Natural Product: NPC474693

Natural Product ID:  NPC474693
Common Name:   Demethylincisterol A1
IUPAC Name:   (3aS,5aR,6R)-3a-hydroxy-5a-methyl-6-[(E,2R)-6-methylhept-3-en-2-yl]-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
Synonyms:   Demethylincisterol A1
Molecular Formula:   C20H30O3
Standard InCHIKey:  AQPJSQVQFSPDJH-LHFKXQJUSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-13(2)6-5-7-14(3)15-8-9-16-17-12-18(21)23-20(17,22)11-10-19(15,16)4/h5,7,12-16,22H,6,8-11H2,1-4H3/b7-5+/t14-,15-,16?,19-,20+/m1/s1
Canonical SMILES:  CC(C/C=C/[C@H]([C@H]1CCC2[C@]1(C)CC[C@]1(C2=CC(=O)O1)O)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 = 1.7 ug/ml PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens ED50 = 2.79 ug/ml PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens ED50 = 1.42 ug/ml 17188868
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 1.94 ug/ml 25936260
NPT574 Cell Line XF498 Homo sapiens ED50 = 1.08 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 NPC474693 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
0.9873 High Similarity NPC475860
0.9873 High Similarity NPC473659
0.9873 High Similarity NPC474694
0.9136 High Similarity NPC30502
0.8765 High Similarity NPC10636
0.828 Intermediate Similarity NPC472826
0.8132 Intermediate Similarity NPC470255
0.8111 Intermediate Similarity NPC472811
0.8111 Intermediate Similarity NPC329842
0.8111 Intermediate Similarity NPC289479
0.8046 Intermediate Similarity NPC42586
0.8046 Intermediate Similarity NPC473251
0.8023 Intermediate Similarity NPC321385
0.8023 Intermediate Similarity NPC311070
0.8022 Intermediate Similarity NPC472812
0.8022 Intermediate Similarity NPC472303
0.8 Intermediate Similarity NPC182136
0.7978 Intermediate Similarity NPC472809
0.7978 Intermediate Similarity NPC472810
0.7955 Intermediate Similarity NPC131813
0.7938 Intermediate Similarity NPC472819
0.7935 Intermediate Similarity NPC201725
0.7931 Intermediate Similarity NPC471302
0.7931 Intermediate Similarity NPC471301
0.7889 Intermediate Similarity NPC470734
0.7872 Intermediate Similarity NPC231751
0.7872 Intermediate Similarity NPC476253
0.7857 Intermediate Similarity NPC184737
0.7857 Intermediate Similarity NPC472818
0.7849 Intermediate Similarity NPC472441
0.7841 Intermediate Similarity NPC146850
0.7841 Intermediate Similarity NPC253604
0.7841 Intermediate Similarity NPC471795
0.7841 Intermediate Similarity NPC287015
0.7831 Intermediate Similarity NPC476317
0.7802 Intermediate Similarity NPC78973
0.7802 Intermediate Similarity NPC310479
0.7778 Intermediate Similarity NPC472378
0.7778 Intermediate Similarity NPC472820
0.7766 Intermediate Similarity NPC470801
0.7753 Intermediate Similarity NPC471219
0.7738 Intermediate Similarity NPC189206
0.7738 Intermediate Similarity NPC476439
0.7727 Intermediate Similarity NPC96055
0.7717 Intermediate Similarity NPC2882
0.7708 Intermediate Similarity NPC201406
0.7701 Intermediate Similarity NPC471298
0.7692 Intermediate Similarity NPC50488
0.7692 Intermediate Similarity NPC474396
0.7674 Intermediate Similarity NPC268827
0.7667 Intermediate Similarity NPC471796
0.7667 Intermediate Similarity NPC45957
0.7667 Intermediate Similarity NPC471657
0.7634 Intermediate Similarity NPC472954
0.7634 Intermediate Similarity NPC38232
0.7634 Intermediate Similarity NPC205034
0.7634 Intermediate Similarity NPC152778
0.7634 Intermediate Similarity NPC162615
0.7634 Intermediate Similarity NPC53555
0.7629 Intermediate Similarity NPC268829
0.7629 Intermediate Similarity NPC295110
0.7629 Intermediate Similarity NPC222875
0.7629 Intermediate Similarity NPC247701
