Natural Product: NPC246005

Natural Product ID:  NPC246005
Common Name:   Enniatin B2
IUPAC Name:   (3S,6R,9S,12R,15S,18R)-4,10-dimethyl-3,6,9,12,15,18-hexa(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
Synonyms:   Enniatin B2
Molecular Formula:   C32H55N3O9
Standard InCHIKey:  NUFASKQIWTXKBR-LZNKSJHBSA-N
Standard InCHI:  InChI=1S/C32H55N3O9/c1-15(2)21-30(39)43-25(19(9)10)28(37)35(14)23(17(5)6)32(41)44-26(20(11)12)29(38)34(13)22(16(3)4)31(40)42-24(18(7)8)27(36)33-21/h15-26H,1-14H3,(H,33,36)/t21-,22-,23-,24+,25+,26+/m0/s1
Canonical SMILES:  CC([C@@H]1N=C(O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@@H](N(C(=O)[C@H](OC1=O)C(C)C)C)C(C)C)C(C)C)C(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
NPO4564 Anguilla japonica Species Anguillidae Eukaryota UNPD*
NPO1489 Pseudoplexaura flagellosa Species Plexauridae Eukaryota UNPD*
NPO15487 Gymnopus confluens Species Omphalotaceae Eukaryota UNPD*
NPO5261 Sideroxylon cubense Species Sapotaceae Eukaryota UNPD*
NPO7449 Eleutherobia albiflora Species Alcyoniidae Eukaryota UNPD*
NPO295 Kokoona reflexa Species Celastraceae Eukaryota UNPD*
NPO5584 Aldisa sanguinea Species Dorididae Eukaryota UNPD*
NPO7606 Salacia lehmbachii Species Celastraceae Eukaryota UNPD*
NPO14054 Penicillium janczewskii Species Aspergillaceae Eukaryota UNPD*
NPO5975 Aspergillus carneus Species Aspergillaceae Eukaryota UNPD*
NPO422 Euphorbia cornigera Species Euphorbiaceae Eukaryota UNPD*
NPO7007 Eucalyptus jenseni Species Myrtaceae Eukaryota UNPD*
NPO4274 Alcyonium utinomii Species Alcyoniidae Eukaryota UNPD*
NPO2250 Hylocomium splendens Species Hylocomiaceae Eukaryota UNPD*
NPO18993 Araiostegiella perdurans Species Davalliaceae Eukaryota UNPD*
NPO17593 Pinus sylvestris Species Pinaceae Eukaryota UNPD*
NPO6231 Cortinarius odoratus Species Cortinariaceae Eukaryota UNPD*
NPO2697 Monodora tenuifolia Species Annonaceae Eukaryota UNPD*
NPO3261 Aplysina archeri Species Aplysinidae Eukaryota UNPD*
NPO3743 Sideritis brevibracteata Species Lamiaceae Eukaryota UNPD*
NPO3408 Viguiera decurrens Species Asteraceae Eukaryota UNPD*
NPO3554 Aonidiella aurantii Species Diaspididae Eukaryota UNPD*
NPO25760 Aspergillus striatus Species Aspergillaceae Eukaryota UNPD*
NPO6836 Alpinia blepharocalyx Species Zingiberaceae Eukaryota UNPD*
NPO1390 Melolontha melolontha Species Scarabaeidae Eukaryota UNPD*
NPO11747 Ocimum tenuiflorum Species Lamiaceae Eukaryota UNPD*
NPO7760 Macrolepiota neomastoidea Species Agaricaceae Eukaryota UNPD*
NPO8058 Pluchea odorata Species Asteraceae Eukaryota UNPD*
NPO849 Euonymus tingens Species Celastraceae Eukaryota UNPD*
NPO2993 Nototodarus sloanii Species Ommastrephidae Eukaryota UNPD*
NPO24089 Alcea rosea Species Malvaceae Eukaryota UNPD*
NPO6457 Pinus strobus Species Pinaceae Eukaryota UNPD*
NPO4949 Salvia yosgadensis Species Lamiaceae Eukaryota UNPD*
NPO1242 Balanops australiana Species Balanopaceae Eukaryota UNPD*
NPO2408 Millettia laurentii Species Fabaceae Eukaryota UNPD*
NPO3956 Maesa ramentacea Species Primulaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana MIC > 100 ug/ml 15165149
NPT635 Organism Botryotinia fuckeliana Botryotinia fuckeliana Activity > 100 ug/ml 15165149

  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 NPC246005 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
0.84 Intermediate Similarity NPC29598
0.84 Intermediate Similarity NPC212866
0.8267 Intermediate Similarity NPC10716
0.7975 Intermediate Similarity NPC178919
0.7975 Intermediate Similarity NPC263281
0.7922 Intermediate Similarity NPC193280
0.7922 Intermediate Similarity NPC314273
0.7667 Intermediate Similarity NPC474576
0.7625 Intermediate Similarity NPC141325
0.759 Intermediate Similarity NPC473741
0.759 Intermediate Similarity NPC477145
0.7582 Intermediate Similarity NPC62263
0.7582 Intermediate Similarity NPC173763
0.7582 Intermediate Similarity NPC471098
0.7556 Intermediate Similarity NPC474593
0.7556 Intermediate Similarity NPC475801
0.7531 Intermediate Similarity NPC138435
0.7474 Intermediate Similarity NPC220234
0.7375 Intermediate Similarity NPC476291
0.7375 Intermediate Similarity NPC476285
0.7349 Intermediate Similarity NPC476130
0.7349 Intermediate Similarity NPC476324
0.7292 Intermediate Similarity NPC475440
0.7245 Intermediate Similarity NPC301148
0.7245 Intermediate Similarity NPC5864
0.7245 Intermediate Similarity NPC124554
0.7172 Intermediate Similarity NPC198344
0.7108 Intermediate Similarity NPC476248
0.71 Intermediate Similarity NPC323720
0.71 Intermediate Similarity NPC124549
0.7097 Intermediate Similarity NPC476019
0.7041 Intermediate Similarity NPC13175
0.7041 Intermediate Similarity NPC475791
0.6939 Remote Similarity NPC475758
0.69 Remote Similarity NPC471097
0.69 Remote Similarity NPC475149
0.6893 Remote Similarity NPC67009
0.6893 Remote Similarity NPC171734
0.6863 Remote Similarity NPC475637
0.6854 Remote Similarity NPC53858
0.6854 Remote Similarity NPC84128
0.6747 Remote Similarity NPC478256
0.6737 Remote Similarity NPC477538
0.6667 Remote Similarity NPC472594
0.6667 Remote Similarity NPC103391
0.6667 Remote Similarity NPC472536
0.6628 Remote Similarity NPC472595
0.6607 Remote Similarity NPC477238
0.6517 Remote Similarity NPC31756
0.6495 Remote Similarity NPC315237
0.6444 Remote Similarity NPC476117
0.6444 Remote Similarity NPC476243
0.6444 Remote Similarity NPC476156
0.6444 Remote Similarity NPC476137
0.6437 Remote Similarity NPC86064
0.6429 Remote Similarity NPC477237
0.6422 Remote Similarity NPC63191
0.6422 Remote Similarity NPC471202
0.64 Remote Similarity NPC473597
0.6374 Remote Similarity NPC476302
0.6341 Remote Similarity NPC128559
0.6322 Remote Similarity NPC43219
0.631 Remote Similarity NPC306696
0.6196 Remote Similarity NPC314466
0.617 Remote Similarity NPC95478
0.617 Remote Similarity NPC145748
0.617 Remote Similarity NPC155670
0.6146 Remote Similarity NPC477728
0.6105 Remote Similarity NPC227051
0.6098 Remote Similarity NPC105297
0.6064 Remote Similarity NPC235078
0.6047 Remote Similarity NPC475808
0.6047 Remote Similarity NPC473985
0.6047 Remote Similarity NPC474299
0.6047 Remote Similarity NPC474298
0.6047 Remote Similarity NPC28348
0.6042 Remote Similarity NPC477539
0.6023 Remote Similarity NPC474403
0.6022 Remote Similarity NPC470783
0.6022 Remote Similarity NPC23984
0.602 Remote Similarity NPC322966
0.6 Remote Similarity NPC208537
0.6 Remote Similarity NPC270005
0.6 Remote Similarity NPC472351
0.5983 Remote Similarity NPC273185
0.598 Remote Similarity NPC469739
0.5946 Remote Similarity NPC476875
0.5926 Remote Similarity NPC473599
0.5909 Remote Similarity NPC214532
0.5909 Remote Similarity NPC76297
0.5909 Remote Similarity NPC196007
0.5862 Remote Similarity NPC472579
0.5833 Remote Similarity NPC205176
0.5806 Remote Similarity NPC315131
0.5806 Remote Similarity NPC473984
0.5806 Remote Similarity NPC312315
0.5806 Remote Similarity NPC478017
0.5806 Remote Similarity NPC315535
0.58 Remote Similarity NPC477729
0.5789 Remote Similarity NPC284456
0.5789 Remote Similarity NPC184473
0.5789 Remote Similarity NPC6902
0.5784 Remote Similarity NPC38172
0.5781 Remote Similarity NPC68865
0.5778 Remote Similarity NPC161774
0.5778 Remote Similarity NPC266888
0.5778 Remote Similarity NPC209156
0.5778 Remote Similarity NPC256312
0.5772 Remote Similarity NPC313657
0.5769 Remote Similarity NPC47076
0.5769 Remote Similarity NPC134504
0.5758 Remote Similarity NPC473495
0.5747 Remote Similarity NPC250953
0.5729 Remote Similarity NPC477730
0.57 Remote Similarity NPC155230
0.57 Remote Similarity NPC275715
0.5699 Remote Similarity NPC316242
0.5699 Remote Similarity NPC233108
0.5696 Remote Similarity NPC321118
0.5696 Remote Similarity NPC316889
0.5692 Remote Similarity NPC268841
0.5692 Remote Similarity NPC307357
0.5692 Remote Similarity NPC46098
0.5688 Remote Similarity NPC128303
0.5684 Remote Similarity NPC475542
0.5678 Remote Similarity NPC470652
0.5636 Remote Similarity NPC241394
0.561 Remote Similarity NPC328447
0.5604 Remote Similarity NPC126186
0.5603 Remote Similarity NPC296043
0.56 Remote Similarity NPC52533

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC246005 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
0.84 Intermediate Similarity NPD7840 Approved
0.7059 Intermediate Similarity NPD2689 Clinical (unspecified phase)
0.6941 Remote Similarity NPD1453 Phase 1
0.6404 Remote Similarity NPD3160 Suspended
0.6383 Remote Similarity NPD7759 Phase 2
0.6383 Remote Similarity NPD7760 Phase 2
0.6235 Remote Similarity NPD3724 Clinical (unspecified phase)
0.6196 Remote Similarity NPD7762 Phase 2
0.6196 Remote Similarity NPD7763 Phase 2
0.6139 Remote Similarity NPD7844 Discontinued
0.6061 Remote Similarity NPD4780 Clinical (unspecified phase)
0.6026 Remote Similarity NPD4276 Approved
0.6026 Remote Similarity NPD4277 Approved
0.6019 Remote Similarity NPD8038 Phase 2
0.598 Remote Similarity NPD7841 Clinical (unspecified phase)
0.5976 Remote Similarity NPD3192 Approved
0.5976 Remote Similarity NPD3193 Approved
0.59 Remote Similarity NPD4261 Phase 1
0.5876 Remote Similarity NPD3723 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7918 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7917 Clinical (unspecified phase)
0.575 Remote Similarity NPD9659 Approved
0.5741 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5728 Remote Similarity NPD8394 Approved
0.5696 Remote Similarity NPD9419 Clinical (unspecified phase)
0.5682 Remote Similarity NPD620 Approved
0.5679 Remote Similarity NPD9425 Approved
0.567 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6704 Discontinued
0.5652 Remote Similarity NPD11 Approved
0.5652 Remote Similarity NPD376 Approved
0.5644 Remote Similarity NPD3716 Discontinued
0.5638 Remote Similarity NPD4815 Discontinued
0.5636 Remote Similarity NPD1385 Discontinued
0.5632 Remote Similarity NPD2263 Discontinued
0.5625 Remote Similarity NPD2683 Discontinued
0.5625 Remote Similarity NPD1125 Discovery
0.561 Remote Similarity NPD9661 Approved
0.5607 Remote Similarity NPD6120 Clinical (unspecified phase)
0.56 Remote Similarity NPD3177 Phase 3

Structure

External Identifiers

PubChem CID   44559513
ChEMBL   CHEMBL504435
ZINC  

Physicochemical Properties

Molecular Weight:  625.39
ALogP:  1.0749
MLogP:  3.66
XLogP:  4.175
# Rotatable Bonds:  21
Polar Surface Area:  152.11
# H-Bond Aceptor:  12
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  44

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