Natural Product: NPC204709

Natural Product ID:  NPC204709
Common Name:   Deoxyfuconojirimycin
IUPAC Name:   (2S,3R,4S,5R)-2-methylpiperidine-3,4,5-triol
Synonyms:  
Molecular Formula:   C6H13NO3
Standard InCHIKey:  VYOCYWDJTQRZLC-KCDKBNATSA-N
Standard InCHI:  InChI=1S/C6H13NO3/c1-3-5(9)6(10)4(8)2-7-3/h3-10H,2H2,1H3/t3-,4+,5+,6-/m0/s1
Canonical SMILES:  O[C@@H]1CN[C@H]([C@H]([C@H]1O)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
NPO8990 Fusarium proliferatum Species Nectriaceae Eukaryota PMID[27984201]
NPO28265 Morus alba Species Moraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 3500000 nM 10.1016/S0960-894X(97)00189-3
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 80 nM 9651160
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 6.2 nM 10.1016/0960-894X(95)00377-6
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 6.2 nM 9873715
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens IC50 = 410 nM 12270152
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 31 nM 12270152
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 29 nM 10.1016/S0960-894X(00)80649-6
NPT5152 Individual Protein Alpha-L-fucosidase 2 Homo sapiens Ki = 9.8 nM 10.1016/S0960-894X(01)80711-3
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 6.2 nM 10.1016/S0960-894X(01)80711-3
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Inhibition = 99 % 10.1016/S0960-894X(01)80711-3
NPT2 Others Unspecified Inhibition = 83 % 10.1016/S0960-894X(01)80711-3
NPT501 Individual Protein Alpha-galactosidase A Homo sapiens Inhibition = 74 % 10.1016/S0960-894X(01)80711-3
NPT2 Others Unspecified Inhibition = 50 % 10.1016/S0960-894X(01)80711-3
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus Ki = 1.7 nM 15771446
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus Ki = 3 nM 16376079
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus IC50 = 5 nM 16376079
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens Ki = 10 nM 16481162
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus Ki = 3 nM 19875298
NPT2 Others Unspecified Inhibition = 7.4 % 24026016
NPT2 Others Unspecified Inhibition = 2.3 % 24026016
NPT2 Others Unspecified Inhibition = 4.9 % 24026016
NPT509 Individual Protein Beta-galactosidase Bos taurus Inhibition = 3.7 % 24026016
NPT1131 Individual Protein Alpha-galactosidase Coffea arabica Inhibition = 5.2 % 24026016
NPT2 Others Unspecified Inhibition = 2.6 % 24026016
NPT2 Others Unspecified Inhibition = 5.7 % 24026016
NPT503 Individual Protein Alpha-L-fucosidase I Homo sapiens IC50 = 140 nM 24026016
NPT5153 Individual Protein Alpha-L-fucosidase I Rattus norvegicus IC50 = 340 nM 24026016
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus IC50 = 110 nM 24026016

  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 NPC204709 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
0.9455 High Similarity NPC193593
0.9455 High Similarity NPC290106
0.9455 High Similarity NPC143809
0.9455 High Similarity NPC76726
0.8966 High Similarity NPC69669
0.8966 High Similarity NPC306462
0.8966 High Similarity NPC150680
0.8966 High Similarity NPC22774
0.8966 High Similarity NPC2432
0.8966 High Similarity NPC218150
0.8833 High Similarity NPC303798
0.8833 High Similarity NPC286851
0.8667 High Similarity NPC198341
0.8667 High Similarity NPC75435
0.8667 High Similarity NPC471780
0.8667 High Similarity NPC471892
0.8667 High Similarity NPC142290
0.8667 High Similarity NPC223386
0.8525 High Similarity NPC315980
0.8413 Intermediate Similarity NPC268922
0.8254 Intermediate Similarity NPC471418
0.8167 Intermediate Similarity NPC30126
0.8167 Intermediate Similarity NPC474014
0.8167 Intermediate Similarity NPC57846
0.8154 Intermediate Similarity NPC476694
0.8154 Intermediate Similarity NPC476695
0.8154 Intermediate Similarity NPC476696
0.8136 Intermediate Similarity NPC170172
0.8103 Intermediate Similarity NPC311668
0.8103 Intermediate Similarity NPC65832
0.8103 Intermediate Similarity NPC10262
0.7895 Intermediate Similarity NPC272396
0.7879 Intermediate Similarity NPC255535
0.7879 Intermediate Similarity NPC299603
0.7879 Intermediate Similarity NPC137554
0.7879 Intermediate Similarity NPC28959
0.7879 Intermediate Similarity NPC285014
0.7869 Intermediate Similarity NPC62507
0.7869 Intermediate Similarity NPC8087
0.7778 Intermediate Similarity NPC474928
0.7619 Intermediate Similarity NPC163134
0.7619 Intermediate Similarity NPC471419
0.7385 Intermediate Similarity NPC473952
0.7385 Intermediate Similarity NPC116377
0.7385 Intermediate Similarity NPC101746
0.7385 Intermediate Similarity NPC77191
0.7385 Intermediate Similarity NPC69798
0.7258 Intermediate Similarity NPC471421
0.7258 Intermediate Similarity NPC233364
0.7231 Intermediate Similarity NPC233034
0.7206 Intermediate Similarity NPC475694
0.7206 Intermediate Similarity NPC473710
0.7164 Intermediate Similarity NPC107224
0.7123 Intermediate Similarity NPC98750
0.7101 Intermediate Similarity NPC306973
0.7027 Intermediate Similarity NPC70574
0.6935 Remote Similarity NPC8979
0.6912 Remote Similarity NPC34291
0.6912 Remote Similarity NPC126664
0.6885 Remote Similarity NPC275727
0.6842 Remote Similarity NPC271772
0.6842 Remote Similarity NPC36927
0.6761 Remote Similarity NPC474468
0.6721 Remote Similarity NPC277072
0.6721 Remote Similarity NPC178263
0.6712 Remote Similarity NPC477002
0.6711 Remote Similarity NPC219340
0.6667 Remote Similarity NPC26932
0.6579 Remote Similarity NPC83248
0.6579 Remote Similarity NPC100204
0.6557 Remote Similarity NPC123814
0.6528 Remote Similarity NPC185084
0.6522 Remote Similarity NPC291650
0.6522 Remote Similarity NPC322801
0.6522 Remote Similarity NPC129100
0.65 Remote Similarity NPC469363
0.6471 Remote Similarity NPC472609
0.6462 Remote Similarity NPC268927
0.6462 Remote Similarity NPC64250
0.6462 Remote Similarity NPC276928
0.6441 Remote Similarity NPC121062
0.6441 Remote Similarity NPC96966
0.6441 Remote Similarity NPC29222
0.6429 Remote Similarity NPC171850
0.6418 Remote Similarity NPC17455
0.6406 Remote Similarity NPC293551
0.6338 Remote Similarity NPC475127
0.6338 Remote Similarity NPC473419
0.6338 Remote Similarity NPC475715
0.6329 Remote Similarity NPC165119
0.629 Remote Similarity NPC474322
0.6286 Remote Similarity NPC135539
0.6286 Remote Similarity NPC221764
0.6286 Remote Similarity NPC196359
0.6286 Remote Similarity NPC78312
0.6286 Remote Similarity NPC59221
0.6234 Remote Similarity NPC150557
0.6232 Remote Similarity NPC41429
0.6197 Remote Similarity NPC474469
0.6197 Remote Similarity NPC254617
0.6197 Remote Similarity NPC74555
0.6197 Remote Similarity NPC306763
0.6197 Remote Similarity NPC266242
0.6143 Remote Similarity NPC294883
0.6143 Remote Similarity NPC12514
0.6133 Remote Similarity NPC473588
0.6133 Remote Similarity NPC78562
0.6076 Remote Similarity NPC471420
0.6056 Remote Similarity NPC184150
0.6056 Remote Similarity NPC141156
0.6027 Remote Similarity NPC163538
0.6027 Remote Similarity NPC115800
0.6026 Remote Similarity NPC473971
0.6026 Remote Similarity NPC475363
0.6026 Remote Similarity NPC473972
0.6024 Remote Similarity NPC306838
0.6 Remote Similarity NPC208657
0.6 Remote Similarity NPC242077
0.5968 Remote Similarity NPC224624
0.589 Remote Similarity NPC223893
0.589 Remote Similarity NPC23721
0.5882 Remote Similarity NPC319131
0.5849 Remote Similarity NPC328729
0.5811 Remote Similarity NPC223174
0.5811 Remote Similarity NPC327486
0.5811 Remote Similarity NPC327753
0.5714 Remote Similarity NPC470993
0.5714 Remote Similarity NPC470992
0.5714 Remote Similarity NPC145627
0.5714 Remote Similarity NPC47333
0.5692 Remote Similarity NPC270041
0.5658 Remote Similarity NPC55274
0.5652 Remote Similarity NPC68974
0.5641 Remote Similarity NPC244539
0.5634 Remote Similarity NPC106216
0.5634 Remote Similarity NPC88898
0.5614 Remote Similarity NPC167301
0.5606 Remote Similarity NPC471423
0.5606 Remote Similarity NPC471442

