Natural Product: NPC259586

Natural Product ID:  NPC259586
Common Name:   (+)-(2S,3S,4R)-10-De-O-Carbamoyl-12-O-Carbamoyl-Nbeta-Acetylstreptothricin F Acid
IUPAC Name:   (4S,5S)-2-[[(2R,3R,4S,5R,6R)-3-[[(3S)-3-acetamido-6-aminohexanoyl]amino]-6-(carbamoyloxymethyl)-4,5-dihydroxyoxan-2-yl]amino]-5-[(1R)-2-amino-1-hydroxyethyl]-4,5-dihydro-1H-imidazole-4-carboxylic acid
Synonyms:  
Molecular Formula:   C21H38N8O10
Standard InCHIKey:  LDYDNDBXTDINHR-VSELPKQMSA-N
Standard InCHI:  InChI=1S/C21H38N8O10/c1-8(30)25-9(3-2-4-22)5-12(32)26-15-17(34)16(33)11(7-38-20(24)37)39-18(15)29-21-27-13(10(31)6-23)14(28-21)19(35)36/h9-11,13-18,31,33-34H,2-7,22-23H2,1H3,(H2,24,37)(H,25,30)(H,26,32)(H,35,36)(H2,27,28,29)/t9-,10+,11+,13+,14-,15+,16-,17-,18+/m0/s1
Canonical SMILES:  NCCC[C@H](N=C(O)C)CC(=N[C@H]1[C@H](NC2=N[C@@H]([C@H](N2)C(=O)O)[C@@H](CN)O)O[C@@H]([C@@H]([C@H]1O)O)COC(=N)O)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
NPO31206 Streptomyces sp. i08a 1776 Species Streptomycetaceae Bacteria PMID[21510638]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 21510638
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC > 128 ug/ml 21510638
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 128 ug/ml 21510638
NPT1107 Organism Mycobacterium smegmatis str. MC2 155 Mycobacterium smegmatis str. MC2 155 MIC > 128 ug/ml 21510638
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC > 128 ug/ml 21510638
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 128 ug/ml 21510638
NPT3495 Organism Morganella morganii Morganella morganii MIC > 128 ug/ml 21510638
NPT19 Organism Escherichia coli Escherichia coli MIC > 128 ug/ml 21510638
NPT20 Organism Candida albicans Candida albicans MIC > 128 ug/ml 21510638
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 21510638
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 21510638
NPT165 Cell Line HeLa Homo sapiens IC50 > 10000 nM 21510638

  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 NPC259586 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
0.9906 High Similarity NPC222481
0.9906 High Similarity NPC470621
0.8611 High Similarity NPC62845
0.8611 High Similarity NPC322449
0.8611 High Similarity NPC92874
0.8611 High Similarity NPC166242
0.8611 High Similarity NPC189854
0.8532 High Similarity NPC325900
0.8532 High Similarity NPC10897
0.8519 High Similarity NPC314398
0.8519 High Similarity NPC239705
0.8519 High Similarity NPC314413
0.6462 Remote Similarity NPC477237
0.6439 Remote Similarity NPC94319
0.6429 Remote Similarity NPC469363
0.6391 Remote Similarity NPC325750
0.6364 Remote Similarity NPC477238
0.6349 Remote Similarity NPC57436
0.6349 Remote Similarity NPC121479
0.6316 Remote Similarity NPC471262
0.6239 Remote Similarity NPC270005
0.6239 Remote Similarity NPC208537
0.6222 Remote Similarity NPC477518
0.6214 Remote Similarity NPC318142
0.6186 Remote Similarity NPC216278
0.6176 Remote Similarity NPC471263
0.617 Remote Similarity NPC471256
0.6121 Remote Similarity NPC292345
0.6102 Remote Similarity NPC328646
0.6066 Remote Similarity NPC475440
0.6038 Remote Similarity NPC328457
0.5985 Remote Similarity NPC313813
0.5983 Remote Similarity NPC275715
0.5982 Remote Similarity NPC314466
0.5912 Remote Similarity NPC471255
0.5897 Remote Similarity NPC316244
0.586 Remote Similarity NPC322372
0.586 Remote Similarity NPC327517
0.586 Remote Similarity NPC321485
0.586 Remote Similarity NPC317377
0.586 Remote Similarity NPC319334
0.5859 Remote Similarity NPC59589
0.584 Remote Similarity NPC42320
0.584 Remote Similarity NPC188453
0.5833 Remote Similarity NPC471202
0.5833 Remote Similarity NPC63191
0.5827 Remote Similarity NPC128303
0.582 Remote Similarity NPC330590
0.5798 Remote Similarity NPC477729
0.5781 Remote Similarity NPC241394
0.5781 Remote Similarity NPC475637
0.5775 Remote Similarity NPC313657
0.5766 Remote Similarity NPC245534
0.5762 Remote Similarity NPC477519
0.575 Remote Similarity NPC474576
0.5735 Remote Similarity NPC471261
0.5726 Remote Similarity NPC83839
0.5714 Remote Similarity NPC191774
0.5714 Remote Similarity NPC314968
0.5714 Remote Similarity NPC314772
0.5702 Remote Similarity NPC62263
0.5702 Remote Similarity NPC471098
0.5702 Remote Similarity NPC173763
0.5701 Remote Similarity NPC133183
0.569 Remote Similarity NPC155670
0.569 Remote Similarity NPC95478
0.569 Remote Similarity NPC145748
0.5678 Remote Similarity NPC477728
0.5678 Remote Similarity NPC306838
0.5667 Remote Similarity NPC474593
0.5667 Remote Similarity NPC475801
0.5664 Remote Similarity NPC316807
0.5659 Remote Similarity NPC475918
0.5641 Remote Similarity NPC227051
0.5635 Remote Similarity NPC315036
0.5633 Remote Similarity NPC477398
0.5629 Remote Similarity NPC142761
0.5625 Remote Similarity NPC221148
0.5625 Remote Similarity NPC315780
0.5614 Remote Similarity NPC83248
0.5614 Remote Similarity NPC100204
0.5603 Remote Similarity NPC165119
0.56 Remote Similarity NPC472736

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC259586 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
0.7094 Intermediate Similarity NPD8045 Clinical (unspecified phase)
0.687 Remote Similarity NPD6428 Approved
0.6786 Remote Similarity NPD3716 Discontinued
0.6606 Remote Similarity NPD4829 Discontinued
0.6579 Remote Similarity NPD4261 Phase 1
0.6439 Remote Similarity NPD4828 Approved
0.6439 Remote Similarity NPD4827 Approved
0.6439 Remote Similarity NPD4826 Approved
0.6418 Remote Similarity NPD4816 Clinical (unspecified phase)
0.641 Remote Similarity NPD6424 Approved
0.64 Remote Similarity NPD6941 Approved
0.6349 Remote Similarity NPD35 Approved
0.6349 Remote Similarity NPD4833 Approved
0.6281 Remote Similarity NPD6120 Clinical (unspecified phase)
0.6279 Remote Similarity NPD3204 Clinical (unspecified phase)
0.6271 Remote Similarity NPD8394 Approved
0.626 Remote Similarity NPD6122 Discontinued
0.6226 Remote Similarity NPD366 Approved
0.622 Remote Similarity NPD1805 Phase 2
0.622 Remote Similarity NPD1804 Phase 2
0.6218 Remote Similarity NPD7844 Discontinued
0.6186 Remote Similarity NPD6423 Approved
0.6186 Remote Similarity NPD6425 Approved
0.6186 Remote Similarity NPD6426 Approved
0.6186 Remote Similarity NPD6427 Approved
0.616 Remote Similarity NPD1428 Phase 2
0.6154 Remote Similarity NPD6432 Approved
0.6154 Remote Similarity NPD6431 Approved
0.6154 Remote Similarity NPD6433 Approved
0.6154 Remote Similarity NPD6434 Clinical (unspecified phase)
0.6121 Remote Similarity NPD618 Clinical (unspecified phase)
0.6107 Remote Similarity NPD869 Approved
0.6036 Remote Similarity NPD9429 Discontinued
0.6032 Remote Similarity NPD5376 Approved
0.6016 Remote Similarity NPD284 Phase 1
0.5984 Remote Similarity NPD8175 Discontinued
0.5929 Remote Similarity NPD2691 Clinical (unspecified phase)
0.5906 Remote Similarity NPD1385 Discontinued
0.5859 Remote Similarity NPD1827 Clinical (unspecified phase)
0.5859 Remote Similarity NPD1829 Clinical (unspecified phase)
0.5859 Remote Similarity NPD1828 Approved
0.5854 Remote Similarity NPD8038 Phase 2
0.5827 Remote Similarity NPD2700 Approved
0.582 Remote Similarity NPD5377 Approved
0.582 Remote Similarity NPD5378 Approved
0.582 Remote Similarity NPD7841 Clinical (unspecified phase)
0.582 Remote Similarity NPD5381 Approved
0.5809 Remote Similarity NPD8345 Approved
0.5809 Remote Similarity NPD8346 Approved
0.5809 Remote Similarity NPD8347 Approved
0.5806 Remote Similarity NPD4825 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7141 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7139 Approved
0.5794 Remote Similarity NPD7140 Approved
0.5785 Remote Similarity NPD1446 Phase 3
0.5785 Remote Similarity NPD1447 Phase 3
0.5763 Remote Similarity NPD3177 Phase 3
0.5748 Remote Similarity NPD4743 Phase 2
0.5748 Remote Similarity NPD3161 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3160 Suspended
0.5714 Remote Similarity NPD9434 Approved
0.5714 Remote Similarity NPD9435 Approved
0.5705 Remote Similarity NPD6077 Discontinued
0.5704 Remote Similarity NPD6935 Phase 3
0.5704 Remote Similarity NPD6936 Clinical (unspecified phase)
0.569 Remote Similarity NPD3733 Clinical (unspecified phase)
0.568 Remote Similarity NPD2255 Approved
0.566 Remote Similarity NPD9233 Phase 3
0.566 Remote Similarity NPD9231 Phase 3
0.566 Remote Similarity NPD9232 Phase 2
0.5641 Remote Similarity NPD9401 Discovery
0.563 Remote Similarity NPD4759 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1450 Approved
0.5625 Remote Similarity NPD1449 Approved
0.5606 Remote Similarity NPD8087 Discontinued
0.5603 Remote Similarity NPD883 Phase 2
0.5603 Remote Similarity NPD882 Phase 2
0.56 Remote Similarity NPD4282 Approved

Structure

External Identifiers

PubChem CID   53355347
ChEMBL   CHEMBL1801786
ZINC  

Physicochemical Properties

Molecular Weight:  562.27
ALogP:  -4.6486
MLogP:  1.79
XLogP:  -4.73
# Rotatable Bonds:  25
Polar Surface Area:  314.17
# H-Bond Aceptor:  18
# H-Bond Donor:  12
# Rings:  2
# Heavy Atoms:  39

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