Natural Product: NPC474995

Natural Product ID:  NPC474995
Common Name:   N-Hydroxymethyllatrunculin B
IUPAC Name:   (4R)-4-[(1R,4S,5Z,9Z,13R,15R)-15-hydroxy-4,9-dimethyl-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]-3-(hydroxymethyl)-1,3-thiazolidin-2-one
Synonyms:  
Molecular Formula:   C21H31NO6S
Standard InCHIKey:  OFLWPNGXBLYXIX-LDYNUQMTSA-N
Standard InCHI:  InChI=1S/C21H31NO6S/c1-14-5-3-4-6-15(2)9-19(24)27-17-10-16(8-7-14)28-21(26,11-17)18-12-29-20(25)22(18)13-23/h3,5,9,14,16-18,23,26H,4,6-8,10-13H2,1-2H3/b5-3-,15-9-/t14-,16-,17-,18+,21-/m1/s1
Canonical SMILES:  OCN1C(=O)SC[C@H]1[C@@]1(O)C[C@H]2C[C@H](O1)CC[C@H](C)/C=CCC/C(=CC(=O)O2)/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
NPO3492 Negombata magnifica Species Latrunculiidae Eukaryota PMID[16499319]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 2500 nM Open TG-GATES in vivo data: Organ Weight
NPT20 Organism Candida albicans Candida albicans MIC = 2500 nM Open TG-GATES in vivo data: Organ Weight
NPT83 Cell Line MCF7 Homo sapiens IC50 = 425598413.1 nM 21106377

  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 NPC474995 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
0.9623 High Similarity NPC474984
0.8519 High Similarity NPC101106
0.8519 High Similarity NPC135216
0.8455 Intermediate Similarity NPC474891
0.8364 Intermediate Similarity NPC287572
0.8364 Intermediate Similarity NPC471636
0.8273 Intermediate Similarity NPC250187
0.823 Intermediate Similarity NPC295444
0.823 Intermediate Similarity NPC268327
0.823 Intermediate Similarity NPC279383
0.823 Intermediate Similarity NPC273215
0.8214 Intermediate Similarity NPC127578
0.8198 Intermediate Similarity NPC474969
0.8198 Intermediate Similarity NPC476034
0.8158 Intermediate Similarity NPC475988
0.8148 Intermediate Similarity NPC474873
0.7712 Intermediate Similarity NPC477554
0.7647 Intermediate Similarity NPC477553
0.7583 Intermediate Similarity NPC477555
0.7411 Intermediate Similarity NPC474985
0.6838 Remote Similarity NPC473289
0.68 Remote Similarity NPC65045
0.6723 Remote Similarity NPC477000
0.6723 Remote Similarity NPC477001
0.6692 Remote Similarity NPC477988
0.6692 Remote Similarity NPC471087
0.6692 Remote Similarity NPC326386
0.6692 Remote Similarity NPC477985
0.6615 Remote Similarity NPC323168
0.6615 Remote Similarity NPC293550
0.6615 Remote Similarity NPC111162
0.6615 Remote Similarity NPC477989
0.6615 Remote Similarity NPC477990
0.661 Remote Similarity NPC188785
0.6589 Remote Similarity NPC470000
0.6541 Remote Similarity NPC471086
0.6532 Remote Similarity NPC469455
0.6532 Remote Similarity NPC29501
0.6532 Remote Similarity NPC58281
0.6519 Remote Similarity NPC120335
0.6515 Remote Similarity NPC477987
0.6515 Remote Similarity NPC329401
0.65 Remote Similarity NPC477557
0.6496 Remote Similarity NPC476344
0.6486 Remote Similarity NPC475342
0.6484 Remote Similarity NPC235625
0.648 Remote Similarity NPC43648
0.6466 Remote Similarity NPC150041
0.6446 Remote Similarity NPC75523
0.6406 Remote Similarity NPC201968
0.6393 Remote Similarity NPC93179
0.6377 Remote Similarity NPC99864
0.6371 Remote Similarity NPC329305
0.6349 Remote Similarity NPC1111
0.6349 Remote Similarity NPC261750
0.6341 Remote Similarity NPC271562
0.6328 Remote Similarity NPC30196
0.6316 Remote Similarity NPC469999
0.6311 Remote Similarity NPC205176
0.6311 Remote Similarity NPC44514
0.6308 Remote Similarity NPC477986
0.6308 Remote Similarity NPC138534
0.6304 Remote Similarity NPC120420
0.6303 Remote Similarity NPC270813
0.6281 Remote Similarity NPC474244
0.6279 Remote Similarity NPC6531
0.6279 Remote Similarity NPC469997
0.6269 Remote Similarity NPC309525
0.625 Remote Similarity NPC50694
0.625 Remote Similarity NPC471494
0.6241 Remote Similarity NPC316133
0.6241 Remote Similarity NPC318445
0.6231 Remote Similarity NPC201889
0.6231 Remote Similarity NPC106791
0.6231 Remote Similarity NPC174463
0.622 Remote Similarity NPC60432
0.6218 Remote Similarity NPC52820
0.6207 Remote Similarity NPC110875
0.6207 Remote Similarity NPC72183
0.6207 Remote Similarity NPC118844
0.6207 Remote Similarity NPC299808
0.6195 Remote Similarity NPC311163
0.619 Remote Similarity NPC477556
0.6179 Remote Similarity NPC64168
0.6172 Remote Similarity NPC130124
0.6172 Remote Similarity NPC193471
0.6168 Remote Similarity NPC469880
0.6161 Remote Similarity NPC475975
0.6159 Remote Similarity NPC316401
0.6147 Remote Similarity NPC139712
0.6142 Remote Similarity NPC168758
0.6142 Remote Similarity NPC21713
0.6142 Remote Similarity NPC181510
0.6142 Remote Similarity NPC475608
0.6142 Remote Similarity NPC47857
0.614 Remote Similarity NPC316138
0.614 Remote Similarity NPC313658
0.6136 Remote Similarity NPC230849
0.6134 Remote Similarity NPC475503
0.6124 Remote Similarity NPC472536
0.6124 Remote Similarity NPC103391
0.6103 Remote Similarity NPC314282
0.6102 Remote Similarity NPC256368
0.6098 Remote Similarity NPC173690
0.6098 Remote Similarity NPC279833
0.6098 Remote Similarity NPC55336
0.6098 Remote Similarity NPC80439
0.6098 Remote Similarity NPC6271
0.609 Remote Similarity NPC23963
0.6087 Remote Similarity NPC41162
0.6083 Remote Similarity NPC475646
0.6071 Remote Similarity NPC27314
0.6071 Remote Similarity NPC263087
0.6071 Remote Similarity NPC31019
0.6071 Remote Similarity NPC2379
0.6071 Remote Similarity NPC106912
0.6066 Remote Similarity NPC144714
0.6066 Remote Similarity NPC100810
0.6063 Remote Similarity NPC113012
0.6063 Remote Similarity NPC122926
0.6061 Remote Similarity NPC470788
0.6058 Remote Similarity NPC173173
0.6048 Remote Similarity NPC469604
0.6034 Remote Similarity NPC133450
0.6032 Remote Similarity NPC474099
0.6019 Remote Similarity NPC477202
0.6016 Remote Similarity NPC316984
0.6016 Remote Similarity NPC30911
0.6016 Remote Similarity NPC476875
0.6015 Remote Similarity NPC11379
0.6 Remote Similarity NPC324506
0.6 Remote Similarity NPC472433
0.6 Remote Similarity NPC199382
0.6 Remote Similarity NPC313821
0.6 Remote Similarity NPC314629
0.6 Remote Similarity NPC475918
0.6 Remote Similarity NPC175614
0.5985 Remote Similarity NPC470300
0.5985 Remote Similarity NPC284656
0.5985 Remote Similarity NPC17581
0.5985 Remote Similarity NPC476155
0.5983 Remote Similarity NPC177668
0.597 Remote Similarity NPC315188
0.5969 Remote Similarity NPC469865
0.5969 Remote Similarity NPC478024
0.5968 Remote Similarity NPC199831
0.5968 Remote Similarity NPC474827
0.5968 Remote Similarity NPC68001
0.5968 Remote Similarity NPC474828
0.5963 Remote Similarity NPC477203
0.5956 Remote Similarity NPC313342
0.5956 Remote Similarity NPC314451
0.5956 Remote Similarity NPC314512
0.5956 Remote Similarity NPC97580
0.5956 Remote Similarity NPC313333
0.5952 Remote Similarity NPC315426
0.595 Remote Similarity NPC91036
0.5946 Remote Similarity NPC209232
0.592 Remote Similarity NPC133420
0.5909 Remote Similarity NPC326753
0.5909 Remote Similarity NPC475642
0.5906 Remote Similarity NPC171734
0.5902 Remote Similarity NPC203627
0.5899 Remote Similarity NPC316205
0.5899 Remote Similarity NPC315387
0.5897 Remote Similarity NPC81195
0.5893 Remote Similarity NPC315731
0.5893 Remote Similarity NPC473339
0.5893 Remote Similarity NPC471552
0.5893 Remote Similarity NPC184208
0.5893 Remote Similarity NPC8538
0.5891 Remote Similarity NPC59249
0.5887 Remote Similarity NPC133089
0.5882 Remote Similarity NPC238090
0.5882 Remote Similarity NPC472195
0.5882 Remote Similarity NPC472196
0.5877 Remote Similarity NPC266718
0.5873 Remote Similarity NPC472856
0.5868 Remote Similarity NPC173329
0.5868 Remote Similarity NPC288350
0.5859 Remote Similarity NPC218602
0.5859 Remote Similarity NPC473578
0.5856 Remote Similarity NPC226226
0.5856 Remote Similarity NPC471768
0.5856 Remote Similarity NPC321728
0.5856 Remote Similarity NPC55304
0.5852 Remote Similarity NPC242692
0.5847 Remote Similarity NPC47230
0.5847 Remote Similarity NPC17143
0.5847 Remote Similarity NPC202886
0.5841 Remote Similarity NPC471298
0.584 Remote Similarity NPC472747
0.584 Remote Similarity NPC472750
0.5833 Remote Similarity NPC159698
0.5833 Remote Similarity NPC470994
0.5821 Remote Similarity NPC241050
0.582 Remote Similarity NPC477719
0.582 Remote Similarity NPC477718
0.582 Remote Similarity NPC4834
0.5814 Remote Similarity NPC469603

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474995 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
0.8519 High Similarity NPD4211 Phase 1
0.6377 Remote Similarity NPD8415 Approved
0.6308 Remote Similarity NPD2495 Phase 3
0.6271 Remote Similarity NPD4228 Discovery
0.626 Remote Similarity NPD777 Phase 3
0.6241 Remote Similarity NPD7642 Approved
0.6231 Remote Similarity NPD7641 Discontinued
0.6214 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6172 Remote Similarity NPD1376 Discontinued
0.6148 Remote Similarity NPD3677 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8451 Approved
0.6148 Remote Similarity NPD8273 Phase 1
0.6107 Remote Similarity NPD1773 Discontinued
0.6103 Remote Similarity NPD8448 Approved
0.6087 Remote Similarity NPD8390 Approved
0.6087 Remote Similarity NPD8392 Approved
0.6087 Remote Similarity NPD8391 Approved
0.6061 Remote Similarity NPD3159 Discontinued
0.6031 Remote Similarity NPD7505 Discontinued
0.6016 Remote Similarity NPD2204 Approved
0.6 Remote Similarity NPD8384 Approved
0.6 Remote Similarity NPD3189 Approved
0.6 Remote Similarity NPD3190 Approved
0.6 Remote Similarity NPD3191 Approved
0.5956 Remote Similarity NPD8299 Approved
0.5956 Remote Similarity NPD8341 Approved
0.5956 Remote Similarity NPD8342 Approved
0.5956 Remote Similarity NPD8340 Approved
0.594 Remote Similarity NPD7518 Approved
0.594 Remote Similarity NPD7519 Approved
0.594 Remote Similarity NPD7517 Approved
0.5896 Remote Similarity NPD2645 Approved
0.5859 Remote Similarity NPD6413 Approved
0.5806 Remote Similarity NPD8414 Discontinued
0.58 Remote Similarity NPD7625 Phase 1
0.5766 Remote Similarity NPD7829 Approved
0.5766 Remote Similarity NPD7830 Approved
0.5714 Remote Similarity NPD6698 Approved
0.5714 Remote Similarity NPD46 Approved
0.5703 Remote Similarity NPD2147 Approved
0.5693 Remote Similarity NPD1748 Approved
0.5693 Remote Similarity NPD8080 Discontinued
0.5693 Remote Similarity NPD1806 Approved
0.5692 Remote Similarity NPD6421 Discontinued
0.5676 Remote Similarity NPD3648 Clinical (unspecified phase)
0.5672 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5664 Remote Similarity NPD2613 Approved
0.566 Remote Similarity NPD4557 Approved
0.5655 Remote Similarity NPD3615 Approved
0.5655 Remote Similarity NPD3087 Approved
0.5655 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5655 Remote Similarity NPD2571 Approved
0.5655 Remote Similarity NPD3088 Approved
0.5655 Remote Similarity NPD2574 Discontinued
0.5655 Remote Similarity NPD2573 Approved
0.5655 Remote Similarity NPD3614 Approved
0.5655 Remote Similarity NPD3616 Approved
0.5655 Remote Similarity NPD2566 Approved
0.5655 Remote Similarity NPD2570 Approved
0.5655 Remote Similarity NPD4745 Approved
0.5655 Remote Similarity NPD3089 Approved
0.5655 Remote Similarity NPD3090 Approved
0.5655 Remote Similarity NPD4746 Phase 3
0.5645 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5639 Remote Similarity NPD7916 Approved
0.5639 Remote Similarity NPD7915 Approved
0.5634 Remote Similarity NPD7751 Phase 1
0.563 Remote Similarity NPD2099 Approved
0.562 Remote Similarity NPD8444 Approved
0.561 Remote Similarity NPD7839 Suspended
0.561 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5603 Remote Similarity NPD8336 Approved
0.5603 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5603 Remote Similarity NPD8337 Approved

Structure

External Identifiers

PubChem CID   15954252
ChEMBL   CHEMBL491355
ZINC  

Physicochemical Properties

Molecular Weight:  425.19
ALogP:  0.3126
MLogP:  2.89
XLogP:  3.345
# Rotatable Bonds:  6
Polar Surface Area:  121.6
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  29

Download Data

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Similar NPs/Drugs