0.7629 Intermediate Similarity NPC25177
0.7614 Intermediate Similarity NPC474809
0.7614 Intermediate Similarity NPC472377
0.7614 Intermediate Similarity NPC471297
0.7614 Intermediate Similarity NPC476927
0.7609 Intermediate Similarity NPC477782
0.7609 Intermediate Similarity NPC232426
0.7609 Intermediate Similarity NPC280149
0.7609 Intermediate Similarity NPC302280
0.7609 Intermediate Similarity NPC221111
0.7609 Intermediate Similarity NPC281942
0.7604 Intermediate Similarity NPC474440
0.7586 Intermediate Similarity NPC78677
0.7586 Intermediate Similarity NPC59994
0.7586 Intermediate Similarity NPC170303
0.7582 Intermediate Similarity NPC242448
0.7579 Intermediate Similarity NPC165632
0.7579 Intermediate Similarity NPC473153
0.7556 Intermediate Similarity NPC329692
0.7553 Intermediate Similarity NPC469697
0.7553 Intermediate Similarity NPC104925
0.7553 Intermediate Similarity NPC298973
0.7551 Intermediate Similarity NPC472815
0.7529 Intermediate Similarity NPC473756
0.7529 Intermediate Similarity NPC54996
0.7529 Intermediate Similarity NPC132542
0.7528 Intermediate Similarity NPC475100
0.7527 Intermediate Similarity NPC477783
0.7527 Intermediate Similarity NPC177641
0.7527 Intermediate Similarity NPC141831
0.7527 Intermediate Similarity NPC477122
0.7526 Intermediate Similarity NPC324841
0.7526 Intermediate Similarity NPC16601
0.7526 Intermediate Similarity NPC476767
0.75 Intermediate Similarity NPC471218
0.75 Intermediate Similarity NPC251528
0.75 Intermediate Similarity NPC472240
0.75 Intermediate Similarity NPC265921
0.75 Intermediate Similarity NPC85670
0.75 Intermediate Similarity NPC262858
0.75 Intermediate Similarity NPC85831
0.75 Intermediate Similarity NPC256112
0.75 Intermediate Similarity NPC215215
0.7475 Intermediate Similarity NPC10232
0.7475 Intermediate Similarity NPC112009
0.7475 Intermediate Similarity NPC97487
0.7475 Intermediate Similarity NPC189588
0.7475 Intermediate Similarity NPC187302
0.7475 Intermediate Similarity NPC180204
0.7475 Intermediate Similarity NPC472821
0.7475 Intermediate Similarity NPC196471
0.7475 Intermediate Similarity NPC160583
0.7474 Intermediate Similarity NPC293052
0.7473 Intermediate Similarity NPC473891
0.7473 Intermediate Similarity NPC312561
0.7471 Intermediate Similarity NPC281880
0.7451 Intermediate Similarity NPC475030
0.7449 Intermediate Similarity NPC198992
0.7449 Intermediate Similarity NPC472643
0.7447 Intermediate Similarity NPC472640
0.7447 Intermediate Similarity NPC139692
0.7447 Intermediate Similarity NPC472641
0.7447 Intermediate Similarity NPC472871
0.7447 Intermediate Similarity NPC7349
0.7444 Intermediate Similarity NPC86316
0.7444 Intermediate Similarity NPC474013
0.7444 Intermediate Similarity NPC106416
0.7444 Intermediate Similarity NPC472442
0.7444 Intermediate Similarity NPC30984
0.7444 Intermediate Similarity NPC65661
0.7423 Intermediate Similarity NPC181147
0.7419 Intermediate Similarity NPC472642
0.7416 Intermediate Similarity NPC472473
0.7416 Intermediate Similarity NPC42476
0.7416 Intermediate Similarity NPC472440
0.7416 Intermediate Similarity NPC79945
0.74 Intermediate Similarity NPC161775
0.7396 Intermediate Similarity NPC242848
0.7396 Intermediate Similarity NPC190713
0.7396 Intermediate Similarity NPC134072
0.7396 Intermediate Similarity NPC162346
0.7396 Intermediate Similarity NPC319861
0.7396 Intermediate Similarity NPC16967
0.7396 Intermediate Similarity NPC234993
0.7391 Intermediate Similarity NPC471956
0.7391 Intermediate Similarity NPC474629
0.7386 Intermediate Similarity NPC159148
0.7386 Intermediate Similarity NPC475944
0.7386 Intermediate Similarity NPC472471
0.7375 Intermediate Similarity NPC116013
0.7368 Intermediate Similarity NPC105490
0.7368 Intermediate Similarity NPC191521
0.7368 Intermediate Similarity NPC57117
0.7368 Intermediate Similarity NPC324078
0.7356 Intermediate Similarity NPC242767
0.7347 Intermediate Similarity NPC251680
0.7347 Intermediate Similarity NPC472644
0.734 Intermediate Similarity NPC78594
0.734 Intermediate Similarity NPC72845
0.734 Intermediate Similarity NPC177037
0.734 Intermediate Similarity NPC234335
0.734 Intermediate Similarity NPC110923
0.734 Intermediate Similarity NPC74296
0.734 Intermediate Similarity NPC472814
0.734 Intermediate Similarity NPC212948
0.7333 Intermediate Similarity NPC470800
0.7333 Intermediate Similarity NPC164577
0.7333 Intermediate Similarity NPC306951
0.7333 Intermediate Similarity NPC290052
0.7333 Intermediate Similarity NPC32223
0.7327 Intermediate Similarity NPC239961
0.7327 Intermediate Similarity NPC119855
0.7327 Intermediate Similarity NPC186668
0.7327 Intermediate Similarity NPC220217
0.7326 Intermediate Similarity NPC262747
0.732 Intermediate Similarity NPC475709
0.732 Intermediate Similarity NPC205143
0.732 Intermediate Similarity NPC253826
0.732 Intermediate Similarity NPC477718
0.732 Intermediate Similarity NPC141401
0.732 Intermediate Similarity NPC477719
0.7317 Intermediate Similarity NPC265574
0.7312 Intermediate Similarity NPC285982
0.7312 Intermediate Similarity NPC66344
0.7312 Intermediate Similarity NPC177141
0.7312 Intermediate Similarity NPC82876
0.7312 Intermediate Similarity NPC288699
0.7312 Intermediate Similarity NPC146554
0.7312 Intermediate Similarity NPC5509
0.7303 Intermediate Similarity NPC323251
0.7303 Intermediate Similarity NPC324170
0.7303 Intermediate Similarity NPC2524
0.73 Intermediate Similarity NPC120009
0.73 Intermediate Similarity NPC476237
0.73 Intermediate Similarity NPC297617
0.73 Intermediate Similarity NPC471938
0.7294 Intermediate Similarity NPC113639

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474693 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
0.7347 Intermediate Similarity NPD7639 Approved
0.7347 Intermediate Similarity NPD7640 Approved
0.7245 Intermediate Similarity NPD7638 Approved
0.7143 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4225 Approved
0.6966 Remote Similarity NPD4195 Approved
0.6909 Remote Similarity NPD7327 Approved
0.6909 Remote Similarity NPD7328 Approved
0.6847 Remote Similarity NPD7516 Approved
0.6804 Remote Similarity NPD7637 Suspended
0.6804 Remote Similarity NPD5693 Phase 1
0.6786 Remote Similarity NPD8294 Approved
0.6786 Remote Similarity NPD8377 Approved
0.6771 Remote Similarity NPD6051 Approved
0.6726 Remote Similarity NPD8379 Approved
0.6726 Remote Similarity NPD8033 Approved
0.6726 Remote Similarity NPD8378 Approved
0.6726 Remote Similarity NPD8296 Approved
0.6726 Remote Similarity NPD8380 Approved
0.6726 Remote Similarity NPD8335 Approved
0.6702 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6702 Remote Similarity NPD1694 Approved
0.6701 Remote Similarity NPD5207 Approved
0.6701 Remote Similarity NPD5785 Approved
0.6699 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD4194 Approved
0.6667 Remote Similarity NPD4192 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4193 Approved
0.6667 Remote Similarity NPD4191 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6667 Remote Similarity NPD7115 Discovery
0.6633 Remote Similarity NPD5284 Approved
0.6633 Remote Similarity NPD5281 Approved
0.6602 Remote Similarity NPD5344 Discontinued
0.66 Remote Similarity NPD5695 Phase 3
