Natural Product: NPC470300

Natural Product ID:  NPC470300
Common Name:   5As,6S,10Ar-Bis(Dethio)-10A-Methylthio-3A-Deoxy-3,3A-Didehydrogliotoxin
IUPAC Name:   (5aS,6S,10aR)-6-hydroxy-2-methyl-3-methylidene-10a-methylsulfanyl-6,10-dihydro-5aH-pyrazino[1,2-a]indole-1,4-dione
Synonyms:  
Molecular Formula:   C14H16N2O3S
Standard InCHIKey:  OXNWZASJHXTGNL-COPLHBTASA-N
Standard InCHI:  InChI=1S/C14H16N2O3S/c1-8-12(18)16-11-9(5-4-6-10(11)17)7-14(16,20-3)13(19)15(8)2/h4-6,10-11,17H,1,7H2,2-3H3/t10-,11-,14+/m0/s1
Canonical SMILES:  CS[C@]12CC3=CC=C[C@@H]([C@H]3N2C(=O)C(=C)N(C1=O)C)O
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
NPO30770 Penicillium sp. Species Aspergillaceae Eukaryota PMID[22148349]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens IC50 > 100000 nM 12542343
NPT168 Cell Line P388 Mus musculus IC50 = 3400 nM 19128055

  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 NPC470300 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
0.9115 High Similarity NPC17581
0.9115 High Similarity NPC476155
0.8655 High Similarity NPC97580
0.8362 Intermediate Similarity NPC272166
0.8291 Intermediate Similarity NPC66007
0.8083 Intermediate Similarity NPC470788
0.7874 Intermediate Similarity NPC41162
0.7292 Intermediate Similarity NPC475342
0.7231 Intermediate Similarity NPC247902
0.7231 Intermediate Similarity NPC262880
0.6909 Remote Similarity NPC475975
0.6853 Remote Similarity NPC471680
0.6525 Remote Similarity NPC313265
0.6438 Remote Similarity NPC276822
0.6406 Remote Similarity NPC469455
0.6357 Remote Similarity NPC314550
0.6339 Remote Similarity NPC277341
0.6339 Remote Similarity NPC226982
0.6338 Remote Similarity NPC82129
0.6336 Remote Similarity NPC288629
0.621 Remote Similarity NPC188785
0.6204 Remote Similarity NPC36254
0.6165 Remote Similarity NPC28542
0.6154 Remote Similarity NPC324506
0.6066 Remote Similarity NPC469739
0.6056 Remote Similarity NPC120335
0.6047 Remote Similarity NPC207820
0.6015 Remote Similarity NPC474984
0.6 Remote Similarity NPC474985
0.5985 Remote Similarity NPC315188
0.5985 Remote Similarity NPC474995
0.5965 Remote Similarity NPC209232
0.5952 Remote Similarity NPC77703
0.5942 Remote Similarity NPC302169
0.5941 Remote Similarity NPC302235
0.5923 Remote Similarity NPC474099
0.5909 Remote Similarity NPC59249
0.5859 Remote Similarity NPC476877
0.5857 Remote Similarity NPC211848
0.5833 Remote Similarity NPC251122
0.5827 Remote Similarity NPC100810
0.5827 Remote Similarity NPC144714
0.5816 Remote Similarity NPC309525
0.5781 Remote Similarity NPC473289
0.5769 Remote Similarity NPC476876
0.5739 Remote Similarity NPC471768
0.5735 Remote Similarity NPC288109
0.5724 Remote Similarity NPC469666
0.5704 Remote Similarity NPC175726
0.5704 Remote Similarity NPC474082
0.5694 Remote Similarity NPC8325
0.5682 Remote Similarity NPC476276
0.5667 Remote Similarity NPC25025
0.5664 Remote Similarity NPC473249
0.5664 Remote Similarity NPC475610
0.5664 Remote Similarity NPC34672
0.5658 Remote Similarity NPC309450
0.5658 Remote Similarity NPC247776
0.5658 Remote Similarity NPC475266
0.5658 Remote Similarity NPC475278
0.5658 Remote Similarity NPC304299
0.5649 Remote Similarity NPC472856
0.5629 Remote Similarity NPC315210
0.5629 Remote Similarity NPC315848
0.5625 Remote Similarity NPC220396
0.5616 Remote Similarity NPC161644
0.5615 Remote Similarity NPC474827
0.5615 Remote Similarity NPC199831
0.5615 Remote Similarity NPC474828
0.5615 Remote Similarity NPC68001
0.5606 Remote Similarity NPC271562
0.5605 Remote Similarity NPC283783
0.5603 Remote Similarity NPC273185

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470300 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
0.8362 Intermediate Similarity NPD1000 Clinical (unspecified phase)
0.6241 Remote Similarity NPD2099 Approved
0.6231 Remote Similarity NPD2090 Approved
0.6148 Remote Similarity NPD2645 Approved
0.6094 Remote Similarity NPD2147 Approved
0.6074 Remote Similarity NPD3159 Discontinued
0.5942 Remote Similarity NPD1806 Approved
0.5882 Remote Similarity NPD1773 Discontinued
0.5816 Remote Similarity NPD3677 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7333 Discontinued
0.5752 Remote Similarity NPD5265 Approved
0.5752 Remote Similarity NPD5264 Approved
0.5733 Remote Similarity NPD4126 Approved
0.5714 Remote Similarity NPD1748 Approved
0.5693 Remote Similarity NPD961 Discontinued
0.5667 Remote Similarity NPD5004 Approved
0.5664 Remote Similarity NPD7747 Phase 1
0.5664 Remote Similarity NPD7746 Phase 1
0.5662 Remote Similarity NPD2100 Approved
0.5649 Remote Similarity NPD777 Phase 3
0.5612 Remote Similarity NPD1713 Approved
0.5612 Remote Similarity NPD2132 Phase 3
0.5603 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5603 Remote Similarity NPD7623 Phase 3

Structure

External Identifiers

PubChem CID   57333568
ChEMBL   CHEMBL1950959
ZINC  

Physicochemical Properties

Molecular Weight:  292.09
ALogP:  0.0476
MLogP:  2.34
XLogP:  -0.575
# Rotatable Bonds:  4
Polar Surface Area:  86.15
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

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Similar NPs/Drugs