Natural Product: NPC471223

Natural Product ID:  NPC471223
Common Name:   Nemoralisin B
IUPAC Name:   (2R)-2-[(E,3S,6R)-6-(5,5-dimethyl-4-oxofuran-2-yl)-3-hydroxy-2-methylhept-1-enyl]-4-methyl-2,3-dihydropyran-6-one
Synonyms:  
Molecular Formula:   C20H28O5
Standard InCHIKey:  MVGBWGQAUHVNGU-PAAVRJFSSA-N
Standard InCHI:  InChI=1S/C20H28O5/c1-12-8-15(24-19(23)9-12)10-14(3)16(21)7-6-13(2)17-11-18(22)20(4,5)25-17/h9-11,13,15-16,21H,6-8H2,1-5H3/b14-10+/t13-,15-,16+/m1/s1
Canonical SMILES:  CC1=CC(=O)O[C@H](C1)/C=C(/[C@H](CC[C@H](C1=CC(=O)C(O1)(C)C)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
NPO3063 Aphanamixis grandifolia Species Meliaceae Eukaryota Fruits PMID[23772699]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 3620 nM 24467317
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 670 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 = 1800 nM DrugMatrix in vitro pharmacology data

  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 NPC471223 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
1.0 High Similarity NPC67081
0.8987 High Similarity NPC471225
0.8276 Intermediate Similarity NPC186332
0.8276 Intermediate Similarity NPC47220
0.8161 Intermediate Similarity NPC242233
0.8118 Intermediate Similarity NPC112868
0.8072 Intermediate Similarity NPC315394
0.8021 Intermediate Similarity NPC303653
0.8021 Intermediate Similarity NPC140591
0.8021 Intermediate Similarity NPC189609
0.8021 Intermediate Similarity NPC291500
0.8021 Intermediate Similarity NPC197835
0.7901 Intermediate Similarity NPC477087
0.7901 Intermediate Similarity NPC477086
0.7882 Intermediate Similarity NPC139712
0.7857 Intermediate Similarity NPC84360
0.7816 Intermediate Similarity NPC123908
0.7816 Intermediate Similarity NPC10080
0.7805 Intermediate Similarity NPC477085
0.7778 Intermediate Similarity NPC160138
0.7778 Intermediate Similarity NPC315285
0.7778 Intermediate Similarity NPC315597
0.7753 Intermediate Similarity NPC471494
0.7732 Intermediate Similarity NPC469851
0.7711 Intermediate Similarity NPC470686
0.7708 Intermediate Similarity NPC300584
0.7667 Intermediate Similarity NPC261721
0.7654 Intermediate Similarity NPC151481
0.7609 Intermediate Similarity NPC307092
0.7609 Intermediate Similarity NPC295312
0.76 Intermediate Similarity NPC469852
0.7561 Intermediate Similarity NPC4299
0.7561 Intermediate Similarity NPC59558
0.7531 Intermediate Similarity NPC313444
0.7529 Intermediate Similarity NPC469880
0.7528 Intermediate Similarity NPC44261
0.7528 Intermediate Similarity NPC474809
0.7528 Intermediate Similarity NPC250315
0.7527 Intermediate Similarity NPC144133
0.7527 Intermediate Similarity NPC475855
0.7527 Intermediate Similarity NPC179394
0.7525 Intermediate Similarity NPC232969
0.7525 Intermediate Similarity NPC199107
0.75 Intermediate Similarity NPC288350
0.75 Intermediate Similarity NPC473658
0.75 Intermediate Similarity NPC173329
0.75 Intermediate Similarity NPC172998
0.75 Intermediate Similarity NPC475944
0.75 Intermediate Similarity NPC301596
0.75 Intermediate Similarity NPC260343
