Natural Product: NPC52755

Natural Product ID:  NPC52755
Common Name:   Xenitorin D
IUPAC Name:   (1aS,2S,3R,3aS,5S,7aR,7bR)-5,7b-dimethyl-3-prop-1-en-2-yl-2,3,3a,4,5,6,7,7a-octahydro-1aH-naphtho[1,2-b]oxiren-2-ol
Synonyms:   Xenitorin D
Molecular Formula:   C15H24O2
Standard InCHIKey:  AGVVMVNNMJUBCX-HIDDOJLPSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-8(2)12-10-7-9(3)5-6-11(10)15(4)14(17-15)13(12)16/h9-14,16H,1,5-7H2,2-4H3/t9-,10+,11+,12-,13-,14-,15+/m0/s1
Canonical SMILES:  C[C@H]1CC[C@@H]2[C@@H](C1)[C@H](C(=C)C)[C@@H]([C@H]1[C@]2(C)O1)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
NPO32497 xenia puerto-galerae Species NA NA PMID[12502327]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 > 50 ug/ml PubChem BioAssay data set
NPT168 Cell Line P388 Mus musculus ED50 > 50 ug/ml PubChem BioAssay data set

  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 NPC52755 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
0.8625 High Similarity NPC477978
0.8533 High Similarity NPC95165
0.8243 Intermediate Similarity NPC244790
0.8243 Intermediate Similarity NPC266578
0.8161 Intermediate Similarity NPC119379
0.814 Intermediate Similarity NPC191323
0.8133 Intermediate Similarity NPC234511
0.8118 Intermediate Similarity NPC473436
0.8108 Intermediate Similarity NPC253303
0.8108 Intermediate Similarity NPC269077
0.8072 Intermediate Similarity NPC86238
0.8026 Intermediate Similarity NPC283316
0.7922 Intermediate Similarity NPC242992
0.7889 Intermediate Similarity NPC210717
0.7889 Intermediate Similarity NPC103165
0.7882 Intermediate Similarity NPC255143
0.7841 Intermediate Similarity NPC114389
0.7841 Intermediate Similarity NPC91251
0.7816 Intermediate Similarity NPC161560
0.7763 Intermediate Similarity NPC276616
0.7763 Intermediate Similarity NPC245795
0.775 Intermediate Similarity NPC293223
0.775 Intermediate Similarity NPC63958
0.775 Intermediate Similarity NPC470766
0.7738 Intermediate Similarity NPC216420
0.7738 Intermediate Similarity NPC211135
0.7738 Intermediate Similarity NPC85095
0.7722 Intermediate Similarity NPC470151
0.7703 Intermediate Similarity NPC144650
0.7703 Intermediate Similarity NPC94897
0.7703 Intermediate Similarity NPC101128
0.7683 Intermediate Similarity NPC72755
0.7683 Intermediate Similarity NPC476367
0.7674 Intermediate Similarity NPC121981
0.7674 Intermediate Similarity NPC125399
0.764 Intermediate Similarity NPC219516
0.7632 Intermediate Similarity NPC185874
0.7632 Intermediate Similarity NPC139207
0.7625 Intermediate Similarity NPC36479
0.7625 Intermediate Similarity NPC472950
0.7625 Intermediate Similarity NPC472952
0.7614 Intermediate Similarity NPC128066
0.7609 Intermediate Similarity NPC476040
0.7609 Intermediate Similarity NPC474994
0.7609 Intermediate Similarity NPC476021
0.7609 Intermediate Similarity NPC261807
0.76 Intermediate Similarity NPC2728
0.76 Intermediate Similarity NPC172613
0.76 Intermediate Similarity NPC282619
0.76 Intermediate Similarity NPC60837
0.76 Intermediate Similarity NPC11555
0.76 Intermediate Similarity NPC208198
0.759 Intermediate Similarity NPC16449
0.759 Intermediate Similarity NPC186588
0.7586 Intermediate Similarity NPC476948
0.7586 Intermediate Similarity NPC44538
0.7586 Intermediate Similarity NPC189777
0.7561 Intermediate Similarity NPC31828
0.7558 Intermediate Similarity NPC290731
0.7556 Intermediate Similarity NPC137461
0.7531 Intermediate Similarity NPC329626
0.7528 Intermediate Similarity NPC10274
0.75 Intermediate Similarity NPC75443
0.75 Intermediate Similarity NPC473929
0.75 Intermediate Similarity NPC47663
0.75 Intermediate Similarity NPC470260
0.7471 Intermediate Similarity NPC475684
0.7471 Intermediate Similarity NPC476217
0.7471 Intermediate Similarity NPC269058
0.7471 Intermediate Similarity NPC71520
0.7471 Intermediate Similarity NPC94462
0.7444 Intermediate Similarity NPC312805
0.7444 Intermediate Similarity NPC210268
0.7442 Intermediate Similarity NPC255882
0.7416 Intermediate Similarity NPC291875
0.7391 Intermediate Similarity NPC8774
0.7391 Intermediate Similarity NPC30477
0.7391 Intermediate Similarity NPC473348
0.7386 Intermediate Similarity NPC477600
0.7381 Intermediate Similarity NPC287749
0.7375 Intermediate Similarity NPC220939
0.7375 Intermediate Similarity NPC265485
0.7368 Intermediate Similarity NPC258595
0.7363 Intermediate Similarity NPC296620
0.7356 Intermediate Similarity NPC196911
0.7356 Intermediate Similarity NPC471379
0.7356 Intermediate Similarity NPC298595
0.7349 Intermediate Similarity NPC137587
0.734 Intermediate Similarity NPC102426
