Natural Product: NPC219621

Natural Product ID:  NPC219621
Common Name:   Axisonitrile 3
IUPAC Name:   (5S,6R,9S,10R)-10-isocyano-3,6-dimethyl-9-propan-2-ylspiro[4.5]dec-3-ene
Synonyms:   Axisonitrile 3
Molecular Formula:   C16H25N
Standard InCHIKey:  CLJZNXABBGEKKI-QKPAOTATSA-N
Standard InCHI:  InChI=1S/C16H25N/c1-11(2)14-7-6-13(4)16(15(14)17-5)9-8-12(3)10-16/h10-11,13-15H,6-9H2,1-4H3/t13-,14+,15-,16-/m1/s1
Canonical SMILES:  [C-]#[N+][C@@H]1[C@@H](CC[C@H]([C@@]21CCC(=C2)C)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
NPO4958 Acanthella klethra Species Melastomataceae Eukaryota PMID[1294700]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 > 20 ug/ml 11087609
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0165 ug/ml 19836231
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.142 ug/ml 10346950
NPT6 Organism Plasmodium falciparum Plasmodium falciparum GI = 98.3 % 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 NPC219621 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
0.9032 High Similarity NPC37792
0.8065 Intermediate Similarity NPC472827
0.7937 Intermediate Similarity NPC317778
0.7903 Intermediate Similarity NPC472830
0.7826 Intermediate Similarity NPC265789
0.7746 Intermediate Similarity NPC125828
0.7606 Intermediate Similarity NPC476904
0.7571 Intermediate Similarity NPC21773
0.746 Intermediate Similarity NPC470370
0.746 Intermediate Similarity NPC470369
0.7424 Intermediate Similarity NPC145715
0.7385 Intermediate Similarity NPC311809
0.7333 Intermediate Similarity NPC211322
0.7313 Intermediate Similarity NPC473959
0.7302 Intermediate Similarity NPC318036
0.7286 Intermediate Similarity NPC138409
0.7286 Intermediate Similarity NPC184919
0.7231 Intermediate Similarity NPC28755
0.7231 Intermediate Similarity NPC152211
0.7188 Intermediate Similarity NPC173815
0.7188 Intermediate Similarity NPC474415
0.7188 Intermediate Similarity NPC474457
0.7188 Intermediate Similarity NPC475696
0.7188 Intermediate Similarity NPC474528
0.7162 Intermediate Similarity NPC7214
0.7119 Intermediate Similarity NPC124851
0.7077 Intermediate Similarity NPC324944
0.7042 Intermediate Similarity NPC472831
0.7 Intermediate Similarity NPC17518
0.7 Intermediate Similarity NPC22765
0.697 Remote Similarity NPC475716
0.697 Remote Similarity NPC474455
0.697 Remote Similarity NPC474454
0.697 Remote Similarity NPC474420
0.6933 Remote Similarity NPC476308
0.6923 Remote Similarity NPC329782
0.6912 Remote Similarity NPC474086
0.6849 Remote Similarity NPC476329
0.6835 Remote Similarity NPC472312
0.6825 Remote Similarity NPC476679
0.6812 Remote Similarity NPC476682
0.6795 Remote Similarity NPC12035
0.678 Remote Similarity NPC86683
0.675 Remote Similarity NPC171639
0.6709 Remote Similarity NPC118329
0.6709 Remote Similarity NPC152039
0.6709 Remote Similarity NPC474122
0.6707 Remote Similarity NPC157479
0.6625 Remote Similarity NPC283277
0.6625 Remote Similarity NPC215474
0.6613 Remote Similarity NPC476681
0.6562 Remote Similarity NPC474416
0.6562 Remote Similarity NPC472828
0.6552 Remote Similarity NPC190232
0.6552 Remote Similarity NPC105246
0.6506 Remote Similarity NPC166458
0.65 Remote Similarity NPC241784
0.65 Remote Similarity NPC296337
0.65 Remote Similarity NPC114239
0.65 Remote Similarity NPC13991
0.6441 Remote Similarity NPC192529
0.6389 Remote Similarity NPC474456
0.6386 Remote Similarity NPC75810
0.6386 Remote Similarity NPC147513
0.6386 Remote Similarity NPC182106
0.6386 Remote Similarity NPC152684
0.6386 Remote Similarity NPC311769
0.6386 Remote Similarity NPC24733
0.6364 Remote Similarity NPC469770
0.6364 Remote Similarity NPC123194
0.6353 Remote Similarity NPC259252
0.6349 Remote Similarity NPC200129
0.6341 Remote Similarity NPC21667
0.6333 Remote Similarity NPC202189
0.6333 Remote Similarity NPC248411
0.6324 Remote Similarity NPC469769
0.6301 Remote Similarity NPC476135
0.6271 Remote Similarity NPC193180
0.623 Remote Similarity NPC49088
0.6207 Remote Similarity NPC84171
0.6197 Remote Similarity NPC474596
0.6197 Remote Similarity NPC472544
0.619 Remote Similarity NPC106990
0.6129 Remote Similarity NPC323445
0.6111 Remote Similarity NPC311164
0.6111 Remote Similarity NPC272732
0.6102 Remote Similarity NPC103290
0.6087 Remote Similarity NPC231129
0.6067 Remote Similarity NPC93027
0.6067 Remote Similarity NPC476753
0.6067 Remote Similarity NPC476752
0.6024 Remote Similarity NPC39966
0.6024 Remote Similarity NPC224072
0.6 Remote Similarity NPC82919
0.6 Remote Similarity NPC476754
0.6 Remote Similarity NPC21781
0.5977 Remote Similarity NPC34754
0.5976 Remote Similarity NPC250632
0.5972 Remote Similarity NPC477740
0.597 Remote Similarity NPC476683
0.5942 Remote Similarity NPC11130
0.5932 Remote Similarity NPC78551
0.5932 Remote Similarity NPC227632
0.5932 Remote Similarity NPC62086
0.593 Remote Similarity NPC56107
0.5915 Remote Similarity NPC176621
0.5909 Remote Similarity NPC473728
0.5909 Remote Similarity NPC249312
0.5904 Remote Similarity NPC257962
0.5904 Remote Similarity NPC90150
0.5902 Remote Similarity NPC109813
0.5902 Remote Similarity NPC60556
0.5902 Remote Similarity NPC86538
0.589 Remote Similarity NPC476559
0.5882 Remote Similarity NPC470893
0.5875 Remote Similarity NPC174803
0.5875 Remote Similarity NPC259989
0.587 Remote Similarity NPC476903
0.5862 Remote Similarity NPC297643
0.5862 Remote Similarity NPC229262
0.5862 Remote Similarity NPC139717
0.5857 Remote Similarity NPC60772
0.5851 Remote Similarity NPC275686
0.5833 Remote Similarity NPC469728
0.5833 Remote Similarity NPC471868
0.5833 Remote Similarity NPC60565
0.5821 Remote Similarity NPC127944
0.5806 Remote Similarity NPC140300
0.5806 Remote Similarity NPC167419
0.5789 Remote Similarity NPC118275
0.5781 Remote Similarity NPC178644
0.5775 Remote Similarity NPC309825
0.5753 Remote Similarity NPC283247
0.5745 Remote Similarity NPC140685
0.5738 Remote Similarity NPC177470
0.5738 Remote Similarity NPC473912
0.5733 Remote Similarity NPC92327
0.5733 Remote Similarity NPC176171
0.5732 Remote Similarity NPC79704
0.5714 Remote Similarity NPC475724
0.5698 Remote Similarity NPC471867
0.5692 Remote Similarity NPC17810
0.569 Remote Similarity NPC76145
0.569 Remote Similarity NPC190810
0.569 Remote Similarity NPC34764
0.5682 Remote Similarity NPC43308
0.5676 Remote Similarity NPC469662
0.5676 Remote Similarity NPC53276
0.5672 Remote Similarity NPC212905
0.567 Remote Similarity NPC90538
0.5658 Remote Similarity NPC176107
0.5652 Remote Similarity NPC243985
0.5652 Remote Similarity NPC280710
0.5645 Remote Similarity NPC227670
0.5645 Remote Similarity NPC141777
0.5645 Remote Similarity NPC166362
0.5641 Remote Similarity NPC472543
0.5638 Remote Similarity NPC474164
0.5625 Remote Similarity NPC474582
0.5616 Remote Similarity NPC477739
0.56 Remote Similarity NPC475812
0.56 Remote Similarity NPC469970

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC219621 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
0.6552 Remote Similarity NPD1799 Clinical (unspecified phase)
0.64 Remote Similarity NPD5365 Phase 2
0.6267 Remote Similarity NPD6939 Phase 2
0.6267 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5824 Remote Similarity NPD5771 Approved
0.5824 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5814 Remote Similarity NPD2205 Approved
0.5814 Remote Similarity NPD2208 Approved
0.5692 Remote Similarity NPD8262 Approved
0.569 Remote Similarity NPD319 Phase 1
0.5606 Remote Similarity NPD4834 Discontinued

Structure

External Identifiers

PubChem CID   23425032
ChEMBL   CHEMBL503265
ZINC  

Physicochemical Properties

Molecular Weight:  231.20
ALogP:  0.0863
MLogP:  3.11
XLogP:  4.416
# Rotatable Bonds:  5
Polar Surface Area:  4.36
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  17

Download Data

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