Natural Product: NPC477987

Natural Product ID:  NPC477987
Common Name:   n.a.
IUPAC Name:  
Synonyms:   (11Z)-1',2'-Didehydrostemofoline; 1',2'-Didehydrostemofoline
Molecular Formula:   C22H27NO5
Standard InCHIKey:  XNUWGEPKIOWLHQ-WIKPCNBTSA-N
Standard InCHI:  InChI=1S/C22H27NO5/c1-5-6-8-21-14-7-9-23(21)13-10-15(21)27-22(14)16(13)11(2)18(28-22)19-17(25-4)12(3)20(24)26-19/h6,8,11,13-16H,5,7,9-10H2,1-4H3/b8-6+,19-18-/t11-,13?,14?,15?,16?,21?,22-/m1/s1
Canonical SMILES:  CC/C=C/C12C3CC4N1CCC2[C@]1(O3)C4[C@H](/C(=C2/OC(=O)C(=C2OC)C)/O1)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
NPO23955 Stemona sp. Species Stemonaceae Eukaryota roots PMID[19222234]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens MIC = 1.3 10'-2nmol 19222234
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC >= 125 ug/ml 19222234
NPT2 Others Unspecified MIC = 0.013 nM 20415428
NPT204 Individual Protein Acetylcholinesterase Homo sapiens MIC = 5 ug 21049906
NPT204 Individual Protein Acetylcholinesterase Homo sapiens MIC = 0.012 nM 21049906

