Natural Product: NPC476521

Natural Product ID:  NPC476521
Common Name:   Agelasine K
IUPAC Name:   7-[(E)-5-[(1S,2R,4aS,5R,8aR)-1,2,4a,5-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl]-9-methylpurin-9-ium-6-amine
Synonyms:   Agelasine K
Molecular Formula:   C26H40N5.ClH
Standard InCHIKey:  NYUONCLCDKKMEH-FFMPZKDESA-M
Standard InCHI:  InChI=1S/C26H40N5.ClH/c1-18(12-15-31-17-30(6)24-22(31)23(27)28-16-29-24)10-13-25(4)20(3)11-14-26(5)19(2)8-7-9-21(25)26;/h7-8,12,16-17,19-21H,9-11,13-15H2,1-6H3,(H2,27,28,29);1H/q+1;/p-1/b18-12+;/t19-,20-,21-,25+,26+;/m1./s1
Canonical SMILES:  C/C(=CCn1c[n+](c2c1c(N)ncn2)C)/CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CC=C[C@H]2C)C.[Cl-]
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
NPO33672 Agelas cf. mauritiana Species Agelasidae Eukaryota the northern Guadalcanal coast in the Solomon Islands, at 18-30 m 2004-JUN PMID[18572964]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1225 Organism Plasmodium falciparum (isolate FcB1 / Columbia) Plasmodium falciparum FcB1/Columbia IC50 = 8300 nM 18572964
NPT83 Cell Line MCF7 Homo sapiens IC50 = 30000 nM 18572964

  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 NPC476521 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
0.9924 High Similarity NPC476522
0.9924 High Similarity NPC476013
0.9924 High Similarity NPC474986
0.9774 High Similarity NPC476520
0.9699 High Similarity NPC476433
0.9699 High Similarity NPC476528
0.9697 High Similarity NPC470266
0.9621 High Similarity NPC296437
0.9416 High Similarity NPC476408
0.8973 High Similarity NPC472832
0.8973 High Similarity NPC18308
0.8936 High Similarity NPC244700
0.8828 High Similarity NPC472834
0.8767 High Similarity NPC472833
0.8392 Intermediate Similarity NPC217656
0.825 Intermediate Similarity NPC473585
0.8082 Intermediate Similarity NPC89139
0.7939 Intermediate Similarity NPC265111
0.7045 Intermediate Similarity NPC174114
0.7045 Intermediate Similarity NPC87981
0.6941 Remote Similarity NPC317054
0.6883 Remote Similarity NPC167285
0.6774 Remote Similarity NPC76544
0.6774 Remote Similarity NPC226184
0.6755 Remote Similarity NPC57279
0.6705 Remote Similarity NPC164845
0.6522 Remote Similarity NPC476564
0.6522 Remote Similarity NPC18335
0.6405 Remote Similarity NPC104011
0.637 Remote Similarity NPC68938
0.6329 Remote Similarity NPC33996
0.6294 Remote Similarity NPC4837
0.6294 Remote Similarity NPC312187
0.6289 Remote Similarity NPC129756
0.6272 Remote Similarity NPC239737
0.6201 Remote Similarity NPC477119
0.6196 Remote Similarity NPC313514
0.6176 Remote Similarity NPC476219
0.6149 Remote Similarity NPC317821
0.6108 Remote Similarity NPC150853
0.609 Remote Similarity NPC246193
0.6089 Remote Similarity NPC313897
0.6082 Remote Similarity NPC476297
0.6082 Remote Similarity NPC93365
0.6062 Remote Similarity NPC469308
0.6059 Remote Similarity NPC469975
0.6049 Remote Similarity NPC161659
0.6049 Remote Similarity NPC209525
0.604 Remote Similarity NPC189314
0.6 Remote Similarity NPC470203
0.6 Remote Similarity NPC477118
0.5977 Remote Similarity NPC300238
0.5976 Remote Similarity NPC314152
0.5976 Remote Similarity NPC229974
0.5968 Remote Similarity NPC477120
0.5964 Remote Similarity NPC189068
0.5943 Remote Similarity NPC470204
0.5928 Remote Similarity NPC309832
0.5928 Remote Similarity NPC219313
0.5904 Remote Similarity NPC107374
0.5904 Remote Similarity NPC156461
0.5904 Remote Similarity NPC21448
0.5896 Remote Similarity NPC120070
0.5882 Remote Similarity NPC114209
0.5871 Remote Similarity NPC248007
0.5868 Remote Similarity NPC164665
0.5858 Remote Similarity NPC136349
0.5833 Remote Similarity NPC269827
0.5799 Remote Similarity NPC121222
0.5792 Remote Similarity NPC189261
0.5789 Remote Similarity NPC161224
0.5783 Remote Similarity NPC8590
0.5771 Remote Similarity NPC195140
0.5767 Remote Similarity NPC158055
0.5763 Remote Similarity NPC122141
0.5756 Remote Similarity NPC328479
0.5749 Remote Similarity NPC250178
0.573 Remote Similarity NPC225018
0.5724 Remote Similarity NPC476099
0.5723 Remote Similarity NPC212551
0.5723 Remote Similarity NPC302778
0.5698 Remote Similarity NPC85689
0.5698 Remote Similarity NPC211025
0.5698 Remote Similarity NPC185991
0.569 Remote Similarity NPC174802
0.5677 Remote Similarity NPC139776
0.5665 Remote Similarity NPC472816
0.5665 Remote Similarity NPC321814
0.5657 Remote Similarity NPC224076
0.5657 Remote Similarity NPC276373
0.5632 Remote Similarity NPC164952
0.5632 Remote Similarity NPC40070
0.5632 Remote Similarity NPC130586
0.5628 Remote Similarity NPC5802
0.5628 Remote Similarity NPC160666
0.5625 Remote Similarity NPC226245
0.5625 Remote Similarity NPC14330
0.5611 Remote Similarity NPC317105
0.561 Remote Similarity NPC471603
0.5608 Remote Similarity NPC24589
0.5607 Remote Similarity NPC201380
0.5607 Remote Similarity NPC179787
0.5607 Remote Similarity NPC470111
0.5604 Remote Similarity NPC290959
0.56 Remote Similarity NPC157821

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476521 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
0.7279 Intermediate Similarity NPD1058 Discontinued
0.7091 Intermediate Similarity NPD1313 Approved
0.6786 Remote Similarity NPD1333 Phase 3
0.6725 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6724 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6074 Clinical (unspecified phase)
0.6686 Remote Similarity NPD5962 Phase 2
0.6685 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1015 Phase 2
0.6667 Remote Similarity NPD2875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1016 Phase 2
0.6629 Remote Similarity NPD3341 Clinical (unspecified phase)
0.6607 Remote Similarity NPD2593 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7158 Phase 1
0.66 Remote Similarity NPD870 Clinical (unspecified phase)
0.6588 Remote Similarity NPD8120 Approved
0.6588 Remote Similarity NPD8121 Phase 3
0.6576 Remote Similarity NPD7023 Clinical (unspecified phase)
0.6557 Remote Similarity NPD3485 Clinical (unspecified phase)
0.655 Remote Similarity NPD1215 Discontinued
0.6548 Remote Similarity NPD516 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6129 Phase 2
0.6538 Remote Similarity NPD3419 Clinical (unspecified phase)
0.6527 Remote Similarity NPD2927 Phase 3
0.6524 Remote Similarity NPD6816 Phase 3
0.6522 Remote Similarity NPD8836 Approved
0.6512 Remote Similarity NPD2333 Discontinued
0.6491 Remote Similarity NPD5269 Clinical (unspecified phase)
0.648 Remote Similarity NPD2456 Phase 2
0.648 Remote Similarity NPD2457 Phase 2
0.6477 Remote Similarity NPD7111 Discontinued
0.6474 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6467 Remote Similarity NPD9408 Phase 3
0.6467 Remote Similarity NPD5969 Clinical (unspecified phase)
0.6461 Remote Similarity NPD4649 Clinical (unspecified phase)
0.6457 Remote Similarity NPD3799 Suspended
0.6447 Remote Similarity NPD9633 Phase 3
0.6438 Remote Similarity NPD4240 Approved
0.6433 Remote Similarity NPD799 Phase 1
0.642 Remote Similarity NPD5843 Discontinued
0.6413 Remote Similarity NPD6619 Phase 3
0.6413 Remote Similarity NPD3430 Approved
0.6413 Remote Similarity NPD3431 Approved
0.641 Remote Similarity NPD4352 Phase 1
0.6405 Remote Similarity NPD248 Discontinued
0.6402 Remote Similarity NPD4568 Phase 2
0.6359 Remote Similarity NPD6761 Discontinued
0.6358 Remote Similarity NPD6794 Approved
0.6354 Remote Similarity NPD7323 Phase 2
0.6348 Remote Similarity NPD5730 Phase 2
0.6348 Remote Similarity NPD40 Phase 2
0.6347 Remote Similarity NPD2524 Discontinued
0.6324 Remote Similarity NPD7722 Suspended
0.6319 Remote Similarity NPD2793 Discontinued
0.6319 Remote Similarity NPD4902 Discontinued
0.6319 Remote Similarity NPD2591 Phase 2
0.6313 Remote Similarity NPD5508 Phase 1
0.6298 Remote Similarity NPD5463 Clinical (unspecified phase)
0.6292 Remote Similarity NPD3041 Approved
0.6278 Remote Similarity NPD2526 Phase 2
0.6278 Remote Similarity NPD1637 Clinical (unspecified phase)
0.6278 Remote Similarity NPD2523 Phase 2
0.6277 Remote Similarity NPD5462 Discontinued
0.6271 Remote Similarity NPD7006 Approved
0.6264 Remote Similarity NPD2647 Phase 3
0.6264 Remote Similarity NPD2478 Clinical (unspecified phase)
0.6257 Remote Similarity NPD1892 Phase 2
0.6257 Remote Similarity NPD3409 Phase 1
