Natural Product: NPC76164

Natural Product ID:  NPC76164
Common Name:   (E)-2-((4Ar,6R,7S,8As)-6-Chloro-7-Hydroxy-5,5,8A-Trimethyloctahydronaphthalen-2(1H)-Ylidene)Acetaldehyde
IUPAC Name:   (2E)-2-[(4aR,6R,7S,8aS)-6-chloro-7-hydroxy-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ylidene]acetaldehyde
Synonyms:  
Molecular Formula:   C15H23ClO2
Standard InCHIKey:  HWPNRSYBULQAQB-DEKCHLJESA-N
Standard InCHI:  InChI=1S/C15H23ClO2/c1-14(2)12-5-4-10(6-7-17)8-15(12,3)9-11(18)13(14)16/h6-7,11-13,18H,4-5,8-9H2,1-3H3/b10-6+/t11-,12-,13-,15-/m0/s1
Canonical SMILES:  O=C/C=C/1CC[C@@H]2[C@](C1)(C)C[C@@H]([C@@H](C2(C)C)Cl)O
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
NPO12253 Stylotella aurantium NA NA NA PMID[11170682]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 0.1 ug/ml 20055495
NPT168 Cell Line P388 Mus musculus IC50 = 0.1 ug/ml 20055495
NPT139 Cell Line HT-29 Homo sapiens IC50 = 0.1 ug/ml 17408811
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 0.1 ug/ml 17408811

  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 NPC76164 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 NPC153699
0.8193 Intermediate Similarity NPC470428
0.8095 Intermediate Similarity NPC476949
0.8 Intermediate Similarity NPC470429
0.7412 Intermediate Similarity NPC78527
0.7312 Intermediate Similarity NPC89747
0.7303 Intermediate Similarity NPC281880
0.7303 Intermediate Similarity NPC471514
0.7253 Intermediate Similarity NPC79945
0.7241 Intermediate Similarity NPC250621
0.7234 Intermediate Similarity NPC206060
0.7234 Intermediate Similarity NPC291665
0.7222 Intermediate Similarity NPC159148
0.7176 Intermediate Similarity NPC167706
0.7174 Intermediate Similarity NPC470812
0.7172 Intermediate Similarity NPC218902
0.7172 Intermediate Similarity NPC125771
0.7159 Intermediate Similarity NPC203403
0.7128 Intermediate Similarity NPC475772
0.7093 Intermediate Similarity NPC68443
0.7079 Intermediate Similarity NPC59436
0.7079 Intermediate Similarity NPC80088
0.7079 Intermediate Similarity NPC253561
0.7059 Intermediate Similarity NPC92801
0.7053 Intermediate Similarity NPC474925
0.7053 Intermediate Similarity NPC473229
0.7033 Intermediate Similarity NPC6434
0.7033 Intermediate Similarity NPC90055
0.703 Intermediate Similarity NPC269713
0.7021 Intermediate Similarity NPC179591
0.7011 Intermediate Similarity NPC306727
0.7011 Intermediate Similarity NPC477138
0.7011 Intermediate Similarity NPC91858
0.7011 Intermediate Similarity NPC243342
0.7011 Intermediate Similarity NPC22134
0.7 Intermediate Similarity NPC283789
0.7 Intermediate Similarity NPC308038
0.6989 Remote Similarity NPC33913
0.6989 Remote Similarity NPC472265
0.6981 Remote Similarity NPC322912
0.6979 Remote Similarity NPC472983
0.6977 Remote Similarity NPC242001
0.6977 Remote Similarity NPC164022
0.6966 Remote Similarity NPC149550
0.6966 Remote Similarity NPC85105
0.6966 Remote Similarity NPC197659
0.6957 Remote Similarity NPC93590
0.6957 Remote Similarity NPC2524
0.6952 Remote Similarity NPC319438
0.6951 Remote Similarity NPC144650
0.6932 Remote Similarity NPC291503
0.6932 Remote Similarity NPC477923
0.6932 Remote Similarity NPC66566
0.6915 Remote Similarity NPC22133
0.6915 Remote Similarity NPC470574
0.6915 Remote Similarity NPC109528
0.6907 Remote Similarity NPC191684
0.6897 Remote Similarity NPC471799
0.6897 Remote Similarity NPC182717
0.6889 Remote Similarity NPC62336
0.6882 Remote Similarity NPC307258
0.6882 Remote Similarity NPC64600
0.6875 Remote Similarity NPC104560
0.6875 Remote Similarity NPC158778
0.686 Remote Similarity NPC145498
0.6854 Remote Similarity NPC263582
0.6854 Remote Similarity NPC470525
0.6854 Remote Similarity NPC167873
0.6854 Remote Similarity NPC1973
0.6854 Remote Similarity NPC477925
0.6854 Remote Similarity NPC274079
0.6854 Remote Similarity NPC253190
0.6848 Remote Similarity NPC170303
0.6848 Remote Similarity NPC142163
0.6848 Remote Similarity NPC119229
0.6842 Remote Similarity NPC472986
0.6842 Remote Similarity NPC131813
0.6842 Remote Similarity NPC477579
0.6842 Remote Similarity NPC475069
0.6842 Remote Similarity NPC235341
0.6842 Remote Similarity NPC175145
0.6842 Remote Similarity NPC95594
0.6842 Remote Similarity NPC472985
0.6824 Remote Similarity NPC208999
0.6824 Remote Similarity NPC471238
0.6824 Remote Similarity NPC96484
0.6818 Remote Similarity NPC471797
0.6818 Remote Similarity NPC201048
0.6818 Remote Similarity NPC476366
0.6818 Remote Similarity NPC100334
0.6813 Remote Similarity NPC100906
0.6813 Remote Similarity NPC152061
0.6813 Remote Similarity NPC170394
0.6804 Remote Similarity NPC50488
0.6804 Remote Similarity NPC262858
0.6804 Remote Similarity NPC474396
0.6804 Remote Similarity NPC472973
0.6804 Remote Similarity NPC472240
0.6804 Remote Similarity NPC119416
0.6792 Remote Similarity NPC216636
0.6782 Remote Similarity NPC477792
0.6778 Remote Similarity NPC219809
0.6778 Remote Similarity NPC283619
0.6778 Remote Similarity NPC90979
0.6778 Remote Similarity NPC157996
0.6778 Remote Similarity NPC471798
0.6778 Remote Similarity NPC34177
0.6778 Remote Similarity NPC40394
0.6778 Remote Similarity NPC477924
0.6778 Remote Similarity NPC472805
0.6778 Remote Similarity NPC101475
0.6778 Remote Similarity NPC470758
0.6778 Remote Similarity NPC470711
0.6774 Remote Similarity NPC48362
0.6771 Remote Similarity NPC141292
0.6747 Remote Similarity NPC101128
0.6747 Remote Similarity NPC225415
0.6747 Remote Similarity NPC68656
0.6744 Remote Similarity NPC9942
0.6742 Remote Similarity NPC257347
0.6742 Remote Similarity NPC114236
0.6742 Remote Similarity NPC471723
0.6742 Remote Similarity NPC141071
0.6739 Remote Similarity NPC476809
0.6739 Remote Similarity NPC172013
0.6739 Remote Similarity NPC472301
0.6739 Remote Similarity NPC2482
0.6737 Remote Similarity NPC280203
0.6735 Remote Similarity NPC310479
0.6735 Remote Similarity NPC182136
0.6735 Remote Similarity NPC126993
0.6735 Remote Similarity NPC85173
0.6735 Remote Similarity NPC253186
0.6733 Remote Similarity NPC61369
0.6733 Remote Similarity NPC5532
0.6733 Remote Similarity NPC469545
0.6706 Remote Similarity NPC185874
0.6706 Remote Similarity NPC68703
0.6706 Remote Similarity NPC69649
0.6706 Remote Similarity NPC253303
0.6706 Remote Similarity NPC269077
0.6706 Remote Similarity NPC139207
0.6703 Remote Similarity NPC285761
0.6703 Remote Similarity NPC22955
0.6703 Remote Similarity NPC167037
0.6703 Remote Similarity NPC476314
0.6703 Remote Similarity NPC196753
0.6703 Remote Similarity NPC99168
0.6703 Remote Similarity NPC230295
0.6703 Remote Similarity NPC6978
0.6703 Remote Similarity NPC474989
0.6703 Remote Similarity NPC470396
0.6703 Remote Similarity NPC158662
0.6703 Remote Similarity NPC178852
0.6703 Remote Similarity NPC253807
0.6703 Remote Similarity NPC98386
0.6703 Remote Similarity NPC300499
0.6703 Remote Similarity NPC244385
0.6703 Remote Similarity NPC138621
0.6702 Remote Similarity NPC312480
0.6702 Remote Similarity NPC57370
0.6702 Remote Similarity NPC97491
0.6702 Remote Similarity NPC476927
0.6702 Remote Similarity NPC273356
0.6702 Remote Similarity NPC311070
0.6701 Remote Similarity NPC310752
0.6701 Remote Similarity NPC472802
0.6701 Remote Similarity NPC328539
0.6701 Remote Similarity NPC292491
0.6701 Remote Similarity NPC474677
0.6667 Remote Similarity NPC31564
0.6667 Remote Similarity NPC470749
0.6667 Remote Similarity NPC290598
0.6667 Remote Similarity NPC321381
0.6667 Remote Similarity NPC472978
0.6667 Remote Similarity NPC74296
0.6667 Remote Similarity NPC30590
0.6667 Remote Similarity NPC106432
0.6667 Remote Similarity NPC34834
0.6667 Remote Similarity NPC14151
0.6667 Remote Similarity NPC158393
0.6667 Remote Similarity NPC121984
0.6667 Remote Similarity NPC282619
0.6667 Remote Similarity NPC11555
0.6667 Remote Similarity NPC122418
0.6667 Remote Similarity NPC474778
0.6667 Remote Similarity NPC208198
0.6667 Remote Similarity NPC2728
0.6667 Remote Similarity NPC145879
0.6667 Remote Similarity NPC27765
0.6667 Remote Similarity NPC110923
0.6667 Remote Similarity NPC72845
0.6667 Remote Similarity NPC6663
0.6667 Remote Similarity NPC99380
0.6667 Remote Similarity NPC94755
0.6667 Remote Similarity NPC265328
0.6667 Remote Similarity NPC94666
0.6667 Remote Similarity NPC473217
0.6667 Remote Similarity NPC321016
0.6667 Remote Similarity NPC60837

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC76164 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
0.7379 Intermediate Similarity NPD5168 Approved
0.729 Intermediate Similarity NPD5167 Approved
0.717 Intermediate Similarity NPD5215 Approved
0.717 Intermediate Similarity NPD5216 Approved
0.717 Intermediate Similarity NPD5217 Approved
0.6909 Remote Similarity NPD6868 Approved
0.6842 Remote Similarity NPD3618 Phase 1
0.6759 Remote Similarity NPD5169 Approved
0.6726 Remote Similarity NPD7100 Approved
0.6726 Remote Similarity NPD7101 Approved
0.6697 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6079 Approved
0.6633 Remote Similarity NPD5328 Approved
0.6632 Remote Similarity NPD3665 Phase 1
0.6632 Remote Similarity NPD3666 Approved
0.6632 Remote Similarity NPD3133 Approved
0.663 Remote Similarity NPD7645 Phase 2
0.6596 Remote Similarity NPD3667 Approved
0.6569 Remote Similarity NPD4697 Phase 3
0.6559 Remote Similarity NPD7525 Registered
0.6556 Remote Similarity NPD6942 Approved
0.6556 Remote Similarity NPD7339 Approved
0.65 Remote Similarity NPD7515 Phase 2
0.6458 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD4195 Approved
0.6444 Remote Similarity NPD6926 Approved
0.6444 Remote Similarity NPD6924 Approved
0.6436 Remote Similarity NPD4202 Approved
0.6435 Remote Similarity NPD4522 Approved
0.6422 Remote Similarity NPD5128 Approved
0.6408 Remote Similarity NPD5222 Approved
0.6408 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6408 Remote Similarity NPD5221 Approved
0.6387 Remote Similarity NPD6336 Discontinued
0.6383 Remote Similarity NPD4695 Discontinued
0.6348 Remote Similarity NPD6314 Approved
0.6348 Remote Similarity NPD6313 Approved
0.6348 Remote Similarity NPD6335 Approved
0.6346 Remote Similarity NPD5173 Approved
0.6327 Remote Similarity NPD5279 Phase 3
0.6304 Remote Similarity NPD6933 Approved
0.6286 Remote Similarity NPD5290 Discontinued
0.6286 Remote Similarity NPD4225 Approved
0.6262 Remote Similarity NPD5091 Approved
0.6226 Remote Similarity NPD5286 Approved
0.6226 Remote Similarity NPD5285 Approved
0.6226 Remote Similarity NPD4696 Approved
0.6222 Remote Similarity NPD7151 Approved
0.6222 Remote Similarity NPD7152 Approved
0.6222 Remote Similarity NPD7150 Approved
0.6214 Remote Similarity NPD7748 Approved
0.6211 Remote Similarity NPD7509 Discontinued
0.6196 Remote Similarity NPD8264 Approved
0.619 Remote Similarity NPD4755 Approved
0.618 Remote Similarity NPD6922 Approved
0.618 Remote Similarity NPD6923 Approved
0.6168 Remote Similarity NPD5223 Approved
0.6139 Remote Similarity NPD4753 Phase 2
0.6132 Remote Similarity NPD7638 Approved
0.6111 Remote Similarity NPD5224 Approved
0.6111 Remote Similarity NPD5211 Phase 2
0.6111 Remote Similarity NPD7143 Approved
0.6111 Remote Similarity NPD7144 Approved
0.6111 Remote Similarity NPD5225 Approved
0.6111 Remote Similarity NPD5226 Approved
0.6111 Remote Similarity NPD4633 Approved
0.6105 Remote Similarity NPD6929 Approved
0.6082 Remote Similarity NPD4223 Phase 3
0.6082 Remote Similarity NPD4221 Approved
0.6075 Remote Similarity NPD4700 Approved
0.6075 Remote Similarity NPD7639 Approved
0.6075 Remote Similarity NPD7640 Approved
0.6055 Remote Similarity NPD5175 Approved
0.6055 Remote Similarity NPD5174 Approved
0.605 Remote Similarity NPD5983 Phase 2
0.6042 Remote Similarity NPD6931 Approved
0.6042 Remote Similarity NPD6930 Phase 2
0.6038 Remote Similarity NPD7902 Approved
0.6 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD4629 Approved
0.6 Remote Similarity NPD5141 Approved
0.5962 Remote Similarity NPD5133 Approved
0.596 Remote Similarity NPD3668 Phase 3
0.596 Remote Similarity NPD4197 Approved
0.5941 Remote Similarity NPD4751 Clinical (unspecified phase)
0.592 Remote Similarity NPD5956 Approved
0.5918 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4754 Approved
0.59 Remote Similarity NPD1696 Phase 3
0.59 Remote Similarity NPD5329 Approved
0.59 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5895 Remote Similarity NPD6925 Approved
0.5895 Remote Similarity NPD6932 Approved
0.5895 Remote Similarity NPD5776 Phase 2
0.5893 Remote Similarity NPD5697 Approved
0.5876 Remote Similarity NPD4748 Discontinued
0.5876 Remote Similarity NPD8259 Clinical (unspecified phase)
0.587 Remote Similarity NPD4243 Approved
0.5859 Remote Similarity NPD4788 Approved
0.5859 Remote Similarity NPD6695 Phase 3
0.5847 Remote Similarity NPD6009 Approved
0.5842 Remote Similarity NPD5690 Phase 2
0.5842 Remote Similarity NPD7334 Approved
0.5842 Remote Similarity NPD4690 Approved
0.5842 Remote Similarity NPD4623 Approved
0.5842 Remote Similarity NPD4688 Approved
0.5842 Remote Similarity NPD4693 Phase 3
0.5842 Remote Similarity NPD6684 Approved
0.5842 Remote Similarity NPD5330 Approved
0.5842 Remote Similarity NPD7521 Approved
0.5842 Remote Similarity NPD6409 Approved
0.5842 Remote Similarity NPD4689 Approved
0.5842 Remote Similarity NPD4138 Approved
0.5842 Remote Similarity NPD5205 Approved
0.5842 Remote Similarity NPD4519 Discontinued
0.5842 Remote Similarity NPD7146 Approved
0.5841 Remote Similarity NPD4729 Approved
0.5841 Remote Similarity NPD6899 Approved
0.5841 Remote Similarity NPD6881 Approved
0.5841 Remote Similarity NPD4730 Approved
0.5841 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7145 Approved
0.5833 Remote Similarity NPD3617 Approved
0.581 Remote Similarity NPD6399 Phase 3
0.5804 Remote Similarity NPD6675 Approved
0.5804 Remote Similarity NPD4768 Approved
0.5804 Remote Similarity NPD7128 Approved
0.5804 Remote Similarity NPD5739 Approved
0.5804 Remote Similarity NPD4767 Approved
0.5804 Remote Similarity NPD6402 Approved
0.58 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6013 Approved
0.5789 Remote Similarity NPD6014 Approved
0.5789 Remote Similarity NPD6012 Approved
0.5784 Remote Similarity NPD3573 Approved
0.5773 Remote Similarity NPD6683 Phase 2
0.576 Remote Similarity NPD6033 Approved
0.5755 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5755 Remote Similarity NPD7900 Approved
0.5752 Remote Similarity NPD5701 Approved
0.5745 Remote Similarity NPD4785 Approved
0.5745 Remote Similarity NPD4784 Approved
0.5743 Remote Similarity NPD6893 Approved
0.5741 Remote Similarity NPD6084 Phase 2
0.5741 Remote Similarity NPD6083 Phase 2
0.5739 Remote Similarity NPD6883 Approved
0.5739 Remote Similarity NPD7290 Approved
0.5739 Remote Similarity NPD5248 Approved
0.5739 Remote Similarity NPD4634 Approved
0.5739 Remote Similarity NPD5250 Approved
0.5739 Remote Similarity NPD5247 Approved
0.5739 Remote Similarity NPD5135 Approved
0.5739 Remote Similarity NPD5251 Approved
0.5739 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5739 Remote Similarity NPD7102 Approved
0.5739 Remote Similarity NPD5249 Phase 3
0.5728 Remote Similarity NPD6903 Approved
0.5728 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7514 Phase 3
0.5714 Remote Similarity NPD7332 Phase 2
0.5702 Remote Similarity NPD7320 Approved
0.569 Remote Similarity NPD6869 Approved
0.569 Remote Similarity NPD8130 Phase 1
0.569 Remote Similarity NPD6650 Approved
0.569 Remote Similarity NPD6847 Approved
0.569 Remote Similarity NPD6617 Approved
0.569 Remote Similarity NPD6649 Approved
0.5686 Remote Similarity NPD4694 Approved
0.5686 Remote Similarity NPD5280 Approved
0.5684 Remote Similarity NPD4190 Phase 3
0.5684 Remote Similarity NPD5275 Approved
0.5657 Remote Similarity NPD6898 Phase 1
0.5657 Remote Similarity NPD6902 Approved
0.5652 Remote Similarity NPD6373 Approved
0.5652 Remote Similarity NPD6372 Approved
0.5644 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8297 Approved
0.5641 Remote Similarity NPD6882 Approved
0.5631 Remote Similarity NPD7524 Approved
0.5631 Remote Similarity NPD7750 Discontinued
0.5614 Remote Similarity NPD6614 Approved

Structure

External Identifiers

PubChem CID   9903548
ChEMBL   CHEMBL477700
ZINC  

Physicochemical Properties

Molecular Weight:  270.14
ALogP:  2.0484
MLogP:  2.78
XLogP:  3.133
# Rotatable Bonds:  6
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  18

Download Data

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