Natural Product: NPC293312

Natural Product ID:  NPC293312
Common Name:   Hamigeran A
IUPAC Name:   methyl (1R,3aR,4R,9bR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-propan-2-yl-1,2,3,9b-tetrahydrocyclopenta[a]naphthalene-4-carboxylate
Synonyms:  
Molecular Formula:   C20H25BrO5
Standard InCHIKey:  ZUMYUUHSQZYLPD-VKUYIICUSA-N
Standard InCHI:  InChI=1S/C20H25BrO5/c1-9(2)11-6-7-19(4)14(11)12-8-10(3)15(21)16(22)13(12)17(23)20(19,25)18(24)26-5/h8-9,11,14,22,25H,6-7H2,1-5H3/t11-,14-,19-,20-/m1/s1
Canonical SMILES:  COC(=O)[C@]1(O)C(=O)c2c([C@@H]3[C@@]1(C)CC[C@@H]3C(C)C)cc(c(c2O)Br)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
NPO2050 Hamigera tarangaensis Species Hymedesmiidae Eukaryota PMID[10650083]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 31600 nM 12747783
NPT2 Others Unspecified IC50 = 31600 nM 21417417
NPT168 Cell Line P388 Mus musculus IC50 = 31600 nM 25499882

  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 NPC293312 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
0.8896 High Similarity NPC200331
0.8662 High Similarity NPC160839
0.8086 Intermediate Similarity NPC84426
0.7882 Intermediate Similarity NPC474777
0.7844 Intermediate Similarity NPC474310
0.7784 Intermediate Similarity NPC94781
0.7719 Intermediate Similarity NPC471456
0.7647 Intermediate Similarity NPC475093
0.7647 Intermediate Similarity NPC11892
0.7633 Intermediate Similarity NPC280753
0.7633 Intermediate Similarity NPC44378
0.7614 Intermediate Similarity NPC471687
0.7605 Intermediate Similarity NPC474309
0.7598 Intermediate Similarity NPC24435
0.7584 Intermediate Similarity NPC470566
0.7572 Intermediate Similarity NPC474360
0.756 Intermediate Similarity NPC120536
0.7545 Intermediate Similarity NPC29932
0.7544 Intermediate Similarity NPC205918
0.7542 Intermediate Similarity NPC470567
0.7529 Intermediate Similarity NPC142654
0.7529 Intermediate Similarity NPC120171
0.7515 Intermediate Similarity NPC5568
0.7515 Intermediate Similarity NPC168471
0.75 Intermediate Similarity NPC475923
0.7485 Intermediate Similarity NPC271451
0.7485 Intermediate Similarity NPC474311
0.7471 Intermediate Similarity NPC470479
0.7471 Intermediate Similarity NPC17600
0.7456 Intermediate Similarity NPC63918
0.7456 Intermediate Similarity NPC136878
0.7427 Intermediate Similarity NPC52931
0.7425 Intermediate Similarity NPC308572
0.7423 Intermediate Similarity NPC477596
0.741 Intermediate Similarity NPC315578
0.7396 Intermediate Similarity NPC170055
0.7394 Intermediate Similarity NPC230811
0.7384 Intermediate Similarity NPC315520
0.7384 Intermediate Similarity NPC37642
0.7378 Intermediate Similarity NPC472308
0.7374 Intermediate Similarity NPC211592
0.7374 Intermediate Similarity NPC203426
0.7365 Intermediate Similarity NPC477275
0.7365 Intermediate Similarity NPC272907
0.7365 Intermediate Similarity NPC2681
0.7362 Intermediate Similarity NPC477594
0.7362 Intermediate Similarity NPC52368
0.7362 Intermediate Similarity NPC218854
0.7356 Intermediate Similarity NPC209393
0.7356 Intermediate Similarity NPC205172
0.7356 Intermediate Similarity NPC312482
0.7353 Intermediate Similarity NPC285122
0.7349 Intermediate Similarity NPC26924
0.7337 Intermediate Similarity NPC300684
0.7337 Intermediate Similarity NPC218866
0.7337 Intermediate Similarity NPC126707
0.7337 Intermediate Similarity NPC84568
0.7337 Intermediate Similarity NPC48130
0.7333 Intermediate Similarity NPC165460
0.7333 Intermediate Similarity NPC471452
0.7333 Intermediate Similarity NPC477592
0.7321 Intermediate Similarity NPC248068
0.7317 Intermediate Similarity NPC290803
0.7314 Intermediate Similarity NPC192219
0.7314 Intermediate Similarity NPC3449
0.7314 Intermediate Similarity NPC174599
0.7314 Intermediate Similarity NPC82190
0.7305 Intermediate Similarity NPC471853
0.7305 Intermediate Similarity NPC3218
0.7303 Intermediate Similarity NPC117985
0.7301 Intermediate Similarity NPC114183
0.7299 Intermediate Similarity NPC184284
0.7299 Intermediate Similarity NPC115249
0.7299 Intermediate Similarity NPC76041
0.7294 Intermediate Similarity NPC75295
0.7294 Intermediate Similarity NPC258856
0.7294 Intermediate Similarity NPC97188
0.7294 Intermediate Similarity NPC470038
0.7293 Intermediate Similarity NPC473094
0.7289 Intermediate Similarity NPC477593
0.7288 Intermediate Similarity NPC314795
0.7278 Intermediate Similarity NPC143898
0.7273 Intermediate Similarity NPC148323
0.7273 Intermediate Similarity NPC471237
0.7273 Intermediate Similarity NPC283480
0.7273 Intermediate Similarity NPC118919
0.7273 Intermediate Similarity NPC177967
0.7273 Intermediate Similarity NPC478027
0.7267 Intermediate Similarity NPC171460
0.7262 Intermediate Similarity NPC477595
0.7257 Intermediate Similarity NPC470408
0.7257 Intermediate Similarity NPC474824
0.7257 Intermediate Similarity NPC137301
0.7257 Intermediate Similarity NPC218870
0.7257 Intermediate Similarity NPC182921
0.7257 Intermediate Similarity NPC478231
0.7257 Intermediate Similarity NPC472211
0.7257 Intermediate Similarity NPC470102
0.7256 Intermediate Similarity NPC270899
0.7256 Intermediate Similarity NPC202225
0.7256 Intermediate Similarity NPC12070
0.7256 Intermediate Similarity NPC293454
0.7253 Intermediate Similarity NPC473095
0.7253 Intermediate Similarity NPC473096
0.7251 Intermediate Similarity NPC246229
0.7251 Intermediate Similarity NPC191899
0.7246 Intermediate Similarity NPC103337
0.7246 Intermediate Similarity NPC114620
0.7241 Intermediate Similarity NPC477276
0.7239 Intermediate Similarity NPC309430
0.7232 Intermediate Similarity NPC208651
0.7232 Intermediate Similarity NPC206641
0.7229 Intermediate Similarity NPC471236
0.7229 Intermediate Similarity NPC197766
0.7229 Intermediate Similarity NPC156888
0.7229 Intermediate Similarity NPC470722
0.7229 Intermediate Similarity NPC53001
0.7229 Intermediate Similarity NPC6100
0.7229 Intermediate Similarity NPC470721
0.7222 Intermediate Similarity NPC108129
0.7222 Intermediate Similarity NPC475741
0.7216 Intermediate Similarity NPC317585
0.7216 Intermediate Similarity NPC208173
0.7216 Intermediate Similarity NPC478221
0.7216 Intermediate Similarity NPC170189
0.7216 Intermediate Similarity NPC69043
0.7216 Intermediate Similarity NPC472890
0.7216 Intermediate Similarity NPC478230
0.7212 Intermediate Similarity NPC249272
0.7209 Intermediate Similarity NPC166583
0.7209 Intermediate Similarity NPC53362
0.7195 Intermediate Similarity NPC254603
0.7195 Intermediate Similarity NPC49742
0.7195 Intermediate Similarity NPC180261
0.7195 Intermediate Similarity NPC37299
0.7195 Intermediate Similarity NPC78307
0.7191 Intermediate Similarity NPC470339
0.7186 Intermediate Similarity NPC87723
0.7184 Intermediate Similarity NPC470037
0.7184 Intermediate Similarity NPC472891
0.7178 Intermediate Similarity NPC471851
0.7178 Intermediate Similarity NPC41847
0.7176 Intermediate Similarity NPC100242
0.7176 Intermediate Similarity NPC159721
0.7176 Intermediate Similarity NPC477207
0.7175 Intermediate Similarity NPC4547
0.7175 Intermediate Similarity NPC276815
0.7175 Intermediate Similarity NPC471968
0.7175 Intermediate Similarity NPC474861
0.7175 Intermediate Similarity NPC25850
0.7169 Intermediate Similarity NPC86524
0.7169 Intermediate Similarity NPC158481
0.7168 Intermediate Similarity NPC477206
0.7168 Intermediate Similarity NPC112816
0.7167 Intermediate Similarity NPC144843
0.716 Intermediate Similarity NPC110810
0.716 Intermediate Similarity NPC278928
0.716 Intermediate Similarity NPC149533
0.7159 Intermediate Similarity NPC471695
0.7158 Intermediate Similarity NPC475976
0.7151 Intermediate Similarity NPC163846
0.7151 Intermediate Similarity NPC473023
0.7151 Intermediate Similarity NPC58752
0.7151 Intermediate Similarity NPC295914
0.7151 Intermediate Similarity NPC472055
0.7151 Intermediate Similarity NPC225173
0.7151 Intermediate Similarity NPC47623
0.7151 Intermediate Similarity NPC469498
0.7143 Intermediate Similarity NPC84672
0.7143 Intermediate Similarity NPC124842
0.7143 Intermediate Similarity NPC72667
0.7143 Intermediate Similarity NPC78364
0.7143 Intermediate Similarity NPC69424
0.7143 Intermediate Similarity NPC256162
0.7143 Intermediate Similarity NPC176130
0.7143 Intermediate Similarity NPC59775
0.7135 Intermediate Similarity NPC246466
0.7135 Intermediate Similarity NPC478226
0.7135 Intermediate Similarity NPC283301
0.7135 Intermediate Similarity NPC260152
0.7135 Intermediate Similarity NPC478225
0.7135 Intermediate Similarity NPC103910
0.7135 Intermediate Similarity NPC472889
0.7135 Intermediate Similarity NPC42540
0.7135 Intermediate Similarity NPC151607
0.7134 Intermediate Similarity NPC88864
0.7127 Intermediate Similarity NPC161151
0.7126 Intermediate Similarity NPC194579
0.7126 Intermediate Similarity NPC475957
0.7125 Intermediate Similarity NPC123506
0.712 Intermediate Similarity NPC313717
0.712 Intermediate Similarity NPC315306
0.7119 Intermediate Similarity NPC314257
0.7118 Intermediate Similarity NPC184935
0.7118 Intermediate Similarity NPC322112
0.7118 Intermediate Similarity NPC314271
0.7117 Intermediate Similarity NPC198305
0.7117 Intermediate Similarity NPC253488
0.711 Intermediate Similarity NPC476821
0.711 Intermediate Similarity NPC470757

