Natural Product: NPC268827

Natural Product ID:  NPC268827
Common Name:   Tubipolide B
IUPAC Name:   (4aS,8aR,9aS)-3,5,8a-trimethyl-4,4a,9,9a-tetrahydrobenzo[f][1]benzofuran-2-one
Synonyms:  
Molecular Formula:   C15H18O2
Standard InCHIKey:  MUUFCNJBWLIDFJ-YDHLFZDLSA-N
Standard InCHI:  InChI=1S/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h4-6,12-13H,7-8H2,1-3H3/t12-,13-,15-/m0/s1
Canonical SMILES:  CC1=C2C[C@H]3C(=CC=C[C@]3(C[C@@H]2OC1=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
NPO6309 Tubipora musica Species Tubiporidae Eukaryota PMID[11720526]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 3.69 ug/ml Open TG-GATES in vivo data: Hematology

  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 NPC268827 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
0.9079 High Similarity NPC189206
0.8961 High Similarity NPC184737
0.8831 High Similarity NPC54996
0.8588 High Similarity NPC280149
0.8588 High Similarity NPC221111
0.8588 High Similarity NPC182136
0.8588 High Similarity NPC310479
0.8519 High Similarity NPC471218
0.8391 Intermediate Similarity NPC162615
0.8391 Intermediate Similarity NPC152778
0.8391 Intermediate Similarity NPC205034
0.8354 Intermediate Similarity NPC473825
0.8313 Intermediate Similarity NPC30486
0.8313 Intermediate Similarity NPC96055
0.8228 Intermediate Similarity NPC4509
0.8214 Intermediate Similarity NPC474013
0.8193 Intermediate Similarity NPC474193
0.8193 Intermediate Similarity NPC12283
0.8118 Intermediate Similarity NPC131813
0.8111 Intermediate Similarity NPC16967
0.8111 Intermediate Similarity NPC473153
0.809 Intermediate Similarity NPC477129
0.809 Intermediate Similarity NPC38830
0.809 Intermediate Similarity NPC477130
0.809 Intermediate Similarity NPC470255
0.809 Intermediate Similarity NPC191521
0.8072 Intermediate Similarity NPC268122
0.8049 Intermediate Similarity NPC10636
0.8046 Intermediate Similarity NPC73995
0.8023 Intermediate Similarity NPC473891
0.8 Intermediate Similarity NPC474909
0.8 Intermediate Similarity NPC177932
0.8 Intermediate Similarity NPC189311
0.7976 Intermediate Similarity NPC30502
0.7976 Intermediate Similarity NPC193198
0.7976 Intermediate Similarity NPC118423
0.7976 Intermediate Similarity NPC311070
0.7955 Intermediate Similarity NPC212679
0.7955 Intermediate Similarity NPC469595
0.7955 Intermediate Similarity NPC220454
0.7935 Intermediate Similarity NPC474440
0.7931 Intermediate Similarity NPC93411
0.7931 Intermediate Similarity NPC473879
0.7931 Intermediate Similarity NPC226863
0.7931 Intermediate Similarity NPC472302
0.7931 Intermediate Similarity NPC215831
0.7912 Intermediate Similarity NPC260796
0.7907 Intermediate Similarity NPC471219
0.7901 Intermediate Similarity NPC316500
0.7882 Intermediate Similarity NPC32223
0.7867 Intermediate Similarity NPC182794
0.7857 Intermediate Similarity NPC94200
0.7857 Intermediate Similarity NPC200513
0.7857 Intermediate Similarity NPC256112
0.7857 Intermediate Similarity NPC178676
