Natural Product: NPC474497

Natural Product ID:  NPC474497
Common Name:   Anonamine
IUPAC Name:   (1R,4E,6R,7R,11Z)-7-hydroxy-4-(2-hydroxyethylidene)-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
Synonyms:   Anonamine
Molecular Formula:   C19H27NO7
Standard InCHIKey:  DJXQRYTVVBNRKB-XVBFEBCMSA-N
Standard InCHI:  InChI=1S/C19H27NO7/c1-12-10-13(6-9-21)17(23)27-15-5-8-20(3)7-4-14(16(15)22)11-26-18(24)19(12,2)25/h4,6,12,15,21,25H,5,7-11H2,1-3H3/b13-6+,14-4-/t12-,15-,19-/m1/s1
Canonical SMILES:  OC/C=C/1C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN(CC[C@@H](OC1=O)C2=O)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
NPO33066 senecio anonymus Species Asteraceae Eukaryota PMID[3210016]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2319 Cell Line A204 Homo sapiens IC50 = 153 ug/ml 24992702

  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 NPC474497 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
0.9808 High Similarity NPC275100
0.9806 High Similarity NPC195435
0.9806 High Similarity NPC196073
0.9182 High Similarity NPC120599
0.9182 High Similarity NPC200412
0.9182 High Similarity NPC156336
0.8348 Intermediate Similarity NPC106791
0.8348 Intermediate Similarity NPC201889
0.8158 Intermediate Similarity NPC193471
0.8158 Intermediate Similarity NPC130124
0.7982 Intermediate Similarity NPC47857
0.7982 Intermediate Similarity NPC168758
0.7982 Intermediate Similarity NPC181510
0.7881 Intermediate Similarity NPC284656
0.7731 Intermediate Similarity NPC235625
0.7686 Intermediate Similarity NPC23963
0.7521 Intermediate Similarity NPC30911
0.7521 Intermediate Similarity NPC316984
0.7456 Intermediate Similarity NPC64168
0.7368 Intermediate Similarity NPC80439
0.7368 Intermediate Similarity NPC173690
0.7368 Intermediate Similarity NPC279833
0.7368 Intermediate Similarity NPC6271
0.7217 Intermediate Similarity NPC475871
0.7217 Intermediate Similarity NPC472755
0.7217 Intermediate Similarity NPC475945
0.7168 Intermediate Similarity NPC471144
0.7131 Intermediate Similarity NPC30196
0.713 Intermediate Similarity NPC474747
0.712 Intermediate Similarity NPC475383
0.712 Intermediate Similarity NPC156379
0.7073 Intermediate Similarity NPC475642
0.7073 Intermediate Similarity NPC6531
0.7043 Intermediate Similarity NPC128733
0.7043 Intermediate Similarity NPC185141
0.7043 Intermediate Similarity NPC110443
0.7043 Intermediate Similarity NPC474742
0.7043 Intermediate Similarity NPC46998
0.7043 Intermediate Similarity NPC133907
0.7043 Intermediate Similarity NPC472753
0.7009 Intermediate Similarity NPC474741
0.6983 Remote Similarity NPC472754
0.6983 Remote Similarity NPC149371
0.696 Remote Similarity NPC241050
0.6957 Remote Similarity NPC475949
0.693 Remote Similarity NPC476344
0.6917 Remote Similarity NPC38154
0.6903 Remote Similarity NPC150041
0.6903 Remote Similarity NPC471142
0.6897 Remote Similarity NPC474339
0.6897 Remote Similarity NPC164598
0.6897 Remote Similarity NPC47880
0.6897 Remote Similarity NPC201718
0.6897 Remote Similarity NPC476270
0.6891 Remote Similarity NPC477513
0.6885 Remote Similarity NPC1111
0.6885 Remote Similarity NPC60432
0.6885 Remote Similarity NPC261750
0.6875 Remote Similarity NPC316133
0.6875 Remote Similarity NPC318445
0.6875 Remote Similarity NPC475912
0.6864 Remote Similarity NPC100487
0.6847 Remote Similarity NPC476004
0.6847 Remote Similarity NPC474761
0.6842 Remote Similarity NPC477921
0.6818 Remote Similarity NPC153805
0.6814 Remote Similarity NPC81386
0.6814 Remote Similarity NPC474035
0.6814 Remote Similarity NPC121825
0.681 Remote Similarity NPC288876
0.6786 Remote Similarity NPC30515
0.6786 Remote Similarity NPC473321
0.6783 Remote Similarity NPC40812
0.678 Remote Similarity NPC475873
0.6767 Remote Similarity NPC316401
0.6754 Remote Similarity NPC36954
0.6754 Remote Similarity NPC477922
0.6754 Remote Similarity NPC14961
0.6754 Remote Similarity NPC270013
0.675 Remote Similarity NPC266514
0.6726 Remote Similarity NPC295204
0.6726 Remote Similarity NPC469692
0.6726 Remote Similarity NPC81419
0.6726 Remote Similarity NPC469645
0.6726 Remote Similarity NPC288240
0.6726 Remote Similarity NPC179746
0.6726 Remote Similarity NPC273579
0.6726 Remote Similarity NPC162205
0.6724 Remote Similarity NPC83895
0.6724 Remote Similarity NPC187761
0.6724 Remote Similarity NPC161855
0.6723 Remote Similarity NPC472756
0.6723 Remote Similarity NPC203659
0.6697 Remote Similarity NPC137033
0.6697 Remote Similarity NPC21469
0.6696 Remote Similarity NPC51004
0.6696 Remote Similarity NPC473619
0.6696 Remote Similarity NPC473291
0.6696 Remote Similarity NPC316228
0.6696 Remote Similarity NPC17585
0.6696 Remote Similarity NPC476009
0.6695 Remote Similarity NPC324017
0.6695 Remote Similarity NPC320019
0.6695 Remote Similarity NPC471148
0.6694 Remote Similarity NPC469597
0.6693 Remote Similarity NPC477092
0.6667 Remote Similarity NPC472749
0.6667 Remote Similarity NPC21713
0.6667 Remote Similarity NPC469632
0.6667 Remote Similarity NPC471146
0.6667 Remote Similarity NPC202672
0.6667 Remote Similarity NPC120420
0.6667 Remote Similarity NPC471145
0.6667 Remote Similarity NPC475608
0.6667 Remote Similarity NPC317107
0.6667 Remote Similarity NPC474471
0.6667 Remote Similarity NPC227379
0.6667 Remote Similarity NPC472751
0.6641 Remote Similarity NPC477143
0.6641 Remote Similarity NPC477140
0.6639 Remote Similarity NPC472750
0.6639 Remote Similarity NPC68001
0.6639 Remote Similarity NPC199831
0.6639 Remote Similarity NPC474828
0.6639 Remote Similarity NPC474827
0.6639 Remote Similarity NPC472747
0.6639 Remote Similarity NPC110989
0.6637 Remote Similarity NPC12172
0.6637 Remote Similarity NPC208886
0.6637 Remote Similarity NPC184463
0.6637 Remote Similarity NPC20713
0.6618 Remote Similarity NPC99864
0.6614 Remote Similarity NPC475401
0.6613 Remote Similarity NPC317687
0.6613 Remote Similarity NPC66108
0.6612 Remote Similarity NPC254538
0.6612 Remote Similarity NPC474285
0.661 Remote Similarity NPC15993
0.6609 Remote Similarity NPC272050
0.6609 Remote Similarity NPC475900
0.6607 Remote Similarity NPC307411
0.6607 Remote Similarity NPC87306
0.6585 Remote Similarity NPC5103
0.6583 Remote Similarity NPC472748
0.6581 Remote Similarity NPC261377
0.6581 Remote Similarity NPC255592
0.6581 Remote Similarity NPC308567
0.6581 Remote Similarity NPC300584
0.6579 Remote Similarity NPC476300
0.6579 Remote Similarity NPC212486
0.6577 Remote Similarity NPC248602
0.6577 Remote Similarity NPC471738
0.6557 Remote Similarity NPC264819
0.6555 Remote Similarity NPC195510
0.6555 Remote Similarity NPC39996
0.6555 Remote Similarity NPC13171
0.6555 Remote Similarity NPC225353
0.6552 Remote Similarity NPC158416
0.6552 Remote Similarity NPC476315
0.6552 Remote Similarity NPC470883
0.6552 Remote Similarity NPC473859
0.6552 Remote Similarity NPC39859
0.6552 Remote Similarity NPC76862
0.6549 Remote Similarity NPC473455
0.6549 Remote Similarity NPC473448
0.6535 Remote Similarity NPC475305
0.6532 Remote Similarity NPC474431
0.6532 Remote Similarity NPC474411
0.6529 Remote Similarity NPC271269
0.6529 Remote Similarity NPC243998
0.6529 Remote Similarity NPC469852
0.6525 Remote Similarity NPC477512
0.6525 Remote Similarity NPC324667
0.6525 Remote Similarity NPC475053
0.6522 Remote Similarity NPC475832
0.6522 Remote Similarity NPC475927
0.6522 Remote Similarity NPC190294
0.6518 Remote Similarity NPC475902
0.6518 Remote Similarity NPC473715
0.6518 Remote Similarity NPC153570
0.6518 Remote Similarity NPC281516
0.6514 Remote Similarity NPC11620
0.65 Remote Similarity NPC469980
0.65 Remote Similarity NPC118902
0.65 Remote Similarity NPC104161
0.6496 Remote Similarity NPC20066
0.6496 Remote Similarity NPC245521
0.6491 Remote Similarity NPC219874
0.6491 Remote Similarity NPC329952
0.6489 Remote Similarity NPC280498
0.6489 Remote Similarity NPC314629
0.6486 Remote Similarity NPC261721
0.6486 Remote Similarity NPC164393
0.6475 Remote Similarity NPC26617
0.6475 Remote Similarity NPC251330
0.6471 Remote Similarity NPC316250
0.6471 Remote Similarity NPC264477
0.6471 Remote Similarity NPC477511
0.6466 Remote Similarity NPC475659
0.6466 Remote Similarity NPC314282

