Natural Product: NPC475276

Natural Product ID:  NPC475276
Common Name:   14S-Bromo-1S-Hydroxy-1,2,13,14-Tetrahydrosphaerococcenol-A
IUPAC Name:   (1S,4R,4aS,4bS,5S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,5-dihydroxy-4,10a-dimethyl-8-propan-2-yl-1,2,4a,4b,5,6,7,8,9,10-decahydrophenanthren-3-one
Synonyms:  
Molecular Formula:   C20H32Br2O3
Standard InCHIKey:  BIVHKSWAKLEJQJ-UCFXXTBXSA-N
Standard InCHI:  InChI=1S/C20H32Br2O3/c1-11(2)12-5-6-13(23)16-17-18(3,7-8-20(12,16)10-21)14(22)9-15(24)19(17,4)25/h11-14,16-17,23,25H,5-10H2,1-4H3/t12-,13-,14-,16-,17-,18+,19-,20-/m0/s1
Canonical SMILES:  BrC[C@@]12CC[C@]3([C@H]([C@@H]2[C@H](CC[C@H]1C(C)C)O)[C@@](C)(O)C(=O)C[C@@H]3Br)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
NPO29354 Sphaerococcus coronopifolius Species Sphaerococcaceae Eukaryota PMID[18597527]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 64 ug/ml PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 22085418
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 20524638
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 128 ug/ml 20524638
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 26003344
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml Open TG-GATES in vivo data: Hematology

