Natural Product: NPC84426

Natural Product ID:  NPC84426
Common Name:   4-Bromohamigeran B
IUPAC Name:   (1R,3aR,9bS)-7,9-dibromo-6-hydroxy-3a,8-dimethyl-1-propan-2-yl-1,2,3,9b-tetrahydrocyclopenta[a]naphthalene-4,5-dione
Synonyms:  
Molecular Formula:   C18H20Br2O3
Standard InCHIKey:  XKEGJOWTEPEJJA-YHRQMHJJSA-N
Standard InCHI:  InChI=1S/C18H20Br2O3/c1-7(2)9-5-6-18(4)12(9)10-11(16(22)17(18)23)15(21)14(20)8(3)13(10)19/h7,9,12,21H,5-6H2,1-4H3/t9-,12-,18-/m1/s1
Canonical SMILES:  CC([C@H]1CC[C@@]2([C@H]1c1c(Br)c(C)c(c(c1C(=O)C2=O)O)Br)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
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
NPT168 Cell Line P388 Mus musculus IC50 = 13900 nM 19364864

  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 NPC84426 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
0.9296 High Similarity NPC160839
0.8176 Intermediate Similarity NPC200331
0.8086 Intermediate Similarity NPC293312
0.7593 Intermediate Similarity NPC474777
0.7485 Intermediate Similarity NPC203426
0.7483 Intermediate Similarity NPC19432
0.7397 Intermediate Similarity NPC12818
0.7361 Intermediate Similarity NPC472046
0.731 Intermediate Similarity NPC24435
0.7248 Intermediate Similarity NPC471530
0.72 Intermediate Similarity NPC48248
0.7193 Intermediate Similarity NPC470566
0.7181 Intermediate Similarity NPC472047
0.7171 Intermediate Similarity NPC17083
0.7162 Intermediate Similarity NPC68756
0.7162 Intermediate Similarity NPC142956
0.7162 Intermediate Similarity NPC152525
0.7161 Intermediate Similarity NPC472308
0.7161 Intermediate Similarity NPC193358
0.7152 Intermediate Similarity NPC105702
0.7151 Intermediate Similarity NPC470567
0.7143 Intermediate Similarity NPC307174
0.7143 Intermediate Similarity NPC52368
0.7143 Intermediate Similarity NPC218854
0.7133 Intermediate Similarity NPC84672
0.7133 Intermediate Similarity NPC72667
0.7133 Intermediate Similarity NPC176130
0.7133 Intermediate Similarity NPC78364
0.7133 Intermediate Similarity NPC69424
0.7124 Intermediate Similarity NPC58685
0.7118 Intermediate Similarity NPC471687
0.7105 Intermediate Similarity NPC108129
0.7095 Intermediate Similarity NPC275145
0.7078 Intermediate Similarity NPC115458
0.7078 Intermediate Similarity NPC114183
0.7075 Intermediate Similarity NPC154696
0.7067 Intermediate Similarity NPC254492
0.7051 Intermediate Similarity NPC474311
0.7047 Intermediate Similarity NPC173978
0.7047 Intermediate Similarity NPC74507
0.7047 Intermediate Similarity NPC199273
0.7047 Intermediate Similarity NPC234890
0.7039 Intermediate Similarity NPC146647
0.7039 Intermediate Similarity NPC34414
0.7039 Intermediate Similarity NPC171460
0.7039 Intermediate Similarity NPC303910
0.7039 Intermediate Similarity NPC276238
0.7032 Intermediate Similarity NPC270899
0.7032 Intermediate Similarity NPC12070
0.7014 Intermediate Similarity NPC477453
0.7 Intermediate Similarity NPC131799
0.6993 Remote Similarity NPC475741
0.6993 Remote Similarity NPC55949
0.6987 Remote Similarity NPC249272
0.6974 Remote Similarity NPC282923
0.6974 Remote Similarity NPC3009
0.6968 Remote Similarity NPC111845
0.6968 Remote Similarity NPC138472
0.6954 Remote Similarity NPC227741
0.6954 Remote Similarity NPC136342
0.6954 Remote Similarity NPC49647
0.6954 Remote Similarity NPC295202
0.6954 Remote Similarity NPC306765
0.6954 Remote Similarity NPC71610
0.6954 Remote Similarity NPC3224
0.6954 Remote Similarity NPC160499
0.6948 Remote Similarity NPC471851
0.6943 Remote Similarity NPC272268
0.6939 Remote Similarity NPC206778
0.6939 Remote Similarity NPC285829
0.6937 Remote Similarity NPC477275
0.6937 Remote Similarity NPC92079
0.6923 Remote Similarity NPC161964
0.6923 Remote Similarity NPC202225
0.6923 Remote Similarity NPC472262
0.6923 Remote Similarity NPC287604
0.6913 Remote Similarity NPC282577
0.6913 Remote Similarity NPC300274
0.6899 Remote Similarity NPC53001
0.6892 Remote Similarity NPC259703
0.6892 Remote Similarity NPC190971
0.6892 Remote Similarity NPC32322
0.6879 Remote Similarity NPC153088
0.6879 Remote Similarity NPC283088
0.6879 Remote Similarity NPC90245
0.6875 Remote Similarity NPC96421
0.6871 Remote Similarity NPC473974
0.6871 Remote Similarity NPC79933
0.6871 Remote Similarity NPC258366
0.6871 Remote Similarity NPC31296
0.6867 Remote Similarity NPC375356
0.6867 Remote Similarity NPC198014
0.6863 Remote Similarity NPC96024
0.6859 Remote Similarity NPC225051
0.6859 Remote Similarity NPC53896
0.6859 Remote Similarity NPC78307
0.6859 Remote Similarity NPC477139
0.6857 Remote Similarity NPC475976
0.6855 Remote Similarity NPC87723
0.6839 Remote Similarity NPC205992
0.6839 Remote Similarity NPC72669
0.6839 Remote Similarity NPC244699
0.6839 Remote Similarity NPC474517
0.6839 Remote Similarity NPC41847
0.6839 Remote Similarity NPC85342
0.6835 Remote Similarity NPC471237
0.6835 Remote Similarity NPC177967
0.6828 Remote Similarity NPC161304
0.6824 Remote Similarity NPC318552
0.6824 Remote Similarity NPC190501
0.6821 Remote Similarity NPC181334
0.6821 Remote Similarity NPC236189
0.6818 Remote Similarity NPC99731
0.6818 Remote Similarity NPC25736
0.6818 Remote Similarity NPC278928
0.6815 Remote Similarity NPC50924
0.68 Remote Similarity NPC176208
0.6792 Remote Similarity NPC475957
0.6792 Remote Similarity NPC36868
0.6792 Remote Similarity NPC471236
0.6792 Remote Similarity NPC197766
0.6792 Remote Similarity NPC245923
0.6779 Remote Similarity NPC241001
0.6776 Remote Similarity NPC103540
0.6776 Remote Similarity NPC123506
0.6774 Remote Similarity NPC31799
0.6774 Remote Similarity NPC198305
0.6774 Remote Similarity NPC136588
0.6774 Remote Similarity NPC199253
0.6772 Remote Similarity NPC80035
0.6772 Remote Similarity NPC477596
0.677 Remote Similarity NPC181560
0.677 Remote Similarity NPC169452
0.6765 Remote Similarity NPC25850
0.6765 Remote Similarity NPC276815
0.6755 Remote Similarity NPC471187
0.6752 Remote Similarity NPC314048
0.675 Remote Similarity NPC230811
0.6748 Remote Similarity NPC199936
0.6733 Remote Similarity NPC162935
0.6733 Remote Similarity NPC249340
0.6732 Remote Similarity NPC231774
0.6732 Remote Similarity NPC96915
0.673 Remote Similarity NPC474813
0.673 Remote Similarity NPC155211
0.673 Remote Similarity NPC191976
0.6728 Remote Similarity NPC106519
0.6728 Remote Similarity NPC91019
0.6727 Remote Similarity NPC143685
0.6725 Remote Similarity NPC283301
0.6712 Remote Similarity NPC469719
0.6711 Remote Similarity NPC310540
0.6711 Remote Similarity NPC473662
0.6711 Remote Similarity NPC7151
0.6711 Remote Similarity NPC216297
0.671 Remote Similarity NPC131684
0.6709 Remote Similarity NPC474117
0.6709 Remote Similarity NPC474224
0.6709 Remote Similarity NPC166480
0.6709 Remote Similarity NPC477594
0.6709 Remote Similarity NPC282780
0.6708 Remote Similarity NPC138099
0.6708 Remote Similarity NPC242994
0.6689 Remote Similarity NPC121168
0.6689 Remote Similarity NPC244351
0.6689 Remote Similarity NPC11250
0.6688 Remote Similarity NPC309430
0.6688 Remote Similarity NPC88864
0.6688 Remote Similarity NPC110609
0.6688 Remote Similarity NPC474109
0.6688 Remote Similarity NPC242358
0.6688 Remote Similarity NPC70622
0.6688 Remote Similarity NPC246693
0.6687 Remote Similarity NPC49911
0.6687 Remote Similarity NPC305060
0.6687 Remote Similarity NPC471905
0.6687 Remote Similarity NPC193555
0.6687 Remote Similarity NPC277559
0.6687 Remote Similarity NPC477209
0.6686 Remote Similarity NPC471541
0.6667 Remote Similarity NPC225243
0.6667 Remote Similarity NPC137750
0.6667 Remote Similarity NPC31539
0.6667 Remote Similarity NPC159760
0.6667 Remote Similarity NPC471853
0.6667 Remote Similarity NPC272454
0.6667 Remote Similarity NPC35856
0.6667 Remote Similarity NPC87985
0.6667 Remote Similarity NPC179092
0.6667 Remote Similarity NPC301987
0.6667 Remote Similarity NPC178395
0.6667 Remote Similarity NPC315578
0.6667 Remote Similarity NPC474175
0.6667 Remote Similarity NPC161632
0.6667 Remote Similarity NPC222876
0.6667 Remote Similarity NPC26433
0.6667 Remote Similarity NPC290803
0.6667 Remote Similarity NPC258502
0.6667 Remote Similarity NPC115188
0.6667 Remote Similarity NPC292665