0.734 Intermediate Similarity NPC477876
0.734 Intermediate Similarity NPC477875
0.734 Intermediate Similarity NPC300179
0.7333 Intermediate Similarity NPC312471
0.7333 Intermediate Similarity NPC471378
0.7326 Intermediate Similarity NPC232023
0.7317 Intermediate Similarity NPC91573
0.7312 Intermediate Similarity NPC12103
0.7312 Intermediate Similarity NPC227583
0.7312 Intermediate Similarity NPC98457
0.7312 Intermediate Similarity NPC72204
0.7312 Intermediate Similarity NPC111834
0.7312 Intermediate Similarity NPC169270
0.7312 Intermediate Similarity NPC292718
0.7312 Intermediate Similarity NPC306797
0.7303 Intermediate Similarity NPC476723
0.7303 Intermediate Similarity NPC476724
0.7303 Intermediate Similarity NPC92370
0.7294 Intermediate Similarity NPC471270
0.7294 Intermediate Similarity NPC118116
0.7284 Intermediate Similarity NPC472503
0.7284 Intermediate Similarity NPC308440
0.7283 Intermediate Similarity NPC127718
0.7283 Intermediate Similarity NPC65402
0.7283 Intermediate Similarity NPC66581
0.7273 Intermediate Similarity NPC237344
0.7263 Intermediate Similarity NPC474571
0.7263 Intermediate Similarity NPC254567
0.7263 Intermediate Similarity NPC79303
0.7262 Intermediate Similarity NPC80297
0.7262 Intermediate Similarity NPC116119
0.7262 Intermediate Similarity NPC475727
0.7262 Intermediate Similarity NPC472742
0.7253 Intermediate Similarity NPC122057
0.725 Intermediate Similarity NPC167706
0.7241 Intermediate Similarity NPC83702
0.7241 Intermediate Similarity NPC97505
0.7241 Intermediate Similarity NPC299963
0.7237 Intermediate Similarity NPC68656
0.7234 Intermediate Similarity NPC274793
0.7229 Intermediate Similarity NPC130136
0.7229 Intermediate Similarity NPC477924
0.7229 Intermediate Similarity NPC471798
0.7222 Intermediate Similarity NPC49783
0.7222 Intermediate Similarity NPC115607
0.7222 Intermediate Similarity NPC470361
0.7222 Intermediate Similarity NPC97103
0.7222 Intermediate Similarity NPC210316
0.7216 Intermediate Similarity NPC61442
0.7209 Intermediate Similarity NPC472504
0.7209 Intermediate Similarity NPC259858
0.7204 Intermediate Similarity NPC469583
0.7204 Intermediate Similarity NPC241047
0.72 Intermediate Similarity NPC154906
0.7195 Intermediate Similarity NPC66566
0.7195 Intermediate Similarity NPC12696
0.7195 Intermediate Similarity NPC477923
0.7191 Intermediate Similarity NPC233744
0.7188 Intermediate Similarity NPC476896
0.7188 Intermediate Similarity NPC49532
0.7188 Intermediate Similarity NPC289670
0.7179 Intermediate Similarity NPC161612
0.7179 Intermediate Similarity NPC33583
0.7176 Intermediate Similarity NPC472943
0.7176 Intermediate Similarity NPC471266
0.7176 Intermediate Similarity NPC472951
0.7176 Intermediate Similarity NPC95124
0.7176 Intermediate Similarity NPC236707
0.7176 Intermediate Similarity NPC475679
0.7162 Intermediate Similarity NPC185116
0.716 Intermediate Similarity NPC476709
0.716 Intermediate Similarity NPC143576
0.7143 Intermediate Similarity NPC474249
0.7143 Intermediate Similarity NPC291484
0.7143 Intermediate Similarity NPC80561
0.7143 Intermediate Similarity NPC68119
0.7143 Intermediate Similarity NPC477089
0.7143 Intermediate Similarity NPC283850
0.7143 Intermediate Similarity NPC13823
0.7143 Intermediate Similarity NPC204188
0.7143 Intermediate Similarity NPC102708
0.7143 Intermediate Similarity NPC261990
0.7143 Intermediate Similarity NPC3345
0.7143 Intermediate Similarity NPC329596
0.7143 Intermediate Similarity NPC473956
0.7143 Intermediate Similarity NPC11216
0.7143 Intermediate Similarity NPC475751
0.7143 Intermediate Similarity NPC475521
0.7128 Intermediate Similarity NPC260223
0.7128 Intermediate Similarity NPC472997
0.7128 Intermediate Similarity NPC471903
0.7128 Intermediate Similarity NPC288970
0.7128 Intermediate Similarity NPC472989
0.7128 Intermediate Similarity NPC90583
0.7128 Intermediate Similarity NPC472996
0.7128 Intermediate Similarity NPC256227
0.7126 Intermediate Similarity NPC5958
0.7126 Intermediate Similarity NPC239308
0.7126 Intermediate Similarity NPC113978
0.7126 Intermediate Similarity NPC470929
0.7126 Intermediate Similarity NPC227170
0.7125 Intermediate Similarity NPC92801
0.7111 Intermediate Similarity NPC22376
0.7108 Intermediate Similarity NPC170148
0.7105 Intermediate Similarity NPC50435
0.7097 Intermediate Similarity NPC178949
0.7097 Intermediate Similarity NPC96736
0.7097 Intermediate Similarity NPC477927
0.7097 Intermediate Similarity NPC305160
0.7097 Intermediate Similarity NPC72817
0.7093 Intermediate Similarity NPC470383

