Natural Product: NPC185929

Natural Product ID:  NPC185929
Common Name:   Smenospongine B
IUPAC Name:  
Synonyms:   Smenospongine B
Molecular Formula:   C23H31NO5
Standard InCHIKey:  NNDNTSLKXNJKMJ-LAHPKLRZSA-N
Standard InCHI:  InChI=1S/C23H31NO5/c1-13-6-5-7-18-22(13,3)9-8-14(2)23(18,4)11-15-20(28)16(24-12-19(26)27)10-17(25)21(15)29/h10,14,18,24,29H,1,5-9,11-12H2,2-4H3,(H,26,27)/t14-,18+,22+,23+/m0/s1
Canonical SMILES:  OC(=O)CNC1=CC(=O)C(=C(C1=O)C[C@]1(C)[C@@H](C)CC[C@]2([C@H]1CCCC2=C)C)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
NPO25355 Dactylospongia elegans Species Thorectidae Eukaryota PMID[21155589]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT395 Cell Line SF-268 Homo sapiens GI50 = 9700 nM 21155589
NPT83 Cell Line MCF7 Homo sapiens GI50 = 10000 nM 21155589
NPT397 Cell Line NCI-H460 Homo sapiens GI50 = 6000 nM 21155589
NPT139 Cell Line HT-29 Homo sapiens GI50 = 6000 nM 21155589
NPT913 Cell Line CHO-K1 Cricetulus griseus GI50 = 3000 nM 21155589

  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 NPC185929 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
0.9406 High Similarity NPC24596
0.9 High Similarity NPC34193
0.8333 Intermediate Similarity NPC72688
0.8198 Intermediate Similarity NPC176336
0.7745 Intermediate Similarity NPC236322
0.7339 Intermediate Similarity NPC119326
0.7281 Intermediate Similarity NPC175585
0.708 Intermediate Similarity NPC469958
0.7059 Intermediate Similarity NPC105803
0.7043 Intermediate Similarity NPC476918
0.7018 Intermediate Similarity NPC476926
0.7018 Intermediate Similarity NPC230677
0.7 Intermediate Similarity NPC184033
0.6923 Remote Similarity NPC474680
0.6881 Remote Similarity NPC476754
0.687 Remote Similarity NPC476328
0.6869 Remote Similarity NPC1254
0.6814 Remote Similarity NPC474001
0.6789 Remote Similarity NPC476752
0.6789 Remote Similarity NPC476753
0.6754 Remote Similarity NPC226509
0.6754 Remote Similarity NPC152718
0.6752 Remote Similarity NPC476276
0.6752 Remote Similarity NPC220730
0.6699 Remote Similarity NPC278459
0.6699 Remote Similarity NPC55869
0.6699 Remote Similarity NPC475833
0.6699 Remote Similarity NPC99308
0.6667 Remote Similarity NPC192329
0.6667 Remote Similarity NPC27817
0.6638 Remote Similarity NPC476921
0.6609 Remote Similarity NPC58200
0.6604 Remote Similarity NPC6185
0.6604 Remote Similarity NPC182106
0.6604 Remote Similarity NPC311769
0.6604 Remote Similarity NPC241512
0.6602 Remote Similarity NPC108955
0.6574 Remote Similarity NPC116231
0.6571 Remote Similarity NPC21667
0.6538 Remote Similarity NPC470034
0.6538 Remote Similarity NPC475863
0.6535 Remote Similarity NPC180886
0.6518 Remote Similarity NPC147232
0.6514 Remote Similarity NPC112454
0.6486 Remote Similarity NPC263780
0.6479 Remote Similarity NPC2672
0.6476 Remote Similarity NPC472239
0.6476 Remote Similarity NPC472867
0.6471 Remote Similarity NPC165711
0.6449 Remote Similarity NPC8518
0.6449 Remote Similarity NPC255174
0.6449 Remote Similarity NPC132228
0.6449 Remote Similarity NPC263997
0.6442 Remote Similarity NPC287063
0.6441 Remote Similarity NPC195841
0.6441 Remote Similarity NPC233256
0.6436 Remote Similarity NPC476346
0.6422 Remote Similarity NPC259252
0.6408 Remote Similarity NPC74410
0.64 Remote Similarity NPC474006
0.64 Remote Similarity NPC56747
0.64 Remote Similarity NPC180015
0.64 Remote Similarity NPC109576
0.64 Remote Similarity NPC130016
0.6396 Remote Similarity NPC470036
0.6396 Remote Similarity NPC174167
0.6389 Remote Similarity NPC472161
0.6381 Remote Similarity NPC471898
0.6373 Remote Similarity NPC110725
0.6364 Remote Similarity NPC477973
0.6355 Remote Similarity NPC96095
0.6339 Remote Similarity NPC247316
0.6321 Remote Similarity NPC320514
0.6321 Remote Similarity NPC238991
0.6321 Remote Similarity NPC3511
0.6321 Remote Similarity NPC103486
0.6321 Remote Similarity NPC469799
0.6321 Remote Similarity NPC142253
0.6321 Remote Similarity NPC469806
0.6321 Remote Similarity NPC302661
0.6306 Remote Similarity NPC17143
0.6306 Remote Similarity NPC47230
0.63 Remote Similarity NPC21944
0.63 Remote Similarity NPC133253
0.6296 Remote Similarity NPC474537
0.6296 Remote Similarity NPC33881
0.6296 Remote Similarity NPC60350
0.6296 Remote Similarity NPC8571
0.6296 Remote Similarity NPC29447
0.6281 Remote Similarity NPC218602
0.6273 Remote Similarity NPC48107
0.6262 Remote Similarity NPC279639
0.6262 Remote Similarity NPC53733
0.6262 Remote Similarity NPC102197
0.6262 Remote Similarity NPC470015
0.6262 Remote Similarity NPC49019
0.6262 Remote Similarity NPC168188
0.6262 Remote Similarity NPC3856
0.626 Remote Similarity NPC96010
0.626 Remote Similarity NPC317654
0.625 Remote Similarity NPC30321
0.625 Remote Similarity NPC189485
0.6228 Remote Similarity NPC777
0.6226 Remote Similarity NPC90055
0.6226 Remote Similarity NPC225515
0.622 Remote Similarity NPC35037
0.6218 Remote Similarity NPC9436
0.6216 Remote Similarity NPC249312
0.6216 Remote Similarity NPC262043
0.6214 Remote Similarity NPC92080
0.6214 Remote Similarity NPC69143
0.6212 Remote Similarity NPC478136
0.6204 Remote Similarity NPC181743
0.6204 Remote Similarity NPC178025
0.6204 Remote Similarity NPC16287
0.6204 Remote Similarity NPC87552
0.62 Remote Similarity NPC265782
0.62 Remote Similarity NPC251929
0.62 Remote Similarity NPC2634
0.619 Remote Similarity NPC199595
0.6182 Remote Similarity NPC476409
0.6182 Remote Similarity NPC136948
0.6176 Remote Similarity NPC241854
0.6176 Remote Similarity NPC251970
0.6176 Remote Similarity NPC476046
0.6168 Remote Similarity NPC469804
0.6168 Remote Similarity NPC251779
0.6168 Remote Similarity NPC69101
0.6168 Remote Similarity NPC469805
0.6162 Remote Similarity NPC188292
0.6162 Remote Similarity NPC260474
0.6161 Remote Similarity NPC474209
0.6161 Remote Similarity NPC475823
0.6161 Remote Similarity NPC473056
0.6154 Remote Similarity NPC128698
0.6154 Remote Similarity NPC97377
0.6154 Remote Similarity NPC239768
0.6154 Remote Similarity NPC472300
0.6147 Remote Similarity NPC469993
0.6147 Remote Similarity NPC94531
0.6147 Remote Similarity NPC311702
0.6147 Remote Similarity NPC123319
0.6147 Remote Similarity NPC11711
0.614 Remote Similarity NPC477290
0.614 Remote Similarity NPC23170
0.6139 Remote Similarity NPC54123
0.6134 Remote Similarity NPC98765
0.6134 Remote Similarity NPC179208
0.6132 Remote Similarity NPC2482
0.6132 Remote Similarity NPC26139
0.6132 Remote Similarity NPC37038
0.6132 Remote Similarity NPC469797
0.6132 Remote Similarity NPC476809
0.6132 Remote Similarity NPC469798
0.6126 Remote Similarity NPC72397
0.6121 Remote Similarity NPC472162
0.6121 Remote Similarity NPC472166
0.6117 Remote Similarity NPC469803
0.6117 Remote Similarity NPC192540
0.6117 Remote Similarity NPC279666
0.6106 Remote Similarity NPC230064
0.6102 Remote Similarity NPC77703
0.61 Remote Similarity NPC139397
0.6095 Remote Similarity NPC280654
0.6095 Remote Similarity NPC110094
0.6095 Remote Similarity NPC198240
0.6095 Remote Similarity NPC260385
0.6095 Remote Similarity NPC476808
0.6091 Remote Similarity NPC94666
0.6087 Remote Similarity NPC295347
0.6083 Remote Similarity NPC475239
0.6078 Remote Similarity NPC303613
0.6078 Remote Similarity NPC474228
0.6075 Remote Similarity NPC147066
0.6075 Remote Similarity NPC477372
0.6075 Remote Similarity NPC162632
0.6075 Remote Similarity NPC263272
0.6075 Remote Similarity NPC267691
0.6075 Remote Similarity NPC121984
0.6075 Remote Similarity NPC274050
0.6075 Remote Similarity NPC474085
0.6075 Remote Similarity NPC116797
0.6071 Remote Similarity NPC65615
0.6071 Remote Similarity NPC68148
0.6068 Remote Similarity NPC140685
0.6058 Remote Similarity NPC292589
0.6058 Remote Similarity NPC112680
0.6058 Remote Similarity NPC19907
0.6058 Remote Similarity NPC26504
0.6055 Remote Similarity NPC477289
0.6055 Remote Similarity NPC248758
0.6055 Remote Similarity NPC237712
0.6055 Remote Similarity NPC144258
0.604 Remote Similarity NPC307176
0.604 Remote Similarity NPC260040
0.6038 Remote Similarity NPC231431
0.6036 Remote Similarity NPC476293
0.6034 Remote Similarity NPC247220
0.6032 Remote Similarity NPC145501
0.6032 Remote Similarity NPC476813

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC185929 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
0.6765 Remote Similarity NPD4695 Discontinued
0.6731 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6508 Remote Similarity NPD6908 Approved
0.6508 Remote Similarity NPD6909 Approved
0.6378 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7623 Phase 3
0.6202 Remote Similarity NPD7624 Clinical (unspecified phase)
0.62 Remote Similarity NPD4691 Approved
0.6174 Remote Similarity NPD7614 Phase 1
0.6172 Remote Similarity NPD7299 Clinical (unspecified phase)
0.61 Remote Similarity NPD4137 Phase 3
0.6095 Remote Similarity NPD3617 Approved
0.6055 Remote Similarity NPD4197 Approved
0.604 Remote Similarity NPD4747 Approved
0.6019 Remote Similarity NPD4058 Approved
0.6015 Remote Similarity NPD7746 Phase 1
0.6015 Remote Similarity NPD7747 Phase 1
0.6 Remote Similarity NPD5329 Approved
0.5983 Remote Similarity NPD6083 Phase 2
0.5983 Remote Similarity NPD6084 Phase 2
0.5982 Remote Similarity NPD5737 Approved
0.5982 Remote Similarity NPD6672 Approved
0.5965 Remote Similarity NPD7515 Phase 2
0.5956 Remote Similarity NPD7260 Phase 2
0.5948 Remote Similarity NPD5695 Phase 3
0.5946 Remote Similarity NPD5690 Phase 2
0.5932 Remote Similarity NPD5696 Approved
0.5929 Remote Similarity NPD6904 Approved
0.5929 Remote Similarity NPD4753 Phase 2
0.5929 Remote Similarity NPD6080 Approved
0.5929 Remote Similarity NPD6673 Approved
0.5926 Remote Similarity NPD8028 Phase 2
0.5912 Remote Similarity NPD6845 Suspended
0.5897 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6404 Discontinued
0.5872 Remote Similarity NPD4223 Phase 3
0.5872 Remote Similarity NPD4221 Approved
0.5862 Remote Similarity NPD7748 Approved
0.5826 Remote Similarity NPD5284 Approved
0.5826 Remote Similarity NPD5693 Phase 1
0.5826 Remote Similarity NPD5281 Approved
0.582 Remote Similarity NPD7812 Clinical (unspecified phase)
0.5812 Remote Similarity NPD5210 Approved
0.5812 Remote Similarity NPD4629 Approved
0.5804 Remote Similarity NPD5280 Approved
0.5804 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5804 Remote Similarity NPD4694 Approved
0.578 Remote Similarity NPD857 Phase 3
0.5776 Remote Similarity NPD6399 Phase 3
0.5766 Remote Similarity NPD3665 Phase 1
0.5766 Remote Similarity NPD3133 Approved
0.5766 Remote Similarity NPD3666 Approved
0.5763 Remote Similarity NPD7732 Phase 3
0.5763 Remote Similarity NPD5221 Approved
0.5763 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5763 Remote Similarity NPD5222 Approved
0.5752 Remote Similarity NPD621 Discontinued
0.5752 Remote Similarity NPD3573 Approved
0.5739 Remote Similarity NPD5692 Phase 3
0.5727 Remote Similarity NPD3667 Approved
0.5726 Remote Similarity NPD5697 Approved
0.5726 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5733 Approved
0.5714 Remote Similarity NPD5173 Approved
0.5714 Remote Similarity NPD4687 Approved
0.5714 Remote Similarity NPD7902 Approved
0.569 Remote Similarity NPD5694 Approved
0.569 Remote Similarity NPD6050 Approved
0.5686 Remote Similarity NPD3621 Clinical (unspecified phase)
0.568 Remote Similarity NPD6011 Approved
0.568 Remote Similarity NPD6881 Approved
0.568 Remote Similarity NPD6899 Approved
0.5673 Remote Similarity NPD5276 Approved
0.5669 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5664 Remote Similarity NPD6098 Approved
0.5664 Remote Similarity NPD4689 Approved
0.5664 Remote Similarity NPD4693 Phase 3
0.5664 Remote Similarity NPD5205 Approved
0.5664 Remote Similarity NPD4690 Approved
0.5664 Remote Similarity NPD6684 Approved
0.5664 Remote Similarity NPD5279 Phase 3
0.5664 Remote Similarity NPD7521 Approved
0.5664 Remote Similarity NPD4138 Approved
0.5664 Remote Similarity NPD3618 Phase 1
0.5664 Remote Similarity NPD4519 Discontinued
0.5664 Remote Similarity NPD7146 Approved
0.5664 Remote Similarity NPD7334 Approved
0.5664 Remote Similarity NPD4623 Approved
0.5664 Remote Similarity NPD4688 Approved
0.5664 Remote Similarity NPD6409 Approved
0.5664 Remote Similarity NPD5330 Approved
0.5652 Remote Similarity NPD6914 Discontinued
0.5645 Remote Similarity NPD7128 Approved
0.5645 Remote Similarity NPD6675 Approved
0.5645 Remote Similarity NPD5739 Approved
0.5645 Remote Similarity NPD7333 Discontinued
0.5645 Remote Similarity NPD6402 Approved
0.5635 Remote Similarity NPD6014 Approved
0.5635 Remote Similarity NPD6012 Approved
0.5635 Remote Similarity NPD6013 Approved
0.563 Remote Similarity NPD4697 Phase 3
0.5625 Remote Similarity NPD4786 Approved
0.562 Remote Similarity NPD5285 Approved
0.562 Remote Similarity NPD4696 Approved
0.562 Remote Similarity NPD5286 Approved
0.5612 Remote Similarity NPD2101 Approved
0.5603 Remote Similarity NPD4096 Approved
0.56 Remote Similarity NPD5701 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL1668119
ZINC  

Physicochemical Properties

Molecular Weight:  401.22
ALogP:  0.0968
MLogP:  3.33
XLogP:  5.918
# Rotatable Bonds:  10
Polar Surface Area:  103.7
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  29

Download Data

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