Natural Product: NPC173815

Natural Product ID:  NPC173815
Common Name:   Diisocyanoamphilectene
IUPAC Name:   (1S,3aR,4S,6S,6aS,9aS,9bS)-9a-isocyano-6-(2-isocyano-2-methylpropyl)-1,4-dimethyl-7-methylidene-2,3,3a,4,5,6,6a,8,9,9b-decahydro-1H-phenalene
Synonyms:  
Molecular Formula:   C22H32N2
Standard InCHIKey:  JZQFIFOTCYCVEG-XQOOQLJESA-N
Standard InCHI:  InChI=1S/C22H32N2/c1-14-10-11-22(24-7)16(3)8-9-18-15(2)12-17(19(14)20(18)22)13-21(4,5)23-6/h15-20H,1,8-13H2,2-5H3/t15-,16-,17-,18+,19-,20-,22-/m0/s1
Canonical SMILES:  [C-]#[N+]C(C[C@@H]1C[C@H](C)[C@@H]2[C@H]3[C@H]1C(=C)CC[C@]3([N+]#[C-])[C@H](CC2)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
NPO30154 Pseudaxinella flava NA NA NA PMID[21985105]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 0.7 ug/ml 8350092
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1.2 ug/ml 8350092
NPT81 Cell Line A549 Homo sapiens IC50 = 13 ug/ml 8350092
NPT306 Cell Line PC-3 Homo sapiens GI50 = 1000 nM 21985105
NPT2 Others Unspecified GI50 = 25000 nM 21985105
NPT2 Others Unspecified GI50 = 50000 nM 21985105
NPT81 Cell Line A549 Homo sapiens GI50 = 42000 nM 21985105
NPT114 Cell Line LoVo Homo sapiens GI50 = 3000 nM 21985105
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 = 6000 nM 21985105
NPT2 Others Unspecified IC50 > 10000 nM 22153874
NPT2 Others Unspecified IC50 = 230 nM 22153874
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 2 ug/ml 22280816
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 3.2 ug/ml 26421992
NPT757 Organism Plasmodium falciparum 3D7 Plasmodium falciparum 3D7 IC50 = 1.2 nM 26421992
NPT2 Others Unspecified LD50 > 0.01 nM 26421992
NPT2 Others Unspecified IC50 = 230 nM 26421992
NPT2 Others Unspecified IC50 > 10000 nM 26421992
NPT2 Others Unspecified Ratio IC50 = 83112 26421992
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 99735 nM 26421992
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 3.1 nM 26748697
NPT757 Organism Plasmodium falciparum 3D7 Plasmodium falciparum 3D7 IC50 = 1.2 nM 26748697
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 9800 nM 26748697
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 99740 nM 26748697
NPT2 Others Unspecified Ratio IC50 = 32174 26748697
NPT2 Others Unspecified Ratio IC50 = 83117 26748697

  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 NPC173815 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
0.9815 High Similarity NPC324944
0.9444 High Similarity NPC318036
0.8793 High Similarity NPC317778
0.8095 Intermediate Similarity NPC474456
0.8036 Intermediate Similarity NPC212905
0.8 Intermediate Similarity NPC28755
0.8 Intermediate Similarity NPC152211
0.7969 Intermediate Similarity NPC476135
0.7586 Intermediate Similarity NPC474416
0.75 Intermediate Similarity NPC476329
0.7463 Intermediate Similarity NPC138409
0.7463 Intermediate Similarity NPC184919
0.7377 Intermediate Similarity NPC470369
0.7377 Intermediate Similarity NPC470370
0.7344 Intermediate Similarity NPC145715
0.7231 Intermediate Similarity NPC476682
0.7231 Intermediate Similarity NPC473959
0.7188 Intermediate Similarity NPC219621
0.7097 Intermediate Similarity NPC474457
0.7083 Intermediate Similarity NPC476308
0.7069 Intermediate Similarity NPC476681
0.6875 Remote Similarity NPC472827
0.6875 Remote Similarity NPC474420
0.6875 Remote Similarity NPC474455
0.6875 Remote Similarity NPC474454
0.6825 Remote Similarity NPC474528
0.6825 Remote Similarity NPC474415
0.6825 Remote Similarity NPC475696
0.6818 Remote Similarity NPC474027
0.6818 Remote Similarity NPC474435
0.6818 Remote Similarity NPC475755
0.6806 Remote Similarity NPC476904
0.6769 Remote Similarity NPC311809
0.6761 Remote Similarity NPC21773
0.6761 Remote Similarity NPC265789
0.6727 Remote Similarity NPC193180
0.6721 Remote Similarity NPC127944
0.6615 Remote Similarity NPC475716
0.661 Remote Similarity NPC22765
0.6579 Remote Similarity NPC211322
0.6567 Remote Similarity NPC89921
0.6545 Remote Similarity NPC103290
0.6522 Remote Similarity NPC37792
0.6508 Remote Similarity NPC469770
0.6486 Remote Similarity NPC125828
0.64 Remote Similarity NPC7214
0.6364 Remote Similarity NPC21781
0.6349 Remote Similarity NPC476683
0.6338 Remote Similarity NPC476288
0.6333 Remote Similarity NPC17518
0.6234 Remote Similarity NPC79704
0.6203 Remote Similarity NPC329782
0.6167 Remote Similarity NPC124851
0.614 Remote Similarity NPC105246
0.614 Remote Similarity NPC190232
0.6125 Remote Similarity NPC472312
0.6087 Remote Similarity NPC474086
0.6076 Remote Similarity NPC12035
0.6049 Remote Similarity NPC171639
0.6024 Remote Similarity NPC157479
0.6024 Remote Similarity NPC56107
0.6024 Remote Similarity NPC474458
0.6 Remote Similarity NPC118329
0.6 Remote Similarity NPC123194
0.6 Remote Similarity NPC53276
0.6 Remote Similarity NPC152039
0.5952 Remote Similarity NPC43308
0.5938 Remote Similarity NPC472828
0.5932 Remote Similarity NPC202189
0.5926 Remote Similarity NPC283277
0.5926 Remote Similarity NPC215474
0.5915 Remote Similarity NPC469970
0.5904 Remote Similarity NPC152684
0.5904 Remote Similarity NPC147513
0.589 Remote Similarity NPC271640
0.5875 Remote Similarity NPC250632
0.5857 Remote Similarity NPC472544
0.5833 Remote Similarity NPC86683
0.5811 Remote Similarity NPC472831
0.5806 Remote Similarity NPC106990
0.5802 Remote Similarity NPC474122
0.5802 Remote Similarity NPC90150
0.5802 Remote Similarity NPC257962
0.5789 Remote Similarity NPC78551
0.5789 Remote Similarity NPC227632
0.5789 Remote Similarity NPC62086
0.5763 Remote Similarity NPC192529
0.5735 Remote Similarity NPC472830
0.5735 Remote Similarity NPC469769
0.5735 Remote Similarity NPC231129
0.5714 Remote Similarity NPC311769
0.5714 Remote Similarity NPC24733
0.5714 Remote Similarity NPC182106
0.5698 Remote Similarity NPC259252
0.5694 Remote Similarity NPC27243
0.5694 Remote Similarity NPC476737
0.5692 Remote Similarity NPC476679
0.5652 Remote Similarity NPC82919
0.5647 Remote Similarity NPC166458
0.5634 Remote Similarity NPC474596
0.5616 Remote Similarity NPC107704
0.5616 Remote Similarity NPC39462
0.5616 Remote Similarity NPC43300
0.5616 Remote Similarity NPC168824
0.5616 Remote Similarity NPC96812
0.5616 Remote Similarity NPC189917
0.561 Remote Similarity NPC475724
0.56 Remote Similarity NPC124384
0.56 Remote Similarity NPC245223

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC173815 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
0.6528 Remote Similarity NPD5365 Phase 2
0.625 Remote Similarity NPD346 Approved
0.625 Remote Similarity NPD347 Approved
0.6207 Remote Similarity NPD871 Approved
0.6207 Remote Similarity NPD873 Approved
0.614 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5946 Remote Similarity NPD6939 Phase 2
0.5946 Remote Similarity NPD6938 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21778272
ChEMBL   CHEMBL522749
ZINC  

Physicochemical Properties

Molecular Weight:  324.26
ALogP:  -1.6233
MLogP:  3.66
XLogP:  4.576
# Rotatable Bonds:  6
Polar Surface Area:  8.72
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  24

Download Data

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