Natural Product: NPC182632

Natural Product ID:  NPC182632
Common Name:   Alternaroside C
IUPAC Name:   (E,2R)-2-hydroxy-N-[(2S,3R,4E,8Z)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadec-3-enamide
Synonyms:   alternaroside C
Molecular Formula:   C42H77NO9
Standard InCHIKey:  GITZFVKUUYAFTR-VMELUKIZSA-N
Standard InCHI:  InChI=1S/C42H77NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-36(46)41(50)43-34(33-51-42-40(49)39(48)38(47)37(32-44)52-42)35(45)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h20,22,28-31,34-40,42,44-49H,3-19,21,23-27,32-33H2,1-2H3,(H,43,50)/b22-20-,30-28+,31-29+/t34-,35+,36+,37+,38+,39-,40+,42+/m0/s1
Canonical SMILES:  CCCCCCCCCCCCCC/C=C/[C@H](C(=N[C@H]([C@@H](/C=C/CC/C=CCCCCCCCCC)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)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
NPO32519 alternaria raphani Species Pleosporaceae Eukaryota PMID[19685913]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 100000 nM 7562925
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 135000 nM 16933872
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 100000 nM 18637666
NPT1 Others Radical scavenging activity IC50 > 500000 nM PubChem BioAssay data set
NPT19 Organism Escherichia coli Escherichia coli MIC = 135000 nM 21696954
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM DrugMatrix in vitro pharmacology data
NPT20 Organism Candida albicans Candida albicans MIC = 270000 nM DrugMatrix in vitro pharmacology data
NPT168 Cell Line P388 Mus musculus IC50 > 100000 nM DrugMatrix in vitro pharmacology data

  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 NPC182632 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
1.0 High Similarity NPC282705
0.977 High Similarity NPC35269
0.977 High Similarity NPC70323
0.977 High Similarity NPC23454
0.977 High Similarity NPC262312
0.9767 High Similarity NPC186840
0.9767 High Similarity NPC473604
0.9767 High Similarity NPC475125
0.9767 High Similarity NPC473581
0.9767 High Similarity NPC111567
0.9767 High Similarity NPC263545
0.9767 High Similarity NPC309898
0.9767 High Similarity NPC473950
0.9767 High Similarity NPC15851
0.9651 High Similarity NPC209047
0.9651 High Similarity NPC242503
0.9651 High Similarity NPC139782
0.9651 High Similarity NPC43074
0.9651 High Similarity NPC74672
0.9551 High Similarity NPC45313
0.9545 High Similarity NPC156782
0.9545 High Similarity NPC3568
0.9545 High Similarity NPC54961
0.9545 High Similarity NPC192066
0.9545 High Similarity NPC158445
0.9545 High Similarity NPC256570
0.9545 High Similarity NPC157353
0.9545 High Similarity NPC282088
0.9545 High Similarity NPC17290
0.9333 High Similarity NPC197294
0.9333 High Similarity NPC183449
0.9333 High Similarity NPC8098
0.9101 High Similarity NPC61894
0.9101 High Similarity NPC475603
0.8763 High Similarity NPC201128
0.8454 Intermediate Similarity NPC477198
0.7791 Intermediate Similarity NPC288086
0.767 Intermediate Similarity NPC475918
0.7576 Intermediate Similarity NPC475503
0.7419 Intermediate Similarity NPC228638
0.7404 Intermediate Similarity NPC74035
0.734 Intermediate Similarity NPC476523
0.7327 Intermediate Similarity NPC475646
0.7326 Intermediate Similarity NPC291196
0.7326 Intermediate Similarity NPC103712
0.7303 Intermediate Similarity NPC217095
0.7303 Intermediate Similarity NPC264417
0.7273 Intermediate Similarity NPC55652
0.7191 Intermediate Similarity NPC472174
0.7156 Intermediate Similarity NPC29501
0.7143 Intermediate Similarity NPC55336
0.7143 Intermediate Similarity NPC159369
0.7143 Intermediate Similarity NPC39290
0.7079 Intermediate Similarity NPC132938
0.7059 Intermediate Similarity NPC189629
0.7021 Intermediate Similarity NPC469469
0.7019 Intermediate Similarity NPC206711
0.7019 Intermediate Similarity NPC225978
0.7019 Intermediate Similarity NPC255175
0.7019 Intermediate Similarity NPC271207
0.701 Intermediate Similarity NPC208473
0.6983 Remote Similarity NPC469943
0.6979 Remote Similarity NPC473308
0.6947 Remote Similarity NPC474312
0.6944 Remote Similarity NPC315426
0.6941 Remote Similarity NPC294813
0.6941 Remote Similarity NPC13143
0.6907 Remote Similarity NPC73166
0.6889 Remote Similarity NPC314678
0.6882 Remote Similarity NPC474833
0.6882 Remote Similarity NPC133377
0.6875 Remote Similarity NPC473315
0.6875 Remote Similarity NPC142111
0.6854 Remote Similarity NPC474078
0.6848 Remote Similarity NPC229655
0.6848 Remote Similarity NPC326661
0.6842 Remote Similarity NPC21693
0.6842 Remote Similarity NPC236649
0.6813 Remote Similarity NPC472173
0.6804 Remote Similarity NPC477199
0.6786 Remote Similarity NPC314306
0.6774 Remote Similarity NPC110813
0.6771 Remote Similarity NPC251026
0.6737 Remote Similarity NPC127295
0.6737 Remote Similarity NPC163362
0.6733 Remote Similarity NPC477866
0.6733 Remote Similarity NPC477865
0.6702 Remote Similarity NPC316807
0.6701 Remote Similarity NPC156089
0.6701 Remote Similarity NPC473500
0.6701 Remote Similarity NPC38295
0.6701 Remote Similarity NPC470313
0.67 Remote Similarity NPC470137
0.67 Remote Similarity NPC470284
0.6667 Remote Similarity NPC472197
0.6667 Remote Similarity NPC82799
0.6667 Remote Similarity NPC472199
0.6602 Remote Similarity NPC472196
0.6602 Remote Similarity NPC238090
0.6602 Remote Similarity NPC472195
0.6583 Remote Similarity NPC314512
0.6583 Remote Similarity NPC314451
0.6583 Remote Similarity NPC313342
0.6583 Remote Similarity NPC313333
0.6577 Remote Similarity NPC475150
0.6571 Remote Similarity NPC175614
0.6569 Remote Similarity NPC473311
0.6562 Remote Similarity NPC133226
0.6562 Remote Similarity NPC470147
0.6552 Remote Similarity NPC6531
0.6538 Remote Similarity NPC472198
0.6538 Remote Similarity NPC159698
0.6505 Remote Similarity NPC208537
0.6505 Remote Similarity NPC270005
0.6504 Remote Similarity NPC313962
0.6495 Remote Similarity NPC280367
0.6491 Remote Similarity NPC469865
0.6466 Remote Similarity NPC30196
0.6458 Remote Similarity NPC470149
0.6458 Remote Similarity NPC470148
0.6458 Remote Similarity NPC180725
0.6449 Remote Similarity NPC313440
0.6446 Remote Similarity NPC204639
0.6441 Remote Similarity NPC314268
0.6441 Remote Similarity NPC477515
0.6441 Remote Similarity NPC313802
0.6441 Remote Similarity NPC67917
0.6436 Remote Similarity NPC475186
0.6436 Remote Similarity NPC118077
0.6436 Remote Similarity NPC125142
0.6423 Remote Similarity NPC329919
0.6423 Remote Similarity NPC477793
0.6417 Remote Similarity NPC273185
0.6393 Remote Similarity NPC315058
0.6392 Remote Similarity NPC100697
0.6381 Remote Similarity NPC470283
0.6374 Remote Similarity NPC327753
0.6374 Remote Similarity NPC223174
0.6374 Remote Similarity NPC327486
0.6354 Remote Similarity NPC248775
0.6349 Remote Similarity NPC314361
0.6348 Remote Similarity NPC273215
0.6348 Remote Similarity NPC295444
0.6348 Remote Similarity NPC261750
0.6348 Remote Similarity NPC279383
0.6348 Remote Similarity NPC268327
0.6348 Remote Similarity NPC1111
0.6346 Remote Similarity NPC469410
0.6341 Remote Similarity NPC314282
0.63 Remote Similarity NPC136699
0.63 Remote Similarity NPC220167
0.63 Remote Similarity NPC266718
0.63 Remote Similarity NPC475035
0.6292 Remote Similarity NPC147292
0.6286 Remote Similarity NPC320089
0.6286 Remote Similarity NPC320552
0.6279 Remote Similarity NPC329003
0.6279 Remote Similarity NPC326524
0.6279 Remote Similarity NPC325550
0.6275 Remote Similarity NPC475037
0.6263 Remote Similarity NPC477390
0.6263 Remote Similarity NPC477385
0.6263 Remote Similarity NPC20072
0.625 Remote Similarity NPC474026
0.625 Remote Similarity NPC118078
0.625 Remote Similarity NPC327253
0.625 Remote Similarity NPC277570
0.6239 Remote Similarity NPC64348
0.6238 Remote Similarity NPC470124
0.623 Remote Similarity NPC315783
0.6228 Remote Similarity NPC133625
0.6228 Remote Similarity NPC473578
0.6224 Remote Similarity NPC471420
0.6222 Remote Similarity NPC315141
0.6222 Remote Similarity NPC129995
0.6214 Remote Similarity NPC137368
0.6214 Remote Similarity NPC248312
0.6211 Remote Similarity NPC3094
0.6207 Remote Similarity NPC60432
0.6207 Remote Similarity NPC155457
0.6204 Remote Similarity NPC240372
0.6196 Remote Similarity NPC45060
0.6196 Remote Similarity NPC280065
0.619 Remote Similarity NPC302584
0.6182 Remote Similarity NPC471637
0.6182 Remote Similarity NPC475157
0.6182 Remote Similarity NPC475655
0.6182 Remote Similarity NPC2313
0.6182 Remote Similarity NPC57586
0.6182 Remote Similarity NPC154132
0.618 Remote Similarity NPC31496
0.6172 Remote Similarity NPC78189
0.6168 Remote Similarity NPC189764
0.6163 Remote Similarity NPC321030
0.6154 Remote Similarity NPC285588
0.6154 Remote Similarity NPC475988
0.6154 Remote Similarity NPC249408
0.6154 Remote Similarity NPC104129
0.6147 Remote Similarity NPC312325
0.6142 Remote Similarity NPC475472

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC182632 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
0.9651 High Similarity NPD8522 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1407 Approved
0.7064 Intermediate Similarity NPD6421 Discontinued
0.6786 Remote Similarity NPD6430 Approved
0.6786 Remote Similarity NPD6429 Approved
0.6583 Remote Similarity NPD8342 Approved
0.6583 Remote Similarity NPD8340 Approved
0.6583 Remote Similarity NPD8299 Approved
0.6583 Remote Similarity NPD8341 Approved
0.6417 Remote Similarity NPD6436 Phase 3
0.6396 Remote Similarity NPD5357 Phase 1
0.6393 Remote Similarity NPD8451 Approved
0.6374 Remote Similarity NPD9445 Approved
0.6341 Remote Similarity NPD8448 Approved
0.6333 Remote Similarity NPD8444 Approved
0.623 Remote Similarity NPD7829 Approved
0.623 Remote Similarity NPD7830 Approved
0.6218 Remote Similarity NPD7641 Discontinued
0.619 Remote Similarity NPD8391 Approved
0.619 Remote Similarity NPD8392 Approved
0.619 Remote Similarity NPD8390 Approved
0.6154 Remote Similarity NPD3716 Discontinued
0.6111 Remote Similarity NPD6428 Approved
0.6098 Remote Similarity NPD7642 Approved
0.6067 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5381 Approved
0.6019 Remote Similarity NPD5378 Approved
0.6019 Remote Similarity NPD5377 Approved
0.5965 Remote Similarity NPD6640 Phase 3
0.5962 Remote Similarity NPD4759 Clinical (unspecified phase)
0.5952 Remote Similarity NPD8074 Phase 3
0.5929 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3731 Phase 3
0.5868 Remote Similarity NPD7505 Discontinued
0.5868 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5856 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5826 Remote Similarity NPD4211 Phase 1
0.5818 Remote Similarity NPD7839 Suspended
0.5789 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5785 Remote Similarity NPD4830 Approved
0.5785 Remote Similarity NPD4831 Approved
0.5785 Remote Similarity NPD4832 Approved
0.5741 Remote Similarity NPD7983 Approved
0.5726 Remote Similarity NPD8174 Phase 2
0.569 Remote Similarity NPD5376 Approved
0.5688 Remote Similarity NPD1446 Phase 3
0.5688 Remote Similarity NPD1447 Phase 3
0.568 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5648 Remote Similarity NPD3168 Discontinued
0.5648 Remote Similarity NPD46 Approved
0.5648 Remote Similarity NPD6698 Approved
0.5648 Remote Similarity NPD7838 Discovery
0.5647 Remote Similarity NPD2269 Approved
0.5635 Remote Similarity NPD8080 Discontinued
0.5625 Remote Similarity NPD8273 Phase 1
0.561 Remote Similarity NPD7500 Approved
0.5607 Remote Similarity NPD618 Clinical (unspecified phase)
0.56 Remote Similarity NPD9435 Approved
0.56 Remote Similarity NPD9434 Approved

Structure

External Identifiers

PubChem CID   44478682
ChEMBL   CHEMBL1078816
ZINC  

Physicochemical Properties

Molecular Weight:  739.56
ALogP:  -6.5114
MLogP:  4.98
XLogP:  12.413
# Rotatable Bonds:  42
Polar Surface Area:  172.43
# H-Bond Aceptor:  10
# H-Bond Donor:  7
# Rings:  1
# Heavy Atoms:  52

Download Data

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Similar NPs/Drugs