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC204709 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
0.8966 High Similarity NPD9027 Phase 3
0.8966 High Similarity NPD9026 Phase 2
0.8966 High Similarity NPD9028 Phase 2
0.8966 High Similarity NPD9029 Phase 3
0.8167 Intermediate Similarity NPD9024 Phase 2
0.8167 Intermediate Similarity NPD9022 Phase 2
0.7869 Intermediate Similarity NPD393 Approved
0.7705 Intermediate Similarity NPD9239 Approved
0.7705 Intermediate Similarity NPD9240 Approved
0.7705 Intermediate Similarity NPD9455 Approved
0.7231 Intermediate Similarity NPD9440 Discontinued
0.6912 Remote Similarity NPD9443 Clinical (unspecified phase)
0.6582 Remote Similarity NPD9401 Discovery
0.6557 Remote Similarity NPD3215 Phase 1
0.6552 Remote Similarity NPD398 Approved
0.6552 Remote Similarity NPD399 Approved
0.6552 Remote Similarity NPD400 Approved
0.6522 Remote Similarity NPD9031 Approved
0.6522 Remote Similarity NPD9030 Approved
0.6522 Remote Similarity NPD9033 Approved
0.6522 Remote Similarity NPD9032 Approved
0.6377 Remote Similarity NPD9442 Clinical (unspecified phase)
0.6286 Remote Similarity NPD8868 Approved
0.623 Remote Similarity NPD3214 Discontinued
0.6098 Remote Similarity NPD394 Phase 3
0.6 Remote Similarity NPD9646 Approved
0.6 Remote Similarity NPD9644 Approved
0.6 Remote Similarity NPD9034 Approved
0.6 Remote Similarity NPD9645 Approved
0.6 Remote Similarity NPD67 Phase 2
0.5972 Remote Similarity NPD9444 Discontinued
0.5926 Remote Similarity NPD883 Phase 2
0.5926 Remote Similarity NPD882 Phase 2
0.5857 Remote Similarity NPD9211 Clinical (unspecified phase)
0.5849 Remote Similarity NPD8556 Phase 3
0.5811 Remote Similarity NPD9445 Approved
0.5783 Remote Similarity NPD9654 Phase 2
0.5781 Remote Similarity NPD9668 Phase 2
0.5775 Remote Similarity NPD9648 Approved
0.569 Remote Similarity NPD9227 Discontinued
0.5658 Remote Similarity NPD6704 Discontinued

Structure

External Identifiers

PubChem CID   122618
ChEMBL   CHEMBL314772
ZINC  

Physicochemical Properties

Molecular Weight:  147.09
ALogP:  -1.94
MLogP:  1.68
XLogP:  -0.226
# Rotatable Bonds:  4
Polar Surface Area:  72.72
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  10

Download Data

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Structure MOL file  
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Similar NPs/Drugs