Natural Product: NPC79704

Natural Product ID:  NPC79704
Common Name:   Axinisothiocyanate N
IUPAC Name:   (4R,4aR,6S,8aR)-6-hydroperoxy-4-isothiocyanato-4,8a-dimethyl-6-prop-1-en-2-yl-2,3,4a,5,7,8-hexahydro-1H-naphthalene
Synonyms:   Axinisothiocyanate N
Molecular Formula:   C16H25NO2S
Standard InCHIKey:  LXBUUBJVUIYCJI-FPCVCCKLSA-N
Standard InCHI:  InChI=1S/C16H25NO2S/c1-12(2)16(19-18)9-8-14(3)6-5-7-15(4,17-11-20)13(14)10-16/h13,18H,1,5-10H2,2-4H3/t13-,14-,15-,16+/m1/s1
Canonical SMILES:  S=C=N[C@]1(C)CCC[C@]2([C@H]1C[C@@](OO)(CC2)C(=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
NPO19990 Axinyssa isabela Species Halichondriidae Eukaryota Isla Isabel (Gulf of California, Mexico) PMID[19007287]
NPO20065 Astragalus lentiginosus Species Fabaceae Eukaryota UNPD*
NPO12434 Salvia aspera Species Lamiaceae Eukaryota UNPD*
NPO16984 Pelargonium capitatum Species Geraniaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 = 33300 nM 19007287
NPT81 Cell Line A549 Homo sapiens GI50 = 32600 nM 19007287

  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 NPC79704 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
0.8095 Intermediate Similarity NPC474458
0.7639 Intermediate Similarity NPC28755
0.7639 Intermediate Similarity NPC152211
0.75 Intermediate Similarity NPC475724
0.7013 Intermediate Similarity NPC476682
0.68 Remote Similarity NPC189290
0.68 Remote Similarity NPC474769
0.679 Remote Similarity NPC184919
0.6757 Remote Similarity NPC264779
0.6709 Remote Similarity NPC64123
0.6709 Remote Similarity NPC258595
0.6667 Remote Similarity NPC276616
0.6667 Remote Similarity NPC245795
0.6667 Remote Similarity NPC145715
0.6625 Remote Similarity NPC474456
0.6623 Remote Similarity NPC311809
0.6585 Remote Similarity NPC9942
0.6585 Remote Similarity NPC138409
0.6582 Remote Similarity NPC473959
0.6582 Remote Similarity NPC101128
0.6582 Remote Similarity NPC68656
0.6543 Remote Similarity NPC269077
0.6543 Remote Similarity NPC117607
0.6543 Remote Similarity NPC139207
0.6543 Remote Similarity NPC476135
0.6543 Remote Similarity NPC101307
0.6543 Remote Similarity NPC185874
0.6543 Remote Similarity NPC88454
0.6543 Remote Similarity NPC253303
0.6538 Remote Similarity NPC41160
0.65 Remote Similarity NPC474768
0.6471 Remote Similarity NPC476736
0.6471 Remote Similarity NPC201048
0.6471 Remote Similarity NPC476366
0.6463 Remote Similarity NPC244790
0.6463 Remote Similarity NPC94192
0.6463 Remote Similarity NPC139785
0.6429 Remote Similarity NPC167706
0.642 Remote Similarity NPC475897
0.642 Remote Similarity NPC37792
0.642 Remote Similarity NPC476406
0.64 Remote Similarity NPC275686
0.6392 Remote Similarity NPC473314
0.6386 Remote Similarity NPC476431
0.6375 Remote Similarity NPC144650
0.6373 Remote Similarity NPC90538
0.6344 Remote Similarity NPC470365
0.6322 Remote Similarity NPC470749
0.6322 Remote Similarity NPC476308
0.6316 Remote Similarity NPC39068
0.6316 Remote Similarity NPC318036
0.631 Remote Similarity NPC283316
0.631 Remote Similarity NPC163020
0.6296 Remote Similarity NPC11555
0.6296 Remote Similarity NPC282619
0.6296 Remote Similarity NPC208198
0.6296 Remote Similarity NPC172613
0.6296 Remote Similarity NPC60837
0.6296 Remote Similarity NPC2728
0.6265 Remote Similarity NPC2648
0.625 Remote Similarity NPC470758
0.625 Remote Similarity NPC470711
0.6235 Remote Similarity NPC476329
0.6234 Remote Similarity NPC173815
0.6222 Remote Similarity NPC250632
0.622 Remote Similarity NPC279434
0.622 Remote Similarity NPC103734
0.622 Remote Similarity NPC42630
0.622 Remote Similarity NPC473929
0.6207 Remote Similarity NPC185536
0.6207 Remote Similarity NPC32832
0.6207 Remote Similarity NPC144075
0.6207 Remote Similarity NPC3403
0.62 Remote Similarity NPC240650
0.6196 Remote Similarity NPC246956
0.619 Remote Similarity NPC210323
0.618 Remote Similarity NPC301707
0.618 Remote Similarity NPC472501
0.618 Remote Similarity NPC472342
0.6163 Remote Similarity NPC95165
0.6163 Remote Similarity NPC211009
0.6154 Remote Similarity NPC324944
0.6136 Remote Similarity NPC63958
0.6136 Remote Similarity NPC38141
0.6136 Remote Similarity NPC470766
0.6136 Remote Similarity NPC91573
0.6136 Remote Similarity NPC265588
0.6125 Remote Similarity NPC79576
0.6125 Remote Similarity NPC194208
0.6125 Remote Similarity NPC282694
0.6118 Remote Similarity NPC45296
0.6111 Remote Similarity NPC49627
0.6111 Remote Similarity NPC170394
0.6111 Remote Similarity NPC49599
0.6092 Remote Similarity NPC306727
0.6092 Remote Similarity NPC22134
0.6092 Remote Similarity NPC472503
0.6092 Remote Similarity NPC308440
0.6071 Remote Similarity NPC266578
0.6067 Remote Similarity NPC138502
0.6067 Remote Similarity NPC119355
0.6067 Remote Similarity NPC474230
0.6067 Remote Similarity NPC260301
0.6067 Remote Similarity NPC248830
0.6067 Remote Similarity NPC331618
0.6067 Remote Similarity NPC212241
0.6067 Remote Similarity NPC132542
0.6067 Remote Similarity NPC307336
0.6067 Remote Similarity NPC257191
0.6064 Remote Similarity NPC75810
0.6061 Remote Similarity NPC280710
0.6061 Remote Similarity NPC243985
0.6061 Remote Similarity NPC477290
0.6058 Remote Similarity NPC45365
