Natural Product: NPC470365

Natural Product ID:  NPC470365
Common Name:   Axinisothiocyanate B
IUPAC Name:   (1S,2R,4aR,5S)-2,5-dimethyl-8-propan-2-yl-5-thionitroso-1,3,4,4a,6,7-hexahydronaphthalene-1,2-diol
Synonyms:  
Molecular Formula:   C15H25NO2S
Standard InCHIKey:  ZCUIYTSIBRUOPC-UQOMUDLDSA-N
Standard InCHI:  InChI=1S/C15H25NO2S/c1-9(2)10-5-7-14(3,16-19)11-6-8-15(4,18)13(17)12(10)11/h9,11,13,17-18H,5-8H2,1-4H3/t11-,13+,14+,15-/m1/s1
Canonical SMILES:  S=N[C@@]1(C)CCC(=C2[C@H]1CC[C@@]([C@H]2O)(C)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
NPO6254 Axinyssa sp. Species Halichondriidae Eukaryota PMID[18288806]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens GI50 = 21000 nM 15217281
NPT81 Cell Line A549 Homo sapiens GI50 = 25700 nM 22439591

  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 NPC470365 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
0.759 Intermediate Similarity NPC242992
0.75 Intermediate Similarity NPC220939
0.75 Intermediate Similarity NPC265485
0.7381 Intermediate Similarity NPC23954
0.7222 Intermediate Similarity NPC475724
0.7204 Intermediate Similarity NPC474458
0.7073 Intermediate Similarity NPC287339
0.7045 Intermediate Similarity NPC265588
0.6988 Remote Similarity NPC202017
0.6988 Remote Similarity NPC326310
0.6977 Remote Similarity NPC471271
0.6977 Remote Similarity NPC471268
0.6957 Remote Similarity NPC471408
0.6923 Remote Similarity NPC22403
0.6889 Remote Similarity NPC83351
0.6889 Remote Similarity NPC167891
0.6882 Remote Similarity NPC317458
0.6882 Remote Similarity NPC66764
0.6882 Remote Similarity NPC110150
0.686 Remote Similarity NPC92801
0.6824 Remote Similarity NPC244790
0.6824 Remote Similarity NPC96484
0.6818 Remote Similarity NPC201048
0.6818 Remote Similarity NPC476366
0.6786 Remote Similarity NPC267027
0.6782 Remote Similarity NPC477792
0.6782 Remote Similarity NPC164022
0.6778 Remote Similarity NPC470758
0.6778 Remote Similarity NPC470711
0.6778 Remote Similarity NPC91594
0.6774 Remote Similarity NPC7988
0.6744 Remote Similarity NPC473893
0.6742 Remote Similarity NPC66566
0.6742 Remote Similarity NPC477923
0.6706 Remote Similarity NPC82337
0.6705 Remote Similarity NPC95165
0.6702 Remote Similarity NPC169941
0.6702 Remote Similarity NPC251475
0.6702 Remote Similarity NPC474634
0.6701 Remote Similarity NPC474668
0.6701 Remote Similarity NPC133588
0.6701 Remote Similarity NPC280556
0.67 Remote Similarity NPC473314
0.6667 Remote Similarity NPC293299
0.6667 Remote Similarity NPC470749
0.6667 Remote Similarity NPC474531
0.6667 Remote Similarity NPC175145
0.6667 Remote Similarity NPC471270
0.6667 Remote Similarity NPC475069
0.6667 Remote Similarity NPC45365
0.6667 Remote Similarity NPC255143
0.6667 Remote Similarity NPC476646
0.6667 Remote Similarity NPC34834
0.6633 Remote Similarity NPC477606
0.6633 Remote Similarity NPC470361
0.6632 Remote Similarity NPC185568
0.6632 Remote Similarity NPC83702
0.6628 Remote Similarity NPC276616
0.6627 Remote Similarity NPC83200
0.6598 Remote Similarity NPC470620
0.6598 Remote Similarity NPC245004
0.6598 Remote Similarity NPC476948
0.6596 Remote Similarity NPC49964
0.6596 Remote Similarity NPC87489
0.6593 Remote Similarity NPC477426
0.6593 Remote Similarity NPC474826
0.6593 Remote Similarity NPC477924
0.6593 Remote Similarity NPC477427
0.6593 Remote Similarity NPC477425
0.6591 Remote Similarity NPC167706
0.6591 Remote Similarity NPC471272
0.6566 Remote Similarity NPC204188
0.6566 Remote Similarity NPC191323
0.6566 Remote Similarity NPC11216
0.6566 Remote Similarity NPC291484
0.6566 Remote Similarity NPC80561
0.6566 Remote Similarity NPC329596
0.6566 Remote Similarity NPC3345
0.6559 Remote Similarity NPC295131
0.6559 Remote Similarity NPC471266
0.6559 Remote Similarity NPC236707
0.6559 Remote Similarity NPC96362
0.6559 Remote Similarity NPC236112
0.6559 Remote Similarity NPC95124
0.6559 Remote Similarity NPC287749
0.6556 Remote Similarity NPC32832
0.6552 Remote Similarity NPC474248
0.6548 Remote Similarity NPC96793
0.6548 Remote Similarity NPC323424
0.6526 Remote Similarity NPC185605
0.6526 Remote Similarity NPC57370
0.6522 Remote Similarity NPC476314
0.6506 Remote Similarity NPC194208
0.6506 Remote Similarity NPC282694
0.6506 Remote Similarity NPC79576
0.6505 Remote Similarity NPC140300
0.65 Remote Similarity NPC114389
0.65 Remote Similarity NPC97404
0.65 Remote Similarity NPC41554
0.65 Remote Similarity NPC116726
0.6495 Remote Similarity NPC6391
0.6495 Remote Similarity NPC94462
0.6495 Remote Similarity NPC261266
0.6489 Remote Similarity NPC6707
0.6489 Remote Similarity NPC264245
0.6489 Remote Similarity NPC249423
0.6484 Remote Similarity NPC253190
0.6484 Remote Similarity NPC274079
0.6484 Remote Similarity NPC477925
0.6471 Remote Similarity NPC53565
0.6471 Remote Similarity NPC258595
0.6465 Remote Similarity NPC187785
0.6465 Remote Similarity NPC259875
0.6465 Remote Similarity NPC20946
0.6465 Remote Similarity NPC115607
0.6458 Remote Similarity NPC302360
0.6458 Remote Similarity NPC231310
0.6458 Remote Similarity NPC238992
0.6458 Remote Similarity NPC205845
0.6458 Remote Similarity NPC238485
0.6452 Remote Similarity NPC209430
0.6452 Remote Similarity NPC328714
0.6452 Remote Similarity NPC47982
0.6452 Remote Similarity NPC291379
0.6452 Remote Similarity NPC81306
0.6452 Remote Similarity NPC30986
0.6452 Remote Similarity NPC109546
0.6452 Remote Similarity NPC143182
0.6452 Remote Similarity NPC84694
0.6452 Remote Similarity NPC28862
0.6444 Remote Similarity NPC477138
0.6444 Remote Similarity NPC306727
0.6444 Remote Similarity NPC243342
0.6437 Remote Similarity NPC471238
0.6437 Remote Similarity NPC266578
0.6437 Remote Similarity NPC208999
0.6437 Remote Similarity NPC245795
0.6436 Remote Similarity NPC310013
0.6436 Remote Similarity NPC137461
0.6429 Remote Similarity NPC174956
0.6429 Remote Similarity NPC233744
0.6421 Remote Similarity NPC47763
0.6421 Remote Similarity NPC101462
0.6421 Remote Similarity NPC155521
0.6421 Remote Similarity NPC218616
0.6421 Remote Similarity NPC30166
0.6421 Remote Similarity NPC296701
0.6421 Remote Similarity NPC202389
0.6413 Remote Similarity NPC471798
0.6413 Remote Similarity NPC130136
0.6408 Remote Similarity NPC72204
0.6404 Remote Similarity NPC110799
0.64 Remote Similarity NPC473099
0.6392 Remote Similarity NPC274448
0.6386 Remote Similarity NPC66020
0.6386 Remote Similarity NPC240506
0.6383 Remote Similarity NPC164840
0.6383 Remote Similarity NPC241290
0.6383 Remote Similarity NPC234193
0.6383 Remote Similarity NPC209944
0.6383 Remote Similarity NPC13554
0.6374 Remote Similarity NPC133580
0.6374 Remote Similarity NPC291503
0.6373 Remote Similarity NPC196227
0.6373 Remote Similarity NPC477605
0.6364 Remote Similarity NPC316186
0.6364 Remote Similarity NPC471560
0.6364 Remote Similarity NPC34754
0.6364 Remote Similarity NPC234511
0.6364 Remote Similarity NPC67872
0.6354 Remote Similarity NPC159168
0.6354 Remote Similarity NPC207013
0.6354 Remote Similarity NPC475789
0.6354 Remote Similarity NPC253402
0.6354 Remote Similarity NPC471987
0.6354 Remote Similarity NPC132635
0.6353 Remote Similarity NPC68656
0.6353 Remote Similarity NPC101128
0.6353 Remote Similarity NPC144650
0.6344 Remote Similarity NPC22955
0.6344 Remote Similarity NPC474216
0.6344 Remote Similarity NPC275910
0.6344 Remote Similarity NPC99168
0.6344 Remote Similarity NPC11908
0.6344 Remote Similarity NPC474989
0.6344 Remote Similarity NPC52755
0.6344 Remote Similarity NPC79704
0.6344 Remote Similarity NPC470396
0.6341 Remote Similarity NPC47663
0.6333 Remote Similarity NPC130665
0.6333 Remote Similarity NPC182717
0.6333 Remote Similarity NPC471799
0.6333 Remote Similarity NPC201373
0.6327 Remote Similarity NPC476217
0.6327 Remote Similarity NPC281316
0.6327 Remote Similarity NPC477604
0.6327 Remote Similarity NPC237344
0.6327 Remote Similarity NPC473226
0.6322 Remote Similarity NPC114651
0.6322 Remote Similarity NPC139207

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470365 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
0.6476 Remote Similarity NPD4159 Approved
0.631 Remote Similarity NPD368 Approved
0.6211 Remote Similarity NPD4748 Discontinued
0.6196 Remote Similarity NPD8264 Approved
0.6129 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6105 Remote Similarity NPD7645 Phase 2
0.61 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6042 Remote Similarity NPD7525 Registered
0.6022 Remote Similarity NPD7339 Approved
0.6022 Remote Similarity NPD6942 Approved
0.5957 Remote Similarity NPD6933 Approved
0.5784 Remote Similarity NPD7524 Approved
0.5783 Remote Similarity NPD342 Phase 1
0.5758 Remote Similarity NPD3667 Approved
0.5745 Remote Similarity NPD6926 Approved
0.5745 Remote Similarity NPD6924 Approved
0.5714 Remote Similarity NPD6930 Phase 2
0.5714 Remote Similarity NPD6931 Approved
0.5688 Remote Similarity NPD4225 Approved
0.5686 Remote Similarity NPD3618 Phase 1
0.567 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5644 Remote Similarity NPD4786 Approved
0.5618 Remote Similarity NPD371 Approved
0.5612 Remote Similarity NPD6929 Approved
0.5607 Remote Similarity NPD5771 Approved

Structure

External Identifiers

PubChem CID   70685493
ChEMBL   CHEMBL2021433
ZINC  

Physicochemical Properties

Molecular Weight:  283.16
ALogP:  1.6584
MLogP:  2.67
XLogP:  1.428
# Rotatable Bonds:  8
Polar Surface Area:  84.91
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  19

Download Data

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