0.6566 Remote Similarity NPD6399 Phase 3
0.6559 Remote Similarity NPD4221 Approved
0.6559 Remote Similarity NPD4223 Phase 3
0.6542 Remote Similarity NPD6686 Approved
0.6505 Remote Similarity NPD6648 Approved
0.65 Remote Similarity NPD6001 Approved
0.6496 Remote Similarity NPD7507 Approved
0.6495 Remote Similarity NPD5737 Approved
0.6495 Remote Similarity NPD6903 Approved
0.6495 Remote Similarity NPD5208 Approved
0.6495 Remote Similarity NPD6672 Approved
0.6489 Remote Similarity NPD5332 Approved
0.6489 Remote Similarity NPD5331 Approved
0.6489 Remote Similarity NPD6695 Phase 3
0.6471 Remote Similarity NPD6084 Phase 2
0.6471 Remote Similarity NPD6083 Phase 2
0.6465 Remote Similarity NPD5694 Approved
0.6465 Remote Similarity NPD6079 Approved
0.6458 Remote Similarity NPD6684 Approved
0.6458 Remote Similarity NPD7334 Approved
0.6458 Remote Similarity NPD6409 Approved
0.6458 Remote Similarity NPD5690 Phase 2
0.6458 Remote Similarity NPD3618 Phase 1
0.6458 Remote Similarity NPD5330 Approved
0.6458 Remote Similarity NPD4519 Discontinued
0.6458 Remote Similarity NPD4623 Approved
0.6458 Remote Similarity NPD7146 Approved
0.6458 Remote Similarity NPD7521 Approved
0.6455 Remote Similarity NPD6882 Approved
0.6452 Remote Similarity NPD4790 Discontinued
0.6449 Remote Similarity NPD5697 Approved
0.6436 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6435 Remote Similarity NPD7503 Approved
0.6429 Remote Similarity NPD6904 Approved
0.6429 Remote Similarity NPD6080 Approved
0.6429 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6673 Approved
0.6429 Remote Similarity NPD5328 Approved
0.6421 Remote Similarity NPD4197 Approved
0.6421 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6413 Remote Similarity NPD6929 Approved
0.6408 Remote Similarity NPD5696 Approved
0.6404 Remote Similarity NPD4785 Approved
0.6404 Remote Similarity NPD6924 Approved
0.6404 Remote Similarity NPD4784 Approved
0.6404 Remote Similarity NPD6926 Approved
0.6392 Remote Similarity NPD3573 Approved
0.6389 Remote Similarity NPD7320 Approved
0.6389 Remote Similarity NPD6899 Approved
0.6389 Remote Similarity NPD6011 Approved
0.6389 Remote Similarity NPD6881 Approved
0.6364 Remote Similarity NPD7150 Approved
0.6364 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD4243 Approved
0.6364 Remote Similarity NPD7151 Approved
0.6364 Remote Similarity NPD7152 Approved
0.6355 Remote Similarity NPD7128 Approved
0.6355 Remote Similarity NPD6675 Approved
0.6355 Remote Similarity NPD6402 Approved
0.6355 Remote Similarity NPD5739 Approved
0.6354 Remote Similarity NPD5329 Approved
0.6346 Remote Similarity NPD6404 Discontinued
0.6344 Remote Similarity NPD6930 Phase 2
0.6344 Remote Similarity NPD6931 Approved
0.6344 Remote Similarity NPD7514 Phase 3
0.6344 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6344 Remote Similarity NPD7525 Registered
0.6337 Remote Similarity NPD7748 Approved
0.6333 Remote Similarity NPD6942 Approved
0.6333 Remote Similarity NPD7319 Approved
0.6333 Remote Similarity NPD7339 Approved
0.6333 Remote Similarity NPD8039 Approved
0.633 Remote Similarity NPD6012 Approved
0.633 Remote Similarity NPD6014 Approved
0.633 Remote Similarity NPD6013 Approved
0.6327 Remote Similarity NPD7513 Clinical (unspecified phase)
0.631 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7145 Approved
0.6304 Remote Similarity NPD7322 Clinical (unspecified phase)
0.63 Remote Similarity NPD6050 Approved
0.6296 Remote Similarity NPD5701 Approved
0.6289 Remote Similarity NPD4693 Phase 3
0.6289 Remote Similarity NPD4689 Approved
0.6289 Remote Similarity NPD5205 Approved
0.6289 Remote Similarity NPD4694 Approved
0.6289 Remote Similarity NPD6098 Approved
0.6289 Remote Similarity NPD4688 Approved
0.6289 Remote Similarity NPD4138 Approved
0.6289 Remote Similarity NPD5280 Approved
0.6289 Remote Similarity NPD4690 Approved
0.6289 Remote Similarity NPD5279 Phase 3
0.6277 Remote Similarity NPD6902 Approved
0.6275 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7290 Approved
0.6273 Remote Similarity NPD7102 Approved
0.6273 Remote Similarity NPD6883 Approved
0.6264 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6933 Approved
0.625 Remote Similarity NPD7143 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD4786 Approved
0.625 Remote Similarity NPD7144 Approved
0.625 Remote Similarity NPD3133 Approved
0.6238 Remote Similarity NPD4202 Approved
0.6226 Remote Similarity NPD5211 Phase 2
0.6224 Remote Similarity NPD7750 Discontinued
0.6224 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6224 Remote Similarity NPD7524 Approved
0.6216 Remote Similarity NPD6617 Approved
0.6216 Remote Similarity NPD6649 Approved
0.6216 Remote Similarity NPD6869 Approved
0.6216 Remote Similarity NPD6847 Approved
0.6216 Remote Similarity NPD6650 Approved
0.6216 Remote Similarity NPD8130 Phase 1
0.6214 Remote Similarity NPD5221 Approved
0.6214 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5222 Approved
0.6211 Remote Similarity NPD3667 Approved
0.6211 Remote Similarity NPD5209 Approved
0.6196 Remote Similarity NPD6925 Approved
0.6196 Remote Similarity NPD5776 Phase 2
0.6186 Remote Similarity NPD5363 Approved
0.6186 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6372 Approved
0.6182 Remote Similarity NPD6373 Approved
0.617 Remote Similarity NPD4822 Approved
0.617 Remote Similarity NPD4819 Approved
0.617 Remote Similarity NPD7332 Phase 2
0.617 Remote Similarity NPD4821 Approved
0.617 Remote Similarity NPD4820 Approved
0.6162 Remote Similarity NPD4518 Approved
0.6161 Remote Similarity NPD8297 Approved
0.6154 Remote Similarity NPD5173 Approved
0.6154 Remote Similarity NPD5275 Approved
0.6154 Remote Similarity NPD8264 Approved
0.6154 Remote Similarity NPD7902 Approved
0.6154 Remote Similarity NPD4190 Phase 3
0.6146 Remote Similarity NPD7154 Phase 3
0.6139 Remote Similarity NPD8035 Phase 2
0.6139 Remote Similarity NPD7515 Phase 2
0.6139 Remote Similarity NPD8034 Phase 2
0.6136 Remote Similarity NPD6923 Approved
0.6136 Remote Similarity NPD6922 Approved
0.6129 Remote Similarity NPD3617 Approved
0.6129 Remote Similarity NPD4271 Approved
0.6129 Remote Similarity NPD4268 Approved
0.6122 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4249 Approved
0.6111 Remote Similarity NPD5141 Approved
0.61 Remote Similarity NPD4753 Phase 2
0.6095 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6009 Approved
0.6078 Remote Similarity NPD5779 Approved
0.6078 Remote Similarity NPD5778 Approved
0.6071 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4251 Approved
0.6061 Remote Similarity NPD4250 Approved
0.6058 Remote Similarity NPD4697 Phase 3
0.6055 Remote Similarity NPD6008 Approved
0.6042 Remote Similarity NPD4269 Approved
0.6042 Remote Similarity NPD4270 Approved

Structure

External Identifiers

PubChem CID   11232391
ChEMBL   CHEMBL479501
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  1.2632
MLogP:  3.33
XLogP:  5.978
# Rotatable Bonds:  9
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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Structure MOL file  
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Biological Activities  
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