Natural Product: NPC471636

Natural Product ID:  NPC471636
Common Name:   Latrunculin T
IUPAC Name:   (4S)-4-[(4S,5Z,7E,11Z,15R,17R)-17-hydroxy-4,11-dimethyl-13-oxo-14,18-dioxabicyclo[13.3.1]nonadeca-5,7,11-trien-17-yl]-1,3-thiazolidin-2-one
Synonyms:  
Molecular Formula:   C22H31NO5S
Standard InCHIKey:  DDVBPZROPPMBLW-ZQNKIISVSA-N
Standard InCHI:  InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17?,18-,19-,22-/m1/s1
Canonical SMILES:  C/C/1=C/C(=O)O[C@@H]2CC(CC[C@@H](/C=CC=CCC1)C)O[C@@](C2)(O)[C@H]1CSC(=N1)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
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
NPT20 Organism Candida albicans Candida albicans MIC = 2500 nM 7714533
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 2500 nM 15646539

  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 NPC471636 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 NPC287572
0.9798 High Similarity NPC101106
0.9798 High Similarity NPC135216
0.951 High Similarity NPC474891
0.9505 High Similarity NPC250187
0.9417 High Similarity NPC127578
0.9412 High Similarity NPC476034
0.9412 High Similarity NPC474969
0.9238 High Similarity NPC273215
0.9238 High Similarity NPC268327
0.9238 High Similarity NPC279383
0.9238 High Similarity NPC295444
0.92 High Similarity NPC474873
0.9159 High Similarity NPC477554
0.9151 High Similarity NPC475988
0.9074 High Similarity NPC477553
0.8991 High Similarity NPC477555
0.8364 Intermediate Similarity NPC474995
0.8214 Intermediate Similarity NPC474984
0.7597 Intermediate Similarity NPC477557
0.7206 Intermediate Similarity NPC477556
0.7179 Intermediate Similarity NPC29501
0.7025 Intermediate Similarity NPC201968
0.686 Remote Similarity NPC50694
0.6842 Remote Similarity NPC175531
0.6723 Remote Similarity NPC329305
0.6667 Remote Similarity NPC113012
0.6667 Remote Similarity NPC75523
0.6667 Remote Similarity NPC122926
0.6637 Remote Similarity NPC175614
0.6613 Remote Similarity NPC65045
0.6579 Remote Similarity NPC4834
0.6522 Remote Similarity NPC270813
0.6514 Remote Similarity NPC313658
0.6514 Remote Similarity NPC316138
0.6496 Remote Similarity NPC473289
0.6491 Remote Similarity NPC475503
0.6471 Remote Similarity NPC472433
0.6446 Remote Similarity NPC24389
0.6435 Remote Similarity NPC475646
0.6423 Remote Similarity NPC43648
0.6406 Remote Similarity NPC470000
0.6391 Remote Similarity NPC477988
0.6387 Remote Similarity NPC477001
0.6387 Remote Similarity NPC477000
0.6364 Remote Similarity NPC199382
0.6336 Remote Similarity NPC329401
0.6336 Remote Similarity NPC477987
0.6333 Remote Similarity NPC475918
0.633 Remote Similarity NPC471494
0.6325 Remote Similarity NPC474985
0.6308 Remote Similarity NPC111162
0.6308 Remote Similarity NPC293550
0.6308 Remote Similarity NPC477990
0.6308 Remote Similarity NPC477989
0.6308 Remote Similarity NPC323168
0.6303 Remote Similarity NPC55336
0.629 Remote Similarity NPC469865
0.6283 Remote Similarity NPC319473
0.6279 Remote Similarity NPC469515
0.6273 Remote Similarity NPC311163
0.6262 Remote Similarity NPC315731
0.6262 Remote Similarity NPC8538
0.6262 Remote Similarity NPC184208
0.625 Remote Similarity NPC14537
0.625 Remote Similarity NPC469880
0.6241 Remote Similarity NPC477793
0.6241 Remote Similarity NPC329919
0.6226 Remote Similarity NPC139712
0.622 Remote Similarity NPC469997
0.6207 Remote Similarity NPC197294
0.6207 Remote Similarity NPC288350
0.6207 Remote Similarity NPC8098
0.6207 Remote Similarity NPC173329
0.6207 Remote Similarity NPC183449
0.6198 Remote Similarity NPC473252
0.619 Remote Similarity NPC471645
0.6179 Remote Similarity NPC473578
0.6154 Remote Similarity NPC476344
0.6154 Remote Similarity NPC52820
0.6148 Remote Similarity NPC315426
0.614 Remote Similarity NPC471324
0.614 Remote Similarity NPC114172
0.614 Remote Similarity NPC206679
0.614 Remote Similarity NPC476084
0.614 Remote Similarity NPC476075
0.6136 Remote Similarity NPC326386
0.6136 Remote Similarity NPC477985
0.6136 Remote Similarity NPC469494
0.6136 Remote Similarity NPC471087
0.6134 Remote Similarity NPC313234
0.6132 Remote Similarity NPC474833
0.6129 Remote Similarity NPC477997
0.6124 Remote Similarity NPC138534
0.6124 Remote Similarity NPC477986
0.6121 Remote Similarity NPC150041
0.6116 Remote Similarity NPC205176
0.6102 Remote Similarity NPC203627
0.6102 Remote Similarity NPC234542
0.6098 Remote Similarity NPC475150
0.6095 Remote Similarity NPC477202
0.6087 Remote Similarity NPC159092
0.6087 Remote Similarity NPC109406
0.6083 Remote Similarity NPC325339
0.6083 Remote Similarity NPC477198
0.6083 Remote Similarity NPC474244
0.6083 Remote Similarity NPC72401
0.6068 Remote Similarity NPC195645
0.6068 Remote Similarity NPC45313
0.6068 Remote Similarity NPC165332
0.6068 Remote Similarity NPC180722
0.6066 Remote Similarity NPC82251
0.6061 Remote Similarity NPC315783
0.6055 Remote Similarity NPC471298
0.6053 Remote Similarity NPC477865
0.6053 Remote Similarity NPC477866
0.605 Remote Similarity NPC473224
0.6048 Remote Similarity NPC133625
0.6038 Remote Similarity NPC477203
0.6038 Remote Similarity NPC315394
0.6034 Remote Similarity NPC470255
0.6034 Remote Similarity NPC256570
0.6034 Remote Similarity NPC256368
0.6034 Remote Similarity NPC282088
0.6034 Remote Similarity NPC17290
0.6034 Remote Similarity NPC3568
0.6034 Remote Similarity NPC54961
0.6034 Remote Similarity NPC156782
0.6034 Remote Similarity NPC157353
0.6034 Remote Similarity NPC192066
0.6034 Remote Similarity NPC158445
0.6019 Remote Similarity NPC311369
0.6018 Remote Similarity NPC472809
0.6018 Remote Similarity NPC472378
0.6018 Remote Similarity NPC472810
0.6017 Remote Similarity NPC477719
0.6017 Remote Similarity NPC477718
0.6 Remote Similarity NPC263087
0.6 Remote Similarity NPC471297
0.6 Remote Similarity NPC299808
0.6 Remote Similarity NPC471086
0.6 Remote Similarity NPC472264
0.6 Remote Similarity NPC474809
0.6 Remote Similarity NPC67917
0.6 Remote Similarity NPC314268
0.6 Remote Similarity NPC118844
0.6 Remote Similarity NPC198992
0.6 Remote Similarity NPC27314
0.6 Remote Similarity NPC32494
0.6 Remote Similarity NPC72183
0.6 Remote Similarity NPC106912
0.6 Remote Similarity NPC31019
0.6 Remote Similarity NPC175842
0.6 Remote Similarity NPC2379
0.6 Remote Similarity NPC230889
0.6 Remote Similarity NPC477515
0.6 Remote Similarity NPC110875
0.6 Remote Similarity NPC316250
0.6 Remote Similarity NPC313802
0.5984 Remote Similarity NPC74035
0.5983 Remote Similarity NPC205546
0.5983 Remote Similarity NPC233273
0.5983 Remote Similarity NPC189764
0.5983 Remote Similarity NPC300710
0.5983 Remote Similarity NPC50902
0.5982 Remote Similarity NPC61527
0.598 Remote Similarity NPC475004
0.5972 Remote Similarity NPC193753
0.5972 Remote Similarity NPC160222
0.5969 Remote Similarity NPC316325
0.5966 Remote Similarity NPC474440
0.5966 Remote Similarity NPC132931
0.5965 Remote Similarity NPC470734
0.5965 Remote Similarity NPC133450
0.5963 Remote Similarity NPC473339
0.5963 Remote Similarity NPC475944
0.5963 Remote Similarity NPC471552
0.5962 Remote Similarity NPC329914
0.5962 Remote Similarity NPC329890
0.5952 Remote Similarity NPC21713
0.5952 Remote Similarity NPC475608
0.5948 Remote Similarity NPC59646
0.5948 Remote Similarity NPC205034
0.5948 Remote Similarity NPC476049
0.5948 Remote Similarity NPC238090
0.5948 Remote Similarity NPC162615
0.5948 Remote Similarity NPC152778
0.5948 Remote Similarity NPC472195
0.5948 Remote Similarity NPC472196
0.5946 Remote Similarity NPC471301
0.5946 Remote Similarity NPC266718
0.5941 Remote Similarity NPC472266
0.5935 Remote Similarity NPC154601
0.5935 Remote Similarity NPC93179
0.5932 Remote Similarity NPC123141
0.5932 Remote Similarity NPC255410
0.5929 Remote Similarity NPC471796
0.5929 Remote Similarity NPC45409
0.5926 Remote Similarity NPC321728
0.5926 Remote Similarity NPC226226

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471636 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
0.9798 High Similarity NPD4211 Phase 1
0.6885 Remote Similarity NPD7505 Discontinued
0.6637 Remote Similarity NPD4228 Discovery
0.6311 Remote Similarity NPD6413 Approved
0.6181 Remote Similarity NPD7625 Phase 1
0.6068 Remote Similarity NPD7839 Suspended
0.6061 Remote Similarity NPD7830 Approved
0.6061 Remote Similarity NPD7829 Approved
0.6053 Remote Similarity NPD6095 Approved
0.6053 Remote Similarity NPD6094 Approved
0.6047 Remote Similarity NPD7641 Discontinued
0.6015 Remote Similarity NPD4480 Approved
0.6 Remote Similarity NPD6421 Discontinued
0.597 Remote Similarity NPD8451 Approved
0.5969 Remote Similarity NPD7500 Approved
0.5966 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5926 Remote Similarity NPD8448 Approved
0.5913 Remote Similarity NPD7838 Discovery
0.5913 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5912 Remote Similarity NPD6914 Discontinued
0.5912 Remote Similarity NPD8391 Approved
0.5912 Remote Similarity NPD8392 Approved
0.5912 Remote Similarity NPD8390 Approved
0.5909 Remote Similarity NPD8444 Approved
0.5909 Remote Similarity NPD4209 Clinical (unspecified phase)
0.5902 Remote Similarity NPD2259 Approved
0.5902 Remote Similarity NPD2258 Approved
0.5873 Remote Similarity NPD6420 Discontinued
0.5827 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5827 Remote Similarity NPD1719 Phase 1
0.5821 Remote Similarity NPD7642 Approved
0.5812 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5804 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5778 Remote Similarity NPD8342 Approved
0.5778 Remote Similarity NPD8341 Approved
0.5778 Remote Similarity NPD8340 Approved
0.5778 Remote Similarity NPD8299 Approved
0.5776 Remote Similarity NPD6698 Approved
0.5776 Remote Similarity NPD46 Approved
0.5772 Remote Similarity NPD1407 Approved
0.5735 Remote Similarity NPD8273 Phase 1
0.5705 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5703 Remote Similarity NPD2204 Approved
0.5672 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5634 Remote Similarity NPD8415 Approved
0.563 Remote Similarity NPD7623 Phase 3
0.563 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5615 Remote Similarity NPD1376 Discontinued

Structure

External Identifiers

PubChem CID   76327939
ChEMBL   CHEMBL3085548
ZINC  

Physicochemical Properties

Molecular Weight:  421.19
ALogP:  1.6763
MLogP:  3.11
XLogP:  4.524
# Rotatable Bonds:  5
Polar Surface Area:  113.65
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  29

Download Data

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Similar NPs/Drugs