Natural Product: NPC26932

Natural Product ID:  NPC26932
Common Name:   Microcosamine A
IUPAC Name:   (2S,3R,6S)-6-[(1E,3E,5E)-deca-1,3,5-trienyl]-2-methylpiperidin-3-ol
Synonyms:   Microcosamine A
Molecular Formula:   C16H27NO
Standard InCHIKey:  LSCWHIBYDGDOLC-CCORAGHZSA-N
Standard InCHI:  InChI=1S/C16H27NO/c1-3-4-5-6-7-8-9-10-11-15-12-13-16(18)14(2)17-15/h6-11,14-18H,3-5,12-13H2,1-2H3/b7-6+,9-8+,11-10+/t14-,15+,16+/m0/s1
Canonical SMILES:  CCCC/C=C/C=C/C=C/[C@@H]1CC[C@H]([C@@H](N1)C)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
NPO2350 Microcos paniculata Species Malvaceae Eukaryota PMID[23327794]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT411 Protein Complex Neuronal acetylcholine receptor; alpha3/beta4 Homo sapiens Inhibition = 53 % 22194678
NPT409 Protein Complex Neuronal acetylcholine receptor; alpha4/beta2 Homo sapiens Inhibition = 59 % 18271551

  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 NPC26932 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
0.9118 High Similarity NPC23721
0.875 High Similarity NPC78562
0.875 High Similarity NPC473588
0.8533 High Similarity NPC475363
0.8533 High Similarity NPC473972
0.8533 High Similarity NPC473971
0.8493 Intermediate Similarity NPC470992
0.8493 Intermediate Similarity NPC470993
0.7532 Intermediate Similarity NPC470994
0.7465 Intermediate Similarity NPC47333
0.7297 Intermediate Similarity NPC113224
0.7195 Intermediate Similarity NPC209232
0.7143 Intermediate Similarity NPC302569
0.7143 Intermediate Similarity NPC168308
0.7033 Intermediate Similarity NPC25033
0.7033 Intermediate Similarity NPC471635
0.7033 Intermediate Similarity NPC119225
0.7033 Intermediate Similarity NPC470382
0.7033 Intermediate Similarity NPC476261
0.6892 Remote Similarity NPC55068
0.6667 Remote Similarity NPC204709
0.6585 Remote Similarity NPC212008
0.6585 Remote Similarity NPC62293
0.6585 Remote Similarity NPC51055
0.6585 Remote Similarity NPC34672
0.6585 Remote Similarity NPC140327
0.6585 Remote Similarity NPC3094
0.65 Remote Similarity NPC476694
0.65 Remote Similarity NPC306973
0.65 Remote Similarity NPC476695
0.65 Remote Similarity NPC476696
0.6477 Remote Similarity NPC475975
0.6465 Remote Similarity NPC477000
0.6465 Remote Similarity NPC477001
0.6456 Remote Similarity NPC268922
0.6447 Remote Similarity NPC477106
0.6395 Remote Similarity NPC476560
0.6364 Remote Similarity NPC55336
0.6353 Remote Similarity NPC473695
0.6353 Remote Similarity NPC473446
0.6351 Remote Similarity NPC290106
0.6351 Remote Similarity NPC76726
0.6351 Remote Similarity NPC193593
0.6351 Remote Similarity NPC143809
0.6329 Remote Similarity NPC471418
0.6296 Remote Similarity NPC324638
0.6289 Remote Similarity NPC315170
0.6282 Remote Similarity NPC286851
0.6282 Remote Similarity NPC303798
0.6207 Remote Similarity NPC207657
0.6207 Remote Similarity NPC79367
0.619 Remote Similarity NPC477002
0.6186 Remote Similarity NPC474164
0.6176 Remote Similarity NPC315426
0.6154 Remote Similarity NPC198341
0.6154 Remote Similarity NPC471780
0.6154 Remote Similarity NPC471892
0.6154 Remote Similarity NPC75435
0.6154 Remote Similarity NPC223386
0.6154 Remote Similarity NPC142290
0.6133 Remote Similarity NPC471421
0.6133 Remote Similarity NPC233364
0.6104 Remote Similarity NPC150680
0.6104 Remote Similarity NPC306462
0.6104 Remote Similarity NPC2432
0.6104 Remote Similarity NPC69669
0.6104 Remote Similarity NPC22774
0.6104 Remote Similarity NPC218150
0.61 Remote Similarity NPC176012
0.6098 Remote Similarity NPC97614
0.6 Remote Similarity NPC264417
0.6 Remote Similarity NPC217095
0.5976 Remote Similarity NPC291196
0.5976 Remote Similarity NPC103712
0.5974 Remote Similarity NPC42477
0.5962 Remote Similarity NPC159367
0.5949 Remote Similarity NPC206660
0.5946 Remote Similarity NPC242930
0.5921 Remote Similarity NPC321030
0.5909 Remote Similarity NPC314762
0.59 Remote Similarity NPC135799
0.5888 Remote Similarity NPC314306
0.5875 Remote Similarity NPC315980
0.5875 Remote Similarity NPC477525
0.5859 Remote Similarity NPC91036
0.5857 Remote Similarity NPC29222
0.5857 Remote Similarity NPC121062
0.5857 Remote Similarity NPC96966
0.5844 Remote Similarity NPC329003
0.5844 Remote Similarity NPC326524
0.5844 Remote Similarity NPC325550
0.5842 Remote Similarity NPC118275
0.5825 Remote Similarity NPC304761
0.5825 Remote Similarity NPC226778
0.5825 Remote Similarity NPC150254
0.5825 Remote Similarity NPC147000
0.5823 Remote Similarity NPC471419
0.5823 Remote Similarity NPC471023
0.5823 Remote Similarity NPC163134
0.5778 Remote Similarity NPC226982
0.5778 Remote Similarity NPC277341
0.5775 Remote Similarity NPC302310
0.5765 Remote Similarity NPC314678
0.5753 Remote Similarity NPC123814
0.5753 Remote Similarity NPC474322
0.5745 Remote Similarity NPC324506
0.573 Remote Similarity NPC157173
0.5727 Remote Similarity NPC304646
0.5727 Remote Similarity NPC28280
0.5714 Remote Similarity NPC137554
0.5714 Remote Similarity NPC285014
0.5714 Remote Similarity NPC255535
0.5714 Remote Similarity NPC319537
0.5714 Remote Similarity NPC299603
0.5714 Remote Similarity NPC313272
0.5714 Remote Similarity NPC28959
0.5698 Remote Similarity NPC288086
0.5686 Remote Similarity NPC144714
0.5686 Remote Similarity NPC100810
0.5676 Remote Similarity NPC277072
0.5676 Remote Similarity NPC272396
0.5676 Remote Similarity NPC101139
0.5676 Remote Similarity NPC178263
0.5657 Remote Similarity NPC40663
0.5638 Remote Similarity NPC202056
0.5631 Remote Similarity NPC473289
0.5631 Remote Similarity NPC471258
0.5631 Remote Similarity NPC327226
0.5616 Remote Similarity NPC71053
0.5616 Remote Similarity NPC59408
0.561 Remote Similarity NPC314221
0.561 Remote Similarity NPC315141
0.561 Remote Similarity NPC129995
0.561 Remote Similarity NPC60424
0.5607 Remote Similarity NPC95920
0.5607 Remote Similarity NPC253645
0.5607 Remote Similarity NPC85001
0.5607 Remote Similarity NPC147835
0.5604 Remote Similarity NPC82799
0.56 Remote Similarity NPC110732

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC26932 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
0.6892 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3212 Clinical (unspecified phase)
0.6104 Remote Similarity NPD9026 Phase 2
0.6104 Remote Similarity NPD9027 Phase 3
0.6104 Remote Similarity NPD9028 Phase 2
0.6104 Remote Similarity NPD9029 Phase 3
0.5915 Remote Similarity NPD3214 Discontinued
0.5888 Remote Similarity NPD6430 Approved
0.5888 Remote Similarity NPD6429 Approved
0.5825 Remote Similarity NPD315 Approved
0.5825 Remote Similarity NPD310 Approved
0.5825 Remote Similarity NPD311 Approved
0.5825 Remote Similarity NPD10 Approved
0.5825 Remote Similarity NPD309 Approved
0.5825 Remote Similarity NPD314 Approved
0.5769 Remote Similarity NPD393 Approved
0.5753 Remote Similarity NPD3215 Phase 1
0.5676 Remote Similarity NPD7508 Discontinued
0.5652 Remote Similarity NPD9674 Approved
0.5652 Remote Similarity NPD9675 Approved
0.5641 Remote Similarity NPD9455 Approved

Structure

External Identifiers

PubChem CID   25140000
ChEMBL   CHEMBL2334871
ZINC  

Physicochemical Properties

Molecular Weight:  249.21
ALogP:  -0.4223
MLogP:  3
XLogP:  4.779
# Rotatable Bonds:  9
Polar Surface Area:  32.26
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  18

Download Data

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