Natural Product: NPC473663

Natural Product ID:  NPC473663
Common Name:   Arianacin Formal
IUPAC Name:   (2S)-4-[(2R)-2-hydroxy-9-[(4S,7R)-7-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]-1,3-dioxepan-4-yl]nonyl]-2-methyl-2H-furan-5-one
Synonyms:   Arianacin Formal
Molecular Formula:   C36H64O7
Standard InCHIKey:  LAAZBSDOLUOJBG-NRLBRZFASA-N
Standard InCHI:  InChI=1S/C36H64O7/c1-3-4-5-6-7-8-9-10-14-17-20-32(38)33-23-24-35(43-33)34-22-21-31(40-27-41-34)19-16-13-11-12-15-18-30(37)26-29-25-28(2)42-36(29)39/h25,28,30-35,37-38H,3-24,26-27H2,1-2H3/t28-,30+,31-,32+,33+,34+,35+/m0/s1
Canonical SMILES:  CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H]1OCO[C@H](CC1)CCCCCCC[C@H](CC1=C[C@@H](OC1=O)C)O)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
NPO26234 Annona muricata Species Annonaceae Eukaryota Seeds PMID[8991944]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 8.5 ug/ml 19267453
NPT141 Organism Agrobacterium tumefaciens Agrobacterium tumefaciens Inhibition = 28 % 15332869
NPT139 Cell Line HT-29 Homo sapiens IC50 = 1 ug/ml 18183025
NPT81 Cell Line A549 Homo sapiens IC50 = 0.02 ug/ml 17938185

  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 NPC473663 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 NPC475173
1.0 High Similarity NPC473561
1.0 High Similarity NPC473723
0.9545 High Similarity NPC473520
0.9432 High Similarity NPC473707
0.9318 High Similarity NPC473904
0.9302 High Similarity NPC240695
0.9302 High Similarity NPC232555
0.9302 High Similarity NPC171174
0.9302 High Similarity NPC62118
0.9302 High Similarity NPC114694
0.9302 High Similarity NPC142117
0.9302 High Similarity NPC107717
0.9302 High Similarity NPC475581
0.9302 High Similarity NPC231096
0.9205 High Similarity NPC139418
0.9186 High Similarity NPC286338
0.9186 High Similarity NPC223871
0.9186 High Similarity NPC231009
0.9186 High Similarity NPC283085
0.9186 High Similarity NPC473669
0.9186 High Similarity NPC66346
0.9186 High Similarity NPC473478
0.9186 High Similarity NPC82795
0.9186 High Similarity NPC132496
0.9186 High Similarity NPC107986
0.9186 High Similarity NPC103284
0.9186 High Similarity NPC1083
0.9186 High Similarity NPC110710
0.9186 High Similarity NPC473651
0.9091 High Similarity NPC48338
0.9091 High Similarity NPC233551
0.9091 High Similarity NPC40376
0.9091 High Similarity NPC261952
0.9091 High Similarity NPC81045
0.9091 High Similarity NPC21208
0.9091 High Similarity NPC133730
0.9091 High Similarity NPC287164
0.9091 High Similarity NPC151403
0.9091 High Similarity NPC61257
0.9091 High Similarity NPC20339
0.9091 High Similarity NPC171135
0.9091 High Similarity NPC242364
0.9091 High Similarity NPC320569
0.9091 High Similarity NPC172821
0.9091 High Similarity NPC191929
0.9091 High Similarity NPC274446
0.9091 High Similarity NPC39754
0.9091 High Similarity NPC234077
0.9091 High Similarity NPC169511
0.9091 High Similarity NPC280621
0.9091 High Similarity NPC100454
0.908 High Similarity NPC134885
0.908 High Similarity NPC103523
0.908 High Similarity NPC473687
0.908 High Similarity NPC69082
0.908 High Similarity NPC134807
0.908 High Similarity NPC134865
0.908 High Similarity NPC279267
0.908 High Similarity NPC210218
0.908 High Similarity NPC204686
0.908 High Similarity NPC219498
0.908 High Similarity NPC308412
0.907 High Similarity NPC156804
0.8989 High Similarity NPC473504
0.8989 High Similarity NPC42598
0.8989 High Similarity NPC93794
0.8989 High Similarity NPC477011
0.8989 High Similarity NPC91067
0.8989 High Similarity NPC318963
0.8989 High Similarity NPC40066
0.8989 High Similarity NPC81778
0.8989 High Similarity NPC20621
0.8977 High Similarity NPC178215
0.8966 High Similarity NPC329615
0.8966 High Similarity NPC471567
0.8966 High Similarity NPC322529
0.8966 High Similarity NPC120398
0.8966 High Similarity NPC329838
0.8901 High Similarity NPC11456
0.8889 High Similarity NPC239517
0.8864 High Similarity NPC241360
0.8864 High Similarity NPC47937
0.8864 High Similarity NPC293136
0.8864 High Similarity NPC112685
0.8864 High Similarity NPC132940
0.8851 High Similarity NPC163093
0.8837 High Similarity NPC94875
0.8837 High Similarity NPC131002
0.8837 High Similarity NPC473712
0.8837 High Similarity NPC65930
0.8837 High Similarity NPC145914
0.8837 High Similarity NPC73310
0.8837 High Similarity NPC473529
0.8837 High Similarity NPC180363
0.8837 High Similarity NPC475159
0.8837 High Similarity NPC329829
0.8837 High Similarity NPC11332
0.8837 High Similarity NPC473780
0.8778 High Similarity NPC14901
0.8778 High Similarity NPC130359
0.8764 High Similarity NPC20533
0.8764 High Similarity NPC476583
0.8764 High Similarity NPC258068
0.875 High Similarity NPC473156
