Natural Product: NPC174273

Natural Product ID:  NPC174273
Common Name:   10R-Hydroxybromocorodienol
IUPAC Name:   (1S,2R,4S,4aS,8S,11E,12aS)-4-bromo-1,4a-dimethyl-7-methylidene-8-propan-2-yl-3,4,5,6,8,9,10,12a-octahydro-2H-benzo[10]annulene-1,2-diol
Synonyms:   10R-Hydroxybromocorodienol
Molecular Formula:   C20H33BrO2
Standard InCHIKey:  OSFHGDFNIHPDBE-WPLOQTPPSA-N
Standard InCHI:  InChI=1S/C20H33BrO2/c1-13(2)15-8-6-7-9-16-19(4,11-10-14(15)3)17(21)12-18(22)20(16,5)23/h7,9,13,15-18,22-23H,3,6,8,10-12H2,1-2,4-5H3/b9-7+/t15-,16-,17-,18+,19-,20-/m0/s1
Canonical SMILES:  CC([C@@H]1CC/C=C/[C@H]2[C@@](CCC1=C)(C)[C@@H](Br)C[C@H]([C@@]2(C)O)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[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 = 62000 nM 22445674
NPT114 Cell Line LoVo Homo sapiens IC50 = 24000 nM 18529046
NPT81 Cell Line A549 Homo sapiens IC50 = 64000 nM 20405847
NPT2 Others Unspecified IC50 = 60000 nM 17190440
NPT2 Others Unspecified IC50 = 33000 nM 18973387
NPT306 Cell Line PC-3 Homo sapiens IC50 = 48000 nM 17145798

  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 NPC174273 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
0.8851 High Similarity NPC239453
0.8851 High Similarity NPC224552
0.8571 High Similarity NPC299714
0.8571 High Similarity NPC257510
0.8391 Intermediate Similarity NPC313115
0.828 Intermediate Similarity NPC156912
0.8191 Intermediate Similarity NPC92231
0.8191 Intermediate Similarity NPC34732
0.8118 Intermediate Similarity NPC476610
0.8111 Intermediate Similarity NPC188896
0.8072 Intermediate Similarity NPC476605
0.7912 Intermediate Similarity NPC131453
0.7831 Intermediate Similarity NPC476609
0.7816 Intermediate Similarity NPC113024
0.7765 Intermediate Similarity NPC476606
0.7727 Intermediate Similarity NPC311891
0.7701 Intermediate Similarity NPC129501
0.7647 Intermediate Similarity NPC35397
0.7647 Intermediate Similarity NPC477923
0.7647 Intermediate Similarity NPC474946
0.7647 Intermediate Similarity NPC66566
0.7614 Intermediate Similarity NPC287749
0.7586 Intermediate Similarity NPC274750
0.7586 Intermediate Similarity NPC215307
0.7558 Intermediate Similarity NPC61080
0.7558 Intermediate Similarity NPC265588
0.7529 Intermediate Similarity NPC243342
0.7529 Intermediate Similarity NPC477138
0.7525 Intermediate Similarity NPC133921
0.75 Intermediate Similarity NPC242992
0.75 Intermediate Similarity NPC471268
0.75 Intermediate Similarity NPC471271
0.75 Intermediate Similarity NPC167706
0.7471 Intermediate Similarity NPC477924
0.7442 Intermediate Similarity NPC291503
0.7356 Intermediate Similarity NPC476607
0.7356 Intermediate Similarity NPC274079
0.7356 Intermediate Similarity NPC477925
0.7333 Intermediate Similarity NPC474531
0.7326 Intermediate Similarity NPC91858
0.7317 Intermediate Similarity NPC250977
0.7303 Intermediate Similarity NPC476603
0.7294 Intermediate Similarity NPC475077
0.7294 Intermediate Similarity NPC242001
0.7284 Intermediate Similarity NPC225415
0.7273 Intermediate Similarity NPC471798
0.7262 Intermediate Similarity NPC476604
0.7222 Intermediate Similarity NPC236112
0.7222 Intermediate Similarity NPC13554
0.7209 Intermediate Similarity NPC471799
0.7209 Intermediate Similarity NPC68443
0.7209 Intermediate Similarity NPC182717
0.7191 Intermediate Similarity NPC83351
0.7191 Intermediate Similarity NPC167891
0.7176 Intermediate Similarity NPC145498
0.7176 Intermediate Similarity NPC92801
0.7174 Intermediate Similarity NPC207013
0.7159 Intermediate Similarity NPC167873
0.7159 Intermediate Similarity NPC1973
0.7143 Intermediate Similarity NPC471270
0.7143 Intermediate Similarity NPC208999
0.7143 Intermediate Similarity NPC244790
0.7128 Intermediate Similarity NPC94462
0.7126 Intermediate Similarity NPC201048
0.7126 Intermediate Similarity NPC471797
0.7126 Intermediate Similarity NPC476366
0.7111 Intermediate Similarity NPC291379
0.7111 Intermediate Similarity NPC328714
0.7111 Intermediate Similarity NPC31330
0.7097 Intermediate Similarity NPC238992
0.7093 Intermediate Similarity NPC110799
0.7093 Intermediate Similarity NPC471272
0.7093 Intermediate Similarity NPC164022
0.7093 Intermediate Similarity NPC477792
0.7079 Intermediate Similarity NPC470711
0.7079 Intermediate Similarity NPC130136
0.7079 Intermediate Similarity NPC91594
0.7079 Intermediate Similarity NPC470758
0.7073 Intermediate Similarity NPC290367
0.7065 Intermediate Similarity NPC47763
0.7065 Intermediate Similarity NPC471408
0.7065 Intermediate Similarity NPC30166
0.7059 Intermediate Similarity NPC9942
0.7053 Intermediate Similarity NPC109900
0.7033 Intermediate Similarity NPC471266
0.7033 Intermediate Similarity NPC22403
0.7033 Intermediate Similarity NPC96362
0.7033 Intermediate Similarity NPC474592
0.7033 Intermediate Similarity NPC95124
0.7033 Intermediate Similarity NPC236707
0.7021 Intermediate Similarity NPC290731
0.7011 Intermediate Similarity NPC95165
0.7 Intermediate Similarity NPC474989
0.7 Intermediate Similarity NPC285761
0.7 Intermediate Similarity NPC470396
0.7 Intermediate Similarity NPC99168
0.7 Intermediate Similarity NPC275910
0.7 Intermediate Similarity NPC22955
0.6989 Remote Similarity NPC317458
0.6989 Remote Similarity NPC159168
0.6989 Remote Similarity NPC253402
0.6979 Remote Similarity NPC133588
0.6966 Remote Similarity NPC106432
0.6966 Remote Similarity NPC315261
0.6966 Remote Similarity NPC470749
0.6957 Remote Similarity NPC476646
0.6957 Remote Similarity NPC142163
0.6957 Remote Similarity NPC6707
0.6957 Remote Similarity NPC249423
0.6947 Remote Similarity NPC237344
0.6947 Remote Similarity NPC475069
0.6947 Remote Similarity NPC175145
0.6941 Remote Similarity NPC471238
0.6932 Remote Similarity NPC78527
0.6932 Remote Similarity NPC100334
0.6932 Remote Similarity NPC306727
0.6932 Remote Similarity NPC237510
0.6932 Remote Similarity NPC475793
0.6923 Remote Similarity NPC273410
0.6923 Remote Similarity NPC472463
0.6923 Remote Similarity NPC233295
0.6923 Remote Similarity NPC80530
0.6923 Remote Similarity NPC53744
0.6915 Remote Similarity NPC474493
0.6907 Remote Similarity NPC115607
0.6907 Remote Similarity NPC97103
0.6907 Remote Similarity NPC329643
0.6889 Remote Similarity NPC157996
0.6889 Remote Similarity NPC101475
0.6889 Remote Similarity NPC472805
0.6889 Remote Similarity NPC283619
0.6889 Remote Similarity NPC198968
0.6889 Remote Similarity NPC155986
0.6889 Remote Similarity NPC34177
0.6889 Remote Similarity NPC318495
0.6889 Remote Similarity NPC90979
0.6889 Remote Similarity NPC40394
0.6889 Remote Similarity NPC214570
0.6882 Remote Similarity NPC49964
0.6882 Remote Similarity NPC87489
0.6882 Remote Similarity NPC296701
0.6882 Remote Similarity NPC7988
0.6882 Remote Similarity NPC218616
0.6875 Remote Similarity NPC476948
0.6867 Remote Similarity NPC144650
0.686 Remote Similarity NPC476431
0.686 Remote Similarity NPC210323
0.6854 Remote Similarity NPC32832
0.6848 Remote Similarity NPC164840
0.6848 Remote Similarity NPC241290
0.6848 Remote Similarity NPC15714
0.6848 Remote Similarity NPC209944
0.6848 Remote Similarity NPC236237
0.6848 Remote Similarity NPC322313
0.6848 Remote Similarity NPC102253
0.6837 Remote Similarity NPC204188
0.6837 Remote Similarity NPC475751
0.6837 Remote Similarity NPC329596
0.6837 Remote Similarity NPC291484
0.6837 Remote Similarity NPC80561
0.6837 Remote Similarity NPC3345
0.6837 Remote Similarity NPC11216
0.6837 Remote Similarity NPC473956
0.6818 Remote Similarity NPC476422
0.6818 Remote Similarity NPC220939
0.6818 Remote Similarity NPC265485
0.6813 Remote Similarity NPC148977
0.6813 Remote Similarity NPC244385
0.6813 Remote Similarity NPC230295
0.6813 Remote Similarity NPC300499
0.6813 Remote Similarity NPC11908
0.6813 Remote Similarity NPC476314
0.6813 Remote Similarity NPC138621
0.6813 Remote Similarity NPC158662
0.6813 Remote Similarity NPC196753
0.6813 Remote Similarity NPC253807
0.6813 Remote Similarity NPC167037
0.6813 Remote Similarity NPC6978
0.6813 Remote Similarity NPC98386
0.6809 Remote Similarity NPC82538
0.6809 Remote Similarity NPC237795
0.6809 Remote Similarity NPC185605
0.6809 Remote Similarity NPC474634
0.6809 Remote Similarity NPC23748
0.6804 Remote Similarity NPC475664
0.6804 Remote Similarity NPC474668
0.6782 Remote Similarity NPC34834
0.6778 Remote Similarity NPC265328
0.6778 Remote Similarity NPC237460
0.6778 Remote Similarity NPC113733
0.6778 Remote Similarity NPC129165
0.6778 Remote Similarity NPC63958
0.6778 Remote Similarity NPC300324
0.6778 Remote Similarity NPC134330
0.6778 Remote Similarity NPC73875
0.6778 Remote Similarity NPC321016
0.6778 Remote Similarity NPC107059
0.6778 Remote Similarity NPC470362
0.6778 Remote Similarity NPC321381
0.6778 Remote Similarity NPC120098

