Natural Product: NPC156912

Natural Product ID:  NPC156912
Common Name:   12S-Hydroxybromosphaerodiol
IUPAC Name:   (1S,3S,4S,4aS,4bS,5S,8R,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-propan-2-yl-2,3,4a,4b,5,8,9,10-octahydro-1H-phenanthrene-3,4,5-triol
Synonyms:   12S-Hydroxybromosphaerodiol
Molecular Formula:   C20H32Br2O3
Standard InCHIKey:  WQVRLEHPQYWZGE-VHXYLUBJSA-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/h5-6,11-17,23-25H,7-10H2,1-4H3/t12-,13-,14-,15-,16-,17-,18+,19+,20-/m0/s1
Canonical SMILES:  BrC[C@@]12CC[C@]3([C@H]([C@@H]2[C@H](C=C[C@H]1C(C)C)O)[C@](C)(O)[C@H](C[C@@H]3Br)O)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[11520219]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 146 nM 10.6019/CHEMBL1201861

  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 NPC156912 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
0.967 High Similarity NPC92231
0.967 High Similarity NPC34732
0.9326 High Similarity NPC224552
0.9326 High Similarity NPC239453
0.9213 High Similarity NPC131453
0.9032 High Similarity NPC257510
0.9032 High Similarity NPC299714
0.8791 High Similarity NPC188896
0.8462 Intermediate Similarity NPC313115
0.828 Intermediate Similarity NPC174273
0.8202 Intermediate Similarity NPC129501
0.8191 Intermediate Similarity NPC133588
0.8022 Intermediate Similarity NPC476646
0.8 Intermediate Similarity NPC476610
0.7961 Intermediate Similarity NPC133921
0.7912 Intermediate Similarity NPC96362
0.7912 Intermediate Similarity NPC287749
0.7835 Intermediate Similarity NPC204188
0.7835 Intermediate Similarity NPC291484
0.7835 Intermediate Similarity NPC80561
0.7835 Intermediate Similarity NPC329596
0.7835 Intermediate Similarity NPC3345
0.7835 Intermediate Similarity NPC11216
0.7826 Intermediate Similarity NPC249423
0.7826 Intermediate Similarity NPC311891
0.7812 Intermediate Similarity NPC474668
0.7789 Intermediate Similarity NPC299068
0.7778 Intermediate Similarity NPC130136
0.7755 Intermediate Similarity NPC97404
0.7755 Intermediate Similarity NPC41554
0.7732 Intermediate Similarity NPC187785
0.7732 Intermediate Similarity NPC259875
0.7732 Intermediate Similarity NPC470361
0.7717 Intermediate Similarity NPC113024
0.7692 Intermediate Similarity NPC167891
0.7692 Intermediate Similarity NPC83351
0.7684 Intermediate Similarity NPC470360
0.7667 Intermediate Similarity NPC253190
0.7604 Intermediate Similarity NPC261266
0.7582 Intermediate Similarity NPC91594
0.7582 Intermediate Similarity NPC470758
0.7582 Intermediate Similarity NPC471798
0.7582 Intermediate Similarity NPC470711
0.7576 Intermediate Similarity NPC275671
0.7556 Intermediate Similarity NPC32832
0.7556 Intermediate Similarity NPC476605
0.7527 Intermediate Similarity NPC95124
0.7527 Intermediate Similarity NPC471266
0.7526 Intermediate Similarity NPC476948
0.7526 Intermediate Similarity NPC470620
0.75 Intermediate Similarity NPC11908
0.75 Intermediate Similarity NPC310013
0.7474 Intermediate Similarity NPC317458
0.7474 Intermediate Similarity NPC185605
0.7473 Intermediate Similarity NPC470749
0.7473 Intermediate Similarity NPC265588
0.7451 Intermediate Similarity NPC288970
0.7451 Intermediate Similarity NPC103165
0.7451 Intermediate Similarity NPC210717
0.7449 Intermediate Similarity NPC280556
0.7447 Intermediate Similarity NPC471270
0.7444 Intermediate Similarity NPC201048
0.7444 Intermediate Similarity NPC306727
0.7444 Intermediate Similarity NPC476366
0.7444 Intermediate Similarity NPC237510
0.7444 Intermediate Similarity NPC475793
0.7426 Intermediate Similarity NPC65402
0.7426 Intermediate Similarity NPC127718
0.7423 Intermediate Similarity NPC237344
0.7423 Intermediate Similarity NPC6391
0.7423 Intermediate Similarity NPC94462
0.7423 Intermediate Similarity NPC139724
0.7416 Intermediate Similarity NPC471268
0.7416 Intermediate Similarity NPC471271
0.7379 Intermediate Similarity NPC477226
0.7374 Intermediate Similarity NPC115607
0.7374 Intermediate Similarity NPC109744
0.7374 Intermediate Similarity NPC329643
0.7368 Intermediate Similarity NPC218616
0.7368 Intermediate Similarity NPC87489
0.7368 Intermediate Similarity NPC296701
0.7368 Intermediate Similarity NPC49964
0.7368 Intermediate Similarity NPC50964
0.7363 Intermediate Similarity NPC66566
0.7363 Intermediate Similarity NPC291503
0.7363 Intermediate Similarity NPC477923
0.7353 Intermediate Similarity NPC8774
0.7347 Intermediate Similarity NPC189777
0.7347 Intermediate Similarity NPC186145
0.7347 Intermediate Similarity NPC474657
0.734 Intermediate Similarity NPC236112
0.734 Intermediate Similarity NPC236707
0.734 Intermediate Similarity NPC295131
0.7333 Intermediate Similarity NPC476609
0.7333 Intermediate Similarity NPC182717
0.7327 Intermediate Similarity NPC119379
0.73 Intermediate Similarity NPC191323
0.73 Intermediate Similarity NPC473956
0.73 Intermediate Similarity NPC295668
0.73 Intermediate Similarity NPC475751
0.7292 Intermediate Similarity NPC159168
0.7292 Intermediate Similarity NPC253402
0.7292 Intermediate Similarity NPC474634
0.7292 Intermediate Similarity NPC207013
0.7292 Intermediate Similarity NPC82623
0.7283 Intermediate Similarity NPC274079
0.7283 Intermediate Similarity NPC477925
0.7283 Intermediate Similarity NPC476606
0.7283 Intermediate Similarity NPC106432
0.7282 Intermediate Similarity NPC12103
0.7282 Intermediate Similarity NPC72204
0.7282 Intermediate Similarity NPC98457
0.7282 Intermediate Similarity NPC227583
0.7273 Intermediate Similarity NPC212596
0.7273 Intermediate Similarity NPC475664
0.7273 Intermediate Similarity NPC4574
0.7263 Intermediate Similarity NPC474531
0.7263 Intermediate Similarity NPC209620
0.7263 Intermediate Similarity NPC23852
0.7263 Intermediate Similarity NPC264245
0.7253 Intermediate Similarity NPC91858
0.7253 Intermediate Similarity NPC243342
0.7253 Intermediate Similarity NPC477138
0.7245 Intermediate Similarity NPC475069
0.7245 Intermediate Similarity NPC175145
0.7234 Intermediate Similarity NPC30986
0.7234 Intermediate Similarity NPC209430
0.7222 Intermediate Similarity NPC471272
0.7222 Intermediate Similarity NPC167706
0.7222 Intermediate Similarity NPC23954
0.7222 Intermediate Similarity NPC475077
0.7216 Intermediate Similarity NPC470077
0.7216 Intermediate Similarity NPC205845
0.7216 Intermediate Similarity NPC15534
0.7216 Intermediate Similarity NPC238992
0.7216 Intermediate Similarity NPC83702
0.7216 Intermediate Similarity NPC185568
0.7216 Intermediate Similarity NPC231310
0.7212 Intermediate Similarity NPC261807
0.7204 Intermediate Similarity NPC477924
0.72 Intermediate Similarity NPC16265
0.72 Intermediate Similarity NPC138974
0.72 Intermediate Similarity NPC105495
0.72 Intermediate Similarity NPC101886
0.72 Intermediate Similarity NPC97103
0.7188 Intermediate Similarity NPC30166
0.7188 Intermediate Similarity NPC471408
0.7188 Intermediate Similarity NPC47763
0.7184 Intermediate Similarity NPC53565
0.7174 Intermediate Similarity NPC35397
0.7174 Intermediate Similarity NPC474946
0.7172 Intermediate Similarity NPC233744
0.7172 Intermediate Similarity NPC304083
0.7158 Intermediate Similarity NPC209944
0.7158 Intermediate Similarity NPC164840
0.7158 Intermediate Similarity NPC241290
0.7158 Intermediate Similarity NPC234193
0.7158 Intermediate Similarity NPC13554
0.7157 Intermediate Similarity NPC27531
0.7143 Intermediate Similarity NPC274448
0.7143 Intermediate Similarity NPC471799
0.7143 Intermediate Similarity NPC95165
0.7143 Intermediate Similarity NPC318390
0.713 Intermediate Similarity NPC160843
0.7129 Intermediate Similarity NPC270511
0.7129 Intermediate Similarity NPC245410
0.7129 Intermediate Similarity NPC470390
0.7129 Intermediate Similarity NPC14380
0.7129 Intermediate Similarity NPC192437
0.7128 Intermediate Similarity NPC215307
0.7128 Intermediate Similarity NPC274750
0.7128 Intermediate Similarity NPC148977
0.7128 Intermediate Similarity NPC476314
0.7128 Intermediate Similarity NPC300499
0.7115 Intermediate Similarity NPC90583
0.7113 Intermediate Similarity NPC134481
0.7113 Intermediate Similarity NPC193870
0.7113 Intermediate Similarity NPC477818
0.7113 Intermediate Similarity NPC141941
0.7113 Intermediate Similarity NPC470558
0.7113 Intermediate Similarity NPC477978
0.7111 Intermediate Similarity NPC34834
0.71 Intermediate Similarity NPC475817
0.71 Intermediate Similarity NPC475605
0.71 Intermediate Similarity NPC67872
0.7097 Intermediate Similarity NPC63958
0.7097 Intermediate Similarity NPC61080
0.7087 Intermediate Similarity NPC144202
0.7087 Intermediate Similarity NPC477605
0.7083 Intermediate Similarity NPC47761
0.7083 Intermediate Similarity NPC242350
0.7079 Intermediate Similarity NPC471238
0.7071 Intermediate Similarity NPC71520
0.7071 Intermediate Similarity NPC255143
0.7071 Intermediate Similarity NPC6605
0.7071 Intermediate Similarity NPC269058
0.7071 Intermediate Similarity NPC152808
0.7071 Intermediate Similarity NPC293287
0.7065 Intermediate Similarity NPC471797
0.7065 Intermediate Similarity NPC100334

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC156912 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
0.6979 Remote Similarity NPD7525 Registered
0.6875 Remote Similarity NPD7645 Phase 2
0.6832 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7339 Approved
0.6632 Remote Similarity NPD6942 Approved
0.6632 Remote Similarity NPD8264 Approved
0.6562 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7524 Approved
0.6486 Remote Similarity NPD7632 Discontinued
0.6465 Remote Similarity NPD6931 Approved
0.6465 Remote Similarity NPD6930 Phase 2
0.6465 Remote Similarity NPD7332 Phase 2
0.6465 Remote Similarity NPD7514 Phase 3
0.6392 Remote Similarity NPD6933 Approved
0.6373 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6929 Approved
0.6306 Remote Similarity NPD7639 Approved
0.6306 Remote Similarity NPD7640 Approved
0.6275 Remote Similarity NPD6695 Phase 3
0.6263 Remote Similarity NPD7145 Approved
0.6263 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6079 Approved
0.625 Remote Similarity NPD3618 Phase 1
0.6238 Remote Similarity NPD6902 Approved
0.6226 Remote Similarity NPD5328 Approved
0.6222 Remote Similarity NPD368 Approved
0.6216 Remote Similarity NPD7638 Approved
0.6214 Remote Similarity NPD4786 Approved
0.6204 Remote Similarity NPD4202 Approved
0.6195 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD6926 Approved
0.6186 Remote Similarity NPD4785 Approved
0.6186 Remote Similarity NPD6924 Approved
0.6186 Remote Similarity NPD4784 Approved
0.6176 Remote Similarity NPD3667 Approved
0.6162 Remote Similarity NPD6932 Approved
0.6162 Remote Similarity NPD6925 Approved
0.6162 Remote Similarity NPD5776 Phase 2
0.6154 Remote Similarity NPD6893 Approved
0.6146 Remote Similarity NPD4243 Approved
0.6139 Remote Similarity NPD7509 Discontinued
0.6111 Remote Similarity NPD7515 Phase 2
0.6106 Remote Similarity NPD5344 Discontinued
0.6102 Remote Similarity NPD4634 Approved
0.6087 Remote Similarity NPD5141 Approved
0.6078 Remote Similarity NPD6898 Phase 1
0.6038 Remote Similarity NPD7750 Discontinued
0.6018 Remote Similarity NPD4696 Approved
0.6018 Remote Similarity NPD5285 Approved
0.6018 Remote Similarity NPD5286 Approved
0.6017 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5982 Remote Similarity NPD4755 Approved
0.598 Remote Similarity NPD4748 Discontinued
0.5979 Remote Similarity NPD7151 Approved
0.5979 Remote Similarity NPD7150 Approved
0.5979 Remote Similarity NPD7152 Approved
0.5968 Remote Similarity NPD7516 Approved
0.5965 Remote Similarity NPD4159 Approved
0.5965 Remote Similarity NPD5223 Approved
0.595 Remote Similarity NPD4632 Approved
0.5943 Remote Similarity NPD4623 Approved
0.5943 Remote Similarity NPD4519 Discontinued
0.5938 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5935 Remote Similarity NPD7115 Discovery
0.5932 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5929 Remote Similarity NPD4225 Approved
0.5913 Remote Similarity NPD5226 Approved
0.5913 Remote Similarity NPD4633 Approved
0.5913 Remote Similarity NPD5224 Approved
0.5913 Remote Similarity NPD5225 Approved
0.5905 Remote Similarity NPD3133 Approved
0.5905 Remote Similarity NPD3666 Approved
0.5905 Remote Similarity NPD3665 Phase 1
0.5893 Remote Similarity NPD5222 Approved
0.5893 Remote Similarity NPD5221 Approved
0.5893 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5887 Remote Similarity NPD7327 Approved
0.5887 Remote Similarity NPD7328 Approved
0.5882 Remote Similarity NPD4195 Approved
0.5882 Remote Similarity NPD6683 Phase 2
0.5877 Remote Similarity NPD4700 Approved
0.5876 Remote Similarity NPD7143 Approved
0.5876 Remote Similarity NPD7144 Approved
0.5873 Remote Similarity NPD7503 Approved
0.5862 Remote Similarity NPD5174 Approved
0.5862 Remote Similarity NPD5175 Approved
0.5856 Remote Similarity NPD7748 Approved
0.5854 Remote Similarity NPD6274 Approved
0.5841 Remote Similarity NPD5173 Approved
0.5841 Remote Similarity NPD7902 Approved
0.5818 Remote Similarity NPD7087 Discontinued
0.58 Remote Similarity NPD5275 Approved
0.58 Remote Similarity NPD4190 Phase 3
0.5798 Remote Similarity NPD6899 Approved
0.5798 Remote Similarity NPD6881 Approved
0.5794 Remote Similarity NPD8377 Approved
0.5794 Remote Similarity NPD8294 Approved
0.5789 Remote Similarity NPD5290 Discontinued
0.5773 Remote Similarity NPD6923 Approved
0.5773 Remote Similarity NPD6922 Approved
0.5766 Remote Similarity NPD6399 Phase 3
0.5763 Remote Similarity NPD5739 Approved
0.5763 Remote Similarity NPD7128 Approved
0.5763 Remote Similarity NPD6402 Approved
0.5763 Remote Similarity NPD6675 Approved
0.5752 Remote Similarity NPD4697 Phase 3
0.575 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5748 Remote Similarity NPD8335 Approved
0.5748 Remote Similarity NPD8296 Approved
0.5748 Remote Similarity NPD8379 Approved
0.5748 Remote Similarity NPD8378 Approved
0.5748 Remote Similarity NPD8033 Approved
0.5748 Remote Similarity NPD8380 Approved
0.5739 Remote Similarity NPD6648 Approved
0.5738 Remote Similarity NPD8297 Approved
0.5726 Remote Similarity NPD4754 Approved
0.5714 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD6412 Phase 2
0.5702 Remote Similarity NPD6883 Approved
0.5702 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7290 Approved
0.5702 Remote Similarity NPD7102 Approved
0.5701 Remote Similarity NPD7520 Clinical (unspecified phase)
0.568 Remote Similarity NPD6009 Approved
0.5676 Remote Similarity NPD7637 Suspended
0.5669 Remote Similarity NPD6054 Approved
0.5669 Remote Similarity NPD6319 Approved
0.5667 Remote Similarity NPD7320 Approved
0.5667 Remote Similarity NPD6011 Approved
0.5667 Remote Similarity NPD4730 Approved
0.5667 Remote Similarity NPD6686 Approved
0.5667 Remote Similarity NPD4729 Approved
0.5656 Remote Similarity NPD6869 Approved
0.5656 Remote Similarity NPD6847 Approved
0.5656 Remote Similarity NPD6617 Approved
0.5656 Remote Similarity NPD6649 Approved
0.5656 Remote Similarity NPD8130 Phase 1
0.5656 Remote Similarity NPD6650 Approved
0.5636 Remote Similarity NPD6051 Approved
0.5636 Remote Similarity NPD4753 Phase 2
0.5631 Remote Similarity NPD3671 Phase 1
0.563 Remote Similarity NPD4768 Approved
0.563 Remote Similarity NPD4767 Approved
0.5625 Remote Similarity NPD5779 Approved
0.5625 Remote Similarity NPD5778 Approved
0.562 Remote Similarity NPD6012 Approved
0.562 Remote Similarity NPD6014 Approved
0.562 Remote Similarity NPD6372 Approved
0.562 Remote Similarity NPD6013 Approved
0.562 Remote Similarity NPD6373 Approved
0.561 Remote Similarity NPD6882 Approved
0.5607 Remote Similarity NPD3668 Phase 3
0.56 Remote Similarity NPD4732 Discontinued

Structure

External Identifiers

PubChem CID   21592263
ChEMBL   CHEMBL463666
ZINC  

Physicochemical Properties

Molecular Weight:  478.07
ALogP:  0.8955
MLogP:  3.11
XLogP:  5.264
# Rotatable Bonds:  11
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  25

Download Data

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