Natural Product: NPC68282

Natural Product ID:  NPC68282
Common Name:   Maprouneacin
IUPAC Name:  
Synonyms:   Maprouneacin
Molecular Formula:   C40H56O13
Standard InCHIKey:  XVYNJBXBKDCQQP-FGJZNSICSA-N
Standard InCHI:  InChI=1S/C40H56O13/c1-8-9-10-11-12-13-14-15-37-51-33-29-32-36(20-41,50-32)34(45)38(46)26(18-24(6)30(38)44)39(29,52-37)25(19-47-27(42)16-22(2)3)31(49-28(43)17-23(4)5)40(33,53-37)35(7)21-48-35/h12-15,18,22-23,25-26,29,31-34,41,45-46H,8-11,16-17,19-21H2,1-7H3/b13-12+,15-14+/t25-,26-,29+,31+,32+,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1
Canonical SMILES:  CCCCC/C=C/C=C/[C@@]12O[C@H]3[C@@](O1)([C@H]([C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)COC(=O)CC(C)C)OC(=O)CC(C)C)[C@@]1(C)OC1
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
NPO27192 Maprounea africana Species Euphorbiaceae Eukaryota PMID[10075783]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Activity = 0.1 ug 10.6019/CHEMBL1201861
NPT32 Organism Mus musculus Mus musculus Activity = -254 mg/dl 10.6019/CHEMBL1201861
NPT32 Organism Mus musculus Mus musculus Activity = 37.8 ug 10.6019/CHEMBL1201861
NPT32 Organism Mus musculus Mus musculus Activity = -246 mg/dl 23398362

  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 NPC68282 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
0.9839 High Similarity NPC475500
0.9839 High Similarity NPC471136
0.9839 High Similarity NPC473548
0.9839 High Similarity NPC100017
0.9839 High Similarity NPC182266
0.9839 High Similarity NPC471137
0.9839 High Similarity NPC223356
0.9839 High Similarity NPC475154
0.9677 High Similarity NPC475139
0.9677 High Similarity NPC180902
0.9677 High Similarity NPC473485
0.9677 High Similarity NPC474508
0.9597 High Similarity NPC475606
0.9597 High Similarity NPC475314
0.9597 High Similarity NPC251564
0.9597 High Similarity NPC477189
0.9516 High Similarity NPC162495
0.9355 High Similarity NPC475273
0.9355 High Similarity NPC168849
0.9274 High Similarity NPC471939
0.9274 High Similarity NPC217901
0.92 High Similarity NPC471940
0.9134 High Similarity NPC473838
0.9134 High Similarity NPC475389
0.9113 High Similarity NPC473802
0.904 High Similarity NPC473709
0.904 High Similarity NPC473919
0.8976 High Similarity NPC236999
0.8976 High Similarity NPC476091
0.8976 High Similarity NPC476078
0.8538 High Similarity NPC270109
0.845 Intermediate Similarity NPC145238
0.8438 Intermediate Similarity NPC257017
0.8438 Intermediate Similarity NPC162009
0.8425 Intermediate Similarity NPC142882
0.8385 Intermediate Similarity NPC222307
0.8372 Intermediate Similarity NPC472399
0.8295 Intermediate Similarity NPC19464
0.8281 Intermediate Similarity NPC329008
0.8281 Intermediate Similarity NPC317635
0.8244 Intermediate Similarity NPC225049
0.8217 Intermediate Similarity NPC472401
0.8217 Intermediate Similarity NPC52839
0.8203 Intermediate Similarity NPC470186
0.8188 Intermediate Similarity NPC49297
0.8182 Intermediate Similarity NPC298841
0.814 Intermediate Similarity NPC19336
0.814 Intermediate Similarity NPC185876
0.814 Intermediate Similarity NPC157252
0.814 Intermediate Similarity NPC472759
0.814 Intermediate Similarity NPC471126
0.814 Intermediate Similarity NPC329080
0.814 Intermediate Similarity NPC471128
0.814 Intermediate Similarity NPC145182
0.814 Intermediate Similarity NPC475885
0.8125 Intermediate Similarity NPC146280
0.8125 Intermediate Similarity NPC124676
0.8121 Intermediate Similarity NPC181924
0.8088 Intermediate Similarity NPC471234
0.8077 Intermediate Similarity NPC477046
0.8077 Intermediate Similarity NPC102822
0.8074 Intermediate Similarity NPC471855
0.8062 Intermediate Similarity NPC180640
0.8062 Intermediate Similarity NPC156745
0.8062 Intermediate Similarity NPC5989
0.8062 Intermediate Similarity NPC5991
0.8062 Intermediate Similarity NPC236918
0.8062 Intermediate Similarity NPC275696
0.8062 Intermediate Similarity NPC471108
0.8062 Intermediate Similarity NPC255081
0.8062 Intermediate Similarity NPC22628
0.8045 Intermediate Similarity NPC42399
0.803 Intermediate Similarity NPC470922
0.8026 Intermediate Similarity NPC43304
0.8026 Intermediate Similarity NPC477190
0.8026 Intermediate Similarity NPC275477
0.8026 Intermediate Similarity NPC477188
0.8 Intermediate Similarity NPC476852
0.8 Intermediate Similarity NPC472004
0.8 Intermediate Similarity NPC143755
0.7985 Intermediate Similarity NPC473620
0.7984 Intermediate Similarity NPC472758
0.7984 Intermediate Similarity NPC472397
0.7984 Intermediate Similarity NPC171905
0.7984 Intermediate Similarity NPC471125
0.7984 Intermediate Similarity NPC472760
0.7984 Intermediate Similarity NPC284707
0.7974 Intermediate Similarity NPC322420
0.7971 Intermediate Similarity NPC243014
0.797 Intermediate Similarity NPC473635
0.797 Intermediate Similarity NPC181999
0.7969 Intermediate Similarity NPC477509
0.7958 Intermediate Similarity NPC471172
0.7955 Intermediate Similarity NPC469352
0.7953 Intermediate Similarity NPC477126
0.7941 Intermediate Similarity NPC470185
0.7926 Intermediate Similarity NPC231529
0.7926 Intermediate Similarity NPC475371
0.7926 Intermediate Similarity NPC471407
0.7926 Intermediate Similarity NPC470851
0.7926 Intermediate Similarity NPC476851
0.7923 Intermediate Similarity NPC475775
0.7923 Intermediate Similarity NPC472667
0.7923 Intermediate Similarity NPC476529
0.7923 Intermediate Similarity NPC469488
0.7923 Intermediate Similarity NPC476107
0.7919 Intermediate Similarity NPC146310
0.7914 Intermediate Similarity NPC596
0.791 Intermediate Similarity NPC470780
0.791 Intermediate Similarity NPC287423
0.7907 Intermediate Similarity NPC98249
0.7907 Intermediate Similarity NPC153651
0.7907 Intermediate Similarity NPC10721
0.7907 Intermediate Similarity NPC156252
0.7907 Intermediate Similarity NPC58662
0.7907 Intermediate Similarity NPC53396
0.7907 Intermediate Similarity NPC296822
0.7902 Intermediate Similarity NPC194854
0.7902 Intermediate Similarity NPC48813
0.7895 Intermediate Similarity NPC24651
0.7891 Intermediate Similarity NPC73314
0.7883 Intermediate Similarity NPC168879
0.7872 Intermediate Similarity NPC25887
0.7871 Intermediate Similarity NPC61891
0.7868 Intermediate Similarity NPC476862
0.7868 Intermediate Similarity NPC476863
0.7868 Intermediate Similarity NPC471170
0.7868 Intermediate Similarity NPC476855
0.7863 Intermediate Similarity NPC112038
0.7863 Intermediate Similarity NPC48692
0.7863 Intermediate Similarity NPC475003
0.7863 Intermediate Similarity NPC107338
0.7863 Intermediate Similarity NPC109607
0.7852 Intermediate Similarity NPC476859
0.7852 Intermediate Similarity NPC470850
0.7847 Intermediate Similarity NPC16729
0.7847 Intermediate Similarity NPC475462
0.7846 Intermediate Similarity NPC188667
0.7846 Intermediate Similarity NPC204552
0.7842 Intermediate Similarity NPC471089
0.7842 Intermediate Similarity NPC141215
0.7842 Intermediate Similarity NPC190065
0.784 Intermediate Similarity NPC29827
0.7836 Intermediate Similarity NPC293112
0.7829 Intermediate Similarity NPC234858
0.7829 Intermediate Similarity NPC471127
0.7829 Intermediate Similarity NPC474333
0.7829 Intermediate Similarity NPC154363
0.7826 Intermediate Similarity NPC242486
0.7826 Intermediate Similarity NPC15215
0.7826 Intermediate Similarity NPC476823
0.782 Intermediate Similarity NPC67251
0.782 Intermediate Similarity NPC471392
0.782 Intermediate Similarity NPC18945
0.782 Intermediate Similarity NPC265557
0.782 Intermediate Similarity NPC91693
0.782 Intermediate Similarity NPC105926
0.782 Intermediate Similarity NPC11895
0.7817 Intermediate Similarity NPC5153
0.7817 Intermediate Similarity NPC470426
0.7817 Intermediate Similarity NPC48414
0.7812 Intermediate Similarity NPC469496
0.7812 Intermediate Similarity NPC469463
0.7812 Intermediate Similarity NPC469454
0.7812 Intermediate Similarity NPC474937
0.781 Intermediate Similarity NPC102316
0.781 Intermediate Similarity NPC6274
0.781 Intermediate Similarity NPC254614
0.781 Intermediate Similarity NPC472769
0.781 Intermediate Similarity NPC33378
0.781 Intermediate Similarity NPC476193
0.781 Intermediate Similarity NPC100390
0.781 Intermediate Similarity NPC34963
0.781 Intermediate Similarity NPC231240
0.781 Intermediate Similarity NPC254146
0.7803 Intermediate Similarity NPC204731
0.7803 Intermediate Similarity NPC470779
0.7803 Intermediate Similarity NPC310511
0.7794 Intermediate Similarity NPC476854
0.7794 Intermediate Similarity NPC35109
0.7794 Intermediate Similarity NPC175186
0.7794 Intermediate Similarity NPC104382
0.7794 Intermediate Similarity NPC470880
0.7794 Intermediate Similarity NPC473593
0.7794 Intermediate Similarity NPC476966
0.7786 Intermediate Similarity NPC295885
0.7786 Intermediate Similarity NPC19028
0.7786 Intermediate Similarity NPC9674
0.7786 Intermediate Similarity NPC140045
0.7778 Intermediate Similarity NPC305496
0.7778 Intermediate Similarity NPC476008
0.7778 Intermediate Similarity NPC473253
0.7778 Intermediate Similarity NPC470882
0.777 Intermediate Similarity NPC262813
0.7769 Intermediate Similarity NPC287343
0.7769 Intermediate Similarity NPC469684
0.7769 Intermediate Similarity NPC23046
0.7769 Intermediate Similarity NPC470854
0.7769 Intermediate Similarity NPC97908
0.7769 Intermediate Similarity NPC122033

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC68282 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
0.7619 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7537 Intermediate Similarity NPD8515 Approved
0.7537 Intermediate Similarity NPD8517 Approved
0.7537 Intermediate Similarity NPD8513 Phase 3
0.7537 Intermediate Similarity NPD8516 Approved
0.7536 Intermediate Similarity NPD7319 Approved
0.75 Intermediate Similarity NPD7492 Approved
0.7464 Intermediate Similarity NPD7736 Approved
0.7463 Intermediate Similarity NPD6054 Approved
0.7445 Intermediate Similarity NPD6616 Approved
0.7422 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7078 Approved
0.736 Intermediate Similarity NPD5344 Discontinued
0.7353 Intermediate Similarity NPD6370 Approved
0.7319 Intermediate Similarity NPD7507 Approved
0.728 Intermediate Similarity NPD6648 Approved
0.7279 Intermediate Similarity NPD6015 Approved
0.7279 Intermediate Similarity NPD6016 Approved
0.7266 Intermediate Similarity NPD8074 Phase 3
0.7266 Intermediate Similarity NPD8293 Discontinued
0.7239 Intermediate Similarity NPD7115 Discovery
0.7231 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD5988 Approved
0.7206 Intermediate Similarity NPD6059 Approved
0.7206 Intermediate Similarity NPD6319 Approved
0.7176 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD6371 Approved
0.7174 Intermediate Similarity NPD8328 Phase 3
0.7132 Intermediate Similarity NPD7516 Approved
0.7068 Intermediate Similarity NPD8297 Approved
0.7068 Intermediate Similarity NPD6882 Approved
0.7059 Intermediate Similarity NPD7328 Approved
0.7059 Intermediate Similarity NPD7327 Approved
0.7055 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD6686 Approved
0.6992 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6985 Remote Similarity NPD6009 Approved
0.6947 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6929 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6906 Remote Similarity NPD8296 Approved
0.6906 Remote Similarity NPD8378 Approved
0.6906 Remote Similarity NPD8033 Approved
0.6906 Remote Similarity NPD7503 Approved
0.6906 Remote Similarity NPD8335 Approved
0.6906 Remote Similarity NPD8380 Approved
0.6906 Remote Similarity NPD6921 Approved
0.6906 Remote Similarity NPD8379 Approved
0.6889 Remote Similarity NPD4632 Approved
0.6866 Remote Similarity NPD6649 Approved
0.6866 Remote Similarity NPD6650 Approved
0.6861 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6835 Remote Similarity NPD8294 Approved
0.6835 Remote Similarity NPD8377 Approved
0.6825 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7830 Approved
0.6809 Remote Similarity NPD7829 Approved
0.6797 Remote Similarity NPD4225 Approved
0.6774 Remote Similarity NPD46 Approved
0.6774 Remote Similarity NPD6698 Approved
0.6774 Remote Similarity NPD7838 Discovery
0.6767 Remote Similarity NPD6881 Approved
0.6767 Remote Similarity NPD6899 Approved
0.6742 Remote Similarity NPD6008 Approved
0.6741 Remote Similarity NPD8130 Phase 1
0.6736 Remote Similarity NPD6033 Approved
0.672 Remote Similarity NPD7983 Approved
0.6716 Remote Similarity NPD6373 Approved
0.6716 Remote Similarity NPD6372 Approved
0.6705 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6692 Remote Similarity NPD5697 Approved
0.6691 Remote Similarity NPD6053 Discontinued
0.669 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6642 Remote Similarity NPD7320 Approved
0.6642 Remote Similarity NPD8133 Approved
0.6618 Remote Similarity NPD6847 Approved
0.6618 Remote Similarity NPD6617 Approved
0.6618 Remote Similarity NPD6869 Approved
0.6617 Remote Similarity NPD6675 Approved
0.6617 Remote Similarity NPD6402 Approved
0.6617 Remote Similarity NPD7128 Approved
0.6617 Remote Similarity NPD5739 Approved
0.6599 Remote Similarity NPD7260 Phase 2
0.6593 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6593 Remote Similarity NPD6013 Approved
0.6593 Remote Similarity NPD6014 Approved
0.6593 Remote Similarity NPD6012 Approved
0.6573 Remote Similarity NPD7642 Approved
0.656 Remote Similarity NPD1695 Approved
0.6554 Remote Similarity NPD8338 Approved
0.6549 Remote Similarity NPD5983 Phase 2
0.6535 Remote Similarity NPD5778 Approved
0.6535 Remote Similarity NPD5779 Approved
0.6529 Remote Similarity NPD7799 Discontinued
0.6519 Remote Similarity NPD6011 Approved
0.6484 Remote Similarity NPD5282 Discontinued
0.6483 Remote Similarity NPD6336 Discontinued
0.6483 Remote Similarity NPD8451 Approved
0.6457 Remote Similarity NPD8407 Phase 2
0.6444 Remote Similarity NPD5701 Approved
0.6444 Remote Similarity NPD6412 Phase 2
0.6443 Remote Similarity NPD6845 Suspended
0.6438 Remote Similarity NPD8448 Approved
0.6412 Remote Similarity NPD7638 Approved
0.6391 Remote Similarity NPD5211 Phase 2
0.6385 Remote Similarity NPD7839 Suspended
0.6379 Remote Similarity NPD8368 Discontinued
0.6364 Remote Similarity NPD7639 Approved
0.6364 Remote Similarity NPD5286 Approved
0.6364 Remote Similarity NPD7640 Approved
0.6364 Remote Similarity NPD4696 Approved
0.6364 Remote Similarity NPD5285 Approved
0.6319 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6319 Remote Similarity NPD8444 Approved
0.6316 Remote Similarity NPD1700 Approved
0.6309 Remote Similarity NPD8390 Approved
0.6309 Remote Similarity NPD8392 Approved
0.6309 Remote Similarity NPD8391 Approved
0.6309 Remote Similarity NPD5956 Approved
0.6301 Remote Similarity NPD8299 Approved
0.6301 Remote Similarity NPD8341 Approved
0.6301 Remote Similarity NPD8342 Approved
0.6301 Remote Similarity NPD8340 Approved
0.6299 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6101 Approved
0.6296 Remote Similarity NPD5141 Approved
0.6294 Remote Similarity NPD7100 Approved
0.6294 Remote Similarity NPD7101 Approved
0.6269 Remote Similarity NPD5225 Approved
0.6269 Remote Similarity NPD4633 Approved
0.6269 Remote Similarity NPD5224 Approved
0.6269 Remote Similarity NPD5226 Approved
0.6259 Remote Similarity NPD8273 Phase 1
0.6259 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD8415 Approved
0.6224 Remote Similarity NPD7641 Discontinued
0.6224 Remote Similarity NPD6335 Approved
0.6222 Remote Similarity NPD5174 Approved
0.6222 Remote Similarity NPD5175 Approved
0.6212 Remote Similarity NPD4755 Approved
0.6209 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6202 Remote Similarity NPD6411 Approved
0.6197 Remote Similarity NPD6274 Approved
0.6194 Remote Similarity NPD5223 Approved
0.6174 Remote Similarity NPD8336 Approved
0.6174 Remote Similarity NPD8337 Approved
0.6164 Remote Similarity NPD8080 Discontinued
0.6159 Remote Similarity NPD4729 Approved
0.6159 Remote Similarity NPD4730 Approved
0.6154 Remote Similarity NPD6317 Approved
0.6119 Remote Similarity NPD4700 Approved
0.6111 Remote Similarity NPD8434 Phase 2
0.6111 Remote Similarity NPD6314 Approved
0.6111 Remote Similarity NPD6313 Approved
0.6111 Remote Similarity NPD1733 Clinical (unspecified phase)
0.609 Remote Similarity NPD6084 Phase 2
0.609 Remote Similarity NPD6083 Phase 2
0.6077 Remote Similarity NPD7637 Suspended
0.6071 Remote Similarity NPD5250 Approved
0.6071 Remote Similarity NPD5249 Phase 3
0.6071 Remote Similarity NPD5248 Approved
0.6071 Remote Similarity NPD5251 Approved
0.6071 Remote Similarity NPD5247 Approved
0.6044 Remote Similarity NPD8360 Approved
0.6044 Remote Similarity NPD8361 Approved
0.6044 Remote Similarity NPD8435 Approved
0.6023 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6015 Remote Similarity NPD5222 Approved
0.6015 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6015 Remote Similarity NPD5221 Approved
0.6014 Remote Similarity NPD6067 Discontinued
0.6014 Remote Similarity NPD4767 Approved
0.6014 Remote Similarity NPD4768 Approved
0.6 Remote Similarity NPD5785 Approved
0.6 Remote Similarity NPD3168 Discontinued
0.5986 Remote Similarity NPD8269 Approved
0.5986 Remote Similarity NPD6909 Approved
0.5986 Remote Similarity NPD8268 Approved
0.5986 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5986 Remote Similarity NPD8267 Approved
0.5986 Remote Similarity NPD6908 Approved
0.5986 Remote Similarity NPD8266 Approved
0.5984 Remote Similarity NPD1694 Approved
0.5978 Remote Similarity NPD7879 Clinical (unspecified phase)
0.5972 Remote Similarity NPD6868 Approved
0.597 Remote Similarity NPD7902 Approved
0.597 Remote Similarity NPD5173 Approved
0.5966 Remote Similarity NPD3751 Discontinued
0.5954 Remote Similarity NPD6079 Approved
0.5951 Remote Similarity NPD7236 Approved
0.5942 Remote Similarity NPD8170 Clinical (unspecified phase)
0.594 Remote Similarity NPD6356 Clinical (unspecified phase)
0.594 Remote Similarity NPD5695 Phase 3
0.5929 Remote Similarity NPD5128 Approved
0.5926 Remote Similarity NPD5696 Approved
0.5924 Remote Similarity NPD6334 Approved
0.5924 Remote Similarity NPD6333 Approved

Structure

External Identifiers

PubChem CID   44558999
ChEMBL   CHEMBL446510
ZINC  

Physicochemical Properties

Molecular Weight:  744.37
ALogP:  -1.0982
MLogP:  4.43
XLogP:  4.819
# Rotatable Bonds:  27
Polar Surface Area:  183.11
# H-Bond Aceptor:  13
# H-Bond Donor:  3
# Rings:  7
# Heavy Atoms:  53

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