Natural Product: NPC259476

Natural Product ID:  NPC259476
Common Name:   Haterumaimide G
IUPAC Name:   (3R)-3-[(1S)-2-[(1S,4aS,7S,8aR)-7-chloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione
Synonyms:   Haterumaimide G
Molecular Formula:   C20H28ClNO4
Standard InCHIKey:  NWRSNRSZAJAFCO-KHVISUPTSA-N
Standard InCHI:  InChI=1S/C20H28ClNO4/c1-10-5-15(24)17-19(2,3)8-11(21)9-20(17,4)13(10)7-14(23)12-6-16(25)22-18(12)26/h11-14,17,23H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13-,14-,17-,20+/m0/s1
Canonical SMILES:  Cl[C@H]1CC(C)(C)[C@H]2[C@@](C1)(C)[C@@H](C[C@@H]([C@H]1CC(=NC1=O)O)O)C(=C)CC2=O
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
NPO33282 lissoclinum sp. Species Didemnidae Eukaryota PMID[11575950]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 > 10 ug/ml PubChem BioAssay data set

  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 NPC259476 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
0.95 High Similarity NPC168733
0.9314 High Similarity NPC92829
0.9135 High Similarity NPC7797
0.9048 High Similarity NPC122404
0.8962 High Similarity NPC24462
0.8796 High Similarity NPC216335
0.8131 Intermediate Similarity NPC42590
0.687 Remote Similarity NPC475800
0.6838 Remote Similarity NPC46764
0.6807 Remote Similarity NPC106479
0.6752 Remote Similarity NPC474725
0.6609 Remote Similarity NPC474563
0.6555 Remote Similarity NPC328052
0.6525 Remote Similarity NPC307903
0.6525 Remote Similarity NPC140251
0.65 Remote Similarity NPC12270
0.6455 Remote Similarity NPC314500
0.6417 Remote Similarity NPC476290
0.64 Remote Similarity NPC323532
0.6381 Remote Similarity NPC46881
0.6381 Remote Similarity NPC110780
0.6355 Remote Similarity NPC102292
0.6321 Remote Similarity NPC471036
0.6321 Remote Similarity NPC291320
0.6311 Remote Similarity NPC200085
0.6311 Remote Similarity NPC253703
0.6311 Remote Similarity NPC476269
0.6311 Remote Similarity NPC51695
0.6311 Remote Similarity NPC314858
0.6306 Remote Similarity NPC278106
0.6286 Remote Similarity NPC14151
0.6273 Remote Similarity NPC253618
0.6273 Remote Similarity NPC77001
0.6261 Remote Similarity NPC234542
0.625 Remote Similarity NPC59170
0.6239 Remote Similarity NPC259009
0.6239 Remote Similarity NPC476755
0.6239 Remote Similarity NPC165895
0.6226 Remote Similarity NPC476292
0.6226 Remote Similarity NPC212083
0.6226 Remote Similarity NPC474605
0.6226 Remote Similarity NPC145143
0.6216 Remote Similarity NPC80401
0.6216 Remote Similarity NPC180849
0.6216 Remote Similarity NPC470378
0.6216 Remote Similarity NPC261994
0.6216 Remote Similarity NPC149761
0.6214 Remote Similarity NPC474433
0.6214 Remote Similarity NPC469867
0.6214 Remote Similarity NPC106078
0.621 Remote Similarity NPC470540
0.6207 Remote Similarity NPC473224
0.6204 Remote Similarity NPC190704
0.6204 Remote Similarity NPC201655
0.6204 Remote Similarity NPC471034
0.6195 Remote Similarity NPC191094
0.6195 Remote Similarity NPC302008
0.619 Remote Similarity NPC164999
0.6182 Remote Similarity NPC56413
0.6174 Remote Similarity NPC167380
0.6168 Remote Similarity NPC118800
0.6168 Remote Similarity NPC472498
0.6161 Remote Similarity NPC299185
0.6161 Remote Similarity NPC476168
0.6161 Remote Similarity NPC250753
0.6154 Remote Similarity NPC469492
0.6154 Remote Similarity NPC476986
0.6154 Remote Similarity NPC470905
0.6147 Remote Similarity NPC470955
0.614 Remote Similarity NPC84018
0.614 Remote Similarity NPC29112
0.614 Remote Similarity NPC138245
0.614 Remote Similarity NPC231060
0.6136 Remote Similarity NPC477352
0.6134 Remote Similarity NPC119329
0.6132 Remote Similarity NPC223330
0.6132 Remote Similarity NPC209318
0.6117 Remote Similarity NPC476601
0.6111 Remote Similarity NPC146683
0.6111 Remote Similarity NPC474482
0.6111 Remote Similarity NPC475745
0.6111 Remote Similarity NPC476190
0.6106 Remote Similarity NPC82138
0.6106 Remote Similarity NPC474807
0.6106 Remote Similarity NPC226513
0.6106 Remote Similarity NPC59350
0.6106 Remote Similarity NPC199543
0.6106 Remote Similarity NPC181594
0.6106 Remote Similarity NPC144739
0.6102 Remote Similarity NPC469598
0.61 Remote Similarity NPC91369
0.6095 Remote Similarity NPC469517
0.6095 Remote Similarity NPC476812
0.6095 Remote Similarity NPC201459
0.6091 Remote Similarity NPC174619
0.6091 Remote Similarity NPC96496
0.6091 Remote Similarity NPC153604
0.6091 Remote Similarity NPC134197
0.6091 Remote Similarity NPC57469
0.6091 Remote Similarity NPC472495
0.6087 Remote Similarity NPC121857
0.6078 Remote Similarity NPC102313
0.6078 Remote Similarity NPC199316
0.6077 Remote Similarity NPC16709
0.6075 Remote Similarity NPC477858
0.6075 Remote Similarity NPC151519
0.6071 Remote Similarity NPC100313
0.6071 Remote Similarity NPC51486
0.6063 Remote Similarity NPC476956
0.6058 Remote Similarity NPC149249
0.6058 Remote Similarity NPC476811
0.6058 Remote Similarity NPC238227
0.6055 Remote Similarity NPC474218
0.6053 Remote Similarity NPC477290
0.6053 Remote Similarity NPC153775
0.6053 Remote Similarity NPC129004
0.6053 Remote Similarity NPC91772
0.6053 Remote Similarity NPC473314
0.6053 Remote Similarity NPC29247
0.6053 Remote Similarity NPC261333
0.6053 Remote Similarity NPC292374
0.6053 Remote Similarity NPC104371
0.6053 Remote Similarity NPC101233
0.6053 Remote Similarity NPC289539
0.6053 Remote Similarity NPC111524
0.6053 Remote Similarity NPC64006
0.6053 Remote Similarity NPC215271
0.6038 Remote Similarity NPC157895
0.6038 Remote Similarity NPC104120
0.6038 Remote Similarity NPC148685
0.6036 Remote Similarity NPC470417
0.6036 Remote Similarity NPC183374
0.6036 Remote Similarity NPC474719
0.6036 Remote Similarity NPC211162
0.6036 Remote Similarity NPC328313
0.6034 Remote Similarity NPC111187
0.6034 Remote Similarity NPC190080
0.6033 Remote Similarity NPC244982
0.6033 Remote Similarity NPC476756
0.602 Remote Similarity NPC103734
0.6019 Remote Similarity NPC472743
0.6019 Remote Similarity NPC475726
0.6019 Remote Similarity NPC312480
0.6018 Remote Similarity NPC198242
0.6018 Remote Similarity NPC211403
0.6018 Remote Similarity NPC154101
0.6 Remote Similarity NPC34190
0.6 Remote Similarity NPC269543
0.6 Remote Similarity NPC472485
0.6 Remote Similarity NPC142352
0.6 Remote Similarity NPC70661
0.6 Remote Similarity NPC476810
0.6 Remote Similarity NPC41070
0.6 Remote Similarity NPC76164
0.6 Remote Similarity NPC247783
0.6 Remote Similarity NPC194417
0.6 Remote Similarity NPC263347
0.6 Remote Similarity NPC185638
0.6 Remote Similarity NPC153699
0.6 Remote Similarity NPC14537
0.6 Remote Similarity NPC96425
0.6 Remote Similarity NPC472738
0.6 Remote Similarity NPC210214
0.5984 Remote Similarity NPC128210
0.5983 Remote Similarity NPC288
0.5983 Remote Similarity NPC26270
0.5983 Remote Similarity NPC471038
0.5983 Remote Similarity NPC109059
0.5982 Remote Similarity NPC54689
0.5982 Remote Similarity NPC213832
0.5982 Remote Similarity NPC24772
0.5982 Remote Similarity NPC116146
0.5982 Remote Similarity NPC477943
0.5982 Remote Similarity NPC57954
0.5981 Remote Similarity NPC328264
0.5981 Remote Similarity NPC474484
0.5981 Remote Similarity NPC475951
0.5981 Remote Similarity NPC116797
0.5981 Remote Similarity NPC103754
0.5965 Remote Similarity NPC472496
0.5963 Remote Similarity NPC321187
0.5963 Remote Similarity NPC214043
0.5963 Remote Similarity NPC85774
0.5963 Remote Similarity NPC329043
0.5963 Remote Similarity NPC221758
0.5963 Remote Similarity NPC474233
0.5963 Remote Similarity NPC58841
0.5963 Remote Similarity NPC161423
0.5963 Remote Similarity NPC59453
0.5963 Remote Similarity NPC227064
0.5963 Remote Similarity NPC82902
0.5952 Remote Similarity NPC476814
0.5952 Remote Similarity NPC476813
0.595 Remote Similarity NPC473252
0.5948 Remote Similarity NPC247220
0.5948 Remote Similarity NPC13949
0.5948 Remote Similarity NPC135548
0.5948 Remote Similarity NPC140242
0.5948 Remote Similarity NPC165616
0.5948 Remote Similarity NPC264979

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC259476 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
0.65 Remote Similarity NPD1719 Phase 1
0.623 Remote Similarity NPD5215 Approved
0.6142 Remote Similarity NPD4522 Approved
0.608 Remote Similarity NPD5167 Approved
0.6075 Remote Similarity NPD3667 Approved
0.6016 Remote Similarity NPD5169 Approved
0.6 Remote Similarity NPD3618 Phase 1
0.5984 Remote Similarity NPD5168 Approved
0.5971 Remote Similarity NPD6333 Approved
0.5971 Remote Similarity NPD6334 Approved
0.5968 Remote Similarity NPD5216 Approved
0.5968 Remote Similarity NPD5217 Approved
0.5968 Remote Similarity NPD5127 Approved
0.5963 Remote Similarity NPD3133 Approved
0.5963 Remote Similarity NPD4786 Approved
0.5963 Remote Similarity NPD3665 Phase 1
0.5963 Remote Similarity NPD3666 Approved
0.5891 Remote Similarity NPD7100 Approved
0.5887 Remote Similarity NPD6420 Discontinued
0.5872 Remote Similarity NPD4788 Approved
0.5833 Remote Similarity NPD5091 Approved
0.5826 Remote Similarity NPD6399 Phase 3
0.5766 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5739 Remote Similarity NPD8034 Phase 2
0.5739 Remote Similarity NPD8035 Phase 2
0.5726 Remote Similarity NPD5128 Approved
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5279 Phase 3
0.5702 Remote Similarity NPD5328 Approved
0.5702 Remote Similarity NPD4753 Phase 2
0.5693 Remote Similarity NPD6914 Discontinued
0.5693 Remote Similarity NPD5956 Approved
0.5692 Remote Similarity NPD6314 Approved
0.5692 Remote Similarity NPD6335 Approved
0.5692 Remote Similarity NPD6313 Approved
0.569 Remote Similarity NPD5781 Clinical (unspecified phase)
0.569 Remote Similarity NPD4202 Approved
0.5678 Remote Similarity NPD4697 Phase 3
0.5676 Remote Similarity NPD3668 Phase 3
0.5667 Remote Similarity NPD8418 Phase 2
0.5659 Remote Similarity NPD6868 Approved
0.5649 Remote Similarity NPD7101 Approved
0.563 Remote Similarity NPD4755 Approved
0.5603 Remote Similarity NPD6079 Approved
0.5603 Remote Similarity NPD7515 Phase 2
0.56 Remote Similarity NPD6415 Discontinued
0.56 Remote Similarity NPD3171 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10937812
ChEMBL   CHEMBL518723
ZINC  

Physicochemical Properties

Molecular Weight:  381.17
ALogP:  0.7961
MLogP:  3
XLogP:  2.789
# Rotatable Bonds:  9
Polar Surface Area:  86.96
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  26

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs