Natural Product: NPC46551

Natural Product ID:  NPC46551
Common Name:   Khayalenoid E
IUPAC Name:  
Synonyms:   khayalenoid E
Molecular Formula:   C29H34O9
Standard InCHIKey:  YEAXMHFWUBJUEN-GYFLQMTFSA-N
Standard InCHI:  InChI=1S/C29H34O9/c1-14(30)37-21(26(34)35-6)22-27(2,3)23(32)17-11-16-18(29(22,5)24(17)33)7-9-28(4)19(16)12-20(31)38-25(28)15-8-10-36-13-15/h8,10-11,13,17-19,21-22,25H,7,9,12H2,1-6H3/t17-,18-,19-,21-,22-,25-,28+,29+/m0/s1
Canonical SMILES:  COC(=O)[C@H]([C@H]1C(C)(C)C(=O)[C@H]2C(=O)[C@]1(C)[C@H]1CC[C@@]3([C@H](C1=C2)CC(=O)O[C@H]3c1ccoc1)C)OC(=O)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
NPO6774 Khaya senegalensis Species Meliaceae Eukaryota PMID[23210623]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 26231157
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 22642381
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 22032651
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 25 ug/ml 22182577

  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 NPC46551 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
0.9592 High Similarity NPC281258
0.9577 High Similarity NPC142113
0.9463 High Similarity NPC472283
0.9444 High Similarity NPC262198
0.9267 High Similarity NPC60973
0.9205 High Similarity NPC286722
0.9189 High Similarity NPC469335
0.9189 High Similarity NPC159927
0.9155 High Similarity NPC476943
0.915 High Similarity NPC470939
0.915 High Similarity NPC263432
0.915 High Similarity NPC69028
0.9145 High Similarity NPC473473
0.9145 High Similarity NPC477403
0.9145 High Similarity NPC237155
0.9145 High Similarity NPC475295
0.9139 High Similarity NPC209364
0.9091 High Similarity NPC292389
0.9091 High Similarity NPC469338
0.9085 High Similarity NPC305016
0.9085 High Similarity NPC25255
0.9085 High Similarity NPC310830
0.9038 High Similarity NPC473766
0.9038 High Similarity NPC473753
0.9032 High Similarity NPC469849
0.9032 High Similarity NPC276551
0.9032 High Similarity NPC470940
0.9026 High Similarity NPC193798
0.9021 High Similarity NPC220094
0.9013 High Similarity NPC107646
0.9013 High Similarity NPC263265
0.8974 High Similarity NPC470875
0.8968 High Similarity NPC477405
0.8961 High Similarity NPC475381
0.8961 High Similarity NPC191828
0.8961 High Similarity NPC477402
0.8947 High Similarity NPC469850
0.8947 High Similarity NPC469336
0.8933 High Similarity NPC477404
0.8933 High Similarity NPC196864
0.8917 High Similarity NPC173516
0.891 High Similarity NPC476856
0.891 High Similarity NPC123088
0.891 High Similarity NPC476858
0.891 High Similarity NPC476857
0.8903 High Similarity NPC5079
0.8889 High Similarity NPC126723
0.8889 High Similarity NPC469485
0.8882 High Similarity NPC178932
0.8861 High Similarity NPC471397
0.8846 High Similarity NPC234660
0.8846 High Similarity NPC51568
0.8831 High Similarity NPC173544
0.8831 High Similarity NPC167142
0.8824 High Similarity NPC264943
0.8819 High Similarity NPC42400
0.8816 High Similarity NPC476201
0.8797 High Similarity NPC476850
0.8797 High Similarity NPC476861
0.8797 High Similarity NPC476853
0.8797 High Similarity NPC472282
0.879 High Similarity NPC476860
0.8782 High Similarity NPC82851
0.8782 High Similarity NPC329938
0.8774 High Similarity NPC473368
0.8742 High Similarity NPC160651
0.8734 High Similarity NPC475779
0.8734 High Similarity NPC23387
0.8732 High Similarity NPC471817
0.8726 High Similarity NPC302369
0.8726 High Similarity NPC476197
0.8726 High Similarity NPC134254
0.8726 High Similarity NPC469846
0.8726 High Similarity NPC39986
0.8718 High Similarity NPC472653
0.8718 High Similarity NPC335761
0.8716 High Similarity NPC267632
0.871 High Similarity NPC249021
0.8701 High Similarity NPC476262
0.8693 High Similarity NPC469503
0.8693 High Similarity NPC44577
0.8684 High Similarity NPC476122
0.8679 High Similarity NPC472774
0.8679 High Similarity NPC472775
0.8662 High Similarity NPC472771
0.8662 High Similarity NPC96443
0.8662 High Similarity NPC290400
0.8658 High Similarity NPC86935
0.8658 High Similarity NPC476944
0.8654 High Similarity NPC262872
0.8654 High Similarity NPC307383
0.8609 High Similarity NPC470941
0.8608 High Similarity NPC472773
0.859 High Similarity NPC45101
0.859 High Similarity NPC472772
0.8581 High Similarity NPC214541
0.8581 High Similarity NPC44675
0.8571 High Similarity NPC302392
0.8552 High Similarity NPC92941
0.8544 High Similarity NPC197596
0.8544 High Similarity NPC117986
0.8544 High Similarity NPC207978
0.8543 High Similarity NPC346
0.8543 High Similarity NPC471292
0.8533 High Similarity NPC238843
0.8533 High Similarity NPC199044
0.8523 High Similarity NPC473152
0.8516 High Similarity NPC282445
0.8516 High Similarity NPC30222
0.8509 High Similarity NPC271235
0.8506 High Similarity NPC18135
0.8497 Intermediate Similarity NPC329180
0.8493 Intermediate Similarity NPC146872
0.8491 Intermediate Similarity NPC224394
0.8491 Intermediate Similarity NPC663
0.8487 Intermediate Similarity NPC250228
0.8471 Intermediate Similarity NPC36655
0.8471 Intermediate Similarity NPC261597
0.8462 Intermediate Similarity NPC35000
0.8447 Intermediate Similarity NPC472651
0.8447 Intermediate Similarity NPC476224
0.8438 Intermediate Similarity NPC146991
0.8438 Intermediate Similarity NPC470182
0.8435 Intermediate Similarity NPC470742
0.8428 Intermediate Similarity NPC6326
0.8428 Intermediate Similarity NPC149896
0.8428 Intermediate Similarity NPC211777
0.8428 Intermediate Similarity NPC200782
0.8424 Intermediate Similarity NPC478177
0.8418 Intermediate Similarity NPC475967
0.8405 Intermediate Similarity NPC169299
0.8405 Intermediate Similarity NPC160818
0.8395 Intermediate Similarity NPC327922
0.8395 Intermediate Similarity NPC472652
0.8389 Intermediate Similarity NPC56197
0.8387 Intermediate Similarity NPC116717
0.8387 Intermediate Similarity NPC272590
0.8385 Intermediate Similarity NPC478178
0.8375 Intermediate Similarity NPC419
0.8375 Intermediate Similarity NPC198047
0.8366 Intermediate Similarity NPC10088
0.8366 Intermediate Similarity NPC221809
0.8365 Intermediate Similarity NPC333139
0.8354 Intermediate Similarity NPC187149
0.8354 Intermediate Similarity NPC469848
0.8344 Intermediate Similarity NPC82602
0.8344 Intermediate Similarity NPC470741
0.8344 Intermediate Similarity NPC223415
0.8333 Intermediate Similarity NPC20500
0.8333 Intermediate Similarity NPC21460
0.8333 Intermediate Similarity NPC33938
0.8333 Intermediate Similarity NPC75906
0.8323 Intermediate Similarity NPC156189
0.8323 Intermediate Similarity NPC261184
0.8323 Intermediate Similarity NPC271657
0.8323 Intermediate Similarity NPC470997
0.8313 Intermediate Similarity NPC18347
0.831 Intermediate Similarity NPC74612
0.8303 Intermediate Similarity NPC236004
0.8303 Intermediate Similarity NPC471437
0.8301 Intermediate Similarity NPC233763
0.8291 Intermediate Similarity NPC204663
0.8289 Intermediate Similarity NPC137295
0.8288 Intermediate Similarity NPC470740
0.8272 Intermediate Similarity NPC93172
0.8272 Intermediate Similarity NPC97574
0.8258 Intermediate Similarity NPC471001
0.8258 Intermediate Similarity NPC234494
0.8255 Intermediate Similarity NPC236532
0.8239 Intermediate Similarity NPC472778
0.8239 Intermediate Similarity NPC299038
0.8239 Intermediate Similarity NPC472777
0.8239 Intermediate Similarity NPC469847
0.8239 Intermediate Similarity NPC472776
0.8239 Intermediate Similarity NPC179354
0.8239 Intermediate Similarity NPC195131
0.8235 Intermediate Similarity NPC34056
0.8228 Intermediate Similarity NPC92979
0.8228 Intermediate Similarity NPC75310
0.8221 Intermediate Similarity NPC478179
0.8221 Intermediate Similarity NPC100333
0.8221 Intermediate Similarity NPC270312
0.8212 Intermediate Similarity NPC205765
0.8199 Intermediate Similarity NPC471167
0.8199 Intermediate Similarity NPC188649
0.8199 Intermediate Similarity NPC471166
0.8194 Intermediate Similarity NPC476941
0.8194 Intermediate Similarity NPC476942
0.8193 Intermediate Similarity NPC94763
0.8187 Intermediate Similarity NPC474932
0.8187 Intermediate Similarity NPC474611
0.8182 Intermediate Similarity NPC159232
0.8182 Intermediate Similarity NPC285227
0.8182 Intermediate Similarity NPC276676
0.8165 Intermediate Similarity NPC57998
0.816 Intermediate Similarity NPC121995
0.816 Intermediate Similarity NPC149945
0.8153 Intermediate Similarity NPC291150
0.8148 Intermediate Similarity NPC288602
0.8148 Intermediate Similarity NPC471168

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC46551 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
0.8365 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7907 Intermediate Similarity NPD8434 Phase 2
0.7778 Intermediate Similarity NPD5761 Phase 2
0.7778 Intermediate Similarity NPD5760 Phase 2
0.7613 Intermediate Similarity NPD1471 Phase 3
0.7514 Intermediate Similarity NPD6765 Approved
0.7514 Intermediate Similarity NPD6764 Approved
0.7349 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD6785 Approved
0.7345 Intermediate Similarity NPD6784 Approved
0.7321 Intermediate Similarity NPD7075 Discontinued
0.7273 Intermediate Similarity NPD6599 Discontinued
0.717 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD5494 Approved
0.7093 Intermediate Similarity NPD1247 Approved
0.7091 Intermediate Similarity NPD920 Approved
0.7083 Intermediate Similarity NPD6801 Discontinued
0.7078 Intermediate Similarity NPD6832 Phase 2
0.7076 Intermediate Similarity NPD919 Approved
0.7041 Intermediate Similarity NPD7819 Suspended
0.7037 Intermediate Similarity NPD4628 Phase 3
0.7024 Intermediate Similarity NPD7411 Suspended
0.7012 Intermediate Similarity NPD6799 Approved
0.7 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5402 Approved
0.6989 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6988 Remote Similarity NPD5403 Approved
0.697 Remote Similarity NPD5401 Approved
0.697 Remote Similarity NPD642 Clinical (unspecified phase)
0.6957 Remote Similarity NPD2346 Discontinued
0.6954 Remote Similarity NPD6808 Phase 2
0.6951 Remote Similarity NPD7236 Approved
0.6928 Remote Similarity NPD6273 Approved
0.6927 Remote Similarity NPD6559 Discontinued
0.6905 Remote Similarity NPD7458 Discontinued
0.6905 Remote Similarity NPD3226 Approved
0.6901 Remote Similarity NPD3817 Phase 2
0.689 Remote Similarity NPD3887 Approved
0.6883 Remote Similarity NPD3266 Approved
0.6883 Remote Similarity NPD3267 Approved
0.6883 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6865 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6355 Discontinued
0.6854 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6848 Remote Similarity NPD643 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7239 Suspended
0.6832 Remote Similarity NPD2799 Discontinued
0.6821 Remote Similarity NPD3749 Approved
0.6818 Remote Similarity NPD3926 Phase 2
0.6805 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6797 Remote Similarity NPD3972 Approved
0.679 Remote Similarity NPD2796 Approved
0.6784 Remote Similarity NPD8404 Phase 2
0.678 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6776 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6772 Remote Similarity NPD2313 Discontinued
0.6772 Remote Similarity NPD3268 Approved
0.6768 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6766 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4380 Phase 2
0.6758 Remote Similarity NPD8312 Approved
0.6758 Remote Similarity NPD8313 Approved
0.675 Remote Similarity NPD1933 Approved
0.6748 Remote Similarity NPD2344 Approved
0.6739 Remote Similarity NPD8150 Discontinued
0.6732 Remote Similarity NPD1547 Clinical (unspecified phase)
0.673 Remote Similarity NPD8032 Phase 2
0.6728 Remote Similarity NPD3748 Approved
0.6725 Remote Similarity NPD5889 Approved
0.6725 Remote Similarity NPD5890 Approved
0.6724 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6711 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6705 Remote Similarity NPD8127 Discontinued
0.6704 Remote Similarity NPD7799 Discontinued
0.6702 Remote Similarity NPD4107 Approved
0.6667 Remote Similarity NPD3882 Suspended
0.6667 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1243 Approved
0.6667 Remote Similarity NPD5844 Phase 1
0.6649 Remote Similarity NPD8285 Discontinued
0.6648 Remote Similarity NPD7473 Discontinued
0.6646 Remote Similarity NPD2353 Approved
0.6646 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6646 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6627 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6625 Remote Similarity NPD6233 Phase 2
0.6612 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6606 Remote Similarity NPD2897 Discontinued
0.6592 Remote Similarity NPD2403 Approved
0.6592 Remote Similarity NPD6166 Phase 2
0.6592 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6592 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6592 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6588 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6587 Remote Similarity NPD2309 Approved
0.6585 Remote Similarity NPD2438 Suspended
0.6584 Remote Similarity NPD4307 Phase 2
0.658 Remote Similarity NPD4482 Phase 3
0.657 Remote Similarity NPD6585 Discontinued
0.6566 Remote Similarity NPD2800 Approved
0.6564 Remote Similarity NPD7097 Phase 1
0.6562 Remote Similarity NPD6798 Discontinued
0.6557 Remote Similarity NPD7251 Discontinued
0.6552 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6527 Remote Similarity NPD3750 Approved
0.6527 Remote Similarity NPD7003 Approved
0.6522 Remote Similarity NPD7808 Phase 3
0.6519 Remote Similarity NPD2798 Approved
0.6519 Remote Similarity NPD3751 Discontinued
0.6519 Remote Similarity NPD1019 Discontinued
0.6519 Remote Similarity NPD3818 Discontinued
0.6517 Remote Similarity NPD6959 Discontinued
0.6514 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6513 Remote Similarity NPD7435 Discontinued
0.6506 Remote Similarity NPD1549 Phase 2
0.6503 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6503 Remote Similarity NPD6797 Phase 2
0.65 Remote Similarity NPD7095 Approved
0.65 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6497 Remote Similarity NPD1876 Approved
0.6494 Remote Similarity NPD1934 Approved
0.6494 Remote Similarity NPD6279 Approved
0.6494 Remote Similarity NPD6280 Approved
0.6488 Remote Similarity NPD2354 Approved
0.6485 Remote Similarity NPD1551 Phase 2
0.6485 Remote Similarity NPD2935 Discontinued
0.6481 Remote Similarity NPD7966 Clinical (unspecified phase)
0.648 Remote Similarity NPD6232 Discontinued
0.6477 Remote Similarity NPD7057 Phase 3
0.6477 Remote Similarity NPD7058 Phase 2
0.6477 Remote Similarity NPD7768 Phase 2
0.6471 Remote Similarity NPD2532 Approved
0.6471 Remote Similarity NPD2534 Approved
0.6471 Remote Similarity NPD2533 Approved
0.6456 Remote Similarity NPD2797 Approved
0.6452 Remote Similarity NPD8407 Phase 2
0.6448 Remote Similarity NPD7074 Phase 3
0.6446 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5763 Approved
0.6446 Remote Similarity NPD5762 Approved
0.6446 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6442 Remote Similarity NPD447 Suspended
0.6429 Remote Similarity NPD5585 Approved
0.6429 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8166 Discontinued
0.6429 Remote Similarity NPD4110 Phase 3
0.6425 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6424 Remote Similarity NPD4308 Phase 3
0.6415 Remote Similarity NPD5647 Approved
0.6408 Remote Similarity NPD7907 Approved
0.6407 Remote Similarity NPD4534 Discontinued
0.6402 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6393 Remote Similarity NPD7054 Approved
0.6389 Remote Similarity NPD3787 Discontinued
0.6387 Remote Similarity NPD17 Approved
0.6386 Remote Similarity NPD6099 Approved
0.6386 Remote Similarity NPD6100 Approved
0.638 Remote Similarity NPD2979 Phase 3
0.6378 Remote Similarity NPD8368 Discontinued
0.6376 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6374 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6369 Remote Similarity NPD9717 Approved
0.6359 Remote Similarity NPD7472 Approved
0.6358 Remote Similarity NPD1241 Discontinued
0.6354 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6352 Remote Similarity NPD1203 Approved
0.6341 Remote Similarity NPD4618 Approved
0.6341 Remote Similarity NPD4622 Approved
0.6325 Remote Similarity NPD7033 Discontinued
0.6319 Remote Similarity NPD4062 Phase 3
0.6318 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6318 Remote Similarity NPD7874 Approved
0.631 Remote Similarity NPD5958 Discontinued
0.6309 Remote Similarity NPD2067 Discontinued
0.6307 Remote Similarity NPD37 Approved
0.6307 Remote Similarity NPD6844 Discontinued
0.6294 Remote Similarity NPD3057 Approved
0.6292 Remote Similarity NPD4965 Approved
0.6292 Remote Similarity NPD4967 Phase 2
0.6292 Remote Similarity NPD4966 Approved
0.629 Remote Similarity NPD7685 Pre-registration
0.6289 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6286 Remote Similarity NPD7028 Phase 2
0.628 Remote Similarity NPD4060 Phase 1
0.628 Remote Similarity NPD4140 Approved
0.6279 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6276 Remote Similarity NPD6781 Approved
0.6276 Remote Similarity NPD6780 Approved
0.6276 Remote Similarity NPD6779 Approved
0.6276 Remote Similarity NPD6776 Approved
0.6276 Remote Similarity NPD6782 Approved
0.6276 Remote Similarity NPD6778 Approved
0.6276 Remote Similarity NPD6777 Approved
0.6271 Remote Similarity NPD2801 Approved
0.6271 Remote Similarity NPD1465 Phase 2
0.6271 Remote Similarity NPD8455 Phase 2
0.6266 Remote Similarity NPD1608 Approved
0.6265 Remote Similarity NPD5688 Approved
0.6265 Remote Similarity NPD5689 Approved

Structure

External Identifiers

PubChem CID   71716357
ChEMBL   CHEMBL2373965
ZINC  

Physicochemical Properties

Molecular Weight:  526.22
ALogP:  0.4959
MLogP:  3.66
XLogP:  1.401
# Rotatable Bonds:  12
Polar Surface Area:  126.18
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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