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84426 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
0.6905 Remote Similarity NPD2296 Approved
0.6846 Remote Similarity NPD1201 Approved
0.6824 Remote Similarity NPD2932 Approved
0.6824 Remote Similarity NPD3019 Approved
0.6776 Remote Similarity NPD1470 Approved
0.6667 Remote Similarity NPD405 Clinical (unspecified phase)
0.6625 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6525 Remote Similarity NPD9244 Approved
0.6481 Remote Similarity NPD5404 Approved
0.6481 Remote Similarity NPD5406 Approved
0.6481 Remote Similarity NPD5408 Approved
0.6481 Remote Similarity NPD5405 Approved
0.6467 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6442 Remote Similarity NPD2346 Discontinued
0.6424 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6407 Remote Similarity NPD7390 Discontinued
0.6398 Remote Similarity NPD4287 Approved
0.634 Remote Similarity NPD3026 Approved
0.634 Remote Similarity NPD3023 Approved
0.6316 Remote Similarity NPD3024 Approved
0.6316 Remote Similarity NPD3025 Approved
0.6272 Remote Similarity NPD2532 Approved
0.6272 Remote Similarity NPD2534 Approved
0.6272 Remote Similarity NPD2533 Approved
0.625 Remote Similarity NPD3300 Phase 2
0.6229 Remote Similarity NPD4288 Approved
0.6211 Remote Similarity NPD6663 Approved
0.62 Remote Similarity NPD5951 Approved
0.6196 Remote Similarity NPD6651 Approved
0.6174 Remote Similarity NPD7635 Approved
0.6169 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6168 Remote Similarity NPD2800 Approved
0.6164 Remote Similarity NPD5736 Approved
0.6158 Remote Similarity NPD3269 Clinical (unspecified phase)
0.6139 Remote Similarity NPD1164 Approved
0.6136 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6131 Remote Similarity NPD7003 Approved
0.6127 Remote Similarity NPD3226 Approved
0.6121 Remote Similarity NPD2799 Discontinued
0.6101 Remote Similarity NPD2798 Approved
0.6084 Remote Similarity NPD2935 Discontinued
0.6065 Remote Similarity NPD4059 Approved
0.6039 Remote Similarity NPD3091 Approved
0.6024 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6022 Remote Similarity NPD1161 Approved
0.5976 Remote Similarity NPD943 Approved
0.5975 Remote Similarity NPD1876 Approved
0.5974 Remote Similarity NPD7610 Discontinued
0.5962 Remote Similarity NPD7163 Clinical (unspecified phase)
0.5954 Remote Similarity NPD6273 Approved
0.5952 Remote Similarity NPD2344 Approved
0.5951 Remote Similarity NPD2313 Discontinued
0.5946 Remote Similarity NPD2342 Discontinued
0.5924 Remote Similarity NPD7473 Discontinued
0.5909 Remote Similarity NPD7340 Approved
0.5893 Remote Similarity NPD6100 Approved
0.5893 Remote Similarity NPD6099 Approved
0.589 Remote Similarity NPD9718 Approved
0.5886 Remote Similarity NPD3092 Approved
0.5879 Remote Similarity NPD6959 Discontinued
0.5875 Remote Similarity NPD1283 Approved
0.5854 Remote Similarity NPD1699 Clinical (unspecified phase)
0.5847 Remote Similarity NPD5711 Approved
0.5847 Remote Similarity NPD5710 Approved
0.5847 Remote Similarity NPD6232 Discontinued
0.5833 Remote Similarity NPD651 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7009 Phase 2
0.5824 Remote Similarity NPD970 Clinical (unspecified phase)
0.5818 Remote Similarity NPD8032 Phase 2
0.5817 Remote Similarity NPD1398 Phase 1
0.5814 Remote Similarity NPD7910 Clinical (unspecified phase)
0.5814 Remote Similarity NPD2309 Approved
0.5808 Remote Similarity NPD1607 Approved
0.5806 Remote Similarity NPD9493 Approved
0.58 Remote Similarity NPD9266 Approved
0.58 Remote Similarity NPD6831 Clinical (unspecified phase)
0.58 Remote Similarity NPD74 Approved
0.5796 Remote Similarity NPD1651 Approved
0.5793 Remote Similarity NPD5952 Clinical (unspecified phase)
0.5783 Remote Similarity NPD4445 Approved
0.5769 Remote Similarity NPD1168 Approved
0.5765 Remote Similarity NPD2343 Clinical (unspecified phase)
0.5764 Remote Similarity NPD288 Approved
0.5763 Remote Similarity NPD7458 Discontinued
0.5763 Remote Similarity NPD5808 Clinical (unspecified phase)
0.5762 Remote Similarity NPD4750 Phase 3
0.5759 Remote Similarity NPD4626 Approved
0.5759 Remote Similarity NPD3095 Discontinued
0.5758 Remote Similarity NPD3764 Approved
0.5756 Remote Similarity NPD6398 Clinical (unspecified phase)
0.5756 Remote Similarity NPD8166 Discontinued
0.575 Remote Similarity NPD3972 Approved
0.5741 Remote Similarity NPD3094 Phase 2
0.5733 Remote Similarity NPD9263 Approved
0.5733 Remote Similarity NPD9264 Approved
0.5733 Remote Similarity NPD9267 Approved
0.5722 Remote Similarity NPD7819 Suspended
0.5714 Remote Similarity NPD1755 Approved
0.5714 Remote Similarity NPD4378 Clinical (unspecified phase)
0.5697 Remote Similarity NPD7008 Discontinued
0.5694 Remote Similarity NPD1809 Phase 2
0.5694 Remote Similarity NPD844 Approved
0.5689 Remote Similarity NPD1240 Approved
0.5687 Remote Similarity NPD1281 Approved
0.5679 Remote Similarity NPD6696 Suspended
0.5676 Remote Similarity NPD1931 Clinical (unspecified phase)
0.5676 Remote Similarity NPD1929 Approved
0.5676 Remote Similarity NPD1930 Approved
0.5673 Remote Similarity NPD1471 Phase 3
0.5664 Remote Similarity NPD845 Approved
0.5652 Remote Similarity NPD4878 Approved
0.5646 Remote Similarity NPD289 Clinical (unspecified phase)
0.5642 Remote Similarity NPD7028 Phase 2
0.5635 Remote Similarity NPD2393 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7457 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8313 Approved
0.5625 Remote Similarity NPD8312 Approved
0.5625 Remote Similarity NPD7410 Clinical (unspecified phase)
0.5621 Remote Similarity NPD4141 Clinical (unspecified phase)
0.5619 Remote Similarity NPD8150 Discontinued
0.561 Remote Similarity NPD4624 Approved
0.5608 Remote Similarity NPD6020 Phase 2
0.5605 Remote Similarity NPD7325 Clinical (unspecified phase)
0.5604 Remote Similarity NPD8443 Clinical (unspecified phase)
0.5602 Remote Similarity NPD5027 Approved
0.5602 Remote Similarity NPD5029 Approved
0.5602 Remote Similarity NPD5031 Approved
0.56 Remote Similarity NPD7236 Approved

Structure

External Identifiers

PubChem CID   10478608
ChEMBL   CHEMBL519430
ZINC  

Physicochemical Properties

Molecular Weight:  441.98
ALogP:  2.2872
MLogP:  2.89
XLogP:  4.449
# Rotatable Bonds:  8
Polar Surface Area:  54.37
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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