  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 NPC475276 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
0.85 High Similarity NPC475793
0.85 High Similarity NPC237510
0.8046 Intermediate Similarity NPC163616
0.7841 Intermediate Similarity NPC327451
0.775 Intermediate Similarity NPC472984
0.7738 Intermediate Similarity NPC267753
0.7647 Intermediate Similarity NPC472487
0.7647 Intermediate Similarity NPC472486
0.7619 Intermediate Similarity NPC130011
0.7619 Intermediate Similarity NPC254340
0.7582 Intermediate Similarity NPC476727
0.7582 Intermediate Similarity NPC476726
0.7558 Intermediate Similarity NPC475031
0.7558 Intermediate Similarity NPC221420
0.7529 Intermediate Similarity NPC159789
0.7529 Intermediate Similarity NPC125767
0.7529 Intermediate Similarity NPC21220
0.7527 Intermediate Similarity NPC329643
0.75 Intermediate Similarity NPC474602
0.75 Intermediate Similarity NPC477229
0.75 Intermediate Similarity NPC282905
0.75 Intermediate Similarity NPC81759
0.75 Intermediate Similarity NPC232112
0.75 Intermediate Similarity NPC68426
0.7442 Intermediate Similarity NPC5767
0.7442 Intermediate Similarity NPC475742
0.7426 Intermediate Similarity NPC133921
0.7412 Intermediate Similarity NPC168511
0.7412 Intermediate Similarity NPC159325
0.7412 Intermediate Similarity NPC133922
0.7386 Intermediate Similarity NPC320144
0.7386 Intermediate Similarity NPC329871
0.7386 Intermediate Similarity NPC275243
0.7381 Intermediate Similarity NPC151018
0.7381 Intermediate Similarity NPC89310
0.7381 Intermediate Similarity NPC320549
0.7381 Intermediate Similarity NPC58057
0.7381 Intermediate Similarity NPC156277
0.7363 Intermediate Similarity NPC50438
0.7363 Intermediate Similarity NPC105895
0.7356 Intermediate Similarity NPC23884
0.7349 Intermediate Similarity NPC131892
0.7349 Intermediate Similarity NPC327728
0.7349 Intermediate Similarity NPC213178
0.7349 Intermediate Similarity NPC6120
0.7326 Intermediate Similarity NPC174964
0.7326 Intermediate Similarity NPC97534
0.7326 Intermediate Similarity NPC195155
0.7326 Intermediate Similarity NPC273366
0.7283 Intermediate Similarity NPC313115
0.7273 Intermediate Similarity NPC478084
0.7273 Intermediate Similarity NPC26029
0.7273 Intermediate Similarity NPC185465
0.7241 Intermediate Similarity NPC108840
0.7229 Intermediate Similarity NPC474954
0.7222 Intermediate Similarity NPC476071
0.7204 Intermediate Similarity NPC120395
0.7204 Intermediate Similarity NPC34190
0.7204 Intermediate Similarity NPC248216
0.7176 Intermediate Similarity NPC247195
0.7174 Intermediate Similarity NPC474996
0.7159 Intermediate Similarity NPC207010
0.7159 Intermediate Similarity NPC317913
0.7159 Intermediate Similarity NPC472746
0.7143 Intermediate Similarity NPC268040
0.7143 Intermediate Similarity NPC328007
0.7143 Intermediate Similarity NPC317066
0.7128 Intermediate Similarity NPC263802
0.7126 Intermediate Similarity NPC212733
0.7108 Intermediate Similarity NPC329466
0.7108 Intermediate Similarity NPC328304
0.7079 Intermediate Similarity NPC472608
0.7053 Intermediate Similarity NPC236459
0.7045 Intermediate Similarity NPC4209
0.7033 Intermediate Similarity NPC469745
0.7033 Intermediate Similarity NPC328264
0.7033 Intermediate Similarity NPC50658
0.7024 Intermediate Similarity NPC180777
0.7024 Intermediate Similarity NPC2568
0.7024 Intermediate Similarity NPC260319
0.7024 Intermediate Similarity NPC103647
0.7021 Intermediate Similarity NPC472272
0.7021 Intermediate Similarity NPC80700
0.7011 Intermediate Similarity NPC167702
0.7011 Intermediate Similarity NPC280026
0.6989 Remote Similarity NPC237938
0.6989 Remote Similarity NPC25037
0.6989 Remote Similarity NPC34984
0.6989 Remote Similarity NPC219535
0.6989 Remote Similarity NPC475689
0.6979 Remote Similarity NPC477443
0.6979 Remote Similarity NPC477440
0.6966 Remote Similarity NPC143133
0.6966 Remote Similarity NPC298168
0.6957 Remote Similarity NPC30583
0.6957 Remote Similarity NPC61107
0.6957 Remote Similarity NPC289486
0.6947 Remote Similarity NPC470920
0.6941 Remote Similarity NPC321732
0.6941 Remote Similarity NPC324607
0.6923 Remote Similarity NPC477851
0.6907 Remote Similarity NPC476296
0.6907 Remote Similarity NPC477444
0.6907 Remote Similarity NPC477442
0.6907 Remote Similarity NPC477433
0.6905 Remote Similarity NPC41542
0.69 Remote Similarity NPC476728
0.6897 Remote Similarity NPC476422
0.6897 Remote Similarity NPC310766
0.6889 Remote Similarity NPC80089
0.6889 Remote Similarity NPC34046
0.6889 Remote Similarity NPC171426
0.6889 Remote Similarity NPC324700
0.6889 Remote Similarity NPC224802
0.6889 Remote Similarity NPC475725
0.6882 Remote Similarity NPC269684
0.6875 Remote Similarity NPC90676
0.6875 Remote Similarity NPC131453
0.6869 Remote Similarity NPC247877
0.6869 Remote Similarity NPC169751
0.6869 Remote Similarity NPC309127
0.6869 Remote Similarity NPC293086
0.6869 Remote Similarity NPC272635
0.6867 Remote Similarity NPC230047
0.6867 Remote Similarity NPC19311
0.6848 Remote Similarity NPC12933
0.6848 Remote Similarity NPC48756
0.6848 Remote Similarity NPC58631
0.6848 Remote Similarity NPC280781
0.6842 Remote Similarity NPC83242
0.6824 Remote Similarity NPC475977
0.6818 Remote Similarity NPC472854
0.6818 Remote Similarity NPC162164
0.6813 Remote Similarity NPC201276
0.6813 Remote Similarity NPC80891
0.6809 Remote Similarity NPC146683
0.6809 Remote Similarity NPC477434
0.6809 Remote Similarity NPC474233
0.6804 Remote Similarity NPC471459
0.6804 Remote Similarity NPC224552
0.6804 Remote Similarity NPC67653
0.6804 Remote Similarity NPC239453
0.6804 Remote Similarity NPC61688
0.68 Remote Similarity NPC305808
0.68 Remote Similarity NPC62407
0.68 Remote Similarity NPC470031
0.68 Remote Similarity NPC287354
0.6782 Remote Similarity NPC290058
0.6778 Remote Similarity NPC264602
0.6778 Remote Similarity NPC112463
0.6774 Remote Similarity NPC48362
0.6774 Remote Similarity NPC121121
0.6771 Remote Similarity NPC472495
0.6771 Remote Similarity NPC57469
0.6771 Remote Similarity NPC202937
0.6771 Remote Similarity NPC4643
0.6768 Remote Similarity NPC472148
0.6768 Remote Similarity NPC472147
0.6742 Remote Similarity NPC179858
0.6739 Remote Similarity NPC470609
0.6739 Remote Similarity NPC164999
0.6737 Remote Similarity NPC62572
0.6737 Remote Similarity NPC477445
0.6735 Remote Similarity NPC46758
0.6733 Remote Similarity NPC219353
0.6733 Remote Similarity NPC223169
0.6733 Remote Similarity NPC477264
0.6703 Remote Similarity NPC31031
0.6703 Remote Similarity NPC243594
0.6702 Remote Similarity NPC118800
0.6702 Remote Similarity NPC472743
0.6702 Remote Similarity NPC475726
0.6701 Remote Similarity NPC473319
0.6701 Remote Similarity NPC188896
0.6701 Remote Similarity NPC131104
0.6701 Remote Similarity NPC477614
0.6701 Remote Similarity NPC230387
0.6701 Remote Similarity NPC3032
0.6701 Remote Similarity NPC475817
0.6701 Remote Similarity NPC226491
0.6667 Remote Similarity NPC52756
0.6667 Remote Similarity NPC260116
0.6667 Remote Similarity NPC302111
0.6667 Remote Similarity NPC80463
0.6667 Remote Similarity NPC470632
0.6667 Remote Similarity NPC476731
0.6667 Remote Similarity NPC471046
0.6633 Remote Similarity NPC122116
0.6633 Remote Similarity NPC56962
0.6633 Remote Similarity NPC24705
0.6633 Remote Similarity NPC69627
0.6632 Remote Similarity NPC473336
0.6632 Remote Similarity NPC471044
0.6632 Remote Similarity NPC473299
0.6632 Remote Similarity NPC475745
0.6632 Remote Similarity NPC474482
0.663 Remote Similarity NPC472310
0.6629 Remote Similarity NPC38426
0.6628 Remote Similarity NPC472741
0.6628 Remote Similarity NPC478228

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475276 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
0.7882 Intermediate Similarity NPD3671 Phase 1
0.7529 Intermediate Similarity NPD3703 Phase 2
0.7381 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4789 Approved
0.7159 Intermediate Similarity NPD6116 Phase 1
0.7059 Intermediate Similarity NPD4245 Approved
0.7059 Intermediate Similarity NPD4244 Approved
0.7045 Intermediate Similarity NPD6117 Approved
0.7024 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD5360 Phase 3
0.7011 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.6941 Remote Similarity NPD3698 Phase 2
0.6889 Remote Similarity NPD6697 Approved
0.6889 Remote Similarity NPD6118 Approved
0.6889 Remote Similarity NPD6115 Approved
0.6889 Remote Similarity NPD6114 Approved
0.6667 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4758 Discontinued
0.6505 Remote Similarity NPD4755 Approved
0.6465 Remote Similarity NPD5328 Approved
0.6395 Remote Similarity NPD4224 Phase 2
0.6392 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6381 Remote Similarity NPD5286 Approved
0.6381 Remote Similarity NPD5285 Approved
0.6381 Remote Similarity NPD4700 Approved
0.6381 Remote Similarity NPD4696 Approved
0.6364 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5364 Discontinued
0.6337 Remote Similarity NPD6079 Approved
0.6321 Remote Similarity NPD5223 Approved
0.6316 Remote Similarity NPD6274 Approved
0.6262 Remote Similarity NPD5225 Approved
0.6262 Remote Similarity NPD4633 Approved
0.6262 Remote Similarity NPD5224 Approved
0.6262 Remote Similarity NPD5226 Approved
0.6262 Remote Similarity NPD5211 Phase 2
0.625 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD5221 Approved
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.625 Remote Similarity NPD5222 Approved
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD7128 Approved
0.6222 Remote Similarity NPD5777 Approved
0.6222 Remote Similarity NPD6081 Approved
0.6204 Remote Similarity NPD4754 Approved
0.6204 Remote Similarity NPD5174 Approved
0.6204 Remote Similarity NPD5175 Approved
0.6196 Remote Similarity NPD3702 Approved
0.619 Remote Similarity NPD5173 Approved
0.6186 Remote Similarity NPD4788 Approved
0.6176 Remote Similarity NPD7515 Phase 2
0.6162 Remote Similarity NPD3618 Phase 1
0.6147 Remote Similarity NPD5141 Approved
0.6126 Remote Similarity NPD6899 Approved
0.6126 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6881 Approved
0.6126 Remote Similarity NPD7320 Approved
0.6122 Remote Similarity NPD4786 Approved
0.6117 Remote Similarity NPD4202 Approved
0.6111 Remote Similarity NPD4787 Phase 1
0.6091 Remote Similarity NPD4767 Approved
0.6091 Remote Similarity NPD4768 Approved
0.6082 Remote Similarity NPD3667 Approved
0.6071 Remote Similarity NPD6373 Approved
0.6071 Remote Similarity NPD6372 Approved
0.6036 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD5697 Approved
0.6019 Remote Similarity NPD8034 Phase 2
0.6019 Remote Similarity NPD8035 Phase 2
0.6018 Remote Similarity NPD7102 Approved
0.6018 Remote Similarity NPD7290 Approved
0.6018 Remote Similarity NPD6883 Approved
0.5982 Remote Similarity NPD6011 Approved
0.5982 Remote Similarity NPD4729 Approved
0.5982 Remote Similarity NPD5128 Approved
0.5982 Remote Similarity NPD4730 Approved
0.5965 Remote Similarity NPD6617 Approved
0.5965 Remote Similarity NPD6650 Approved
0.5965 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5965 Remote Similarity NPD6847 Approved
0.5965 Remote Similarity NPD6649 Approved
0.5965 Remote Similarity NPD6869 Approved
0.5965 Remote Similarity NPD8130 Phase 1
0.5963 Remote Similarity NPD7632 Discontinued
0.5929 Remote Similarity NPD6013 Approved
0.5929 Remote Similarity NPD6012 Approved
0.5929 Remote Similarity NPD6014 Approved
0.5913 Remote Similarity NPD6882 Approved
0.5913 Remote Similarity NPD8297 Approved
0.5905 Remote Similarity NPD7748 Approved
0.5888 Remote Similarity NPD7902 Approved
0.5877 Remote Similarity NPD4634 Approved
0.5877 Remote Similarity NPD5250 Approved
0.5877 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5135 Approved
0.5877 Remote Similarity NPD5247 Approved
0.5877 Remote Similarity NPD5169 Approved
0.5877 Remote Similarity NPD5251 Approved
0.5877 Remote Similarity NPD5249 Phase 3
0.5877 Remote Similarity NPD5248 Approved
0.5876 Remote Similarity NPD7525 Registered
0.5856 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3617 Approved
0.5826 Remote Similarity NPD5215 Approved
0.5826 Remote Similarity NPD5216 Approved
0.5826 Remote Similarity NPD5217 Approved
0.5826 Remote Similarity NPD5127 Approved
0.5825 Remote Similarity NPD4753 Phase 2
0.58 Remote Similarity NPD3133 Approved
0.58 Remote Similarity NPD3666 Approved
0.58 Remote Similarity NPD3665 Phase 1
0.5743 Remote Similarity NPD5329 Approved
0.5726 Remote Similarity NPD4632 Approved
0.5702 Remote Similarity NPD5168 Approved
0.5686 Remote Similarity NPD5279 Phase 3
0.5678 Remote Similarity NPD5167 Approved
0.5667 Remote Similarity NPD6335 Approved
0.566 Remote Similarity NPD6399 Phase 3
0.5644 Remote Similarity NPD4197 Approved
0.5636 Remote Similarity NPD8418 Phase 2
0.562 Remote Similarity NPD7101 Approved
0.562 Remote Similarity NPD7100 Approved
0.5612 Remote Similarity NPD7645 Phase 2
0.5607 Remote Similarity NPD7900 Approved
0.5607 Remote Similarity NPD7901 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44578745
ChEMBL   CHEMBL502623
ZINC  

Physicochemical Properties

Molecular Weight:  478.07
ALogP:  1.0616
MLogP:  3.11
XLogP:  5.068
# Rotatable Bonds:  10
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  25

Download Data

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Similar NPs/Drugs