Natural Product: NPC185949

Natural Product ID:  NPC185949
Common Name:   (+)-4-Epi-Onchidiol
IUPAC Name:   2-[(1S)-1-[(2S,3S,4S,5S,6R)-6-[(1R)-1-[3,5-dimethyl-4-oxo-6-[(2S)-3-oxopentan-2-yl]pyran-2-yl]ethyl]-2,4-dihydroxy-3,5-dimethyloxan-2-yl]ethyl]-6-ethyl-3,5-dimethylpyran-4-one
Synonyms:  
Molecular Formula:   C32H46O8
Standard InCHIKey:  KFTURSYHACTBSL-WVDUYOIGSA-N
Standard InCHI:  InChI=1S/C32H46O8/c1-12-23(33)14(3)28-16(5)26(35)17(6)29(39-28)20(9)30-19(8)27(36)21(10)32(37,40-30)22(11)31-18(7)25(34)15(4)24(13-2)38-31/h14,19-22,27,30,36-37H,12-13H2,1-11H3/t14-,19+,20+,21+,22+,27+,30-,32+/m1/s1
Canonical SMILES:  CCC(=O)[C@H](c1oc([C@@H]([C@@H]2O[C@@](O)([C@H]([C@H]([C@@H]2C)O)C)[C@H](c2oc(CC)c(c(=O)c2C)C)C)C)c(c(=O)c1C)C)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
NPO32933 pulmonate mollusks Species NA NA PMID[24180210]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 100000 nM 19216517
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 > 100000 nM 24607584
NPT306 Cell Line PC-3 Homo sapiens IC50 = 82000 nM 22320354
NPT83 Cell Line MCF7 Homo sapiens IC50 = 87000 nM 19223615
NPT2 Others Unspecified IC50 > 100000 nM 20170122
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 22364746

  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 NPC185949 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 NPC107498
0.95 High Similarity NPC92633
0.814 Intermediate Similarity NPC242233
0.8046 Intermediate Similarity NPC47220
0.8046 Intermediate Similarity NPC186332
0.7586 Intermediate Similarity NPC10080
0.7586 Intermediate Similarity NPC123908
0.7527 Intermediate Similarity NPC159092
0.7419 Intermediate Similarity NPC114172
0.7419 Intermediate Similarity NPC471324
0.7419 Intermediate Similarity NPC206679
0.734 Intermediate Similarity NPC109406
0.7255 Intermediate Similarity NPC473807
0.7234 Intermediate Similarity NPC472199
0.7234 Intermediate Similarity NPC476075
0.7234 Intermediate Similarity NPC476084
0.7158 Intermediate Similarity NPC238090
0.7158 Intermediate Similarity NPC478036
0.7158 Intermediate Similarity NPC320552
0.7158 Intermediate Similarity NPC472196
0.7158 Intermediate Similarity NPC472195
0.7158 Intermediate Similarity NPC478037
0.7128 Intermediate Similarity NPC327253
0.7113 Intermediate Similarity NPC173329
0.7113 Intermediate Similarity NPC288350
0.71 Intermediate Similarity NPC313569
0.7093 Intermediate Similarity NPC469880
0.7083 Intermediate Similarity NPC159698
0.7083 Intermediate Similarity NPC256368
0.7083 Intermediate Similarity NPC472198
0.7059 Intermediate Similarity NPC476738
0.7059 Intermediate Similarity NPC476740
0.7045 Intermediate Similarity NPC139712
0.7041 Intermediate Similarity NPC475332
0.703 Intermediate Similarity NPC474581
0.703 Intermediate Similarity NPC197736
0.703 Intermediate Similarity NPC473816
0.703 Intermediate Similarity NPC475367
0.703 Intermediate Similarity NPC309398
0.701 Intermediate Similarity NPC227494
0.6989 Remote Similarity NPC313658
0.6989 Remote Similarity NPC316138
0.6989 Remote Similarity NPC199382
0.6979 Remote Similarity NPC471483
0.697 Remote Similarity NPC56071
0.697 Remote Similarity NPC70733
0.6957 Remote Similarity NPC471494
0.6947 Remote Similarity NPC177668
0.6931 Remote Similarity NPC201191
0.6923 Remote Similarity NPC2379
0.6923 Remote Similarity NPC31019
0.6923 Remote Similarity NPC69469
0.6923 Remote Similarity NPC106912
0.6923 Remote Similarity NPC27314
0.6923 Remote Similarity NPC263087
0.6915 Remote Similarity NPC106051
0.6889 Remote Similarity NPC184208
0.6889 Remote Similarity NPC8538
0.6875 Remote Similarity NPC472197
0.6869 Remote Similarity NPC266842
0.6869 Remote Similarity NPC20078
0.6869 Remote Similarity NPC278506
0.6869 Remote Similarity NPC473574
0.6857 Remote Similarity NPC473578
0.6842 Remote Similarity NPC133450
0.6837 Remote Similarity NPC108141
0.6837 Remote Similarity NPC300710
0.6818 Remote Similarity NPC477203
0.6809 Remote Similarity NPC241054
0.6809 Remote Similarity NPC477959
0.6809 Remote Similarity NPC86005
0.6792 Remote Similarity NPC472508
0.6774 Remote Similarity NPC471223
0.6774 Remote Similarity NPC67081
0.6771 Remote Similarity NPC469464
0.6771 Remote Similarity NPC3952
0.6771 Remote Similarity NPC478003
0.6771 Remote Similarity NPC478004
0.6771 Remote Similarity NPC158388
0.6768 Remote Similarity NPC255410
0.6768 Remote Similarity NPC143446
0.6768 Remote Similarity NPC180722
0.6768 Remote Similarity NPC165332
0.6768 Remote Similarity NPC195645
0.6762 Remote Similarity NPC472507
0.6762 Remote Similarity NPC193765
0.6742 Remote Similarity NPC315765
0.6742 Remote Similarity NPC264391
0.6737 Remote Similarity NPC472011
0.6737 Remote Similarity NPC201046
0.6737 Remote Similarity NPC143025
0.6735 Remote Similarity NPC471496
0.6733 Remote Similarity NPC471727
0.6705 Remote Similarity NPC477202
0.6703 Remote Similarity NPC16090
0.6703 Remote Similarity NPC315731
0.6702 Remote Similarity NPC311163
0.6701 Remote Similarity NPC472010
0.67 Remote Similarity NPC478233
0.67 Remote Similarity NPC476612
0.67 Remote Similarity NPC476613
0.67 Remote Similarity NPC2666
0.67 Remote Similarity NPC120299
0.6699 Remote Similarity NPC291154
0.6698 Remote Similarity NPC313668
0.6698 Remote Similarity NPC315836
0.6667 Remote Similarity NPC471637
0.6667 Remote Similarity NPC154132
0.6667 Remote Similarity NPC166279
0.6667 Remote Similarity NPC475655
0.6667 Remote Similarity NPC471492
0.6667 Remote Similarity NPC181645
0.6667 Remote Similarity NPC469865
0.6667 Remote Similarity NPC473334
0.6667 Remote Similarity NPC475681
0.6667 Remote Similarity NPC57586
0.6667 Remote Similarity NPC471343
0.6667 Remote Similarity NPC2313
0.6667 Remote Similarity NPC475157
0.6667 Remote Similarity NPC476611
0.6667 Remote Similarity NPC471054
0.6635 Remote Similarity NPC231271
0.6635 Remote Similarity NPC470519
0.6634 Remote Similarity NPC203627
0.6634 Remote Similarity NPC475653
0.6633 Remote Similarity NPC61201
0.6632 Remote Similarity NPC471056
0.6632 Remote Similarity NPC74139
0.6632 Remote Similarity NPC197333
0.6632 Remote Similarity NPC471055
0.663 Remote Similarity NPC20072
0.6629 Remote Similarity NPC315394
0.6607 Remote Similarity NPC232258
0.6604 Remote Similarity NPC475150
0.66 Remote Similarity NPC256230
0.66 Remote Similarity NPC473333
0.6598 Remote Similarity NPC3436
0.6598 Remote Similarity NPC202886
0.6598 Remote Similarity NPC313670
0.6596 Remote Similarity NPC470124
0.6596 Remote Similarity NPC477747
0.6596 Remote Similarity NPC90287
0.6596 Remote Similarity NPC477746
0.6593 Remote Similarity NPC472948
0.6593 Remote Similarity NPC100697
0.6591 Remote Similarity NPC285840
0.6591 Remote Similarity NPC327041
0.6574 Remote Similarity NPC34315
0.6566 Remote Similarity NPC63897
0.6566 Remote Similarity NPC5418
0.6562 Remote Similarity NPC53454
0.6562 Remote Similarity NPC471756
0.6562 Remote Similarity NPC476708
0.6562 Remote Similarity NPC471755
0.6559 Remote Similarity NPC16488
0.6552 Remote Similarity NPC477085
0.6542 Remote Similarity NPC246205
0.6542 Remote Similarity NPC133625
0.6542 Remote Similarity NPC218853
0.6538 Remote Similarity NPC320154
0.6535 Remote Similarity NPC471490
0.6531 Remote Similarity NPC175842
0.6531 Remote Similarity NPC32494
0.6531 Remote Similarity NPC477749
0.6531 Remote Similarity NPC470520
0.6531 Remote Similarity NPC158061
0.6526 Remote Similarity NPC475181
0.6526 Remote Similarity NPC247826
0.6526 Remote Similarity NPC316426
0.6526 Remote Similarity NPC477478
0.6526 Remote Similarity NPC477479
0.6526 Remote Similarity NPC315395
0.6526 Remote Similarity NPC470836
0.6522 Remote Similarity NPC280367
0.6512 Remote Similarity NPC477455
0.6505 Remote Similarity NPC197447
0.6505 Remote Similarity NPC169365
0.6505 Remote Similarity NPC477717
0.65 Remote Similarity NPC469543
0.65 Remote Similarity NPC170204
0.65 Remote Similarity NPC471786
0.65 Remote Similarity NPC37603
0.6495 Remote Similarity NPC118193
0.6495 Remote Similarity NPC477748
0.6495 Remote Similarity NPC256902
0.6495 Remote Similarity NPC97577
0.6495 Remote Similarity NPC225283
0.6491 Remote Similarity NPC129434
0.6484 Remote Similarity NPC268502
0.6484 Remote Similarity NPC254996
0.6481 Remote Similarity NPC475243
0.6481 Remote Similarity NPC250956
0.6481 Remote Similarity NPC90630
0.6471 Remote Similarity NPC40182
0.6471 Remote Similarity NPC308567
0.6471 Remote Similarity NPC261377
0.6471 Remote Similarity NPC472015
0.6471 Remote Similarity NPC255592
0.6471 Remote Similarity NPC477928
0.6471 Remote Similarity NPC161855

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC185949 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
0.68 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6771 Remote Similarity NPD46 Approved
0.6771 Remote Similarity NPD6698 Approved
0.6768 Remote Similarity NPD7839 Suspended
0.6735 Remote Similarity NPD5282 Discontinued
0.6598 Remote Similarity NPD7838 Discovery
0.6531 Remote Similarity NPD7983 Approved
0.6495 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6495 Remote Similarity NPD6101 Approved
0.6435 Remote Similarity NPD8080 Discontinued
0.6364 Remote Similarity NPD6411 Approved
0.6355 Remote Similarity NPD6412 Phase 2
0.6316 Remote Similarity NPD6400 Clinical (unspecified phase)
0.63 Remote Similarity NPD5778 Approved
0.63 Remote Similarity NPD5779 Approved
0.6296 Remote Similarity NPD6686 Approved
0.6283 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6273 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6239 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6235 Remote Similarity NPD3704 Approved
0.6216 Remote Similarity NPD6053 Discontinued
0.6211 Remote Similarity NPD7154 Phase 3
0.6207 Remote Similarity NPD8274 Clinical (unspecified phase)
0.62 Remote Similarity NPD7637 Suspended
0.614 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4251 Approved
0.6122 Remote Similarity NPD4250 Approved
0.6102 Remote Similarity NPD8328 Phase 3
0.6068 Remote Similarity NPD8513 Phase 3
0.6042 Remote Similarity NPD6110 Phase 1
0.602 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD5369 Approved
0.5943 Remote Similarity NPD7639 Approved
0.5943 Remote Similarity NPD7640 Approved
0.5932 Remote Similarity NPD7503 Approved
0.5932 Remote Similarity NPD8516 Approved
0.5932 Remote Similarity NPD8515 Approved
0.5932 Remote Similarity NPD8517 Approved
0.593 Remote Similarity NPD7341 Phase 2
0.5922 Remote Similarity NPD7748 Approved
0.5918 Remote Similarity NPD5363 Approved
0.5909 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5895 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5876 Remote Similarity NPD6695 Phase 3
0.5849 Remote Similarity NPD4225 Approved
0.5847 Remote Similarity NPD6054 Approved
0.5847 Remote Similarity NPD6059 Approved
0.5833 Remote Similarity NPD7632 Discontinued
0.5833 Remote Similarity NPD7829 Approved
0.5833 Remote Similarity NPD7830 Approved
0.5816 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5812 Remote Similarity NPD7641 Discontinued
0.58 Remote Similarity NPD7750 Discontinued
0.5798 Remote Similarity NPD8033 Approved
0.5784 Remote Similarity NPD5785 Approved
0.5773 Remote Similarity NPD4270 Approved
0.5773 Remote Similarity NPD4269 Approved
0.5773 Remote Similarity NPD6435 Approved
0.5755 Remote Similarity NPD6084 Phase 2
0.5755 Remote Similarity NPD7902 Approved
0.5755 Remote Similarity NPD6083 Phase 2
0.5752 Remote Similarity NPD6371 Approved
0.575 Remote Similarity NPD6370 Approved
0.5741 Remote Similarity NPD5344 Discontinued
0.5729 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5729 Remote Similarity NPD4695 Discontinued
0.5728 Remote Similarity NPD7515 Phase 2
0.5714 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8377 Approved
0.5714 Remote Similarity NPD8294 Approved
0.5702 Remote Similarity NPD7642 Approved
0.57 Remote Similarity NPD5786 Approved
0.5691 Remote Similarity NPD8074 Phase 3
0.5691 Remote Similarity NPD8293 Discontinued
0.5684 Remote Similarity NPD4802 Phase 2
0.5684 Remote Similarity NPD4238 Approved
0.5682 Remote Similarity NPD7331 Phase 2
0.5678 Remote Similarity NPD7328 Approved
0.5678 Remote Similarity NPD7327 Approved
0.5673 Remote Similarity NPD6399 Phase 3
0.5667 Remote Similarity NPD8378 Approved
0.5667 Remote Similarity NPD8266 Approved
0.5667 Remote Similarity NPD8267 Approved
0.5667 Remote Similarity NPD8444 Approved
0.5667 Remote Similarity NPD8268 Approved
0.5667 Remote Similarity NPD6016 Approved
0.5667 Remote Similarity NPD6015 Approved
0.5667 Remote Similarity NPD8296 Approved
0.5667 Remote Similarity NPD8379 Approved
0.5667 Remote Similarity NPD8335 Approved
0.5667 Remote Similarity NPD8269 Approved
0.5667 Remote Similarity NPD8380 Approved
0.5657 Remote Similarity NPD3133 Approved
0.5657 Remote Similarity NPD4786 Approved
0.5657 Remote Similarity NPD3665 Phase 1
0.5657 Remote Similarity NPD3666 Approved
0.5656 Remote Similarity NPD7492 Approved
0.5652 Remote Similarity NPD6882 Approved
0.5645 Remote Similarity NPD7736 Approved
0.5644 Remote Similarity NPD7524 Approved
0.563 Remote Similarity NPD7516 Approved
0.5625 Remote Similarity NPD6929 Approved
0.562 Remote Similarity NPD5988 Approved
0.5612 Remote Similarity NPD3667 Approved
0.561 Remote Similarity NPD6616 Approved
0.5604 Remote Similarity NPD7532 Clinical (unspecified phase)
0.56 Remote Similarity NPD7319 Approved

Structure

External Identifiers

PubChem CID   57341561
ChEMBL   CHEMBL3087311
ZINC  

Physicochemical Properties

Molecular Weight:  558.32
ALogP:  0.2923
MLogP:  4.1
XLogP:  2.27
# Rotatable Bonds:  21
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  40

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Biological Activities  
Similar NPs/Drugs