Natural Product: NPC299714

Natural Product ID:  NPC299714
Common Name:   2S-Hydroperoxy-12S-Hydroxyisobromosphaerol
IUPAC Name:   (1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-6-hydroperoxy-4,10a-dimethyl-8-propan-2-yl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4-diol
Synonyms:  
Molecular Formula:   C20H32Br2O4
Standard InCHIKey:  BDSVYFLMKBMVBZ-OQXMJJEBSA-N
Standard InCHI:  InChI=1S/C20H32Br2O4/c1-11(2)13-7-12(26-25)8-14-17-18(3,5-6-20(13,14)10-21)15(22)9-16(23)19(17,4)24/h8,11-13,15-17,23-25H,5-7,9-10H2,1-4H3/t12-,13-,15-,16-,17-,18+,19+,20-/m0/s1
Canonical SMILES:  OO[C@H]1C[C@@H](C(C)C)[C@@]2(C(=C1)[C@@H]1[C@](C)(O)[C@@H](O)C[C@@H]([C@]1(CC2)C)Br)CBr
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 = 16 ug/ml PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 10.6019/CHEMBL1201861
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 16 ug/ml 10.6019/CHEMBL1201861
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 16 ug/ml 26317881

  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 NPC299714 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
1.0 High Similarity NPC257510
0.9348 High Similarity NPC92231
0.9348 High Similarity NPC34732
0.9213 High Similarity NPC239453
0.9213 High Similarity NPC224552
0.9101 High Similarity NPC188896
0.9032 High Similarity NPC156912
0.8764 High Similarity NPC313115
0.8681 High Similarity NPC131453
0.8571 High Similarity NPC174273
0.809 Intermediate Similarity NPC129501
0.7912 Intermediate Similarity NPC311891
0.7865 Intermediate Similarity NPC477924
0.7864 Intermediate Similarity NPC133921
0.7841 Intermediate Similarity NPC66566
0.7841 Intermediate Similarity NPC477923
0.7802 Intermediate Similarity NPC113024
0.7778 Intermediate Similarity NPC83351
0.7778 Intermediate Similarity NPC167891
0.7753 Intermediate Similarity NPC274079
0.7753 Intermediate Similarity NPC477925
0.7742 Intermediate Similarity NPC474634
0.7742 Intermediate Similarity NPC317458
0.7717 Intermediate Similarity NPC474531
0.7708 Intermediate Similarity NPC474668
0.7667 Intermediate Similarity NPC470711
0.7667 Intermediate Similarity NPC91594
0.7667 Intermediate Similarity NPC470758
0.766 Intermediate Similarity NPC238992
0.766 Intermediate Similarity NPC185568
0.764 Intermediate Similarity NPC35397
0.764 Intermediate Similarity NPC474946
0.7634 Intermediate Similarity NPC47763
0.7634 Intermediate Similarity NPC30166
0.7609 Intermediate Similarity NPC236112
0.7609 Intermediate Similarity NPC287749
0.7604 Intermediate Similarity NPC470620
0.7579 Intermediate Similarity NPC318390
0.7556 Intermediate Similarity NPC470749
0.7556 Intermediate Similarity NPC265588
0.7553 Intermediate Similarity NPC207013
0.7553 Intermediate Similarity NPC253402
0.7553 Intermediate Similarity NPC159168
0.7528 Intermediate Similarity NPC476366
0.7528 Intermediate Similarity NPC477138
0.7528 Intermediate Similarity NPC201048
0.7528 Intermediate Similarity NPC243342
0.7527 Intermediate Similarity NPC47761
0.7527 Intermediate Similarity NPC476646
0.7526 Intermediate Similarity NPC133588
0.75 Intermediate Similarity NPC175145
0.75 Intermediate Similarity NPC6391
0.75 Intermediate Similarity NPC242992
0.75 Intermediate Similarity NPC476610
0.75 Intermediate Similarity NPC291379
0.75 Intermediate Similarity NPC475069
0.75 Intermediate Similarity NPC261266
0.75 Intermediate Similarity NPC94462
0.75 Intermediate Similarity NPC237344
0.75 Intermediate Similarity NPC167706
0.75 Intermediate Similarity NPC328714
0.7475 Intermediate Similarity NPC41554
0.7475 Intermediate Similarity NPC97404
0.7474 Intermediate Similarity NPC205845
0.7473 Intermediate Similarity NPC130136
0.7473 Intermediate Similarity NPC471798
0.7449 Intermediate Similarity NPC187785
0.7449 Intermediate Similarity NPC259875
0.7449 Intermediate Similarity NPC470361
0.7449 Intermediate Similarity NPC477606
0.7447 Intermediate Similarity NPC49964
0.7447 Intermediate Similarity NPC101462
0.7444 Intermediate Similarity NPC476605
0.7444 Intermediate Similarity NPC291503
0.7426 Intermediate Similarity NPC53565
0.7419 Intermediate Similarity NPC13554
0.7419 Intermediate Similarity NPC96362
0.7419 Intermediate Similarity NPC22403
0.7419 Intermediate Similarity NPC295131
0.7416 Intermediate Similarity NPC182717
0.7416 Intermediate Similarity NPC471799
0.7391 Intermediate Similarity NPC22955
0.7391 Intermediate Similarity NPC274750
0.7391 Intermediate Similarity NPC473943
0.7391 Intermediate Similarity NPC99168
0.7391 Intermediate Similarity NPC215307
0.7391 Intermediate Similarity NPC476314
0.7391 Intermediate Similarity NPC474989
0.7391 Intermediate Similarity NPC470396
0.7374 Intermediate Similarity NPC80561
0.7374 Intermediate Similarity NPC204188
0.7374 Intermediate Similarity NPC11216
0.7374 Intermediate Similarity NPC3345
0.7374 Intermediate Similarity NPC329596
0.7374 Intermediate Similarity NPC291484
0.7363 Intermediate Similarity NPC61080
0.7347 Intermediate Similarity NPC280556
0.7347 Intermediate Similarity NPC67872
0.734 Intermediate Similarity NPC249423
0.734 Intermediate Similarity NPC264245
0.7333 Intermediate Similarity NPC471797
0.7333 Intermediate Similarity NPC91858
0.7333 Intermediate Similarity NPC237510
0.7333 Intermediate Similarity NPC475793
0.7333 Intermediate Similarity NPC100334
0.732 Intermediate Similarity NPC477604
0.7312 Intermediate Similarity NPC28862
0.7312 Intermediate Similarity NPC53744
0.7312 Intermediate Similarity NPC47982
0.7312 Intermediate Similarity NPC209430
0.7312 Intermediate Similarity NPC109546
0.7312 Intermediate Similarity NPC30986
0.7312 Intermediate Similarity NPC81306
0.7312 Intermediate Similarity NPC143182
0.7312 Intermediate Similarity NPC84694
0.7303 Intermediate Similarity NPC242001
0.7292 Intermediate Similarity NPC470077
0.7283 Intermediate Similarity NPC34177
0.7283 Intermediate Similarity NPC157996
0.7283 Intermediate Similarity NPC198968
0.7283 Intermediate Similarity NPC155986
0.7283 Intermediate Similarity NPC90979
0.7283 Intermediate Similarity NPC318495
0.7283 Intermediate Similarity NPC40394
0.7283 Intermediate Similarity NPC472805
0.7283 Intermediate Similarity NPC101475
0.7273 Intermediate Similarity NPC105495
0.7273 Intermediate Similarity NPC97103
0.7273 Intermediate Similarity NPC329643
0.7263 Intermediate Similarity NPC87489
0.7263 Intermediate Similarity NPC304285
0.7263 Intermediate Similarity NPC296701
0.7263 Intermediate Similarity NPC218616
0.7263 Intermediate Similarity NPC471408
0.7263 Intermediate Similarity NPC7988
0.7263 Intermediate Similarity NPC470049
0.7253 Intermediate Similarity NPC32832
0.7245 Intermediate Similarity NPC233744
0.7245 Intermediate Similarity NPC149224
0.7245 Intermediate Similarity NPC476948
0.7245 Intermediate Similarity NPC189777
0.7234 Intermediate Similarity NPC209944
0.7234 Intermediate Similarity NPC322313
0.7234 Intermediate Similarity NPC234193
0.7234 Intermediate Similarity NPC164840
0.7234 Intermediate Similarity NPC102253
0.7234 Intermediate Similarity NPC236237
0.7234 Intermediate Similarity NPC241290
0.7228 Intermediate Similarity NPC119379
0.7222 Intermediate Similarity NPC265485
0.7222 Intermediate Similarity NPC220939
0.7222 Intermediate Similarity NPC476609
0.7216 Intermediate Similarity NPC266511
0.7216 Intermediate Similarity NPC274448
0.7216 Intermediate Similarity NPC157257
0.7204 Intermediate Similarity NPC11908
0.7204 Intermediate Similarity NPC253807
0.7204 Intermediate Similarity NPC474216
0.7204 Intermediate Similarity NPC275910
0.7204 Intermediate Similarity NPC300499
0.7204 Intermediate Similarity NPC158662
0.7204 Intermediate Similarity NPC285761
0.7204 Intermediate Similarity NPC196753
0.7204 Intermediate Similarity NPC98386
0.7204 Intermediate Similarity NPC230295
0.72 Intermediate Similarity NPC295668
0.7191 Intermediate Similarity NPC92801
0.7191 Intermediate Similarity NPC34834
0.7191 Intermediate Similarity NPC145498
0.7188 Intermediate Similarity NPC82538
0.7188 Intermediate Similarity NPC134481
0.7188 Intermediate Similarity NPC237795
0.7188 Intermediate Similarity NPC475789
0.7184 Intermediate Similarity NPC72204
0.7184 Intermediate Similarity NPC288970
0.7174 Intermediate Similarity NPC107059
0.7174 Intermediate Similarity NPC106432
0.7174 Intermediate Similarity NPC321381
0.7174 Intermediate Similarity NPC321016
0.7174 Intermediate Similarity NPC189883
0.7174 Intermediate Similarity NPC253190
0.7174 Intermediate Similarity NPC27765
0.7174 Intermediate Similarity NPC120098
0.7174 Intermediate Similarity NPC300324
0.7174 Intermediate Similarity NPC122418
0.7174 Intermediate Similarity NPC290598
0.7174 Intermediate Similarity NPC265328
0.7174 Intermediate Similarity NPC240604
0.7174 Intermediate Similarity NPC30590
0.7174 Intermediate Similarity NPC106364
0.7174 Intermediate Similarity NPC476606
0.7159 Intermediate Similarity NPC244790
0.7159 Intermediate Similarity NPC208999
0.7158 Intermediate Similarity NPC474731
0.7158 Intermediate Similarity NPC7505
0.7158 Intermediate Similarity NPC82986
0.7158 Intermediate Similarity NPC6707
0.7158 Intermediate Similarity NPC474683
0.7158 Intermediate Similarity NPC209620
0.7158 Intermediate Similarity NPC474759

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC299714 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
0.7234 Intermediate Similarity NPD7525 Registered
0.7128 Intermediate Similarity NPD7645 Phase 2
0.7065 Intermediate Similarity NPD6942 Approved
0.7065 Intermediate Similarity NPD7339 Approved
0.6989 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6933 Approved
0.6733 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6702 Remote Similarity NPD8264 Approved
0.66 Remote Similarity NPD4786 Approved
0.6596 Remote Similarity NPD6926 Approved
0.6596 Remote Similarity NPD6924 Approved
0.6569 Remote Similarity NPD7524 Approved
0.6566 Remote Similarity NPD3667 Approved
0.6476 Remote Similarity NPD7515 Phase 2
0.6471 Remote Similarity NPD3618 Phase 1
0.6442 Remote Similarity NPD5328 Approved
0.6421 Remote Similarity NPD4784 Approved
0.6421 Remote Similarity NPD4785 Approved
0.6396 Remote Similarity NPD7632 Discontinued
0.6383 Remote Similarity NPD4243 Approved
0.6364 Remote Similarity NPD4748 Discontinued
0.6364 Remote Similarity NPD7509 Discontinued
0.6364 Remote Similarity NPD6930 Phase 2
0.6364 Remote Similarity NPD6931 Approved
0.6337 Remote Similarity NPD6695 Phase 3
0.6327 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6079 Approved
0.6306 Remote Similarity NPD4159 Approved
0.6275 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7638 Approved
0.6273 Remote Similarity NPD4225 Approved
0.6263 Remote Similarity NPD6929 Approved
0.6262 Remote Similarity NPD4202 Approved
0.6216 Remote Similarity NPD7639 Approved
0.6216 Remote Similarity NPD7640 Approved
0.6211 Remote Similarity NPD7150 Approved
0.6211 Remote Similarity NPD7152 Approved
0.6211 Remote Similarity NPD7151 Approved
0.6204 Remote Similarity NPD7748 Approved
0.62 Remote Similarity NPD7514 Phase 3
0.62 Remote Similarity NPD7332 Phase 2
0.6182 Remote Similarity NPD4755 Approved
0.617 Remote Similarity NPD4267 Clinical (unspecified phase)
0.617 Remote Similarity NPD6922 Approved
0.617 Remote Similarity NPD6923 Approved
0.6117 Remote Similarity NPD3666 Approved
0.6117 Remote Similarity NPD3668 Phase 3
0.6117 Remote Similarity NPD3665 Phase 1
0.6117 Remote Similarity NPD3133 Approved
0.6116 Remote Similarity NPD7115 Discovery
0.6111 Remote Similarity NPD368 Approved
0.6111 Remote Similarity NPD6399 Phase 3
0.6106 Remote Similarity NPD5211 Phase 2
0.6105 Remote Similarity NPD7144 Approved
0.6105 Remote Similarity NPD7143 Approved
0.6095 Remote Similarity NPD7750 Discontinued
0.6091 Remote Similarity NPD5222 Approved
0.6091 Remote Similarity NPD5221 Approved
0.6091 Remote Similarity NPD4697 Phase 3
0.6091 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5285 Approved
0.6071 Remote Similarity NPD5286 Approved
0.6071 Remote Similarity NPD4700 Approved
0.6071 Remote Similarity NPD4696 Approved
0.6061 Remote Similarity NPD5776 Phase 2
0.6061 Remote Similarity NPD6932 Approved
0.6061 Remote Similarity NPD6925 Approved
0.6058 Remote Similarity NPD6893 Approved
0.6036 Remote Similarity NPD7902 Approved
0.6036 Remote Similarity NPD5173 Approved
0.6033 Remote Similarity NPD6274 Approved
0.602 Remote Similarity NPD4190 Phase 3
0.602 Remote Similarity NPD5275 Approved
0.6018 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD7145 Approved
0.6 Remote Similarity NPD5141 Approved
0.5981 Remote Similarity NPD6051 Approved
0.5981 Remote Similarity NPD4753 Phase 2
0.598 Remote Similarity NPD6902 Approved
0.598 Remote Similarity NPD6898 Phase 1
0.5965 Remote Similarity NPD5225 Approved
0.5965 Remote Similarity NPD4633 Approved
0.5965 Remote Similarity NPD5226 Approved
0.5965 Remote Similarity NPD5224 Approved
0.5948 Remote Similarity NPD6402 Approved
0.5948 Remote Similarity NPD5739 Approved
0.5948 Remote Similarity NPD6675 Approved
0.5948 Remote Similarity NPD7128 Approved
