Natural Product: NPC249713

Natural Product ID:  NPC249713
Common Name:   Semiplenamide B
IUPAC Name:   2-[[(2E,6E)-2-methylicosa-2,6-dienoyl]amino]ethyl acetate
Synonyms:  
Molecular Formula:   C25H45NO3
Standard InCHIKey:  QXKJTHBWYQHGEY-UEAIFQQQSA-N
Standard InCHI:  InChI=1S/C25H45NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(2)25(28)26-21-22-29-24(3)27/h16-17,20H,4-15,18-19,21-22H2,1-3H3,(H,26,28)/b17-16+,23-20+
Canonical SMILES:  CCCCCCCCCCCCC/C=C/CC/C=C(/C(=NCCOC(=O)C)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
NPO15105 Lyngbya semiplena Species Oscillatoriaceae Bacteria Papua New Guinea PMID[14575438]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1361 Individual Protein Cannabinoid CB1 receptor Rattus norvegicus Ki = 18700 nM 18474575
NPT176 Organism Artemia salina Artemia salina LD50 = 2.5 nM 18474575

  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 NPC249713 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
0.9538 High Similarity NPC45060
0.9538 High Similarity NPC280065
0.8594 High Similarity NPC130807
0.8182 Intermediate Similarity NPC29468
0.7571 Intermediate Similarity NPC477525
0.7536 Intermediate Similarity NPC316674
0.7536 Intermediate Similarity NPC182758
0.7463 Intermediate Similarity NPC325734
0.7353 Intermediate Similarity NPC312826
0.7164 Intermediate Similarity NPC24216
0.7164 Intermediate Similarity NPC306420
0.7164 Intermediate Similarity NPC261158
0.7164 Intermediate Similarity NPC104138
0.7143 Intermediate Similarity NPC273614
0.7101 Intermediate Similarity NPC326524
0.7101 Intermediate Similarity NPC329003
0.7101 Intermediate Similarity NPC325550
0.7027 Intermediate Similarity NPC474812
0.7015 Intermediate Similarity NPC242930
0.7015 Intermediate Similarity NPC297020
0.7015 Intermediate Similarity NPC273023
0.6957 Remote Similarity NPC321030
0.6951 Remote Similarity NPC474312
0.6933 Remote Similarity NPC103712
0.6933 Remote Similarity NPC291196
0.6889 Remote Similarity NPC175614
0.6875 Remote Similarity NPC474833
0.6806 Remote Similarity NPC471023
0.6806 Remote Similarity NPC77891
0.6761 Remote Similarity NPC6795
0.6757 Remote Similarity NPC187315
0.6757 Remote Similarity NPC315141
0.6757 Remote Similarity NPC129995
0.6716 Remote Similarity NPC303672
0.6714 Remote Similarity NPC223679
0.6714 Remote Similarity NPC254095
0.6711 Remote Similarity NPC471022
0.662 Remote Similarity NPC74617
0.662 Remote Similarity NPC150505
0.6618 Remote Similarity NPC184014
0.6618 Remote Similarity NPC14234
0.6618 Remote Similarity NPC246519
0.6618 Remote Similarity NPC44193
0.6618 Remote Similarity NPC132669
0.6618 Remote Similarity NPC269800
0.6582 Remote Similarity NPC288086
0.6571 Remote Similarity NPC293437
0.6571 Remote Similarity NPC249850
0.6571 Remote Similarity NPC129150
0.6571 Remote Similarity NPC294938
0.6567 Remote Similarity NPC195986
0.6528 Remote Similarity NPC309877
0.6528 Remote Similarity NPC471278
0.6522 Remote Similarity NPC471992
0.6486 Remote Similarity NPC253468
0.6486 Remote Similarity NPC235311
0.6456 Remote Similarity NPC314678
0.6444 Remote Similarity NPC472264
0.6429 Remote Similarity NPC96663
0.6418 Remote Similarity NPC304223
0.6418 Remote Similarity NPC267340
0.6418 Remote Similarity NPC243539
0.6418 Remote Similarity NPC145032
0.6418 Remote Similarity NPC54542
0.6389 Remote Similarity NPC82465
0.6377 Remote Similarity NPC13011
0.6377 Remote Similarity NPC124382
0.6351 Remote Similarity NPC55068
0.6351 Remote Similarity NPC29697
0.6338 Remote Similarity NPC44542
0.6338 Remote Similarity NPC265551
0.6338 Remote Similarity NPC135863
0.6338 Remote Similarity NPC212730
0.6308 Remote Similarity NPC308331
0.6308 Remote Similarity NPC197467
0.6304 Remote Similarity NPC35269
0.6304 Remote Similarity NPC3568
0.6304 Remote Similarity NPC262312
0.6304 Remote Similarity NPC192066
0.6304 Remote Similarity NPC256570
0.6304 Remote Similarity NPC17290
0.6304 Remote Similarity NPC23454
0.6304 Remote Similarity NPC70323
0.6286 Remote Similarity NPC470963
0.6286 Remote Similarity NPC146551
0.6286 Remote Similarity NPC471991
0.6286 Remote Similarity NPC474513
0.6277 Remote Similarity NPC4834
0.6269 Remote Similarity NPC267692
0.6269 Remote Similarity NPC307435
0.625 Remote Similarity NPC21946
0.6237 Remote Similarity NPC50902
0.6237 Remote Similarity NPC189764
0.6237 Remote Similarity NPC233273
0.6237 Remote Similarity NPC205546
0.6232 Remote Similarity NPC119655
0.6224 Remote Similarity NPC74035
0.6222 Remote Similarity NPC159369
0.6222 Remote Similarity NPC39290
0.6216 Remote Similarity NPC271282
0.6216 Remote Similarity NPC325929
0.6216 Remote Similarity NPC66460
0.6216 Remote Similarity NPC55376
0.6203 Remote Similarity NPC97614
0.6203 Remote Similarity NPC4299
0.6197 Remote Similarity NPC470964
0.6197 Remote Similarity NPC311648
0.6176 Remote Similarity NPC473672
0.6176 Remote Similarity NPC474495
0.617 Remote Similarity NPC183449
0.617 Remote Similarity NPC197294
0.617 Remote Similarity NPC8098
0.617 Remote Similarity NPC45313
0.6164 Remote Similarity NPC222852
0.6154 Remote Similarity NPC47946
0.6154 Remote Similarity NPC139782
0.6154 Remote Similarity NPC209047
0.6154 Remote Similarity NPC43074
0.6154 Remote Similarity NPC74672
0.6154 Remote Similarity NPC242503
0.6154 Remote Similarity NPC26600
0.6143 Remote Similarity NPC269615
0.6143 Remote Similarity NPC163912
0.6143 Remote Similarity NPC305288
0.6143 Remote Similarity NPC167759
0.6143 Remote Similarity NPC56028
0.6133 Remote Similarity NPC477106
0.6125 Remote Similarity NPC472254
0.6119 Remote Similarity NPC207815
0.6111 Remote Similarity NPC472445
0.6111 Remote Similarity NPC471279
0.6111 Remote Similarity NPC594
0.6111 Remote Similarity NPC471277
0.6111 Remote Similarity NPC245650
0.6111 Remote Similarity NPC48968
0.6094 Remote Similarity NPC470439
0.6094 Remote Similarity NPC116934
0.6087 Remote Similarity NPC186840
0.6087 Remote Similarity NPC111567
0.6087 Remote Similarity NPC263545
0.6087 Remote Similarity NPC182632
0.6087 Remote Similarity NPC473950
0.6087 Remote Similarity NPC106531
0.6087 Remote Similarity NPC475125
0.6087 Remote Similarity NPC473604
0.6087 Remote Similarity NPC473581
0.6087 Remote Similarity NPC309898
0.6087 Remote Similarity NPC15851
0.6087 Remote Similarity NPC282705
0.6081 Remote Similarity NPC327112
0.6076 Remote Similarity NPC101622
0.6076 Remote Similarity NPC470436
0.6056 Remote Similarity NPC152668
0.6053 Remote Similarity NPC226066
0.6053 Remote Similarity NPC34883
0.6049 Remote Similarity NPC477085
0.6047 Remote Similarity NPC82799
0.6029 Remote Similarity NPC59051
0.6027 Remote Similarity NPC210999
0.6019 Remote Similarity NPC29501
0.6 Remote Similarity NPC157173
0.6 Remote Similarity NPC475503
0.6 Remote Similarity NPC304079
0.6 Remote Similarity NPC26810
0.6 Remote Similarity NPC328776
0.6 Remote Similarity NPC475984
0.6 Remote Similarity NPC473361
0.6 Remote Similarity NPC320305
0.6 Remote Similarity NPC113293
0.6 Remote Similarity NPC329904
0.6 Remote Similarity NPC201128
0.6 Remote Similarity NPC6963
0.5977 Remote Similarity NPC39966
0.5977 Remote Similarity NPC224072
0.5977 Remote Similarity NPC477487
0.5974 Remote Similarity NPC282760
0.5974 Remote Similarity NPC136164
0.5974 Remote Similarity NPC255863
0.5974 Remote Similarity NPC245947
0.5972 Remote Similarity NPC477049
0.5972 Remote Similarity NPC4881
0.5957 Remote Similarity NPC158445
0.5957 Remote Similarity NPC157353
0.5957 Remote Similarity NPC282088
0.5957 Remote Similarity NPC156782
0.5957 Remote Similarity NPC54961
0.5952 Remote Similarity NPC476439
0.5949 Remote Similarity NPC474823
0.5942 Remote Similarity NPC261571
0.5938 Remote Similarity NPC475646
0.5926 Remote Similarity NPC316185
0.5926 Remote Similarity NPC477087
0.5926 Remote Similarity NPC469836
0.5926 Remote Similarity NPC477086
0.5921 Remote Similarity NPC470965
0.5921 Remote Similarity NPC179087
0.5921 Remote Similarity NPC44343
0.5921 Remote Similarity NPC68110
0.5921 Remote Similarity NPC210303
0.5915 Remote Similarity NPC137538

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC249713 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
0.6517 Remote Similarity NPD6095 Approved
0.6517 Remote Similarity NPD6094 Approved
0.6351 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6927 Phase 3
0.6154 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6413 Approved
0.6119 Remote Similarity NPD4220 Pre-registration
0.6081 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6053 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4265 Approved
0.5909 Remote Similarity NPD39 Approved
0.5833 Remote Similarity NPD4228 Discovery
0.5802 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4194 Approved
0.5789 Remote Similarity NPD4193 Approved
0.5789 Remote Similarity NPD4192 Approved
0.5789 Remote Similarity NPD4191 Approved
0.5769 Remote Similarity NPD6421 Discontinued
0.5758 Remote Similarity NPD6097 Approved
0.5758 Remote Similarity NPD6096 Approved
0.5735 Remote Similarity NPD5343 Approved
0.5714 Remote Similarity NPD1452 Discontinued
0.5694 Remote Similarity NPD4266 Approved
0.5694 Remote Similarity NPD3194 Approved
0.5694 Remote Similarity NPD3196 Approved
0.5694 Remote Similarity NPD3195 Phase 2
0.5686 Remote Similarity NPD4211 Phase 1
0.5606 Remote Similarity NPD5326 Phase 3
0.56 Remote Similarity NPD6109 Phase 1

Structure

External Identifiers

PubChem CID   10454085
ChEMBL   CHEMBL465162
ZINC  

Physicochemical Properties

Molecular Weight:  407.34
ALogP:  -1.3317
MLogP:  3.77
XLogP:  9.639
# Rotatable Bonds:  24
Polar Surface Area:  58.89
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  29

Download Data

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