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC174273 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
0.6966 Remote Similarity NPD6933 Approved
0.6848 Remote Similarity NPD7525 Registered
0.6742 Remote Similarity NPD6926 Approved
0.6742 Remote Similarity NPD6924 Approved
0.6739 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD8264 Approved
0.6593 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6517 Remote Similarity NPD7150 Approved
0.6517 Remote Similarity NPD7151 Approved
0.6517 Remote Similarity NPD7152 Approved
0.6489 Remote Similarity NPD7509 Discontinued
0.6404 Remote Similarity NPD7143 Approved
0.6404 Remote Similarity NPD7144 Approved
0.6364 Remote Similarity NPD7524 Approved
0.6344 Remote Similarity NPD6932 Approved
0.6316 Remote Similarity NPD6931 Approved
0.6316 Remote Similarity NPD6930 Phase 2
0.6292 Remote Similarity NPD6922 Approved
0.6292 Remote Similarity NPD6923 Approved
0.6277 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6224 Remote Similarity NPD4786 Approved
0.6211 Remote Similarity NPD6929 Approved
0.6196 Remote Similarity NPD4784 Approved
0.6196 Remote Similarity NPD4785 Approved
0.6186 Remote Similarity NPD3667 Approved
0.6146 Remote Similarity NPD4748 Discontinued
0.6146 Remote Similarity NPD7332 Phase 2
0.6146 Remote Similarity NPD7514 Phase 3
0.6122 Remote Similarity NPD6695 Phase 3
0.6117 Remote Similarity NPD6079 Approved
0.6105 Remote Similarity NPD7145 Approved
0.61 Remote Similarity NPD3618 Phase 1
0.6078 Remote Similarity NPD5328 Approved
0.6061 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6683 Phase 2
0.604 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD6893 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.5978 Remote Similarity NPD4243 Approved
0.5963 Remote Similarity NPD5344 Discontinued
0.5962 Remote Similarity NPD7515 Phase 2
0.5926 Remote Similarity NPD4225 Approved
0.5918 Remote Similarity NPD6902 Approved
0.5918 Remote Similarity NPD6898 Phase 1
0.5905 Remote Similarity NPD4202 Approved
0.5882 Remote Similarity NPD7750 Discontinued
0.5862 Remote Similarity NPD368 Approved
0.5766 Remote Similarity NPD7632 Discontinued
0.5761 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5743 Remote Similarity NPD3666 Approved
0.5743 Remote Similarity NPD3665 Phase 1
0.5743 Remote Similarity NPD3133 Approved
0.5741 Remote Similarity NPD5222 Approved
0.5741 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5741 Remote Similarity NPD5221 Approved
0.5727 Remote Similarity NPD5286 Approved
0.5727 Remote Similarity NPD5285 Approved
0.5727 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD4195 Approved
0.5714 Remote Similarity NPD3168 Discontinued
0.5701 Remote Similarity NPD7748 Approved
0.5688 Remote Similarity NPD5173 Approved
0.5688 Remote Similarity NPD4755 Approved
0.5686 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5676 Remote Similarity NPD4159 Approved
0.5676 Remote Similarity NPD5223 Approved
0.566 Remote Similarity NPD6411 Approved
0.566 Remote Similarity NPD7087 Discontinued
0.5657 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5636 Remote Similarity NPD5290 Discontinued
0.5636 Remote Similarity NPD7638 Approved
0.5631 Remote Similarity NPD5279 Phase 3
0.5625 Remote Similarity NPD5224 Approved
0.5625 Remote Similarity NPD4190 Phase 3
0.5625 Remote Similarity NPD5225 Approved
0.5625 Remote Similarity NPD5275 Approved
0.5625 Remote Similarity NPD4633 Approved
0.5625 Remote Similarity NPD5226 Approved
0.5625 Remote Similarity NPD5211 Phase 2
0.5607 Remote Similarity NPD6399 Phase 3

Structure

External Identifiers

PubChem CID   46232273
ChEMBL   CHEMBL599325
ZINC  

Physicochemical Properties

Molecular Weight:  384.17
ALogP:  2.0296
MLogP:  3.33
XLogP:  6.268
# Rotatable Bonds:  8
Polar Surface Area:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  23

Download Data

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