Natural Product: NPC474825

Natural Product ID:  NPC474825
Common Name:   14-Deoxy-13(14)-Dehydroterrefuranone
IUPAC Name:   (2S)-2-[(1E,3E)-hexa-1,3-dienyl]-2-methyl-5-[(E)-prop-1-enyl]furan-3-one
Synonyms:  
Molecular Formula:   C14H18O2
Standard InCHIKey:  YSVQGKYAKQHXOG-AWGNNXNXSA-N
Standard InCHI:  InChI=1S/C14H18O2/c1-4-6-7-8-10-14(3)13(15)11-12(16-14)9-5-2/h5-11H,4H2,1-3H3/b7-6+,9-5+,10-8+/t14-/m0/s1
Canonical SMILES:  CC/C=C/C=C/[C@]1(C)OC(=CC1=O)/C=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
NPO31572 Aspergillus sp. Species Aspergillaceae Eukaryota rhizosphere Sonoran Desert PMID[15620238]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 5500 nM 26317881
NPT83 Cell Line MCF7 Homo sapiens IC50 = 11700 nM 26317881
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 6800 nM 17442577
NPT395 Cell Line SF-268 Homo sapiens IC50 = 6800 nM 11908979

  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 NPC474825 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
0.8065 Intermediate Similarity NPC475618
0.7419 Intermediate Similarity NPC133600
0.7361 Intermediate Similarity NPC99182
0.7333 Intermediate Similarity NPC478117
0.7258 Intermediate Similarity NPC189700
0.7213 Intermediate Similarity NPC221763
0.7167 Intermediate Similarity NPC129710
0.7121 Intermediate Similarity NPC220766
0.7077 Intermediate Similarity NPC132243
0.7049 Intermediate Similarity NPC25038
0.7031 Intermediate Similarity NPC130953
0.7015 Intermediate Similarity NPC191233
0.6957 Remote Similarity NPC470693
0.6935 Remote Similarity NPC150717
0.6866 Remote Similarity NPC133904
0.6833 Remote Similarity NPC191643
0.6818 Remote Similarity NPC179087
0.6818 Remote Similarity NPC210303
0.6818 Remote Similarity NPC44343
0.678 Remote Similarity NPC220191
0.6774 Remote Similarity NPC173157
0.6769 Remote Similarity NPC98519
0.6757 Remote Similarity NPC471225
0.6667 Remote Similarity NPC22329
0.6625 Remote Similarity NPC291712
0.6618 Remote Similarity NPC470688
0.6618 Remote Similarity NPC471565
0.6618 Remote Similarity NPC182794
0.6618 Remote Similarity NPC471566
0.6613 Remote Similarity NPC159535
0.6613 Remote Similarity NPC218486
0.6613 Remote Similarity NPC317796
0.6613 Remote Similarity NPC151761
0.6613 Remote Similarity NPC478120
0.661 Remote Similarity NPC234084
0.6567 Remote Similarity NPC473737
0.6557 Remote Similarity NPC46565
0.6557 Remote Similarity NPC229046
0.6515 Remote Similarity NPC309408
0.65 Remote Similarity NPC130030
0.65 Remote Similarity NPC281172
0.65 Remote Similarity NPC15789
0.65 Remote Similarity NPC27264
0.6479 Remote Similarity NPC232812
0.6471 Remote Similarity NPC477456
0.6471 Remote Similarity NPC477457
0.6456 Remote Similarity NPC288281
0.6452 Remote Similarity NPC474805
0.6441 Remote Similarity NPC90490
0.6438 Remote Similarity NPC287878
0.6429 Remote Similarity NPC225272
0.6429 Remote Similarity NPC21998
0.6418 Remote Similarity NPC151648
0.6406 Remote Similarity NPC86948
0.6406 Remote Similarity NPC245002
0.6393 Remote Similarity NPC148056
0.6389 Remote Similarity NPC59558
0.6389 Remote Similarity NPC37929
0.6389 Remote Similarity NPC64234
0.6377 Remote Similarity NPC131174
0.6377 Remote Similarity NPC471556
0.6377 Remote Similarity NPC476589
0.6364 Remote Similarity NPC286189
0.6351 Remote Similarity NPC470686
0.6349 Remote Similarity NPC151923
0.6349 Remote Similarity NPC9611
0.6338 Remote Similarity NPC474823
0.6333 Remote Similarity NPC15912
0.6333 Remote Similarity NPC82446
0.6324 Remote Similarity NPC474774
0.6308 Remote Similarity NPC224103
0.6308 Remote Similarity NPC200831
0.6308 Remote Similarity NPC299369
0.629 Remote Similarity NPC151919
0.6286 Remote Similarity NPC475675
0.6286 Remote Similarity NPC475555
0.6286 Remote Similarity NPC315115
0.625 Remote Similarity NPC475004
0.625 Remote Similarity NPC297280
0.6235 Remote Similarity NPC32944
0.6235 Remote Similarity NPC193396
0.623 Remote Similarity NPC107703
0.623 Remote Similarity NPC236338
0.6216 Remote Similarity NPC316851
0.6212 Remote Similarity NPC474084
0.6212 Remote Similarity NPC281195
0.6207 Remote Similarity NPC106547
0.6197 Remote Similarity NPC122627
0.619 Remote Similarity NPC95364
0.619 Remote Similarity NPC142159
0.6164 Remote Similarity NPC315597
0.6164 Remote Similarity NPC315285
0.6143 Remote Similarity NPC7940
0.6119 Remote Similarity NPC203233
0.6111 Remote Similarity NPC477117
0.6111 Remote Similarity NPC313444
0.6111 Remote Similarity NPC287705
0.6104 Remote Similarity NPC473825
0.6104 Remote Similarity NPC180290
0.6104 Remote Similarity NPC68156
0.6102 Remote Similarity NPC110396
0.6102 Remote Similarity NPC270706
0.6098 Remote Similarity NPC67081
0.6098 Remote Similarity NPC471223
0.6092 Remote Similarity NPC143210
0.6087 Remote Similarity NPC474729
0.6087 Remote Similarity NPC2328
0.6087 Remote Similarity NPC474723
0.6087 Remote Similarity NPC474658
0.6087 Remote Similarity NPC475073
0.6056 Remote Similarity NPC469446
0.6053 Remote Similarity NPC478194
0.6053 Remote Similarity NPC478191
0.6053 Remote Similarity NPC478193
0.6053 Remote Similarity NPC478195
0.6053 Remote Similarity NPC315552
0.6053 Remote Similarity NPC478196
0.6053 Remote Similarity NPC478192
0.6047 Remote Similarity NPC166110
0.6034 Remote Similarity NPC216921
0.6027 Remote Similarity NPC265574
0.6026 Remote Similarity NPC469510
0.6023 Remote Similarity NPC12727
0.6 Remote Similarity NPC128280
0.5977 Remote Similarity NPC248193
0.5972 Remote Similarity NPC203335
0.5968 Remote Similarity NPC275316
0.5968 Remote Similarity NPC221467
0.5949 Remote Similarity NPC271632
0.5946 Remote Similarity NPC316029
0.5942 Remote Similarity NPC68044
0.5942 Remote Similarity NPC15193
0.5938 Remote Similarity NPC477781
0.5938 Remote Similarity NPC168521
0.5938 Remote Similarity NPC45283
0.5938 Remote Similarity NPC477780
0.5932 Remote Similarity NPC75134
0.593 Remote Similarity NPC224270
0.5909 Remote Similarity NPC230296
0.5902 Remote Similarity NPC128520
0.5897 Remote Similarity NPC54996
0.5893 Remote Similarity NPC200147
0.589 Remote Similarity NPC470256
0.589 Remote Similarity NPC276290
0.5882 Remote Similarity NPC473494
0.5867 Remote Similarity NPC5734
0.5862 Remote Similarity NPC32552
0.5862 Remote Similarity NPC57923
0.5857 Remote Similarity NPC151728
0.5857 Remote Similarity NPC57463
0.5854 Remote Similarity NPC475083
0.5846 Remote Similarity NPC474127
0.5833 Remote Similarity NPC37382
0.5833 Remote Similarity NPC248125
0.5833 Remote Similarity NPC470033
0.5833 Remote Similarity NPC26600
0.5833 Remote Similarity NPC47946
0.5833 Remote Similarity NPC16119
0.5821 Remote Similarity NPC223804
0.5821 Remote Similarity NPC71755
0.5811 Remote Similarity NPC476591
0.5811 Remote Similarity NPC88877
0.5806 Remote Similarity NPC91765
0.5806 Remote Similarity NPC313553
0.5806 Remote Similarity NPC126184
0.5806 Remote Similarity NPC135698
0.5797 Remote Similarity NPC429928
0.5797 Remote Similarity NPC79756
0.5789 Remote Similarity NPC215745
0.5789 Remote Similarity NPC238948
0.5789 Remote Similarity NPC12815
0.5789 Remote Similarity NPC111474
0.5781 Remote Similarity NPC106531
0.5778 Remote Similarity NPC172998
0.5778 Remote Similarity NPC299396
0.5778 Remote Similarity NPC301596
0.5775 Remote Similarity NPC114464
0.5775 Remote Similarity NPC53136
0.5775 Remote Similarity NPC173409
0.5775 Remote Similarity NPC474400
0.5775 Remote Similarity NPC34622
0.5769 Remote Similarity NPC4509
0.5769 Remote Similarity NPC263266
0.5758 Remote Similarity NPC474913
0.5753 Remote Similarity NPC132286
0.5753 Remote Similarity NPC474619
0.5738 Remote Similarity NPC262558
0.5738 Remote Similarity NPC8610
0.5738 Remote Similarity NPC197467
0.5738 Remote Similarity NPC100380
0.5735 Remote Similarity NPC139056
0.5735 Remote Similarity NPC254095
0.5732 Remote Similarity NPC471326
0.5732 Remote Similarity NPC16321
0.5732 Remote Similarity NPC221231
0.5732 Remote Similarity NPC94200
0.5732 Remote Similarity NPC268122
0.5714 Remote Similarity NPC118788
0.5714 Remote Similarity NPC217537
0.5714 Remote Similarity NPC122244

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474825 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
0.6308 Remote Similarity NPD8779 Phase 3
0.6094 Remote Similarity NPD539 Approved
0.5862 Remote Similarity NPD9297 Discontinued
0.5862 Remote Similarity NPD9091 Suspended
0.5833 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4220 Pre-registration
0.5696 Remote Similarity NPD4756 Discovery
0.5625 Remote Similarity NPD6927 Phase 3

Structure

External Identifiers

PubChem CID   44575740
ChEMBL   CHEMBL484226
ZINC  

Physicochemical Properties

Molecular Weight:  218.13
ALogP:  1.2572
MLogP:  2.78
XLogP:  3.648
# Rotatable Bonds:  7
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  16

Download Data

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