Natural Product: NPC475077

Natural Product ID:  NPC475077
Common Name:   Isopinnatol B
IUPAC Name:   5-[(1R,4aS,6R,8aS)-6-bromo-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol
Synonyms:  
Molecular Formula:   C20H33BrO
Standard InCHIKey:  OOTTXHPHVJPZLE-PAWUTWRLSA-N
Standard InCHI:  InChI=1S/C20H33BrO/c1-7-19(5,22)12-10-15-14(2)8-9-16-18(3,4)17(21)11-13-20(15,16)6/h7,15-17,22H,1-2,8-13H2,3-6H3/t15-,16-,17-,19?,20+/m1/s1
Canonical SMILES:  C=CC(CC[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@H](C2(C)C)Br)(O)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
NPO18850 Aplysia dactylomela Species Aplysiidae Eukaryota Tenerife PMID[10924166]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT133 Cell Line ZR-75-1 Homo sapiens IC50 > 25 ug/ml 15974617
NPT1034 Cell Line Lu1 Homo sapiens IC50 > 25 ug/ml 17846127
NPT91 Cell Line KB Homo sapiens IC50 > 25 ug/ml 17846127

  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 NPC475077 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
0.9118 High Similarity NPC476604
0.8732 High Similarity NPC476609
0.8636 High Similarity NPC41160
0.8533 High Similarity NPC476610
0.8493 Intermediate Similarity NPC476605
0.8378 Intermediate Similarity NPC476607
0.8378 Intermediate Similarity NPC476606
0.8289 Intermediate Similarity NPC129501
0.8267 Intermediate Similarity NPC476608
0.8143 Intermediate Similarity NPC476406
0.8052 Intermediate Similarity NPC476603
0.7887 Intermediate Similarity NPC279434
0.7831 Intermediate Similarity NPC131453
0.7831 Intermediate Similarity NPC188896
0.7808 Intermediate Similarity NPC9942
0.7746 Intermediate Similarity NPC64123
0.7662 Intermediate Similarity NPC61080
0.7662 Intermediate Similarity NPC30575
0.7612 Intermediate Similarity NPC264779
0.7612 Intermediate Similarity NPC39068
0.7534 Intermediate Similarity NPC88454
0.7534 Intermediate Similarity NPC117607
0.7534 Intermediate Similarity NPC101307
0.75 Intermediate Similarity NPC113024
0.747 Intermediate Similarity NPC313115
0.7407 Intermediate Similarity NPC311891
0.7403 Intermediate Similarity NPC18819
0.7403 Intermediate Similarity NPC46610
0.7391 Intermediate Similarity NPC189290
0.7391 Intermediate Similarity NPC474769
0.7333 Intermediate Similarity NPC476431
0.7326 Intermediate Similarity NPC239453
0.7326 Intermediate Similarity NPC224552
0.7297 Intermediate Similarity NPC68703
0.7297 Intermediate Similarity NPC69649
0.7294 Intermediate Similarity NPC174273
0.726 Intermediate Similarity NPC258595
0.7237 Intermediate Similarity NPC475728
0.7222 Intermediate Similarity NPC174956
0.7222 Intermediate Similarity NPC81615
0.7222 Intermediate Similarity NPC156912
0.72 Intermediate Similarity NPC94192
0.7179 Intermediate Similarity NPC201048
0.7179 Intermediate Similarity NPC476366
0.7162 Intermediate Similarity NPC149680
0.7126 Intermediate Similarity NPC329643
0.7123 Intermediate Similarity NPC68656
0.7111 Intermediate Similarity NPC257510
0.7111 Intermediate Similarity NPC299714
0.7089 Intermediate Similarity NPC35397
0.7089 Intermediate Similarity NPC474946
0.7089 Intermediate Similarity NPC32832
0.7067 Intermediate Similarity NPC197805
0.7037 Intermediate Similarity NPC215307
0.7037 Intermediate Similarity NPC274750
0.7013 Intermediate Similarity NPC145498
0.7013 Intermediate Similarity NPC34834
0.7 Intermediate Similarity NPC265588
0.7 Intermediate Similarity NPC470749
0.6974 Remote Similarity NPC276616
0.6974 Remote Similarity NPC2648
0.6974 Remote Similarity NPC139785
0.6974 Remote Similarity NPC245795
0.697 Remote Similarity NPC131623
0.6962 Remote Similarity NPC476736
0.6962 Remote Similarity NPC306727
0.6957 Remote Similarity NPC92231
0.6957 Remote Similarity NPC34732
0.6951 Remote Similarity NPC476438
0.6951 Remote Similarity NPC192999
0.6933 Remote Similarity NPC476039
0.6933 Remote Similarity NPC286669
0.6933 Remote Similarity NPC222366
0.6933 Remote Similarity NPC475897
0.6923 Remote Similarity NPC164045
0.6923 Remote Similarity NPC242001
0.6923 Remote Similarity NPC167706
0.6914 Remote Similarity NPC470711
0.6914 Remote Similarity NPC132542
0.6914 Remote Similarity NPC91594
0.6914 Remote Similarity NPC470758
