Natural Product: NPC76283

Natural Product ID:  NPC76283
Common Name:   Grandisine D
IUPAC Name:   (5S,6R)-6-[(8aS)-1,2,3,5,6,8a-hexahydroindolizine-8-carbonyl]-5-methylcyclohex-2-en-1-one
Synonyms:   Grandisine D
Molecular Formula:   C16H21NO2
Standard InCHIKey:  FKYCJVGMJYUVIJ-CORIIIEPSA-N
Standard InCHI:  InChI=1S/C16H21NO2/c1-11-5-2-8-14(18)15(11)16(19)12-6-3-9-17-10-4-7-13(12)17/h2,6,8,11,13,15H,3-5,7,9-10H2,1H3/t11-,13-,15+/m0/s1
Canonical SMILES:  C[C@H]1CC=CC(=O)[C@@H]1C(=O)C1=CCCN2[C@H]1CCC2
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
NPO9570 Elaeocarpus grandis Species Elaeocarpaceae Eukaryota Australian rainforest PMID[16989522]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT271 Individual Protein Delta opioid receptor Homo sapiens IC50 = 1650 nM Open TG-GATES in vivo data: Hematology

  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 NPC76283 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
0.699 Remote Similarity NPC133420
0.6989 Remote Similarity NPC311769
0.6989 Remote Similarity NPC182106
0.6923 Remote Similarity NPC476328
0.6842 Remote Similarity NPC324506
0.68 Remote Similarity NPC476449
0.6792 Remote Similarity NPC476276
0.6771 Remote Similarity NPC259252
0.6737 Remote Similarity NPC322672
0.6667 Remote Similarity NPC473525
0.6667 Remote Similarity NPC87919
0.6667 Remote Similarity NPC255430
0.6635 Remote Similarity NPC58200
0.6632 Remote Similarity NPC319913
0.6606 Remote Similarity NPC143173
0.66 Remote Similarity NPC476754
0.6549 Remote Similarity NPC471673
0.6548 Remote Similarity NPC251118
0.6538 Remote Similarity NPC474001
0.6531 Remote Similarity NPC249312
0.6518 Remote Similarity NPC288629
0.6489 Remote Similarity NPC477581
0.6489 Remote Similarity NPC477583
0.6476 Remote Similarity NPC226509
0.6476 Remote Similarity NPC152718
0.6465 Remote Similarity NPC473056
0.6452 Remote Similarity NPC250632
0.6437 Remote Similarity NPC256846
0.6408 Remote Similarity NPC184033
0.6389 Remote Similarity NPC176773
0.6383 Remote Similarity NPC477582
0.6364 Remote Similarity NPC328895
0.6355 Remote Similarity NPC469958
0.6344 Remote Similarity NPC120699
0.6344 Remote Similarity NPC127430
0.6337 Remote Similarity NPC247316
0.6337 Remote Similarity NPC476752
0.6337 Remote Similarity NPC476753
0.6322 Remote Similarity NPC96272
0.6322 Remote Similarity NPC260474
0.6322 Remote Similarity NPC87141
0.6322 Remote Similarity NPC188292
0.6316 Remote Similarity NPC473810
0.631 Remote Similarity NPC288253
0.6292 Remote Similarity NPC54123
0.6286 Remote Similarity NPC477964
0.625 Remote Similarity NPC21667
0.6235 Remote Similarity NPC212210
0.6226 Remote Similarity NPC77703
0.6226 Remote Similarity NPC34193
0.6186 Remote Similarity NPC207048
0.618 Remote Similarity NPC265782
0.618 Remote Similarity NPC251929
0.618 Remote Similarity NPC2634
0.6154 Remote Similarity NPC309852
0.6154 Remote Similarity NPC13351
0.6147 Remote Similarity NPC230677
0.6147 Remote Similarity NPC167336
0.6145 Remote Similarity NPC259261
0.6145 Remote Similarity NPC472304
0.6145 Remote Similarity NPC276764
0.6139 Remote Similarity NPC17143
0.6139 Remote Similarity NPC47230
0.6136 Remote Similarity NPC155198
0.6129 Remote Similarity NPC308050
0.6118 Remote Similarity NPC165695
0.6118 Remote Similarity NPC32285
0.6111 Remote Similarity NPC181204
0.6111 Remote Similarity NPC5701
0.6095 Remote Similarity NPC476344
0.6087 Remote Similarity NPC473171
0.6082 Remote Similarity NPC477584
0.6071 Remote Similarity NPC25853
0.6071 Remote Similarity NPC63511
0.6071 Remote Similarity NPC127582
0.6067 Remote Similarity NPC139397
0.6061 Remote Similarity NPC472161
0.6061 Remote Similarity NPC472136
0.6061 Remote Similarity NPC157479
0.6061 Remote Similarity NPC476141
0.6058 Remote Similarity NPC150041
0.6047 Remote Similarity NPC476559
0.6044 Remote Similarity NPC251705
0.6044 Remote Similarity NPC470044
0.6044 Remote Similarity NPC470045
0.6044 Remote Similarity NPC474228
0.6044 Remote Similarity NPC303613
0.6038 Remote Similarity NPC140685
0.6036 Remote Similarity NPC207820
0.6036 Remote Similarity NPC476918
0.6036 Remote Similarity NPC470535
0.6036 Remote Similarity NPC24596
0.6024 Remote Similarity NPC30215
0.6024 Remote Similarity NPC94991
0.6024 Remote Similarity NPC311852
0.6024 Remote Similarity NPC266295
0.6023 Remote Similarity NPC475523
0.6022 Remote Similarity NPC69408
0.602 Remote Similarity NPC61321
0.602 Remote Similarity NPC143344
0.602 Remote Similarity NPC135639
0.602 Remote Similarity NPC234822
0.602 Remote Similarity NPC78058
0.6 Remote Similarity NPC268564
0.6 Remote Similarity NPC97322
0.6 Remote Similarity NPC252684
0.6 Remote Similarity NPC474129
0.6 Remote Similarity NPC474141
0.6 Remote Similarity NPC475795
0.6 Remote Similarity NPC268580
0.6 Remote Similarity NPC213152
0.6 Remote Similarity NPC307176
0.6 Remote Similarity NPC185929
0.6 Remote Similarity NPC260040
0.5982 Remote Similarity NPC470536
0.5982 Remote Similarity NPC175585
0.5982 Remote Similarity NPC274895
0.5981 Remote Similarity NPC316730
0.5979 Remote Similarity NPC215474
0.5978 Remote Similarity NPC474797
0.5978 Remote Similarity NPC474796
0.5978 Remote Similarity NPC329866
0.5963 Remote Similarity NPC474563
0.596 Remote Similarity NPC147513
0.5955 Remote Similarity NPC310992
0.5943 Remote Similarity NPC241426
0.5941 Remote Similarity NPC116231
0.5934 Remote Similarity NPC115023
0.5934 Remote Similarity NPC305501
0.5934 Remote Similarity NPC234707
0.593 Remote Similarity NPC197238
0.593 Remote Similarity NPC202118
0.5926 Remote Similarity NPC474348
0.5922 Remote Similarity NPC299808
0.5922 Remote Similarity NPC110875
0.5922 Remote Similarity NPC118844
0.5922 Remote Similarity NPC145707
0.5922 Remote Similarity NPC72183
0.5914 Remote Similarity NPC281154
0.5914 Remote Similarity NPC293803
0.5914 Remote Similarity NPC476346
0.5904 Remote Similarity NPC115385
0.5904 Remote Similarity NPC193695
0.59 Remote Similarity NPC130436
0.59 Remote Similarity NPC469860
0.59 Remote Similarity NPC469861
0.5877 Remote Similarity NPC58281
0.5876 Remote Similarity NPC474122
0.5876 Remote Similarity NPC474353
0.5875 Remote Similarity NPC471751
0.5862 Remote Similarity NPC4638
0.5862 Remote Similarity NPC473902
0.5862 Remote Similarity NPC150162
0.5862 Remote Similarity NPC469662
0.5862 Remote Similarity NPC285371
0.5862 Remote Similarity NPC475124
0.5856 Remote Similarity NPC476926
0.5854 Remote Similarity NPC275472
0.5851 Remote Similarity NPC1254
0.5851 Remote Similarity NPC469796
0.5851 Remote Similarity NPC7214
0.5851 Remote Similarity NPC469793
0.5849 Remote Similarity NPC247220
0.5847 Remote Similarity NPC476952
0.5847 Remote Similarity NPC174463
0.5833 Remote Similarity NPC27610
0.5833 Remote Similarity NPC56905
0.5826 Remote Similarity NPC314550
0.5824 Remote Similarity NPC282593
0.5824 Remote Similarity NPC35734
0.5824 Remote Similarity NPC159577
0.5823 Remote Similarity NPC32351
0.5814 Remote Similarity NPC60565
0.5806 Remote Similarity NPC255021
0.5804 Remote Similarity NPC271562
0.5795 Remote Similarity NPC470329
0.5789 Remote Similarity NPC46268
0.5789 Remote Similarity NPC72688
0.5783 Remote Similarity NPC20603
0.5783 Remote Similarity NPC473733
0.5778 Remote Similarity NPC476614
0.5773 Remote Similarity NPC474509
0.5773 Remote Similarity NPC476560
0.5765 Remote Similarity NPC96551
0.5765 Remote Similarity NPC133923
0.5765 Remote Similarity NPC143834
0.5765 Remote Similarity NPC285594
0.5761 Remote Similarity NPC474562
0.5761 Remote Similarity NPC265789
0.5761 Remote Similarity NPC225467
0.5761 Remote Similarity NPC190035
0.5755 Remote Similarity NPC471635
0.5755 Remote Similarity NPC256452
0.5755 Remote Similarity NPC476261
0.5755 Remote Similarity NPC25033
0.5755 Remote Similarity NPC119225
0.5755 Remote Similarity NPC470382
0.5752 Remote Similarity NPC140251
0.5752 Remote Similarity NPC476920
0.5752 Remote Similarity NPC307903

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC76283 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
0.6471 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6321 Remote Similarity NPD2196 Discontinued
0.625 Remote Similarity NPD3527 Clinical (unspecified phase)
0.618 Remote Similarity NPD4691 Approved
0.6154 Remote Similarity NPD4058 Approved
0.6147 Remote Similarity NPD2192 Approved
0.6147 Remote Similarity NPD2197 Approved
0.6067 Remote Similarity NPD4137 Phase 3
0.6019 Remote Similarity NPD2648 Phase 3
0.6019 Remote Similarity NPD2193 Phase 2
0.6 Remote Similarity NPD1677 Discontinued
0.6 Remote Similarity NPD4747 Approved
0.5978 Remote Similarity NPD4687 Approved
0.5962 Remote Similarity NPD5769 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5276 Approved
0.5882 Remote Similarity NPD2994 Approved
0.5806 Remote Similarity NPD5733 Approved
0.5798 Remote Similarity NPD2115 Approved
0.5798 Remote Similarity NPD2116 Approved
0.5798 Remote Similarity NPD2117 Pre-registration
0.5794 Remote Similarity NPD4657 Approved
0.5794 Remote Similarity NPD1100 Approved
0.5794 Remote Similarity NPD4655 Approved
0.5794 Remote Similarity NPD1099 Approved
0.5772 Remote Similarity NPD6408 Phase 1
0.5766 Remote Similarity NPD2577 Clinical (unspecified phase)
0.5761 Remote Similarity NPD816 Approved
0.5761 Remote Similarity NPD815 Approved
0.5738 Remote Similarity NPD2946 Phase 2
0.5727 Remote Similarity NPD6027 Approved
0.5727 Remote Similarity NPD6024 Approved
0.5727 Remote Similarity NPD2171 Approved
0.5714 Remote Similarity NPD8028 Phase 2
0.5702 Remote Similarity NPD3030 Approved
0.5702 Remote Similarity NPD3032 Approved
0.5702 Remote Similarity NPD3031 Approved
0.5676 Remote Similarity NPD3357 Discontinued
0.5607 Remote Similarity NPD4094 Approved
0.5604 Remote Similarity NPD3621 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   16040172
ChEMBL   CHEMBL612043
ZINC  

Physicochemical Properties

Molecular Weight:  259.16
ALogP:  -0.7212
MLogP:  2.89
XLogP:  1.278
# Rotatable Bonds:  3
Polar Surface Area:  37.38
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  19

Download Data

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