  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 NPC477987 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
1.0 High Similarity NPC329401
0.9664 High Similarity NPC477988
0.9478 High Similarity NPC138534
0.9478 High Similarity NPC477986
0.916 High Similarity NPC323168
0.916 High Similarity NPC477990
0.916 High Similarity NPC477989
0.916 High Similarity NPC111162
0.916 High Similarity NPC293550
0.8926 High Similarity NPC326386
0.8926 High Similarity NPC477985
0.8926 High Similarity NPC471087
0.871 High Similarity NPC471086
0.8319 Intermediate Similarity NPC43648
0.8268 Intermediate Similarity NPC173173
0.8049 Intermediate Similarity NPC469997
0.8049 Intermediate Similarity NPC65045
0.7795 Intermediate Similarity NPC470000
0.7717 Intermediate Similarity NPC230849
0.7615 Intermediate Similarity NPC469999
0.7559 Intermediate Similarity NPC174463
0.7176 Intermediate Similarity NPC11379
0.7154 Intermediate Similarity NPC235625
0.6992 Remote Similarity NPC473289
0.6977 Remote Similarity NPC193471
0.6977 Remote Similarity NPC130124
0.696 Remote Similarity NPC93179
0.6953 Remote Similarity NPC58281
0.688 Remote Similarity NPC44514
0.6835 Remote Similarity NPC215507
0.6807 Remote Similarity NPC118844
0.6807 Remote Similarity NPC299808
0.6807 Remote Similarity NPC110875
0.6807 Remote Similarity NPC72183
0.6786 Remote Similarity NPC120335
0.6767 Remote Similarity NPC106791
0.6767 Remote Similarity NPC284656
0.6767 Remote Similarity NPC201889
0.6746 Remote Similarity NPC75523
0.6741 Remote Similarity NPC23963
0.6714 Remote Similarity NPC307165
0.6692 Remote Similarity NPC181510
0.6692 Remote Similarity NPC47857
0.6692 Remote Similarity NPC168758
0.662 Remote Similarity NPC133089
0.6591 Remote Similarity NPC475988
0.6565 Remote Similarity NPC30911
0.6565 Remote Similarity NPC316984
0.6541 Remote Similarity NPC474984
0.6515 Remote Similarity NPC474995
0.6512 Remote Similarity NPC271562
0.6484 Remote Similarity NPC64168
0.6484 Remote Similarity NPC133420
0.6406 Remote Similarity NPC80439
0.6406 Remote Similarity NPC6271
0.6406 Remote Similarity NPC279833
0.6406 Remote Similarity NPC173690
0.6385 Remote Similarity NPC250187
0.6383 Remote Similarity NPC314282
0.6349 Remote Similarity NPC270813
0.6336 Remote Similarity NPC474969
0.6336 Remote Similarity NPC287572
0.6336 Remote Similarity NPC471636
0.6336 Remote Similarity NPC476034
0.6328 Remote Similarity NPC474244
0.627 Remote Similarity NPC52820
0.6269 Remote Similarity NPC261750
0.6269 Remote Similarity NPC60432
0.6269 Remote Similarity NPC1111
0.6269 Remote Similarity NPC279383
0.6268 Remote Similarity NPC476951
0.625 Remote Similarity NPC469861
0.625 Remote Similarity NPC469860
0.625 Remote Similarity NPC30196
0.625 Remote Similarity NPC477554
0.625 Remote Similarity NPC130436
0.6241 Remote Similarity NPC313333
0.6241 Remote Similarity NPC313342
0.6241 Remote Similarity NPC314451
0.6241 Remote Similarity NPC314512
0.6231 Remote Similarity NPC469604
0.6207 Remote Similarity NPC316401
0.6204 Remote Similarity NPC6531
0.6204 Remote Similarity NPC477553
0.6194 Remote Similarity NPC29501
0.619 Remote Similarity NPC471256
0.6183 Remote Similarity NPC101106
0.6183 Remote Similarity NPC135216
0.617 Remote Similarity NPC314629
0.617 Remote Similarity NPC318445
0.617 Remote Similarity NPC316133
0.6165 Remote Similarity NPC474891
0.6159 Remote Similarity NPC477555
0.6148 Remote Similarity NPC273215
0.6148 Remote Similarity NPC295444
0.6148 Remote Similarity NPC268327
0.6142 Remote Similarity NPC241426
0.6142 Remote Similarity NPC471490
0.6142 Remote Similarity NPC476344
0.6119 Remote Similarity NPC127578
0.6111 Remote Similarity NPC471492
0.6107 Remote Similarity NPC305157
0.6107 Remote Similarity NPC307846
0.6098 Remote Similarity NPC64913
0.6098 Remote Similarity NPC242877
0.6094 Remote Similarity NPC203627
0.609 Remote Similarity NPC474099
0.6084 Remote Similarity NPC474371
0.6069 Remote Similarity NPC315387
0.6069 Remote Similarity NPC470539
0.6069 Remote Similarity NPC316205
0.6063 Remote Similarity NPC288350
0.6063 Remote Similarity NPC173329
0.6063 Remote Similarity NPC473333
0.6043 Remote Similarity NPC476952
0.6031 Remote Similarity NPC199831
0.6031 Remote Similarity NPC474828
0.6031 Remote Similarity NPC265094
0.6031 Remote Similarity NPC474827
0.6031 Remote Similarity NPC68001
0.6029 Remote Similarity NPC314550
0.6016 Remote Similarity NPC2666
0.6016 Remote Similarity NPC153559
0.6013 Remote Similarity NPC71866
0.6 Remote Similarity NPC113012
0.6 Remote Similarity NPC122926
0.6 Remote Similarity NPC469603
0.6 Remote Similarity NPC475342
0.5985 Remote Similarity NPC477000
0.5985 Remote Similarity NPC477001
0.5985 Remote Similarity NPC474917
0.5984 Remote Similarity NPC150041
0.5972 Remote Similarity NPC309525
0.597 Remote Similarity NPC475960
0.5969 Remote Similarity NPC473307
0.5969 Remote Similarity NPC124181
0.5944 Remote Similarity NPC471255
0.5944 Remote Similarity NPC315783
0.594 Remote Similarity NPC82251
0.594 Remote Similarity NPC239961
0.594 Remote Similarity NPC469401
0.5938 Remote Similarity NPC471843
0.5933 Remote Similarity NPC297058
0.5929 Remote Similarity NPC200412
0.5929 Remote Similarity NPC120599
0.5929 Remote Similarity NPC156336
0.5926 Remote Similarity NPC133625
0.5923 Remote Similarity NPC469402
0.5915 Remote Similarity NPC469515
0.5912 Remote Similarity NPC469466
0.5906 Remote Similarity NPC470521
0.5906 Remote Similarity NPC88507
0.5906 Remote Similarity NPC256368
0.5903 Remote Similarity NPC321197
0.5894 Remote Similarity NPC45813
0.5894 Remote Similarity NPC230889
0.589 Remote Similarity NPC477793
0.589 Remote Similarity NPC329919
0.589 Remote Similarity NPC478136
0.5887 Remote Similarity NPC313802
0.5887 Remote Similarity NPC314268
0.5887 Remote Similarity NPC477515
0.5887 Remote Similarity NPC67917
0.5882 Remote Similarity NPC475845
0.5882 Remote Similarity NPC470528
0.5882 Remote Similarity NPC470532
0.5882 Remote Similarity NPC470531
0.5882 Remote Similarity NPC195435
0.5882 Remote Similarity NPC315848
0.5882 Remote Similarity NPC470530
0.5882 Remote Similarity NPC470527
0.5882 Remote Similarity NPC196073
0.5882 Remote Similarity NPC315210
0.5882 Remote Similarity NPC470533
0.5882 Remote Similarity NPC470529
0.5878 Remote Similarity NPC219038
0.5878 Remote Similarity NPC198992
0.5875 Remote Similarity NPC214239
0.5873 Remote Similarity NPC175842
0.5873 Remote Similarity NPC32494
0.5873 Remote Similarity NPC470520
0.5868 Remote Similarity NPC170286
0.5867 Remote Similarity NPC99864
0.5865 Remote Similarity NPC205176
0.5859 Remote Similarity NPC291709
0.5859 Remote Similarity NPC241407
0.5854 Remote Similarity NPC311163
0.5852 Remote Similarity NPC470535
0.5848 Remote Similarity NPC474708
0.5845 Remote Similarity NPC88190
0.5833 Remote Similarity NPC471599
0.5827 Remote Similarity NPC471483
0.5827 Remote Similarity NPC59646
0.5827 Remote Similarity NPC469998
0.5824 Remote Similarity NPC474324
0.5824 Remote Similarity NPC57812
0.5821 Remote Similarity NPC475918
0.5821 Remote Similarity NPC86906
0.5821 Remote Similarity NPC471844
0.5814 Remote Similarity NPC301596

