Natural Product: NPC208657

Natural Product ID:  NPC208657
Common Name:   (-)-3-O-Acetylspectaline
IUPAC Name:   [(2R,3R,6S)-2-methyl-6-(13-oxotetradecyl)piperidin-3-yl] acetate
Synonyms:  
Molecular Formula:   C22H41NO3
Standard InCHIKey:  LRKWDKCSHJWJST-BAGYTPMASA-N
Standard InCHI:  InChI=1S/C22H41NO3/c1-18(24)14-12-10-8-6-4-5-7-9-11-13-15-21-16-17-22(19(2)23-21)26-20(3)25/h19,21-23H,4-17H2,1-3H3/t19-,21+,22-/m1/s1
Canonical SMILES:  CC(=O)CCCCCCCCCCCC[C@H]1CC[C@H]([C@H](N1)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
NPO32445 cassia spectabilis Species Fabaceae Eukaryota green fruits PMID[18047293]
NPO32445 cassia spectabilis Species Fabaceae Eukaryota flowers and green fruits PMID[15165164]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Inhibition = 58 % 25304895
NPT2 Others Unspecified Inhibition = 75 % 19715321
NPT2 Others Unspecified Inhibition = 50 % 19715321
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 26 ug/ml 12213071
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 32 ug/ml 12213071
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae IC12 = 150 ug/ml 12213071

  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 NPC208657 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
0.8592 High Similarity NPC306973
0.7397 Intermediate Similarity NPC322319
0.7397 Intermediate Similarity NPC326651
0.7397 Intermediate Similarity NPC325117
0.6974 Remote Similarity NPC107224
0.6806 Remote Similarity NPC268927
0.6806 Remote Similarity NPC64250
0.6806 Remote Similarity NPC319991
0.6806 Remote Similarity NPC276928
0.6709 Remote Similarity NPC476694
0.6709 Remote Similarity NPC476695
0.6709 Remote Similarity NPC476696
0.6625 Remote Similarity NPC185084
0.6477 Remote Similarity NPC253975
0.6477 Remote Similarity NPC125253
0.6477 Remote Similarity NPC192025
0.6456 Remote Similarity NPC268922
0.6404 Remote Similarity NPC83839
0.6386 Remote Similarity NPC477002
0.6364 Remote Similarity NPC472609
0.6354 Remote Similarity NPC472736
0.6329 Remote Similarity NPC471418
0.6301 Remote Similarity NPC278209
0.6277 Remote Similarity NPC469998
0.6265 Remote Similarity NPC470994
0.625 Remote Similarity NPC320663
0.625 Remote Similarity NPC224700
0.6235 Remote Similarity NPC473741
0.6235 Remote Similarity NPC477145
0.6207 Remote Similarity NPC219340
0.6143 Remote Similarity NPC50457
0.6119 Remote Similarity NPC47363
0.6119 Remote Similarity NPC287231
0.6098 Remote Similarity NPC324165
0.6098 Remote Similarity NPC169976
0.6098 Remote Similarity NPC114640
0.6098 Remote Similarity NPC126366
0.6098 Remote Similarity NPC170963
0.6098 Remote Similarity NPC33267
0.6092 Remote Similarity NPC216090
0.6076 Remote Similarity NPC286851
0.6076 Remote Similarity NPC303798
0.6071 Remote Similarity NPC474467
0.6024 Remote Similarity NPC477643
0.6024 Remote Similarity NPC320865
0.6024 Remote Similarity NPC54460
0.6024 Remote Similarity NPC477641
0.6022 Remote Similarity NPC322966
0.6 Remote Similarity NPC320936
0.6 Remote Similarity NPC204709
0.598 Remote Similarity NPC477001
0.598 Remote Similarity NPC477000
0.5979 Remote Similarity NPC174117
0.5972 Remote Similarity NPC474322
0.5972 Remote Similarity NPC123814
0.5955 Remote Similarity NPC271772
0.5955 Remote Similarity NPC36927
0.5949 Remote Similarity NPC471892
0.5949 Remote Similarity NPC142290
0.5949 Remote Similarity NPC223386
0.5949 Remote Similarity NPC471780
0.5949 Remote Similarity NPC75435
0.5949 Remote Similarity NPC198341
0.5942 Remote Similarity NPC326957
0.5934 Remote Similarity NPC277918
0.5921 Remote Similarity NPC290106
0.5921 Remote Similarity NPC76726
0.5921 Remote Similarity NPC193593
0.5921 Remote Similarity NPC143809
0.5921 Remote Similarity NPC471421
0.5921 Remote Similarity NPC233364
0.5918 Remote Similarity NPC471843
0.5905 Remote Similarity NPC469389
0.5905 Remote Similarity NPC469388
0.5905 Remote Similarity NPC472737
0.5897 Remote Similarity NPC17455
0.5854 Remote Similarity NPC474812
0.5844 Remote Similarity NPC68974
0.5833 Remote Similarity NPC248956
0.5821 Remote Similarity NPC236579
0.5821 Remote Similarity NPC203531
0.5802 Remote Similarity NPC196359
0.5802 Remote Similarity NPC78312
0.5802 Remote Similarity NPC135539
0.5802 Remote Similarity NPC221764
0.5789 Remote Similarity NPC176164
0.5789 Remote Similarity NPC189301
0.5784 Remote Similarity NPC287638
0.5784 Remote Similarity NPC194750
0.5784 Remote Similarity NPC233274
0.5783 Remote Similarity NPC477642
0.5765 Remote Similarity NPC178919
0.5765 Remote Similarity NPC263281
0.5753 Remote Similarity NPC35816
0.5753 Remote Similarity NPC325180
0.573 Remote Similarity NPC70574
0.5729 Remote Similarity NPC476019
0.5714 Remote Similarity NPC254541
0.5714 Remote Similarity NPC47135
0.5699 Remote Similarity NPC469363
0.5696 Remote Similarity NPC22774
0.5696 Remote Similarity NPC2432
0.5696 Remote Similarity NPC306462
0.5696 Remote Similarity NPC69669
0.5696 Remote Similarity NPC218150
0.5696 Remote Similarity NPC150680
0.5694 Remote Similarity NPC55678
0.5684 Remote Similarity NPC292345
0.5667 Remote Similarity NPC471420
0.5663 Remote Similarity NPC28348
0.5663 Remote Similarity NPC475808
0.5663 Remote Similarity NPC473985
0.5663 Remote Similarity NPC474299
0.5663 Remote Similarity NPC474298
0.566 Remote Similarity NPC15413
0.5658 Remote Similarity NPC8979
0.5647 Remote Similarity NPC474468
0.5638 Remote Similarity NPC306838
0.5634 Remote Similarity NPC29222
0.5634 Remote Similarity NPC96966
0.5634 Remote Similarity NPC121062
0.5634 Remote Similarity NPC106872
0.5625 Remote Similarity NPC471419
0.5625 Remote Similarity NPC163134
0.5619 Remote Similarity NPC195841
0.5619 Remote Similarity NPC233256
0.5618 Remote Similarity NPC473984
0.5618 Remote Similarity NPC473971
0.5618 Remote Similarity NPC98750
0.5618 Remote Similarity NPC475363
0.5618 Remote Similarity NPC473972
0.5616 Remote Similarity NPC287811

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC208657 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
0.7051 Intermediate Similarity NPD6704 Discontinued
0.7013 Intermediate Similarity NPD2694 Approved
0.7013 Intermediate Similarity NPD2697 Approved
0.7013 Intermediate Similarity NPD2695 Approved
0.7013 Intermediate Similarity NPD2696 Approved
0.68 Remote Similarity NPD9648 Approved
0.6711 Remote Similarity NPD9442 Clinical (unspecified phase)
0.6437 Remote Similarity NPD883 Phase 2
0.6437 Remote Similarity NPD882 Phase 2
0.6375 Remote Similarity NPD3726 Approved
0.6375 Remote Similarity NPD3725 Approved
0.6354 Remote Similarity NPD3714 Approved
0.6354 Remote Similarity NPD3713 Approved
0.6354 Remote Similarity NPD3715 Approved
0.625 Remote Similarity NPD8278 Approved
0.622 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6173 Remote Similarity NPD8277 Approved
0.617 Remote Similarity NPD6699 Clinical (unspecified phase)
0.6163 Remote Similarity NPD617 Approved
0.6119 Remote Similarity NPD2699 Approved
0.6111 Remote Similarity NPD631 Approved
0.6111 Remote Similarity NPD630 Approved
0.6024 Remote Similarity NPD2256 Clinical (unspecified phase)
0.5972 Remote Similarity NPD3215 Phase 1
0.5946 Remote Similarity NPD8347 Approved
0.5946 Remote Similarity NPD8345 Approved
0.5946 Remote Similarity NPD8346 Approved
0.5946 Remote Similarity NPD4281 Clinical (unspecified phase)
0.5926 Remote Similarity NPD9451 Clinical (unspecified phase)
0.5915 Remote Similarity NPD3214 Discontinued
0.5914 Remote Similarity NPD621 Discontinued
0.5897 Remote Similarity NPD9676 Phase 3
0.5862 Remote Similarity NPD8143 Approved
0.5862 Remote Similarity NPD8144 Approved
0.5849 Remote Similarity NPD8087 Discontinued
0.5806 Remote Similarity NPD3176 Clinical (unspecified phase)
0.5802 Remote Similarity NPD8868 Approved
0.5794 Remote Similarity NPD2690 Discontinued
0.5775 Remote Similarity NPD9016 Clinical (unspecified phase)
0.5765 Remote Similarity NPD9217 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5753 Remote Similarity NPD9660 Approved
0.5733 Remote Similarity NPD6706 Discontinued
0.5729 Remote Similarity NPD2682 Approved
0.5714 Remote Similarity NPD7535 Discontinued
0.5714 Remote Similarity NPD7345 Approved
0.5696 Remote Similarity NPD3205 Discontinued
0.5696 Remote Similarity NPD9028 Phase 2
0.5696 Remote Similarity NPD9029 Phase 3
0.5696 Remote Similarity NPD9027 Phase 3
0.5696 Remote Similarity NPD9026 Phase 2
0.5684 Remote Similarity NPD618 Clinical (unspecified phase)
0.5658 Remote Similarity NPD6439 Phase 3
0.5634 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5631 Remote Similarity NPD8300 Approved
0.5631 Remote Similarity NPD8301 Approved
0.5607 Remote Similarity NPD6941 Approved

Structure

External Identifiers

PubChem CID   10474155
ChEMBL   CHEMBL251644
ZINC  

Physicochemical Properties

Molecular Weight:  367.31
ALogP:  -4.5646
MLogP:  3.44
XLogP:  6.326
# Rotatable Bonds:  18
Polar Surface Area:  55.4
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  26

Download Data

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Similar NPs/Drugs