Natural Product: NPC129501

Natural Product ID:  NPC129501
Common Name:   Bromosphaerol
IUPAC Name:   (1S,4R,4aS,4bS,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-propan-2-yl-2,3,4a,4b,7,8,9,10-octahydro-1H-phenanthren-4-ol
Synonyms:   Bromosphaerol
Molecular Formula:   C20H32Br2O
Standard InCHIKey:  ZMLPTEUWDOZWSU-INCXTXFYSA-N
Standard InCHI:  InChI=1S/C20H32Br2O/c1-13(2)14-6-5-7-15-17-18(3,10-11-20(14,15)12-21)16(22)8-9-19(17,4)23/h5,7,13-17,23H,6,8-12H2,1-4H3/t14-,15-,16-,17-,18+,19+,20-/m0/s1
Canonical SMILES:  BrC[C@@]12CC[C@]3([C@H]([C@@H]2C=CC[C@H]1C(C)C)[C@](C)(O)CC[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[20045651]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 34000 nM 19743809
NPT114 Cell Line LoVo Homo sapiens IC50 = 23000 nM 19456120
NPT81 Cell Line A549 Homo sapiens IC50 = 35000 nM 15974618
NPT2 Others Unspecified IC50 = 30000 nM 25735399
NPT2 Others Unspecified IC50 = 28000 nM 25314129
NPT306 Cell Line PC-3 Homo sapiens IC50 = 30000 nM Open TG-GATES in vivo data: Biochemistry