0.7857 Intermediate Similarity NPC16321
0.7848 Intermediate Similarity NPC16349
0.7848 Intermediate Similarity NPC222244
0.7841 Intermediate Similarity NPC177141
0.7841 Intermediate Similarity NPC50488
0.7841 Intermediate Similarity NPC474396
0.7841 Intermediate Similarity NPC284561
0.7831 Intermediate Similarity NPC469802
0.7826 Intermediate Similarity NPC205143
0.7826 Intermediate Similarity NPC110937
0.7816 Intermediate Similarity NPC125925
0.7816 Intermediate Similarity NPC476600
0.7805 Intermediate Similarity NPC471220
0.7802 Intermediate Similarity NPC295347
0.7791 Intermediate Similarity NPC109528
0.7791 Intermediate Similarity NPC472442
0.7791 Intermediate Similarity NPC471795
0.7789 Intermediate Similarity NPC23584
0.7778 Intermediate Similarity NPC139692
0.7765 Intermediate Similarity NPC472440
0.7765 Intermediate Similarity NPC22611
0.7765 Intermediate Similarity NPC477124
0.7765 Intermediate Similarity NPC472377
0.7763 Intermediate Similarity NPC116013
0.7753 Intermediate Similarity NPC469372
0.7753 Intermediate Similarity NPC152467
0.7753 Intermediate Similarity NPC273199
0.7753 Intermediate Similarity NPC8062
0.7753 Intermediate Similarity NPC78973
0.7742 Intermediate Similarity NPC92275
0.7738 Intermediate Similarity NPC475665
0.7738 Intermediate Similarity NPC282293
0.7738 Intermediate Similarity NPC170303
0.7738 Intermediate Similarity NPC25554
0.7727 Intermediate Similarity NPC471956
0.7727 Intermediate Similarity NPC477128
0.7722 Intermediate Similarity NPC257618
0.7722 Intermediate Similarity NPC181587
0.7717 Intermediate Similarity NPC190713
0.7717 Intermediate Similarity NPC165632
0.7711 Intermediate Similarity NPC150646
0.7711 Intermediate Similarity NPC242767
0.7701 Intermediate Similarity NPC329692
0.7701 Intermediate Similarity NPC168248
0.7692 Intermediate Similarity NPC120351
0.7692 Intermediate Similarity NPC471994
0.7692 Intermediate Similarity NPC166143
0.7684 Intermediate Similarity NPC11956
0.7674 Intermediate Similarity NPC474693
0.7674 Intermediate Similarity NPC139566
0.7667 Intermediate Similarity NPC473944
0.7667 Intermediate Similarity NPC472811
0.7667 Intermediate Similarity NPC72845
0.7667 Intermediate Similarity NPC329842
0.7662 Intermediate Similarity NPC472266
0.764 Intermediate Similarity NPC470734
0.764 Intermediate Similarity NPC173042
0.764 Intermediate Similarity NPC5509
0.7634 Intermediate Similarity NPC208094
0.7634 Intermediate Similarity NPC2049
0.7634 Intermediate Similarity NPC84335
0.7634 Intermediate Similarity NPC38530
0.7629 Intermediate Similarity NPC82251
0.7619 Intermediate Similarity NPC233332
0.7619 Intermediate Similarity NPC195424
0.7619 Intermediate Similarity NPC269791
0.7614 Intermediate Similarity NPC471796
0.7614 Intermediate Similarity NPC475678
0.7614 Intermediate Similarity NPC312561
0.7614 Intermediate Similarity NPC181327
0.7609 Intermediate Similarity NPC183012
0.7609 Intermediate Similarity NPC209355
0.759 Intermediate Similarity NPC474005
0.759 Intermediate Similarity NPC35574
0.7586 Intermediate Similarity NPC65661
0.7586 Intermediate Similarity NPC106416
0.7586 Intermediate Similarity NPC475860
0.7586 Intermediate Similarity NPC86316
0.7586 Intermediate Similarity NPC476678
0.7586 Intermediate Similarity NPC110405
0.7586 Intermediate Similarity NPC473659
0.7586 Intermediate Similarity NPC473251
0.7586 Intermediate Similarity NPC42586
0.7586 Intermediate Similarity NPC30984
0.7586 Intermediate Similarity NPC474694
0.7582 Intermediate Similarity NPC472954
0.7582 Intermediate Similarity NPC472812
0.7582 Intermediate Similarity NPC53555
0.7582 Intermediate Similarity NPC475657
0.7582 Intermediate Similarity NPC7349
0.7582 Intermediate Similarity NPC115021
0.7579 Intermediate Similarity NPC168319
0.7579 Intermediate Similarity NPC194028
0.7564 Intermediate Similarity NPC276290
0.7561 Intermediate Similarity NPC27205
0.7558 Intermediate Similarity NPC42476
0.7558 Intermediate Similarity NPC57370
0.7558 Intermediate Similarity NPC474809
0.7558 Intermediate Similarity NPC321385
0.7558 Intermediate Similarity NPC222358
0.7556 Intermediate Similarity NPC474842
0.7556 Intermediate Similarity NPC302280
0.7556 Intermediate Similarity NPC475965
0.7553 Intermediate Similarity NPC278673
0.7553 Intermediate Similarity NPC57079
0.7553 Intermediate Similarity NPC108368
0.7529 Intermediate Similarity NPC42470
0.7528 Intermediate Similarity NPC24816
0.7528 Intermediate Similarity NPC196407
0.7528 Intermediate Similarity NPC472809
0.7528 Intermediate Similarity NPC106332
0.7528 Intermediate Similarity NPC472810
0.7527 Intermediate Similarity NPC134072
0.7527 Intermediate Similarity NPC112654
0.7527 Intermediate Similarity NPC234993
0.7527 Intermediate Similarity NPC242848
0.7527 Intermediate Similarity NPC209297
0.7527 Intermediate Similarity NPC475380
0.75 Intermediate Similarity NPC161998
0.75 Intermediate Similarity NPC84893
0.75 Intermediate Similarity NPC114540
0.75 Intermediate Similarity NPC140277
0.75 Intermediate Similarity NPC105490
0.75 Intermediate Similarity NPC220478
0.75 Intermediate Similarity NPC32577
0.75 Intermediate Similarity NPC155332
0.75 Intermediate Similarity NPC471299
0.75 Intermediate Similarity NPC88507
0.75 Intermediate Similarity NPC57117
0.75 Intermediate Similarity NPC470697
0.75 Intermediate Similarity NPC31058
0.75 Intermediate Similarity NPC226066
0.75 Intermediate Similarity NPC469606
0.75 Intermediate Similarity NPC273005
0.7474 Intermediate Similarity NPC474012
0.7474 Intermediate Similarity NPC472644
0.7474 Intermediate Similarity NPC473204
0.7474 Intermediate Similarity NPC476299
0.7473 Intermediate Similarity NPC212948
0.7473 Intermediate Similarity NPC186363
0.7473 Intermediate Similarity NPC49420
0.7473 Intermediate Similarity NPC233345
0.7473 Intermediate Similarity NPC2882
0.7473 Intermediate Similarity NPC177037
0.7473 Intermediate Similarity NPC472814

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC268827 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
0.8 Intermediate Similarity NPD1694 Approved
0.7857 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD5209 Approved
0.7439 Intermediate Similarity NPD8039 Approved
0.7188 Intermediate Similarity NPD7638 Approved
0.7188 Intermediate Similarity NPD4225 Approved
0.7179 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7639 Approved
0.7113 Intermediate Similarity NPD7640 Approved
0.7111 Intermediate Similarity NPD7146 Approved
0.7111 Intermediate Similarity NPD6684 Approved
0.7111 Intermediate Similarity NPD5330 Approved
0.7111 Intermediate Similarity NPD6409 Approved
0.7111 Intermediate Similarity NPD7521 Approved
0.7111 Intermediate Similarity NPD7334 Approved
0.7079 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6051 Approved
0.6957 Remote Similarity NPD6903 Approved
0.6957 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6915 Remote Similarity NPD7637 Suspended
0.6848 Remote Similarity NPD3573 Approved
0.6824 Remote Similarity NPD8264 Approved
0.6809 Remote Similarity NPD5207 Approved
0.6795 Remote Similarity NPD4192 Approved
0.6795 Remote Similarity NPD4191 Approved
0.6795 Remote Similarity NPD4194 Approved
0.6795 Remote Similarity NPD4193 Approved
0.6774 Remote Similarity NPD6672 Approved
0.6774 Remote Similarity NPD5737 Approved
0.6771 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6771 Remote Similarity NPD7900 Approved
0.6771 Remote Similarity NPD7748 Approved
0.6768 Remote Similarity NPD6648 Approved
0.6737 Remote Similarity NPD5694 Approved
0.6737 Remote Similarity NPD5693 Phase 1
0.6737 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6632 Remote Similarity NPD5692 Phase 3
0.6566 Remote Similarity NPD7902 Approved
0.6562 Remote Similarity NPD6050 Approved
0.6562 Remote Similarity NPD7515 Phase 2
0.6559 Remote Similarity NPD5279 Phase 3
0.6559 Remote Similarity NPD3618 Phase 1
0.6538 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6526 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6526 Remote Similarity NPD6101 Approved
0.6495 Remote Similarity NPD6399 Phase 3
0.6476 Remote Similarity NPD6686 Approved
0.6471 Remote Similarity NPD7151 Approved
0.6471 Remote Similarity NPD7632 Discontinued
0.6471 Remote Similarity NPD7152 Approved
0.6471 Remote Similarity NPD7150 Approved
0.6458 Remote Similarity NPD7838 Discovery
0.6455 Remote Similarity NPD7115 Discovery
0.6444 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6421 Remote Similarity NPD5208 Approved
0.6415 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6392 Remote Similarity NPD5284 Approved
0.6392 Remote Similarity NPD5281 Approved
0.6392 Remote Similarity NPD6079 Approved
0.6381 Remote Similarity NPD5697 Approved
0.6373 Remote Similarity NPD5344 Discontinued
0.6364 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5695 Phase 3
0.6355 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6673 Approved
0.6354 Remote Similarity NPD6904 Approved
0.6354 Remote Similarity NPD6080 Approved
0.6354 Remote Similarity NPD5328 Approved
0.6353 Remote Similarity NPD7144 Approved
0.6353 Remote Similarity NPD7143 Approved
0.6344 Remote Similarity NPD3133 Approved
0.6344 Remote Similarity NPD3666 Approved
0.6344 Remote Similarity NPD3665 Phase 1
0.6322 Remote Similarity NPD4687 Approved
0.6322 Remote Similarity NPD6924 Approved
0.6322 Remote Similarity NPD4058 Approved
0.6322 Remote Similarity NPD6926 Approved
0.6321 Remote Similarity NPD6881 Approved
0.6321 Remote Similarity NPD6899 Approved
0.6321 Remote Similarity NPD6011 Approved
0.6304 Remote Similarity NPD3667 Approved
0.6289 Remote Similarity NPD5785 Approved
0.6286 Remote Similarity NPD5739 Approved
0.6286 Remote Similarity NPD6008 Approved
0.6286 Remote Similarity NPD7128 Approved
0.6286 Remote Similarity NPD6675 Approved
0.6286 Remote Similarity NPD6402 Approved
0.6279 Remote Similarity NPD5276 Approved
0.6277 Remote Similarity NPD1696 Phase 3
0.6264 Remote Similarity NPD7332 Phase 2
0.6264 Remote Similarity NPD7514 Phase 3
0.6263 Remote Similarity NPD6001 Approved
0.6262 Remote Similarity NPD6013 Approved
0.6262 Remote Similarity NPD6014 Approved
0.6262 Remote Similarity NPD6012 Approved
0.6238 Remote Similarity NPD6084 Phase 2
0.6238 Remote Similarity NPD6083 Phase 2
0.6237 Remote Similarity NPD6695 Phase 3
0.6235 Remote Similarity NPD6923 Approved
0.6235 Remote Similarity NPD6922 Approved
0.6228 Remote Similarity NPD7503 Approved
0.6226 Remote Similarity NPD5701 Approved
0.6222 Remote Similarity NPD7145 Approved
0.6222 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6211 Remote Similarity NPD4623 Approved
0.6211 Remote Similarity NPD6098 Approved
0.6211 Remote Similarity NPD4519 Discontinued
0.6204 Remote Similarity NPD6883 Approved
0.6204 Remote Similarity NPD7290 Approved
0.6204 Remote Similarity NPD7102 Approved
0.62 Remote Similarity NPD5654 Approved
0.6196 Remote Similarity NPD6902 Approved
0.618 Remote Similarity NPD6933 Approved
0.618 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6176 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5696 Approved
0.617 Remote Similarity NPD4786 Approved
0.617 Remote Similarity NPD3668 Phase 3
0.617 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7320 Approved
0.6162 Remote Similarity NPD4202 Approved
0.6154 Remote Similarity NPD4195 Approved
0.6154 Remote Similarity NPD7645 Phase 2
0.6154 Remote Similarity NPD6929 Approved
0.6147 Remote Similarity NPD6650 Approved
0.6147 Remote Similarity NPD8130 Phase 1
0.6147 Remote Similarity NPD6617 Approved
0.6147 Remote Similarity NPD6649 Approved
0.6147 Remote Similarity NPD6847 Approved
0.6147 Remote Similarity NPD6869 Approved
0.6139 Remote Similarity NPD5222 Approved
0.6139 Remote Similarity NPD5221 Approved
0.6139 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5733 Approved
0.6111 Remote Similarity NPD6372 Approved
0.6111 Remote Similarity NPD6932 Approved
0.6111 Remote Similarity NPD5776 Phase 2
0.6111 Remote Similarity NPD6373 Approved
0.6111 Remote Similarity NPD6925 Approved
0.6106 Remote Similarity NPD7327 Approved
0.6106 Remote Similarity NPD7328 Approved
0.6105 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6882 Approved
0.6091 Remote Similarity NPD8297 Approved
0.6087 Remote Similarity NPD6931 Approved
0.6087 Remote Similarity NPD7509 Discontinued
0.6087 Remote Similarity NPD6930 Phase 2
0.6078 Remote Similarity NPD5959 Approved
0.6078 Remote Similarity NPD5173 Approved
0.6067 Remote Similarity NPD7339 Approved
0.6067 Remote Similarity NPD6942 Approved
0.6053 Remote Similarity NPD7516 Approved
0.6047 Remote Similarity NPD4137 Phase 3
0.6042 Remote Similarity NPD5280 Approved
0.6042 Remote Similarity NPD4694 Approved
0.6036 Remote Similarity NPD6858 Approved
0.6036 Remote Similarity NPD7094 Approved
0.602 Remote Similarity NPD7285 Clinical (unspecified phase)
0.602 Remote Similarity NPD1695 Approved
0.6019 Remote Similarity NPD5926 Approved
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6 Remote Similarity NPD8377 Approved
0.598 Remote Similarity NPD4697 Phase 3
0.5979 Remote Similarity NPD7750 Discontinued
0.5979 Remote Similarity NPD7524 Approved
0.5977 Remote Similarity NPD4691 Approved
0.5977 Remote Similarity NPD4747 Approved
0.5962 Remote Similarity NPD4696 Approved
0.5962 Remote Similarity NPD6404 Discontinued
0.5962 Remote Similarity NPD5285 Approved
0.5962 Remote Similarity NPD5286 Approved
0.596 Remote Similarity NPD46 Approved
0.596 Remote Similarity NPD6698 Approved
0.5957 Remote Similarity NPD4223 Phase 3
0.5957 Remote Similarity NPD4221 Approved
0.5949 Remote Similarity NPD4219 Approved
0.5948 Remote Similarity NPD8033 Approved
0.5948 Remote Similarity NPD8296 Approved
0.5948 Remote Similarity NPD8335 Approved
0.5948 Remote Similarity NPD8380 Approved
0.5948 Remote Similarity NPD8379 Approved
0.5948 Remote Similarity NPD8378 Approved
0.5938 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5938 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6868 Approved
0.5922 Remote Similarity NPD4755 Approved
0.5918 Remote Similarity NPD4518 Approved
0.5914 Remote Similarity NPD7525 Registered
0.5914 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5914 Remote Similarity NPD4695 Discontinued
0.5905 Remote Similarity NPD5223 Approved
0.59 Remote Similarity NPD8034 Phase 2
0.59 Remote Similarity NPD8035 Phase 2

Structure

External Identifiers

PubChem CID   11776031
ChEMBL   CHEMBL489544
ZINC  

Physicochemical Properties

Molecular Weight:  230.13
ALogP:  2.484
MLogP:  2.89
XLogP:  2.668
# Rotatable Bonds:  3
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  17

Download Data

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