Natural Product: NPC46022

Natural Product ID:  NPC46022
Common Name:   Agelastatin D
IUPAC Name:  
Synonyms:   (-)-Agelastatin A; Agelastatin D
Molecular Formula:   C11H11BrN4O3
Standard InCHIKey:  AMKORUFKJJIBRU-GIDNPQMSSA-N
Standard InCHI:  InChI=1S/C11H11BrN4O3/c12-6-2-1-4-9(17)13-7-5(16(4)6)3-11(19)8(7)14-10(18)15-11/h1-2,5,7-8,19H,3H2,(H,13,17)(H2,14,15,18)/t5-,7-,8+,11+/m1/s1
Canonical SMILES:  OC1=N[C@@H]2[C@@](N1)(O)C[C@@H]1[C@H]2NC(=O)c2n1c(Br)cc2
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
NPO32698 cymbastela sp. Species Axinellidae Eukaryota PMID[9461668]
NPO19163 Agelas dendromorpha Species Agelasidae Eukaryota PMID[20166736]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens EC50 = 13700 nM PubChem BioAssay data set
NPT2 Others Unspecified EC50 = 13200 nM 18831569
NPT2 Others Unspecified EC50 = 29000 nM 21035332
NPT6451 Organism Artemia franciscana Artemia franciscana LC50 = 1.7 ppm PubChem BioAssay data set
NPT3061 Organism Diabrotica undecimpunctata Diabrotica undecimpunctata LC50 = 32 ug/ml 15497938
NPT3061 Organism Diabrotica undecimpunctata Diabrotica undecimpunctata LC50 = 37 ug/ml 21232949
NPT2 Others Unspecified EC50 = 91100 nM 22472691
NPT2779 Organism Spodoptera exigua Spodoptera exigua LC50 = 26 ug/ml 12027764
NPT2779 Organism Spodoptera exigua Spodoptera exigua LC50 = 20.3 ug/ml 12502316

  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 NPC46022 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
0.988 High Similarity NPC112489
0.948 High Similarity NPC46811
0.858 High Similarity NPC476418
0.8506 High Similarity NPC136441
0.8343 Intermediate Similarity NPC97106
0.8324 Intermediate Similarity NPC469814
0.8314 Intermediate Similarity NPC474383
0.8023 Intermediate Similarity NPC27296
0.8023 Intermediate Similarity NPC28096
0.8023 Intermediate Similarity NPC476421
0.8023 Intermediate Similarity NPC227489
0.8012 Intermediate Similarity NPC474236
0.7921 Intermediate Similarity NPC226835
0.7914 Intermediate Similarity NPC476413
0.7877 Intermediate Similarity NPC80528
0.7872 Intermediate Similarity NPC476414
0.7841 Intermediate Similarity NPC206148
0.7637 Intermediate Similarity NPC37268
0.7627 Intermediate Similarity NPC473706
0.7624 Intermediate Similarity NPC54214
0.7527 Intermediate Similarity NPC184932
0.7527 Intermediate Similarity NPC472861
0.75 Intermediate Similarity NPC9635
0.746 Intermediate Similarity NPC63571
0.7444 Intermediate Similarity NPC306160
0.7421 Intermediate Similarity NPC310633
0.7407 Intermediate Similarity NPC476423
0.7399 Intermediate Similarity NPC260041
0.7368 Intermediate Similarity NPC111566
0.7262 Intermediate Similarity NPC20021
0.7231 Intermediate Similarity NPC19342
0.7216 Intermediate Similarity NPC210123
0.7158 Intermediate Similarity NPC73687
0.7136 Intermediate Similarity NPC19696
0.7136 Intermediate Similarity NPC136957
0.7129 Intermediate Similarity NPC469717
0.7118 Intermediate Similarity NPC150592
0.7114 Intermediate Similarity NPC469716
0.7108 Intermediate Similarity NPC476524
0.7035 Intermediate Similarity NPC174281
0.7035 Intermediate Similarity NPC475286
0.7027 Intermediate Similarity NPC2414
0.7021 Intermediate Similarity NPC271927
0.7016 Intermediate Similarity NPC40530
0.7016 Intermediate Similarity NPC314281
0.6906 Remote Similarity NPC109158
0.69 Remote Similarity NPC476526
0.69 Remote Similarity NPC329765
0.69 Remote Similarity NPC48117
0.6898 Remote Similarity NPC474696
0.6878 Remote Similarity NPC469976
0.686 Remote Similarity NPC476525
0.6813 Remote Similarity NPC472260
0.681 Remote Similarity NPC469715
0.6769 Remote Similarity NPC270834
0.6758 Remote Similarity NPC52110
0.6733 Remote Similarity NPC77061
0.6684 Remote Similarity NPC476419
0.6667 Remote Similarity NPC476527
0.658 Remote Similarity NPC66642
0.6559 Remote Similarity NPC298288
0.6517 Remote Similarity NPC472288
0.6492 Remote Similarity NPC233380
0.6471 Remote Similarity NPC33229
0.6453 Remote Similarity NPC243716
0.6436 Remote Similarity NPC142688
0.6422 Remote Similarity NPC475736
0.6419 Remote Similarity NPC473218
0.6419 Remote Similarity NPC470702
0.6419 Remote Similarity NPC471193
0.6419 Remote Similarity NPC471194
0.6404 Remote Similarity NPC291517
0.6389 Remote Similarity NPC470703
0.6316 Remote Similarity NPC477004
0.6313 Remote Similarity NPC23215
0.6296 Remote Similarity NPC72956
0.6291 Remote Similarity NPC471191
0.6287 Remote Similarity NPC133003
0.6284 Remote Similarity NPC50562
0.6268 Remote Similarity NPC474389
0.6267 Remote Similarity NPC6865
0.6267 Remote Similarity NPC153980
0.6256 Remote Similarity NPC67658
0.6238 Remote Similarity NPC21429
0.6238 Remote Similarity NPC474767
0.6232 Remote Similarity NPC188821
0.6232 Remote Similarity NPC474180
0.6215 Remote Similarity NPC71236
0.6211 Remote Similarity NPC209362
0.6182 Remote Similarity NPC177996
0.6182 Remote Similarity NPC147983
0.6182 Remote Similarity NPC471192
0.6178 Remote Similarity NPC74357
0.617 Remote Similarity NPC13432
0.6169 Remote Similarity NPC91179
0.6167 Remote Similarity NPC156003
0.6146 Remote Similarity NPC213914
0.6146 Remote Similarity NPC17059
0.6143 Remote Similarity NPC474195
0.6131 Remote Similarity NPC469529
0.6127 Remote Similarity NPC311282
0.6114 Remote Similarity NPC171317
0.6111 Remote Similarity NPC270918
0.6108 Remote Similarity NPC470205
0.6099 Remote Similarity NPC168209
0.6098 Remote Similarity NPC94752
0.6096 Remote Similarity NPC467188
0.6095 Remote Similarity NPC179701
0.6095 Remote Similarity NPC292361
0.6093 Remote Similarity NPC473376
0.6089 Remote Similarity NPC243633
0.6089 Remote Similarity NPC175150
0.6087 Remote Similarity NPC324091
0.6078 Remote Similarity NPC477003
0.6078 Remote Similarity NPC228835
0.6071 Remote Similarity NPC272174
0.607 Remote Similarity NPC15573
0.607 Remote Similarity NPC183662
0.607 Remote Similarity NPC217372
0.6066 Remote Similarity NPC262898
0.6064 Remote Similarity NPC302159
0.6062 Remote Similarity NPC476817
0.6053 Remote Similarity NPC473878
0.605 Remote Similarity NPC186068
0.604 Remote Similarity NPC219336
0.604 Remote Similarity NPC265710
0.604 Remote Similarity NPC11126
0.6039 Remote Similarity NPC213629
0.6035 Remote Similarity NPC474196
0.6032 Remote Similarity NPC105811
0.6032 Remote Similarity NPC100726
0.6029 Remote Similarity NPC159125
0.6028 Remote Similarity NPC471944
0.6011 Remote Similarity NPC292434
0.6011 Remote Similarity NPC167200
0.6011 Remote Similarity NPC138596
0.6011 Remote Similarity NPC200397
0.6011 Remote Similarity NPC64661
0.6011 Remote Similarity NPC14448
0.6011 Remote Similarity NPC195704
0.6011 Remote Similarity NPC98156
0.601 Remote Similarity NPC16659
0.6 Remote Similarity NPC161861
0.6 Remote Similarity NPC320968
0.5991 Remote Similarity NPC64216
0.599 Remote Similarity NPC473380
0.599 Remote Similarity NPC240088
0.5979 Remote Similarity NPC212742
0.5978 Remote Similarity NPC313823
0.5973 Remote Similarity NPC474896
0.5972 Remote Similarity NPC317701
0.5969 Remote Similarity NPC471655
0.5969 Remote Similarity NPC253687
0.5968 Remote Similarity NPC12831
0.5968 Remote Similarity NPC244087
0.5968 Remote Similarity NPC286529
0.5968 Remote Similarity NPC74928
0.5968 Remote Similarity NPC3698
0.5968 Remote Similarity NPC209281
0.5968 Remote Similarity NPC302717
0.5968 Remote Similarity NPC59839
0.5968 Remote Similarity NPC97230
0.5968 Remote Similarity NPC205604
0.5968 Remote Similarity NPC169308
0.5968 Remote Similarity NPC129753
0.5968 Remote Similarity NPC48171
0.5968 Remote Similarity NPC77582
0.5949 Remote Similarity NPC474492
0.5947 Remote Similarity NPC220851
0.5947 Remote Similarity NPC31097
0.5946 Remote Similarity NPC54744
0.5946 Remote Similarity NPC282247
0.5941 Remote Similarity NPC151635
0.5939 Remote Similarity NPC274981
0.5939 Remote Similarity NPC162268
0.5935 Remote Similarity NPC268744
0.5935 Remote Similarity NPC293917
0.5935 Remote Similarity NPC201266
0.5935 Remote Similarity NPC237414
0.5935 Remote Similarity NPC220797
0.5935 Remote Similarity NPC474318
0.5935 Remote Similarity NPC475914
0.5935 Remote Similarity NPC153123
0.5931 Remote Similarity NPC69843
0.592 Remote Similarity NPC288074
0.5918 Remote Similarity NPC470680
0.5918 Remote Similarity NPC100104
0.5914 Remote Similarity NPC85443
0.5913 Remote Similarity NPC473946
0.5907 Remote Similarity NPC77241
0.5907 Remote Similarity NPC269203
0.5907 Remote Similarity NPC251391
0.5907 Remote Similarity NPC312860
0.5907 Remote Similarity NPC166209
0.5907 Remote Similarity NPC13456
0.5894 Remote Similarity NPC474258
0.5894 Remote Similarity NPC241025
0.5885 Remote Similarity NPC209917
0.588 Remote Similarity NPC89987
0.588 Remote Similarity NPC475506

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC46022 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
0.7157 Intermediate Similarity NPD2289 Phase 3
0.7157 Intermediate Similarity NPD2290 Phase 3
0.6818 Remote Similarity NPD5686 Approved
0.6818 Remote Similarity NPD5685 Approved
0.6749 Remote Similarity NPD7459 Phase 2
0.6732 Remote Similarity NPD7817 Phase 1
0.6633 Remote Similarity NPD1783 Clinical (unspecified phase)
0.663 Remote Similarity NPD510 Phase 1
0.6566 Remote Similarity NPD1096 Discontinued
0.6541 Remote Similarity NPD9343 Clinical (unspecified phase)
0.649 Remote Similarity NPD5017 Discontinued
0.6453 Remote Similarity NPD5592 Clinical (unspecified phase)
0.6398 Remote Similarity NPD8169 Discontinued
0.6378 Remote Similarity NPD4736 Clinical (unspecified phase)
0.6355 Remote Similarity NPD3968 Approved
0.6338 Remote Similarity NPD3411 Phase 2
0.6338 Remote Similarity NPD3410 Approved
0.6333 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6321 Remote Similarity NPD1568 Clinical (unspecified phase)
0.6308 Remote Similarity NPD1573 Approved
0.6308 Remote Similarity NPD1575 Approved
0.6291 Remote Similarity NPD4559 Clinical (unspecified phase)
0.6256 Remote Similarity NPD7727 Phase 2
0.6244 Remote Similarity NPD8114 Approved
0.6244 Remote Similarity NPD8115 Approved
0.6226 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6215 Remote Similarity NPD3967 Approved
0.6205 Remote Similarity NPD7716 Approved
0.6205 Remote Similarity NPD7717 Approved
0.6186 Remote Similarity NPD1631 Approved
0.6182 Remote Similarity NPD3353 Approved
0.6179 Remote Similarity NPD6837 Clinical (unspecified phase)
0.6175 Remote Similarity NPD569 Clinical (unspecified phase)
0.6154 Remote Similarity NPD460 Discontinued
0.6154 Remote Similarity NPD5274 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5643 Phase 2
0.61 Remote Similarity NPD2367 Phase 2
0.6098 Remote Similarity NPD7026 Phase 2
0.6096 Remote Similarity NPD175 Clinical (unspecified phase)
0.6089 Remote Similarity NPD1618 Phase 2
0.6083 Remote Similarity NPD7232 Discontinued
0.6065 Remote Similarity NPD7568 Phase 1
0.6062 Remote Similarity NPD6173 Approved
0.6055 Remote Similarity NPD7704 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5510 Approved
0.6054 Remote Similarity NPD1623 Approved
0.6044 Remote Similarity NPD272 Approved
0.604 Remote Similarity NPD2590 Clinical (unspecified phase)
0.6038 Remote Similarity NPD2947 Clinical (unspecified phase)
0.6037 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6031 Remote Similarity NPD1630 Approved
0.6028 Remote Similarity NPD4963 Approved
0.6028 Remote Similarity NPD4962 Approved
0.6026 Remote Similarity NPD3360 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6019 Remote Similarity NPD3247 Clinical (unspecified phase)
0.6018 Remote Similarity NPD5001 Clinical (unspecified phase)
0.6009 Remote Similarity NPD4959 Approved
0.6009 Remote Similarity NPD4960 Approved
0.6009 Remote Similarity NPD2442 Approved
0.6009 Remote Similarity NPD2443 Approved
0.6 Remote Similarity NPD2004 Clinical (unspecified phase)
0.6 Remote Similarity NPD6210 Phase 3
0.5991 Remote Similarity NPD6753 Phase 1
0.5991 Remote Similarity NPD2547 Discontinued
0.5991 Remote Similarity NPD1952 Discontinued
0.5991 Remote Similarity NPD6752 Phase 1
0.599 Remote Similarity NPD3246 Discontinued
0.5982 Remote Similarity NPD6578 Clinical (unspecified phase)
0.5982 Remote Similarity NPD1600 Suspended
0.5981 Remote Similarity NPD4961 Approved
0.5981 Remote Similarity NPD1658 Discontinued
0.598 Remote Similarity NPD3178 Discontinued
0.5978 Remote Similarity NPD1031 Discontinued
0.5972 Remote Similarity NPD7619 Phase 3
0.5972 Remote Similarity NPD7618 Phase 3
0.5971 Remote Similarity NPD2814 Clinical (unspecified phase)
0.597 Remote Similarity NPD5322 Clinical (unspecified phase)
0.5963 Remote Similarity NPD1506 Discontinued
0.5962 Remote Similarity NPD5016 Approved
0.5961 Remote Similarity NPD3079 Approved
0.5961 Remote Similarity NPD3077 Approved
0.5961 Remote Similarity NPD3076 Approved
0.5961 Remote Similarity NPD3078 Approved
0.596 Remote Similarity NPD438 Approved
0.596 Remote Similarity NPD439 Approved
0.5956 Remote Similarity NPD5199 Approved
0.5956 Remote Similarity NPD5198 Approved
0.5953 Remote Similarity NPD5333 Clinical (unspecified phase)
0.5945 Remote Similarity NPD2130 Discontinued
0.5945 Remote Similarity NPD6288 Clinical (unspecified phase)
0.5942 Remote Similarity NPD5809 Phase 3
0.5939 Remote Similarity NPD5887 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8406 Clinical (unspecified phase)
0.5936 Remote Similarity NPD6486 Approved
0.5936 Remote Similarity NPD6487 Approved
0.5935 Remote Similarity NPD7308 Discontinued
0.5935 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6579 Phase 2
0.5926 Remote Similarity NPD3773 Approved
0.5926 Remote Similarity NPD3775 Approved
0.5926 Remote Similarity NPD3774 Approved
0.5922 Remote Similarity NPD7482 Phase 2
0.5922 Remote Similarity NPD7483 Phase 2
0.592 Remote Similarity NPD750 Phase 2
0.592 Remote Similarity NPD1037 Clinical (unspecified phase)
0.5919 Remote Similarity NPD7971 Clinical (unspecified phase)
0.5919 Remote Similarity NPD7970 Approved
0.5915 Remote Similarity NPD1174 Phase 2
0.5915 Remote Similarity NPD6664 Approved
0.5913 Remote Similarity NPD4988 Discontinued
0.5913 Remote Similarity NPD6165 Phase 2
0.5913 Remote Similarity NPD6164 Phase 2
0.5909 Remote Similarity NPD2819 Clinical (unspecified phase)
0.5907 Remote Similarity NPD180 Clinical (unspecified phase)
0.589 Remote Similarity NPD4415 Approved
0.589 Remote Similarity NPD6328 Clinical (unspecified phase)
0.5885 Remote Similarity NPD6369 Clinical (unspecified phase)
0.5882 Remote Similarity NPD9599 Approved
0.5882 Remote Similarity NPD1587 Approved
0.5877 Remote Similarity NPD6665 Discontinued
0.5877 Remote Similarity NPD5973 Phase 2
0.5877 Remote Similarity NPD5974 Approved
0.5876 Remote Similarity NPD2061 Approved
0.587 Remote Similarity NPD8289 Discontinued
0.5869 Remote Similarity NPD7027 Phase 3
0.5867 Remote Similarity NPD2787 Clinical (unspecified phase)
0.5864 Remote Similarity NPD7665 Phase 2
0.5864 Remote Similarity NPD7666 Phase 3
0.5856 Remote Similarity NPD8013 Clinical (unspecified phase)
0.5854 Remote Similarity NPD3989 Phase 3
0.5854 Remote Similarity NPD1643 Phase 3
0.5853 Remote Similarity NPD6268 Phase 1
0.5853 Remote Similarity NPD6269 Clinical (unspecified phase)
0.5852 Remote Similarity NPD9598 Discontinued
0.5845 Remote Similarity NPD721 Approved
0.5841 Remote Similarity NPD6470 Phase 3
0.5837 Remote Similarity NPD2408 Discontinued
0.5837 Remote Similarity NPD5935 Discontinued
0.5837 Remote Similarity NPD4520 Approved
0.5837 Remote Similarity NPD3856 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3041 Approved
0.5833 Remote Similarity NPD2912 Approved
0.5833 Remote Similarity NPD2911 Approved
0.5825 Remote Similarity NPD2603 Clinical (unspecified phase)
0.5825 Remote Similarity NPD3990 Phase 3
0.5822 Remote Similarity NPD7543 Phase 2
0.5819 Remote Similarity NPD1571 Phase 2
0.5818 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5814 Remote Similarity NPD7204 Clinical (unspecified phase)
0.5813 Remote Similarity NPD4883 Approved
0.5813 Remote Similarity NPD482 Approved
0.5811 Remote Similarity NPD7809 Clinical (unspecified phase)
0.5811 Remote Similarity NPD7998 Clinical (unspecified phase)
0.581 Remote Similarity NPD1250 Clinical (unspecified phase)
0.5808 Remote Similarity NPD6209 Approved
0.5806 Remote Similarity NPD201 Phase 2
0.5806 Remote Similarity NPD200 Phase 2
0.5803 Remote Similarity NPD971 Clinical (unspecified phase)
0.5802 Remote Similarity NPD7098 Clinical (unspecified phase)
0.58 Remote Similarity NPD4174 Clinical (unspecified phase)
0.5799 Remote Similarity NPD5426 Phase 3
0.5798 Remote Similarity NPD2222 Discontinued
0.5796 Remote Similarity NPD8000 Clinical (unspecified phase)
0.5794 Remote Similarity NPD7818 Clinical (unspecified phase)
0.5789 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5789 Remote Similarity NPD645 Clinical (unspecified phase)
0.5787 Remote Similarity NPD6249 Phase 2
0.5787 Remote Similarity NPD2405 Phase 3
0.5787 Remote Similarity NPD6248 Phase 2
0.5787 Remote Similarity NPD6999 Discontinued
0.5787 Remote Similarity NPD7000 Clinical (unspecified phase)
0.5781 Remote Similarity NPD979 Approved
0.5775 Remote Similarity NPD1173 Approved
0.5773 Remote Similarity NPD6271 Approved
0.5773 Remote Similarity NPD2128 Phase 1
0.5769 Remote Similarity NPD8106 Phase 2
0.5767 Remote Similarity NPD5446 Phase 2
0.5761 Remote Similarity NPD4887 Discontinued
0.576 Remote Similarity NPD5461 Discontinued
0.5759 Remote Similarity NPD7594 Clinical (unspecified phase)
0.5751 Remote Similarity NPD7887 Approved
0.5751 Remote Similarity NPD7888 Approved
0.5748 Remote Similarity NPD5853 Phase 3
0.5748 Remote Similarity NPD5855 Phase 3
0.5745 Remote Similarity NPD1572 Phase 2
0.5743 Remote Similarity NPD4024 Phase 3
0.5742 Remote Similarity NPD6557 Phase 2
0.5741 Remote Similarity NPD772 Phase 3
0.5741 Remote Similarity NPD1982 Phase 1
0.5735 Remote Similarity NPD1284 Clinical (unspecified phase)
0.5735 Remote Similarity NPD1586 Approved
0.5735 Remote Similarity NPD1657 Approved
0.5735 Remote Similarity NPD4334 Discontinued
0.5734 Remote Similarity NPD4459 Clinical (unspecified phase)
0.5734 Remote Similarity NPD4458 Phase 2
0.5733 Remote Similarity NPD4341 Clinical (unspecified phase)
0.5733 Remote Similarity NPD7557 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6771 Discontinued
0.5728 Remote Similarity NPD4376 Phase 3

Structure

External Identifiers

PubChem CID   177418
ChEMBL   CHEMBL517037
ZINC  

Physicochemical Properties

Molecular Weight:  326.00
ALogP:  -0.9425
MLogP:  1.79
XLogP:  0.479
# Rotatable Bonds:  3
Polar Surface Area:  98.88
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  19

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Biological Activities  
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