Natural Product: NPC474694

Natural Product ID:  NPC474694
Common Name:   Demethylincisterol A2
IUPAC Name:   (3aS,5aR,6R)-6-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-3a-hydroxy-5a-methyl-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
Synonyms:   Demethylincisterol A2
Molecular Formula:   C21H32O3
Standard InCHIKey:  UINDYEKBRZRPSX-JWAFZVKMSA-N
Standard InCHI:  InChI=1S/C21H32O3/c1-13(2)14(3)6-7-15(4)16-8-9-17-18-12-19(22)24-21(18,23)11-10-20(16,17)5/h6-7,12-17,23H,8-11H2,1-5H3/b7-6+/t14-,15-,16-,17?,20-,21+/m1/s1
Canonical SMILES:  CC([C@@H](/C=C/[C@H]([C@H]1CCC2[C@]1(C)CC[C@]1(C2=CC(=O)O1)O)C)C)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
NPO33129 hominaxella sp. Species NA NA PMID[15787431]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 1.49 ug/ml PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens ED50 = 1.51 ug/ml PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens ED50 = 1.28 ug/ml 17935309
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 1.21 ug/ml 25936262
NPT574 Cell Line XF498 Homo sapiens ED50 = 0.93 ug/ml 18710917

  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 NPC474694 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 NPC473659
1.0 High Similarity NPC475860
0.9873 High Similarity NPC474693
0.9259 High Similarity NPC30502
0.8659 High Similarity NPC10636
0.8222 Intermediate Similarity NPC329842
0.8191 Intermediate Similarity NPC472826
0.8046 Intermediate Similarity NPC471302
0.8046 Intermediate Similarity NPC471301
0.8043 Intermediate Similarity NPC201725
0.8043 Intermediate Similarity NPC470255
0.8022 Intermediate Similarity NPC289479
0.8022 Intermediate Similarity NPC472811
0.7979 Intermediate Similarity NPC476253
0.7955 Intermediate Similarity NPC473251
0.7955 Intermediate Similarity NPC42586
0.7935 Intermediate Similarity NPC472303
0.7935 Intermediate Similarity NPC472812
0.7931 Intermediate Similarity NPC321385
0.7931 Intermediate Similarity NPC311070
0.7912 Intermediate Similarity NPC182136
0.7912 Intermediate Similarity NPC78973
0.7889 Intermediate Similarity NPC472809
0.7889 Intermediate Similarity NPC472810
0.7865 Intermediate Similarity NPC131813
0.7857 Intermediate Similarity NPC472819
0.7857 Intermediate Similarity NPC476439
0.7841 Intermediate Similarity NPC96055
0.7816 Intermediate Similarity NPC471298
0.7812 Intermediate Similarity NPC201406
0.7802 Intermediate Similarity NPC470734
0.7789 Intermediate Similarity NPC231751
0.7778 Intermediate Similarity NPC472818
0.7766 Intermediate Similarity NPC472441
0.7765 Intermediate Similarity NPC184737
0.7753 Intermediate Similarity NPC146850
0.7753 Intermediate Similarity NPC287015
0.7753 Intermediate Similarity NPC253604
0.7753 Intermediate Similarity NPC471795
0.7742 Intermediate Similarity NPC53555
0.7742 Intermediate Similarity NPC38232
0.7738 Intermediate Similarity NPC476317
0.7732 Intermediate Similarity NPC295110
0.7732 Intermediate Similarity NPC222875
0.7732 Intermediate Similarity NPC25177
0.7732 Intermediate Similarity NPC268829
0.7732 Intermediate Similarity NPC247701
0.7727 Intermediate Similarity NPC471297
0.7727 Intermediate Similarity NPC476927
0.7727 Intermediate Similarity NPC474809
0.7717 Intermediate Similarity NPC302280
0.7717 Intermediate Similarity NPC310479
0.7701 Intermediate Similarity NPC170303
0.77 Intermediate Similarity NPC472820
0.7692 Intermediate Similarity NPC472378
0.7684 Intermediate Similarity NPC470801
0.7667 Intermediate Similarity NPC471219
0.766 Intermediate Similarity NPC298973
0.766 Intermediate Similarity NPC469697
0.766 Intermediate Similarity NPC104925
0.7647 Intermediate Similarity NPC189206
0.7647 Intermediate Similarity NPC132542
0.7647 Intermediate Similarity NPC473756
0.7634 Intermediate Similarity NPC477122
0.7634 Intermediate Similarity NPC177641
0.7634 Intermediate Similarity NPC2882
0.7629 Intermediate Similarity NPC324841
0.7614 Intermediate Similarity NPC256112
0.7614 Intermediate Similarity NPC471218
0.7609 Intermediate Similarity NPC474396
0.7609 Intermediate Similarity NPC472240
0.7609 Intermediate Similarity NPC262858
0.7609 Intermediate Similarity NPC50488
0.7586 Intermediate Similarity NPC281880
0.7586 Intermediate Similarity NPC268827
0.7582 Intermediate Similarity NPC471657
0.7582 Intermediate Similarity NPC471796
0.7582 Intermediate Similarity NPC45957
0.7579 Intermediate Similarity NPC293052
0.7576 Intermediate Similarity NPC196471
0.7576 Intermediate Similarity NPC10232
0.7576 Intermediate Similarity NPC187302
0.7576 Intermediate Similarity NPC97487
0.7576 Intermediate Similarity NPC112009
0.7576 Intermediate Similarity NPC160583
0.7576 Intermediate Similarity NPC180204
0.7576 Intermediate Similarity NPC189588
0.7556 Intermediate Similarity NPC472442
0.7556 Intermediate Similarity NPC30984
0.7556 Intermediate Similarity NPC474013
0.7553 Intermediate Similarity NPC205034
0.7553 Intermediate Similarity NPC162615
0.7553 Intermediate Similarity NPC7349
0.7553 Intermediate Similarity NPC472871
0.7553 Intermediate Similarity NPC472954
0.7553 Intermediate Similarity NPC152778
0.7549 Intermediate Similarity NPC475030
0.7528 Intermediate Similarity NPC472377
0.7528 Intermediate Similarity NPC472473
0.7528 Intermediate Similarity NPC42476
0.7528 Intermediate Similarity NPC472440
0.7527 Intermediate Similarity NPC281942
0.7527 Intermediate Similarity NPC232426
0.7527 Intermediate Similarity NPC221111
0.7527 Intermediate Similarity NPC477782
0.7527 Intermediate Similarity NPC280149
0.7526 Intermediate Similarity NPC474440
0.75 Intermediate Similarity NPC165632
0.75 Intermediate Similarity NPC242448
0.75 Intermediate Similarity NPC78677
0.75 Intermediate Similarity NPC473153
0.75 Intermediate Similarity NPC162346
0.75 Intermediate Similarity NPC474629
0.75 Intermediate Similarity NPC59994
0.75 Intermediate Similarity NPC16967
0.75 Intermediate Similarity NPC475944
0.75 Intermediate Similarity NPC472471
0.75 Intermediate Similarity NPC190713
0.75 Intermediate Similarity NPC159148
0.7475 Intermediate Similarity NPC472815
0.7474 Intermediate Similarity NPC324078
0.7474 Intermediate Similarity NPC105490
0.7473 Intermediate Similarity NPC329692
0.7471 Intermediate Similarity NPC242767
0.7449 Intermediate Similarity NPC251680
0.7449 Intermediate Similarity NPC16601
0.7449 Intermediate Similarity NPC476767
0.7447 Intermediate Similarity NPC141831
0.7447 Intermediate Similarity NPC212948
0.7447 Intermediate Similarity NPC110923
0.7447 Intermediate Similarity NPC234335
0.7447 Intermediate Similarity NPC74296
0.7447 Intermediate Similarity NPC477783
0.7444 Intermediate Similarity NPC164577
0.7444 Intermediate Similarity NPC475100
0.7444 Intermediate Similarity NPC306951
0.7442 Intermediate Similarity NPC54996
0.7442 Intermediate Similarity NPC262747
0.7426 Intermediate Similarity NPC239961
0.7426 Intermediate Similarity NPC220217
0.7426 Intermediate Similarity NPC85670
0.7426 Intermediate Similarity NPC186668
0.7426 Intermediate Similarity NPC119855
0.7423 Intermediate Similarity NPC141401
0.7423 Intermediate Similarity NPC253826
0.7423 Intermediate Similarity NPC477719
0.7423 Intermediate Similarity NPC477718
0.7419 Intermediate Similarity NPC251528
0.7419 Intermediate Similarity NPC285982
0.7419 Intermediate Similarity NPC177141
0.7419 Intermediate Similarity NPC146554
0.7419 Intermediate Similarity NPC66344
0.7416 Intermediate Similarity NPC324170
0.7416 Intermediate Similarity NPC323251
0.7416 Intermediate Similarity NPC2524
0.7412 Intermediate Similarity NPC113639
0.7412 Intermediate Similarity NPC85831
0.7412 Intermediate Similarity NPC265921
0.7412 Intermediate Similarity NPC215215
0.74 Intermediate Similarity NPC120009
0.74 Intermediate Similarity NPC476237
0.74 Intermediate Similarity NPC297617
0.74 Intermediate Similarity NPC472821
0.7396 Intermediate Similarity NPC276110
0.7396 Intermediate Similarity NPC476488
0.7396 Intermediate Similarity NPC476487
0.7396 Intermediate Similarity NPC171395
0.7391 Intermediate Similarity NPC128644
0.7391 Intermediate Similarity NPC474832
0.7391 Intermediate Similarity NPC166857
0.7391 Intermediate Similarity NPC236618
0.7391 Intermediate Similarity NPC312561
0.7391 Intermediate Similarity NPC473891
0.7374 Intermediate Similarity NPC476240
0.7374 Intermediate Similarity NPC472643
0.7374 Intermediate Similarity NPC198992
0.7374 Intermediate Similarity NPC476223
0.7374 Intermediate Similarity NPC224720
0.7368 Intermediate Similarity NPC472640
0.7368 Intermediate Similarity NPC472641
0.7368 Intermediate Similarity NPC214697
0.7368 Intermediate Similarity NPC139692
0.7368 Intermediate Similarity NPC476304
0.7363 Intermediate Similarity NPC86316
0.7363 Intermediate Similarity NPC269638
0.7363 Intermediate Similarity NPC329630
0.7363 Intermediate Similarity NPC106416
0.7363 Intermediate Similarity NPC109528
0.7363 Intermediate Similarity NPC65661
0.7356 Intermediate Similarity NPC209135
0.7356 Intermediate Similarity NPC474816
0.7347 Intermediate Similarity NPC181147
0.7347 Intermediate Similarity NPC275086
0.7347 Intermediate Similarity NPC218107
0.7347 Intermediate Similarity NPC473154
0.7347 Intermediate Similarity NPC108368
0.7347 Intermediate Similarity NPC57079
0.7347 Intermediate Similarity NPC325229
0.7347 Intermediate Similarity NPC92275
0.7347 Intermediate Similarity NPC471610

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474694 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
0.7449 Intermediate Similarity NPD7639 Approved
0.7449 Intermediate Similarity NPD7640 Approved
0.7347 Intermediate Similarity NPD7638 Approved
0.7253 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7327 Approved
0.7 Intermediate Similarity NPD7328 Approved
0.7 Intermediate Similarity NPD4225 Approved
0.6937 Remote Similarity NPD7516 Approved
0.6907 Remote Similarity NPD7637 Suspended
0.6889 Remote Similarity NPD4195 Approved
0.6875 Remote Similarity NPD8377 Approved
0.6875 Remote Similarity NPD8294 Approved
0.6875 Remote Similarity NPD6051 Approved
0.6814 Remote Similarity NPD8380 Approved
0.6814 Remote Similarity NPD8378 Approved
0.6814 Remote Similarity NPD8379 Approved
0.6814 Remote Similarity NPD8296 Approved
0.6814 Remote Similarity NPD8335 Approved
0.6814 Remote Similarity NPD8033 Approved
0.6809 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6804 Remote Similarity NPD5785 Approved
0.6796 Remote Similarity NPD7632 Discontinued
0.6778 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5362 Discontinued
0.6757 Remote Similarity NPD7115 Discovery
0.6735 Remote Similarity NPD5693 Phase 1
0.6699 Remote Similarity NPD5344 Discontinued
0.6667 Remote Similarity NPD6399 Phase 3
0.6636 Remote Similarity NPD6686 Approved
0.6633 Remote Similarity NPD5207 Approved
0.6632 Remote Similarity NPD1694 Approved
0.6602 Remote Similarity NPD6648 Approved
0.6598 Remote Similarity NPD5737 Approved
0.6598 Remote Similarity NPD6672 Approved
0.6598 Remote Similarity NPD6903 Approved
0.6596 Remote Similarity NPD5332 Approved
0.6596 Remote Similarity NPD5331 Approved
0.6596 Remote Similarity NPD6695 Phase 3
0.6585 Remote Similarity NPD4193 Approved
0.6585 Remote Similarity NPD4194 Approved
0.6585 Remote Similarity NPD4192 Approved
0.6585 Remote Similarity NPD4191 Approved
0.6581 Remote Similarity NPD7507 Approved
0.6569 Remote Similarity NPD6084 Phase 2
0.6569 Remote Similarity NPD6083 Phase 2
0.6566 Remote Similarity NPD5281 Approved
0.6566 Remote Similarity NPD6079 Approved
0.6566 Remote Similarity NPD5284 Approved
0.6562 Remote Similarity NPD6409 Approved
0.6562 Remote Similarity NPD7334 Approved
0.6562 Remote Similarity NPD6684 Approved
0.6562 Remote Similarity NPD7146 Approved
0.6562 Remote Similarity NPD5330 Approved
0.6562 Remote Similarity NPD7521 Approved
0.6559 Remote Similarity NPD4790 Discontinued
0.6545 Remote Similarity NPD6882 Approved
0.6535 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5695 Phase 3
0.6531 Remote Similarity NPD6904 Approved
0.6531 Remote Similarity NPD6673 Approved
0.6531 Remote Similarity NPD6080 Approved
0.6531 Remote Similarity NPD5328 Approved
0.6526 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6929 Approved
0.6522 Remote Similarity NPD7503 Approved
0.6517 Remote Similarity NPD6926 Approved
0.6517 Remote Similarity NPD4785 Approved
0.6517 Remote Similarity NPD4784 Approved
0.6517 Remote Similarity NPD6924 Approved
0.6489 Remote Similarity NPD4221 Approved
0.6489 Remote Similarity NPD4223 Phase 3
0.6481 Remote Similarity NPD6899 Approved
0.6481 Remote Similarity NPD6881 Approved
0.6481 Remote Similarity NPD7320 Approved
0.6477 Remote Similarity NPD7150 Approved
0.6477 Remote Similarity NPD4243 Approved
0.6477 Remote Similarity NPD7151 Approved
0.6477 Remote Similarity NPD7152 Approved
0.6458 Remote Similarity NPD5329 Approved
0.6452 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6930 Phase 2
0.6452 Remote Similarity NPD6931 Approved
0.6452 Remote Similarity NPD7514 Phase 3
0.6452 Remote Similarity NPD7525 Registered
0.6449 Remote Similarity NPD6675 Approved
0.6449 Remote Similarity NPD6402 Approved
0.6449 Remote Similarity NPD7128 Approved
0.6449 Remote Similarity NPD5739 Approved
0.6444 Remote Similarity NPD7339 Approved
0.6444 Remote Similarity NPD8039 Approved
0.6444 Remote Similarity NPD6942 Approved
0.6442 Remote Similarity NPD6404 Discontinued
0.6436 Remote Similarity NPD7748 Approved
0.6436 Remote Similarity NPD6001 Approved
0.6429 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5208 Approved
0.6417 Remote Similarity NPD7319 Approved
0.6413 Remote Similarity NPD7145 Approved
0.6413 Remote Similarity NPD7322 Clinical (unspecified phase)
0.64 Remote Similarity NPD6050 Approved
0.64 Remote Similarity NPD5694 Approved
0.6392 Remote Similarity NPD4623 Approved
0.6392 Remote Similarity NPD5690 Phase 2
0.6392 Remote Similarity NPD4519 Discontinued
0.6392 Remote Similarity NPD3618 Phase 1
0.6392 Remote Similarity NPD6098 Approved
0.6389 Remote Similarity NPD5697 Approved
0.6383 Remote Similarity NPD6902 Approved
0.6374 Remote Similarity NPD6933 Approved
0.6364 Remote Similarity NPD7143 Approved
0.6364 Remote Similarity NPD7144 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6354 Remote Similarity NPD4786 Approved
0.6354 Remote Similarity NPD4197 Approved
0.6353 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6346 Remote Similarity NPD5696 Approved
0.633 Remote Similarity NPD6011 Approved
0.6327 Remote Similarity NPD7524 Approved
0.6327 Remote Similarity NPD3573 Approved
0.6327 Remote Similarity NPD7750 Discontinued
0.6311 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6650 Approved
0.6306 Remote Similarity NPD8130 Phase 1
0.6306 Remote Similarity NPD6847 Approved
0.6306 Remote Similarity NPD6649 Approved
0.6306 Remote Similarity NPD6869 Approved
0.6306 Remote Similarity NPD6617 Approved
0.6304 Remote Similarity NPD5776 Phase 2
0.6304 Remote Similarity NPD6925 Approved
0.63 Remote Similarity NPD5692 Phase 3
0.6289 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6289 Remote Similarity NPD5363 Approved
0.6277 Remote Similarity NPD7332 Phase 2
0.6277 Remote Similarity NPD4821 Approved
0.6277 Remote Similarity NPD4822 Approved
0.6277 Remote Similarity NPD4820 Approved
0.6277 Remote Similarity NPD4819 Approved
0.6273 Remote Similarity NPD6012 Approved
0.6273 Remote Similarity NPD6373 Approved
0.6273 Remote Similarity NPD6014 Approved
0.6273 Remote Similarity NPD6013 Approved
0.6273 Remote Similarity NPD6372 Approved
0.6264 Remote Similarity NPD8264 Approved
0.625 Remote Similarity NPD6923 Approved
0.625 Remote Similarity NPD6922 Approved
0.625 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD7154 Phase 3
0.625 Remote Similarity NPD8297 Approved
0.6239 Remote Similarity NPD5701 Approved
0.6238 Remote Similarity NPD8035 Phase 2
0.6238 Remote Similarity NPD7515 Phase 2
0.6238 Remote Similarity NPD8034 Phase 2
0.6237 Remote Similarity NPD4268 Approved
0.6237 Remote Similarity NPD4271 Approved
0.6224 Remote Similarity NPD4689 Approved
0.6224 Remote Similarity NPD4694 Approved
0.6224 Remote Similarity NPD5280 Approved
0.6224 Remote Similarity NPD4138 Approved
0.6224 Remote Similarity NPD5279 Phase 3
0.6224 Remote Similarity NPD4693 Phase 3
0.6224 Remote Similarity NPD4688 Approved
0.6224 Remote Similarity NPD4690 Approved
0.6224 Remote Similarity NPD5205 Approved
0.6214 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6196 Remote Similarity NPD3701 Clinical (unspecified phase)
0.619 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6186 Remote Similarity NPD3666 Approved
0.6186 Remote Similarity NPD3665 Phase 1
0.6186 Remote Similarity NPD3133 Approved
0.6176 Remote Similarity NPD5778 Approved
0.6176 Remote Similarity NPD5779 Approved
0.6176 Remote Similarity NPD4202 Approved
0.6168 Remote Similarity NPD5211 Phase 2
0.6162 Remote Similarity NPD4251 Approved
0.6162 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6162 Remote Similarity NPD4250 Approved
0.6161 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD5221 Approved
0.6154 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4269 Approved
0.6146 Remote Similarity NPD3667 Approved
0.6146 Remote Similarity NPD5209 Approved
0.6146 Remote Similarity NPD4270 Approved
0.6139 Remote Similarity NPD7838 Discovery
0.6129 Remote Similarity NPD6932 Approved
0.6122 Remote Similarity NPD6893 Approved
0.6106 Remote Similarity NPD6053 Discontinued
0.6105 Remote Similarity NPD7509 Discontinued
0.61 Remote Similarity NPD4518 Approved
0.6095 Remote Similarity NPD5173 Approved
0.6087 Remote Similarity NPD5275 Approved
0.6087 Remote Similarity NPD4190 Phase 3
0.6087 Remote Similarity NPD6868 Approved
0.6083 Remote Similarity NPD7492 Approved
0.6078 Remote Similarity NPD6411 Approved

Structure

External Identifiers

PubChem CID   11348145
ChEMBL   CHEMBL479502
ZINC  

Physicochemical Properties

Molecular Weight:  332.24
ALogP:  1.3342
MLogP:  3.44
XLogP:  6.482
# Rotatable Bonds:  10
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  24

Download Data

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Structure MOL file  
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Biological Activities  
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