0.75 Intermediate Similarity NPC325031
0.75 Intermediate Similarity NPC299396
0.75 Intermediate Similarity NPC60765
0.7474 Intermediate Similarity NPC469632
0.7473 Intermediate Similarity NPC311163
0.7473 Intermediate Similarity NPC472009
0.7471 Intermediate Similarity NPC86971
0.7447 Intermediate Similarity NPC166110
0.7447 Intermediate Similarity NPC158061
0.7444 Intermediate Similarity NPC474251
0.7444 Intermediate Similarity NPC186155
0.7444 Intermediate Similarity NPC160517
0.7444 Intermediate Similarity NPC78673
0.7442 Intermediate Similarity NPC477203
0.7442 Intermediate Similarity NPC475711
0.7439 Intermediate Similarity NPC101622
0.7423 Intermediate Similarity NPC20066
0.7419 Intermediate Similarity NPC133450
0.7419 Intermediate Similarity NPC51358
0.7412 Intermediate Similarity NPC329852
0.7396 Intermediate Similarity NPC473334
0.7396 Intermediate Similarity NPC273197
0.7396 Intermediate Similarity NPC234339
0.7391 Intermediate Similarity NPC316138
0.7391 Intermediate Similarity NPC313658
0.7391 Intermediate Similarity NPC472007
0.7391 Intermediate Similarity NPC45409
0.7381 Intermediate Similarity NPC327383
0.7381 Intermediate Similarity NPC185186
0.7379 Intermediate Similarity NPC38154
0.7368 Intermediate Similarity NPC228451
0.7368 Intermediate Similarity NPC248193
0.7368 Intermediate Similarity NPC125674
0.7368 Intermediate Similarity NPC29798
0.7368 Intermediate Similarity NPC59646
0.7368 Intermediate Similarity NPC475838
0.7368 Intermediate Similarity NPC282644
0.7368 Intermediate Similarity NPC476049
0.7363 Intermediate Similarity NPC215364
0.7356 Intermediate Similarity NPC474816
0.7356 Intermediate Similarity NPC93763
0.7356 Intermediate Similarity NPC108816
0.7356 Intermediate Similarity NPC209135
0.7353 Intermediate Similarity NPC469853
0.7349 Intermediate Similarity NPC316029
0.734 Intermediate Similarity NPC475879
0.734 Intermediate Similarity NPC3436
0.734 Intermediate Similarity NPC473448
0.734 Intermediate Similarity NPC3952
0.734 Intermediate Similarity NPC166554
0.734 Intermediate Similarity NPC177668
0.734 Intermediate Similarity NPC476004
0.734 Intermediate Similarity NPC474761
0.7333 Intermediate Similarity NPC116543
0.7333 Intermediate Similarity NPC66108
0.7326 Intermediate Similarity NPC477202
0.732 Intermediate Similarity NPC473333
0.7317 Intermediate Similarity NPC238223
0.7312 Intermediate Similarity NPC26078
0.7312 Intermediate Similarity NPC472008
0.7303 Intermediate Similarity NPC8538
0.7303 Intermediate Similarity NPC184208
0.7303 Intermediate Similarity NPC315731
0.7292 Intermediate Similarity NPC121825
0.7292 Intermediate Similarity NPC470521
0.7292 Intermediate Similarity NPC474247
0.7283 Intermediate Similarity NPC291712
0.7283 Intermediate Similarity NPC122502
0.7283 Intermediate Similarity NPC471219
0.7283 Intermediate Similarity NPC61527
0.7273 Intermediate Similarity NPC477088
0.7273 Intermediate Similarity NPC5908
0.7273 Intermediate Similarity NPC110373
0.7273 Intermediate Similarity NPC80471
0.7273 Intermediate Similarity NPC54705
