Natural Product: NPC112398

Natural Product ID:  NPC112398
Common Name:   Lupinine
IUPAC Name:   [(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methanol
Synonyms:   Lupinine
Molecular Formula:   C10H19NO
Standard InCHIKey:  HDVAWXXJVMJBAR-VHSXEESVSA-N
Standard InCHI:  InChI=1S/C10H19NO/c12-8-9-4-3-7-11-6-2-1-5-10(9)11/h9-10,12H,1-8H2/t9-,10+/m0/s1
Canonical SMILES:  OC[C@@H]1CCCN2[C@@H]1CCCC2
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
NPO25469 Lupinus luteus Species Fabaceae Eukaryota TCM_Taiwan*
NPO7537 Anabasis aphylla Species Chenopodiaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 500000 nM 7798968
NPT2 Others Unspecified IC50 = 190000 nM 7798968
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 1.61 % 23062825
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = -7.44 % 23062825
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 90.27 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 114.38 % 23571415

  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 NPC112398 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
0.72 Intermediate Similarity NPC90839
0.7042 Intermediate Similarity NPC127553
0.7042 Intermediate Similarity NPC255050
0.6935 Remote Similarity NPC178263
0.6935 Remote Similarity NPC277072
0.6795 Remote Similarity NPC31313
0.6795 Remote Similarity NPC288415
0.6795 Remote Similarity NPC149908
0.6795 Remote Similarity NPC45906
0.6709 Remote Similarity NPC93630
0.6667 Remote Similarity NPC477002
0.6667 Remote Similarity NPC233034
0.6582 Remote Similarity NPC81006
0.6543 Remote Similarity NPC277918
0.6418 Remote Similarity NPC233364
0.6418 Remote Similarity NPC471421
0.6389 Remote Similarity NPC34291
0.6389 Remote Similarity NPC126664
0.631 Remote Similarity NPC168017
0.6308 Remote Similarity NPC471442
0.6308 Remote Similarity NPC471423
0.6286 Remote Similarity NPC163134
0.6286 Remote Similarity NPC471419
0.625 Remote Similarity NPC243635
0.625 Remote Similarity NPC151004
0.625 Remote Similarity NPC228980
0.6163 Remote Similarity NPC178632
0.6119 Remote Similarity NPC471443
0.6119 Remote Similarity NPC471605
0.6027 Remote Similarity NPC184150
0.6027 Remote Similarity NPC141156
0.6027 Remote Similarity NPC59221
0.6024 Remote Similarity NPC124359
0.5946 Remote Similarity NPC254617
0.5946 Remote Similarity NPC266242
0.5946 Remote Similarity NPC74555
0.5946 Remote Similarity NPC471418
0.5946 Remote Similarity NPC474469
0.5946 Remote Similarity NPC306763
0.5895 Remote Similarity NPC473254
0.589 Remote Similarity NPC294883
0.589 Remote Similarity NPC12514
0.5867 Remote Similarity NPC473419
0.5867 Remote Similarity NPC475715
0.5867 Remote Similarity NPC475127
0.5867 Remote Similarity NPC268922
0.5824 Remote Similarity NPC119225
0.5824 Remote Similarity NPC476261
0.5824 Remote Similarity NPC25033
0.5824 Remote Similarity NPC471635
0.5824 Remote Similarity NPC470382
0.5789 Remote Similarity NPC177022
0.5789 Remote Similarity NPC163538
0.5789 Remote Similarity NPC115800
0.5783 Remote Similarity NPC109533
0.5763 Remote Similarity NPC160261
0.5763 Remote Similarity NPC469759
0.5733 Remote Similarity NPC195165
0.573 Remote Similarity NPC312637
0.5714 Remote Similarity NPC476695
0.5714 Remote Similarity NPC477200
0.5714 Remote Similarity NPC170172
0.5714 Remote Similarity NPC476696
0.5714 Remote Similarity NPC476694
0.5714 Remote Similarity NPC319991
0.5699 Remote Similarity NPC91036
0.5638 Remote Similarity NPC220111
0.5625 Remote Similarity NPC193872
0.5625 Remote Similarity NPC29222
0.5625 Remote Similarity NPC96966
0.5625 Remote Similarity NPC121062
0.561 Remote Similarity NPC473695
0.561 Remote Similarity NPC150557
0.561 Remote Similarity NPC473446

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC112398 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
0.6667 Remote Similarity NPD9440 Discontinued
0.64 Remote Similarity NPD355 Phase 2
0.6389 Remote Similarity NPD9443 Clinical (unspecified phase)
0.625 Remote Similarity NPD9668 Phase 2
0.625 Remote Similarity NPD1821 Approved
0.625 Remote Similarity NPD1823 Approved
0.625 Remote Similarity NPD1822 Approved
0.6087 Remote Similarity NPD9455 Approved
0.6061 Remote Similarity NPD3727 Discontinued
0.6 Remote Similarity NPD2697 Approved
0.6 Remote Similarity NPD2694 Approved
0.6 Remote Similarity NPD2695 Approved
0.6 Remote Similarity NPD393 Approved
0.6 Remote Similarity NPD2696 Approved
0.5846 Remote Similarity NPD7348 Clinical (unspecified phase)
0.5775 Remote Similarity NPD9022 Phase 2
0.5775 Remote Similarity NPD9024 Phase 2
0.5733 Remote Similarity NPD9444 Discontinued
0.5698 Remote Similarity NPD3723 Clinical (unspecified phase)
0.5672 Remote Similarity NPD312 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6439 Phase 3

Structure

External Identifiers

PubChem CID   91461
ChEMBL   CHEMBL459397
ZINC  

Physicochemical Properties

Molecular Weight:  169.15
ALogP:  -1.6652
MLogP:  2.34
XLogP:  0.993
# Rotatable Bonds:  2
Polar Surface Area:  23.47
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  12

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Similar NPs/Drugs