Similarity NPD6049 Phase 2
0.6396 Remote Similarity NPD6868 Approved
0.6395 Remote Similarity NPD7143 Approved
0.6395 Remote Similarity NPD7144 Approved
0.6373 Remote Similarity NPD4225 Approved
0.6364 Remote Similarity NPD5778 Approved
0.6364 Remote Similarity NPD5779 Approved
0.6364 Remote Similarity NPD4632 Approved
0.6355 Remote Similarity NPD6686 Approved
0.6346 Remote Similarity NPD7632 Discontinued
0.6337 Remote Similarity NPD7732 Phase 3
0.6333 Remote Similarity NPD6925 Approved
0.6333 Remote Similarity NPD4756 Discovery
0.6333 Remote Similarity NPD5776 Phase 2
0.633 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6322 Remote Similarity NPD7151 Approved
0.6322 Remote Similarity NPD7152 Approved
0.6322 Remote Similarity NPD7150 Approved
0.6322 Remote Similarity NPD6081 Approved
0.6316 Remote Similarity NPD1696 Phase 3
0.6311 Remote Similarity NPD4700 Approved
0.6304 Remote Similarity NPD7332 Phase 2
0.6304 Remote Similarity NPD4819 Approved
0.6304 Remote Similarity NPD4821 Approved
0.6304 Remote Similarity NPD4822 Approved
0.6304 Remote Similarity NPD5368 Approved
0.6304 Remote Similarity NPD4820 Approved
0.6283 Remote Similarity NPD6335 Approved
0.6279 Remote Similarity NPD6923 Approved
0.6279 Remote Similarity NPD6922 Approved
0.6277 Remote Similarity NPD7154 Phase 3
0.6277 Remote Similarity NPD5332 Approved
0.6277 Remote Similarity NPD5331 Approved
0.6265 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6264 Remote Similarity NPD4268 Approved
0.6264 Remote Similarity NPD4271 Approved

Structure

External Identifiers

PubChem CID   49799482
ChEMBL   CHEMBL1173625
ZINC  

Physicochemical Properties

Molecular Weight:  396.23
ALogP:  2.2865
MLogP:  3.77
XLogP:  4.427
# Rotatable Bonds:  9
Polar Surface Area:  71.44
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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