Natural Product: NPC471086

Natural Product ID:  NPC471086
Common Name:   16-Hydroxystemofoline
IUPAC Name:  
Synonyms:   16-hydroxystemofoline
Molecular Formula:   C22H31NO6
Standard InCHIKey:  JKKBPOIOBQBDAG-PLLHREKUSA-N
Standard InCHI:  InChI=1S/C22H31NO6/c1-4-5-7-21-14-6-8-23(21)13-9-15(21)28-22(14)16(13)11(2)17(29-22)19-18(26-3)12(10-24)20(25)27-19/h11,13-17,19,24H,4-10H2,1-3H3/t11-,13-,14+,15-,16+,17?,19?,21+,22+/m0/s1
Canonical SMILES:  CCCC[C@@]12[C@@H]3C[C@@H]4N1CC[C@H]2[C@]1(O3)[C@@H]4[C@@H](C(O1)C1OC(=O)C(=C1OC)CO)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
NPO28230 Stemona japonica Species Stemonaceae Eukaryota Stems and leaves PMID[18163592]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4586 Individual Protein Nicotinic acetylcholine receptor alpha1 subunit Heliothis virescens EC50 = 12 nM 19786606

  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 NPC471086 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
0.9744 High Similarity NPC477985
0.9744 High Similarity NPC471087
0.9744 High Similarity NPC326386
0.9328 High Similarity NPC477990
0.9328 High Similarity NPC477989
0.9328 High Similarity NPC293550
0.9328 High Similarity NPC323168
0.9328 High Similarity NPC111162
0.9032 High Similarity NPC477988
0.8992 High Similarity NPC477986
0.8992 High Similarity NPC138534
0.871 High Similarity NPC477987
0.871 High Similarity NPC329401
0.8211 Intermediate Similarity NPC65045
0.814 Intermediate Similarity NPC173173
0.7953 Intermediate Similarity NPC470000
0.7886 Intermediate Similarity NPC43648
0.7638 Intermediate Similarity NPC469997
0.7462 Intermediate Similarity NPC11379
0.7328 Intermediate Similarity NPC230849
0.7308 Intermediate Similarity NPC235625
0.7239 Intermediate Similarity NPC469999
0.7176 Intermediate Similarity NPC174463
0.7045 Intermediate Similarity NPC106791
0.7045 Intermediate Similarity NPC201889
0.6978 Remote Similarity NPC215507
0.6889 Remote Similarity NPC23963
0.6809 Remote Similarity NPC120335
0.6772 Remote Similarity NPC64168
0.6767 Remote Similarity NPC30196
0.6742 Remote Similarity NPC193471
0.6742 Remote Similarity NPC130124
0.6718 Remote Similarity NPC316984
0.6718 Remote Similarity NPC30911
0.6716 Remote Similarity NPC6531
0.6693 Remote Similarity NPC173690
0.6693 Remote Similarity NPC80439
0.6693 Remote Similarity NPC6271
0.6693 Remote Similarity NPC279833
0.6691 Remote Similarity NPC474371
0.6643 Remote Similarity NPC133089
0.6639 Remote Similarity NPC471483
0.6591 Remote Similarity NPC181510
0.6591 Remote Similarity NPC168758
0.6591 Remote Similarity NPC47857
0.6589 Remote Similarity NPC93179
0.6547 Remote Similarity NPC318445
0.6547 Remote Similarity NPC316133
0.6544 Remote Similarity NPC284656
0.6541 Remote Similarity NPC1111
0.6541 Remote Similarity NPC261750
0.6541 Remote Similarity NPC474995
0.6525 Remote Similarity NPC476951
0.6512 Remote Similarity NPC44514
0.6493 Remote Similarity NPC475988
0.6484 Remote Similarity NPC473289
0.648 Remote Similarity NPC473333
0.6466 Remote Similarity NPC58281
0.6458 Remote Similarity NPC316401
0.6444 Remote Similarity NPC474984
0.6429 Remote Similarity NPC2666
0.6418 Remote Similarity NPC60432
0.6412 Remote Similarity NPC271562
0.6408 Remote Similarity NPC314282
0.6389 Remote Similarity NPC307165
0.6383 Remote Similarity NPC313342
0.6383 Remote Similarity NPC314451
0.6383 Remote Similarity NPC313333
0.6383 Remote Similarity NPC314512
0.6338 Remote Similarity NPC309525
0.6336 Remote Similarity NPC471844
0.6327 Remote Similarity NPC471256
0.6296 Remote Similarity NPC295444
0.6296 Remote Similarity NPC279383
0.6296 Remote Similarity NPC273215
0.6296 Remote Similarity NPC268327
0.629 Remote Similarity NPC470520
0.627 Remote Similarity NPC471492
0.626 Remote Similarity NPC474917
0.6242 Remote Similarity NPC45813
0.6241 Remote Similarity NPC475960
0.623 Remote Similarity NPC52533
0.621 Remote Similarity NPC3436
0.6207 Remote Similarity NPC470539
0.6197 Remote Similarity NPC186339
0.6197 Remote Similarity NPC314629
0.6194 Remote Similarity NPC474891
0.619 Remote Similarity NPC470521
0.6176 Remote Similarity NPC469466
0.6172 Remote Similarity NPC471490
0.6165 Remote Similarity NPC250187
0.6154 Remote Similarity NPC188785
0.6149 Remote Similarity NPC120420
0.6136 Remote Similarity NPC161775
0.6129 Remote Similarity NPC225283
0.6125 Remote Similarity NPC475342
0.6119 Remote Similarity NPC476034
0.6119 Remote Similarity NPC474969
0.6111 Remote Similarity NPC59646
0.6107 Remote Similarity NPC99864
0.6103 Remote Similarity NPC29501
0.6101 Remote Similarity NPC475527
0.6096 Remote Similarity NPC315387
0.6096 Remote Similarity NPC316205
0.609 Remote Similarity NPC135216
0.609 Remote Similarity NPC101106
0.608 Remote Similarity NPC471184
0.6071 Remote Similarity NPC476952
0.6071 Remote Similarity NPC120599
0.6071 Remote Similarity NPC156336
0.6071 Remote Similarity NPC200412
0.6067 Remote Similarity NPC297058
0.6062 Remote Similarity NPC475599
0.6062 Remote Similarity NPC113620
0.6062 Remote Similarity NPC100612
0.6062 Remote Similarity NPC187497
0.6062 Remote Similarity NPC174336
0.6061 Remote Similarity NPC265094
0.6058 Remote Similarity NPC276995
0.6058 Remote Similarity NPC474497
0.6058 Remote Similarity NPC275100
0.6058 Remote Similarity NPC76660
0.6056 Remote Similarity NPC476504
0.6047 Remote Similarity NPC476344
0.6045 Remote Similarity NPC176773
0.6032 Remote Similarity NPC158061
0.6029 Remote Similarity NPC122926
0.6029 Remote Similarity NPC113012
0.6029 Remote Similarity NPC127578
0.6027 Remote Similarity NPC477793
0.6027 Remote Similarity NPC329919
0.6016 Remote Similarity NPC150041
0.6015 Remote Similarity NPC75523
0.6014 Remote Similarity NPC469943
0.6 Remote Similarity NPC471636
0.6 Remote Similarity NPC287572
0.6 Remote Similarity NPC265699
0.6 Remote Similarity NPC187268
0.5985 Remote Similarity NPC313569
0.5984 Remote Similarity NPC238090
0.5984 Remote Similarity NPC472195
0.5984 Remote Similarity NPC472196
0.5972 Remote Similarity NPC315783
0.5972 Remote Similarity NPC471255
0.597 Remote Similarity NPC475918
0.597 Remote Similarity NPC239961
0.5969 Remote Similarity NPC471843
0.5969 Remote Similarity NPC98165
0.5959 Remote Similarity NPC470537
0.5959 Remote Similarity NPC280903
0.5959 Remote Similarity NPC11732
0.5959 Remote Similarity NPC204556
0.5944 Remote Similarity NPC469515
0.5938 Remote Similarity NPC159698
0.5938 Remote Similarity NPC256368
0.5933 Remote Similarity NPC313348
0.5933 Remote Similarity NPC475987
0.5931 Remote Similarity NPC476503
0.5931 Remote Similarity NPC321197
0.5931 Remote Similarity NPC469494
0.5926 Remote Similarity NPC474285
0.5926 Remote Similarity NPC254538
0.5923 Remote Similarity NPC218064
0.5921 Remote Similarity NPC230889
0.5915 Remote Similarity NPC314268
0.5915 Remote Similarity NPC477515
0.5915 Remote Similarity NPC313802
0.5915 Remote Similarity NPC67917
0.5912 Remote Similarity NPC195435
0.5912 Remote Similarity NPC196073
0.5909 Remote Similarity NPC198992
0.5906 Remote Similarity NPC139585
0.5906 Remote Similarity NPC175842
0.5906 Remote Similarity NPC32494
0.5906 Remote Similarity NPC315011
0.5903 Remote Similarity NPC20035
0.5903 Remote Similarity NPC287236
0.5899 Remote Similarity NPC264153
0.5896 Remote Similarity NPC305157
0.5896 Remote Similarity NPC133420
0.5896 Remote Similarity NPC477001
0.5896 Remote Similarity NPC307846
0.5896 Remote Similarity NPC477000
0.5896 Remote Similarity NPC469604
0.5891 Remote Similarity NPC473334
0.589 Remote Similarity NPC471263
0.5887 Remote Similarity NPC311163
0.5878 Remote Similarity NPC203627
0.587 Remote Similarity NPC470534
0.5865 Remote Similarity NPC86077
0.5865 Remote Similarity NPC121423
0.5859 Remote Similarity NPC472640
0.5859 Remote Similarity NPC156553
0.5859 Remote Similarity NPC472641
0.5852 Remote Similarity NPC85670
0.5849 Remote Similarity NPC185590
0.5849 Remote Similarity NPC264958
0.5849 Remote Similarity NPC15440
0.5846 Remote Similarity NPC288350
0.5846 Remote Similarity NPC173329

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471086 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
0.697 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6838 Remote Similarity NPD8080 Discontinued
0.6765 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6718 Remote Similarity NPD2204 Approved
0.6547 Remote Similarity NPD7642 Approved
0.6454 Remote Similarity NPD8451 Approved
0.6408 Remote Similarity NPD8448 Approved
0.6389 Remote Similarity NPD8391 Approved
0.6389 Remote Similarity NPD8392 Approved
0.6389 Remote Similarity NPD8390 Approved
0.6383 Remote Similarity NPD8341 Approved
0.6383 Remote Similarity NPD8299 Approved
0.6383 Remote Similarity NPD8340 Approved
0.6383 Remote Similarity NPD8342 Approved
0.6286 Remote Similarity NPD8269 Approved
0.6286 Remote Similarity NPD8267 Approved
0.6286 Remote Similarity NPD8266 Approved
0.6286 Remote Similarity NPD8268 Approved
0.6284 Remote Similarity NPD8387 Clinical (unspecified phase)
0.625 Remote Similarity NPD1376 Discontinued
0.6187 Remote Similarity NPD7641 Discontinued
0.6165 Remote Similarity NPD8307 Discontinued
0.6165 Remote Similarity NPD8140 Approved
0.6111 Remote Similarity NPD8273 Phase 1
0.6107 Remote Similarity NPD8415 Approved
0.609 Remote Similarity NPD4211 Phase 1
0.6083 Remote Similarity NPD883 Phase 2
0.6083 Remote Similarity NPD882 Phase 2
0.6027 Remote Similarity NPD8337 Approved
0.6027 Remote Similarity NPD8336 Approved
0.5972 Remote Similarity NPD7830 Approved
0.5972 Remote Similarity NPD7829 Approved
0.594 Remote Similarity NPD1407 Approved
0.5912 Remote Similarity NPD8087 Discontinued
0.5906 Remote Similarity NPD2101 Approved
0.5874 Remote Similarity NPD8345 Approved
0.5874 Remote Similarity NPD8346 Approved
0.5874 Remote Similarity NPD8347 Approved
0.5871 Remote Similarity NPD8384 Approved
0.5867 Remote Similarity NPD8338 Approved
0.5867 Remote Similarity NPD6845 Suspended
0.5833 Remote Similarity NPD8444 Approved
0.5821 Remote Similarity NPD8276 Approved
0.5821 Remote Similarity NPD8275 Approved
0.5804 Remote Similarity NPD2495 Phase 3
0.5786 Remote Similarity NPD2575 Approved
0.5782 Remote Similarity NPD3677 Clinical (unspecified phase)
0.5762 Remote Similarity NPD2613 Approved
0.5752 Remote Similarity NPD3615 Approved
0.5752 Remote Similarity NPD2574 Discontinued
0.5752 Remote Similarity NPD3088 Approved
0.5752 Remote Similarity NPD2566 Approved
0.5752 Remote Similarity NPD3616 Approved
0.5752 Remote Similarity NPD2573 Approved
0.5752 Remote Similarity NPD2571 Approved
0.5752 Remote Similarity NPD3090 Approved
0.5752 Remote Similarity NPD2570 Approved
0.5752 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5752 Remote Similarity NPD4746 Phase 3
0.5752 Remote Similarity NPD3087 Approved
0.5752 Remote Similarity NPD3614 Approved
0.5752 Remote Similarity NPD3089 Approved
0.5752 Remote Similarity NPD4745 Approved
0.5746 Remote Similarity NPD8086 Approved
0.5746 Remote Similarity NPD8139 Approved
0.5746 Remote Similarity NPD8084 Approved
0.5746 Remote Similarity NPD8083 Approved
0.5746 Remote Similarity NPD8085 Approved
0.5746 Remote Similarity NPD8138 Approved
0.5746 Remote Similarity NPD8082 Approved
0.5735 Remote Similarity NPD8393 Approved
0.5697 Remote Similarity NPD8414 Discontinued
0.5694 Remote Similarity NPD2132 Phase 3
0.5677 Remote Similarity NPD4684 Phase 3
0.5677 Remote Similarity NPD4685 Phase 3
0.5677 Remote Similarity NPD4686 Approved
0.5662 Remote Similarity NPD8081 Approved
0.5652 Remote Similarity NPD6686 Approved
0.5644 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5639 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5629 Remote Similarity NPD6914 Discontinued
0.5603 Remote Similarity NPD6430 Approved
0.5603 Remote Similarity NPD6429 Approved

Structure

External Identifiers

PubChem CID   73348356
ChEMBL   CHEMBL2368528
ZINC  

Physicochemical Properties

Molecular Weight:  405.22
ALogP:  -2.84
MLogP:  3.11
XLogP:  2.378
# Rotatable Bonds:  10
Polar Surface Area:  77.46
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  29

Download Data

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