0.6892 Remote Similarity NPC101128
0.6883 Remote Similarity NPC210323
0.6867 Remote Similarity NPC164840
0.6867 Remote Similarity NPC209944
0.6867 Remote Similarity NPC241290
0.6835 Remote Similarity NPC471799
0.6835 Remote Similarity NPC474743
0.6835 Remote Similarity NPC182717
0.6835 Remote Similarity NPC472506
0.6835 Remote Similarity NPC68443
0.6829 Remote Similarity NPC179028
0.6829 Remote Similarity NPC83351
0.6829 Remote Similarity NPC275494
0.6829 Remote Similarity NPC167891
0.6829 Remote Similarity NPC471409
0.68 Remote Similarity NPC27243
0.68 Remote Similarity NPC476737
0.6795 Remote Similarity NPC283316
0.679 Remote Similarity NPC253190
0.679 Remote Similarity NPC244488
0.679 Remote Similarity NPC247325
0.679 Remote Similarity NPC63958
0.6786 Remote Similarity NPC264245
0.6786 Remote Similarity NPC249423
0.6753 Remote Similarity NPC32055
0.6753 Remote Similarity NPC208999
0.6753 Remote Similarity NPC160209
0.675 Remote Similarity NPC243342
0.675 Remote Similarity NPC469534
0.675 Remote Similarity NPC469593
0.675 Remote Similarity NPC469533
0.675 Remote Similarity NPC91858
0.675 Remote Similarity NPC475793
0.675 Remote Similarity NPC237510
0.675 Remote Similarity NPC471797
0.675 Remote Similarity NPC477138
0.6747 Remote Similarity NPC83436
0.6712 Remote Similarity NPC135648
0.6712 Remote Similarity NPC323153
0.6712 Remote Similarity NPC176621
0.6711 Remote Similarity NPC42630
0.6711 Remote Similarity NPC103734
0.6706 Remote Similarity NPC296701
0.6706 Remote Similarity NPC49964
0.6706 Remote Similarity NPC218616
0.6667 Remote Similarity NPC225415
0.6667 Remote Similarity NPC471560
0.6667 Remote Similarity NPC185536
0.6667 Remote Similarity NPC476424
0.6667 Remote Similarity NPC234193
0.6667 Remote Similarity NPC474248
0.6667 Remote Similarity NPC96362
0.6667 Remote Similarity NPC144075
0.6667 Remote Similarity NPC291503
0.6667 Remote Similarity NPC144650
0.6628 Remote Similarity NPC97491
0.6628 Remote Similarity NPC273356
0.6627 Remote Similarity NPC474216
0.6627 Remote Similarity NPC269543
0.6627 Remote Similarity NPC472342
0.6627 Remote Similarity NPC472501
0.6627 Remote Similarity NPC11908
0.6627 Remote Similarity NPC301707
0.6627 Remote Similarity NPC476314
0.6627 Remote Similarity NPC247783
0.6625 Remote Similarity NPC130665
0.6623 Remote Similarity NPC269077
0.6623 Remote Similarity NPC114651
0.6623 Remote Similarity NPC139207
0.6623 Remote Similarity NPC253303
0.6623 Remote Similarity NPC171225
0.6623 Remote Similarity NPC185874
0.6622 Remote Similarity NPC469728
0.6622 Remote Similarity NPC79576
0.6622 Remote Similarity NPC210346
0.6622 Remote Similarity NPC282694
0.6622 Remote Similarity NPC194208
0.662 Remote Similarity NPC179024
0.6588 Remote Similarity NPC47761
0.6588 Remote Similarity NPC476646
0.6585 Remote Similarity NPC134330
0.6585 Remote Similarity NPC129165
0.6585 Remote Similarity NPC113733
0.6585 Remote Similarity NPC38141
0.6582 Remote Similarity NPC45296
0.6579 Remote Similarity NPC172613
0.6579 Remote Similarity NPC60837
0.6579 Remote Similarity NPC2728
0.6579 Remote Similarity NPC208198
0.6579 Remote Similarity NPC163678
0.6579 Remote Similarity NPC11555
0.6579 Remote Similarity NPC282619
0.6575 Remote Similarity NPC5698
0.6552 Remote Similarity NPC205845
0.6548 Remote Similarity NPC476367
0.6548 Remote Similarity NPC170394
0.6548 Remote Similarity NPC233295
0.6548 Remote Similarity NPC109546
0.6548 Remote Similarity NPC84694
0.6548 Remote Similarity NPC81306
0.6548 Remote Similarity NPC30986
0.6548 Remote Similarity NPC31330
0.6548 Remote Similarity NPC28862
0.6548 Remote Similarity NPC72755
0.6548 Remote Similarity NPC143182
0.6548 Remote Similarity NPC47982
0.6548 Remote Similarity NPC209430
0.6543 Remote Similarity NPC100334
0.6543 Remote Similarity NPC329090
0.6543 Remote Similarity NPC162164
0.6543 Remote Similarity NPC22134
0.6543 Remote Similarity NPC27395
0.6538 Remote Similarity NPC471238
0.6538 Remote Similarity NPC36616
0.6538 Remote Similarity NPC290445
0.6538 Remote Similarity NPC266578
0.6538 Remote Similarity NPC216460
0.6538 Remote Similarity NPC96484
0.6538 Remote Similarity NPC244790

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475077 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
0.6962 Remote Similarity NPD4784 Approved
0.6962 Remote Similarity NPD4785 Approved
0.6923 Remote Similarity NPD4243 Approved
0.6543 Remote Similarity NPD6926 Approved
0.6543 Remote Similarity NPD6924 Approved
0.6471 Remote Similarity NPD6930 Phase 2
0.6471 Remote Similarity NPD6931 Approved
0.6463 Remote Similarity NPD6942 Approved
0.6463 Remote Similarity NPD4190 Phase 3
0.6463 Remote Similarity NPD7339 Approved
0.6463 Remote Similarity NPD5275 Approved
0.6429 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6386 Remote Similarity NPD6933 Approved
0.6375 Remote Similarity NPD7143 Approved
0.6375 Remote Similarity NPD7144 Approved
0.6353 Remote Similarity NPD4195 Approved
0.6353 Remote Similarity NPD6929 Approved
0.6296 Remote Similarity NPD7151 Approved
0.6296 Remote Similarity NPD7152 Approved
0.6296 Remote Similarity NPD7150 Approved
0.6279 Remote Similarity NPD7525 Registered
0.6279 Remote Similarity NPD7332 Phase 2
0.6279 Remote Similarity NPD7514 Phase 3
0.6265 Remote Similarity NPD8264 Approved
0.625 Remote Similarity NPD6923 Approved
0.625 Remote Similarity NPD6695 Phase 3
0.625 Remote Similarity NPD6922 Approved
0.6235 Remote Similarity NPD7145 Approved
0.6222 Remote Similarity NPD4623 Approved
0.6222 Remote Similarity NPD4519 Discontinued
0.619 Remote Similarity NPD3701 Clinical (unspecified phase)
0.618 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7645 Phase 2
0.6118 Remote Similarity NPD6932 Approved
0.6118 Remote Similarity NPD5776 Phase 2
0.6118 Remote Similarity NPD6925 Approved
0.6111 Remote Similarity NPD6893 Approved
0.6092 Remote Similarity NPD7509 Discontinued
0.6023 Remote Similarity NPD6898 Phase 1
0.6023 Remote Similarity NPD6902 Approved
0.5978 Remote Similarity NPD7524 Approved
0.5978 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5978 Remote Similarity NPD7750 Discontinued
0.5955 Remote Similarity NPD4221 Approved
0.5955 Remote Similarity NPD4223 Phase 3
0.5934 Remote Similarity NPD5329 Approved
0.5909 Remote Similarity NPD4695 Discontinued
0.5889 Remote Similarity NPD4788 Approved
0.5824 Remote Similarity NPD4786 Approved
0.5824 Remote Similarity NPD4197 Approved
0.5795 Remote Similarity NPD6683 Phase 2
0.5778 Remote Similarity NPD3667 Approved
0.5729 Remote Similarity NPD7087 Discontinued
0.5699 Remote Similarity NPD4688 Approved
0.5699 Remote Similarity NPD5205 Approved
0.5699 Remote Similarity NPD4138 Approved
0.5699 Remote Similarity NPD4689 Approved
0.5699 Remote Similarity NPD4693 Phase 3
0.5699 Remote Similarity NPD4690 Approved
0.5699 Remote Similarity NPD5690 Phase 2
0.5672 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5652 Remote Similarity NPD3133 Approved
0.5652 Remote Similarity NPD3666 Approved
0.5652 Remote Similarity NPD3665 Phase 1
0.56 Remote Similarity NPD342 Phase 1

Structure

External Identifiers

PubChem CID   10547058
ChEMBL   CHEMBL495861
ZINC  

Physicochemical Properties

Molecular Weight:  368.17
ALogP:  3.2803
MLogP:  3.44
XLogP:  6.386
# Rotatable Bonds:  10
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  22

Download Data

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Structure MOL file  
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Similar NPs/Drugs