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477987 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
0.6565 Remote Similarity NPD2204 Approved
0.6429 Remote Similarity NPD8451 Approved
0.6397 Remote Similarity NPD7641 Discontinued
0.6383 Remote Similarity NPD8448 Approved
0.6364 Remote Similarity NPD8391 Approved
0.6364 Remote Similarity NPD8392 Approved
0.6364 Remote Similarity NPD8390 Approved
0.6241 Remote Similarity NPD8341 Approved
0.6241 Remote Similarity NPD8299 Approved
0.6241 Remote Similarity NPD8342 Approved
0.6241 Remote Similarity NPD8340 Approved
0.6204 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6183 Remote Similarity NPD4211 Phase 1
0.617 Remote Similarity NPD7642 Approved
0.6111 Remote Similarity NPD8336 Approved
0.6111 Remote Similarity NPD8337 Approved
0.6099 Remote Similarity NPD8080 Discontinued
0.6054 Remote Similarity NPD8338 Approved
0.6028 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5972 Remote Similarity NPD8273 Phase 1
0.5946 Remote Similarity NPD6845 Suspended
0.5944 Remote Similarity NPD7829 Approved
0.5944 Remote Similarity NPD7830 Approved
0.5878 Remote Similarity NPD7260 Phase 2
0.5867 Remote Similarity NPD8415 Approved
0.5846 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5828 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5814 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5804 Remote Similarity NPD8444 Approved
0.5804 Remote Similarity NPD8266 Approved
0.5804 Remote Similarity NPD8268 Approved
0.5804 Remote Similarity NPD8267 Approved
0.5804 Remote Similarity NPD8269 Approved
0.5733 Remote Similarity NPD2613 Approved
0.5724 Remote Similarity NPD3614 Approved
0.5724 Remote Similarity NPD3089 Approved
0.5724 Remote Similarity NPD3616 Approved
0.5724 Remote Similarity NPD2566 Approved
0.5724 Remote Similarity NPD3087 Approved
0.5724 Remote Similarity NPD4746 Phase 3
0.5724 Remote Similarity NPD3090 Approved
0.5724 Remote Similarity NPD2574 Discontinued
0.5724 Remote Similarity NPD3615 Approved
0.5724 Remote Similarity NPD3088 Approved
0.5724 Remote Similarity NPD2570 Approved
0.5724 Remote Similarity NPD2571 Approved
0.5724 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5724 Remote Similarity NPD4745 Approved
0.5724 Remote Similarity NPD2573 Approved
0.5669 Remote Similarity NPD7838 Discovery
0.566 Remote Similarity NPD2575 Approved
0.5649 Remote Similarity NPD4686 Approved
0.5649 Remote Similarity NPD4685 Phase 3
0.5649 Remote Similarity NPD4684 Phase 3
0.5634 Remote Similarity NPD7505 Discontinued
0.5617 Remote Similarity NPD8389 Clinical (unspecified phase)
0.561 Remote Similarity NPD4210 Discontinued

Structure

External Identifiers

PubChem CID   46889666
ChEMBL   CHEMBL1082736
ZINC  

Physicochemical Properties

Molecular Weight:  385.19
ALogP:  -1.5741
MLogP:  3.22
XLogP:  2.866
# Rotatable Bonds:  7
Polar Surface Area:  57.23
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  28

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