0.6058 Remote Similarity NPC293299
0.6049 Remote Similarity NPC81615
0.6047 Remote Similarity NPC301226
0.6047 Remote Similarity NPC164022
0.6047 Remote Similarity NPC111234
0.6042 Remote Similarity NPC324405
0.6042 Remote Similarity NPC34754
0.6023 Remote Similarity NPC70982
0.6023 Remote Similarity NPC104387
0.6023 Remote Similarity NPC231256
0.6023 Remote Similarity NPC178383
0.6023 Remote Similarity NPC212879
0.6023 Remote Similarity NPC230704
0.6023 Remote Similarity NPC240235
0.6023 Remote Similarity NPC39362
0.6 Remote Similarity NPC234511
0.6 Remote Similarity NPC317778
0.6 Remote Similarity NPC42853
0.6 Remote Similarity NPC472500
0.6 Remote Similarity NPC31828
0.6 Remote Similarity NPC472499
0.6 Remote Similarity NPC285761
0.6 Remote Similarity NPC473943
0.5978 Remote Similarity NPC47761
0.5978 Remote Similarity NPC164210
0.5977 Remote Similarity NPC68443
0.5977 Remote Similarity NPC195489
0.5977 Remote Similarity NPC182717
0.5977 Remote Similarity NPC472506
0.5977 Remote Similarity NPC259049
0.5977 Remote Similarity NPC471799
0.5962 Remote Similarity NPC50815
0.5962 Remote Similarity NPC471083
0.5962 Remote Similarity NPC247060
0.5955 Remote Similarity NPC93662
0.5955 Remote Similarity NPC78067
0.5955 Remote Similarity NPC14112
0.5955 Remote Similarity NPC474231
0.5955 Remote Similarity NPC278091
0.5955 Remote Similarity NPC86305
0.5955 Remote Similarity NPC253190
0.5952 Remote Similarity NPC69649
0.5952 Remote Similarity NPC68703
0.5943 Remote Similarity NPC55462
0.5941 Remote Similarity NPC476903
0.5934 Remote Similarity NPC24504
0.5934 Remote Similarity NPC476316
0.5934 Remote Similarity NPC30986
0.5934 Remote Similarity NPC80530
0.5934 Remote Similarity NPC273410
0.5934 Remote Similarity NPC263951
0.5934 Remote Similarity NPC209430
0.5934 Remote Similarity NPC291379
0.593 Remote Similarity NPC34834
0.593 Remote Similarity NPC475728
0.593 Remote Similarity NPC92801
0.5914 Remote Similarity NPC218616
0.5914 Remote Similarity NPC155521
0.5914 Remote Similarity NPC2524
0.5914 Remote Similarity NPC296701
0.5909 Remote Similarity NPC71152
0.5909 Remote Similarity NPC5046
0.5909 Remote Similarity NPC62657
0.5909 Remote Similarity NPC91858
0.5909 Remote Similarity NPC469534
0.5909 Remote Similarity NPC18819
0.5909 Remote Similarity NPC469593
0.5909 Remote Similarity NPC196358
0.5909 Remote Similarity NPC25511
0.5909 Remote Similarity NPC100334
0.5909 Remote Similarity NPC469533
0.5909 Remote Similarity NPC46610
0.5909 Remote Similarity NPC162164
0.5909 Remote Similarity NPC254509
0.5909 Remote Similarity NPC145552
0.5909 Remote Similarity NPC477138
0.5909 Remote Similarity NPC471797
0.5909 Remote Similarity NPC38426
0.5909 Remote Similarity NPC243342
0.5909 Remote Similarity NPC192638
0.5909 Remote Similarity NPC49168
0.5905 Remote Similarity NPC474583
0.5904 Remote Similarity NPC476737
0.5904 Remote Similarity NPC27243
0.5897 Remote Similarity NPC179024
0.5895 Remote Similarity NPC318390

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC79704 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
0.6224 Remote Similarity NPD5771 Approved
0.5876 Remote Similarity NPD4723 Approved
0.5876 Remote Similarity NPD4722 Approved
0.587 Remote Similarity NPD7525 Registered
0.5862 Remote Similarity NPD4243 Approved
0.5778 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5761 Remote Similarity NPD7645 Phase 2
0.573 Remote Similarity NPD4785 Approved
0.573 Remote Similarity NPD4784 Approved
0.5667 Remote Similarity NPD4190 Phase 3
0.5667 Remote Similarity NPD6942 Approved
0.5667 Remote Similarity NPD7339 Approved
0.5667 Remote Similarity NPD5275 Approved
0.5663 Remote Similarity NPD832 Approved
0.5663 Remote Similarity NPD833 Approved

Structure

External Identifiers

PubChem CID   25179729
ChEMBL   CHEMBL460175
ZINC  

Physicochemical Properties

Molecular Weight:  295.16
ALogP:  1.8924
MLogP:  2.78
XLogP:  4.271
# Rotatable Bonds:  7
Polar Surface Area:  73.91
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  20

Download Data

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