0.6257 Remote Similarity NPD1893 Phase 2
0.625 Remote Similarity NPD1257 Approved
0.625 Remote Similarity NPD3696 Approved
0.625 Remote Similarity NPD6827 Clinical (unspecified phase)
0.625 Remote Similarity NPD6828 Phase 2
0.625 Remote Similarity NPD3695 Approved
0.6243 Remote Similarity NPD6469 Phase 3
0.6243 Remote Similarity NPD6468 Clinical (unspecified phase)
0.6242 Remote Similarity NPD4763 Clinical (unspecified phase)
0.6237 Remote Similarity NPD2452 Phase 2
0.6237 Remote Similarity NPD2451 Phase 2
0.6237 Remote Similarity NPD4615 Phase 2
0.6237 Remote Similarity NPD2839 Phase 2
0.6237 Remote Similarity NPD2453 Phase 2
0.6237 Remote Similarity NPD2450 Phase 2
0.6236 Remote Similarity NPD2406 Clinical (unspecified phase)
0.623 Remote Similarity NPD6721 Phase 1
0.6216 Remote Similarity NPD5145 Clinical (unspecified phase)
0.6215 Remote Similarity NPD5324 Clinical (unspecified phase)
0.6205 Remote Similarity NPD4612 Discontinued
0.6199 Remote Similarity NPD5300 Clinical (unspecified phase)
0.6196 Remote Similarity NPD7138 Phase 2
0.6196 Remote Similarity NPD171 Discontinued
0.6188 Remote Similarity NPD5806 Clinical (unspecified phase)
0.6186 Remote Similarity NPD2876 Phase 3
0.6186 Remote Similarity NPD2877 Clinical (unspecified phase)
0.618 Remote Similarity NPD7297 Phase 2
0.6176 Remote Similarity NPD6849 Phase 2
0.6176 Remote Similarity NPD6850 Phase 2
0.6154 Remote Similarity NPD7445 Phase 1
0.615 Remote Similarity NPD6577 Clinical (unspecified phase)
0.6146 Remote Similarity NPD6151 Phase 2
0.6142 Remote Similarity NPD6192 Phase 3
0.6141 Remote Similarity NPD5682 Phase 3
0.6141 Remote Similarity NPD5684 Clinical (unspecified phase)
0.6141 Remote Similarity NPD5683 Clinical (unspecified phase)
0.6141 Remote Similarity NPD5642 Approved
0.6138 Remote Similarity NPD3362 Clinical (unspecified phase)
0.6135 Remote Similarity NPD174 Discontinued
0.6134 Remote Similarity NPD5012 Phase 2
0.6129 Remote Similarity NPD2818 Discontinued
0.6122 Remote Similarity NPD6521 Phase 3
0.6122 Remote Similarity NPD2824 Phase 2
0.6122 Remote Similarity NPD6520 Phase 3
0.6114 Remote Similarity NPD509 Phase 3
0.6114 Remote Similarity NPD3889 Approved
0.6095 Remote Similarity NPD1027 Approved
0.6095 Remote Similarity NPD3107 Discontinued
0.6095 Remote Similarity NPD1030 Approved
0.6095 Remote Similarity NPD1029 Clinical (unspecified phase)
0.6091 Remote Similarity NPD3860 Discontinued
0.6089 Remote Similarity NPD6470 Phase 3
0.6084 Remote Similarity NPD4182 Phase 3
0.6084 Remote Similarity NPD4183 Phase 3
0.6082 Remote Similarity NPD2646 Discontinued
0.6082 Remote Similarity NPD2364 Suspended
0.6082 Remote Similarity NPD546 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7504 Discontinued
0.6066 Remote Similarity NPD4441 Phase 2
0.6062 Remote Similarity NPD4142 Discontinued
0.6062 Remote Similarity NPD4318 Clinical (unspecified phase)
0.6059 Remote Similarity NPD3612 Phase 2
0.6054 Remote Similarity NPD2963 Phase 1
0.6053 Remote Similarity NPD2960 Clinical (unspecified phase)
0.6053 Remote Similarity NPD306 Approved
0.6049 Remote Similarity NPD193 Suspended
0.6048 Remote Similarity NPD1690 Clinical (unspecified phase)
0.6044 Remote Similarity NPD702 Clinical (unspecified phase)
0.6044 Remote Similarity NPD1873 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4716 Approved
0.604 Remote Similarity NPD8833 Approved
0.604 Remote Similarity NPD8831 Approved
0.6039 Remote Similarity NPD6352 Phase 2
0.6034 Remote Similarity NPD5996 Clinical (unspecified phase)
0.603 Remote Similarity NPD4863 Approved
0.6023 Remote Similarity NPD1303 Phase 1
0.6022 Remote Similarity NPD2731 Phase 2
0.6022 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6022 Remote Similarity NPD6418 Phase 1
0.6021 Remote Similarity NPD2880 Discontinued
0.602 Remote Similarity NPD4023 Clinical (unspecified phase)
0.602 Remote Similarity NPD6271 Approved
0.6012 Remote Similarity NPD3708 Phase 2
0.6011 Remote Similarity NPD1895 Discontinued
0.6011 Remote Similarity NPD7709 Discontinued
0.6011 Remote Similarity NPD4744 Clinical (unspecified phase)
0.6 Remote Similarity NPD2903 Clinical (unspecified phase)
0.6 Remote Similarity NPD4298 Clinical (unspecified phase)
0.6 Remote Similarity NPD2868 Clinical (unspecified phase)
0.6 Remote Similarity NPD4854 Phase 3
0.6 Remote Similarity NPD2902 Phase 2
0.5991 Remote Similarity NPD7502 Clinical (unspecified phase)
0.599 Remote Similarity NPD3905 Phase 3
0.599 Remote Similarity NPD5885 Approved
0.5989 Remote Similarity NPD3432 Approved
0.5989 Remote Similarity NPD4213 Clinical (unspecified phase)
0.5988 Remote Similarity NPD1988 Phase 1
0.5988 Remote Similarity NPD3405 Phase 3
0.5979 Remote Similarity NPD7127 Clinical (unspecified phase)
0.5976 Remote Similarity NPD185 Approved
0.5969 Remote Similarity NPD7103 Approved
0.5968 Remote Similarity NPD5757 Discontinued
0.5965 Remote Similarity NPD2128 Phase 1
0.5954 Remote Similarity NPD2150 Discontinued
0.595 Remote Similarity NPD3265 Phase 1
0.5949 Remote Similarity NPD4924 Clinical (unspecified phase)
0.5949 Remote Similarity NPD2807 Discontinued
0.5949 Remote Similarity NPD5486 Discontinued
0.5943 Remote Similarity NPD1288 Clinical (unspecified phase)
0.5938 Remote Similarity NPD3830 Phase 1
0.5936 Remote Similarity NPD3002 Clinical (unspecified phase)
0.5934 Remote Similarity NPD4155 Approved
0.5932 Remote Similarity NPD7988 Suspended
0.5928 Remote Similarity NPD4864 Approved
0.5928 Remote Similarity NPD4047 Discontinued
0.5926 Remote Similarity NPD1658 Discontinued
0.5924 Remote Similarity NPD8004 Discontinued
0.5924 Remote Similarity NPD1675 Phase 1
0.5924 Remote Similarity NPD1674 Clinical (unspecified phase)
0.5924 Remote Similarity NPD1807 Clinical (unspecified phase)
0.592 Remote Similarity NPD1869 Phase 2
0.592 Remote Similarity NPD7164 Discontinued
0.5916 Remote Similarity NPD4294 Phase 2
0.5916 Remote Similarity NPD5464 Approved
0.5911 Remote Similarity NPD5079 Phase 2
0.5909 Remote Similarity NPD2149 Clinical (unspecified phase)
0.5907 Remote Similarity NPD3287 Clinical (unspecified phase)
0.5906 Remote Similarity NPD2462 Phase 3
0.5906 Remote Similarity NPD2465 Approved
0.5906 Remote Similarity NPD2466 Phase 3
0.5904 Remote Similarity NPD2730 Approved
0.5904 Remote Similarity NPD2728 Approved

Structure

External Identifiers

PubChem CID   25015890
ChEMBL   CHEMBL476305
ZINC  

Physicochemical Properties

Molecular Weight:  422.33
ALogP:  0.5008
MLogP:  3.77
XLogP:  7.902
# Rotatable Bonds:  12
Polar Surface Area:  60.61
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  31

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs