Natural Product: NPC476922

Natural Product ID:  NPC476922
Common Name:   [(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-[5-oxo-1-(2-sulfoethyl)-2H-pyrrol-3-yl]ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] sulfate
IUPAC Name:   [(E)-[(1R,4aR,4bS,8aS,10aS)-4b,8,8,10a-tetramethyl-1-[2-[5-oxo-1-(2-sulfoethyl)-2H-pyrrol-3-yl]ethyl]-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] sulfate
Synonyms:  
Molecular Formula:   C27H43NO8S2.Na
Standard InCHIKey:  OKLAXQYKCQBVKC-MNMNNRCESA-M
Standard InCHI:  InChI=1S/C27H43NO8S2.Na/c1-25(2)11-5-12-27(4)22(25)10-13-26(3)21(20(7-9-23(26)27)18-36-38(33,34)35)8-6-19-16-24(29)28(17-19)14-15-37(30,31)32;/h16,18,21-23H,5-15,17H2,1-4H3,(H,30,31,32)(H,33,34,35);/q;+1/p-1/b20-18+;/t21-,22-,23-,26+,27-;/m0./s1
Canonical SMILES:  O=C1C=C(CN1CCS(=O)(=O)[O-])CC[C@H]1/C(=C/OS(=O)(=O)O)/CC[C@H]2[C@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C.[Na+]
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
NPO33616 Coscinoderma sp. Species Spongiidae Eukaryota at a depth of 15 m off the coast of Weno Island, Chuuk state, Federated States of Micronesia 2010-FEB PMID[24828374]
NPO33616 Coscinoderma sp. Species Spongiidae Eukaryota at a depth of 15 m off the coast of Weno Island, Chuuk state, Micronesia 2010-FEB PMID[24828374]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens LC50 = 3.5 ug/ml 24828374
NPT111 Cell Line K562 Homo sapiens LC50 = 3.6 ug/ml 24828374
NPT2 Others Unspecified MIC = 50 ug/ml 24828374
NPT2 Others Unspecified MIC = 60 ug/ml 24828374
NPT2 Others Unspecified IC50 > 100000 nM 24828374
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 100 ug/ml 24828374
NPT3145 Organism Bacillus subtilis subsp. spizizenii ATCC 6633 Bacillus subtilis subsp. spizizenii ATCC 6633 MIC > 100 ug/ml 24828374
NPT3147 Organism Kocuria rhizophila Kocuria rhizophila MIC > 100 ug/ml 24828374
NPT1190 Organism Salmonella enterica Salmonella enterica MIC > 100 ug/ml 24828374
NPT2 Others Unspecified MIC > 100 ug/ml 24828374
NPT19 Organism Escherichia coli Escherichia coli MIC > 100 ug/ml 24828374

  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 NPC476922 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
0.9394 High Similarity NPC476920
0.8824 High Similarity NPC476919
0.8 Intermediate Similarity NPC476921
0.7925 Intermediate Similarity NPC476926
0.7778 Intermediate Similarity NPC476918
0.7619 Intermediate Similarity NPC477964
0.7129 Intermediate Similarity NPC157479
0.703 Intermediate Similarity NPC147513
0.6814 Remote Similarity NPC476328
0.6733 Remote Similarity NPC215474
0.6696 Remote Similarity NPC476276
0.6667 Remote Similarity NPC324405
0.6667 Remote Similarity NPC477121
0.6634 Remote Similarity NPC90150
0.65 Remote Similarity NPC176336
0.646 Remote Similarity NPC77703
0.6273 Remote Similarity NPC93027
0.6111 Remote Similarity NPC43308
0.6075 Remote Similarity NPC311769
0.6075 Remote Similarity NPC182106
0.5981 Remote Similarity NPC318515
0.5909 Remote Similarity NPC259252
0.59 Remote Similarity NPC265789
0.5897 Remote Similarity NPC474001
0.5841 Remote Similarity NPC247316
0.584 Remote Similarity NPC145501
0.5826 Remote Similarity NPC247220
0.5804 Remote Similarity NPC47230
0.5804 Remote Similarity NPC17143
0.5789 Remote Similarity NPC476754
0.578 Remote Similarity NPC75810
0.5772 Remote Similarity NPC72688
0.5772 Remote Similarity NPC63511
0.5743 Remote Similarity NPC21773
0.5741 Remote Similarity NPC477124
0.5727 Remote Similarity NPC166458
0.5682 Remote Similarity NPC321197
0.5673 Remote Similarity NPC7214
0.5669 Remote Similarity NPC246904
0.5664 Remote Similarity NPC473056
0.566 Remote Similarity NPC211322
0.5652 Remote Similarity NPC324078
0.5644 Remote Similarity NPC473442
0.5644 Remote Similarity NPC120167
0.5641 Remote Similarity NPC140300
0.5641 Remote Similarity NPC184033
0.5636 Remote Similarity NPC152684
0.5631 Remote Similarity NPC476904
0.5625 Remote Similarity NPC317363
0.562 Remote Similarity NPC470596
0.56 Remote Similarity NPC143173

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476922 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
0.5833 Remote Similarity NPD7333 Discontinued

Structure

External Identifiers

PubChem CID   90683097
ChEMBL   CHEMBL3298427
ZINC  

Physicochemical Properties

Molecular Weight:  572.24
ALogP:  -0.555
MLogP:  3.22
XLogP:  4.649
# Rotatable Bonds:  14
Polar Surface Area:  157.87
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  38

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