Natural Product: NPC283502

Natural Product ID:  NPC283502
Common Name:   Menzoquinone
IUPAC Name:   (2E,6E,10E,14E)-2,6,10,14-tetramethyl-16-(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)hexadeca-2,6,10,14-tetraenoic acid
Synonyms:   Menzoquinone
Molecular Formula:   C27H36O4
Standard InCHIKey:  QOEFPFBYOGNVTJ-XLSBHEENSA-N
Standard InCHI:  InChI=1S/C27H36O4/c1-19(9-6-10-20(2)13-8-14-22(4)27(30)31)11-7-12-21(3)15-16-24-18-25(28)17-23(5)26(24)29/h10-11,14-15,17-18H,6-9,12-13,16H2,1-5H3,(H,30,31)/b19-11+,20-10+,21-15+,22-14+
Canonical SMILES:  C/C(=CCC/C(=C/CC1=CC(=O)C=C(C1=O)C)/C)/CC/C=C(/CC/C=C(/C(=O)O)C)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
NPO32988 antarctic peninsula Species NA NA PMID[15332845]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 6 mm 19618898
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 8 mm 23886345
NPT1531 Organism Enterococcus faecium Enterococcus faecium IZ = 7 mm 20825224

  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 NPC283502 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
0.8276 Intermediate Similarity NPC268185
0.8113 Intermediate Similarity NPC308331
0.7966 Intermediate Similarity NPC293437
0.7966 Intermediate Similarity NPC249850
0.7925 Intermediate Similarity NPC191337
0.7869 Intermediate Similarity NPC79756
0.7857 Intermediate Similarity NPC43053
0.7833 Intermediate Similarity NPC254095
0.7833 Intermediate Similarity NPC471619
0.7759 Intermediate Similarity NPC474127
0.7736 Intermediate Similarity NPC477686
0.7736 Intermediate Similarity NPC6963
0.7736 Intermediate Similarity NPC304079
0.7667 Intermediate Similarity NPC135863
0.7541 Intermediate Similarity NPC223679
0.7541 Intermediate Similarity NPC21946
0.75 Intermediate Similarity NPC267110
0.7458 Intermediate Similarity NPC322461
0.7458 Intermediate Similarity NPC189677
0.7455 Intermediate Similarity NPC87137
0.7424 Intermediate Similarity NPC254886
0.7424 Intermediate Similarity NPC203335
0.7419 Intermediate Similarity NPC86789
0.7419 Intermediate Similarity NPC82465
0.7377 Intermediate Similarity NPC294938
0.7377 Intermediate Similarity NPC129150
0.7368 Intermediate Similarity NPC15325
0.7368 Intermediate Similarity NPC221467
0.7344 Intermediate Similarity NPC68110
0.7213 Intermediate Similarity NPC325977
0.7206 Intermediate Similarity NPC236208
0.7188 Intermediate Similarity NPC263732
0.7164 Intermediate Similarity NPC106613
0.7143 Intermediate Similarity NPC238948
0.7143 Intermediate Similarity NPC12815
0.7143 Intermediate Similarity NPC215745
0.7143 Intermediate Similarity NPC274927
0.7143 Intermediate Similarity NPC106851
0.7121 Intermediate Similarity NPC471556
0.7119 Intermediate Similarity NPC137396
0.7101 Intermediate Similarity NPC203819
0.7083 Intermediate Similarity NPC16279
0.7083 Intermediate Similarity NPC205615
0.7083 Intermediate Similarity NPC256640
0.7077 Intermediate Similarity NPC322457
0.7069 Intermediate Similarity NPC225974
0.7069 Intermediate Similarity NPC118788
0.7067 Intermediate Similarity NPC474980
0.7042 Intermediate Similarity NPC227396
0.7042 Intermediate Similarity NPC160540
0.7018 Intermediate Similarity NPC91495
0.7015 Intermediate Similarity NPC137163
0.7015 Intermediate Similarity NPC100719
0.7015 Intermediate Similarity NPC142423
0.7015 Intermediate Similarity NPC166791
0.7015 Intermediate Similarity NPC308294
0.7015 Intermediate Similarity NPC322035
0.7 Intermediate Similarity NPC67076
0.7 Intermediate Similarity NPC319163
0.7 Intermediate Similarity NPC217188
0.6984 Remote Similarity NPC474084
0.6984 Remote Similarity NPC34416
0.6981 Remote Similarity NPC111474
0.697 Remote Similarity NPC150162
0.697 Remote Similarity NPC7029
0.6964 Remote Similarity NPC166788
0.6957 Remote Similarity NPC143396
0.6949 Remote Similarity NPC15129
0.6944 Remote Similarity NPC166018
0.6944 Remote Similarity NPC225665
0.6944 Remote Similarity NPC476346
0.6944 Remote Similarity NPC169056
0.6935 Remote Similarity NPC324224
0.6935 Remote Similarity NPC472808
0.6923 Remote Similarity NPC40082
0.6923 Remote Similarity NPC317025
0.6923 Remote Similarity NPC26810
0.6923 Remote Similarity NPC317177
0.6923 Remote Similarity NPC329416
0.6923 Remote Similarity NPC326645
0.6923 Remote Similarity NPC64985
0.6909 Remote Similarity NPC270796
0.6901 Remote Similarity NPC56747
0.6901 Remote Similarity NPC109576
0.6901 Remote Similarity NPC180015
0.6901 Remote Similarity NPC130016
0.6897 Remote Similarity NPC137419
0.6897 Remote Similarity NPC122212
0.6875 Remote Similarity NPC329249
0.6875 Remote Similarity NPC322186
0.6875 Remote Similarity NPC329550
0.6866 Remote Similarity NPC471565
0.6866 Remote Similarity NPC471566
0.6866 Remote Similarity NPC273600
0.6866 Remote Similarity NPC282760
0.6852 Remote Similarity NPC221250
0.6849 Remote Similarity NPC4492
0.6849 Remote Similarity NPC51391
0.6842 Remote Similarity NPC8610
0.6842 Remote Similarity NPC128280
0.6842 Remote Similarity NPC262558
0.6825 Remote Similarity NPC71755
0.6818 Remote Similarity NPC190049
0.6818 Remote Similarity NPC53109
0.6818 Remote Similarity NPC477830
0.6818 Remote Similarity NPC477707
0.6818 Remote Similarity NPC143168
0.6786 Remote Similarity NPC25771
0.678 Remote Similarity NPC236338
0.678 Remote Similarity NPC228776
0.678 Remote Similarity NPC288381
0.678 Remote Similarity NPC20934
0.678 Remote Similarity NPC59051
0.6769 Remote Similarity NPC328311
0.6769 Remote Similarity NPC327112
0.6769 Remote Similarity NPC122521
0.6769 Remote Similarity NPC235242
0.6769 Remote Similarity NPC251042
0.6769 Remote Similarity NPC174447
0.6765 Remote Similarity NPC475555
0.6765 Remote Similarity NPC81907
0.6765 Remote Similarity NPC146811
0.6765 Remote Similarity NPC259156
0.6765 Remote Similarity NPC242945
0.6765 Remote Similarity NPC475675
0.6761 Remote Similarity NPC21944
0.6761 Remote Similarity NPC133253
0.6761 Remote Similarity NPC316185
0.6753 Remote Similarity NPC472867
0.6753 Remote Similarity NPC142253
0.6753 Remote Similarity NPC3511
0.6753 Remote Similarity NPC472239
0.6719 Remote Similarity NPC320421
0.6714 Remote Similarity NPC67608
0.6714 Remote Similarity NPC151481
0.6714 Remote Similarity NPC136473
0.6714 Remote Similarity NPC475982
0.6712 Remote Similarity NPC260396
0.6712 Remote Similarity NPC315552
0.6711 Remote Similarity NPC160582
0.6709 Remote Similarity NPC8571
0.6709 Remote Similarity NPC77971
0.6667 Remote Similarity NPC122627
0.6667 Remote Similarity NPC8270
0.6667 Remote Similarity NPC279532
0.6667 Remote Similarity NPC160628
0.6667 Remote Similarity NPC153660
0.6667 Remote Similarity NPC270706
0.6667 Remote Similarity NPC3856
0.6667 Remote Similarity NPC276336
0.6667 Remote Similarity NPC192006
0.6667 Remote Similarity NPC284006
0.6667 Remote Similarity NPC178586
0.6667 Remote Similarity NPC49019
0.6667 Remote Similarity NPC279639
0.6667 Remote Similarity NPC269737
0.6667 Remote Similarity NPC151648
0.6667 Remote Similarity NPC117572
0.6667 Remote Similarity NPC477458
0.6667 Remote Similarity NPC477201
0.6667 Remote Similarity NPC48162
0.6622 Remote Similarity NPC203277
0.662 Remote Similarity NPC59558
0.662 Remote Similarity NPC318766
0.662 Remote Similarity NPC94743
0.662 Remote Similarity NPC291062
0.662 Remote Similarity NPC315597
0.662 Remote Similarity NPC67183
0.662 Remote Similarity NPC202011
0.6618 Remote Similarity NPC96414
0.6618 Remote Similarity NPC7940
0.6618 Remote Similarity NPC107258
0.6618 Remote Similarity NPC470688
0.6615 Remote Similarity NPC322002
0.6615 Remote Similarity NPC318306
0.6613 Remote Similarity NPC154626
0.6613 Remote Similarity NPC218486
0.6613 Remote Similarity NPC478120
0.661 Remote Similarity NPC149821
0.661 Remote Similarity NPC5413
0.6607 Remote Similarity NPC116934
0.6607 Remote Similarity NPC292463
0.6607 Remote Similarity NPC301972
0.6604 Remote Similarity NPC180840
0.6582 Remote Similarity NPC219966
0.6582 Remote Similarity NPC474865
0.6582 Remote Similarity NPC31086
0.6582 Remote Similarity NPC87552
0.6579 Remote Similarity NPC265980
0.6579 Remote Similarity NPC63326
0.6575 Remote Similarity NPC315843
0.6575 Remote Similarity NPC122244
0.6575 Remote Similarity NPC114727
0.6575 Remote Similarity NPC476590
0.6571 Remote Similarity NPC263382
0.6571 Remote Similarity NPC125578
0.6571 Remote Similarity NPC146376
0.6567 Remote Similarity NPC2328
0.6567 Remote Similarity NPC155849
0.6562 Remote Similarity NPC224103

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC283502 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
0.75 Intermediate Similarity NPD4220 Pre-registration
0.7273 Intermediate Similarity NPD39 Approved
0.7222 Intermediate Similarity NPD9411 Phase 1
0.7222 Intermediate Similarity NPD4756 Discovery
0.6923 Remote Similarity NPD4191 Approved
0.6923 Remote Similarity NPD4192 Approved
0.6923 Remote Similarity NPD4194 Approved
0.6923 Remote Similarity NPD4193 Approved
0.6909 Remote Similarity NPD5326 Phase 3
0.6818 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6792 Remote Similarity NPD5783 Phase 3
0.6769 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6927 Phase 3
0.6667 Remote Similarity NPD4222 Approved
0.661 Remote Similarity NPD3173 Approved
0.6562 Remote Similarity NPD8779 Phase 3
0.6522 Remote Similarity NPD7331 Phase 2
0.6429 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4265 Approved
0.6349 Remote Similarity NPD4266 Approved
0.6349 Remote Similarity NPD3196 Approved
0.6349 Remote Similarity NPD3194 Approved
0.6349 Remote Similarity NPD3195 Phase 2
0.625 Remote Similarity NPD4627 Clinical (unspecified phase)
0.619 Remote Similarity NPD3172 Approved
0.6102 Remote Similarity NPD3174 Discontinued
0.6098 Remote Similarity NPD5363 Approved
0.6056 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6049 Remote Similarity NPD6110 Phase 1
0.6026 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5976 Remote Similarity NPD6400 Clinical (unspecified phase)
0.597 Remote Similarity NPD6109 Phase 1
0.5932 Remote Similarity NPD6096 Approved
0.5932 Remote Similarity NPD6097 Approved
0.5915 Remote Similarity NPD7341 Phase 2
0.5902 Remote Similarity NPD5343 Approved
0.5875 Remote Similarity NPD4252 Approved
0.5873 Remote Similarity NPD29 Approved
0.5873 Remote Similarity NPD28 Approved
0.5833 Remote Similarity NPD3704 Approved
0.5823 Remote Similarity NPD4268 Approved
0.5823 Remote Similarity NPD4271 Approved
0.5775 Remote Similarity NPD3197 Phase 1
0.5775 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5753 Remote Similarity NPD3709 Clinical (unspecified phase)
0.5747 Remote Similarity NPD5785 Approved
0.5732 Remote Similarity NPD4270 Approved
0.5732 Remote Similarity NPD4269 Approved
0.5694 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5679 Remote Similarity NPD4819 Approved
0.5679 Remote Similarity NPD4822 Approved
0.5679 Remote Similarity NPD4695 Discontinued
0.5679 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5679 Remote Similarity NPD4821 Approved
0.5679 Remote Similarity NPD4820 Approved
0.5679 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5663 Remote Similarity NPD7154 Phase 3
0.5663 Remote Similarity NPD5331 Approved
0.5663 Remote Similarity NPD5332 Approved
0.5663 Remote Similarity NPD5362 Discontinued
0.561 Remote Similarity NPD4790 Discontinued

Structure

External Identifiers

PubChem CID   11418850
ChEMBL   CHEMBL455889
ZINC  

Physicochemical Properties

Molecular Weight:  424.26
ALogP:  5.1376
MLogP:  3.99
XLogP:  5.587
# Rotatable Bonds:  18
Polar Surface Area:  71.44
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  31

Download Data

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Structure MOL file  
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Similar NPs/Drugs