Natural Product: NPC265789

Natural Product ID:  NPC265789
Common Name:   Hookerianamide K
IUPAC Name:   (3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-amine
Synonyms:   hookerianamide K
Molecular Formula:   C25H42N2
Standard InCHIKey:  JLDLXPZTQHZTBT-JYNQZMPESA-N
Standard InCHI:  InChI=1S/C25H42N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h11,16-17,19-21,23H,8-10,12-15H2,1-7H3/t17-,19-,20-,21+,23-,24-,25+/m0/s1
Canonical SMILES:  CN([C@H]1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2(C1=CC[C@@H]2[C@@H](N(C)C)C)C)C)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
NPO9527 Dendrodoa grossularia Species Styelidae Eukaryota UNPD*
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota UNPD*
NPO6711 Streptomyces mirabilis Species Streptomycetaceae Bacteria UNPD*
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota PMID[18681480]
NPO13128 Crotalaria rosenii Species Fabaceae Eukaryota UNPD*
NPO2332 Plantago serraria Species Plantaginaceae Eukaryota UNPD*
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota Whole Plants PMID[18681480]
NPO12328 Ampelopsis japonica Species Vitaceae Eukaryota UNPD*
NPO12560 Cassia leptophylla Species Fabaceae Eukaryota UNPD*
NPO5033 Alpinia galanga Species Zingiberaceae Eukaryota UNPD*
NPO18213 Strychnos variabilis Species Loganiaceae Eukaryota UNPD*
NPO10911 Euphorbia peplis Species Euphorbiaceae Eukaryota UNPD*
NPO4160 Cephalosporium polyaleurum Species NA Eukaryota UNPD*
NPO7351 Uncaria pteropoda Species Rubiaceae Eukaryota UNPD*
NPO11838 Euphorbia regis-jubae Species Euphorbiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 24200 nM 18681480
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 4000 nM 18681480
NPT841 Organism Leishmania major Leishmania major IC50 = 6800 nM 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 13 mm 18681480
NPT729 Organism Micrococcus luteus Micrococcus luteus IZ = 9.5 mm 18681480
NPT175 Organism Enterococcus faecalis Enterococcus faecalis IZ = 10 mm 18681480
NPT2921 Organism Pseudomonas Pseudomonas IZ = 10.5 mm 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 337800 nM 18681480
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 650600 nM 18681480
NPT2921 Organism Pseudomonas Pseudomonas MIC = 168900 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 NPC265789 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
0.9412 High Similarity NPC21773
0.9143 High Similarity NPC476904
0.8889 High Similarity NPC7214
0.8784 High Similarity NPC211322
0.8493 Intermediate Similarity NPC125828
0.8333 Intermediate Similarity NPC171639
0.8312 Intermediate Similarity NPC474122
0.8312 Intermediate Similarity NPC152039
0.8312 Intermediate Similarity NPC118329
0.825 Intermediate Similarity NPC166458
0.8205 Intermediate Similarity NPC215474
0.8205 Intermediate Similarity NPC472312
0.8182 Intermediate Similarity NPC12035
0.8077 Intermediate Similarity NPC329782
0.8025 Intermediate Similarity NPC157479
0.7826 Intermediate Similarity NPC219621
0.7683 Intermediate Similarity NPC147513
0.7683 Intermediate Similarity NPC24733
0.7683 Intermediate Similarity NPC75810
0.7531 Intermediate Similarity NPC283277
0.7471 Intermediate Similarity NPC93027
0.747 Intermediate Similarity NPC152684
0.7442 Intermediate Similarity NPC84171
0.7397 Intermediate Similarity NPC37792
0.7286 Intermediate Similarity NPC472827
0.7286 Intermediate Similarity NPC21781
0.7195 Intermediate Similarity NPC90150
0.7143 Intermediate Similarity NPC472830
0.7143 Intermediate Similarity NPC140300
0.7059 Intermediate Similarity NPC311769
0.7059 Intermediate Similarity NPC182106
0.7033 Intermediate Similarity NPC476903
0.7024 Intermediate Similarity NPC21667
0.7021 Intermediate Similarity NPC247060
0.7 Intermediate Similarity NPC475696
0.7 Intermediate Similarity NPC474415
0.7 Intermediate Similarity NPC474528
0.6988 Remote Similarity NPC257962
0.6957 Remote Similarity NPC123194
0.6944 Remote Similarity NPC311809
0.6944 Remote Similarity NPC317778
0.6901 Remote Similarity NPC469769
0.6897 Remote Similarity NPC43308
0.6892 Remote Similarity NPC53276
0.6883 Remote Similarity NPC138409
0.6883 Remote Similarity NPC184919
0.6882 Remote Similarity NPC140685
0.6842 Remote Similarity NPC58200
0.6842 Remote Similarity NPC50815
0.6842 Remote Similarity NPC226509
0.6818 Remote Similarity NPC22765
0.6818 Remote Similarity NPC259252
0.6818 Remote Similarity NPC17518
0.6809 Remote Similarity NPC135799
0.6806 Remote Similarity NPC474454
0.6806 Remote Similarity NPC474455
0.6806 Remote Similarity NPC474420
0.6806 Remote Similarity NPC475716
0.68 Remote Similarity NPC469970
0.679 Remote Similarity NPC174803
0.679 Remote Similarity NPC259989
0.679 Remote Similarity NPC476308
0.6761 Remote Similarity NPC474457
0.6761 Remote Similarity NPC173815
0.6757 Remote Similarity NPC474086
0.6757 Remote Similarity NPC472544
0.6739 Remote Similarity NPC272732
0.6739 Remote Similarity NPC311164
0.6714 Remote Similarity NPC469770
0.6702 Remote Similarity NPC91604
0.6667 Remote Similarity NPC471083
0.6667 Remote Similarity NPC324944
0.6667 Remote Similarity NPC472831
0.6667 Remote Similarity NPC231129
0.6667 Remote Similarity NPC476559
0.6667 Remote Similarity NPC152718
0.6633 Remote Similarity NPC55462
0.663 Remote Similarity NPC476754
0.6596 Remote Similarity NPC184033
0.6596 Remote Similarity NPC167419
0.6596 Remote Similarity NPC474164
0.6582 Remote Similarity NPC472543
0.6575 Remote Similarity NPC82919
0.6562 Remote Similarity NPC474582
0.6556 Remote Similarity NPC249312
0.6538 Remote Similarity NPC271640
0.6533 Remote Similarity NPC145715
0.6531 Remote Similarity NPC469958
0.6528 Remote Similarity NPC470370
0.6528 Remote Similarity NPC470369
0.65 Remote Similarity NPC159367
0.65 Remote Similarity NPC476329
0.6494 Remote Similarity NPC474456
0.6465 Remote Similarity NPC86906
0.6465 Remote Similarity NPC474695
0.6458 Remote Similarity NPC275686
0.6456 Remote Similarity NPC245223
0.6456 Remote Similarity NPC124384
0.6447 Remote Similarity NPC473959
0.6429 Remote Similarity NPC127944
0.6429 Remote Similarity NPC241879
0.6429 Remote Similarity NPC472828
0.6418 Remote Similarity NPC124851
0.641 Remote Similarity NPC176107
0.64 Remote Similarity NPC25340
0.6392 Remote Similarity NPC474001
0.6392 Remote Similarity NPC118275
0.6389 Remote Similarity NPC318036
0.6375 Remote Similarity NPC473442
0.6375 Remote Similarity NPC120167
0.6364 Remote Similarity NPC86683
0.6351 Remote Similarity NPC28755
0.6351 Remote Similarity NPC152211
0.6344 Remote Similarity NPC476752
0.6344 Remote Similarity NPC476753
0.6329 Remote Similarity NPC20610
0.6327 Remote Similarity NPC176012
0.6316 Remote Similarity NPC289140
0.63 Remote Similarity NPC230677
0.6282 Remote Similarity NPC92327
0.6277 Remote Similarity NPC280710
0.6277 Remote Similarity NPC243985
0.6263 Remote Similarity NPC90538
0.625 Remote Similarity NPC182815
0.625 Remote Similarity NPC470893
0.625 Remote Similarity NPC469968
0.625 Remote Similarity NPC80834
0.6238 Remote Similarity NPC46981
0.6232 Remote Similarity NPC200129
0.6222 Remote Similarity NPC56107
0.6214 Remote Similarity NPC472313
0.6214 Remote Similarity NPC472359
0.62 Remote Similarity NPC212874
0.6197 Remote Similarity NPC474416
0.618 Remote Similarity NPC471867
0.6173 Remote Similarity NPC159577
0.6173 Remote Similarity NPC282593
0.6173 Remote Similarity NPC35734
0.6173 Remote Similarity NPC475728
0.6154 Remote Similarity NPC79238
0.6139 Remote Similarity NPC195841
0.6139 Remote Similarity NPC233256
0.6136 Remote Similarity NPC224072
0.6119 Remote Similarity NPC49088
0.61 Remote Similarity NPC474583
0.6098 Remote Similarity NPC115023
0.6098 Remote Similarity NPC470078
0.6095 Remote Similarity NPC56796
0.6095 Remote Similarity NPC474452
0.6082 Remote Similarity NPC240650
0.6061 Remote Similarity NPC192529
0.6058 Remote Similarity NPC63511
0.604 Remote Similarity NPC476921
0.6029 Remote Similarity NPC323445
0.6026 Remote Similarity NPC476682
0.6024 Remote Similarity NPC303613
0.6024 Remote Similarity NPC251705
0.6024 Remote Similarity NPC474228
0.6 Remote Similarity NPC476681
0.6 Remote Similarity NPC25110
0.6 Remote Similarity NPC474459
0.6 Remote Similarity NPC476135
0.5976 Remote Similarity NPC307176
0.5976 Remote Similarity NPC477856
0.5976 Remote Similarity NPC214770
0.597 Remote Similarity NPC202189
0.5962 Remote Similarity NPC175585
0.5955 Remote Similarity NPC471868
0.5955 Remote Similarity NPC39966
0.5926 Remote Similarity NPC160209
0.5926 Remote Similarity NPC246904
0.5909 Remote Similarity NPC193180
0.5904 Remote Similarity NPC234707
0.59 Remote Similarity NPC476922
0.5888 Remote Similarity NPC478137
0.5882 Remote Similarity NPC114239
0.5882 Remote Similarity NPC230301
0.5882 Remote Similarity NPC475239
0.5882 Remote Similarity NPC22105
0.5882 Remote Similarity NPC293803
0.5882 Remote Similarity NPC119329
0.5882 Remote Similarity NPC241784
0.5882 Remote Similarity NPC141071
0.5882 Remote Similarity NPC288035
0.5882 Remote Similarity NPC471723
0.5882 Remote Similarity NPC134847
0.5882 Remote Similarity NPC257347
0.5882 Remote Similarity NPC28657
0.5882 Remote Similarity NPC304309
0.5882 Remote Similarity NPC473171
0.5882 Remote Similarity NPC285893
0.5882 Remote Similarity NPC136188
0.5882 Remote Similarity NPC296337
0.5882 Remote Similarity NPC162742
0.5882 Remote Similarity NPC13991
0.5875 Remote Similarity NPC176171
0.5875 Remote Similarity NPC222366
0.5875 Remote Similarity NPC476039
0.5875 Remote Similarity NPC286669
0.5875 Remote Similarity NPC323005

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC265789 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
0.7143 Intermediate Similarity NPD5365 Phase 2
0.7013 Intermediate Similarity NPD6938 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD6939 Phase 2
0.6129 Remote Similarity NPD3344 Approved
0.6129 Remote Similarity NPD3346 Approved
0.6111 Remote Similarity NPD3727 Discontinued
0.6105 Remote Similarity NPD5771 Approved
0.6098 Remote Similarity NPD4243 Approved
0.6 Remote Similarity NPD4834 Discontinued
0.5979 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5976 Remote Similarity NPD4747 Approved
0.5952 Remote Similarity NPD4785 Approved
0.5952 Remote Similarity NPD4784 Approved
0.5938 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6942 Approved
0.5882 Remote Similarity NPD7339 Approved
0.5854 Remote Similarity NPD4137 Phase 3
0.5843 Remote Similarity NPD3035 Approved
0.5824 Remote Similarity NPD4544 Approved
0.5816 Remote Similarity NPD5963 Phase 2
0.5816 Remote Similarity NPD5964 Phase 2
0.5783 Remote Similarity NPD4691 Approved
0.5778 Remote Similarity NPD4170 Approved
0.5778 Remote Similarity NPD4701 Clinical (unspecified phase)
0.5778 Remote Similarity NPD4169 Approved
0.5765 Remote Similarity NPD5733 Approved
0.5761 Remote Similarity NPD2205 Approved
0.5761 Remote Similarity NPD2208 Approved
0.5729 Remote Similarity NPD4543 Discontinued
0.5714 Remote Similarity NPD5379 Clinical (unspecified phase)
0.5699 Remote Similarity NPD4636 Approved
0.5699 Remote Similarity NPD3099 Discontinued
0.5698 Remote Similarity NPD4190 Phase 3
0.5698 Remote Similarity NPD5275 Approved
0.5694 Remote Similarity NPD5793 Discontinued
0.5672 Remote Similarity NPD1799 Clinical (unspecified phase)
0.5652 Remote Similarity NPD5178 Approved
0.5634 Remote Similarity NPD8262 Approved
0.5618 Remote Similarity NPD7155 Clinical (unspecified phase)
0.5612 Remote Similarity NPD3980 Approved
0.5612 Remote Similarity NPD3982 Approved
0.5612 Remote Similarity NPD2878 Approved
0.56 Remote Similarity NPD5598 Approved
0.56 Remote Similarity NPD5597 Approved

Structure

External Identifiers

PubChem CID   25016412
ChEMBL   CHEMBL496488
ZINC  

Physicochemical Properties

Molecular Weight:  370.33
ALogP:  1.573
MLogP:  3.99
XLogP:  5.262
# Rotatable Bonds:  10
Polar Surface Area:  6.48
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  27

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs