Natural Product: NPC474576

Natural Product ID:  NPC474576
Common Name:   Destruxin B2
IUPAC Name:   (3R,10S,13S,16S,19S)-16-ethyl-10,11,14-trimethyl-3-(2-methylpropyl)-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
Synonyms:   Destruxin B2
Molecular Formula:   C28H47N5O7
Standard InCHIKey:  UXKXVPJYJKKZAL-XANJAXJYSA-N
Standard InCHI:  InChI=1S/C28H47N5O7/c1-9-19-26(37)32(8)23(17(4)5)28(39)31(7)18(6)24(35)29-13-12-22(34)40-21(15-16(2)3)27(38)33-14-10-11-20(33)25(36)30-19/h16-21,23H,9-15H2,1-8H3,(H,29,35)(H,30,36)/t18-,19-,20-,21+,23-/m0/s1
Canonical SMILES:  CC[C@@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@@H](CC(C)C)OC(=O)CCN=C([C@@H](N(C(=O)[C@@H](N(C1=O)C)C(C)C)C)C)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
NPO9967 Metarhizium anisopliae Species Clavicipitaceae Eukaryota PMID[7623030]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT963 Organism Hepatitis B virus Hepatitis B virus IC50 = 0.3 ug/ml 15921431

  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 NPC474576 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
0.9882 High Similarity NPC173763
0.9882 High Similarity NPC62263
0.9882 High Similarity NPC471098
0.9881 High Similarity NPC474593
0.9881 High Similarity NPC475801
0.9022 High Similarity NPC475440
0.8737 High Similarity NPC471097
0.8737 High Similarity NPC475149
0.8723 High Similarity NPC13175
0.8723 High Similarity NPC475791
0.8617 High Similarity NPC475758
0.8469 Intermediate Similarity NPC475637
0.8421 Intermediate Similarity NPC220234
0.8182 Intermediate Similarity NPC323720
0.8163 Intermediate Similarity NPC124554
0.8163 Intermediate Similarity NPC301148
0.8163 Intermediate Similarity NPC5864
0.8081 Intermediate Similarity NPC198344
0.8021 Intermediate Similarity NPC473597
0.8 Intermediate Similarity NPC124549
0.7872 Intermediate Similarity NPC477538
0.7767 Intermediate Similarity NPC67009
0.7767 Intermediate Similarity NPC171734
0.7753 Intermediate Similarity NPC470783
0.7684 Intermediate Similarity NPC476019
0.7667 Intermediate Similarity NPC246005
0.7558 Intermediate Similarity NPC263281
0.7528 Intermediate Similarity NPC31756
0.7444 Intermediate Similarity NPC476117
0.7444 Intermediate Similarity NPC476243
0.7444 Intermediate Similarity NPC476156
0.7444 Intermediate Similarity NPC476137
0.7363 Intermediate Similarity NPC476302
0.7363 Intermediate Similarity NPC475542
0.7356 Intermediate Similarity NPC266888
0.7356 Intermediate Similarity NPC178919
0.7356 Intermediate Similarity NPC256312
0.7356 Intermediate Similarity NPC161774
0.7333 Intermediate Similarity NPC312315
0.7292 Intermediate Similarity NPC322966
0.7283 Intermediate Similarity NPC53858
0.7283 Intermediate Similarity NPC84128
0.7248 Intermediate Similarity NPC471202
0.7248 Intermediate Similarity NPC63191
0.7222 Intermediate Similarity NPC477145
0.7222 Intermediate Similarity NPC473741
0.7176 Intermediate Similarity NPC10716
0.7159 Intermediate Similarity NPC209156
0.7158 Intermediate Similarity NPC477539
0.7126 Intermediate Similarity NPC214532
0.7126 Intermediate Similarity NPC76297
0.7126 Intermediate Similarity NPC196007
0.7093 Intermediate Similarity NPC29598
0.7093 Intermediate Similarity NPC212866
0.7079 Intermediate Similarity NPC327272
0.7064 Intermediate Similarity NPC476875
0.6981 Remote Similarity NPC128303
0.6966 Remote Similarity NPC126186
0.6961 Remote Similarity NPC134504
0.6961 Remote Similarity NPC47076
0.6939 Remote Similarity NPC275715
0.6923 Remote Similarity NPC59867
0.6916 Remote Similarity NPC241394
0.69 Remote Similarity NPC315237
0.6818 Remote Similarity NPC478256
0.6813 Remote Similarity NPC470782
0.6729 Remote Similarity NPC476877
0.6698 Remote Similarity NPC188785
0.6667 Remote Similarity NPC477238
0.6638 Remote Similarity NPC469899
0.6606 Remote Similarity NPC476876
0.6598 Remote Similarity NPC472351
0.6562 Remote Similarity NPC178662
0.6562 Remote Similarity NPC98424
0.6562 Remote Similarity NPC92784
0.6562 Remote Similarity NPC470884
0.6562 Remote Similarity NPC476133
0.6556 Remote Similarity NPC470781
0.6552 Remote Similarity NPC128005
0.6552 Remote Similarity NPC84182
0.6525 Remote Similarity NPC315188
