Natural Product: NPC319036

Natural Product ID:  NPC319036
Common Name:   Rel-Annosquacin-I
IUPAC Name:   (2S)-4-[(8R)-8-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1,5-dihydroxyhexadecyl]oxolan-2-yl]oxolan-2-yl]-8-hydroxyoctyl]-2-methyl-2H-furan-5-one
Synonyms:   Rel-Annosquacin-I
Molecular Formula:   C37H66O7
Standard InCHIKey:  GHKXYVAVEAMUNF-SWWNTVRDSA-N
Standard InCHI:  InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-12-15-19-30(38)20-17-22-32(40)34-24-26-36(44-34)35-25-23-33(43-35)31(39)21-16-13-10-11-14-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30?,31+,32-,33+,34+,35+,36+/m0/s1
Canonical SMILES:  CCCCCCCCCCCC(CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCC1=C[C@@H](OC1=O)C)O)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
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds PMID[22011319]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 0.012 ug/ml 22011319
NPT165 Cell Line HeLa Homo sapiens IC50 = 0.025 ug/ml 22011319
NPT83 Cell Line MCF7 Homo sapiens IC50 = 0.052 ug/ml 22011319
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.022 ug/ml 22011319
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 0.057 ug/ml 22011319
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 0.042 ug/ml 22011319

  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 NPC319036 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 NPC235809
1.0 High Similarity NPC292809
1.0 High Similarity NPC39167
1.0 High Similarity NPC77871
1.0 High Similarity NPC473156
1.0 High Similarity NPC39279
1.0 High Similarity NPC9678
1.0 High Similarity NPC473671
1.0 High Similarity NPC25764
1.0 High Similarity NPC202055
1.0 High Similarity NPC475268
1.0 High Similarity NPC470400
0.9875 High Similarity NPC293136
0.9875 High Similarity NPC282815
0.9875 High Similarity NPC132940
0.9875 High Similarity NPC25703
0.9875 High Similarity NPC219652
0.9875 High Similarity NPC241360
0.9875 High Similarity NPC473840
0.9753 High Similarity NPC470401
0.9753 High Similarity NPC159750
0.9753 High Similarity NPC258068
0.9753 High Similarity NPC476583
0.9753 High Similarity NPC473995
0.9753 High Similarity NPC20533
0.9753 High Similarity NPC473649
0.9753 High Similarity NPC154097
0.9634 High Similarity NPC81045
0.9634 High Similarity NPC274446
0.9634 High Similarity NPC191929
0.9634 High Similarity NPC171135
0.9634 High Similarity NPC39754
0.9634 High Similarity NPC100454
0.9634 High Similarity NPC320569
0.9634 High Similarity NPC169511
0.9634 High Similarity NPC473905
0.9634 High Similarity NPC133730
0.9634 High Similarity NPC234077
0.9634 High Similarity NPC242364
0.9634 High Similarity NPC172821
0.9634 High Similarity NPC261952
0.9634 High Similarity NPC320458
0.9634 High Similarity NPC61257
0.9634 High Similarity NPC151403
0.9634 High Similarity NPC287164
0.9625 High Similarity NPC156804
0.962 High Similarity NPC11332
0.962 High Similarity NPC475159
0.962 High Similarity NPC65930
0.962 High Similarity NPC473780
0.962 High Similarity NPC145914
0.962 High Similarity NPC94875
0.962 High Similarity NPC473712
0.962 High Similarity NPC180363
0.962 High Similarity NPC131002
0.962 High Similarity NPC329829
0.962 High Similarity NPC473529
0.962 High Similarity NPC73310
0.9518 High Similarity NPC91067
0.9518 High Similarity NPC20621
0.9518 High Similarity NPC81778
0.9518 High Similarity NPC40066
0.9518 High Similarity NPC42598
0.9518 High Similarity NPC93794
0.9518 High Similarity NPC473504
0.9518 High Similarity NPC318963
0.9506 High Similarity NPC322529
0.9506 High Similarity NPC329838
0.9506 High Similarity NPC329615
0.9506 High Similarity NPC471567
0.9506 High Similarity NPC100921
0.9506 High Similarity NPC477018
0.9506 High Similarity NPC120398
0.95 High Similarity NPC253801
0.95 High Similarity NPC144415
0.9405 High Similarity NPC239517
0.939 High Similarity NPC231096
0.939 High Similarity NPC240695
0.939 High Similarity NPC142117
0.939 High Similarity NPC232555
0.939 High Similarity NPC62118
0.939 High Similarity NPC309211
0.939 High Similarity NPC475581
0.939 High Similarity NPC171174
0.939 High Similarity NPC107717
0.939 High Similarity NPC477010
0.939 High Similarity NPC114694
0.9383 High Similarity NPC163093
0.9268 High Similarity NPC477014
0.9268 High Similarity NPC66346
0.9268 High Similarity NPC473669
0.9268 High Similarity NPC107986
0.9268 High Similarity NPC110710
0.9268 High Similarity NPC82795
0.9268 High Similarity NPC473478
0.9268 High Similarity NPC286338
0.9268 High Similarity NPC132496
0.9268 High Similarity NPC1083
0.9268 High Similarity NPC103284
0.9268 High Similarity NPC283085
0.9268 High Similarity NPC223871
0.9268 High Similarity NPC231009
0.9268 High Similarity NPC477013
0.9268 High Similarity NPC473651
0.9186 High Similarity NPC473520
0.9167 High Similarity NPC20339
0.9167 High Similarity NPC21208
0.9167 High Similarity NPC89001
0.9167 High Similarity NPC233551
0.9167 High Similarity NPC40376
0.9167 High Similarity NPC280621
0.9167 High Similarity NPC48338
0.9157 High Similarity NPC134807
0.9157 High Similarity NPC473687
0.9157 High Similarity NPC210218
0.9157 High Similarity NPC103523
0.9157 High Similarity NPC477015
0.9157 High Similarity NPC204686
0.9157 High Similarity NPC219498
0.9157 High Similarity NPC279267
0.9157 High Similarity NPC134865
0.9157 High Similarity NPC134885
0.9157 High Similarity NPC308412
0.9157 High Similarity NPC69082
0.9059 High Similarity NPC477011
0.9059 High Similarity NPC477016
0.9059 High Similarity NPC477017
0.9048 High Similarity NPC178215
0.9048 High Similarity NPC477012
0.8953 High Similarity NPC473904
0.8929 High Similarity NPC112685
0.8929 High Similarity NPC47937
0.8837 High Similarity NPC280612
0.8837 High Similarity NPC14901
0.8837 High Similarity NPC139418
0.8837 High Similarity NPC130359
0.881 High Similarity NPC182383
0.875 High Similarity NPC473561
0.875 High Similarity NPC473663
0.875 High Similarity NPC475173
0.875 High Similarity NPC473723
0.8636 High Similarity NPC473707
0.8539 High Similarity NPC11456
0.8132 Intermediate Similarity NPC81419
0.8132 Intermediate Similarity NPC179746
0.8125 Intermediate Similarity NPC84038
0.8111 Intermediate Similarity NPC474761
0.8111 Intermediate Similarity NPC476004
0.8025 Intermediate Similarity NPC474705
0.8022 Intermediate Similarity NPC208886
0.8022 Intermediate Similarity NPC12172
0.8022 Intermediate Similarity NPC30515
0.8 Intermediate Similarity NPC295312
0.7955 Intermediate Similarity NPC21469
0.7912 Intermediate Similarity NPC473448
0.7912 Intermediate Similarity NPC51004
0.7912 Intermediate Similarity NPC473619
0.7895 Intermediate Similarity NPC187268
0.7865 Intermediate Similarity NPC164393
0.7857 Intermediate Similarity NPC475711
0.7835 Intermediate Similarity NPC86077
0.7826 Intermediate Similarity NPC473321
0.7826 Intermediate Similarity NPC184463
0.7802 Intermediate Similarity NPC307411
0.7802 Intermediate Similarity NPC473564
0.7802 Intermediate Similarity NPC474032
0.7791 Intermediate Similarity NPC47653
0.7778 Intermediate Similarity NPC248602
0.7778 Intermediate Similarity NPC160138
0.7766 Intermediate Similarity NPC36954
0.7753 Intermediate Similarity NPC137033
0.775 Intermediate Similarity NPC218477
0.7742 Intermediate Similarity NPC475912
0.7742 Intermediate Similarity NPC273579
0.7742 Intermediate Similarity NPC476300
0.7742 Intermediate Similarity NPC288240
0.7742 Intermediate Similarity NPC162205
0.7742 Intermediate Similarity NPC295204
0.7727 Intermediate Similarity NPC11620
0.7727 Intermediate Similarity NPC475947
0.7717 Intermediate Similarity NPC478004
0.7717 Intermediate Similarity NPC158388
0.7717 Intermediate Similarity NPC478003
0.7708 Intermediate Similarity NPC473326
0.7692 Intermediate Similarity NPC202672
0.7692 Intermediate Similarity NPC153805
0.7692 Intermediate Similarity NPC474471
0.7692 Intermediate Similarity NPC58219
0.7692 Intermediate Similarity NPC177629
0.7692 Intermediate Similarity NPC227379
0.7674 Intermediate Similarity NPC470149
0.7674 Intermediate Similarity NPC470148
0.7667 Intermediate Similarity NPC284902
0.7667 Intermediate Similarity NPC469483
0.766 Intermediate Similarity NPC474035
0.766 Intermediate Similarity NPC81386
0.764 Intermediate Similarity NPC474780
0.764 Intermediate Similarity NPC474251
0.764 Intermediate Similarity NPC288471
0.7614 Intermediate Similarity NPC474291

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC319036 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 NPD46 Approved
0.7717 Intermediate Similarity NPD6698 Approved
0.7353 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7838 Discovery
0.7115 Intermediate Similarity NPD6686 Approved
0.7083 Intermediate Similarity NPD7983 Approved
0.6832 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6829 Remote Similarity NPD3197 Phase 1
0.6822 Remote Similarity NPD6371 Approved
0.6809 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4250 Approved
0.6667 Remote Similarity NPD4251 Approved
0.6633 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5362 Discontinued
0.6596 Remote Similarity NPD7154 Phase 3
0.6562 Remote Similarity NPD4249 Approved
0.6535 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7638 Approved
0.6505 Remote Similarity NPD4225 Approved
0.6489 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4756 Discovery
0.6458 Remote Similarity NPD5363 Approved
0.6458 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7640 Approved
0.6442 Remote Similarity NPD7639 Approved
0.6395 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6381 Remote Similarity NPD5344 Discontinued
0.6364 Remote Similarity NPD1695 Approved
0.6277 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6273 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6265 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6264 Remote Similarity NPD8039 Approved
0.625 Remote Similarity NPD6110 Phase 1
0.625 Remote Similarity NPD6053 Discontinued
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6211 Remote Similarity NPD4790 Discontinued
0.6186 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6176 Remote Similarity NPD5778 Approved
0.6176 Remote Similarity NPD5779 Approved
0.6167 Remote Similarity NPD7507 Approved
0.6163 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7839 Suspended
0.6146 Remote Similarity NPD5209 Approved
0.6146 Remote Similarity NPD4270 Approved
0.6146 Remote Similarity NPD6435 Approved
0.6146 Remote Similarity NPD4269 Approved
0.6125 Remote Similarity NPD3728 Approved
0.6125 Remote Similarity NPD3730 Approved
0.6125 Remote Similarity NPD4266 Approved
0.6125 Remote Similarity NPD3194 Approved
0.6125 Remote Similarity NPD3195 Phase 2
0.6125 Remote Similarity NPD3196 Approved
0.6122 Remote Similarity NPD1694 Approved
0.6105 Remote Similarity NPD4252 Approved
0.6102 Remote Similarity NPD8513 Phase 3
0.6102 Remote Similarity NPD8515 Approved
0.6102 Remote Similarity NPD8516 Approved
0.6102 Remote Similarity NPD8517 Approved
0.6082 Remote Similarity NPD5332 Approved
0.6082 Remote Similarity NPD5331 Approved
0.6064 Remote Similarity NPD4271 Approved
0.6064 Remote Similarity NPD4268 Approved
0.6061 Remote Similarity NPD5786 Approved
0.6042 Remote Similarity NPD5369 Approved
0.6034 Remote Similarity NPD7115 Discovery
0.6024 Remote Similarity NPD6109 Phase 1
0.6016 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD7829 Approved
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD7830 Approved
0.5981 Remote Similarity NPD6648 Approved
0.5962 Remote Similarity NPD5282 Discontinued
0.5949 Remote Similarity NPD6927 Phase 3
0.5946 Remote Similarity NPD6412 Phase 2
0.5938 Remote Similarity NPD4819 Approved
0.5938 Remote Similarity NPD5368 Approved
0.5938 Remote Similarity NPD4821 Approved
0.5938 Remote Similarity NPD4820 Approved
0.5938 Remote Similarity NPD4822 Approved
0.593 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5909 Remote Similarity NPD3704 Approved
0.5882 Remote Similarity NPD8294 Approved
0.5882 Remote Similarity NPD8377 Approved
0.5872 Remote Similarity NPD7632 Discontinued
0.5854 Remote Similarity NPD8074 Phase 3
0.5847 Remote Similarity NPD7328 Approved
0.5847 Remote Similarity NPD7327 Approved
0.5833 Remote Similarity NPD8380 Approved
0.5833 Remote Similarity NPD8379 Approved
0.5833 Remote Similarity NPD8378 Approved
0.5833 Remote Similarity NPD8033 Approved
0.5833 Remote Similarity NPD8296 Approved
0.5833 Remote Similarity NPD8335 Approved
0.5814 Remote Similarity NPD7966 Clinical (unspecified phase)
0.581 Remote Similarity NPD7748 Approved
0.5798 Remote Similarity NPD7516 Approved
0.5776 Remote Similarity NPD4632 Approved
0.5769 Remote Similarity NPD7637 Suspended
0.575 Remote Similarity NPD28 Approved
0.575 Remote Similarity NPD29 Approved
0.5739 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5738 Remote Similarity NPD7642 Approved
0.573 Remote Similarity NPD6108 Clinical (unspecified phase)
0.573 Remote Similarity NPD7331 Phase 2
0.5728 Remote Similarity NPD5370 Suspended
0.5728 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6101 Approved
0.5726 Remote Similarity NPD7078 Approved
0.5714 Remote Similarity NPD7641 Discontinued
0.5702 Remote Similarity NPD8444 Approved
0.5701 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7492 Approved
0.569 Remote Similarity NPD8297 Approved
0.568 Remote Similarity NPD7736 Approved
0.5676 Remote Similarity NPD6647 Phase 2
0.5664 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6421 Discontinued
0.5648 Remote Similarity NPD6083 Phase 2
0.5648 Remote Similarity NPD6084 Phase 2
0.5648 Remote Similarity NPD7902 Approved
0.5647 Remote Similarity NPD9119 Approved
0.5647 Remote Similarity NPD69 Approved
0.5645 Remote Similarity NPD6616 Approved
0.5645 Remote Similarity NPD8273 Phase 1
0.5641 Remote Similarity NPD8133 Approved
0.5631 Remote Similarity NPD6903 Approved
0.563 Remote Similarity NPD7500 Approved
0.562 Remote Similarity NPD6054 Approved
0.562 Remote Similarity NPD6319 Approved
0.5619 Remote Similarity NPD7515 Phase 2
0.5619 Remote Similarity NPD6411 Approved
0.5619 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5603 Remote Similarity NPD2204 Approved
0.56 Remote Similarity NPD8293 Discontinued

Structure

External Identifiers

PubChem CID   56655644
ChEMBL   CHEMBL1933122
ZINC  

Physicochemical Properties

Molecular Weight:  622.48
ALogP:  -8.3702
MLogP:  4.76
XLogP:  9.577
# Rotatable Bonds:  30
Polar Surface Area:  105.45
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  44

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