Natural Product: NPC237182

Natural Product ID:  NPC237182
Common Name:   Ipomoeassin D
IUPAC Name:  
Synonyms:   Ipomoeassin D
Molecular Formula:   C44H60O17
Standard InCHIKey:  RGCFRCYTLQGODZ-JRKLWBHCSA-N
Standard InCHI:  InChI=1S/C44H60O17/c1-7-15-30-18-13-10-14-19-32(55-27(5)45)31(47)21-23-34(48)53-24-33-39(59-35(49)22-20-29-16-11-9-12-17-29)40(60-42(52)25(3)8-2)37(51)43(58-33)61-41-36(50)38(56-28(6)46)26(4)54-44(41)57-30/h8-9,11-12,16-17,20,22,26,30,32-33,36-41,43-44,50-51H,7,10,13-15,18-19,21,23-24H2,1-6H3/b22-20+,25-8+/t26-,30+,32+,33-,36+,37-,38+,39-,40-,41-,43+,44+/m1/s1
Canonical SMILES:  CCC[C@H]1CCCCC[C@H](OC(=O)C)C(=O)CCC(=O)OC[C@H]2O[C@@H](O[C@H]3[C@H](O1)O[C@H](C)[C@@H]([C@@H]3O)OC(=O)C)[C@H](O)[C@H]([C@@H]2OC(=O)/C=C/c1ccccc1)OC(=O)/C(=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
NPO17901 Ipomoea squamosa Species Convolvulaceae Eukaryota Leaves Suriname rain forest PMID[15844934]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 35 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 NPC237182 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 NPC226101
0.9917 High Similarity NPC231627
0.9587 High Similarity NPC473881
0.9504 High Similarity NPC141970
0.9504 High Similarity NPC140561
0.9174 High Similarity NPC476096
0.904 High Similarity NPC162925
0.904 High Similarity NPC87153
0.8968 High Similarity NPC28069
0.8968 High Similarity NPC77651
0.8898 High Similarity NPC10883
0.8898 High Similarity NPC198918
0.8898 High Similarity NPC231888
0.8898 High Similarity NPC124878
0.8898 High Similarity NPC10121
0.8898 High Similarity NPC471026
0.8898 High Similarity NPC63404
0.8898 High Similarity NPC92283
0.8898 High Similarity NPC204214
0.8898 High Similarity NPC35338
0.8898 High Similarity NPC290276
0.8828 High Similarity NPC471025
0.876 High Similarity NPC471024
0.874 High Similarity NPC57607
0.8626 High Similarity NPC289415
0.8626 High Similarity NPC319995
0.8605 High Similarity NPC147032
0.8512 High Similarity NPC470825
0.8485 Intermediate Similarity NPC17567
0.8473 Intermediate Similarity NPC301857
0.8264 Intermediate Similarity NPC184633
0.8258 Intermediate Similarity NPC148026
0.8226 Intermediate Similarity NPC474641
0.8214 Intermediate Similarity NPC284957
0.8194 Intermediate Similarity NPC329657
0.8182 Intermediate Similarity NPC114096
0.8168 Intermediate Similarity NPC244454
0.8168 Intermediate Similarity NPC317163
0.8163 Intermediate Similarity NPC477735
0.8162 Intermediate Similarity NPC470143
0.8162 Intermediate Similarity NPC322503
0.816 Intermediate Similarity NPC29607
0.8134 Intermediate Similarity NPC11025
0.8108 Intermediate Similarity NPC477736
0.8092 Intermediate Similarity NPC138798
0.8082 Intermediate Similarity NPC69425
0.8028 Intermediate Similarity NPC111466
0.7987 Intermediate Similarity NPC477467
0.7984 Intermediate Similarity NPC43584
0.7972 Intermediate Similarity NPC40085
0.7972 Intermediate Similarity NPC264270
0.7919 Intermediate Similarity NPC477470
0.7919 Intermediate Similarity NPC477472
0.7919 Intermediate Similarity NPC477474
0.7917 Intermediate Similarity NPC477737
0.7868 Intermediate Similarity NPC27712
0.7863 Intermediate Similarity NPC229600
0.7851 Intermediate Similarity NPC469527
0.7829 Intermediate Similarity NPC475536
0.7829 Intermediate Similarity NPC165234
0.7801 Intermediate Similarity NPC65262
0.7801 Intermediate Similarity NPC101686
0.7801 Intermediate Similarity NPC469364
0.7778 Intermediate Similarity NPC475437
0.7778 Intermediate Similarity NPC295408
0.7778 Intermediate Similarity NPC150893
0.7778 Intermediate Similarity NPC475505
0.7778 Intermediate Similarity NPC475464
0.7778 Intermediate Similarity NPC329960
0.7778 Intermediate Similarity NPC473797
0.7778 Intermediate Similarity NPC473641
0.7778 Intermediate Similarity NPC475300
0.777 Intermediate Similarity NPC136608
0.777 Intermediate Similarity NPC38420
0.7754 Intermediate Similarity NPC475569
0.774 Intermediate Similarity NPC212808
0.7737 Intermediate Similarity NPC473443
0.7724 Intermediate Similarity NPC301946
0.7724 Intermediate Similarity NPC277053
0.7714 Intermediate Similarity NPC169398
0.7698 Intermediate Similarity NPC30563
0.7698 Intermediate Similarity NPC15850
0.7692 Intermediate Similarity NPC102465
0.7681 Intermediate Similarity NPC305162
0.7676 Intermediate Similarity NPC475195
0.7664 Intermediate Similarity NPC225103
0.766 Intermediate Similarity NPC263829
0.7655 Intermediate Similarity NPC471912
0.7655 Intermediate Similarity NPC478250
0.7655 Intermediate Similarity NPC80895
0.7655 Intermediate Similarity NPC293154
0.7643 Intermediate Similarity NPC114116
0.7639 Intermediate Similarity NPC79908
0.7639 Intermediate Similarity NPC475513
0.7639 Intermediate Similarity NPC80098
0.7639 Intermediate Similarity NPC473755
0.7639 Intermediate Similarity NPC182869
0.763 Intermediate Similarity NPC145287
0.7626 Intermediate Similarity NPC80599
0.7626 Intermediate Similarity NPC46137
0.7626 Intermediate Similarity NPC235294
0.7619 Intermediate Similarity NPC276061
0.7619 Intermediate Similarity NPC474148
0.7616 Intermediate Similarity NPC87403
0.7613 Intermediate Similarity NPC471493
0.7609 Intermediate Similarity NPC472388
0.7609 Intermediate Similarity NPC253595
0.7606 Intermediate Similarity NPC471345
0.7603 Intermediate Similarity NPC296659
0.7603 Intermediate Similarity NPC202391
0.76 Intermediate Similarity NPC475407
0.76 Intermediate Similarity NPC20485
0.7591 Intermediate Similarity NPC106677
0.7589 Intermediate Similarity NPC34456
0.7584 Intermediate Similarity NPC96599
0.7574 Intermediate Similarity NPC79608
0.7574 Intermediate Similarity NPC476033
0.7574 Intermediate Similarity NPC123704
0.7571 Intermediate Similarity NPC159811
0.7569 Intermediate Similarity NPC77493
0.7554 Intermediate Similarity NPC469519
0.7551 Intermediate Similarity NPC170668
0.755 Intermediate Similarity NPC469456
0.7534 Intermediate Similarity NPC469367
0.7533 Intermediate Similarity NPC240592
0.7533 Intermediate Similarity NPC117346
0.7532 Intermediate Similarity NPC477466
0.7532 Intermediate Similarity NPC477469
0.7532 Intermediate Similarity NPC477471
0.7532 Intermediate Similarity NPC477473
0.7519 Intermediate Similarity NPC172525
0.7518 Intermediate Similarity NPC477281
0.7518 Intermediate Similarity NPC276047
0.7518 Intermediate Similarity NPC473423
0.7518 Intermediate Similarity NPC267733
0.7518 Intermediate Similarity NPC19719
0.7518 Intermediate Similarity NPC477280
0.7516 Intermediate Similarity NPC49297
0.75 Intermediate Similarity NPC476643
0.75 Intermediate Similarity NPC281798
0.75 Intermediate Similarity NPC143246
0.75 Intermediate Similarity NPC220936
0.75 Intermediate Similarity NPC205389
0.75 Intermediate Similarity NPC225384
0.75 Intermediate Similarity NPC324262
0.75 Intermediate Similarity NPC62800
0.75 Intermediate Similarity NPC291153
0.75 Intermediate Similarity NPC119773
0.75 Intermediate Similarity NPC138777
0.75 Intermediate Similarity NPC246869
0.75 Intermediate Similarity NPC474268
0.75 Intermediate Similarity NPC475539
0.75 Intermediate Similarity NPC31745
0.75 Intermediate Similarity NPC473440
0.75 Intermediate Similarity NPC209851
0.7483 Intermediate Similarity NPC184109
0.7483 Intermediate Similarity NPC475379
0.7483 Intermediate Similarity NPC471028
0.7466 Intermediate Similarity NPC469623
0.7466 Intermediate Similarity NPC148080
0.7466 Intermediate Similarity NPC45307
0.7465 Intermediate Similarity NPC472247
0.7464 Intermediate Similarity NPC288416
0.7464 Intermediate Similarity NPC471882
0.7464 Intermediate Similarity NPC156692
0.7464 Intermediate Similarity NPC471881
0.7464 Intermediate Similarity NPC45224
0.7464 Intermediate Similarity NPC103533
0.7464 Intermediate Similarity NPC173150
0.7464 Intermediate Similarity NPC35288
0.7453 Intermediate Similarity NPC183441
0.7451 Intermediate Similarity NPC181924
0.7451 Intermediate Similarity NPC469417
0.7448 Intermediate Similarity NPC474303
0.7448 Intermediate Similarity NPC473497
0.7448 Intermediate Similarity NPC475413
0.7447 Intermediate Similarity NPC323379
0.7447 Intermediate Similarity NPC327204
0.7447 Intermediate Similarity NPC269421
0.7445 Intermediate Similarity NPC470818
0.7445 Intermediate Similarity NPC477363
0.7434 Intermediate Similarity NPC106818
0.7432 Intermediate Similarity NPC475528
0.7429 Intermediate Similarity NPC475478
0.7426 Intermediate Similarity NPC471466
0.7423 Intermediate Similarity NPC176246
0.7417 Intermediate Similarity NPC182350
0.7415 Intermediate Similarity NPC152796
0.7415 Intermediate Similarity NPC475213
0.7413 Intermediate Similarity NPC182217
0.7413 Intermediate Similarity NPC233350
0.7413 Intermediate Similarity NPC70680
0.74 Intermediate Similarity NPC232583
0.74 Intermediate Similarity NPC112216
0.74 Intermediate Similarity NPC198455
0.74 Intermediate Similarity NPC23677
0.74 Intermediate Similarity NPC165260
0.74 Intermediate Similarity NPC25484
0.74 Intermediate Similarity NPC161239
0.74 Intermediate Similarity NPC7095

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC237182 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
0.8779 High Similarity NPD7966 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD2067 Discontinued
0.726 Intermediate Similarity NPD7266 Discontinued
0.7181 Intermediate Similarity NPD6190 Approved
0.7165 Intermediate Similarity NPD5048 Discontinued
0.7143 Intermediate Similarity NPD6647 Phase 2
0.7099 Intermediate Similarity NPD969 Suspended
0.7055 Intermediate Similarity NPD7799 Discontinued
0.7012 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.6988 Remote Similarity NPD8368 Discontinued
0.6946 Remote Similarity NPD7808 Phase 3
0.6919 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7798 Approved
0.6899 Remote Similarity NPD8455 Phase 2
0.6886 Remote Similarity NPD7251 Discontinued
0.6866 Remote Similarity NPD6010 Discontinued
0.6864 Remote Similarity NPD8407 Phase 2
0.6826 Remote Similarity NPD6797 Phase 2
0.6825 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6815 Remote Similarity NPD2629 Approved
0.6815 Remote Similarity NPD690 Clinical (unspecified phase)
0.6807 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7096 Clinical (unspecified phase)
0.677 Remote Similarity NPD7075 Discontinued
0.677 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6763 Remote Similarity NPD5126 Approved
0.6763 Remote Similarity NPD5125 Phase 3
0.6746 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6742 Remote Similarity NPD2182 Approved
0.6718 Remote Similarity NPD6685 Approved
0.6706 Remote Similarity NPD8313 Approved
0.6706 Remote Similarity NPD8312 Approved
0.6693 Remote Similarity NPD9495 Approved
0.6692 Remote Similarity NPD5909 Discontinued
0.6688 Remote Similarity NPD7236 Approved
0.6686 Remote Similarity NPD7685 Pre-registration
0.6667 Remote Similarity NPD7472 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD6233 Phase 2
0.6645 Remote Similarity NPD6799 Approved
0.6644 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6642 Remote Similarity NPD4198 Discontinued
0.664 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6628 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6625 Remote Similarity NPD6801 Discontinued
0.6624 Remote Similarity NPD5403 Approved
0.6607 Remote Similarity NPD7054 Approved
0.6603 Remote Similarity NPD5401 Approved
0.6596 Remote Similarity NPD8328 Phase 3
0.6593 Remote Similarity NPD8320 Phase 1
0.6593 Remote Similarity NPD8319 Approved
0.659 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7239 Suspended
0.6571 Remote Similarity NPD8513 Phase 3
0.6571 Remote Similarity NPD8516 Approved
0.6571 Remote Similarity NPD8517 Approved
0.6571 Remote Similarity NPD8515 Approved
0.6568 Remote Similarity NPD7074 Phase 3
0.6558 Remote Similarity NPD4628 Phase 3
0.6554 Remote Similarity NPD7961 Discontinued
0.6552 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6548 Remote Similarity NPD3751 Discontinued
0.6543 Remote Similarity NPD5402 Approved
0.6536 Remote Similarity NPD7700 Phase 2
0.6536 Remote Similarity NPD7699 Phase 2
0.6529 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6519 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6519 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6514 Remote Similarity NPD8435 Approved
0.65 Remote Similarity NPD9545 Approved
0.6494 Remote Similarity NPD8434 Phase 2
0.6489 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5765 Approved
0.6486 Remote Similarity NPD6798 Discontinued
0.6479 Remote Similarity NPD7829 Approved
0.6479 Remote Similarity NPD7830 Approved
0.6471 Remote Similarity NPD6912 Phase 3
0.6452 Remote Similarity NPD1878 Clinical (unspecified phase)
0.645 Remote Similarity NPD3818 Discontinued
0.6448 Remote Similarity NPD7435 Discontinued
0.6442 Remote Similarity NPD3817 Phase 2
0.6439 Remote Similarity NPD164 Approved
0.6439 Remote Similarity NPD1237 Approved
0.6434 Remote Similarity NPD1091 Approved
0.6433 Remote Similarity NPD6143 Clinical (unspecified phase)
0.642 Remote Similarity NPD8360 Approved
0.642 Remote Similarity NPD8361 Approved
0.6407 Remote Similarity NPD3787 Discontinued
0.64 Remote Similarity NPD8150 Discontinued
0.6398 Remote Similarity NPD6599 Discontinued
0.6398 Remote Similarity NPD4380 Phase 2
0.6397 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6637 Approved
0.6385 Remote Similarity NPD2066 Phase 3
0.6382 Remote Similarity NPD7097 Phase 1
0.6376 Remote Similarity NPD6859 Clinical (unspecified phase)
0.637 Remote Similarity NPD2625 Approved
0.637 Remote Similarity NPD2627 Approved
0.637 Remote Similarity NPD2626 Approved
0.637 Remote Similarity NPD2159 Approved
0.637 Remote Similarity NPD2160 Approved
0.637 Remote Similarity NPD2628 Approved
0.6369 Remote Similarity NPD6534 Approved
0.6369 Remote Similarity NPD6535 Approved
0.6358 Remote Similarity NPD6355 Discontinued
0.6358 Remote Similarity NPD230 Phase 1
0.6353 Remote Similarity NPD7228 Approved
0.6346 Remote Similarity NPD2575 Approved
0.6333 Remote Similarity NPD4062 Phase 3
0.633 Remote Similarity NPD7875 Clinical (unspecified phase)
0.633 Remote Similarity NPD7874 Approved
0.632 Remote Similarity NPD689 Discontinued
0.6319 Remote Similarity NPD4807 Approved
0.6319 Remote Similarity NPD4806 Approved
0.6312 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6303 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7240 Approved
0.6301 Remote Similarity NPD6559 Discontinued
0.6301 Remote Similarity NPD5667 Approved
0.6294 Remote Similarity NPD5306 Approved
0.6294 Remote Similarity NPD5305 Approved
0.6288 Remote Similarity NPD1932 Approved
0.6284 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6282 Remote Similarity NPD7421 Clinical (unspecified phase)
0.628 Remote Similarity NPD7819 Suspended
0.6275 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6273 Remote Similarity NPD1653 Approved
0.6272 Remote Similarity NPD7184 Clinical (unspecified phase)
0.627 Remote Similarity NPD46 Approved
0.627 Remote Similarity NPD7698 Approved
0.627 Remote Similarity NPD6698 Approved
0.627 Remote Similarity NPD7697 Approved
0.627 Remote Similarity NPD7696 Phase 3
0.626 Remote Similarity NPD1238 Approved
0.6258 Remote Similarity NPD7702 Clinical (unspecified phase)
0.625 Remote Similarity NPD4135 Approved
0.625 Remote Similarity NPD4136 Approved
0.625 Remote Similarity NPD4106 Approved
0.625 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6242 Remote Similarity NPD4617 Approved
0.6242 Remote Similarity NPD4620 Approved
0.6242 Remote Similarity NPD5203 Approved
0.6242 Remote Similarity NPD5201 Approved
0.6241 Remote Similarity NPD694 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7641 Discontinued
0.6235 Remote Similarity NPD6166 Phase 2
0.6235 Remote Similarity NPD7458 Discontinued
0.6235 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6235 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6234 Remote Similarity NPD7033 Discontinued
0.6233 Remote Similarity NPD8448 Approved
0.6224 Remote Similarity NPD8444 Approved
0.6223 Remote Similarity NPD7701 Phase 2
0.622 Remote Similarity NPD7983 Approved
0.622 Remote Similarity NPD37 Approved
0.6205 Remote Similarity NPD7057 Phase 3
0.6205 Remote Similarity NPD4967 Phase 2
0.6205 Remote Similarity NPD7058 Phase 2
0.6205 Remote Similarity NPD4966 Approved
0.6205 Remote Similarity NPD4965 Approved
0.6196 Remote Similarity NPD6777 Approved
0.6196 Remote Similarity NPD6779 Approved
0.6196 Remote Similarity NPD6778 Approved
0.6196 Remote Similarity NPD6782 Approved
0.6196 Remote Similarity NPD6780 Approved
0.6196 Remote Similarity NPD6781 Approved
0.6196 Remote Similarity NPD8417 Discontinued
0.6196 Remote Similarity NPD6776 Approved
0.619 Remote Similarity NPD8151 Discontinued
0.619 Remote Similarity NPD5346 Phase 2
0.619 Remote Similarity NPD5347 Phase 2
0.6187 Remote Similarity NPD7094 Approved
0.6187 Remote Similarity NPD6858 Approved
0.6184 Remote Similarity NPD5121 Approved
0.6184 Remote Similarity NPD5120 Approved
0.6184 Remote Similarity NPD5119 Approved
0.6182 Remote Similarity NPD7460 Discontinued
0.6164 Remote Similarity NPD8451 Approved
0.616 Remote Similarity NPD1282 Approved
0.616 Remote Similarity NPD4793 Discontinued
0.6159 Remote Similarity NPD7411 Suspended
0.6154 Remote Similarity NPD7199 Phase 2
0.615 Remote Similarity NPD7870 Phase 2
0.615 Remote Similarity NPD7871 Phase 2
0.6142 Remote Similarity NPD7838 Discovery
0.6142 Remote Similarity NPD3672 Approved
0.6142 Remote Similarity NPD3673 Approved
0.6139 Remote Similarity NPD8166 Discontinued
0.6133 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2613 Approved
0.6133 Remote Similarity NPD6212 Phase 3
0.6133 Remote Similarity NPD6213 Phase 3
0.6133 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6131 Remote Similarity NPD2329 Discontinued
0.6131 Remote Similarity NPD6234 Discontinued
0.6122 Remote Similarity NPD8074 Phase 3
0.6121 Remote Similarity NPD7029 Discontinued
0.612 Remote Similarity NPD8485 Approved
0.6119 Remote Similarity NPD1930 Approved

Structure

External Identifiers

PubChem CID   11205204
ChEMBL   CHEMBL502784
ZINC  

Physicochemical Properties

Molecular Weight:  860.38
ALogP:  -2.7002
MLogP:  4.43
XLogP:  6.403
# Rotatable Bonds:  21
Polar Surface Area:  225.95
# H-Bond Aceptor:  17
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  61

Download Data

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Structure MOL file  
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Biological Activities  
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