Natural Product: NPC111883

Natural Product ID:  NPC111883
Common Name:   Sodwanone T
IUPAC Name:   (5aS,9aS)-6-[2-[(3R,5aS,9aS)-3-hydroxy-2,2,5a,7-tetramethyl-3,4,5,8,9,9a-hexahydro-1-benzoxepin-6-yl]ethyl]-2,2,5a,7-tetramethyl-5,8,9,9a-tetrahydro-4H-1-benzoxepin-3-one
Synonyms:   Sodwanone T
Molecular Formula:   C30H48O4
Standard InCHIKey:  QIHDWGQIJFJMLV-NEIAQIOGSA-N
Standard InCHI:  InChI=1S/C30H48O4/c1-19-9-13-25-29(7,17-15-23(31)27(3,4)33-25)21(19)11-12-22-20(2)10-14-26-30(22,8)18-16-24(32)28(5,6)34-26/h23,25-26,31H,9-18H2,1-8H3/t23-,25+,26+,29+,30+/m1/s1
Canonical SMILES:  CC1=C(CCC2=C(C)CC[C@H]3[C@@]2(C)CCC(=O)C(O3)(C)C)[C@]2([C@H](CC1)OC([C@@H](CC2)O)(C)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
NPO32663 Axinella Genus Axinellidae Eukaryota South African PMID[17190448]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 20000 nM 20189404
NPT2 Others Unspecified IC50 = 20000 nM 19640616
NPT306 Cell Line PC-3 Homo sapiens IC50 > 30000 nM 22194678
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 30000 nM 23398362
NPT2 Others Unspecified IC50 > 30000 nM 19095455
NPT90 Cell Line DU-145 Homo sapiens IC50 > 30000 nM 22472691
NPT396 Cell Line T47D Homo sapiens IC50 > 30000 nM PubChem BioAssay data set

  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 NPC111883 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
0.8352 Intermediate Similarity NPC475001
0.8352 Intermediate Similarity NPC185059
0.8316 Intermediate Similarity NPC260223
0.7895 Intermediate Similarity NPC248913
0.7822 Intermediate Similarity NPC194323
0.7778 Intermediate Similarity NPC17183
0.7755 Intermediate Similarity NPC91439
0.7732 Intermediate Similarity NPC212812
0.7629 Intermediate Similarity NPC61275
0.7526 Intermediate Similarity NPC146852
0.7525 Intermediate Similarity NPC472972
0.75 Intermediate Similarity NPC272451
0.7475 Intermediate Similarity NPC477438
0.7475 Intermediate Similarity NPC477437
0.7475 Intermediate Similarity NPC200702
0.7449 Intermediate Similarity NPC477435
0.7449 Intermediate Similarity NPC477436
0.7423 Intermediate Similarity NPC136801
0.7407 Intermediate Similarity NPC474516
0.7396 Intermediate Similarity NPC269677
0.7374 Intermediate Similarity NPC477439
0.7374 Intermediate Similarity NPC293086
0.7333 Intermediate Similarity NPC181357
0.7327 Intermediate Similarity NPC20078
0.7327 Intermediate Similarity NPC474977
0.7327 Intermediate Similarity NPC473574
0.7315 Intermediate Similarity NPC476023
0.7282 Intermediate Similarity NPC181645
0.7273 Intermediate Similarity NPC247069
0.7264 Intermediate Similarity NPC3316
0.7264 Intermediate Similarity NPC144854
0.7263 Intermediate Similarity NPC290731
0.7248 Intermediate Similarity NPC152117
0.7248 Intermediate Similarity NPC234042
0.7245 Intermediate Similarity NPC289213
0.7241 Intermediate Similarity NPC173321
0.7238 Intermediate Similarity NPC40170
0.7238 Intermediate Similarity NPC65523
0.7228 Intermediate Similarity NPC8803
0.7222 Intermediate Similarity NPC210005
0.7212 Intermediate Similarity NPC478176
0.7207 Intermediate Similarity NPC235539
0.7207 Intermediate Similarity NPC328374
0.7207 Intermediate Similarity NPC251236
0.7207 Intermediate Similarity NPC152199
0.7207 Intermediate Similarity NPC40632
0.7207 Intermediate Similarity NPC134869
0.7207 Intermediate Similarity NPC96312
0.72 Intermediate Similarity NPC217567
0.72 Intermediate Similarity NPC470957
0.72 Intermediate Similarity NPC470958
0.72 Intermediate Similarity NPC76136
0.72 Intermediate Similarity NPC329713
0.7196 Intermediate Similarity NPC293850
0.7196 Intermediate Similarity NPC277017
0.7196 Intermediate Similarity NPC154608
0.7196 Intermediate Similarity NPC192813
0.7188 Intermediate Similarity NPC476217
0.7182 Intermediate Similarity NPC477266
0.7172 Intermediate Similarity NPC473166
0.7172 Intermediate Similarity NPC475972
0.7172 Intermediate Similarity NPC329952
0.7157 Intermediate Similarity NPC236176
0.7157 Intermediate Similarity NPC470834
0.7156 Intermediate Similarity NPC317107
0.7143 Intermediate Similarity NPC191892
0.713 Intermediate Similarity NPC286174
0.713 Intermediate Similarity NPC77947
0.713 Intermediate Similarity NPC141350
0.713 Intermediate Similarity NPC87335
0.713 Intermediate Similarity NPC20192
0.713 Intermediate Similarity NPC27814
0.7117 Intermediate Similarity NPC18547
0.7117 Intermediate Similarity NPC80650
0.7117 Intermediate Similarity NPC474906
0.7117 Intermediate Similarity NPC473798
0.7115 Intermediate Similarity NPC97435
0.7113 Intermediate Similarity NPC138756
0.7113 Intermediate Similarity NPC179659
0.7113 Intermediate Similarity NPC248602
0.7103 Intermediate Similarity NPC469318
0.7103 Intermediate Similarity NPC473173
0.7103 Intermediate Similarity NPC204884
0.7103 Intermediate Similarity NPC202524
0.7103 Intermediate Similarity NPC112780
0.71 Intermediate Similarity NPC198074
0.71 Intermediate Similarity NPC274046
0.7091 Intermediate Similarity NPC90769
0.7091 Intermediate Similarity NPC317687
0.7091 Intermediate Similarity NPC280782
0.708 Intermediate Similarity NPC318751
0.708 Intermediate Similarity NPC297179
0.7071 Intermediate Similarity NPC472325
0.7064 Intermediate Similarity NPC129689
0.7054 Intermediate Similarity NPC470628
0.7054 Intermediate Similarity NPC474734
0.7054 Intermediate Similarity NPC16081
0.7054 Intermediate Similarity NPC474046
0.7054 Intermediate Similarity NPC173686
0.7054 Intermediate Similarity NPC259306
0.7053 Intermediate Similarity NPC110150
0.7053 Intermediate Similarity NPC66764
0.7048 Intermediate Similarity NPC470840
0.7048 Intermediate Similarity NPC295791
0.7048 Intermediate Similarity NPC80781
0.7037 Intermediate Similarity NPC94942
0.7037 Intermediate Similarity NPC272576
0.703 Intermediate Similarity NPC240617
0.703 Intermediate Similarity NPC478089
0.703 Intermediate Similarity NPC472976
0.703 Intermediate Similarity NPC472977
0.703 Intermediate Similarity NPC196227
0.7027 Intermediate Similarity NPC7921
0.7027 Intermediate Similarity NPC208998
0.7027 Intermediate Similarity NPC194100
0.7027 Intermediate Similarity NPC49451
0.7021 Intermediate Similarity NPC16090
0.701 Intermediate Similarity NPC202394
0.7009 Intermediate Similarity NPC210178
0.7009 Intermediate Similarity NPC102352
0.7009 Intermediate Similarity NPC127609
0.7009 Intermediate Similarity NPC470587
0.7 Intermediate Similarity NPC201992
0.7 Intermediate Similarity NPC73457
0.7 Intermediate Similarity NPC146945
0.7 Intermediate Similarity NPC472003
0.7 Intermediate Similarity NPC171888
0.7 Intermediate Similarity NPC115303
0.7 Intermediate Similarity NPC99380
0.7 Intermediate Similarity NPC116726
0.6991 Remote Similarity NPC27999
0.6991 Remote Similarity NPC473590
0.6991 Remote Similarity NPC477116
0.699 Remote Similarity NPC27105
0.699 Remote Similarity NPC472073
0.699 Remote Similarity NPC472074
0.699 Remote Similarity NPC471916
0.699 Remote Similarity NPC20066
0.6981 Remote Similarity NPC472747
0.6981 Remote Similarity NPC33973
0.6981 Remote Similarity NPC472750
0.6981 Remote Similarity NPC70967
0.6981 Remote Similarity NPC99266
0.6981 Remote Similarity NPC218513
0.6981 Remote Similarity NPC471005
0.6981 Remote Similarity NPC55954
0.6981 Remote Similarity NPC275583
0.6972 Remote Similarity NPC471400
0.697 Remote Similarity NPC474951
0.697 Remote Similarity NPC173926
0.697 Remote Similarity NPC97103
0.697 Remote Similarity NPC115607
0.697 Remote Similarity NPC118193
0.697 Remote Similarity NPC256902
0.6964 Remote Similarity NPC268238
0.6964 Remote Similarity NPC469877
0.6964 Remote Similarity NPC323821
0.6964 Remote Similarity NPC470919
0.6964 Remote Similarity NPC143268
0.6964 Remote Similarity NPC45218
0.6961 Remote Similarity NPC37787
0.6961 Remote Similarity NPC469329
0.6961 Remote Similarity NPC180557
0.6961 Remote Similarity NPC272617
0.6961 Remote Similarity NPC30677
0.6961 Remote Similarity NPC134067
0.6961 Remote Similarity NPC322188
0.6961 Remote Similarity NPC248574
0.6961 Remote Similarity NPC473170
0.6961 Remote Similarity NPC473415
0.6961 Remote Similarity NPC108141
0.6957 Remote Similarity NPC478051
0.6952 Remote Similarity NPC470184
0.6952 Remote Similarity NPC472753
0.6952 Remote Similarity NPC124211
0.6947 Remote Similarity NPC212083
0.6947 Remote Similarity NPC48362
0.6944 Remote Similarity NPC230541
0.6944 Remote Similarity NPC165873
0.6944 Remote Similarity NPC473165
0.6944 Remote Similarity NPC473169
0.6939 Remote Similarity NPC233744
0.6939 Remote Similarity NPC241875
0.6939 Remote Similarity NPC472324
0.6939 Remote Similarity NPC298904
0.6939 Remote Similarity NPC189777
0.6939 Remote Similarity NPC469314
0.6939 Remote Similarity NPC469317
0.6937 Remote Similarity NPC174836
0.6937 Remote Similarity NPC289312
0.6937 Remote Similarity NPC11252
0.693 Remote Similarity NPC17772
0.693 Remote Similarity NPC176005
0.6923 Remote Similarity NPC475876
0.6923 Remote Similarity NPC300584
0.6923 Remote Similarity NPC472687
0.6923 Remote Similarity NPC471330
0.6923 Remote Similarity NPC212465
0.6923 Remote Similarity NPC99657
0.6923 Remote Similarity NPC203388

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC111883 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
0.6915 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6411 Approved
0.6765 Remote Similarity NPD5779 Approved
0.6765 Remote Similarity NPD5778 Approved
0.6726 Remote Similarity NPD4632 Approved
0.6697 Remote Similarity NPD6675 Approved
0.6697 Remote Similarity NPD7128 Approved
0.6697 Remote Similarity NPD6402 Approved
0.6697 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6637 Remote Similarity NPD8297 Approved
0.6634 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6101 Approved
0.6577 Remote Similarity NPD6899 Approved
0.6577 Remote Similarity NPD7320 Approved
0.6577 Remote Similarity NPD6881 Approved
0.6577 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6370 Approved
0.6552 Remote Similarity NPD6009 Approved
0.6518 Remote Similarity NPD6372 Approved
0.6518 Remote Similarity NPD6373 Approved
0.6509 Remote Similarity NPD4755 Approved
0.65 Remote Similarity NPD8328 Phase 3
0.65 Remote Similarity NPD7604 Phase 2
0.6486 Remote Similarity NPD5697 Approved
0.6486 Remote Similarity NPD5701 Approved
0.6477 Remote Similarity NPD7341 Phase 2
0.6471 Remote Similarity NPD6015 Approved
0.6471 Remote Similarity NPD6016 Approved
0.6471 Remote Similarity NPD5328 Approved
0.6471 Remote Similarity NPD5983 Phase 2
0.6465 Remote Similarity NPD4786 Approved
0.646 Remote Similarity NPD7290 Approved
0.646 Remote Similarity NPD6883 Approved
0.646 Remote Similarity NPD4634 Approved
0.646 Remote Similarity NPD7102 Approved
0.6446 Remote Similarity NPD7492 Approved
0.6429 Remote Similarity NPD6011 Approved
0.6429 Remote Similarity NPD3667 Approved
0.6417 Remote Similarity NPD5988 Approved
0.6415 Remote Similarity NPD5222 Approved
0.6415 Remote Similarity NPD5221 Approved
0.6415 Remote Similarity NPD4697 Phase 3
0.6415 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6617 Approved
0.6404 Remote Similarity NPD8130 Phase 1
0.6404 Remote Similarity NPD6847 Approved
0.6404 Remote Similarity NPD6649 Approved
0.6404 Remote Similarity NPD6869 Approved
0.6404 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6404 Remote Similarity NPD3704 Approved
0.6404 Remote Similarity NPD6650 Approved
0.6393 Remote Similarity NPD6336 Discontinued
0.6393 Remote Similarity NPD6616 Approved
0.6389 Remote Similarity NPD5286 Approved
0.6389 Remote Similarity NPD4700 Approved
0.6389 Remote Similarity NPD4696 Approved
0.6389 Remote Similarity NPD5285 Approved
0.6381 Remote Similarity NPD5282 Discontinued
0.6372 Remote Similarity NPD6014 Approved
0.6372 Remote Similarity NPD6012 Approved
0.6372 Remote Similarity NPD6013 Approved
0.6372 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6110 Phase 1
0.6355 Remote Similarity NPD6083 Phase 2
0.6355 Remote Similarity NPD5173 Approved
0.6355 Remote Similarity NPD6084 Phase 2
0.6348 Remote Similarity NPD6882 Approved
0.6346 Remote Similarity NPD7983 Approved
0.6346 Remote Similarity NPD6079 Approved
0.6341 Remote Similarity NPD8293 Discontinued
0.6341 Remote Similarity NPD7078 Approved
0.6339 Remote Similarity NPD6412 Phase 2
0.6337 Remote Similarity NPD5279 Phase 3
0.633 Remote Similarity NPD5223 Approved
0.6321 Remote Similarity NPD5695 Phase 3
0.629 Remote Similarity NPD6033 Approved
0.629 Remote Similarity NPD7736 Approved
0.6286 Remote Similarity NPD6399 Phase 3
0.6273 Remote Similarity NPD5211 Phase 2
0.6273 Remote Similarity NPD5225 Approved
0.6273 Remote Similarity NPD4633 Approved
0.6273 Remote Similarity NPD5224 Approved
0.6273 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6698 Approved
0.6226 Remote Similarity NPD7748 Approved
0.6224 Remote Similarity NPD4695 Discontinued
0.6222 Remote Similarity NPD7331 Phase 2
0.6216 Remote Similarity NPD4754 Approved
0.6216 Remote Similarity NPD5175 Approved
0.6216 Remote Similarity NPD5174 Approved
0.619 Remote Similarity NPD7515 Phase 2
0.6176 Remote Similarity NPD3618 Phase 1
0.6174 Remote Similarity NPD6371 Approved
0.6161 Remote Similarity NPD5141 Approved
0.6154 Remote Similarity NPD4753 Phase 2
0.6117 Remote Similarity NPD7524 Approved
0.6106 Remote Similarity NPD4768 Approved
0.6106 Remote Similarity NPD4767 Approved
0.6106 Remote Similarity NPD6008 Approved
0.6083 Remote Similarity NPD6335 Approved
0.6078 Remote Similarity NPD1696 Phase 3
0.6068 Remote Similarity NPD6053 Discontinued
0.6066 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6672 Approved
0.6058 Remote Similarity NPD5737 Approved
0.6055 Remote Similarity NPD7902 Approved
0.605 Remote Similarity NPD6868 Approved
0.605 Remote Similarity NPD6274 Approved
0.6034 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6033 Remote Similarity NPD7100 Approved
0.6033 Remote Similarity NPD7101 Approved
0.602 Remote Similarity NPD3617 Approved
0.6016 Remote Similarity NPD8080 Discontinued
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD7638 Approved
0.6 Remote Similarity NPD6686 Approved
0.6 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD4729 Approved
0.6 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD6317 Approved
0.5983 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5981 Remote Similarity NPD4202 Approved
0.598 Remote Similarity NPD3665 Phase 1
0.598 Remote Similarity NPD3668 Phase 3
0.598 Remote Similarity NPD3133 Approved
0.598 Remote Similarity NPD3666 Approved
0.595 Remote Similarity NPD6313 Approved
0.595 Remote Similarity NPD6314 Approved
0.5946 Remote Similarity NPD7639 Approved
0.5946 Remote Similarity NPD7640 Approved
0.5941 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5935 Remote Similarity NPD6909 Approved
0.5935 Remote Similarity NPD6908 Approved
0.5935 Remote Similarity NPD6921 Approved
0.5922 Remote Similarity NPD5329 Approved
0.5913 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5897 Remote Similarity NPD5250 Approved
0.5897 Remote Similarity NPD5169 Approved
0.5897 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5897 Remote Similarity NPD5248 Approved
0.5897 Remote Similarity NPD5249 Phase 3
0.5897 Remote Similarity NPD5135 Approved
0.5897 Remote Similarity NPD5251 Approved
0.5897 Remote Similarity NPD5247 Approved
0.5888 Remote Similarity NPD6050 Approved
0.5882 Remote Similarity NPD6695 Phase 3
0.5876 Remote Similarity NPD3703 Phase 2
0.5873 Remote Similarity NPD7507 Approved
0.5872 Remote Similarity NPD4629 Approved
0.5872 Remote Similarity NPD5210 Approved
0.5865 Remote Similarity NPD6098 Approved
0.5865 Remote Similarity NPD4694 Approved
0.5865 Remote Similarity NPD5690 Phase 2
0.5865 Remote Similarity NPD5280 Approved
0.5862 Remote Similarity NPD5168 Approved
0.5856 Remote Similarity NPD4225 Approved
0.5849 Remote Similarity NPD6080 Approved
0.5849 Remote Similarity NPD6673 Approved
0.5849 Remote Similarity NPD6904 Approved
0.5847 Remote Similarity NPD5127 Approved
0.5847 Remote Similarity NPD5217 Approved
0.5847 Remote Similarity NPD5216 Approved
0.5847 Remote Similarity NPD5215 Approved
0.5842 Remote Similarity NPD4692 Approved
0.5842 Remote Similarity NPD4139 Approved
0.5841 Remote Similarity NPD7632 Discontinued
0.5825 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5825 Remote Similarity NPD4197 Approved
0.5816 Remote Similarity NPD6933 Approved
0.581 Remote Similarity NPD3573 Approved
0.5806 Remote Similarity NPD8517 Approved
0.5806 Remote Similarity NPD8515 Approved
0.5806 Remote Similarity NPD8513 Phase 3
0.5806 Remote Similarity NPD8516 Approved
0.5794 Remote Similarity NPD5692 Phase 3
0.5784 Remote Similarity NPD6435 Approved
0.578 Remote Similarity NPD7901 Clinical (unspecified phase)
0.578 Remote Similarity NPD7900 Approved
0.5776 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5769 Remote Similarity NPD7260 Phase 2
0.5752 Remote Similarity NPD5344 Discontinued
0.575 Remote Similarity NPD8133 Approved
0.5743 Remote Similarity NPD4748 Discontinued
0.5741 Remote Similarity NPD5694 Approved
0.5738 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7319 Approved
0.5727 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5725 Remote Similarity NPD6845 Suspended
0.5714 Remote Similarity NPD6684 Approved
0.5714 Remote Similarity NPD6409 Approved
0.5714 Remote Similarity NPD8264 Approved
0.5714 Remote Similarity NPD7146 Approved

Structure

External Identifiers

PubChem CID   16099425
ChEMBL   CHEMBL491172
ZINC  

Physicochemical Properties

Molecular Weight:  472.36
ALogP:  1.5315
MLogP:  4.32
XLogP:  3.476
# Rotatable Bonds:  12
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  34

Download Data

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