Natural Product: NPC86064

Natural Product ID:  NPC86064
Common Name:   Emericellamide B
IUPAC Name:   (3S,6S,9S,12S,18R,19R)-3,6,18-trimethyl-19-[(2S,4S)-4-methyldecan-2-yl]-9-(2-methylpropyl)-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
Synonyms:  
Molecular Formula:   C34H61N5O7
Standard InCHIKey:  MBENBNLUEFQFSL-BFKPYXRSSA-N
Standard InCHI:  InChI=1S/C34H61N5O7/c1-11-12-13-14-15-21(6)17-22(7)29-23(8)30(41)35-18-27(40)39-28(20(4)5)33(44)38-26(16-19(2)3)32(43)36-24(9)31(42)37-25(10)34(45)46-29/h19-26,28-29H,11-18H2,1-10H3,(H,35,41)(H,36,43)(H,37,42)(H,38,44)(H,39,40)/t21-,22-,23+,24-,25-,26-,28-,29+/m0/s1
Canonical SMILES:  CCCCCC[C@@H](C[C@@H]([C@H]1OC(=O)[C@H](C)N=C(O)[C@H](C)N=C(O)[C@@H](N=C([C@@H](N=C(CN=C([C@@H]1C)O)O)C(C)C)O)CC(C)C)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001290 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33058 emericella sp. Species Aspergillaceae Eukaryota PMID[17323993]
NPO15076 Salinispora arenicola Species Micromonosporaceae Bacteria PMID[17323993]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 40000 nM 16448174
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 6000 nM 16448174

