Natural Product: NPC234542

Natural Product ID:  NPC234542
Common Name:   Cinnabaramide E
IUPAC Name:   (2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carboxylic acid
Synonyms:   Cinnabaramide E
Molecular Formula:   C19H31NO5
Standard InCHIKey:  ADDRECXFKLYOGC-MUAMBBPCSA-N
Standard InCHI:  InChI=1S/C19H31NO5/c1-3-4-5-9-12-14-16(22)20-19(17(23)24,18(14,2)25)15(21)13-10-7-6-8-11-13/h7,10,13-15,21,25H,3-6,8-9,11-12H2,1-2H3,(H,20,22)(H,23,24)/t13-,14+,15+,18+,19+/m1/s1
Canonical SMILES:  CCCCCC[C@H]1C(=N[C@]([C@@]1(C)O)(C(=O)O)[C@H]([C@H]1CCCC=C1)O)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
NPO32890 terrestrial streptomycete Species NA NA PMID[17249727]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT5091 Subcellular Proteasome IC50 = 136 nM 10.1021/np960139g

  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 NPC234542 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
0.9891 High Similarity NPC473224
0.9479 High Similarity NPC14537
0.9381 High Similarity NPC473252
0.875 High Similarity NPC123141
0.8738 High Similarity NPC12270
0.8667 High Similarity NPC50694
0.8505 High Similarity NPC201968
0.75 Intermediate Similarity NPC475800
0.7426 Intermediate Similarity NPC314500
0.7407 Intermediate Similarity NPC472615
0.7364 Intermediate Similarity NPC474725
0.7315 Intermediate Similarity NPC472616
0.7184 Intermediate Similarity NPC226513
0.7117 Intermediate Similarity NPC307903
0.7117 Intermediate Similarity NPC70235
0.7117 Intermediate Similarity NPC140251
0.7064 Intermediate Similarity NPC474563
0.7054 Intermediate Similarity NPC133729
0.6937 Remote Similarity NPC271269
0.6931 Remote Similarity NPC258824
0.6931 Remote Similarity NPC475753
0.6909 Remote Similarity NPC215988
0.6903 Remote Similarity NPC473578
0.6893 Remote Similarity NPC118193
0.6893 Remote Similarity NPC256902
0.6875 Remote Similarity NPC251330
0.6814 Remote Similarity NPC475150
0.6786 Remote Similarity NPC154601
0.6771 Remote Similarity NPC469514
0.6731 Remote Similarity NPC159369
0.6731 Remote Similarity NPC39290
0.6724 Remote Similarity NPC469865
0.6701 Remote Similarity NPC281296
0.67 Remote Similarity NPC474312
0.6699 Remote Similarity NPC86005
0.6696 Remote Similarity NPC74035
0.6696 Remote Similarity NPC476290
0.6667 Remote Similarity NPC195645
0.6667 Remote Similarity NPC165332
0.6667 Remote Similarity NPC180722
0.6636 Remote Similarity NPC473314
0.6636 Remote Similarity NPC5418
0.6635 Remote Similarity NPC193386
0.6633 Remote Similarity NPC121200
0.6606 Remote Similarity NPC475438
0.6581 Remote Similarity NPC476269
0.6581 Remote Similarity NPC7797
0.6577 Remote Similarity NPC316250
0.6571 Remote Similarity NPC97577
0.6566 Remote Similarity NPC113363
0.6552 Remote Similarity NPC122926
0.6552 Remote Similarity NPC46764
0.6552 Remote Similarity NPC113012
0.6538 Remote Similarity NPC477959
0.6538 Remote Similarity NPC472614
0.6535 Remote Similarity NPC7414
0.6531 Remote Similarity NPC120776
0.6531 Remote Similarity NPC240170
0.6529 Remote Similarity NPC323532
0.65 Remote Similarity NPC188010
0.65 Remote Similarity NPC147707
0.65 Remote Similarity NPC316325
0.6495 Remote Similarity NPC60718
0.6495 Remote Similarity NPC199445
0.6491 Remote Similarity NPC475918
0.6481 Remote Similarity NPC477290
0.6471 Remote Similarity NPC476814
0.6471 Remote Similarity NPC471645
0.6471 Remote Similarity NPC69469
0.6471 Remote Similarity NPC476813
0.6466 Remote Similarity NPC329305
0.6465 Remote Similarity NPC218817
0.6465 Remote Similarity NPC11796
0.6458 Remote Similarity NPC167145
0.6455 Remote Similarity NPC4834
0.6455 Remote Similarity NPC167380
0.6449 Remote Similarity NPC319473
0.6449 Remote Similarity NPC36491
0.6446 Remote Similarity NPC471121
0.6446 Remote Similarity NPC471118
0.6442 Remote Similarity NPC476982
0.6441 Remote Similarity NPC1111
0.6441 Remote Similarity NPC261750
0.6436 Remote Similarity NPC172309
0.6436 Remote Similarity NPC117960
0.6436 Remote Similarity NPC47031
0.6436 Remote Similarity NPC14044
0.6436 Remote Similarity NPC88735
0.6429 Remote Similarity NPC204556
0.6429 Remote Similarity NPC474873
0.6429 Remote Similarity NPC279537
0.6423 Remote Similarity NPC469515
0.6422 Remote Similarity NPC54905
0.6422 Remote Similarity NPC314009
0.641 Remote Similarity NPC127578
0.6408 Remote Similarity NPC477199
0.6408 Remote Similarity NPC295799
0.64 Remote Similarity NPC308545
0.64 Remote Similarity NPC469494
0.64 Remote Similarity NPC82488
0.64 Remote Similarity NPC164308
0.6392 Remote Similarity NPC330016
0.6378 Remote Similarity NPC477793
0.6378 Remote Similarity NPC329919
0.6373 Remote Similarity NPC474252
0.6372 Remote Similarity NPC72401
0.6372 Remote Similarity NPC325339
0.6372 Remote Similarity NPC469598
0.6371 Remote Similarity NPC478016
0.6371 Remote Similarity NPC478015
0.6371 Remote Similarity NPC478014
0.6364 Remote Similarity NPC316242
0.6364 Remote Similarity NPC469528
0.6364 Remote Similarity NPC476190
0.6364 Remote Similarity NPC477853
0.6364 Remote Similarity NPC471117
0.6364 Remote Similarity NPC121857
0.6364 Remote Similarity NPC471120
0.6364 Remote Similarity NPC469369
0.6364 Remote Similarity NPC475503
0.6364 Remote Similarity NPC216335
0.6355 Remote Similarity NPC313670
0.6355 Remote Similarity NPC473448
0.6354 Remote Similarity NPC126061
0.6337 Remote Similarity NPC115418
0.6337 Remote Similarity NPC103634
0.6325 Remote Similarity NPC474891
0.6321 Remote Similarity NPC34754
0.6316 Remote Similarity NPC199557
0.6316 Remote Similarity NPC4620
0.6311 Remote Similarity NPC476983
0.6311 Remote Similarity NPC9714
0.6303 Remote Similarity NPC60432
0.63 Remote Similarity NPC315535
0.63 Remote Similarity NPC192006
0.63 Remote Similarity NPC315131
0.63 Remote Similarity NPC478017
0.6293 Remote Similarity NPC315531
0.629 Remote Similarity NPC23963
0.6289 Remote Similarity NPC326024
0.6286 Remote Similarity NPC477993
0.6286 Remote Similarity NPC477994
0.6286 Remote Similarity NPC262085
0.6286 Remote Similarity NPC116575
0.6281 Remote Similarity NPC30196
0.6275 Remote Similarity NPC191711
0.6271 Remote Similarity NPC92829
0.6263 Remote Similarity NPC474447
0.6261 Remote Similarity NPC259476
0.6261 Remote Similarity NPC220964
0.6261 Remote Similarity NPC119329
0.6261 Remote Similarity NPC475676
0.625 Remote Similarity NPC477854
0.625 Remote Similarity NPC474776
0.625 Remote Similarity NPC132931
0.624 Remote Similarity NPC80150
0.6239 Remote Similarity NPC168733
0.6239 Remote Similarity NPC472613
0.6239 Remote Similarity NPC476049
0.6238 Remote Similarity NPC201225
0.6238 Remote Similarity NPC246458
0.623 Remote Similarity NPC6531
0.6228 Remote Similarity NPC128501
0.6228 Remote Similarity NPC474747
0.6226 Remote Similarity NPC298904
0.6218 Remote Similarity NPC29501
0.6216 Remote Similarity NPC473859
0.6214 Remote Similarity NPC47135
0.6207 Remote Similarity NPC135216
0.6207 Remote Similarity NPC101106
0.6204 Remote Similarity NPC158388
0.6204 Remote Similarity NPC478003
0.6204 Remote Similarity NPC478004
0.62 Remote Similarity NPC145898
0.62 Remote Similarity NPC107668
0.62 Remote Similarity NPC469867
0.6198 Remote Similarity NPC470540
0.6195 Remote Similarity NPC233932
0.6195 Remote Similarity NPC474718
0.6195 Remote Similarity NPC54705
0.619 Remote Similarity NPC475206
0.619 Remote Similarity NPC125290
0.619 Remote Similarity NPC471344
0.6186 Remote Similarity NPC24389
0.6183 Remote Similarity NPC314361
0.6182 Remote Similarity NPC470957
0.6182 Remote Similarity NPC470958
0.6179 Remote Similarity NPC296361
0.6179 Remote Similarity NPC476952
0.6176 Remote Similarity NPC200446
0.6174 Remote Similarity NPC475871
0.6174 Remote Similarity NPC474165
0.6174 Remote Similarity NPC69171
0.6174 Remote Similarity NPC475945
0.6168 Remote Similarity NPC202672
0.6168 Remote Similarity NPC309656
0.6167 Remote Similarity NPC279383
0.6167 Remote Similarity NPC268327
0.6167 Remote Similarity NPC66108
0.6167 Remote Similarity NPC273215

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC234542 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
0.8738 High Similarity NPD1719 Phase 1
0.7158 Intermediate Similarity NPD3732 Approved
0.7143 Intermediate Similarity NPD6420 Discontinued
0.6857 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6421 Discontinued
0.6768 Remote Similarity NPD5369 Approved
0.6698 Remote Similarity NPD5778 Approved
0.6698 Remote Similarity NPD5779 Approved
0.6692 Remote Similarity NPD6334 Approved
0.6692 Remote Similarity NPD6333 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6571 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6101 Approved
0.6535 Remote Similarity NPD4270 Approved
0.6535 Remote Similarity NPD4269 Approved
0.6514 Remote Similarity NPD4228 Discovery
0.65 Remote Similarity NPD5368 Approved
0.65 Remote Similarity NPD7500 Approved
0.6449 Remote Similarity NPD6411 Approved
0.6442 Remote Similarity NPD5786 Approved
0.6429 Remote Similarity NPD8074 Phase 3
0.6373 Remote Similarity NPD6435 Approved
0.6346 Remote Similarity NPD5363 Approved
0.6337 Remote Similarity NPD4822 Approved
0.6337 Remote Similarity NPD4820 Approved
0.6337 Remote Similarity NPD4821 Approved
0.6337 Remote Similarity NPD4819 Approved
0.6337 Remote Similarity NPD4252 Approved
0.63 Remote Similarity NPD7917 Clinical (unspecified phase)
0.63 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7983 Approved
0.6218 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7345 Approved
0.6207 Remote Similarity NPD4211 Phase 1
0.6186 Remote Similarity NPD6413 Approved
0.6154 Remote Similarity NPD5362 Discontinued
0.6154 Remote Similarity NPD6914 Discontinued
0.6154 Remote Similarity NPD7154 Phase 3
0.6139 Remote Similarity NPD4271 Approved
0.6139 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4268 Approved
0.6098 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5785 Approved
0.6053 Remote Similarity NPD6404 Discontinued
0.6036 Remote Similarity NPD5282 Discontinued
0.6019 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8342 Approved
0.6016 Remote Similarity NPD8341 Approved
0.6016 Remote Similarity NPD8299 Approved
0.6016 Remote Similarity NPD8340 Approved
0.6 Remote Similarity NPD7637 Suspended
0.5982 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5981 Remote Similarity NPD4249 Approved
0.5969 Remote Similarity NPD8451 Approved
0.5962 Remote Similarity NPD1448 Clinical (unspecified phase)
0.595 Remote Similarity NPD2204 Approved
0.5938 Remote Similarity NPD7642 Approved
0.5926 Remote Similarity NPD4250 Approved
0.5926 Remote Similarity NPD4251 Approved
0.5923 Remote Similarity NPD8448 Approved
0.592 Remote Similarity NPD7641 Discontinued
0.5909 Remote Similarity NPD8391 Approved
0.5909 Remote Similarity NPD8390 Approved
0.5909 Remote Similarity NPD46 Approved
0.5909 Remote Similarity NPD8392 Approved
0.5909 Remote Similarity NPD6698 Approved
0.5906 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5906 Remote Similarity NPD8444 Approved
0.5882 Remote Similarity NPD467 Phase 1
0.5872 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5859 Remote Similarity NPD8080 Discontinued
0.5854 Remote Similarity NPD1376 Discontinued
0.5849 Remote Similarity NPD5331 Approved
0.5849 Remote Similarity NPD5332 Approved
0.5846 Remote Similarity NPD8273 Phase 1
0.584 Remote Similarity NPD7505 Discontinued
0.5821 Remote Similarity NPD2613 Approved
0.582 Remote Similarity NPD3642 Approved
0.582 Remote Similarity NPD3644 Approved
0.582 Remote Similarity NPD3643 Approved
0.582 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5814 Remote Similarity NPD7829 Approved
0.5814 Remote Similarity NPD7830 Approved
0.581 Remote Similarity NPD857 Phase 3
0.581 Remote Similarity NPD4790 Discontinued
0.5789 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5781 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4738 Phase 2
0.5755 Remote Similarity NPD3667 Approved
0.5736 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5736 Remote Similarity NPD7623 Phase 3
0.5714 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5703 Remote Similarity NPD2217 Approved
0.5703 Remote Similarity NPD2218 Phase 2
0.5693 Remote Similarity NPD3616 Approved
0.5693 Remote Similarity NPD2566 Approved
0.5693 Remote Similarity NPD4745 Approved
0.5693 Remote Similarity NPD2570 Approved
0.5693 Remote Similarity NPD3087 Approved
0.5693 Remote Similarity NPD3089 Approved
0.5693 Remote Similarity NPD3090 Approved
0.5693 Remote Similarity NPD2574 Discontinued
0.5693 Remote Similarity NPD3615 Approved
0.5693 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5693 Remote Similarity NPD2573 Approved
0.5693 Remote Similarity NPD3088 Approved
0.5693 Remote Similarity NPD3614 Approved
0.5693 Remote Similarity NPD2571 Approved
0.5693 Remote Similarity NPD4746 Phase 3
0.568 Remote Similarity NPD2652 Approved
0.568 Remote Similarity NPD2650 Approved
0.5676 Remote Similarity NPD5370 Suspended
0.567 Remote Similarity NPD7331 Phase 2
0.5667 Remote Similarity NPD5357 Phase 1
0.5667 Remote Similarity NPD7333 Discontinued
0.5664 Remote Similarity NPD6399 Phase 3
0.5659 Remote Similarity NPD6908 Approved
0.5659 Remote Similarity NPD8517 Approved
0.5659 Remote Similarity NPD8516 Approved
0.5659 Remote Similarity NPD6909 Approved
0.5659 Remote Similarity NPD5981 Approved
0.5659 Remote Similarity NPD8513 Phase 3
0.5659 Remote Similarity NPD8515 Approved
0.5649 Remote Similarity NPD3132 Approved
0.5649 Remote Similarity NPD4216 Approved
0.5649 Remote Similarity NPD2612 Approved
0.5649 Remote Similarity NPD2610 Approved
0.5649 Remote Similarity NPD4217 Approved
0.5649 Remote Similarity NPD2609 Approved
0.5649 Remote Similarity NPD3131 Approved
0.5649 Remote Similarity NPD2611 Approved
0.5649 Remote Similarity NPD4215 Approved
0.5649 Remote Similarity NPD4218 Approved
0.5649 Remote Similarity NPD2608 Approved
0.5648 Remote Similarity NPD4786 Approved
0.5645 Remote Similarity NPD6053 Discontinued
0.5641 Remote Similarity NPD8418 Phase 2
0.563 Remote Similarity NPD2259 Approved
0.563 Remote Similarity NPD2258 Approved
0.5625 Remote Similarity NPD3197 Phase 1
0.5625 Remote Similarity NPD790 Approved
0.562 Remote Similarity NPD5697 Approved
0.562 Remote Similarity NPD7899 Clinical (unspecified phase)
0.562 Remote Similarity NPD8415 Approved
0.5612 Remote Similarity NPD4684 Phase 3
0.5612 Remote Similarity NPD4686 Approved
0.5612 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4685 Phase 3
0.561 Remote Similarity NPD4634 Approved
0.561 Remote Similarity NPD6371 Approved
0.5603 Remote Similarity NPD6083 Phase 2
0.5603 Remote Similarity NPD6084 Phase 2

Structure

External Identifiers

PubChem CID   16109814
ChEMBL   CHEMBL374026
ZINC  

Physicochemical Properties

Molecular Weight:  353.22
ALogP:  -2.0276
MLogP:  2.89
XLogP:  4.08
# Rotatable Bonds:  14
Polar Surface Area:  110.35
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  25

Download Data

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