Natural Product: NPC137554

Natural Product ID:  NPC137554
Common Name:   Calystegine B2
IUPAC Name:   (1R,2S,3R,4S,5R)-8-azabicyclo[3.2.1]octane-2,3,4,5-tetrol
Synonyms:  
Molecular Formula:   C7H13NO4
Standard InCHIKey:  FXFBVZOJVHCEDO-IBISWUOJSA-N
Standard InCHI:  InChI=1S/C7H13NO4/c9-4-3-1-2-7(12,8-3)6(11)5(4)10/h3-6,8-12H,1-2H2/t3-,4+,5-,6+,7-/m1/s1
Canonical SMILES:  O[C@H]1[C@H]2CC[C@](N2)([C@H]([C@@H]1O)O)O
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
NPO28265 Morus alba Species Moraceae Eukaryota TM-MC*
NPO16194 Morus bombycis Species Moraceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ki = 4000 nM 8988598
NPT2 Others Unspecified Ki = 7000 nM 8988598
NPT960 Organism Medicago sativa Medicago sativa Inhibition = 50 % 8988598
NPT960 Organism Medicago sativa Medicago sativa Activity = 37 % 8988598
NPT960 Organism Medicago sativa Medicago sativa Activity = 46 % 8988598
NPT960 Organism Medicago sativa Medicago sativa Activity = 12 % 8988598
NPT960 Organism Medicago sativa Medicago sativa Activity = 40 % 8988598
NPT2 Others Unspecified Inhibition = 50 % 7673932
NPT4561 Individual Protein Alpha-galactosidase Aspergillus niger Inhibition = 50 % 7673932
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens IC50 = 1000 nM 21292481
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens IC50 = 5100 nM 24657053
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens Ki = 3800 nM 24657053
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens Activity > 68 % 24657053
NPT61 Individual Protein Beta-glucocerebrosidase Homo sapiens FC = 1.7 24657053

  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 NPC137554 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 NPC28959
1.0 High Similarity NPC299603
1.0 High Similarity NPC285014
1.0 High Similarity NPC255535
0.9231 High Similarity NPC77191
0.9231 High Similarity NPC101746
0.9231 High Similarity NPC69798
0.9231 High Similarity NPC116377
0.9231 High Similarity NPC315980
0.9231 High Similarity NPC473952
0.9077 High Similarity NPC471892
0.9077 High Similarity NPC471780
0.9077 High Similarity NPC223386
0.9077 High Similarity NPC75435
0.9077 High Similarity NPC142290
0.9077 High Similarity NPC198341
0.8939 High Similarity NPC286851
0.8939 High Similarity NPC303798
0.8788 High Similarity NPC474928
0.8769 High Similarity NPC69669
0.8769 High Similarity NPC22774
0.8769 High Similarity NPC150680
0.8769 High Similarity NPC218150
0.8769 High Similarity NPC306462
0.8769 High Similarity NPC2432
0.8696 High Similarity NPC475694
0.8696 High Similarity NPC473710
0.8676 High Similarity NPC471418
0.8615 High Similarity NPC62507
0.8615 High Similarity NPC8087
0.8551 High Similarity NPC268922
0.8451 Intermediate Similarity NPC474468
0.8406 Intermediate Similarity NPC126664
0.8406 Intermediate Similarity NPC34291
0.8333 Intermediate Similarity NPC474014
0.8333 Intermediate Similarity NPC57846
0.8333 Intermediate Similarity NPC30126
0.831 Intermediate Similarity NPC476696
0.831 Intermediate Similarity NPC476694
0.831 Intermediate Similarity NPC476695
0.8308 Intermediate Similarity NPC290106
0.8308 Intermediate Similarity NPC143809
0.8308 Intermediate Similarity NPC76726
0.8308 Intermediate Similarity NPC193593
0.8 Intermediate Similarity NPC311668
0.8 Intermediate Similarity NPC65832
0.8 Intermediate Similarity NPC10262
0.7971 Intermediate Similarity NPC233034
0.7879 Intermediate Similarity NPC204709
0.7848 Intermediate Similarity NPC165119
0.7826 Intermediate Similarity NPC471419
0.7826 Intermediate Similarity NPC163134
0.7761 Intermediate Similarity NPC170172
0.7538 Intermediate Similarity NPC272396
0.747 Intermediate Similarity NPC306838
0.7468 Intermediate Similarity NPC100204
0.7468 Intermediate Similarity NPC83248
0.7432 Intermediate Similarity NPC163538
0.7432 Intermediate Similarity NPC115800
0.7397 Intermediate Similarity NPC474469
0.7361 Intermediate Similarity NPC12514
0.7361 Intermediate Similarity NPC294883
0.7297 Intermediate Similarity NPC473419
0.7297 Intermediate Similarity NPC475127
0.7297 Intermediate Similarity NPC475715
0.7284 Intermediate Similarity NPC36927
0.7284 Intermediate Similarity NPC271772
0.726 Intermediate Similarity NPC184150
0.726 Intermediate Similarity NPC141156
0.7246 Intermediate Similarity NPC471421
0.7246 Intermediate Similarity NPC233364
0.7164 Intermediate Similarity NPC275727
0.7162 Intermediate Similarity NPC171850
0.7162 Intermediate Similarity NPC266242
0.7162 Intermediate Similarity NPC74555
0.7162 Intermediate Similarity NPC254617
0.7162 Intermediate Similarity NPC306763
0.7143 Intermediate Similarity NPC469363
0.7125 Intermediate Similarity NPC98750
0.7037 Intermediate Similarity NPC70574
0.7027 Intermediate Similarity NPC59221
0.7027 Intermediate Similarity NPC291650
0.7027 Intermediate Similarity NPC322801
0.7027 Intermediate Similarity NPC129100
0.6765 Remote Similarity NPC277072
0.6765 Remote Similarity NPC178263
0.6747 Remote Similarity NPC219340
0.6543 Remote Similarity NPC244539
0.6506 Remote Similarity NPC150557
0.6494 Remote Similarity NPC107224
0.6479 Remote Similarity NPC8979
0.6463 Remote Similarity NPC313762
0.6456 Remote Similarity NPC306973
0.6364 Remote Similarity NPC78312
0.6364 Remote Similarity NPC135539
0.6364 Remote Similarity NPC196359
0.6364 Remote Similarity NPC221764
0.6353 Remote Similarity NPC471420
0.6267 Remote Similarity NPC17455
0.625 Remote Similarity NPC315170
0.6173 Remote Similarity NPC185084
0.6145 Remote Similarity NPC477002
0.6125 Remote Similarity NPC223174
0.6125 Remote Similarity NPC327753
0.6125 Remote Similarity NPC327486
0.6047 Remote Similarity NPC318258
0.6042 Remote Similarity NPC313821
0.602 Remote Similarity NPC56298
0.602 Remote Similarity NPC471628
0.602 Remote Similarity NPC315036
0.5934 Remote Similarity NPC313552
0.5915 Remote Similarity NPC123814
0.5909 Remote Similarity NPC315969
0.587 Remote Similarity NPC470282
0.587 Remote Similarity NPC214376
0.5862 Remote Similarity NPC314762
0.5843 Remote Similarity NPC263058
0.5814 Remote Similarity NPC314968
0.5814 Remote Similarity NPC314772
0.5811 Remote Similarity NPC293551
0.5797 Remote Similarity NPC121062
0.5797 Remote Similarity NPC29222
0.5797 Remote Similarity NPC96966
0.5753 Remote Similarity NPC471423
0.5753 Remote Similarity NPC471442
0.5745 Remote Similarity NPC176381
0.5745 Remote Similarity NPC195969
0.5714 Remote Similarity NPC160066
0.5714 Remote Similarity NPC26932
0.5714 Remote Similarity NPC315806
0.5696 Remote Similarity NPC472609
0.5694 Remote Similarity NPC474322
0.5679 Remote Similarity NPC316445
0.5673 Remote Similarity NPC313272
0.5673 Remote Similarity NPC319537
0.5658 Remote Similarity NPC276928
0.5658 Remote Similarity NPC64250
0.5658 Remote Similarity NPC319991
0.5658 Remote Similarity NPC268927
0.5641 Remote Similarity NPC145627
0.561 Remote Similarity NPC223893
0.56 Remote Similarity NPC471605
0.56 Remote Similarity NPC471443

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC137554 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
0.8769 High Similarity NPD9027 Phase 3
0.8769 High Similarity NPD9026 Phase 2
0.8769 High Similarity NPD9028 Phase 2
0.8769 High Similarity NPD9029 Phase 3
0.8406 Intermediate Similarity NPD9443 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD9440 Discontinued
0.7647 Intermediate Similarity NPD9455 Approved
0.7647 Intermediate Similarity NPD9240 Approved
0.7647 Intermediate Similarity NPD9239 Approved
0.7639 Intermediate Similarity NPD9444 Discontinued
0.7536 Intermediate Similarity NPD393 Approved
0.7286 Intermediate Similarity NPD9024 Phase 2
0.7286 Intermediate Similarity NPD9022 Phase 2
0.7229 Intermediate Similarity NPD9401 Discovery
0.7027 Intermediate Similarity NPD9033 Approved
0.7027 Intermediate Similarity NPD9030 Approved
0.7027 Intermediate Similarity NPD9032 Approved
0.7027 Intermediate Similarity NPD9031 Approved
0.6988 Remote Similarity NPD883 Phase 2
0.6988 Remote Similarity NPD882 Phase 2
0.6941 Remote Similarity NPD394 Phase 3
0.65 Remote Similarity NPD67 Phase 2
0.65 Remote Similarity NPD9034 Approved
0.6364 Remote Similarity NPD8868 Approved
0.6125 Remote Similarity NPD9445 Approved
0.6042 Remote Similarity NPD3191 Approved
0.6042 Remote Similarity NPD3189 Approved
0.6042 Remote Similarity NPD3190 Approved
0.602 Remote Similarity NPD4835 Approved
0.602 Remote Similarity NPD4836 Approved
0.602 Remote Similarity NPD4837 Approved
0.602 Remote Similarity NPD4838 Approved
0.5915 Remote Similarity NPD3215 Phase 1
0.5882 Remote Similarity NPD372 Clinical (unspecified phase)
0.587 Remote Similarity NPD2698 Approved
0.5862 Remote Similarity NPD9429 Discontinued
0.5816 Remote Similarity NPD4282 Approved
0.5814 Remote Similarity NPD9434 Approved
0.5814 Remote Similarity NPD9435 Approved
0.5784 Remote Similarity NPD2700 Approved
0.5765 Remote Similarity NPD9407 Approved
0.5745 Remote Similarity NPD5797 Approved
0.5745 Remote Similarity NPD5794 Approved
0.5745 Remote Similarity NPD5796 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5798 Approved
0.5745 Remote Similarity NPD5795 Approved
0.5714 Remote Similarity NPD9653 Clinical (unspecified phase)
0.5686 Remote Similarity NPD8045 Clinical (unspecified phase)
0.5634 Remote Similarity NPD3214 Discontinued

Structure

External Identifiers

PubChem CID   124434
ChEMBL   CHEMBL526330
ZINC  

Physicochemical Properties

Molecular Weight:  175.08
ALogP:  -3.0192
MLogP:  1.68
XLogP:  -0.255
# Rotatable Bonds:  4
Polar Surface Area:  92.95
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  12

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs