Natural Product: NPC41838

Natural Product ID:  NPC41838
Common Name:   Simplexin E
IUPAC Name:  
Synonyms:   Simplexin E
Molecular Formula:   C33H52O11
Standard InCHIKey:  IAZCISKNKJSEDU-LCKUBEPHSA-N
Standard InCHI:  InChI=1S/C33H52O11/c1-10-13-23(36)43-28-25(18(4)5)26-27(33(9,39)30(28)40-19(6)34)20-17-31(7,38)21(42-22(35)12-3)15-16-32(8,29(26)41-20)44-24(37)14-11-2/h12,18,20-21,25-30,38-39H,3,10-11,13-17H2,1-2,4-9H3/t20-,21+,25-,26-,27-,28+,29-,30-,31+,32-,33+/m1/s1
Canonical SMILES:  CCCC(=O)O[C@]1(C)CC[C@H](OC(=O)C=C)[C@@](C[C@H]2O[C@@H]1[C@@H]1[C@@H](C(C)C)[C@H](OC(=O)CCC)[C@H]([C@@]([C@H]21)(C)O)OC(=O)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
NPO6535 Klyxum simplex Species Alcyoniidae Eukaryota PMID[19391605]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens ED50 = 17.36 ug/ml 4020828
NPT1171 Cell Line HEp-2 Homo sapiens ED50 = 10.72 ug/ml 4020828
NPT1184 Cell Line Daoy Homo sapiens ED50 = 12.76 ug/ml 4020828
NPT83 Cell Line MCF7 Homo sapiens ED50 = 7.19 ug/ml 4020828
NPT113 Cell Line RAW264.7 Mus musculus Activity = 37.7 % 9514015
NPT113 Cell Line RAW264.7 Mus musculus Activity = 4.8 % 9514015

  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 NPC41838 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
0.8824 High Similarity NPC119922
0.8824 High Similarity NPC116320
0.8605 High Similarity NPC211049
0.8478 Intermediate Similarity NPC122057
0.8333 Intermediate Similarity NPC228593
0.8333 Intermediate Similarity NPC235196
0.8276 Intermediate Similarity NPC186594
0.8256 Intermediate Similarity NPC43463
0.8256 Intermediate Similarity NPC252483
0.8256 Intermediate Similarity NPC191345
0.8247 Intermediate Similarity NPC272223
0.8172 Intermediate Similarity NPC471378
0.8172 Intermediate Similarity NPC312471
0.809 Intermediate Similarity NPC216800
0.8085 Intermediate Similarity NPC312805
0.8065 Intermediate Similarity NPC291875
0.8023 Intermediate Similarity NPC136424
0.7957 Intermediate Similarity NPC75443
0.7957 Intermediate Similarity NPC470260
0.7957 Intermediate Similarity NPC92370
0.7931 Intermediate Similarity NPC476719
0.7895 Intermediate Similarity NPC91251
0.7857 Intermediate Similarity NPC472998
0.7849 Intermediate Similarity NPC44538
0.7822 Intermediate Similarity NPC61442
0.7802 Intermediate Similarity NPC127917
0.7789 Intermediate Similarity NPC470262
0.7778 Intermediate Similarity NPC470154
0.7755 Intermediate Similarity NPC472996
0.7755 Intermediate Similarity NPC472997
0.7742 Intermediate Similarity NPC475684
0.7742 Intermediate Similarity NPC246347
0.7723 Intermediate Similarity NPC472552
0.7692 Intermediate Similarity NPC477446
0.7692 Intermediate Similarity NPC103171
0.7692 Intermediate Similarity NPC470155
0.7692 Intermediate Similarity NPC477447
0.7684 Intermediate Similarity NPC161560
0.7677 Intermediate Similarity NPC111348
0.766 Intermediate Similarity NPC471377
0.7653 Intermediate Similarity NPC469583
0.7647 Intermediate Similarity NPC99510
0.7634 Intermediate Similarity NPC471379
0.7634 Intermediate Similarity NPC196911
0.7634 Intermediate Similarity NPC476715
0.7634 Intermediate Similarity NPC93616
0.7624 Intermediate Similarity NPC308824
0.7624 Intermediate Similarity NPC472554
0.7609 Intermediate Similarity NPC239308
0.7582 Intermediate Similarity NPC470156
0.7579 Intermediate Similarity NPC476723
0.7579 Intermediate Similarity NPC476724
0.7576 Intermediate Similarity NPC472995
0.7576 Intermediate Similarity NPC284518
0.7553 Intermediate Similarity NPC279260
0.75 Intermediate Similarity NPC477126
0.75 Intermediate Similarity NPC470263
0.7476 Intermediate Similarity NPC474575
0.7476 Intermediate Similarity NPC23584
0.7476 Intermediate Similarity NPC72842
0.7476 Intermediate Similarity NPC156681
0.7475 Intermediate Similarity NPC476720
0.7471 Intermediate Similarity NPC476718
0.7453 Intermediate Similarity NPC40728
0.7447 Intermediate Similarity NPC476725
0.7419 Intermediate Similarity NPC5958
0.7404 Intermediate Similarity NPC283850
0.74 Intermediate Similarity NPC473964
0.7396 Intermediate Similarity NPC309656
0.7391 Intermediate Similarity NPC118116
0.7379 Intermediate Similarity NPC11956
0.7368 Intermediate Similarity NPC477283
0.7358 Intermediate Similarity NPC135015
0.7358 Intermediate Similarity NPC217921
0.7358 Intermediate Similarity NPC48548
0.7358 Intermediate Similarity NPC128795
0.7353 Intermediate Similarity NPC477656
0.7353 Intermediate Similarity NPC188968
0.7347 Intermediate Similarity NPC8729
0.7347 Intermediate Similarity NPC165180
0.7339 Intermediate Similarity NPC94509
0.7333 Intermediate Similarity NPC470980
0.7327 Intermediate Similarity NPC199099
0.7327 Intermediate Similarity NPC274793
0.7327 Intermediate Similarity NPC474395
0.7327 Intermediate Similarity NPC473963
0.732 Intermediate Similarity NPC59682
0.73 Intermediate Similarity NPC259042
0.73 Intermediate Similarity NPC157686
0.729 Intermediate Similarity NPC475586
0.729 Intermediate Similarity NPC316974
0.7283 Intermediate Similarity NPC472951
0.7283 Intermediate Similarity NPC472943
0.7282 Intermediate Similarity NPC49532
0.7273 Intermediate Similarity NPC475307
0.7273 Intermediate Similarity NPC73314
0.7264 Intermediate Similarity NPC88013
0.7264 Intermediate Similarity NPC122816
0.7264 Intermediate Similarity NPC125423
0.7255 Intermediate Similarity NPC475068
0.7253 Intermediate Similarity NPC264610
0.7248 Intermediate Similarity NPC317460
0.7248 Intermediate Similarity NPC470025
0.7248 Intermediate Similarity NPC321272
0.7248 Intermediate Similarity NPC328074
0.7245 Intermediate Similarity NPC470114
0.7238 Intermediate Similarity NPC475585
0.7238 Intermediate Similarity NPC474550
0.7238 Intermediate Similarity NPC473577
0.7232 Intermediate Similarity NPC124676
0.7232 Intermediate Similarity NPC146280
0.7228 Intermediate Similarity NPC228766
0.7228 Intermediate Similarity NPC165528
0.7228 Intermediate Similarity NPC93245
0.7228 Intermediate Similarity NPC129569
0.7222 Intermediate Similarity NPC474567
0.7222 Intermediate Similarity NPC316708
0.7216 Intermediate Similarity NPC476435
0.7212 Intermediate Similarity NPC470972
0.7212 Intermediate Similarity NPC164551
0.7207 Intermediate Similarity NPC89929
0.7207 Intermediate Similarity NPC190185
0.7207 Intermediate Similarity NPC213084
0.7204 Intermediate Similarity NPC77003
0.72 Intermediate Similarity NPC476722
0.72 Intermediate Similarity NPC474841
0.72 Intermediate Similarity NPC469596
0.72 Intermediate Similarity NPC225474
0.72 Intermediate Similarity NPC473434
0.72 Intermediate Similarity NPC148000
0.72 Intermediate Similarity NPC471446
0.7196 Intermediate Similarity NPC289702
0.7196 Intermediate Similarity NPC311223
0.7196 Intermediate Similarity NPC88701
0.7196 Intermediate Similarity NPC50124
0.7196 Intermediate Similarity NPC181994
0.7196 Intermediate Similarity NPC475263
0.7196 Intermediate Similarity NPC208461
0.7196 Intermediate Similarity NPC37628
0.7188 Intermediate Similarity NPC155531
0.7188 Intermediate Similarity NPC215968
0.7188 Intermediate Similarity NPC476717
0.7188 Intermediate Similarity NPC321812
0.7188 Intermediate Similarity NPC322922
0.7184 Intermediate Similarity NPC38855
0.7184 Intermediate Similarity NPC271295
0.7184 Intermediate Similarity NPC47024
0.7184 Intermediate Similarity NPC477655
0.7182 Intermediate Similarity NPC470027
0.7172 Intermediate Similarity NPC208839
0.717 Intermediate Similarity NPC51719
0.717 Intermediate Similarity NPC475290
0.7168 Intermediate Similarity NPC470186
0.7157 Intermediate Similarity NPC473244
0.7156 Intermediate Similarity NPC470026
0.7156 Intermediate Similarity NPC17791
0.7143 Intermediate Similarity NPC146432
0.7143 Intermediate Similarity NPC473523
0.7143 Intermediate Similarity NPC82876
0.7143 Intermediate Similarity NPC470778
0.7143 Intermediate Similarity NPC474124
0.713 Intermediate Similarity NPC257017
0.713 Intermediate Similarity NPC284828
0.713 Intermediate Similarity NPC162009
0.713 Intermediate Similarity NPC173905
0.713 Intermediate Similarity NPC42662
0.713 Intermediate Similarity NPC472216
0.713 Intermediate Similarity NPC5475
0.7117 Intermediate Similarity NPC299849
0.7115 Intermediate Similarity NPC98225
0.7115 Intermediate Similarity NPC11974
0.7115 Intermediate Similarity NPC242666
0.7115 Intermediate Similarity NPC111292
0.7113 Intermediate Similarity NPC45833
0.7113 Intermediate Similarity NPC62202
0.7113 Intermediate Similarity NPC213658
0.7113 Intermediate Similarity NPC110365
0.7103 Intermediate Similarity NPC471205
0.7103 Intermediate Similarity NPC187435
0.7103 Intermediate Similarity NPC473586
0.7103 Intermediate Similarity NPC67321
0.7103 Intermediate Similarity NPC284732
0.7103 Intermediate Similarity NPC78966
0.71 Intermediate Similarity NPC110022
0.7091 Intermediate Similarity NPC269530
0.7087 Intermediate Similarity NPC476806
0.7087 Intermediate Similarity NPC476807
0.7087 Intermediate Similarity NPC107806
0.7087 Intermediate Similarity NPC72647
0.7087 Intermediate Similarity NPC216478
0.7079 Intermediate Similarity NPC123122
0.7075 Intermediate Similarity NPC146731
0.7075 Intermediate Similarity NPC301787
0.7075 Intermediate Similarity NPC473543
0.7071 Intermediate Similarity NPC153853
0.7071 Intermediate Similarity NPC475776
0.7069 Intermediate Similarity NPC473802
0.7064 Intermediate Similarity NPC177047
0.7064 Intermediate Similarity NPC472215
0.7064 Intermediate Similarity NPC475563

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC41838 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
0.7282 Intermediate Similarity NPD5344 Discontinued
0.7196 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD6648 Approved
0.6818 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6762 Remote Similarity NPD4225 Approved
0.6757 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6733 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD7532 Clinical (unspecified phase)
0.661 Remote Similarity NPD6921 Approved
0.6604 Remote Similarity NPD7638 Approved
0.6581 Remote Similarity NPD7516 Approved
0.6579 Remote Similarity NPD8133 Approved
0.6577 Remote Similarity NPD6686 Approved
0.6542 Remote Similarity NPD7639 Approved
0.6542 Remote Similarity NPD7640 Approved
0.6496 Remote Similarity NPD7327 Approved
0.6496 Remote Similarity NPD7328 Approved
0.6486 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6486 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD8380 Approved
0.6471 Remote Similarity NPD8296 Approved
0.6471 Remote Similarity NPD8379 Approved
0.6471 Remote Similarity NPD8378 Approved
0.6471 Remote Similarity NPD8335 Approved
0.6408 Remote Similarity NPD46 Approved
0.6408 Remote Similarity NPD6698 Approved
0.6387 Remote Similarity NPD8294 Approved
0.6387 Remote Similarity NPD8377 Approved
0.6364 Remote Similarity NPD3669 Approved
0.6364 Remote Similarity NPD371 Approved
0.6364 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6348 Remote Similarity NPD8297 Approved
0.6333 Remote Similarity NPD7503 Approved
0.6333 Remote Similarity NPD8033 Approved
0.6296 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7115 Discovery
0.626 Remote Similarity NPD7507 Approved
0.625 Remote Similarity NPD6319 Approved
0.624 Remote Similarity NPD7319 Approved
0.6228 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6198 Remote Similarity NPD8513 Phase 3
0.6198 Remote Similarity NPD8515 Approved
0.6198 Remote Similarity NPD8516 Approved
0.6198 Remote Similarity NPD8517 Approved
0.6182 Remote Similarity NPD1700 Approved
0.6154 Remote Similarity NPD4632 Approved
0.6126 Remote Similarity NPD7632 Discontinued
0.6121 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6048 Remote Similarity NPD7492 Approved
0.6038 Remote Similarity NPD7983 Approved
0.6038 Remote Similarity NPD8034 Phase 2
0.6038 Remote Similarity NPD8035 Phase 2
0.6032 Remote Similarity NPD7736 Approved
0.602 Remote Similarity NPD6697 Approved
0.602 Remote Similarity NPD6114 Approved
0.602 Remote Similarity NPD6118 Approved
0.602 Remote Similarity NPD6115 Approved
0.6 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD6616 Approved
0.5984 Remote Similarity NPD6054 Approved
0.5983 Remote Similarity NPD8130 Phase 1
0.5983 Remote Similarity NPD6650 Approved
0.5983 Remote Similarity NPD6649 Approved
0.5952 Remote Similarity NPD8074 Phase 3
0.5952 Remote Similarity NPD7078 Approved
0.5932 Remote Similarity NPD6882 Approved
0.5926 Remote Similarity NPD7748 Approved
0.5922 Remote Similarity NPD1694 Approved
0.5918 Remote Similarity NPD6116 Phase 1
0.5913 Remote Similarity NPD5697 Approved
0.5909 Remote Similarity NPD7902 Approved
0.5897 Remote Similarity NPD6371 Approved
0.5897 Remote Similarity NPD7102 Approved
0.5897 Remote Similarity NPD7290 Approved
0.5897 Remote Similarity NPD6883 Approved
0.5887 Remote Similarity NPD6370 Approved
0.5877 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5868 Remote Similarity NPD6009 Approved
0.5847 Remote Similarity NPD6847 Approved
0.5847 Remote Similarity NPD6617 Approved
0.5847 Remote Similarity NPD6869 Approved
0.584 Remote Similarity NPD7604 Phase 2
0.584 Remote Similarity NPD8328 Phase 3
0.5833 Remote Similarity NPD8171 Discontinued
0.5827 Remote Similarity NPD8293 Discontinued
0.5826 Remote Similarity NPD5739 Approved
0.5826 Remote Similarity NPD7128 Approved
0.5826 Remote Similarity NPD6402 Approved
0.5826 Remote Similarity NPD6675 Approved
0.5816 Remote Similarity NPD6117 Approved
0.5812 Remote Similarity NPD6013 Approved
0.5812 Remote Similarity NPD6012 Approved
0.5812 Remote Similarity NPD6373 Approved
0.5812 Remote Similarity NPD6014 Approved
0.5812 Remote Similarity NPD6372 Approved
0.581 Remote Similarity NPD7524 Approved
0.581 Remote Similarity NPD4250 Approved
0.581 Remote Similarity NPD4251 Approved
0.5806 Remote Similarity NPD6015 Approved
0.5806 Remote Similarity NPD5983 Phase 2
0.5806 Remote Similarity NPD6016 Approved
0.5798 Remote Similarity NPD6053 Discontinued
0.5794 Remote Similarity NPD3168 Discontinued
0.5776 Remote Similarity NPD6412 Phase 2
0.5769 Remote Similarity NPD1733 Clinical (unspecified phase)
0.576 Remote Similarity NPD5988 Approved
0.5748 Remote Similarity NPD6336 Discontinued
0.5741 Remote Similarity NPD7637 Suspended
0.5738 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6011 Approved
0.5726 Remote Similarity NPD6059 Approved
0.5726 Remote Similarity NPD7320 Approved
0.5714 Remote Similarity NPD4249 Approved
0.5701 Remote Similarity NPD1695 Approved
0.569 Remote Similarity NPD6008 Approved
0.5688 Remote Similarity NPD5778 Approved
0.5688 Remote Similarity NPD6399 Phase 3
0.5688 Remote Similarity NPD5779 Approved
0.5686 Remote Similarity NPD1779 Approved
0.5686 Remote Similarity NPD1780 Approved
0.5684 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5652 Remote Similarity NPD7909 Approved
0.5641 Remote Similarity NPD5701 Approved
0.5636 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5636 Remote Similarity NPD7900 Approved
0.5631 Remote Similarity NPD4752 Clinical (unspecified phase)
0.563 Remote Similarity NPD4634 Approved
0.5619 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5612 Remote Similarity NPD1811 Approved
0.5612 Remote Similarity NPD1810 Approved
0.5612 Remote Similarity NPD6113 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44179260
ChEMBL   CHEMBL554381
ZINC  

Physicochemical Properties

Molecular Weight:  624.35
ALogP:  -1.1426
MLogP:  3.88
XLogP:  4.849
# Rotatable Bonds:  24
Polar Surface Area:  154.89
# H-Bond Aceptor:  11
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  44

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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