0.875 High Similarity NPC319036
0.875 High Similarity NPC235809
0.875 High Similarity NPC39167
0.875 High Similarity NPC470400
0.875 High Similarity NPC202055
0.875 High Similarity NPC9678
0.875 High Similarity NPC182383
0.875 High Similarity NPC292809
0.875 High Similarity NPC477014
0.875 High Similarity NPC25764
0.875 High Similarity NPC473671
0.875 High Similarity NPC77871
0.875 High Similarity NPC477018
0.875 High Similarity NPC477013
0.875 High Similarity NPC100921
0.875 High Similarity NPC475268
0.875 High Similarity NPC39279
0.8736 High Similarity NPC144415
0.8736 High Similarity NPC253801
0.8667 High Similarity NPC473905
0.8667 High Similarity NPC320458
0.8667 High Similarity NPC89001
0.8652 High Similarity NPC25703
0.8652 High Similarity NPC473840
0.8652 High Similarity NPC477010
0.8652 High Similarity NPC282815
0.8652 High Similarity NPC219652
0.8652 High Similarity NPC477015
0.8652 High Similarity NPC309211
0.8571 High Similarity NPC477017
0.8571 High Similarity NPC477016
0.8571 High Similarity NPC280612
0.8556 High Similarity NPC473649
0.8556 High Similarity NPC159750
0.8556 High Similarity NPC154097
0.8556 High Similarity NPC470401
0.8556 High Similarity NPC473995
0.8352 Intermediate Similarity NPC477012
0.8111 Intermediate Similarity NPC229799
0.8111 Intermediate Similarity NPC286770
0.8111 Intermediate Similarity NPC284472
0.8061 Intermediate Similarity NPC187268
0.8041 Intermediate Similarity NPC306041
0.8022 Intermediate Similarity NPC288471
0.8022 Intermediate Similarity NPC41856
0.8 Intermediate Similarity NPC475046
0.8 Intermediate Similarity NPC310450
0.8 Intermediate Similarity NPC11383
0.8 Intermediate Similarity NPC474959
0.8 Intermediate Similarity NPC30515
0.7917 Intermediate Similarity NPC81419
0.7917 Intermediate Similarity NPC179746
0.7895 Intermediate Similarity NPC80875
0.7895 Intermediate Similarity NPC475995
0.7895 Intermediate Similarity NPC474098
0.7895 Intermediate Similarity NPC473619
0.7895 Intermediate Similarity NPC51004
0.7895 Intermediate Similarity NPC118078
0.7812 Intermediate Similarity NPC184463
0.7812 Intermediate Similarity NPC12172
0.7812 Intermediate Similarity NPC208886
0.7812 Intermediate Similarity NPC473321
0.7789 Intermediate Similarity NPC307411
0.7789 Intermediate Similarity NPC295312
0.7755 Intermediate Similarity NPC36954
0.7755 Intermediate Similarity NPC471141
0.7742 Intermediate Similarity NPC21469
0.7732 Intermediate Similarity NPC472196
0.7732 Intermediate Similarity NPC472195
0.7732 Intermediate Similarity NPC288240
0.7732 Intermediate Similarity NPC320089
0.7732 Intermediate Similarity NPC162205
0.7732 Intermediate Similarity NPC475912
0.7732 Intermediate Similarity NPC273579
0.7732 Intermediate Similarity NPC476300
0.7732 Intermediate Similarity NPC295204
0.7732 Intermediate Similarity NPC238090
0.7723 Intermediate Similarity NPC473332
0.7708 Intermediate Similarity NPC476004
0.7708 Intermediate Similarity NPC474761
0.77 Intermediate Similarity NPC473326
0.77 Intermediate Similarity NPC203627
0.7684 Intermediate Similarity NPC202672
0.7677 Intermediate Similarity NPC54731
0.7653 Intermediate Similarity NPC159698
0.7653 Intermediate Similarity NPC474035
0.7653 Intermediate Similarity NPC81386
0.7653 Intermediate Similarity NPC474338
0.7647 Intermediate Similarity NPC86077
0.764 Intermediate Similarity NPC475711
0.7629 Intermediate Similarity NPC472197
0.7604 Intermediate Similarity NPC474032
0.76 Intermediate Similarity NPC266842
0.7579 Intermediate Similarity NPC160138
0.7579 Intermediate Similarity NPC248602

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473663 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
0.7526 Intermediate Similarity NPD46 Approved
0.7526 Intermediate Similarity NPD6698 Approved
0.7524 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6686 Approved
0.7353 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7838 Discovery
0.7091 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6371 Approved
0.6931 Remote Similarity NPD7983 Approved
0.6731 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6695 Remote Similarity NPD8515 Approved
0.6695 Remote Similarity NPD8516 Approved
0.6695 Remote Similarity NPD8517 Approved
0.6695 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6569 Remote Similarity NPD1695 Approved
0.6535 Remote Similarity NPD4250 Approved
0.6535 Remote Similarity NPD4251 Approved
0.6505 Remote Similarity NPD5785 Approved
0.6475 Remote Similarity NPD7507 Approved
0.6446 Remote Similarity NPD7829 Approved
0.6446 Remote Similarity NPD7830 Approved
0.6436 Remote Similarity NPD4249 Approved
0.6435 Remote Similarity NPD6053 Discontinued
0.64 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6389 Remote Similarity NPD4225 Approved
0.6337 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5363 Approved
0.632 Remote Similarity NPD7319 Approved
0.6311 Remote Similarity NPD7642 Approved
0.6303 Remote Similarity NPD7641 Discontinued
0.63 Remote Similarity NPD5362 Discontinued
0.63 Remote Similarity NPD7154 Phase 3
0.6292 Remote Similarity NPD3197 Phase 1
0.629 Remote Similarity NPD8074 Phase 3
0.6283 Remote Similarity NPD6412 Phase 2
0.6281 Remote Similarity NPD8033 Approved
0.6273 Remote Similarity NPD5344 Discontinued
0.6204 Remote Similarity NPD7839 Suspended
0.6198 Remote Similarity NPD8294 Approved
0.6198 Remote Similarity NPD8377 Approved
0.6186 Remote Similarity NPD4756 Discovery
0.6167 Remote Similarity NPD7328 Approved
0.6167 Remote Similarity NPD7327 Approved
0.6162 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8380 Approved
0.6148 Remote Similarity NPD8335 Approved
0.6148 Remote Similarity NPD8379 Approved
0.6148 Remote Similarity NPD8296 Approved
0.6148 Remote Similarity NPD8444 Approved
0.6148 Remote Similarity NPD8378 Approved
0.6116 Remote Similarity NPD7516 Approved
0.6107 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7638 Approved
0.6087 Remote Similarity NPD4247 Clinical (unspecified phase)
0.608 Remote Similarity NPD8451 Approved
0.604 Remote Similarity NPD4752 Clinical (unspecified phase)
0.604 Remote Similarity NPD4269 Approved
0.604 Remote Similarity NPD4270 Approved
0.6036 Remote Similarity NPD7640 Approved
0.6036 Remote Similarity NPD7639 Approved
0.6034 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6032 Remote Similarity NPD8448 Approved
0.6019 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD4252 Approved
0.5984 Remote Similarity NPD7736 Approved
0.598 Remote Similarity NPD6110 Phase 1
0.5966 Remote Similarity NPD8133 Approved
0.5962 Remote Similarity NPD5786 Approved
0.596 Remote Similarity NPD4271 Approved
0.596 Remote Similarity NPD4268 Approved
0.595 Remote Similarity NPD7115 Discovery
0.5941 Remote Similarity NPD5369 Approved
0.5926 Remote Similarity NPD5778 Approved
0.5926 Remote Similarity NPD5779 Approved
0.592 Remote Similarity NPD8328 Phase 3
0.5906 Remote Similarity NPD8293 Discontinued
0.5897 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5893 Remote Similarity NPD6648 Approved
0.5891 Remote Similarity NPD8392 Approved
0.5891 Remote Similarity NPD8390 Approved
0.5891 Remote Similarity NPD8391 Approved
0.5887 Remote Similarity NPD8266 Approved
0.5887 Remote Similarity NPD8268 Approved
0.5887 Remote Similarity NPD8267 Approved
0.5887 Remote Similarity NPD8269 Approved
0.5887 Remote Similarity NPD7503 Approved
0.5882 Remote Similarity NPD6435 Approved
0.5873 Remote Similarity NPD8340 Approved
0.5873 Remote Similarity NPD7492 Approved
0.5873 Remote Similarity NPD8299 Approved
0.5873 Remote Similarity NPD8342 Approved
0.5873 Remote Similarity NPD8341 Approved
0.5865 Remote Similarity NPD1694 Approved
0.5847 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4820 Approved
0.5842 Remote Similarity NPD4819 Approved
0.5842 Remote Similarity NPD4821 Approved
0.5842 Remote Similarity NPD4822 Approved
0.584 Remote Similarity NPD8080 Discontinued
0.584 Remote Similarity NPD6370 Approved
0.5827 Remote Similarity NPD6616 Approved
0.5825 Remote Similarity NPD5332 Approved
0.5825 Remote Similarity NPD5331 Approved
0.582 Remote Similarity NPD8137 Clinical (unspecified phase)
0.582 Remote Similarity NPD7500 Approved
0.5816 Remote Similarity NPD8039 Approved
0.5806 Remote Similarity NPD6054 Approved
0.58 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5798 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5784 Remote Similarity NPD4790 Discontinued
0.5781 Remote Similarity NPD7078 Approved
0.5778 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5741 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5209 Approved
0.5714 Remote Similarity NPD6421 Discontinued
0.5703 Remote Similarity NPD8273 Phase 1
0.5699 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6009 Approved
0.5691 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5686 Remote Similarity NPD5368 Approved
0.568 Remote Similarity NPD6059 Approved
0.5669 Remote Similarity NPD6067 Discontinued
0.5667 Remote Similarity NPD2204 Approved
0.5652 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5370 Suspended
0.5638 Remote Similarity NPD3704 Approved
0.5636 Remote Similarity NPD6399 Phase 3
0.5635 Remote Similarity NPD6015 Approved
0.5635 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5635 Remote Similarity NPD6016 Approved
0.5632 Remote Similarity NPD3730 Approved
0.5632 Remote Similarity NPD3728 Approved
0.5632 Remote Similarity NPD3196 Approved
0.5632 Remote Similarity NPD3195 Phase 2
0.5632 Remote Similarity NPD3194 Approved
0.5632 Remote Similarity NPD4266 Approved
0.5606 Remote Similarity NPD7260 Phase 2

Structure

External Identifiers

PubChem CID   10675223
ChEMBL   CHEMBL448493
ZINC  

Physicochemical Properties

Molecular Weight:  608.47
ALogP:  -7.7201
MLogP:  4.65
XLogP:  9.838
# Rotatable Bonds:  27
Polar Surface Area:  94.45
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  43

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs