Natural Product: NPC55462

Natural Product ID:  NPC55462
Common Name:   Hookerianamide J
IUPAC Name:   N-[(3S,4R,5R,8R,9S,10R,13S,14S)-17-[(1S)-1-(dimethylamino)ethyl]-4-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide
Synonyms:   hookerianamide J
Molecular Formula:   C28H46N2O2
Standard InCHIKey:  UBWMSSICUOCSHT-BJHCZKLTSA-N
Standard InCHI:  InChI=1S/C28H46N2O2/c1-17(2)16-25(31)29-24-13-15-28(5)22-12-14-27(4)20(18(3)30(6)7)10-11-21(27)19(22)8-9-23(28)26(24)32/h10,16,18-19,21-24,26,32H,8-9,11-15H2,1-7H3,(H,29,31)/t18-,19-,21-,22-,23-,24-,26+,27+,28+/m0/s1
Canonical SMILES:  CC(=CC(=N[C@H]1CC[C@]2([C@H]([C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2[C@@H](N(C)C)C)C)C)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
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota PMID[18681480]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota UNPD*
NPO9527 Dendrodoa grossularia Species Styelidae Eukaryota UNPD*
NPO12328 Ampelopsis japonica Species Vitaceae Eukaryota UNPD*
NPO12560 Cassia leptophylla Species Fabaceae Eukaryota UNPD*
NPO7351 Uncaria pteropoda Species Rubiaceae Eukaryota UNPD*
NPO6711 Streptomyces mirabilis Species Streptomycetaceae Bacteria UNPD*
NPO2332 Plantago serraria Species Plantaginaceae Eukaryota UNPD*
NPO13128 Crotalaria rosenii Species Fabaceae Eukaryota UNPD*
NPO11838 Euphorbia regis-jubae Species Euphorbiaceae Eukaryota UNPD*
NPO4160 Cephalosporium polyaleurum Species NA Eukaryota UNPD*
NPO5033 Alpinia galanga Species Zingiberaceae Eukaryota UNPD*
NPO18213 Strychnos variabilis Species Loganiaceae Eukaryota UNPD*
NPO10911 Euphorbia peplis Species Euphorbiaceae Eukaryota UNPD*
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota Whole Plants PMID[18681480]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 48500 nM 18681480
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 800 nM 18681480
NPT841 Organism Leishmania major Leishmania major IC50 = 11300 nM 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 15 mm 18681480
NPT2921 Organism Pseudomonas Pseudomonas IZ = 12 mm 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 141400 nM 18681480
NPT2921 Organism Pseudomonas Pseudomonas MIC = 70700 nM 18681480

  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 NPC55462 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
0.9223 High Similarity NPC472359
0.91 High Similarity NPC471083
0.9048 High Similarity NPC469968
0.9048 High Similarity NPC80834
0.8911 High Similarity NPC247060
0.8725 High Similarity NPC50815
0.8571 High Similarity NPC25340
0.8462 Intermediate Similarity NPC474583
0.8407 Intermediate Similarity NPC242692
0.8349 Intermediate Similarity NPC56796
0.8333 Intermediate Similarity NPC472458
0.8302 Intermediate Similarity NPC36497
0.8235 Intermediate Similarity NPC476903
0.7966 Intermediate Similarity NPC237286
0.7959 Intermediate Similarity NPC152684
0.7944 Intermediate Similarity NPC90538
0.7879 Intermediate Similarity NPC166458
0.7838 Intermediate Similarity NPC72753
0.7818 Intermediate Similarity NPC159367
0.781 Intermediate Similarity NPC140300
0.7807 Intermediate Similarity NPC165396
0.7778 Intermediate Similarity NPC241879
0.7768 Intermediate Similarity NPC66862
0.7664 Intermediate Similarity NPC275686
0.7615 Intermediate Similarity NPC45365
0.7615 Intermediate Similarity NPC293299
0.7551 Intermediate Similarity NPC257962
0.7549 Intermediate Similarity NPC34754
0.7477 Intermediate Similarity NPC240650
0.7383 Intermediate Similarity NPC289140
0.7358 Intermediate Similarity NPC243985
0.7358 Intermediate Similarity NPC280710
0.729 Intermediate Similarity NPC272732
0.729 Intermediate Similarity NPC311164
0.7264 Intermediate Similarity NPC93027
0.7255 Intermediate Similarity NPC75810
0.7217 Intermediate Similarity NPC328052
0.7209 Intermediate Similarity NPC132847
0.7207 Intermediate Similarity NPC226509
0.7196 Intermediate Similarity NPC473314
0.7182 Intermediate Similarity NPC135799
0.7143 Intermediate Similarity NPC473254
0.7129 Intermediate Similarity NPC296701
0.7129 Intermediate Similarity NPC218616
0.7105 Intermediate Similarity NPC46981
0.7091 Intermediate Similarity NPC91604
0.708 Intermediate Similarity NPC470596
0.7075 Intermediate Similarity NPC84171
0.7071 Intermediate Similarity NPC11908
0.7069 Intermediate Similarity NPC472313
0.7054 Intermediate Similarity NPC476755
0.7054 Intermediate Similarity NPC152718
0.7018 Intermediate Similarity NPC258130
0.7 Intermediate Similarity NPC474164
0.7 Intermediate Similarity NPC30986
0.7 Intermediate Similarity NPC209430
0.697 Remote Similarity NPC470711
0.697 Remote Similarity NPC470758
0.6964 Remote Similarity NPC118275
0.6961 Remote Similarity NPC39966
0.6961 Remote Similarity NPC224072
0.6957 Remote Similarity NPC169375
0.6949 Remote Similarity NPC474452
0.693 Remote Similarity NPC119329
0.6907 Remote Similarity NPC474743
0.6903 Remote Similarity NPC176012
0.69 Remote Similarity NPC285761
0.69 Remote Similarity NPC244385
0.69 Remote Similarity NPC312328
0.69 Remote Similarity NPC138621
0.69 Remote Similarity NPC6978
0.69 Remote Similarity NPC167037
0.6897 Remote Similarity NPC470595
0.6893 Remote Similarity NPC82623
0.6891 Remote Similarity NPC478137
0.6887 Remote Similarity NPC324405
0.687 Remote Similarity NPC477292
0.687 Remote Similarity NPC86906
0.6869 Remote Similarity NPC470749
0.6869 Remote Similarity NPC247325
0.6869 Remote Similarity NPC237460
0.6869 Remote Similarity NPC244488
0.6864 Remote Similarity NPC474459
0.6863 Remote Similarity NPC109533
0.6855 Remote Similarity NPC478138
0.6847 Remote Similarity NPC167419
0.6847 Remote Similarity NPC4834
0.6832 Remote Similarity NPC109546
0.6832 Remote Similarity NPC472463
0.6832 Remote Similarity NPC84694
0.6832 Remote Similarity NPC47982
0.6832 Remote Similarity NPC28862
0.6832 Remote Similarity NPC143182
0.6832 Remote Similarity NPC81306
0.6832 Remote Similarity NPC80530
0.6832 Remote Similarity NPC273410
0.6807 Remote Similarity NPC476498
0.68 Remote Similarity NPC91594
0.6796 Remote Similarity NPC101462
0.6796 Remote Similarity NPC248886
0.6796 Remote Similarity NPC470049
0.6796 Remote Similarity NPC202389
0.6796 Remote Similarity NPC49964
0.6796 Remote Similarity NPC87489
0.6783 Remote Similarity NPC212874
0.6783 Remote Similarity NPC469958
0.6783 Remote Similarity NPC475239
0.6768 Remote Similarity NPC185536
0.6765 Remote Similarity NPC322313
0.6765 Remote Similarity NPC236237
0.6765 Remote Similarity NPC13554
0.6765 Remote Similarity NPC234193
0.6765 Remote Similarity NPC102253
0.6765 Remote Similarity NPC295131
0.6733 Remote Similarity NPC474216
0.6733 Remote Similarity NPC302041
0.6733 Remote Similarity NPC65897
0.6733 Remote Similarity NPC85346
0.6731 Remote Similarity NPC246956
0.6731 Remote Similarity NPC470558
0.6731 Remote Similarity NPC317458
0.6731 Remote Similarity NPC134481
0.6729 Remote Similarity NPC67872
0.6724 Remote Similarity NPC230677
0.672 Remote Similarity NPC469943
0.67 Remote Similarity NPC189883
0.6699 Remote Similarity NPC23852
0.6699 Remote Similarity NPC264245
0.6699 Remote Similarity NPC209620
0.6698 Remote Similarity NPC261266
0.6698 Remote Similarity NPC474458
0.6698 Remote Similarity NPC157479
0.6698 Remote Similarity NPC139724
0.6698 Remote Similarity NPC6391
0.6696 Remote Similarity NPC292819
0.6694 Remote Similarity NPC476499
0.6667 Remote Similarity NPC205845
0.6667 Remote Similarity NPC474047
0.6667 Remote Similarity NPC476756
0.6667 Remote Similarity NPC231310
0.6667 Remote Similarity NPC476366
0.6667 Remote Similarity NPC124358
0.6667 Remote Similarity NPC1319
0.6667 Remote Similarity NPC470077
0.6667 Remote Similarity NPC244982
0.6667 Remote Similarity NPC474493
0.6667 Remote Similarity NPC185568
0.6667 Remote Similarity NPC201048
0.6667 Remote Similarity NPC211322
0.6639 Remote Similarity NPC28280
0.6639 Remote Similarity NPC304646
0.6639 Remote Similarity NPC287764
0.6636 Remote Similarity NPC470620
0.6635 Remote Similarity NPC50964
0.6635 Remote Similarity NPC189972
0.6634 Remote Similarity NPC331618
0.6634 Remote Similarity NPC257191
0.6634 Remote Similarity NPC214570
0.6634 Remote Similarity NPC119355
0.6634 Remote Similarity NPC248830
0.6634 Remote Similarity NPC212241
0.6633 Remote Similarity NPC265789
0.6613 Remote Similarity NPC35037
0.6604 Remote Similarity NPC318390
0.6604 Remote Similarity NPC266511
0.6604 Remote Similarity NPC470360
0.6604 Remote Similarity NPC274448
0.6602 Remote Similarity NPC241290
0.6602 Remote Similarity NPC209944
0.6602 Remote Similarity NPC236112
0.6602 Remote Similarity NPC164840
0.66 Remote Similarity NPC471723
0.66 Remote Similarity NPC257347
0.66 Remote Similarity NPC141071
0.66 Remote Similarity NPC32832
0.6583 Remote Similarity NPC79238
0.6574 Remote Similarity NPC133588
0.6574 Remote Similarity NPC471952
0.6571 Remote Similarity NPC207013
0.6571 Remote Similarity NPC110778
0.6571 Remote Similarity NPC474634
0.6571 Remote Similarity NPC113978
0.6571 Remote Similarity NPC475789
0.6571 Remote Similarity NPC477818
0.6571 Remote Similarity NPC470384
0.6569 Remote Similarity NPC301707
0.6569 Remote Similarity NPC473943
0.6569 Remote Similarity NPC477514
0.6569 Remote Similarity NPC318136
0.6569 Remote Similarity NPC472342
0.6569 Remote Similarity NPC275910
0.6552 Remote Similarity NPC98765
0.6545 Remote Similarity NPC110923
0.6545 Remote Similarity NPC74296
0.6542 Remote Similarity NPC299068
0.6538 Remote Similarity NPC474752
0.6538 Remote Similarity NPC474731
0.6538 Remote Similarity NPC474683
0.6538 Remote Similarity NPC192456
0.6538 Remote Similarity NPC476646

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC55462 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
0.7692 Intermediate Similarity NPD5771 Approved
0.6765 Remote Similarity NPD7525 Registered
0.6727 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6640 Phase 3
0.6436 Remote Similarity NPD6942 Approved
0.6436 Remote Similarity NPD7339 Approved
0.6371 Remote Similarity NPD7755 Approved
0.6371 Remote Similarity NPD7754 Approved
0.6346 Remote Similarity NPD7645 Phase 2
0.6341 Remote Similarity NPD8298 Phase 2
0.6303 Remote Similarity NPD7333 Discontinued
0.6293 Remote Similarity NPD8418 Phase 2
0.6273 Remote Similarity NPD4722 Approved
0.6273 Remote Similarity NPD4723 Approved
0.6261 Remote Similarity NPD7920 Phase 3
0.6261 Remote Similarity NPD7919 Phase 3
0.625 Remote Similarity NPD7322 Clinical (unspecified phase)
0.622 Remote Similarity NPD7522 Discontinued
0.6214 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8088 Phase 1
0.619 Remote Similarity NPD6929 Approved
0.6182 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6926 Approved
0.6176 Remote Similarity NPD6924 Approved
0.6174 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6404 Discontinued
0.6132 Remote Similarity NPD7509 Discontinued
0.6132 Remote Similarity NPD6931 Approved
0.6132 Remote Similarity NPD7332 Phase 2
0.6132 Remote Similarity NPD6930 Phase 2
0.6071 Remote Similarity NPD5328 Approved
0.6058 Remote Similarity NPD6933 Approved
0.6055 Remote Similarity NPD4786 Approved
0.6033 Remote Similarity NPD6920 Discontinued
0.6017 Remote Similarity NPD7639 Approved
0.6017 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD8077 Approved
0.6 Remote Similarity NPD7337 Clinical (unspecified phase)
0.6 Remote Similarity NPD6914 Discontinued
0.6 Remote Similarity NPD8078 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD7335 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD7336 Phase 2
0.5984 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7514 Phase 3
0.598 Remote Similarity NPD4243 Approved
0.5968 Remote Similarity NPD6420 Discontinued
0.5965 Remote Similarity NPD6079 Approved
0.5963 Remote Similarity NPD6695 Phase 3
0.5946 Remote Similarity NPD3618 Phase 1
0.5943 Remote Similarity NPD7145 Approved
0.5941 Remote Similarity NPD6923 Approved
0.5941 Remote Similarity NPD6922 Approved
0.5935 Remote Similarity NPD6415 Discontinued
0.5932 Remote Similarity NPD7638 Approved
0.5926 Remote Similarity NPD6902 Approved
0.5926 Remote Similarity NPD6898 Phase 1
0.5913 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5909 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7144 Approved
0.5882 Remote Similarity NPD7143 Approved
0.5878 Remote Similarity NPD6908 Approved
0.5878 Remote Similarity NPD6909 Approved
0.5877 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6700 Approved
0.5872 Remote Similarity NPD3667 Approved
0.5865 Remote Similarity NPD4785 Approved
0.5865 Remote Similarity NPD4784 Approved
0.5856 Remote Similarity NPD6893 Approved
0.5856 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5833 Remote Similarity NPD2174 Clinical (unspecified phase)
0.5826 Remote Similarity NPD6702 Approved
0.5826 Remote Similarity NPD6703 Approved
0.5825 Remote Similarity NPD7152 Approved
0.5825 Remote Similarity NPD7150 Approved
0.5825 Remote Similarity NPD7151 Approved
0.581 Remote Similarity NPD8264 Approved
0.5806 Remote Similarity NPD8174 Phase 2
0.5782 Remote Similarity NPD8131 Suspended
0.5776 Remote Similarity NPD4202 Approved
0.5772 Remote Similarity NPD5357 Phase 1
0.5766 Remote Similarity NPD3665 Phase 1
0.5766 Remote Similarity NPD3133 Approved
0.5766 Remote Similarity NPD3666 Approved
0.5752 Remote Similarity NPD7524 Approved
0.5752 Remote Similarity NPD7750 Discontinued
0.5728 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6939 Phase 2
0.5726 Remote Similarity NPD5707 Approved
0.5724 Remote Similarity NPD6789 Approved
0.5714 Remote Similarity NPD7725 Approved
0.5701 Remote Similarity NPD6932 Approved
0.569 Remote Similarity NPD7515 Phase 2
0.5688 Remote Similarity NPD4748 Discontinued
0.5686 Remote Similarity NPD6705 Phase 1
0.5674 Remote Similarity NPD8118 Discontinued
0.5664 Remote Similarity NPD8308 Discontinued
0.566 Remote Similarity NPD4190 Phase 3
0.566 Remote Similarity NPD5275 Approved
0.5656 Remote Similarity NPD5211 Phase 2
0.5649 Remote Similarity NPD6775 Clinical (unspecified phase)
0.563 Remote Similarity NPD5221 Approved
0.563 Remote Similarity NPD4697 Phase 3
0.563 Remote Similarity NPD5222 Approved
0.563 Remote Similarity NPD5220 Clinical (unspecified phase)
0.561 Remote Similarity NPD7912 Approved
0.561 Remote Similarity NPD7986 Approved
0.561 Remote Similarity NPD7911 Approved
0.561 Remote Similarity NPD7987 Approved
0.5607 Remote Similarity NPD1346 Approved
0.5603 Remote Similarity NPD4001 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   25016666
ChEMBL   CHEMBL496487
ZINC  

Physicochemical Properties

Molecular Weight:  442.36
ALogP:  1.7152
MLogP:  4.1
XLogP:  6.088
# Rotatable Bonds:  13
Polar Surface Area:  56.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  32

Download Data

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