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC52755 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
0.7703 Intermediate Similarity NPD371 Approved
0.7191 Intermediate Similarity NPD7524 Approved
0.7143 Intermediate Similarity NPD3168 Discontinued
0.701 Intermediate Similarity NPD5344 Discontinued
0.686 Remote Similarity NPD7645 Phase 2
0.6837 Remote Similarity NPD4159 Approved
0.6742 Remote Similarity NPD6695 Phase 3
0.6699 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6931 Approved
0.6591 Remote Similarity NPD6930 Phase 2
0.6591 Remote Similarity NPD7525 Registered
0.6566 Remote Similarity NPD6648 Approved
0.6512 Remote Similarity NPD6933 Approved
0.6512 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6477 Remote Similarity NPD6929 Approved
0.6452 Remote Similarity NPD7750 Discontinued
0.6442 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6437 Remote Similarity NPD6932 Approved
0.6436 Remote Similarity NPD3653 Clinical (unspecified phase)
0.641 Remote Similarity NPD1145 Discontinued
0.6408 Remote Similarity NPD5357 Phase 1
0.6395 Remote Similarity NPD6942 Approved
0.6395 Remote Similarity NPD7339 Approved
0.6386 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6321 Remote Similarity NPD5955 Clinical (unspecified phase)
0.631 Remote Similarity NPD7532 Clinical (unspecified phase)
0.63 Remote Similarity NPD4225 Approved
0.6292 Remote Similarity NPD6683 Phase 2
0.6279 Remote Similarity NPD6926 Approved
0.6279 Remote Similarity NPD1810 Approved
0.6279 Remote Similarity NPD1811 Approved
0.6279 Remote Similarity NPD6924 Approved
0.6277 Remote Similarity NPD4751 Clinical (unspecified phase)
0.625 Remote Similarity NPD6925 Approved
0.625 Remote Similarity NPD5776 Phase 2
0.6237 Remote Similarity NPD6893 Approved
0.6222 Remote Similarity NPD7332 Phase 2
0.6222 Remote Similarity NPD7514 Phase 3
0.6186 Remote Similarity NPD7087 Discontinued
0.618 Remote Similarity NPD7145 Approved
0.6161 Remote Similarity NPD7516 Approved
0.6154 Remote Similarity NPD6902 Approved
0.6154 Remote Similarity NPD6898 Phase 1
0.6139 Remote Similarity NPD7638 Approved
0.6087 Remote Similarity NPD3667 Approved
0.6078 Remote Similarity NPD7639 Approved
0.6078 Remote Similarity NPD7640 Approved
0.6075 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7328 Approved
0.6071 Remote Similarity NPD7327 Approved
0.6064 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7509 Discontinued
0.6044 Remote Similarity NPD4748 Discontinued
0.6038 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD8133 Approved
0.5982 Remote Similarity NPD7115 Discovery
0.5972 Remote Similarity NPD384 Approved
0.5972 Remote Similarity NPD385 Approved
0.5957 Remote Similarity NPD4786 Approved
0.5926 Remote Similarity NPD368 Approved
0.5918 Remote Similarity NPD7838 Discovery
0.5918 Remote Similarity NPD6698 Approved
0.5918 Remote Similarity NPD46 Approved
0.5913 Remote Similarity NPD8378 Approved
0.5913 Remote Similarity NPD8380 Approved
0.5913 Remote Similarity NPD8379 Approved
0.5913 Remote Similarity NPD8033 Approved
0.5913 Remote Similarity NPD8335 Approved
0.5913 Remote Similarity NPD8296 Approved
0.5888 Remote Similarity NPD6412 Phase 2
0.5862 Remote Similarity NPD7151 Approved
0.5862 Remote Similarity NPD7150 Approved
0.5862 Remote Similarity NPD7152 Approved
0.5859 Remote Similarity NPD8034 Phase 2
0.5859 Remote Similarity NPD8035 Phase 2
0.5856 Remote Similarity NPD4632 Approved
0.5843 Remote Similarity NPD8264 Approved
0.5833 Remote Similarity NPD386 Approved
0.5833 Remote Similarity NPD388 Approved
0.5826 Remote Similarity NPD8294 Approved
0.5826 Remote Similarity NPD8377 Approved
0.5826 Remote Similarity NPD6319 Approved
0.5816 Remote Similarity NPD5328 Approved
0.5814 Remote Similarity NPD6922 Approved
0.5814 Remote Similarity NPD6923 Approved
0.5811 Remote Similarity NPD9410 Clinical (unspecified phase)
0.58 Remote Similarity NPD4202 Approved
0.5794 Remote Similarity NPD6008 Approved
0.5776 Remote Similarity NPD6921 Approved
0.5747 Remote Similarity NPD7144 Approved
0.5747 Remote Similarity NPD2687 Approved
0.5747 Remote Similarity NPD2686 Approved
0.5747 Remote Similarity NPD2254 Approved
0.5747 Remote Similarity NPD7143 Approved
0.5743 Remote Similarity NPD7748 Approved
0.573 Remote Similarity NPD4784 Approved
0.573 Remote Similarity NPD4785 Approved
0.5728 Remote Similarity NPD4755 Approved
0.5727 Remote Similarity NPD4634 Approved
0.5702 Remote Similarity NPD8295 Clinical (unspecified phase)
0.57 Remote Similarity NPD7515 Phase 2
0.57 Remote Similarity NPD6079 Approved
0.57 Remote Similarity NPD7637 Suspended
0.5699 Remote Similarity NPD6928 Phase 2
0.569 Remote Similarity NPD6054 Approved
0.569 Remote Similarity NPD6059 Approved
0.5688 Remote Similarity NPD6686 Approved
0.5684 Remote Similarity NPD4788 Approved
0.5682 Remote Similarity NPD4243 Approved
0.5667 Remote Similarity NPD3703 Phase 2
0.566 Remote Similarity NPD7632 Discontinued
0.5652 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5648 Remote Similarity NPD7128 Approved
0.5648 Remote Similarity NPD6675 Approved
0.5648 Remote Similarity NPD5739 Approved
0.5648 Remote Similarity NPD6402 Approved
0.5648 Remote Similarity NPD6640 Phase 3
0.5644 Remote Similarity NPD5779 Approved
0.5644 Remote Similarity NPD5778 Approved
0.5644 Remote Similarity NPD8171 Discontinued
0.5644 Remote Similarity NPD6399 Phase 3
0.5641 Remote Similarity NPD7503 Approved
0.5641 Remote Similarity NPD6015 Approved
0.5641 Remote Similarity NPD6016 Approved
0.5625 Remote Similarity NPD3665 Phase 1
0.5625 Remote Similarity NPD3666 Approved
0.5625 Remote Similarity NPD3133 Approved
0.5625 Remote Similarity NPD8297 Approved
0.5619 Remote Similarity NPD4700 Approved
0.5619 Remote Similarity NPD5286 Approved
0.5619 Remote Similarity NPD4696 Approved
0.5619 Remote Similarity NPD5285 Approved

Structure

External Identifiers

PubChem CID   10999003
ChEMBL   CHEMBL486727
ZINC  

Physicochemical Properties

Molecular Weight:  236.18
ALogP:  0.6538
MLogP:  2.89
XLogP:  3.162
# Rotatable Bonds:  5
Polar Surface Area:  32.76
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  17

Download Data

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