  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 NPC129501 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
0.8902 High Similarity NPC131453
0.8795 High Similarity NPC239453
0.8795 High Similarity NPC224552
0.8675 High Similarity NPC188896
0.8571 High Similarity NPC329643
0.8481 Intermediate Similarity NPC476610
0.8333 Intermediate Similarity NPC61080
0.8289 Intermediate Similarity NPC475077
0.8202 Intermediate Similarity NPC156912
0.8111 Intermediate Similarity NPC34732
0.8111 Intermediate Similarity NPC92231
0.809 Intermediate Similarity NPC257510
0.809 Intermediate Similarity NPC299714
0.7895 Intermediate Similarity NPC94192
0.7882 Intermediate Similarity NPC313115
0.7792 Intermediate Similarity NPC476431
0.7792 Intermediate Similarity NPC476604
0.7722 Intermediate Similarity NPC182717
0.7701 Intermediate Similarity NPC174273
0.7692 Intermediate Similarity NPC475728
0.7632 Intermediate Similarity NPC279434
0.7532 Intermediate Similarity NPC197805
0.7531 Intermediate Similarity NPC474946
0.7531 Intermediate Similarity NPC35397
0.75 Intermediate Similarity NPC64123
0.747 Intermediate Similarity NPC215307
0.747 Intermediate Similarity NPC274750
0.7468 Intermediate Similarity NPC145498
0.7423 Intermediate Similarity NPC133921
0.7412 Intermediate Similarity NPC311891
0.7407 Intermediate Similarity NPC243342
0.7407 Intermediate Similarity NPC91858
0.7407 Intermediate Similarity NPC475793
0.7407 Intermediate Similarity NPC100334
0.7407 Intermediate Similarity NPC237510
0.7407 Intermediate Similarity NPC477138
0.7403 Intermediate Similarity NPC286669
0.7403 Intermediate Similarity NPC222366
0.7403 Intermediate Similarity NPC476039
0.7375 Intermediate Similarity NPC167706
0.7375 Intermediate Similarity NPC110799
0.7375 Intermediate Similarity NPC242001
0.7349 Intermediate Similarity NPC91594
0.7349 Intermediate Similarity NPC471798
0.7333 Intermediate Similarity NPC79576
0.7333 Intermediate Similarity NPC194208
0.7333 Intermediate Similarity NPC282694
0.7317 Intermediate Similarity NPC291503
0.7294 Intermediate Similarity NPC113024
0.7284 Intermediate Similarity NPC471799
0.7284 Intermediate Similarity NPC476609
0.7229 Intermediate Similarity NPC470749
0.7229 Intermediate Similarity NPC30590
0.7229 Intermediate Similarity NPC189883
0.7229 Intermediate Similarity NPC106432
0.7229 Intermediate Similarity NPC120098
0.7229 Intermediate Similarity NPC122418
0.7229 Intermediate Similarity NPC265328
0.7229 Intermediate Similarity NPC30575
0.7229 Intermediate Similarity NPC290598
0.7229 Intermediate Similarity NPC265588
0.7229 Intermediate Similarity NPC134330
0.7229 Intermediate Similarity NPC27765
0.7229 Intermediate Similarity NPC129165
0.7215 Intermediate Similarity NPC2648
0.7215 Intermediate Similarity NPC32055
0.7195 Intermediate Similarity NPC476366
0.7195 Intermediate Similarity NPC22134
0.7195 Intermediate Similarity NPC471797
0.7195 Intermediate Similarity NPC201048
0.7176 Intermediate Similarity NPC291379
0.7162 Intermediate Similarity NPC474769
0.7162 Intermediate Similarity NPC189290
0.7143 Intermediate Similarity NPC130136
0.7143 Intermediate Similarity NPC157996
0.7143 Intermediate Similarity NPC90979
0.7143 Intermediate Similarity NPC34177
0.7143 Intermediate Similarity NPC472805
0.7143 Intermediate Similarity NPC101475
0.7143 Intermediate Similarity NPC470758
0.7143 Intermediate Similarity NPC470711
0.7143 Intermediate Similarity NPC40394
0.7125 Intermediate Similarity NPC210323
0.7108 Intermediate Similarity NPC471723
0.7108 Intermediate Similarity NPC476605
0.7108 Intermediate Similarity NPC477923
0.7108 Intermediate Similarity NPC32832
0.7108 Intermediate Similarity NPC141071
0.7108 Intermediate Similarity NPC66566
0.7108 Intermediate Similarity NPC138374
0.7108 Intermediate Similarity NPC257347
0.7108 Intermediate Similarity NPC34700
0.7105 Intermediate Similarity NPC41160
0.7089 Intermediate Similarity NPC88454
0.7089 Intermediate Similarity NPC117607
0.7089 Intermediate Similarity NPC101307
0.7079 Intermediate Similarity NPC33663
0.7059 Intermediate Similarity NPC98386
0.7059 Intermediate Similarity NPC253807
0.7059 Intermediate Similarity NPC474989
0.7059 Intermediate Similarity NPC158662
0.7059 Intermediate Similarity NPC285761
0.7059 Intermediate Similarity NPC230295
0.7059 Intermediate Similarity NPC22955
0.7059 Intermediate Similarity NPC196753
0.7059 Intermediate Similarity NPC470396
0.7059 Intermediate Similarity NPC11908
0.7059 Intermediate Similarity NPC99168
0.7059 Intermediate Similarity NPC300499
0.7051 Intermediate Similarity NPC163678
0.7045 Intermediate Similarity NPC473592
0.7024 Intermediate Similarity NPC202642
0.7024 Intermediate Similarity NPC474231
0.7024 Intermediate Similarity NPC470362
0.7024 Intermediate Similarity NPC476607
0.7024 Intermediate Similarity NPC113733
0.7024 Intermediate Similarity NPC46160
0.7024 Intermediate Similarity NPC240604
0.7024 Intermediate Similarity NPC237460
0.7024 Intermediate Similarity NPC300324
0.7024 Intermediate Similarity NPC106364
0.7024 Intermediate Similarity NPC476606
0.7013 Intermediate Similarity NPC81615
0.7013 Intermediate Similarity NPC174956
0.7011 Intermediate Similarity NPC476646
0.7011 Intermediate Similarity NPC249423
0.7 Intermediate Similarity NPC208999
0.7 Intermediate Similarity NPC216460
0.6977 Remote Similarity NPC53744
0.6977 Remote Similarity NPC31330
0.6977 Remote Similarity NPC80530
0.6977 Remote Similarity NPC273410
0.6977 Remote Similarity NPC1319
0.6966 Remote Similarity NPC470077
0.6962 Remote Similarity NPC149680
0.6951 Remote Similarity NPC164022
0.6941 Remote Similarity NPC477924
0.6941 Remote Similarity NPC214570
0.6941 Remote Similarity NPC155986
0.6941 Remote Similarity NPC476608
0.6941 Remote Similarity NPC198968
0.6941 Remote Similarity NPC318495
0.6941 Remote Similarity NPC132542
0.6932 Remote Similarity NPC218616
0.6932 Remote Similarity NPC30166
0.6932 Remote Similarity NPC49964
0.6932 Remote Similarity NPC87489
0.6932 Remote Similarity NPC296701
0.6923 Remote Similarity NPC225415
0.6905 Remote Similarity NPC28657
0.6905 Remote Similarity NPC288035
0.6905 Remote Similarity NPC121744
0.6905 Remote Similarity NPC22105
0.6905 Remote Similarity NPC230301
0.6905 Remote Similarity NPC285893
0.6905 Remote Similarity NPC304309
0.6905 Remote Similarity NPC118508
0.6905 Remote Similarity NPC134847
0.6905 Remote Similarity NPC322353
0.6905 Remote Similarity NPC476424
0.6905 Remote Similarity NPC162742
0.6905 Remote Similarity NPC136188
0.6897 Remote Similarity NPC164840
0.6897 Remote Similarity NPC96362
0.6897 Remote Similarity NPC236237
0.6897 Remote Similarity NPC13554
0.6897 Remote Similarity NPC476809
0.6897 Remote Similarity NPC469637
0.6897 Remote Similarity NPC295131
0.6897 Remote Similarity NPC102253
0.6897 Remote Similarity NPC209944
0.6897 Remote Similarity NPC236112
0.6897 Remote Similarity NPC322313
0.6897 Remote Similarity NPC287749
0.6897 Remote Similarity NPC241290
0.6892 Remote Similarity NPC39068
0.6892 Remote Similarity NPC264779
0.6892 Remote Similarity NPC179024
0.6889 Remote Similarity NPC470360
0.6889 Remote Similarity NPC318390
0.6867 Remote Similarity NPC68443
0.686 Remote Similarity NPC72507
0.686 Remote Similarity NPC65897
0.686 Remote Similarity NPC167037
0.686 Remote Similarity NPC83351
0.686 Remote Similarity NPC318136
0.686 Remote Similarity NPC186191
0.686 Remote Similarity NPC6978
0.686 Remote Similarity NPC148977
0.686 Remote Similarity NPC85346
0.686 Remote Similarity NPC302041
0.686 Remote Similarity NPC76931
0.686 Remote Similarity NPC312328
0.686 Remote Similarity NPC205455
0.686 Remote Similarity NPC244385
0.686 Remote Similarity NPC307965
0.686 Remote Similarity NPC275910
0.686 Remote Similarity NPC167891
0.686 Remote Similarity NPC18603
0.686 Remote Similarity NPC138621

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC129501 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
0.7407 Intermediate Similarity NPD4785 Approved
0.7407 Intermediate Similarity NPD4784 Approved
0.7375 Intermediate Similarity NPD4243 Approved
0.6977 Remote Similarity NPD7645 Phase 2
0.6905 Remote Similarity NPD7339 Approved
0.6905 Remote Similarity NPD4190 Phase 3
0.6905 Remote Similarity NPD5275 Approved
0.6905 Remote Similarity NPD6942 Approved
0.6897 Remote Similarity NPD7525 Registered
0.6782 Remote Similarity NPD4195 Approved
0.6628 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6926 Approved
0.6395 Remote Similarity NPD6924 Approved
0.6374 Remote Similarity NPD4223 Phase 3
0.6374 Remote Similarity NPD4221 Approved
0.6344 Remote Similarity NPD5329 Approved
0.6289 Remote Similarity NPD6079 Approved
0.6277 Remote Similarity NPD3618 Phase 1
0.6277 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4519 Discontinued
0.6277 Remote Similarity NPD4623 Approved
0.625 Remote Similarity NPD5328 Approved
0.625 Remote Similarity NPD6933 Approved
0.6237 Remote Similarity NPD4197 Approved
0.6237 Remote Similarity NPD4786 Approved
0.6235 Remote Similarity NPD7144 Approved
0.6235 Remote Similarity NPD7143 Approved
0.6196 Remote Similarity NPD3667 Approved
0.6163 Remote Similarity NPD7150 Approved
0.6163 Remote Similarity NPD7151 Approved
0.6163 Remote Similarity NPD7152 Approved
0.6154 Remote Similarity NPD4695 Discontinued
0.6154 Remote Similarity NPD7509 Discontinued
0.6136 Remote Similarity NPD8264 Approved
0.6122 Remote Similarity NPD7515 Phase 2
0.6118 Remote Similarity NPD6922 Approved
0.6118 Remote Similarity NPD6923 Approved
0.6105 Remote Similarity NPD5690 Phase 2
0.6105 Remote Similarity NPD4690 Approved
0.6105 Remote Similarity NPD4138 Approved
0.6105 Remote Similarity NPD4689 Approved
0.6105 Remote Similarity NPD5205 Approved
0.6105 Remote Similarity NPD4688 Approved
0.6105 Remote Similarity NPD4693 Phase 3
0.6064 Remote Similarity NPD3133 Approved
0.6064 Remote Similarity NPD3666 Approved
0.6064 Remote Similarity NPD3665 Phase 1
0.6061 Remote Similarity NPD4202 Approved
0.6042 Remote Similarity NPD3573 Approved
0.6042 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6 Remote Similarity NPD6932 Approved
0.6 Remote Similarity NPD7748 Approved
0.5979 Remote Similarity NPD4722 Approved
0.5979 Remote Similarity NPD4723 Approved
0.5978 Remote Similarity NPD6931 Approved
0.5978 Remote Similarity NPD4748 Discontinued
0.5978 Remote Similarity NPD6930 Phase 2
0.5938 Remote Similarity NPD5280 Approved
0.5938 Remote Similarity NPD4694 Approved
0.5934 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5934 Remote Similarity NPD3617 Approved
0.5918 Remote Similarity NPD4753 Phase 2
0.5882 Remote Similarity NPD5222 Approved
0.5882 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5221 Approved
0.587 Remote Similarity NPD6929 Approved
0.5865 Remote Similarity NPD5285 Approved
0.5865 Remote Similarity NPD5286 Approved
0.5865 Remote Similarity NPD4696 Approved
0.5825 Remote Similarity NPD5173 Approved
0.5825 Remote Similarity NPD7902 Approved
0.5825 Remote Similarity NPD4755 Approved
0.581 Remote Similarity NPD5223 Approved
0.5806 Remote Similarity NPD7332 Phase 2
0.5806 Remote Similarity NPD7514 Phase 3
0.58 Remote Similarity NPD5281 Approved
0.58 Remote Similarity NPD5284 Approved
0.5789 Remote Similarity NPD6695 Phase 3
0.5784 Remote Similarity NPD4629 Approved
0.5784 Remote Similarity NPD5210 Approved
0.5773 Remote Similarity NPD6098 Approved
0.5769 Remote Similarity NPD5290 Discontinued
0.5761 Remote Similarity NPD7145 Approved
0.5758 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5755 Remote Similarity NPD5226 Approved
0.5755 Remote Similarity NPD5211 Phase 2
0.5755 Remote Similarity NPD4633 Approved
0.5755 Remote Similarity NPD5224 Approved
0.5755 Remote Similarity NPD5225 Approved
0.5755 Remote Similarity NPD7632 Discontinued
0.5745 Remote Similarity NPD4692 Approved
0.5745 Remote Similarity NPD4139 Approved
0.5743 Remote Similarity NPD6399 Phase 3
0.5729 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5729 Remote Similarity NPD3668 Phase 3
0.5728 Remote Similarity NPD4697 Phase 3
0.5714 Remote Similarity NPD4700 Approved
0.5702 Remote Similarity NPD6274 Approved
0.5701 Remote Similarity NPD5174 Approved
0.5701 Remote Similarity NPD5175 Approved
0.5699 Remote Similarity NPD6683 Phase 2
0.5673 Remote Similarity NPD6084 Phase 2
0.5673 Remote Similarity NPD6083 Phase 2
0.567 Remote Similarity NPD6893 Approved
0.567 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5663 Remote Similarity NPD368 Approved
0.5652 Remote Similarity NPD5776 Phase 2
0.5652 Remote Similarity NPD6925 Approved
0.5648 Remote Similarity NPD5141 Approved
0.5636 Remote Similarity NPD6899 Approved
0.5636 Remote Similarity NPD6881 Approved
0.5632 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5631 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4788 Approved
0.5619 Remote Similarity NPD7638 Approved
0.5612 Remote Similarity NPD5330 Approved
0.5612 Remote Similarity NPD7521 Approved
0.5612 Remote Similarity NPD7334 Approved
0.5612 Remote Similarity NPD5279 Phase 3
0.5612 Remote Similarity NPD7146 Approved
0.5612 Remote Similarity NPD6684 Approved
0.5612 Remote Similarity NPD6409 Approved
0.56 Remote Similarity NPD6080 Approved
0.56 Remote Similarity NPD6051 Approved
0.56 Remote Similarity NPD6673 Approved
0.56 Remote Similarity NPD6904 Approved

Structure

External Identifiers

PubChem CID   14565462
ChEMBL   CHEMBL599536
ZINC  

Physicochemical Properties

Molecular Weight:  446.08
ALogP:  2.2349
MLogP:  3.33
XLogP:  7.262
# Rotatable Bonds:  9
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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Biological Activities  
Similar NPs/Drugs