0.6517 Remote Similarity NPC322274
0.6496 Remote Similarity NPC477237
0.6495 Remote Similarity NPC235078
0.6484 Remote Similarity NPC471264
0.6484 Remote Similarity NPC471265
0.6458 Remote Similarity NPC23984
0.6444 Remote Similarity NPC476285
0.6435 Remote Similarity NPC103391
0.6435 Remote Similarity NPC472536
0.6429 Remote Similarity NPC155670
0.6429 Remote Similarity NPC145748
0.6429 Remote Similarity NPC95478
0.6413 Remote Similarity NPC43219
0.6413 Remote Similarity NPC138435
0.6392 Remote Similarity NPC184473
0.6381 Remote Similarity NPC117829
0.6364 Remote Similarity NPC227051
0.6364 Remote Similarity NPC287693
0.6344 Remote Similarity NPC86064
0.6316 Remote Similarity NPC209509
0.6304 Remote Similarity NPC141325
0.6303 Remote Similarity NPC470652
0.6277 Remote Similarity NPC476324
0.6277 Remote Similarity NPC476130
0.6264 Remote Similarity NPC476291
0.625 Remote Similarity NPC160661
0.6239 Remote Similarity NPC296043
0.6237 Remote Similarity NPC320221
0.623 Remote Similarity NPC470653
0.623 Remote Similarity NPC470650
0.623 Remote Similarity NPC470654
0.6224 Remote Similarity NPC284456
0.6224 Remote Similarity NPC6902
0.6212 Remote Similarity NPC269398
0.6212 Remote Similarity NPC263493
0.6207 Remote Similarity NPC243964
0.6195 Remote Similarity NPC207820
0.619 Remote Similarity NPC301010
0.6186 Remote Similarity NPC329216
0.6179 Remote Similarity NPC309525
0.6176 Remote Similarity NPC240848
0.6176 Remote Similarity NPC52533
0.6176 Remote Similarity NPC473495
0.6154 Remote Similarity NPC314273
0.6154 Remote Similarity NPC193280
0.6146 Remote Similarity NPC233108
0.6136 Remote Similarity NPC57420
0.6132 Remote Similarity NPC280066
0.6117 Remote Similarity NPC155230
0.6116 Remote Similarity NPC160688
0.6075 Remote Similarity NPC469739
0.6074 Remote Similarity NPC5620
0.6071 Remote Similarity NPC205176
0.6067 Remote Similarity NPC128559
0.6064 Remote Similarity NPC476248
0.6044 Remote Similarity NPC306696
0.6042 Remote Similarity NPC472594
0.5979 Remote Similarity NPC37681
0.596 Remote Similarity NPC314466
0.5957 Remote Similarity NPC29326
0.5952 Remote Similarity NPC470651
0.5952 Remote Similarity NPC470655
0.5942 Remote Similarity NPC471821
0.5942 Remote Similarity NPC471820
0.5913 Remote Similarity NPC296143
0.5905 Remote Similarity NPC477729
0.5899 Remote Similarity NPC129666
0.5888 Remote Similarity NPC38172
0.5887 Remote Similarity NPC50520
0.5862 Remote Similarity NPC473599
0.5843 Remote Similarity NPC105297
0.584 Remote Similarity NPC477518
0.5833 Remote Similarity NPC473819
0.5833 Remote Similarity NPC472595
0.5816 Remote Similarity NPC325902
0.5816 Remote Similarity NPC316242
0.5816 Remote Similarity NPC162104
0.5814 Remote Similarity NPC120335
0.5809 Remote Similarity NPC139326
0.5806 Remote Similarity NPC273185
0.5789 Remote Similarity NPC477643
0.5789 Remote Similarity NPC320865
0.5789 Remote Similarity NPC477641
0.5778 Remote Similarity NPC145658
0.5769 Remote Similarity NPC477728
0.5758 Remote Similarity NPC478017
0.5758 Remote Similarity NPC315131
0.5758 Remote Similarity NPC315535
0.5755 Remote Similarity NPC329761
0.5755 Remote Similarity NPC225648
0.575 Remote Similarity NPC259586
0.5746 Remote Similarity NPC68865
0.5745 Remote Similarity NPC477642
0.5736 Remote Similarity NPC313657
0.573 Remote Similarity NPC314510
0.573 Remote Similarity NPC477644
0.5728 Remote Similarity NPC277918
0.5727 Remote Similarity NPC313821
0.5724 Remote Similarity NPC297145
0.5724 Remote Similarity NPC197743
0.5714 Remote Similarity NPC324506
0.5702 Remote Similarity NPC222481
0.5702 Remote Similarity NPC470621
0.5702 Remote Similarity NPC265094
0.569 Remote Similarity NPC271562
0.5683 Remote Similarity NPC262077
0.5682 Remote Similarity NPC327748
0.5682 Remote Similarity NPC321468
0.5678 Remote Similarity NPC251122
0.5657 Remote Similarity NPC191774
0.5652 Remote Similarity NPC52748
0.5652 Remote Similarity NPC476978
0.5648 Remote Similarity NPC270005
0.5648 Remote Similarity NPC208537
0.5643 Remote Similarity NPC145113
0.5641 Remote Similarity NPC15413
0.5638 Remote Similarity NPC472579
0.5638 Remote Similarity NPC28348
0.5638 Remote Similarity NPC474298

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474576 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
0.7717 Intermediate Similarity NPD7760 Phase 2
0.7717 Intermediate Similarity NPD7759 Phase 2
0.7556 Intermediate Similarity NPD7762 Phase 2
0.7556 Intermediate Similarity NPD7763 Phase 2
0.75 Intermediate Similarity NPD4261 Phase 1
0.75 Intermediate Similarity NPD4780 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD2683 Discontinued
0.7228 Intermediate Similarity NPD8038 Phase 2
0.7212 Intermediate Similarity NPD6122 Discontinued
0.7188 Intermediate Similarity NPD3177 Phase 3
0.7158 Intermediate Similarity NPD3723 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1125 Discovery
0.7093 Intermediate Similarity NPD7840 Approved
0.703 Intermediate Similarity NPD7841 Clinical (unspecified phase)
0.6893 Remote Similarity NPD3713 Approved
0.6893 Remote Similarity NPD3714 Approved
0.6893 Remote Similarity NPD3715 Approved
0.6449 Remote Similarity NPD6120 Clinical (unspecified phase)
0.6444 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6429 Remote Similarity NPD9577 Approved
0.6333 Remote Similarity NPD620 Approved
0.6311 Remote Similarity NPD2682 Approved
0.63 Remote Similarity NPD5791 Phase 2
0.6264 Remote Similarity NPD9649 Approved
0.6263 Remote Similarity NPD3733 Clinical (unspecified phase)
0.625 Remote Similarity NPD6937 Approved
0.625 Remote Similarity NPD6699 Clinical (unspecified phase)
0.625 Remote Similarity NPD4815 Discontinued
0.6211 Remote Similarity NPD2689 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3724 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5792 Clinical (unspecified phase)
0.6105 Remote Similarity NPD1453 Phase 1
0.6087 Remote Similarity NPD2694 Approved
0.6087 Remote Similarity NPD2697 Approved
0.6087 Remote Similarity NPD2695 Approved
0.6087 Remote Similarity NPD2696 Approved
0.6055 Remote Similarity NPD4825 Clinical (unspecified phase)
0.6044 Remote Similarity NPD322 Phase 1
0.6019 Remote Similarity NPD1784 Approved
0.6017 Remote Similarity NPD7916 Approved
0.6017 Remote Similarity NPD7915 Approved
0.5922 Remote Similarity NPD3176 Clinical (unspecified phase)
0.5882 Remote Similarity NPD1456 Approved
0.5877 Remote Similarity NPD1385 Discontinued
0.5859 Remote Similarity NPD9578 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4829 Discontinued
0.5806 Remote Similarity NPD7652 Discontinued
0.5789 Remote Similarity NPD2256 Clinical (unspecified phase)
0.5765 Remote Similarity NPD4276 Approved
0.5765 Remote Similarity NPD4277 Approved
0.5758 Remote Similarity NPD7917 Clinical (unspecified phase)
0.5758 Remote Similarity NPD7918 Clinical (unspecified phase)
0.5727 Remote Similarity NPD3190 Approved
0.5727 Remote Similarity NPD3191 Approved
0.5727 Remote Similarity NPD3189 Approved
0.5714 Remote Similarity NPD5359 Clinical (unspecified phase)
0.5686 Remote Similarity NPD882 Phase 2
0.5686 Remote Similarity NPD883 Phase 2
0.5678 Remote Similarity NPD1805 Phase 2
0.5678 Remote Similarity NPD1804 Phase 2
0.5667 Remote Similarity NPD8298 Phase 2
0.5657 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5657 Remote Similarity NPD3160 Suspended
0.5647 Remote Similarity NPD9419 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7844 Discontinued
0.5632 Remote Similarity NPD9425 Approved
0.5625 Remote Similarity NPD4797 Approved
0.5625 Remote Similarity NPD4798 Approved
0.561 Remote Similarity NPD1773 Discontinued
0.5607 Remote Similarity NPD1782 Approved
0.5603 Remote Similarity NPD1428 Phase 2

Structure

External Identifiers

PubChem CID   44575687
ChEMBL   CHEMBL474467
ZINC  

Physicochemical Properties

Molecular Weight:  565.35
ALogP:  -2.2658
MLogP:  3.22
XLogP:  1.906
# Rotatable Bonds:  14
Polar Surface Area:  152.41
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  40

Download Data

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