  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 NPC86064 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
0.9853 High Similarity NPC43219
0.913 High Similarity NPC478256
0.8481 Intermediate Similarity NPC227051
0.8354 Intermediate Similarity NPC145748
0.8354 Intermediate Similarity NPC155670
0.8354 Intermediate Similarity NPC95478
0.8194 Intermediate Similarity NPC475808
0.8194 Intermediate Similarity NPC473985
0.8194 Intermediate Similarity NPC474299
0.8194 Intermediate Similarity NPC474298
0.8194 Intermediate Similarity NPC28348
0.8193 Intermediate Similarity NPC477729
0.8049 Intermediate Similarity NPC477728
0.8 Intermediate Similarity NPC138435
0.7949 Intermediate Similarity NPC315131
0.7949 Intermediate Similarity NPC315535
0.7949 Intermediate Similarity NPC478017
0.7867 Intermediate Similarity NPC141325
0.7867 Intermediate Similarity NPC474403
0.7821 Intermediate Similarity NPC316242
0.7792 Intermediate Similarity NPC476130
0.7792 Intermediate Similarity NPC476324
0.7778 Intermediate Similarity NPC477730
0.76 Intermediate Similarity NPC476285
0.76 Intermediate Similarity NPC476291
0.7568 Intermediate Similarity NPC470110
0.7473 Intermediate Similarity NPC220234
0.7467 Intermediate Similarity NPC472579
0.7467 Intermediate Similarity NPC193280
0.7467 Intermediate Similarity NPC314273
0.7432 Intermediate Similarity NPC470109
0.7349 Intermediate Similarity NPC47135
0.7333 Intermediate Similarity NPC195165
0.7308 Intermediate Similarity NPC476248
0.7297 Intermediate Similarity NPC470108
0.7284 Intermediate Similarity NPC473984
0.7273 Intermediate Similarity NPC477200
0.7053 Intermediate Similarity NPC124554
0.7053 Intermediate Similarity NPC5864
0.7053 Intermediate Similarity NPC301148
0.7042 Intermediate Similarity NPC472578
0.7037 Intermediate Similarity NPC472594
0.7 Intermediate Similarity NPC208537
0.7 Intermediate Similarity NPC270005
0.7 Intermediate Similarity NPC472595
0.6986 Remote Similarity NPC477644
0.6962 Remote Similarity NPC477641
0.6962 Remote Similarity NPC320865
0.6962 Remote Similarity NPC477643
0.6941 Remote Similarity NPC474312
0.6923 Remote Similarity NPC477642
0.6907 Remote Similarity NPC124549
0.6905 Remote Similarity NPC314466
0.6848 Remote Similarity NPC470283
0.6842 Remote Similarity NPC474402
0.6804 Remote Similarity NPC198344
0.6795 Remote Similarity NPC474812
0.6782 Remote Similarity NPC476523
0.6765 Remote Similarity NPC319110
0.6765 Remote Similarity NPC329181
0.6714 Remote Similarity NPC270041
0.67 Remote Similarity NPC171734
0.67 Remote Similarity NPC67009
0.6667 Remote Similarity NPC320936
0.6667 Remote Similarity NPC145627
0.6667 Remote Similarity NPC193386
0.663 Remote Similarity NPC315237
0.6622 Remote Similarity NPC327170
0.6622 Remote Similarity NPC329564
0.6618 Remote Similarity NPC80350
0.6579 Remote Similarity NPC145658
0.6548 Remote Similarity NPC37681
0.6486 Remote Similarity NPC316826
0.6486 Remote Similarity NPC317143
0.6486 Remote Similarity NPC473599
0.6486 Remote Similarity NPC321468
0.6486 Remote Similarity NPC327748
0.6484 Remote Similarity NPC470284
0.6477 Remote Similarity NPC323180
0.6476 Remote Similarity NPC471645
0.6471 Remote Similarity NPC474833
0.6452 Remote Similarity NPC62263
0.6452 Remote Similarity NPC471098
0.6452 Remote Similarity NPC173763
0.6438 Remote Similarity NPC317147
0.6438 Remote Similarity NPC318260
0.6437 Remote Similarity NPC246005
0.6429 Remote Similarity NPC322946
0.6413 Remote Similarity NPC475801
0.6413 Remote Similarity NPC474593
0.6404 Remote Similarity NPC175419
0.64 Remote Similarity NPC471129
0.6383 Remote Similarity NPC226513
0.6344 Remote Similarity NPC474576
0.6304 Remote Similarity NPC322966
0.6264 Remote Similarity NPC270957
0.6264 Remote Similarity NPC323958
0.6264 Remote Similarity NPC321340
0.6264 Remote Similarity NPC171698
0.6264 Remote Similarity NPC119633
0.6238 Remote Similarity NPC323720
0.6237 Remote Similarity NPC39290
0.6237 Remote Similarity NPC159369
0.6222 Remote Similarity NPC477199
0.6207 Remote Similarity NPC474702
0.6186 Remote Similarity NPC47076
0.6186 Remote Similarity NPC134504
0.6184 Remote Similarity NPC470363
0.6182 Remote Similarity NPC310467
0.6176 Remote Similarity NPC475918
0.617 Remote Similarity NPC477538
0.6163 Remote Similarity NPC477145
0.6163 Remote Similarity NPC473741
0.6111 Remote Similarity NPC137327
0.6091 Remote Similarity NPC169328
0.6091 Remote Similarity NPC477237
0.6087 Remote Similarity NPC289484
0.6087 Remote Similarity NPC319709
0.6078 Remote Similarity NPC205176
0.6071 Remote Similarity NPC263281
0.6071 Remote Similarity NPC178919
0.6067 Remote Similarity NPC53858
0.6067 Remote Similarity NPC84128
0.6053 Remote Similarity NPC254541
0.6053 Remote Similarity NPC320598
0.6047 Remote Similarity NPC330017
0.6038 Remote Similarity NPC476875
0.6027 Remote Similarity NPC321118
0.6027 Remote Similarity NPC316889
0.6 Remote Similarity NPC322319
0.6 Remote Similarity NPC326651
0.6 Remote Similarity NPC476019
0.6 Remote Similarity NPC325117
0.5982 Remote Similarity NPC477238
0.5955 Remote Similarity NPC476302
0.5952 Remote Similarity NPC55274
0.5952 Remote Similarity NPC315897
0.5946 Remote Similarity NPC471917
0.5934 Remote Similarity NPC472351
0.5929 Remote Similarity NPC45777
0.5929 Remote Similarity NPC477061
0.5926 Remote Similarity NPC471202
0.5926 Remote Similarity NPC63191
0.5922 Remote Similarity NPC74035
0.5922 Remote Similarity NPC14537
0.5921 Remote Similarity NPC176164
0.5921 Remote Similarity NPC189301
0.5909 Remote Similarity NPC469492
0.5909 Remote Similarity NPC201968
0.59 Remote Similarity NPC475440
0.5893 Remote Similarity NPC237420
0.5882 Remote Similarity NPC477198
0.5875 Remote Similarity NPC314103
0.5872 Remote Similarity NPC472536
0.5872 Remote Similarity NPC103391
0.5865 Remote Similarity NPC473252
0.5865 Remote Similarity NPC258130
0.5859 Remote Similarity NPC475503
0.5859 Remote Similarity NPC313821
0.5849 Remote Similarity NPC329305
0.5844 Remote Similarity NPC321536
0.5843 Remote Similarity NPC476137
0.5843 Remote Similarity NPC476156
0.5843 Remote Similarity NPC469517
0.5843 Remote Similarity NPC476117
0.5843 Remote Similarity NPC476243
0.5802 Remote Similarity NPC238646
0.5802 Remote Similarity NPC476330
0.58 Remote Similarity NPC475646
0.5795 Remote Similarity NPC191774
0.5789 Remote Similarity NPC292345
0.5783 Remote Similarity NPC212866
0.5783 Remote Similarity NPC29598
0.578 Remote Similarity NPC273814
0.5775 Remote Similarity NPC180402
0.5775 Remote Similarity NPC87359
0.5755 Remote Similarity NPC475150
0.5755 Remote Similarity NPC15413
0.575 Remote Similarity NPC474552
0.575 Remote Similarity NPC316674
0.5747 Remote Similarity NPC217095
0.5747 Remote Similarity NPC264417
0.5743 Remote Similarity NPC234542
0.5743 Remote Similarity NPC475758
0.5733 Remote Similarity NPC322573
0.573 Remote Similarity NPC31756
0.5728 Remote Similarity NPC227622
0.5728 Remote Similarity NPC475149
0.5728 Remote Similarity NPC471097
0.5727 Remote Similarity NPC50694
0.5714 Remote Similarity NPC280065
0.5714 Remote Similarity NPC45060
0.5714 Remote Similarity NPC313657
0.5714 Remote Similarity NPC103712
0.5714 Remote Similarity NPC291196
0.5714 Remote Similarity NPC36497
0.5714 Remote Similarity NPC475637
0.5714 Remote Similarity NPC328447
0.5701 Remote Similarity NPC473578
0.57 Remote Similarity NPC189629

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC86064 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
0.8194 Intermediate Similarity NPD3724 Clinical (unspecified phase)
0.7949 Intermediate Similarity NPD7917 Clinical (unspecified phase)
0.7949 Intermediate Similarity NPD7918 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD2263 Discontinued
0.7349 Intermediate Similarity NPD7345 Approved
0.7024 Intermediate Similarity NPD1448 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3187 Discontinued
0.6962 Remote Similarity NPD2256 Clinical (unspecified phase)
0.6829 Remote Similarity NPD2689 Clinical (unspecified phase)
0.6707 Remote Similarity NPD1453 Phase 1
0.6667 Remote Similarity NPD8394 Approved
0.6548 Remote Similarity NPD8144 Approved
0.6548 Remote Similarity NPD8143 Approved
0.6548 Remote Similarity NPD3160 Suspended
0.6543 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4264 Clinical (unspecified phase)
0.6429 Remote Similarity NPD9441 Phase 2
0.6421 Remote Similarity NPD7844 Discontinued
0.6383 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6333 Remote Similarity NPD3723 Clinical (unspecified phase)
0.631 Remote Similarity NPD2257 Approved
0.6282 Remote Similarity NPD1831 Phase 3
0.6154 Remote Similarity NPD8306 Approved
0.6154 Remote Similarity NPD6413 Approved
0.6154 Remote Similarity NPD8305 Approved
0.6098 Remote Similarity NPD2696 Approved
0.6098 Remote Similarity NPD2695 Approved
0.6098 Remote Similarity NPD2697 Approved
0.6098 Remote Similarity NPD2694 Approved
0.6087 Remote Similarity NPD3211 Approved
0.6064 Remote Similarity NPD3716 Discontinued
0.6027 Remote Similarity NPD9419 Clinical (unspecified phase)
0.6022 Remote Similarity NPD4759 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7916 Approved
0.6019 Remote Similarity NPD7915 Approved
0.6 Remote Similarity NPD8418 Phase 2
0.5972 Remote Similarity NPD7348 Clinical (unspecified phase)
0.5952 Remote Similarity NPD1825 Clinical (unspecified phase)
0.5952 Remote Similarity NPD1147 Phase 2
0.5949 Remote Similarity NPD364 Discontinued
0.5946 Remote Similarity NPD1830 Clinical (unspecified phase)
0.5943 Remote Similarity NPD6421 Discontinued
0.5942 Remote Similarity NPD1152 Phase 2
0.5938 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5934 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5926 Remote Similarity NPD8298 Phase 2
0.5926 Remote Similarity NPD5380 Approved
0.5904 Remote Similarity NPD3726 Approved
0.5904 Remote Similarity NPD3725 Approved
0.5859 Remote Similarity NPD3190 Approved
0.5859 Remote Similarity NPD3191 Approved
0.5859 Remote Similarity NPD4228 Discovery
0.5859 Remote Similarity NPD6428 Approved
0.5859 Remote Similarity NPD3189 Approved
0.5857 Remote Similarity NPD379 Clinical (unspecified phase)
0.5843 Remote Similarity NPD5354 Approved
0.5833 Remote Similarity NPD6094 Approved
0.5833 Remote Similarity NPD6095 Approved
0.5825 Remote Similarity NPD8276 Approved
0.5825 Remote Similarity NPD8275 Approved
0.5824 Remote Similarity NPD4829 Discontinued
0.581 Remote Similarity NPD8175 Discontinued
0.5795 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5789 Remote Similarity NPD618 Clinical (unspecified phase)
0.5783 Remote Similarity NPD1815 Discontinued
0.5783 Remote Similarity NPD7840 Approved
0.5755 Remote Similarity NPD8174 Phase 2
0.5733 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5728 Remote Similarity NPD8085 Approved
0.5728 Remote Similarity NPD8083 Approved
0.5728 Remote Similarity NPD8138 Approved
0.5728 Remote Similarity NPD8086 Approved
0.5728 Remote Similarity NPD8139 Approved
0.5728 Remote Similarity NPD8084 Approved
0.5728 Remote Similarity NPD8082 Approved
0.5714 Remote Similarity NPD9433 Approved
0.5714 Remote Similarity NPD9661 Approved
0.5714 Remote Similarity NPD8277 Approved
0.5714 Remote Similarity NPD8393 Approved
0.5696 Remote Similarity NPD574 Approved
0.5679 Remote Similarity NPD7909 Approved
0.5676 Remote Similarity NPD3215 Phase 1
0.5673 Remote Similarity NPD8045 Clinical (unspecified phase)
0.567 Remote Similarity NPD4780 Clinical (unspecified phase)
0.566 Remote Similarity NPD8140 Approved
0.566 Remote Similarity NPD8307 Discontinued
0.5657 Remote Similarity NPD573 Clinical (unspecified phase)
0.5652 Remote Similarity NPD7643 Phase 1
0.5644 Remote Similarity NPD3714 Approved
0.5644 Remote Similarity NPD3713 Approved
0.5644 Remote Similarity NPD3715 Approved
0.5638 Remote Similarity NPD7759 Phase 2
0.5638 Remote Similarity NPD7760 Phase 2
0.5625 Remote Similarity NPD9676 Phase 3
0.5625 Remote Similarity NPD575 Clinical (unspecified phase)
0.5619 Remote Similarity NPD8081 Approved

Structure

External Identifiers

PubChem CID   16216152
ChEMBL   CHEMBL225054
ZINC  

Physicochemical Properties

Molecular Weight:  651.46
ALogP:  -0.0968
MLogP:  3.88
XLogP:  6.606
# Rotatable Bonds:  26
Polar Surface Area:  189.25
# H-Bond Aceptor:  12
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  46

Download Data

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Biological Activities  
Similar NPs/Drugs