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC293312 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
0.6994 Remote Similarity NPD2533 Approved
0.6994 Remote Similarity NPD2532 Approved
0.6994 Remote Similarity NPD2534 Approved
0.6957 Remote Similarity NPD7473 Discontinued
0.6923 Remote Similarity NPD5408 Approved
0.6923 Remote Similarity NPD5404 Approved
0.6923 Remote Similarity NPD5406 Approved
0.6923 Remote Similarity NPD5405 Approved
0.6897 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6232 Discontinued
0.6879 Remote Similarity NPD3300 Phase 2
0.6864 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6859 Remote Similarity NPD8150 Discontinued
0.6839 Remote Similarity NPD7390 Discontinued
0.6798 Remote Similarity NPD6599 Discontinued
0.677 Remote Similarity NPD1201 Approved
0.6744 Remote Similarity NPD970 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3226 Approved
0.674 Remote Similarity NPD2296 Approved
0.6718 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6707 Remote Similarity NPD1470 Approved
0.6701 Remote Similarity NPD4287 Approved
0.6686 Remote Similarity NPD2346 Discontinued
0.6667 Remote Similarity NPD4628 Phase 3
0.6667 Remote Similarity NPD7075 Discontinued
0.6646 Remote Similarity NPD3019 Approved
0.6646 Remote Similarity NPD2932 Approved
0.6628 Remote Similarity NPD2935 Discontinued
0.661 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6593 Remote Similarity NPD7819 Suspended
0.6593 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6591 Remote Similarity NPD7236 Approved
0.657 Remote Similarity NPD651 Clinical (unspecified phase)
0.6568 Remote Similarity NPD6663 Approved
0.6561 Remote Similarity NPD7799 Discontinued
0.6557 Remote Similarity NPD4288 Approved
0.6556 Remote Similarity NPD7458 Discontinued
0.6527 Remote Similarity NPD5736 Approved
0.6524 Remote Similarity NPD5710 Approved
0.6524 Remote Similarity NPD5711 Approved
0.6514 Remote Similarity NPD2800 Approved
0.6513 Remote Similarity NPD8434 Phase 2
0.6503 Remote Similarity NPD2393 Clinical (unspecified phase)
0.65 Remote Similarity NPD7239 Suspended
0.6482 Remote Similarity NPD6534 Approved
0.6482 Remote Similarity NPD6535 Approved
0.6481 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7003 Approved
0.6471 Remote Similarity NPD6959 Discontinued
0.6467 Remote Similarity NPD3817 Phase 2
0.6461 Remote Similarity NPD6799 Approved
0.6453 Remote Similarity NPD6651 Approved
0.6448 Remote Similarity NPD6801 Discontinued
0.6447 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6443 Remote Similarity NPD8312 Approved
0.6443 Remote Similarity NPD8313 Approved
0.6439 Remote Similarity NPD8319 Approved
0.6439 Remote Similarity NPD8320 Phase 1
0.6433 Remote Similarity NPD943 Approved
0.6432 Remote Similarity NPD3882 Suspended
0.6429 Remote Similarity NPD4380 Phase 2
0.6412 Remote Similarity NPD3764 Approved
0.64 Remote Similarity NPD5763 Approved
0.64 Remote Similarity NPD5762 Approved
0.639 Remote Similarity NPD7435 Discontinued
0.6386 Remote Similarity NPD7700 Phase 2
0.6386 Remote Similarity NPD7699 Phase 2
0.6384 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6384 Remote Similarity NPD8166 Discontinued
0.6379 Remote Similarity NPD2799 Discontinued
0.6378 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6378 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6359 Remote Similarity NPD1934 Approved
0.6358 Remote Similarity NPD1607 Approved
0.6354 Remote Similarity NPD5844 Phase 1
0.6353 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6343 Remote Similarity NPD6100 Approved
0.6343 Remote Similarity NPD6099 Approved
0.634 Remote Similarity NPD6764 Approved
0.634 Remote Similarity NPD6765 Approved
0.634 Remote Similarity NPD6559 Discontinued
0.6337 Remote Similarity NPD4060 Phase 1
0.6333 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6328 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6324 Remote Similarity NPD6776 Approved
0.6324 Remote Similarity NPD6779 Approved
0.6324 Remote Similarity NPD2801 Approved
0.6324 Remote Similarity NPD6777 Approved
0.6324 Remote Similarity NPD6781 Approved
0.6324 Remote Similarity NPD6780 Approved
0.6324 Remote Similarity NPD6782 Approved
0.6324 Remote Similarity NPD6778 Approved
0.631 Remote Similarity NPD1164 Approved
0.6303 Remote Similarity NPD3023 Approved
0.6303 Remote Similarity NPD3026 Approved
0.6298 Remote Similarity NPD6273 Approved
0.6298 Remote Similarity NPD1512 Approved
0.6296 Remote Similarity NPD405 Clinical (unspecified phase)
0.6286 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6166 Phase 2
0.6283 Remote Similarity NPD6167 Clinical (unspecified phase)
0.628 Remote Similarity NPD3025 Approved
0.628 Remote Similarity NPD3024 Approved
0.6279 Remote Similarity NPD7961 Discontinued
0.6273 Remote Similarity NPD5951 Approved
0.6273 Remote Similarity NPD2629 Approved
0.6272 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6269 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6257 Remote Similarity NPD6190 Approved
0.625 Remote Similarity NPD1283 Approved
0.6243 Remote Similarity NPD1240 Approved
0.6243 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6238 Remote Similarity NPD7539 Clinical (unspecified phase)
0.623 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6223 Remote Similarity NPD3749 Approved
0.6221 Remote Similarity NPD2313 Discontinued
0.6216 Remote Similarity NPD7411 Suspended
0.6213 Remote Similarity NPD3094 Phase 2
0.6212 Remote Similarity NPD6785 Approved
0.6212 Remote Similarity NPD6784 Approved
0.6211 Remote Similarity NPD8127 Discontinued
0.6209 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6209 Remote Similarity NPD7874 Approved
0.6207 Remote Similarity NPD6355 Discontinued
0.6207 Remote Similarity NPD230 Phase 1
0.6203 Remote Similarity NPD5402 Approved
0.6203 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6193 Remote Similarity NPD1510 Phase 2
0.6188 Remote Similarity NPD1511 Approved
0.6173 Remote Similarity NPD5029 Approved
0.6173 Remote Similarity NPD5027 Approved
0.6173 Remote Similarity NPD5031 Approved
0.617 Remote Similarity NPD7058 Phase 2
0.617 Remote Similarity NPD4868 Clinical (unspecified phase)
0.617 Remote Similarity NPD7057 Phase 3
0.6168 Remote Similarity NPD3092 Approved
0.6162 Remote Similarity NPD7028 Phase 2
0.6158 Remote Similarity NPD5494 Approved
0.6154 Remote Similarity NPD1876 Approved
0.6154 Remote Similarity NPD7696 Phase 3
0.6154 Remote Similarity NPD7697 Approved
0.6154 Remote Similarity NPD7698 Approved
0.615 Remote Similarity NPD5761 Phase 2
0.615 Remote Similarity NPD5760 Phase 2
0.6145 Remote Similarity NPD4626 Approved
0.6142 Remote Similarity NPD5026 Approved
0.6142 Remote Similarity NPD4955 Approved
0.6142 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6142 Remote Similarity NPD5034 Approved
0.6142 Remote Similarity NPD36 Approved
0.6142 Remote Similarity NPD4954 Approved
0.6142 Remote Similarity NPD5028 Approved
0.6139 Remote Similarity NPD3269 Clinical (unspecified phase)
0.6138 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6134 Remote Similarity NPD3818 Discontinued
0.6131 Remote Similarity NPD3972 Approved
0.6127 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7199 Phase 2
0.6124 Remote Similarity NPD7870 Phase 2
0.6124 Remote Similarity NPD1471 Phase 3
0.6124 Remote Similarity NPD2344 Approved
0.6124 Remote Similarity NPD7871 Phase 2
0.6122 Remote Similarity NPD6797 Phase 2
0.6121 Remote Similarity NPD9545 Approved
0.6114 Remote Similarity NPD7701 Phase 2
0.6114 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6111 Remote Similarity NPD3750 Approved
0.6108 Remote Similarity NPD6213 Phase 3
0.6108 Remote Similarity NPD6212 Phase 3
0.6108 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6108 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6234 Discontinued
0.6105 Remote Similarity NPD919 Approved
0.6103 Remote Similarity NPD7801 Approved
0.61 Remote Similarity NPD5037 Approved
0.61 Remote Similarity NPD5038 Approved
0.6099 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6098 Remote Similarity NPD9493 Approved
0.6096 Remote Similarity NPD37 Approved
0.6095 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6092 Remote Similarity NPD8032 Phase 2
0.6091 Remote Similarity NPD5030 Phase 2
0.6091 Remote Similarity NPD7251 Discontinued
0.6091 Remote Similarity NPD8368 Discontinued
0.6091 Remote Similarity NPD7685 Pre-registration
0.6087 Remote Similarity NPD5403 Approved
0.6085 Remote Similarity NPD7768 Phase 2
0.6082 Remote Similarity NPD2798 Approved
0.608 Remote Similarity NPD8407 Phase 2
0.6071 Remote Similarity NPD1281 Approved
0.6071 Remote Similarity NPD7074 Phase 3
0.6067 Remote Similarity NPD1551 Phase 2
0.6064 Remote Similarity NPD1465 Phase 2
0.6061 Remote Similarity NPD7808 Phase 3
0.6059 Remote Similarity NPD5968 Phase 3
0.6057 Remote Similarity NPD2979 Phase 3
0.6051 Remote Similarity NPD7177 Discontinued
0.605 Remote Similarity NPD5036 Approved

Structure

External Identifiers

PubChem CID   10025421
ChEMBL   CHEMBL364659
ZINC  

Physicochemical Properties

Molecular Weight:  424.09
ALogP:  0.9282
MLogP:  3
XLogP:  4.141
# Rotatable Bonds:  11
Polar Surface Area:  83.83
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  26

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs