Natural Product: NPC124554

Natural Product ID:  NPC124554
Common Name:   Veraguamide D
IUPAC Name:   (3S,6S,9S,12S,13R,16S,19S)-3,16-bis[(2S)-butan-2-yl]-7,12,17-trimethyl-13-pent-4-ynyl-6,9-di(propan-2-yl)-4,14-dioxa-1,7,10,17-tetrazabicyclo[17.3.0]docosane-2,5,8,11,15,18-hexone
Synonyms:   Veraguamide D
Molecular Formula:   C38H62N4O8
Standard InCHIKey:  IAJYQKUPYJPDLQ-QLLVAUIFSA-N
Standard InCHI:  InChI=1S/C38H62N4O8/c1-13-16-17-20-28-26(10)33(43)39-29(22(4)5)35(45)40(11)30(23(6)7)37(47)50-32(25(9)15-3)36(46)42-21-18-19-27(42)34(44)41(12)31(24(8)14-2)38(48)49-28/h1,22-32H,14-21H2,2-12H3,(H,39,43)/t24-,25-,26-,27-,28+,29-,30-,31-,32-/m0/s1
Canonical SMILES:  C#CCCC[C@H]1OC(=O)[C@H]([C@H](CC)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](OC(=O)[C@@H](N(C(=O)[C@@H](N=C([C@H]1C)O)C(C)C)C)C(C)C)[C@H](CC)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
NPO16362 Symploca hydnoides Species Microcoleaceae Bacteria PMID[21446699]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens IC50 = 840 nM 21446699
NPT165 Cell Line HeLa Homo sapiens IC50 = 540 nM 21446699

  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 NPC124554 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 NPC5864
1.0 High Similarity NPC301148
0.9588 High Similarity NPC124549
0.9495 High Similarity NPC67009
0.9485 High Similarity NPC198344
0.9474 High Similarity NPC220234
0.8812 High Similarity NPC323720
0.8738 High Similarity NPC171734
0.8265 Intermediate Similarity NPC62263
0.8265 Intermediate Similarity NPC471098
0.8265 Intermediate Similarity NPC173763
0.8163 Intermediate Similarity NPC474576
0.8061 Intermediate Similarity NPC475801
0.8061 Intermediate Similarity NPC474593
0.7788 Intermediate Similarity NPC475440
0.7523 Intermediate Similarity NPC475637
0.7451 Intermediate Similarity NPC476019
0.7449 Intermediate Similarity NPC472351
0.7407 Intermediate Similarity NPC475149
0.7407 Intermediate Similarity NPC471097
0.7368 Intermediate Similarity NPC477145
0.7368 Intermediate Similarity NPC473741
0.7264 Intermediate Similarity NPC47076
0.7264 Intermediate Similarity NPC134504
0.7255 Intermediate Similarity NPC322966
0.7245 Intermediate Similarity NPC246005
0.7222 Intermediate Similarity NPC475791
0.7222 Intermediate Similarity NPC13175
0.7212 Intermediate Similarity NPC315237
0.7143 Intermediate Similarity NPC23984
0.713 Intermediate Similarity NPC475758
0.7128 Intermediate Similarity NPC178919
0.7128 Intermediate Similarity NPC263281
0.7115 Intermediate Similarity NPC477538
0.7103 Intermediate Similarity NPC473597
0.7083 Intermediate Similarity NPC477238
0.7071 Intermediate Similarity NPC84128
0.7071 Intermediate Similarity NPC53858
0.7069 Intermediate Similarity NPC471202
0.7069 Intermediate Similarity NPC63191
0.7053 Intermediate Similarity NPC86064
0.697 Remote Similarity NPC476302
0.6963 Remote Similarity NPC329761
0.6963 Remote Similarity NPC225648
0.6947 Remote Similarity NPC43219
0.6917 Remote Similarity NPC477237
0.6897 Remote Similarity NPC476875
0.6869 Remote Similarity NPC476156
0.6869 Remote Similarity NPC476117
0.6869 Remote Similarity NPC476243
0.6869 Remote Similarity NPC476137
0.6832 Remote Similarity NPC235078
0.6809 Remote Similarity NPC478256
0.6768 Remote Similarity NPC31756
0.6754 Remote Similarity NPC241394
0.6739 Remote Similarity NPC129666
0.6723 Remote Similarity NPC472536
0.6723 Remote Similarity NPC103391
0.6702 Remote Similarity NPC212866
0.6702 Remote Similarity NPC29598
0.6699 Remote Similarity NPC227051
0.6667 Remote Similarity NPC128303
0.6602 Remote Similarity NPC145748
0.6602 Remote Similarity NPC155670
0.6602 Remote Similarity NPC95478
0.6596 Remote Similarity NPC10716
0.6585 Remote Similarity NPC470652
0.6579 Remote Similarity NPC476877
0.6544 Remote Similarity NPC139326
0.6542 Remote Similarity NPC477729
0.6532 Remote Similarity NPC315188
0.6508 Remote Similarity NPC470654
0.6508 Remote Similarity NPC470653
0.6508 Remote Similarity NPC470650
0.6476 Remote Similarity NPC477539
0.6475 Remote Similarity NPC138775
0.6471 Remote Similarity NPC263493
0.6471 Remote Similarity NPC470783
0.6471 Remote Similarity NPC269398
0.6466 Remote Similarity NPC476876
0.6457 Remote Similarity NPC309525
0.6449 Remote Similarity NPC5620
0.6449 Remote Similarity NPC275715
0.6436 Remote Similarity NPC315535
0.6436 Remote Similarity NPC478017
0.6436 Remote Similarity NPC315131
0.6393 Remote Similarity NPC296043
0.6385 Remote Similarity NPC313657
0.6356 Remote Similarity NPC207820
0.6341 Remote Similarity NPC329216
0.6337 Remote Similarity NPC316242
0.6275 Remote Similarity NPC312315
0.627 Remote Similarity NPC160688
0.6263 Remote Similarity NPC161774
0.6263 Remote Similarity NPC209156
0.6263 Remote Similarity NPC256312
0.6263 Remote Similarity NPC138435
0.6263 Remote Similarity NPC266888
0.6262 Remote Similarity NPC477728
0.625 Remote Similarity NPC471264
0.625 Remote Similarity NPC471265
0.6241 Remote Similarity NPC145113
0.624 Remote Similarity NPC469899
0.6239 Remote Similarity NPC205176
0.6231 Remote Similarity NPC470655
0.6231 Remote Similarity NPC470651
0.6212 Remote Similarity NPC120335
0.62 Remote Similarity NPC327272
0.6187 Remote Similarity NPC161069
0.6162 Remote Similarity NPC141325
0.6154 Remote Similarity NPC475542
0.6139 Remote Similarity NPC476324
0.6139 Remote Similarity NPC476130
0.6131 Remote Similarity NPC68865
0.6121 Remote Similarity NPC188785
0.6099 Remote Similarity NPC209509
0.6087 Remote Similarity NPC470884
0.6087 Remote Similarity NPC98424
0.6087 Remote Similarity NPC476133
0.6087 Remote Similarity NPC178662
0.6087 Remote Similarity NPC92784
0.6084 Remote Similarity NPC240848
0.6081 Remote Similarity NPC297145
0.6081 Remote Similarity NPC197743
0.6071 Remote Similarity NPC38172
0.6069 Remote Similarity NPC162104
0.6061 Remote Similarity NPC196007
0.6061 Remote Similarity NPC214532
0.6061 Remote Similarity NPC76297
0.6047 Remote Similarity NPC50520
0.6038 Remote Similarity NPC477730
0.6028 Remote Similarity NPC476978
0.602 Remote Similarity NPC473985
0.602 Remote Similarity NPC475808
0.602 Remote Similarity NPC474299
0.602 Remote Similarity NPC28348
0.602 Remote Similarity NPC474298
0.6019 Remote Similarity NPC233108
0.5972 Remote Similarity NPC471820
0.5972 Remote Similarity NPC471821
0.5969 Remote Similarity NPC273185
0.5931 Remote Similarity NPC2501
0.5929 Remote Similarity NPC239762
0.5929 Remote Similarity NPC163392
0.5922 Remote Similarity NPC59867
0.5909 Remote Similarity NPC473495
0.5909 Remote Similarity NPC52533
0.5878 Remote Similarity NPC477518
0.5859 Remote Similarity NPC193280
0.5859 Remote Similarity NPC314273
0.5826 Remote Similarity NPC117829
0.582 Remote Similarity NPC296143
0.5816 Remote Similarity NPC268841
0.5816 Remote Similarity NPC307357
0.5816 Remote Similarity NPC46098
0.5811 Remote Similarity NPC122590
0.581 Remote Similarity NPC473984
0.58 Remote Similarity NPC476291
0.58 Remote Similarity NPC476285
0.5794 Remote Similarity NPC284456
0.5794 Remote Similarity NPC6902
0.5786 Remote Similarity NPC127741
0.5785 Remote Similarity NPC471844
0.5784 Remote Similarity NPC126186
0.578 Remote Similarity NPC277918
0.5764 Remote Similarity NPC316008
0.5764 Remote Similarity NPC313867
0.5741 Remote Similarity NPC47135
0.5739 Remote Similarity NPC280066
0.5724 Remote Similarity NPC314358
0.5714 Remote Similarity NPC155230
0.5714 Remote Similarity NPC469597
0.5702 Remote Similarity NPC208537
0.5702 Remote Similarity NPC270005
0.57 Remote Similarity NPC472579
0.57 Remote Similarity NPC322274
0.5694 Remote Similarity NPC52748
0.5694 Remote Similarity NPC314388
0.5694 Remote Similarity NPC315283
0.5691 Remote Similarity NPC15413
0.569 Remote Similarity NPC469739
0.5686 Remote Similarity NPC477643
0.5686 Remote Similarity NPC474403
0.5686 Remote Similarity NPC477641
0.5686 Remote Similarity NPC320865
0.5673 Remote Similarity NPC470782
0.5652 Remote Similarity NPC301010
0.5652 Remote Similarity NPC130309
0.5648 Remote Similarity NPC184473
0.5646 Remote Similarity NPC105717
0.5644 Remote Similarity NPC477642
0.5641 Remote Similarity NPC313821
0.5641 Remote Similarity NPC471843
0.5631 Remote Similarity NPC476248
0.5625 Remote Similarity NPC241294
0.5625 Remote Similarity NPC202722
0.5625 Remote Similarity NPC473819
0.5625 Remote Similarity NPC477644
0.5625 Remote Similarity NPC471845
0.5625 Remote Similarity NPC471846

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC124554 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
0.7129 Intermediate Similarity NPD3723 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD4780 Clinical (unspecified phase)
0.6961 Remote Similarity NPD7760 Phase 2
0.6961 Remote Similarity NPD7759 Phase 2
0.6881 Remote Similarity NPD3715 Approved
0.6881 Remote Similarity NPD3713 Approved
0.6881 Remote Similarity NPD3714 Approved
0.68 Remote Similarity NPD7762 Phase 2
0.68 Remote Similarity NPD7763 Phase 2
0.6792 Remote Similarity NPD4261 Phase 1
0.6727 Remote Similarity NPD8038 Phase 2
0.6702 Remote Similarity NPD7840 Approved
0.6697 Remote Similarity NPD7841 Clinical (unspecified phase)
0.6569 Remote Similarity NPD2683 Discontinued
0.6436 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6436 Remote Similarity NPD7917 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6122 Discontinued
0.6355 Remote Similarity NPD3177 Phase 3
0.633 Remote Similarity NPD2682 Approved
0.623 Remote Similarity NPD8298 Phase 2
0.6126 Remote Similarity NPD6699 Clinical (unspecified phase)
0.6122 Remote Similarity NPD2696 Approved
0.6122 Remote Similarity NPD2695 Approved
0.6122 Remote Similarity NPD2694 Approved
0.6122 Remote Similarity NPD2697 Approved
0.6095 Remote Similarity NPD1125 Discovery
0.6087 Remote Similarity NPD4825 Clinical (unspecified phase)
0.6053 Remote Similarity NPD1784 Approved
0.6048 Remote Similarity NPD7915 Approved
0.6048 Remote Similarity NPD7916 Approved
0.602 Remote Similarity NPD3724 Clinical (unspecified phase)
0.602 Remote Similarity NPD620 Approved
0.5897 Remote Similarity NPD5359 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6937 Approved
0.5865 Remote Similarity NPD8143 Approved
0.5865 Remote Similarity NPD8144 Approved
0.5846 Remote Similarity NPD7652 Discontinued
0.5818 Remote Similarity NPD3176 Clinical (unspecified phase)
0.58 Remote Similarity NPD2220 Clinical (unspecified phase)
0.5794 Remote Similarity NPD1448 Clinical (unspecified phase)
0.5773 Remote Similarity NPD4272 Discontinued
0.5769 Remote Similarity NPD2689 Clinical (unspecified phase)
0.5741 Remote Similarity NPD7345 Approved
0.5727 Remote Similarity NPD5791 Phase 2
0.5726 Remote Similarity NPD4260 Discontinued
0.5701 Remote Similarity NPD612 Discontinued
0.5688 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5686 Remote Similarity NPD2256 Clinical (unspecified phase)
0.5674 Remote Similarity NPD8173 Phase 2
0.5674 Remote Similarity NPD8172 Phase 2
0.5673 Remote Similarity NPD1453 Phase 1
0.566 Remote Similarity NPD4815 Discontinued
0.5657 Remote Similarity NPD2263 Discontinued
0.5645 Remote Similarity NPD8305 Approved
0.5645 Remote Similarity NPD8306 Approved
0.5641 Remote Similarity NPD3190 Approved
0.5641 Remote Similarity NPD3191 Approved
0.5641 Remote Similarity NPD3189 Approved
0.5625 Remote Similarity NPD5193 Discontinued
0.5614 Remote Similarity NPD5792 Clinical (unspecified phase)
0.5603 Remote Similarity NPD8394 Approved

Structure

External Identifiers

PubChem CID   53355450
ChEMBL   CHEMBL1783470
ZINC  

Physicochemical Properties

Molecular Weight:  702.46
ALogP:  -1.8786
MLogP:  4.32
XLogP:  5.012
# Rotatable Bonds:  21
Polar Surface Area:  146.12
# H-Bond Aceptor:  12
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  50

Download Data

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Similar NPs/Drugs