Natural Product: NPC110897

Natural Product ID:  NPC110897
Common Name:   7Alpha-Chloro-,Dihydrocinnamosmolide
IUPAC Name:   [(4S,5S,5aS,9aS)-4-chloro-6,6,9a-trimethyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-5-yl] acetate
Synonyms:   7Alpha-Chloro-,Dihydrocinnamosmolide
Molecular Formula:   C17H23ClO4
Standard InCHIKey:  VSZWKJIFSQDWII-QDEZUTFSSA-N
Standard InCHI:  InChI=1S/C17H23ClO4/c1-9(19)22-13-12(18)11-10(8-21-15(11)20)17(4)7-5-6-16(2,3)14(13)17/h12-14H,5-8H2,1-4H3/t12-,13+,14-,17+/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1[C@@H](Cl)C2=C([C@@]3([C@@H]1C(C)(C)CCC3)C)COC2=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
NPO16566 Cinnamosma madagascariensis Species Canellaceae Eukaryota PMID[18179176]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 28.1 % 11325246

  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 NPC110897 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
0.8163 Intermediate Similarity NPC475657
0.8095 Intermediate Similarity NPC216636
0.8058 Intermediate Similarity NPC165250
0.7981 Intermediate Similarity NPC159533
0.7925 Intermediate Similarity NPC319438
0.7885 Intermediate Similarity NPC295791
0.7885 Intermediate Similarity NPC273005
0.7885 Intermediate Similarity NPC469606
0.7885 Intermediate Similarity NPC31058
0.7864 Intermediate Similarity NPC470761
0.7864 Intermediate Similarity NPC473219
0.7843 Intermediate Similarity NPC151681
0.7843 Intermediate Similarity NPC121402
0.7843 Intermediate Similarity NPC175351
0.7843 Intermediate Similarity NPC132753
0.7843 Intermediate Similarity NPC224356
0.781 Intermediate Similarity NPC254202
0.781 Intermediate Similarity NPC471208
0.7778 Intermediate Similarity NPC322912
0.7755 Intermediate Similarity NPC477128
0.7755 Intermediate Similarity NPC226863
0.7745 Intermediate Similarity NPC472362
0.7745 Intermediate Similarity NPC472363
0.7745 Intermediate Similarity NPC154526
0.7723 Intermediate Similarity NPC477129
0.7723 Intermediate Similarity NPC477130
0.7717 Intermediate Similarity NPC316500
0.7714 Intermediate Similarity NPC476081
0.7714 Intermediate Similarity NPC137430
0.7685 Intermediate Similarity NPC325054
0.767 Intermediate Similarity NPC38530
0.767 Intermediate Similarity NPC84335
0.7664 Intermediate Similarity NPC469607
0.7653 Intermediate Similarity NPC175293
0.7642 Intermediate Similarity NPC8196
0.7642 Intermediate Similarity NPC99266
0.7629 Intermediate Similarity NPC189311
0.7604 Intermediate Similarity NPC193198
0.76 Intermediate Similarity NPC212679
0.76 Intermediate Similarity NPC469595
0.76 Intermediate Similarity NPC220454
0.76 Intermediate Similarity NPC475776
0.7596 Intermediate Similarity NPC216478
0.7579 Intermediate Similarity NPC282293
0.7576 Intermediate Similarity NPC69713
0.7551 Intermediate Similarity NPC250981
0.7549 Intermediate Similarity NPC250075
0.7549 Intermediate Similarity NPC470697
0.7547 Intermediate Similarity NPC58329
0.7547 Intermediate Similarity NPC162973
0.7526 Intermediate Similarity NPC71626
0.7526 Intermediate Similarity NPC30486
0.7525 Intermediate Similarity NPC473944
0.7524 Intermediate Similarity NPC47024
0.7524 Intermediate Similarity NPC471413
0.7523 Intermediate Similarity NPC275539
0.7523 Intermediate Similarity NPC189075
0.75 Intermediate Similarity NPC471218
0.75 Intermediate Similarity NPC73995
0.75 Intermediate Similarity NPC472389
0.7479 Intermediate Similarity NPC478207
0.7477 Intermediate Similarity NPC120321
0.7476 Intermediate Similarity NPC183012
0.7475 Intermediate Similarity NPC102640
0.7455 Intermediate Similarity NPC475191
0.7455 Intermediate Similarity NPC31522
0.7455 Intermediate Similarity NPC469370
0.7455 Intermediate Similarity NPC112457
0.7453 Intermediate Similarity NPC97435
0.7453 Intermediate Similarity NPC471412
0.7431 Intermediate Similarity NPC143609
0.7431 Intermediate Similarity NPC180744
0.7431 Intermediate Similarity NPC67321
0.7431 Intermediate Similarity NPC187435
0.7431 Intermediate Similarity NPC110496
0.7429 Intermediate Similarity NPC23364
0.7429 Intermediate Similarity NPC264378
0.7429 Intermediate Similarity NPC222303
0.7426 Intermediate Similarity NPC158488
0.7426 Intermediate Similarity NPC152467
0.7426 Intermediate Similarity NPC161638
0.7423 Intermediate Similarity NPC22611
0.7407 Intermediate Similarity NPC146731
0.7407 Intermediate Similarity NPC470297
0.7404 Intermediate Similarity NPC234993
0.7404 Intermediate Similarity NPC134072
0.74 Intermediate Similarity NPC215831
0.7387 Intermediate Similarity NPC253906
0.7379 Intermediate Similarity NPC473434
0.7379 Intermediate Similarity NPC38830
0.7379 Intermediate Similarity NPC474841
0.7379 Intermediate Similarity NPC471446
0.7374 Intermediate Similarity NPC220478
0.7374 Intermediate Similarity NPC102996
0.7374 Intermediate Similarity NPC471219
0.7368 Intermediate Similarity NPC329869
0.7364 Intermediate Similarity NPC90946
0.7364 Intermediate Similarity NPC472439
0.7364 Intermediate Similarity NPC151393
0.7364 Intermediate Similarity NPC300614
0.7364 Intermediate Similarity NPC469916
0.7358 Intermediate Similarity NPC476299
0.7358 Intermediate Similarity NPC474012
0.7358 Intermediate Similarity NPC476933
0.7358 Intermediate Similarity NPC476767
0.7358 Intermediate Similarity NPC54705
0.7353 Intermediate Similarity NPC49420
0.7353 Intermediate Similarity NPC65513
0.7353 Intermediate Similarity NPC233345
0.7353 Intermediate Similarity NPC186363
0.7347 Intermediate Similarity NPC32223
0.7347 Intermediate Similarity NPC159635
0.7339 Intermediate Similarity NPC111952
0.7339 Intermediate Similarity NPC34768
0.7339 Intermediate Similarity NPC478208
0.7333 Intermediate Similarity NPC70145
0.7333 Intermediate Similarity NPC91695
0.7333 Intermediate Similarity NPC287903
0.7333 Intermediate Similarity NPC100912
0.7327 Intermediate Similarity NPC284561
0.7327 Intermediate Similarity NPC5509
0.7321 Intermediate Similarity NPC470467
0.732 Intermediate Similarity NPC178676
0.732 Intermediate Similarity NPC200513
0.7308 Intermediate Similarity NPC157686
0.7308 Intermediate Similarity NPC259042
0.73 Intermediate Similarity NPC471779
0.73 Intermediate Similarity NPC312561
0.7297 Intermediate Similarity NPC299590
0.7292 Intermediate Similarity NPC195424
0.729 Intermediate Similarity NPC472643
0.7282 Intermediate Similarity NPC139692
0.7282 Intermediate Similarity NPC476597
0.7282 Intermediate Similarity NPC472640
0.7282 Intermediate Similarity NPC472641
0.7282 Intermediate Similarity NPC7349
0.7282 Intermediate Similarity NPC476598
0.7282 Intermediate Similarity NPC99653
0.7273 Intermediate Similarity NPC302788
0.7273 Intermediate Similarity NPC133422
0.7273 Intermediate Similarity NPC177932
0.7264 Intermediate Similarity NPC72647
0.7264 Intermediate Similarity NPC176845
0.7264 Intermediate Similarity NPC107806
0.7257 Intermediate Similarity NPC194951
0.7257 Intermediate Similarity NPC269530
0.7257 Intermediate Similarity NPC470468
0.7257 Intermediate Similarity NPC12046
0.7255 Intermediate Similarity NPC232426
0.7255 Intermediate Similarity NPC8062
0.7255 Intermediate Similarity NPC469372
0.7255 Intermediate Similarity NPC281942
0.7248 Intermediate Similarity NPC296950
0.7248 Intermediate Similarity NPC189616
0.7248 Intermediate Similarity NPC477127
0.7238 Intermediate Similarity NPC475380
0.7238 Intermediate Similarity NPC165632
0.7238 Intermediate Similarity NPC112654
0.7238 Intermediate Similarity NPC311166
0.7238 Intermediate Similarity NPC202833
0.7238 Intermediate Similarity NPC29952
0.7238 Intermediate Similarity NPC209297
0.7238 Intermediate Similarity NPC7124
0.7238 Intermediate Similarity NPC473964
0.7232 Intermediate Similarity NPC472417
0.7232 Intermediate Similarity NPC472666
0.7232 Intermediate Similarity NPC469917
0.7228 Intermediate Similarity NPC472302
0.7228 Intermediate Similarity NPC277771
0.7222 Intermediate Similarity NPC476769
0.7222 Intermediate Similarity NPC472552
0.7212 Intermediate Similarity NPC57117
0.7212 Intermediate Similarity NPC474554
0.7212 Intermediate Similarity NPC140277
0.7212 Intermediate Similarity NPC84893
0.7212 Intermediate Similarity NPC476596
0.7212 Intermediate Similarity NPC469596
0.7212 Intermediate Similarity NPC148000
0.7212 Intermediate Similarity NPC225474
0.7212 Intermediate Similarity NPC105490
0.7207 Intermediate Similarity NPC322903
0.7207 Intermediate Similarity NPC306265
0.7207 Intermediate Similarity NPC476802
0.7207 Intermediate Similarity NPC89171
0.7207 Intermediate Similarity NPC476479
0.7196 Intermediate Similarity NPC472644
0.7196 Intermediate Similarity NPC307954
0.7193 Intermediate Similarity NPC25909
0.7193 Intermediate Similarity NPC33360
0.7193 Intermediate Similarity NPC157441
0.719 Intermediate Similarity NPC156797
0.7184 Intermediate Similarity NPC124374
0.7184 Intermediate Similarity NPC78594
0.7184 Intermediate Similarity NPC477574
0.7184 Intermediate Similarity NPC474631
0.7184 Intermediate Similarity NPC141831
0.7182 Intermediate Similarity NPC166115
0.7172 Intermediate Similarity NPC470011
0.717 Intermediate Similarity NPC311241
0.717 Intermediate Similarity NPC475446

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC110897 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
0.7593 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1694 Approved
0.7103 Intermediate Similarity NPD7638 Approved
0.7037 Intermediate Similarity NPD7640 Approved
0.7037 Intermediate Similarity NPD7639 Approved
0.7027 Intermediate Similarity NPD6008 Approved
0.6909 Remote Similarity NPD7632 Discontinued
0.6887 Remote Similarity NPD7900 Approved
0.6887 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6399 Phase 3
0.6777 Remote Similarity NPD5983 Phase 2
0.6754 Remote Similarity NPD6686 Approved
0.675 Remote Similarity NPD7100 Approved
0.6699 Remote Similarity NPD6409 Approved
0.6699 Remote Similarity NPD7334 Approved
0.6699 Remote Similarity NPD6684 Approved
0.6699 Remote Similarity NPD7146 Approved
0.6699 Remote Similarity NPD5330 Approved
0.6699 Remote Similarity NPD7521 Approved
0.6697 Remote Similarity NPD7902 Approved
0.6694 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD6335 Approved
0.6667 Remote Similarity NPD5654 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6639 Remote Similarity NPD6868 Approved
0.6636 Remote Similarity NPD4225 Approved
0.6612 Remote Similarity NPD7101 Approved
0.661 Remote Similarity NPD4632 Approved
0.6574 Remote Similarity NPD7748 Approved
0.6571 Remote Similarity NPD6672 Approved
0.6571 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5737 Approved
0.6571 Remote Similarity NPD6903 Approved
0.6545 Remote Similarity NPD5959 Approved
0.6542 Remote Similarity NPD5693 Phase 1
0.6522 Remote Similarity NPD6614 Approved
0.6446 Remote Similarity NPD6009 Approved
0.6446 Remote Similarity NPD7115 Discovery
0.6441 Remote Similarity NPD5215 Approved
0.6417 Remote Similarity NPD5167 Approved
0.6389 Remote Similarity NPD7515 Phase 2
0.6387 Remote Similarity NPD6053 Discontinued
0.6381 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6356 Remote Similarity NPD5169 Approved
0.6328 Remote Similarity NPD6033 Approved
0.6325 Remote Similarity NPD5168 Approved
0.6321 Remote Similarity NPD3573 Approved
0.6303 Remote Similarity NPD5127 Approved
0.6303 Remote Similarity NPD5217 Approved
0.6303 Remote Similarity NPD5216 Approved
0.6299 Remote Similarity NPD7507 Approved
0.6296 Remote Similarity NPD46 Approved
0.6296 Remote Similarity NPD6698 Approved
0.6293 Remote Similarity NPD6675 Approved
0.6293 Remote Similarity NPD7128 Approved
0.6293 Remote Similarity NPD6402 Approved
0.6293 Remote Similarity NPD5739 Approved
0.6271 Remote Similarity NPD6373 Approved
0.6271 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6372 Approved
0.6239 Remote Similarity NPD8035 Phase 2
0.6239 Remote Similarity NPD5701 Approved
0.6239 Remote Similarity NPD8034 Phase 2
0.6239 Remote Similarity NPD5697 Approved
0.6216 Remote Similarity NPD5695 Phase 3
0.6204 Remote Similarity NPD6673 Approved
0.6204 Remote Similarity NPD6080 Approved
0.6204 Remote Similarity NPD1695 Approved
0.6204 Remote Similarity NPD6051 Approved
0.6204 Remote Similarity NPD6904 Approved
0.6195 Remote Similarity NPD5696 Approved
0.619 Remote Similarity NPD3668 Phase 3
0.6186 Remote Similarity NPD6899 Approved
0.6186 Remote Similarity NPD6881 Approved
0.6186 Remote Similarity NPD6011 Approved
0.6186 Remote Similarity NPD7320 Approved
0.6182 Remote Similarity NPD5779 Approved
0.6182 Remote Similarity NPD5778 Approved
0.6167 Remote Similarity NPD6650 Approved
0.6167 Remote Similarity NPD6649 Approved
0.6154 Remote Similarity NPD3667 Approved
0.6154 Remote Similarity NPD7319 Approved
0.6147 Remote Similarity NPD5692 Phase 3
0.6147 Remote Similarity NPD5207 Approved
0.6134 Remote Similarity NPD6014 Approved
0.6134 Remote Similarity NPD6012 Approved
0.6134 Remote Similarity NPD6013 Approved
0.6126 Remote Similarity NPD6001 Approved
0.6111 Remote Similarity NPD5208 Approved
0.6107 Remote Similarity NPD5956 Approved
0.6106 Remote Similarity NPD6084 Phase 2
0.6106 Remote Similarity NPD6083 Phase 2
0.6102 Remote Similarity NPD6412 Phase 2
0.61 Remote Similarity NPD8039 Approved
0.6091 Remote Similarity NPD5284 Approved
0.6091 Remote Similarity NPD5281 Approved
0.6091 Remote Similarity NPD5694 Approved
0.6091 Remote Similarity NPD6050 Approved
0.6083 Remote Similarity NPD6371 Approved
0.6083 Remote Similarity NPD7102 Approved
0.6083 Remote Similarity NPD6883 Approved
0.6083 Remote Similarity NPD7290 Approved
0.608 Remote Similarity NPD4522 Approved
0.6071 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5328 Approved
0.605 Remote Similarity NPD5345 Clinical (unspecified phase)
0.605 Remote Similarity NPD5128 Approved
0.6048 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6038 Remote Similarity NPD3665 Phase 1
0.6038 Remote Similarity NPD3666 Approved
0.6038 Remote Similarity NPD3133 Approved
0.6038 Remote Similarity NPD4786 Approved
0.6036 Remote Similarity NPD4202 Approved
0.6034 Remote Similarity NPD5091 Approved
0.6033 Remote Similarity NPD6847 Approved
0.6033 Remote Similarity NPD6617 Approved
0.6033 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6033 Remote Similarity NPD8130 Phase 1
0.6033 Remote Similarity NPD6869 Approved
0.6032 Remote Similarity NPD6319 Approved
0.6018 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD7328 Approved
0.6 Remote Similarity NPD6648 Approved
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD5785 Approved
0.5984 Remote Similarity NPD6882 Approved
0.5984 Remote Similarity NPD8297 Approved
0.5984 Remote Similarity NPD8033 Approved
0.5982 Remote Similarity NPD5282 Discontinued
0.5981 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5966 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4755 Approved
0.5952 Remote Similarity NPD7516 Approved
0.5948 Remote Similarity NPD5344 Discontinued
0.5946 Remote Similarity NPD6411 Approved
0.5946 Remote Similarity NPD6079 Approved
0.594 Remote Similarity NPD7260 Phase 2
0.5935 Remote Similarity NPD8133 Approved
0.5926 Remote Similarity NPD6098 Approved
0.5926 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5922 Remote Similarity NPD3617 Approved
0.5909 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5906 Remote Similarity NPD8377 Approved
0.5906 Remote Similarity NPD8294 Approved
0.5897 Remote Similarity NPD5211 Phase 2
0.5896 Remote Similarity NPD6845 Suspended
0.5893 Remote Similarity NPD5133 Approved
0.5891 Remote Similarity NPD8328 Phase 3
0.5891 Remote Similarity NPD7604 Phase 2
0.5888 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5221 Approved
0.5877 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5222 Approved
0.5862 Remote Similarity NPD4700 Approved
0.5862 Remote Similarity NPD5286 Approved
0.5862 Remote Similarity NPD4696 Approved
0.5862 Remote Similarity NPD5285 Approved
0.5859 Remote Similarity NPD8335 Approved
0.5859 Remote Similarity NPD8380 Approved
0.5859 Remote Similarity NPD8378 Approved
0.5859 Remote Similarity NPD8379 Approved
0.5859 Remote Similarity NPD8296 Approved
0.5849 Remote Similarity NPD5209 Approved
0.5846 Remote Similarity NPD7492 Approved
0.584 Remote Similarity NPD6274 Approved
0.5833 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5826 Remote Similarity NPD5173 Approved
0.5812 Remote Similarity NPD5223 Approved
0.581 Remote Similarity NPD4695 Discontinued
0.5804 Remote Similarity NPD7637 Suspended
0.5802 Remote Similarity NPD6616 Approved
0.5798 Remote Similarity NPD5141 Approved
0.5794 Remote Similarity NPD6317 Approved
0.5781 Remote Similarity NPD6059 Approved
0.5781 Remote Similarity NPD6054 Approved
0.578 Remote Similarity NPD4519 Discontinued
0.578 Remote Similarity NPD4623 Approved
0.578 Remote Similarity NPD5279 Phase 3
0.5776 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6118 Approved
0.5769 Remote Similarity NPD6114 Approved
0.5769 Remote Similarity NPD6697 Approved
0.5769 Remote Similarity NPD6115 Approved
0.5766 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6101 Approved
0.5766 Remote Similarity NPD4753 Phase 2
0.5763 Remote Similarity NPD5225 Approved
0.5763 Remote Similarity NPD4633 Approved
0.5763 Remote Similarity NPD5224 Approved
0.5763 Remote Similarity NPD5226 Approved
0.5758 Remote Similarity NPD7078 Approved
0.5758 Remote Similarity NPD8293 Discontinued
0.5739 Remote Similarity NPD7732 Phase 3
0.5739 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7503 Approved

Structure

External Identifiers

PubChem CID   14563815
ChEMBL   CHEMBL274510
ZINC  

Physicochemical Properties

Molecular Weight:  326.13
ALogP:  1.4517
MLogP:  2.78
XLogP:  3.618
# Rotatable Bonds:  7
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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