0.7273 Intermediate Similarity NPC55304
0.7273 Intermediate Similarity NPC226226
0.7264 Intermediate Similarity NPC321496
0.7263 Intermediate Similarity NPC470520
0.7263 Intermediate Similarity NPC32552
0.7262 Intermediate Similarity NPC477084
0.7255 Intermediate Similarity NPC472749
0.7255 Intermediate Similarity NPC472751
0.7253 Intermediate Similarity NPC475706
0.7253 Intermediate Similarity NPC31086
0.7245 Intermediate Similarity NPC208094
0.7245 Intermediate Similarity NPC2666
0.7245 Intermediate Similarity NPC205143
0.7241 Intermediate Similarity NPC262747
0.7241 Intermediate Similarity NPC320630
0.7241 Intermediate Similarity NPC7563
0.7241 Intermediate Similarity NPC116177
0.7241 Intermediate Similarity NPC316324
0.7234 Intermediate Similarity NPC142159
0.7234 Intermediate Similarity NPC95364
0.7234 Intermediate Similarity NPC225283
0.7234 Intermediate Similarity NPC474032
0.7229 Intermediate Similarity NPC232812
0.7229 Intermediate Similarity NPC475004
0.7228 Intermediate Similarity NPC472750
0.7228 Intermediate Similarity NPC472747
0.7228 Intermediate Similarity NPC472755
0.7222 Intermediate Similarity NPC471298
0.7216 Intermediate Similarity NPC300710
0.7216 Intermediate Similarity NPC220221
0.7216 Intermediate Similarity NPC272050
0.7216 Intermediate Similarity NPC304886
0.7209 Intermediate Similarity NPC285840
0.7209 Intermediate Similarity NPC327041
0.7204 Intermediate Similarity NPC199382
0.7204 Intermediate Similarity NPC471055
0.7204 Intermediate Similarity NPC179659
0.7204 Intermediate Similarity NPC471056
0.7204 Intermediate Similarity NPC471796
0.7204 Intermediate Similarity NPC312561
0.7204 Intermediate Similarity NPC471738
0.72 Intermediate Similarity NPC472753
0.72 Intermediate Similarity NPC474339
0.72 Intermediate Similarity NPC476270
0.72 Intermediate Similarity NPC164598
0.7195 Intermediate Similarity NPC472266
0.7195 Intermediate Similarity NPC122627
0.7195 Intermediate Similarity NPC132286
0.7188 Intermediate Similarity NPC475098
0.7188 Intermediate Similarity NPC475912
0.7188 Intermediate Similarity NPC189651
0.7188 Intermediate Similarity NPC109406
0.7188 Intermediate Similarity NPC159092
0.7188 Intermediate Similarity NPC469645
0.7188 Intermediate Similarity NPC472196
0.7188 Intermediate Similarity NPC472195
0.7188 Intermediate Similarity NPC238090
0.7188 Intermediate Similarity NPC469692
0.7174 Intermediate Similarity NPC261380
0.7174 Intermediate Similarity NPC130030
0.7174 Intermediate Similarity NPC21469
0.7174 Intermediate Similarity NPC137033
0.7174 Intermediate Similarity NPC11804
0.7172 Intermediate Similarity NPC475653
0.7172 Intermediate Similarity NPC203627
0.716 Intermediate Similarity NPC471556
0.716 Intermediate Similarity NPC282760
0.7159 Intermediate Similarity NPC248775
0.7159 Intermediate Similarity NPC267231
0.7158 Intermediate Similarity NPC281942
0.7158 Intermediate Similarity NPC316228
0.7158 Intermediate Similarity NPC71533
0.7158 Intermediate Similarity NPC232426
0.7158 Intermediate Similarity NPC265856
0.7158 Intermediate Similarity NPC106510

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471223 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
0.7158 Intermediate Similarity NPD46 Approved
0.7158 Intermediate Similarity NPD6698 Approved
0.7143 Intermediate Similarity NPD6110 Phase 1
0.7065 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4756 Discovery
0.7 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6979 Remote Similarity NPD7838 Discovery
0.6957 Remote Similarity NPD7154 Phase 3
0.6915 Remote Similarity NPD4249 Approved
0.6842 Remote Similarity NPD4250 Approved
0.6842 Remote Similarity NPD4251 Approved
0.6768 Remote Similarity NPD5282 Discontinued
0.6765 Remote Similarity NPD7640 Approved
0.6765 Remote Similarity NPD7639 Approved
0.6747 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5344 Discontinued
0.6697 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD7638 Approved
0.6633 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6542 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6371 Approved
0.6505 Remote Similarity NPD4225 Approved
0.6471 Remote Similarity NPD3704 Approved
0.6458 Remote Similarity NPD5363 Approved
0.6458 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4822 Approved
0.6452 Remote Similarity NPD4821 Approved
0.6452 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4819 Approved
0.6452 Remote Similarity NPD4820 Approved
0.6442 Remote Similarity NPD6648 Approved
0.6421 Remote Similarity NPD5362 Discontinued
0.64 Remote Similarity NPD7637 Suspended
0.64 Remote Similarity NPD7983 Approved
0.6337 Remote Similarity NPD5779 Approved
0.6337 Remote Similarity NPD5778 Approved
0.633 Remote Similarity NPD6686 Approved
0.6316 Remote Similarity NPD4270 Approved
0.6316 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4269 Approved
0.6311 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6289 Remote Similarity NPD1733 Clinical (unspecified phase)
0.625 Remote Similarity NPD6083 Phase 2
0.625 Remote Similarity NPD6084 Phase 2
0.625 Remote Similarity NPD5332 Approved
0.625 Remote Similarity NPD5331 Approved
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4271 Approved
0.6237 Remote Similarity NPD4268 Approved
0.6224 Remote Similarity NPD5786 Approved
0.6214 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5695 Phase 3
0.6211 Remote Similarity NPD5369 Approved
0.6211 Remote Similarity NPD4790 Discontinued
0.6168 Remote Similarity NPD7632 Discontinued
0.6154 Remote Similarity NPD7839 Suspended
0.6146 Remote Similarity NPD5209 Approved
0.6105 Remote Similarity NPD4252 Approved
0.6082 Remote Similarity NPD6695 Phase 3
0.6078 Remote Similarity NPD5693 Phase 1
0.604 Remote Similarity NPD1695 Approved
0.6038 Remote Similarity NPD5696 Approved
0.6034 Remote Similarity NPD7115 Discovery
0.6023 Remote Similarity NPD4247 Clinical (unspecified phase)
0.602 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6 Remote Similarity NPD368 Approved
0.6 Remote Similarity NPD4211 Phase 1
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD6402 Approved
0.5982 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5979 Remote Similarity NPD6435 Approved
0.5966 Remote Similarity NPD7503 Approved
0.596 Remote Similarity NPD1696 Phase 3
0.596 Remote Similarity NPD1694 Approved
0.5946 Remote Similarity NPD5701 Approved
0.5946 Remote Similarity NPD5697 Approved
0.5941 Remote Similarity NPD6672 Approved
0.5941 Remote Similarity NPD5737 Approved
0.593 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5929 Remote Similarity NPD2067 Discontinued
0.5922 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5909 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5904 Remote Similarity NPD8779 Phase 3
0.5893 Remote Similarity NPD7320 Approved
0.5893 Remote Similarity NPD6011 Approved
0.5893 Remote Similarity NPD6899 Approved
0.5893 Remote Similarity NPD6881 Approved
0.5882 Remote Similarity NPD5370 Suspended
0.5882 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7328 Approved
0.5847 Remote Similarity NPD7327 Approved
0.5842 Remote Similarity NPD7750 Discontinued
0.5842 Remote Similarity NPD7524 Approved
0.5841 Remote Similarity NPD6014 Approved
0.5841 Remote Similarity NPD6372 Approved
0.5841 Remote Similarity NPD6013 Approved
0.5841 Remote Similarity NPD6012 Approved
0.5841 Remote Similarity NPD6373 Approved
0.5833 Remote Similarity NPD8513 Phase 3
0.5833 Remote Similarity NPD69 Approved
0.5833 Remote Similarity NPD8033 Approved
0.5833 Remote Similarity NPD9119 Approved
0.5818 Remote Similarity NPD6647 Phase 2
0.5798 Remote Similarity NPD7516 Approved
0.5789 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7290 Approved
0.5789 Remote Similarity NPD7102 Approved
0.5789 Remote Similarity NPD6883 Approved
0.5785 Remote Similarity NPD8080 Discontinued
0.5776 Remote Similarity NPD4632 Approved
0.5773 Remote Similarity NPD7332 Phase 2
0.5773 Remote Similarity NPD5368 Approved
0.5773 Remote Similarity NPD4695 Discontinued
0.5773 Remote Similarity NPD6931 Approved
0.5773 Remote Similarity NPD7514 Phase 3
0.5773 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5773 Remote Similarity NPD6930 Phase 2
0.5763 Remote Similarity NPD6009 Approved
0.575 Remote Similarity NPD8377 Approved
0.575 Remote Similarity NPD6319 Approved
0.575 Remote Similarity NPD8294 Approved
0.5745 Remote Similarity NPD8039 Approved
0.5743 Remote Similarity NPD5279 Phase 3
0.5739 Remote Similarity NPD6847 Approved
0.5739 Remote Similarity NPD6650 Approved
0.5739 Remote Similarity NPD6617 Approved
0.5739 Remote Similarity NPD6649 Approved
0.5739 Remote Similarity NPD8130 Phase 1
0.5739 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6869 Approved
0.573 Remote Similarity NPD7331 Phase 2
0.5728 Remote Similarity NPD6051 Approved
0.5728 Remote Similarity NPD6904 Approved
0.5728 Remote Similarity NPD6080 Approved
0.5728 Remote Similarity NPD6673 Approved
0.5728 Remote Similarity NPD4753 Phase 2
0.5728 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5728 Remote Similarity NPD6101 Approved
0.5714 Remote Similarity NPD9118 Approved
0.5714 Remote Similarity NPD6399 Phase 3
0.5702 Remote Similarity NPD8517 Approved
0.5702 Remote Similarity NPD5983 Phase 2
0.5702 Remote Similarity NPD8380 Approved
0.5702 Remote Similarity NPD8296 Approved
0.5702 Remote Similarity NPD8379 Approved
0.5702 Remote Similarity NPD8378 Approved
0.5702 Remote Similarity NPD8515 Approved
0.5702 Remote Similarity NPD8516 Approved
0.5702 Remote Similarity NPD8335 Approved
0.5699 Remote Similarity NPD4732 Discontinued
0.569 Remote Similarity NPD8297 Approved
0.569 Remote Similarity NPD6882 Approved
0.5682 Remote Similarity NPD3197 Phase 1
0.5678 Remote Similarity NPD690 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5692 Phase 3
0.567 Remote Similarity NPD6929 Approved
0.5669 Remote Similarity NPD7260 Phase 2
0.5663 Remote Similarity NPD342 Phase 1
0.566 Remote Similarity NPD7748 Approved
0.5647 Remote Similarity NPD6109 Phase 1
0.5645 Remote Similarity NPD7507 Approved
0.563 Remote Similarity NPD7505 Discontinued
0.5625 Remote Similarity NPD6925 Approved
0.5625 Remote Similarity NPD5776 Phase 2
0.562 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5619 Remote Similarity NPD7087 Discontinued
0.5619 Remote Similarity NPD7515 Phase 2
0.5619 Remote Similarity NPD6050 Approved
0.5619 Remote Similarity NPD5694 Approved
0.5619 Remote Similarity NPD6411 Approved
0.561 Remote Similarity NPD7604 Phase 2
0.5603 Remote Similarity NPD2204 Approved

Structure

External Identifiers

PubChem CID   71726329
ChEMBL   CHEMBL2392318
ZINC  

Physicochemical Properties

Molecular Weight:  348.19
ALogP:  1.3234
MLogP:  3.11
XLogP:  1.897
# Rotatable Bonds:  12
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  25

Download Data

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