Natural Product: NPC96414

Natural Product ID:  NPC96414
Common Name:   Pectinolide B
IUPAC Name:   [(2S,3S)-2-[(Z,3S)-3-hydroxyhept-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] acetate
Synonyms:  
Molecular Formula:   C14H20O5
Standard InCHIKey:  ZBODODUGQIYKMF-MGTGEQGZSA-N
Standard InCHI:  InChI=1S/C14H20O5/c1-3-4-5-11(16)6-7-13-12(18-10(2)15)8-9-14(17)19-13/h6-9,11-13,16H,3-5H2,1-2H3/b7-6-/t11-,12-,13-/m0/s1
Canonical SMILES:  CCCC[C@@H](/C=C[C@@H]1OC(=O)C=C[C@@H]1OC(=O)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
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota PMID[8496706]
NPO28865 Hyptis pectinata Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 6 mm 8496706
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 4 mm 8496706
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 25 ug/ml 8496706
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100 ug/ml 8496706
NPT19 Organism Escherichia coli Escherichia coli MIC = 300 ug/ml 8496706
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 300 ug/ml 8496706
NPT20 Organism Candida albicans Candida albicans MIC = 300 ug/ml 8496706
NPT2 Others Unspecified ED50 = 2.5 ug/ml 8496706
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 2.3 ug/ml 8496706
NPT2 Others Unspecified ED50 = 3.8 ug/ml 8496706
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 2.2 ug/ml 8496706
NPT2 Others Unspecified ED50 = 1.1 ug/ml 8496706
NPT91 Cell Line KB Homo sapiens ED50 = 1.4 ug/ml 8496706
NPT2 Others Unspecified ED50 = 2 ug/ml 8496706
NPT168 Cell Line P388 Mus musculus ED50 = 0.1 ug/ml 8496706
NPT762 Cell Line A-431 Homo sapiens ED50 = 0.6 ug/ml 8496706
NPT858 Cell Line LNCaP Homo sapiens ED50 = 0.9 ug/ml 8496706
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 1.6 ug/ml 8496706

  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 NPC96414 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
0.9836 High Similarity NPC201356
0.9355 High Similarity NPC19769
0.9016 High Similarity NPC26223
0.8871 High Similarity NPC26810
0.8852 High Similarity NPC302564
0.8788 High Similarity NPC475982
0.875 High Similarity NPC273600
0.8615 High Similarity NPC146811
0.8615 High Similarity NPC276299
0.8594 High Similarity NPC25747
0.8594 High Similarity NPC148233
0.8594 High Similarity NPC308457
0.8485 Intermediate Similarity NPC122627
0.8382 Intermediate Similarity NPC202011
0.8358 Intermediate Similarity NPC63873
0.8333 Intermediate Similarity NPC475675
0.8333 Intermediate Similarity NPC124586
0.8333 Intermediate Similarity NPC475555
0.8333 Intermediate Similarity NPC248775
0.8308 Intermediate Similarity NPC470808
0.8254 Intermediate Similarity NPC159650
0.8254 Intermediate Similarity NPC97570
0.8254 Intermediate Similarity NPC22897
0.8235 Intermediate Similarity NPC151481
0.8219 Intermediate Similarity NPC180725
0.8219 Intermediate Similarity NPC470149
0.8219 Intermediate Similarity NPC470148
0.8194 Intermediate Similarity NPC475711
0.8194 Intermediate Similarity NPC474026
0.8143 Intermediate Similarity NPC185186
0.8143 Intermediate Similarity NPC327383
0.8116 Intermediate Similarity NPC476037
0.8108 Intermediate Similarity NPC133226
0.8108 Intermediate Similarity NPC470147
0.8088 Intermediate Similarity NPC238223
0.8088 Intermediate Similarity NPC475760
0.8065 Intermediate Similarity NPC472808
0.8065 Intermediate Similarity NPC324224
0.8028 Intermediate Similarity NPC315843
0.8028 Intermediate Similarity NPC107654
0.8 Intermediate Similarity NPC293114
0.8 Intermediate Similarity NPC316185
0.7941 Intermediate Similarity NPC132286
0.7941 Intermediate Similarity NPC478097
0.7941 Intermediate Similarity NPC478100
0.7917 Intermediate Similarity NPC327041
0.7917 Intermediate Similarity NPC285840
0.791 Intermediate Similarity NPC478098
0.791 Intermediate Similarity NPC282760
0.791 Intermediate Similarity NPC470123
0.791 Intermediate Similarity NPC478099
0.7887 Intermediate Similarity NPC284006
0.7887 Intermediate Similarity NPC329890
0.7857 Intermediate Similarity NPC476012
0.7838 Intermediate Similarity NPC318481
0.7812 Intermediate Similarity NPC223679
0.7794 Intermediate Similarity NPC37382
0.7794 Intermediate Similarity NPC478101
0.7792 Intermediate Similarity NPC315559
0.7792 Intermediate Similarity NPC44261
0.7763 Intermediate Similarity NPC297440
0.7746 Intermediate Similarity NPC475762
0.7733 Intermediate Similarity NPC1180
0.7681 Intermediate Similarity NPC25298
0.7671 Intermediate Similarity NPC260396
0.7667 Intermediate Similarity NPC275316
0.7662 Intermediate Similarity NPC313677
0.7656 Intermediate Similarity NPC135863
0.7656 Intermediate Similarity NPC129150
0.7639 Intermediate Similarity NPC329914
0.7612 Intermediate Similarity NPC473737
0.7606 Intermediate Similarity NPC329904
0.7606 Intermediate Similarity NPC473361
0.7606 Intermediate Similarity NPC59558
0.76 Intermediate Similarity NPC28049
0.76 Intermediate Similarity NPC279532
0.7571 Intermediate Similarity NPC474823
0.7568 Intermediate Similarity NPC188860
0.7568 Intermediate Similarity NPC326661
0.7568 Intermediate Similarity NPC203277
0.7564 Intermediate Similarity NPC142111
0.7564 Intermediate Similarity NPC473315
0.7538 Intermediate Similarity NPC254095
0.7538 Intermediate Similarity NPC474084
0.7534 Intermediate Similarity NPC474280
0.75 Intermediate Similarity NPC139712
0.7468 Intermediate Similarity NPC473308
0.7468 Intermediate Similarity NPC474251
0.7467 Intermediate Similarity NPC233071
0.7467 Intermediate Similarity NPC474278
0.7465 Intermediate Similarity NPC475004
0.7465 Intermediate Similarity NPC130618
0.7463 Intermediate Similarity NPC55376
0.7436 Intermediate Similarity NPC251026
0.7432 Intermediate Similarity NPC473582
0.7432 Intermediate Similarity NPC478193
0.7432 Intermediate Similarity NPC478192
0.7432 Intermediate Similarity NPC478195
0.7432 Intermediate Similarity NPC473948
0.7432 Intermediate Similarity NPC478194
0.7432 Intermediate Similarity NPC161038
0.7432 Intermediate Similarity NPC478196
0.7432 Intermediate Similarity NPC478191
0.7424 Intermediate Similarity NPC222852
0.7403 Intermediate Similarity NPC121374
0.7391 Intermediate Similarity NPC471565
0.7391 Intermediate Similarity NPC471556
0.7391 Intermediate Similarity NPC471566
0.7385 Intermediate Similarity NPC249850
0.7385 Intermediate Similarity NPC294938
0.7385 Intermediate Similarity NPC293437
0.7385 Intermediate Similarity NPC265551
0.7385 Intermediate Similarity NPC212730
0.7368 Intermediate Similarity NPC473471
0.7353 Intermediate Similarity NPC2328
0.7353 Intermediate Similarity NPC474774
0.7353 Intermediate Similarity NPC68110
0.7353 Intermediate Similarity NPC29697
0.7344 Intermediate Similarity NPC317899
0.7342 Intermediate Similarity NPC161045
0.7333 Intermediate Similarity NPC470705
0.7333 Intermediate Similarity NPC301207
0.7333 Intermediate Similarity NPC127118
0.7333 Intermediate Similarity NPC209113
0.7324 Intermediate Similarity NPC310210
0.7313 Intermediate Similarity NPC81896
0.7313 Intermediate Similarity NPC321919
0.7308 Intermediate Similarity NPC469469
0.7297 Intermediate Similarity NPC476590
0.7297 Intermediate Similarity NPC326504
0.7297 Intermediate Similarity NPC473489
0.7297 Intermediate Similarity NPC114727
0.7284 Intermediate Similarity NPC208473
0.7273 Intermediate Similarity NPC475210
0.725 Intermediate Similarity NPC161670
0.725 Intermediate Similarity NPC475035
0.7246 Intermediate Similarity NPC475221
0.7237 Intermediate Similarity NPC49302
0.7237 Intermediate Similarity NPC51809
0.7237 Intermediate Similarity NPC125365
0.7237 Intermediate Similarity NPC474818
0.7237 Intermediate Similarity NPC176329
0.7237 Intermediate Similarity NPC315394
0.7237 Intermediate Similarity NPC275530
0.7231 Intermediate Similarity NPC86948
0.7231 Intermediate Similarity NPC230296
0.7215 Intermediate Similarity NPC310450
0.7215 Intermediate Similarity NPC11383
0.7215 Intermediate Similarity NPC475046
0.7215 Intermediate Similarity NPC474959
0.7206 Intermediate Similarity NPC325929
0.7206 Intermediate Similarity NPC66460
0.7206 Intermediate Similarity NPC271282
0.7206 Intermediate Similarity NPC113293
0.7183 Intermediate Similarity NPC203335
0.7164 Intermediate Similarity NPC318306
0.7164 Intermediate Similarity NPC82465
0.7164 Intermediate Similarity NPC322186
0.716 Intermediate Similarity NPC475034
0.716 Intermediate Similarity NPC470124
0.716 Intermediate Similarity NPC11804
0.716 Intermediate Similarity NPC471494
0.7143 Intermediate Similarity NPC221095
0.7143 Intermediate Similarity NPC3952
0.7143 Intermediate Similarity NPC209135
0.7143 Intermediate Similarity NPC182292
0.7143 Intermediate Similarity NPC182794
0.7143 Intermediate Similarity NPC474816
0.7143 Intermediate Similarity NPC477314
0.7143 Intermediate Similarity NPC279214
0.7125 Intermediate Similarity NPC229799
0.7125 Intermediate Similarity NPC286770
0.7125 Intermediate Similarity NPC16488
0.7125 Intermediate Similarity NPC284472
0.7123 Intermediate Similarity NPC4299
0.7121 Intermediate Similarity NPC323436
0.7121 Intermediate Similarity NPC472445
0.7121 Intermediate Similarity NPC44542
0.7108 Intermediate Similarity NPC470137
0.7105 Intermediate Similarity NPC68819
0.7105 Intermediate Similarity NPC190400
0.7105 Intermediate Similarity NPC49392
0.7101 Intermediate Similarity NPC475073
0.7089 Intermediate Similarity NPC315731
0.7089 Intermediate Similarity NPC150502
0.7073 Intermediate Similarity NPC311163
0.7073 Intermediate Similarity NPC315395
0.7073 Intermediate Similarity NPC316426
0.7067 Intermediate Similarity NPC474545
0.7067 Intermediate Similarity NPC470686
0.7059 Intermediate Similarity NPC79756
0.7059 Intermediate Similarity NPC471278
0.7051 Intermediate Similarity NPC226226
0.7051 Intermediate Similarity NPC55304
0.7051 Intermediate Similarity NPC473947
0.7051 Intermediate Similarity NPC99651
0.7042 Intermediate Similarity NPC248125
0.7037 Intermediate Similarity NPC266718
0.7037 Intermediate Similarity NPC78673
0.7037 Intermediate Similarity NPC160517

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC96414 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
0.7273 Intermediate Similarity NPD585 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6812 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6109 Phase 1
0.6765 Remote Similarity NPD69 Approved
0.6765 Remote Similarity NPD9119 Approved
0.6712 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6618 Remote Similarity NPD9118 Approved
0.6552 Remote Similarity NPD7838 Discovery
0.6438 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6413 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6364 Remote Similarity NPD46 Approved
0.6364 Remote Similarity NPD6698 Approved
0.6277 Remote Similarity NPD5344 Discontinued
0.6237 Remote Similarity NPD4225 Approved
0.6212 Remote Similarity NPD6927 Phase 3
0.618 Remote Similarity NPD5785 Approved
0.6173 Remote Similarity NPD4756 Discovery
0.6154 Remote Similarity NPD4220 Pre-registration
0.6145 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6081 Remote Similarity NPD3197 Phase 1
0.6022 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6 Remote Similarity NPD6648 Approved
0.6 Remote Similarity NPD5343 Approved
0.5977 Remote Similarity NPD5363 Approved
0.5938 Remote Similarity NPD39 Approved
0.5938 Remote Similarity NPD4222 Approved
0.5938 Remote Similarity NPD4265 Approved
0.593 Remote Similarity NPD7154 Phase 3
0.5909 Remote Similarity NPD3173 Approved
0.5904 Remote Similarity NPD4268 Approved
0.5904 Remote Similarity NPD4271 Approved
0.5814 Remote Similarity NPD5209 Approved
0.5781 Remote Similarity NPD6096 Approved
0.5781 Remote Similarity NPD6097 Approved
0.5765 Remote Similarity NPD4821 Approved
0.5765 Remote Similarity NPD4819 Approved
0.5765 Remote Similarity NPD4822 Approved
0.5765 Remote Similarity NPD4820 Approved
0.5765 Remote Similarity NPD4252 Approved
0.5761 Remote Similarity NPD7983 Approved
0.5747 Remote Similarity NPD5362 Discontinued
0.5747 Remote Similarity NPD6110 Phase 1
0.5745 Remote Similarity NPD1698 Clinical (unspecified phase)
0.573 Remote Similarity NPD4249 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5692 Remote Similarity NPD9090 Phase 3
0.5667 Remote Similarity NPD9115 Approved
0.5667 Remote Similarity NPD4250 Approved
0.5667 Remote Similarity NPD4251 Approved
0.5658 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5657 Remote Similarity NPD1407 Approved
0.5632 Remote Similarity NPD4269 Approved
0.5632 Remote Similarity NPD4270 Approved
0.5625 Remote Similarity NPD9411 Phase 1
0.5625 Remote Similarity NPD5326 Phase 3
0.5618 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5607 Remote Similarity NPD7115 Discovery
0.56 Remote Similarity NPD4192 Approved
0.56 Remote Similarity NPD4193 Approved
0.56 Remote Similarity NPD4191 Approved
0.56 Remote Similarity NPD368 Approved
0.56 Remote Similarity NPD4194 Approved

Structure

External Identifiers

PubChem CID   10400831
ChEMBL   CHEMBL482600
ZINC  

Physicochemical Properties

Molecular Weight:  268.13
ALogP:  -0.7676
MLogP:  2.45
XLogP:  2.458
# Rotatable Bonds:  10
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  19

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