Natural Product: NPC59221

Natural Product ID:  NPC59221
Common Name:   Hyacinthacine A5
IUPAC Name:   (1R,2S,3R,5R,8R)-3-(hydroxymethyl)-5-methyl-2,3,5,6,7,8-hexahydro-1H-pyrrolizine-1,2-diol
Synonyms:   Hyacinthacine A5
Molecular Formula:   C9H17NO3
Standard InCHIKey:  AGLLYYHKZWZSKX-OKNNCHMLSA-N
Standard InCHI:  InChI=1S/C9H17NO3/c1-5-2-3-6-8(12)9(13)7(4-11)10(5)6/h5-9,11-13H,2-4H2,1H3/t5-,6-,7-,8-,9+/m1/s1
Canonical SMILES:  OC[C@H]1N2[C@H](C)CC[C@@H]2[C@H]([C@H]1O)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
NPO33353 scilla sibirica Species Hyacinthaceae Eukaryota PMID[12502331]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 110000 nM 18440233

  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 NPC59221 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
0.9839 High Similarity NPC74555
0.9839 High Similarity NPC266242
0.9839 High Similarity NPC306763
0.9839 High Similarity NPC254617
0.9683 High Similarity NPC475715
0.9683 High Similarity NPC475127
0.9683 High Similarity NPC473419
0.9677 High Similarity NPC141156
0.9677 High Similarity NPC184150
0.9531 High Similarity NPC163538
0.9531 High Similarity NPC115800
0.9524 High Similarity NPC474469
0.9516 High Similarity NPC294883
0.9516 High Similarity NPC12514
0.8462 Intermediate Similarity NPC233034
0.8197 Intermediate Similarity NPC471442
0.8197 Intermediate Similarity NPC471423
0.8116 Intermediate Similarity NPC475694
0.8116 Intermediate Similarity NPC473710
0.8088 Intermediate Similarity NPC126664
0.8088 Intermediate Similarity NPC34291
0.7937 Intermediate Similarity NPC471443
0.7937 Intermediate Similarity NPC471605
0.791 Intermediate Similarity NPC474928
0.7903 Intermediate Similarity NPC275727
0.7826 Intermediate Similarity NPC171850
0.7727 Intermediate Similarity NPC30126
0.7727 Intermediate Similarity NPC474014
0.7727 Intermediate Similarity NPC57846
0.7639 Intermediate Similarity NPC474468
0.7536 Intermediate Similarity NPC101746
0.7536 Intermediate Similarity NPC473952
0.7536 Intermediate Similarity NPC116377
0.7536 Intermediate Similarity NPC77191
0.7536 Intermediate Similarity NPC69798
0.75 Intermediate Similarity NPC471419
0.75 Intermediate Similarity NPC163134
0.7463 Intermediate Similarity NPC62507
0.7463 Intermediate Similarity NPC8087
0.7188 Intermediate Similarity NPC277072
0.7188 Intermediate Similarity NPC178263
0.7121 Intermediate Similarity NPC65832
0.7121 Intermediate Similarity NPC10262
0.7121 Intermediate Similarity NPC311668
0.7121 Intermediate Similarity NPC293551
0.7027 Intermediate Similarity NPC285014
0.7027 Intermediate Similarity NPC28959
0.7027 Intermediate Similarity NPC137554
0.7027 Intermediate Similarity NPC299603
0.7027 Intermediate Similarity NPC255535
0.6986 Remote Similarity NPC268922
0.6912 Remote Similarity NPC170172
0.6912 Remote Similarity NPC233364
0.6912 Remote Similarity NPC471421
0.6905 Remote Similarity NPC52533
0.6866 Remote Similarity NPC8979
0.6849 Remote Similarity NPC471418
0.68 Remote Similarity NPC476694
0.68 Remote Similarity NPC476695
0.68 Remote Similarity NPC476696
0.6667 Remote Similarity NPC272396
0.662 Remote Similarity NPC17455
0.662 Remote Similarity NPC145627
0.6575 Remote Similarity NPC286851
0.6575 Remote Similarity NPC303798
0.6506 Remote Similarity NPC165119
0.65 Remote Similarity NPC233108
0.6438 Remote Similarity NPC142290
0.6438 Remote Similarity NPC471780
0.6438 Remote Similarity NPC160661
0.6438 Remote Similarity NPC198341
0.6438 Remote Similarity NPC471892
0.6438 Remote Similarity NPC223386
0.6438 Remote Similarity NPC75435
0.6429 Remote Similarity NPC290106
0.6429 Remote Similarity NPC76726
0.6429 Remote Similarity NPC143809
0.6429 Remote Similarity NPC193593
0.6418 Remote Similarity NPC270041
0.6351 Remote Similarity NPC315980
0.6304 Remote Similarity NPC313821
0.6286 Remote Similarity NPC204709
0.6269 Remote Similarity NPC123814
0.622 Remote Similarity NPC150557
0.6207 Remote Similarity NPC306838
0.6197 Remote Similarity NPC319991
0.6184 Remote Similarity NPC195165
0.6164 Remote Similarity NPC306462
0.6164 Remote Similarity NPC150680
0.6164 Remote Similarity NPC218150
0.6164 Remote Similarity NPC22774
0.6164 Remote Similarity NPC2432
0.6164 Remote Similarity NPC69669
0.6163 Remote Similarity NPC277918
0.6154 Remote Similarity NPC29222
0.6154 Remote Similarity NPC121062
0.6154 Remote Similarity NPC96966
0.6145 Remote Similarity NPC83248
0.6145 Remote Similarity NPC100204
0.6071 Remote Similarity NPC471420
0.6029 Remote Similarity NPC474322
0.6027 Remote Similarity NPC112398
0.6 Remote Similarity NPC315806
0.6 Remote Similarity NPC126186
0.5979 Remote Similarity NPC314387
0.5949 Remote Similarity NPC477200
0.589 Remote Similarity NPC328786
0.589 Remote Similarity NPC201338
0.589 Remote Similarity NPC474627
0.5857 Remote Similarity NPC471917
0.58 Remote Similarity NPC471844
0.5789 Remote Similarity NPC472609
0.5765 Remote Similarity NPC216090
0.575 Remote Similarity NPC306973
0.5738 Remote Similarity NPC166030
0.573 Remote Similarity NPC469363
0.5714 Remote Similarity NPC322966
0.5698 Remote Similarity NPC470783
0.5679 Remote Similarity NPC29326
0.5676 Remote Similarity NPC319131
0.5663 Remote Similarity NPC217095
0.5663 Remote Similarity NPC264417
0.5663 Remote Similarity NPC3094
0.5663 Remote Similarity NPC470782
0.5641 Remote Similarity NPC135539
0.5641 Remote Similarity NPC221764
0.5641 Remote Similarity NPC196359
0.5641 Remote Similarity NPC78312
0.5632 Remote Similarity NPC271772
0.5632 Remote Similarity NPC36927
0.5625 Remote Similarity NPC223174
0.5625 Remote Similarity NPC327486
0.5625 Remote Similarity NPC327753

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC59221 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
0.9219 High Similarity NPD9444 Discontinued
0.8462 Intermediate Similarity NPD9440 Discontinued
0.8088 Intermediate Similarity NPD9443 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD393 Approved
0.7125 Intermediate Similarity NPD882 Phase 2
0.7125 Intermediate Similarity NPD883 Phase 2
0.7059 Intermediate Similarity NPD9455 Approved
0.6571 Remote Similarity NPD9240 Approved
0.6571 Remote Similarity NPD9239 Approved
0.6304 Remote Similarity NPD3191 Approved
0.6304 Remote Similarity NPD3189 Approved
0.6304 Remote Similarity NPD3190 Approved
0.6269 Remote Similarity NPD3215 Phase 1
0.6216 Remote Similarity NPD1457 Discontinued
0.6164 Remote Similarity NPD9026 Phase 2
0.6164 Remote Similarity NPD9027 Phase 3
0.6164 Remote Similarity NPD9028 Phase 2
0.6164 Remote Similarity NPD9029 Phase 3
0.6 Remote Similarity NPD9653 Clinical (unspecified phase)
0.5979 Remote Similarity NPD3185 Approved
0.5979 Remote Similarity NPD3184 Approved
0.5979 Remote Similarity NPD3183 Approved
0.5979 Remote Similarity NPD3182 Approved
0.597 Remote Similarity NPD3214 Discontinued
0.5909 Remote Similarity NPD394 Phase 3
0.5814 Remote Similarity NPD2691 Clinical (unspecified phase)
0.5811 Remote Similarity NPD9024 Phase 2
0.5811 Remote Similarity NPD9022 Phase 2
0.5783 Remote Similarity NPD372 Clinical (unspecified phase)
0.5778 Remote Similarity NPD3177 Phase 3
0.573 Remote Similarity NPD3723 Clinical (unspecified phase)
0.5679 Remote Similarity NPD3187 Discontinued
0.5641 Remote Similarity NPD8868 Approved
0.5625 Remote Similarity NPD9445 Approved
0.5625 Remote Similarity NPD2220 Clinical (unspecified phase)
0.5618 Remote Similarity NPD9401 Discovery
0.56 Remote Similarity NPD3192 Approved
0.56 Remote Similarity NPD3193 Approved

Structure

External Identifiers

PubChem CID   11041480
ChEMBL   CHEMBL452641
ZINC  

Physicochemical Properties

Molecular Weight:  187.12
ALogP:  -2.1328
MLogP:  2.01
XLogP:  -0.302
# Rotatable Bonds:  5
Polar Surface Area:  63.93
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  13

Download Data

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