0.5941 Remote Similarity NPD4195 Approved
0.5941 Remote Similarity NPD6683 Phase 2
0.5932 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5174 Approved
0.5913 Remote Similarity NPD4754 Approved
0.5913 Remote Similarity NPD5175 Approved
0.5905 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5887 Remote Similarity NPD7516 Approved
0.5882 Remote Similarity NPD4695 Discontinued
0.5882 Remote Similarity NPD4634 Approved
0.5877 Remote Similarity NPD5344 Discontinued
0.5872 Remote Similarity NPD7087 Discontinued
0.5849 Remote Similarity NPD4623 Approved
0.5849 Remote Similarity NPD4519 Discontinued
0.5849 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6899 Approved
0.5847 Remote Similarity NPD6881 Approved
0.5847 Remote Similarity NPD7320 Approved
0.5841 Remote Similarity NPD5290 Discontinued
0.5812 Remote Similarity NPD4768 Approved
0.5812 Remote Similarity NPD4767 Approved
0.5806 Remote Similarity NPD7327 Approved
0.5806 Remote Similarity NPD7328 Approved
0.5798 Remote Similarity NPD6373 Approved
0.5798 Remote Similarity NPD6372 Approved
0.5794 Remote Similarity NPD8033 Approved
0.5785 Remote Similarity NPD8297 Approved
0.5769 Remote Similarity NPD4221 Approved
0.5769 Remote Similarity NPD4223 Phase 3
0.5766 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7900 Approved
0.5763 Remote Similarity NPD5697 Approved
0.5763 Remote Similarity NPD5701 Approved
0.5755 Remote Similarity NPD5329 Approved
0.5752 Remote Similarity NPD6084 Phase 2
0.5752 Remote Similarity NPD6083 Phase 2
0.575 Remote Similarity NPD6883 Approved
0.575 Remote Similarity NPD7102 Approved
0.575 Remote Similarity NPD7290 Approved
0.5738 Remote Similarity NPD4632 Approved
0.5727 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD5128 Approved
0.5714 Remote Similarity NPD4629 Approved
0.5714 Remote Similarity NPD5210 Approved
0.5714 Remote Similarity NPD6011 Approved
0.5714 Remote Similarity NPD4729 Approved
0.5714 Remote Similarity NPD8377 Approved
0.5714 Remote Similarity NPD8294 Approved
0.5714 Remote Similarity NPD4730 Approved
0.5702 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5702 Remote Similarity NPD6847 Approved
0.5702 Remote Similarity NPD6649 Approved
0.5702 Remote Similarity NPD8130 Phase 1
0.5702 Remote Similarity NPD6650 Approved
0.5702 Remote Similarity NPD6617 Approved
0.5702 Remote Similarity NPD6869 Approved
0.5701 Remote Similarity NPD5279 Phase 3
0.5686 Remote Similarity NPD3671 Phase 1
0.5669 Remote Similarity NPD8380 Approved
0.5669 Remote Similarity NPD8296 Approved
0.5669 Remote Similarity NPD8379 Approved
0.5669 Remote Similarity NPD7503 Approved
0.5669 Remote Similarity NPD8378 Approved
0.5669 Remote Similarity NPD8335 Approved
0.5667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6012 Approved
0.5667 Remote Similarity NPD6013 Approved
0.5667 Remote Similarity NPD6014 Approved
0.566 Remote Similarity NPD4197 Approved
0.5656 Remote Similarity NPD6882 Approved
0.563 Remote Similarity NPD6412 Phase 2
0.562 Remote Similarity NPD5249 Phase 3
0.562 Remote Similarity NPD5247 Approved
0.562 Remote Similarity NPD5955 Clinical (unspecified phase)
0.562 Remote Similarity NPD5248 Approved
0.562 Remote Similarity NPD5251 Approved
0.562 Remote Similarity NPD5134 Clinical (unspecified phase)
0.562 Remote Similarity NPD5169 Approved
0.562 Remote Similarity NPD5135 Approved
0.562 Remote Similarity NPD5250 Approved
0.5618 Remote Similarity NPD342 Phase 1
0.5607 Remote Similarity NPD1696 Phase 3

Structure

External Identifiers

PubChem CID   44578743
ChEMBL   CHEMBL514683
ZINC  

Physicochemical Properties

Molecular Weight:  494.07
ALogP:  1.6323
MLogP:  3
XLogP:  4.565
# Rotatable Bonds:  12
Polar Surface Area:  69.92
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  26

Download Data

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