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474497 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
0.7521 Intermediate Similarity NPD2204 Approved
0.6875 Remote Similarity NPD7642 Approved
0.6815 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8080 Discontinued
0.6641 Remote Similarity NPD8273 Phase 1
0.6618 Remote Similarity NPD8415 Approved
0.6589 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6519 Remote Similarity NPD7260 Phase 2
0.6515 Remote Similarity NPD8451 Approved
0.6484 Remote Similarity NPD7641 Discontinued
0.6475 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8448 Approved
0.6452 Remote Similarity NPD6371 Approved
0.6439 Remote Similarity NPD8341 Approved
0.6439 Remote Similarity NPD8342 Approved
0.6439 Remote Similarity NPD8299 Approved
0.6439 Remote Similarity NPD8340 Approved
0.6364 Remote Similarity NPD6110 Phase 1
0.635 Remote Similarity NPD6845 Suspended
0.6348 Remote Similarity NPD7983 Approved
0.6336 Remote Similarity NPD6921 Approved
0.6324 Remote Similarity NPD8392 Approved
0.6324 Remote Similarity NPD8390 Approved
0.6324 Remote Similarity NPD8391 Approved
0.6279 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6261 Remote Similarity NPD46 Approved
0.6261 Remote Similarity NPD6698 Approved
0.6241 Remote Similarity NPD7829 Approved
0.6241 Remote Similarity NPD7830 Approved
0.6224 Remote Similarity NPD8384 Approved
0.6121 Remote Similarity NPD7838 Discovery
0.609 Remote Similarity NPD8444 Approved
0.605 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5938 Remote Similarity NPD6421 Discontinued
0.5935 Remote Similarity NPD5344 Discontinued
0.5926 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7623 Phase 3
0.5909 Remote Similarity NPD7500 Approved
0.5902 Remote Similarity NPD4225 Approved
0.5902 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5896 Remote Similarity NPD6319 Approved
0.5896 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5779 Approved
0.5882 Remote Similarity NPD5778 Approved
0.5868 Remote Similarity NPD4228 Discovery
0.5852 Remote Similarity NPD6909 Approved
0.5852 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5852 Remote Similarity NPD6908 Approved
0.5847 Remote Similarity NPD5785 Approved
0.5802 Remote Similarity NPD1376 Discontinued
0.58 Remote Similarity NPD2575 Approved
0.5781 Remote Similarity NPD6686 Approved
0.5769 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7604 Phase 2
0.5755 Remote Similarity NPD7747 Phase 1
0.5755 Remote Similarity NPD7746 Phase 1
0.5755 Remote Similarity NPD8074 Phase 3
0.5752 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5738 Remote Similarity NPD7839 Suspended
0.5705 Remote Similarity NPD8414 Discontinued
0.5702 Remote Similarity NPD5282 Discontinued
0.569 Remote Similarity NPD1733 Clinical (unspecified phase)
0.569 Remote Similarity NPD5363 Approved
0.5682 Remote Similarity NPD4632 Approved
0.5672 Remote Similarity NPD7115 Discovery
0.5659 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5649 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5641 Remote Similarity NPD5786 Approved
0.5636 Remote Similarity NPD1452 Discontinued
0.5635 Remote Similarity NPD8083 Approved
0.5635 Remote Similarity NPD8084 Approved
0.5635 Remote Similarity NPD8138 Approved
0.5635 Remote Similarity NPD8082 Approved
0.5635 Remote Similarity NPD8086 Approved
0.5635 Remote Similarity NPD8085 Approved
0.5635 Remote Similarity NPD8139 Approved
0.562 Remote Similarity NPD8516 Approved
0.562 Remote Similarity NPD8517 Approved
0.562 Remote Similarity NPD8515 Approved
0.562 Remote Similarity NPD8513 Phase 3
0.5616 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5612 Remote Similarity NPD7492 Approved
0.5606 Remote Similarity NPD6053 Discontinued
0.5603 Remote Similarity NPD8336 Approved
0.5603 Remote Similarity NPD8337 Approved
0.56 Remote Similarity NPD6648 Approved

Structure

External Identifiers

PubChem CID   44559774
ChEMBL   CHEMBL470060
ZINC  

Physicochemical Properties

Molecular Weight:  381.18
ALogP:  -0.4962
MLogP:  2.67
XLogP:  -0.221
# Rotatable Bonds:  6
Polar Surface Area:  113.37
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  27

Download Data

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