Natural Product: NPC473881

Natural Product ID:  NPC473881
Common Name:   n.a.
IUPAC Name:  
Synonyms:   5,3',2'-O-Triacetylipomoeassin C
Molecular Formula:   C48H64O19
Standard InCHIKey:  WMUCRRJYHCIZMY-OEORNNSYSA-N
Standard InCHI:  InChI=1S/C48H64O19/c1-9-17-34-20-15-12-16-21-36(59-29(5)49)35(53)23-25-38(54)57-26-37-41(65-39(55)24-22-33-18-13-11-14-19-33)43(66-46(56)27(3)10-2)44(62-32(8)52)48(64-37)67-45-42(61-31(7)51)40(60-30(6)50)28(4)58-47(45)63-34/h10-11,13-14,18-19,22,24,28,34,36-37,40-45,47-48H,9,12,15-17,20-21,23,25-26H2,1-8H3/b24-22+,27-10+/t28-,34+,36+,37-,40+,41-,42+,43+,44-,45-,47+,48+/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]3OC(=O)C)OC(=O)C)[C@H](OC(=O)C)[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 = 19100 nM 14738395

  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 NPC473881 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
0.9587 High Similarity NPC237182
0.9587 High Similarity NPC226101
0.9569 High Similarity NPC476096
0.9504 High Similarity NPC231627
0.9091 High Similarity NPC141970
0.9091 High Similarity NPC140561
0.864 High Similarity NPC162925
0.864 High Similarity NPC87153
0.8571 High Similarity NPC28069
0.8571 High Similarity NPC77651
0.8504 High Similarity NPC124878
0.8504 High Similarity NPC204214
0.8504 High Similarity NPC10883
0.8504 High Similarity NPC198918
0.8504 High Similarity NPC10121
0.8504 High Similarity NPC471026
0.8504 High Similarity NPC92283
0.8504 High Similarity NPC35338
0.8504 High Similarity NPC290276
0.8504 High Similarity NPC63404
0.8504 High Similarity NPC231888
0.8438 Intermediate Similarity NPC471025
0.8372 Intermediate Similarity NPC471024
0.8346 Intermediate Similarity NPC57607
0.8244 Intermediate Similarity NPC319995
0.8244 Intermediate Similarity NPC289415
0.8217 Intermediate Similarity NPC147032
0.8106 Intermediate Similarity NPC17567
0.8099 Intermediate Similarity NPC470825
0.8092 Intermediate Similarity NPC301857
0.8045 Intermediate Similarity NPC475569
0.7879 Intermediate Similarity NPC148026
0.7857 Intermediate Similarity NPC284957
0.7851 Intermediate Similarity NPC184633
0.7847 Intermediate Similarity NPC329657
0.7836 Intermediate Similarity NPC469519
0.7823 Intermediate Similarity NPC474641
0.7823 Intermediate Similarity NPC477735
0.7803 Intermediate Similarity NPC473423
0.7803 Intermediate Similarity NPC114096
0.7794 Intermediate Similarity NPC470143
0.7794 Intermediate Similarity NPC322503
0.7786 Intermediate Similarity NPC244454
0.7786 Intermediate Similarity NPC317163
0.777 Intermediate Similarity NPC477736
0.7761 Intermediate Similarity NPC11025
0.776 Intermediate Similarity NPC29607
0.7754 Intermediate Similarity NPC184109
0.774 Intermediate Similarity NPC69425
0.7727 Intermediate Similarity NPC470818
0.771 Intermediate Similarity NPC138798
0.7704 Intermediate Similarity NPC475478
0.7676 Intermediate Similarity NPC111466
0.7651 Intermediate Similarity NPC477467
0.7647 Intermediate Similarity NPC471880
0.763 Intermediate Similarity NPC475452
0.763 Intermediate Similarity NPC475671
0.7622 Intermediate Similarity NPC40085
0.7622 Intermediate Similarity NPC264270
0.7612 Intermediate Similarity NPC195224
0.7609 Intermediate Similarity NPC475262
0.7609 Intermediate Similarity NPC265459
0.7609 Intermediate Similarity NPC290833
0.7584 Intermediate Similarity NPC477472
0.7584 Intermediate Similarity NPC477470
0.7584 Intermediate Similarity NPC477474
0.7581 Intermediate Similarity NPC43584
0.7576 Intermediate Similarity NPC469742
0.7569 Intermediate Similarity NPC477737
0.7561 Intermediate Similarity NPC40178
0.7554 Intermediate Similarity NPC194769
0.7554 Intermediate Similarity NPC285221
0.7536 Intermediate Similarity NPC472250
0.7518 Intermediate Similarity NPC475493
0.7518 Intermediate Similarity NPC475660
0.75 Intermediate Similarity NPC475536
0.75 Intermediate Similarity NPC27712
0.75 Intermediate Similarity NPC86772
0.75 Intermediate Similarity NPC165234
0.7481 Intermediate Similarity NPC229600
0.748 Intermediate Similarity NPC47536
0.7464 Intermediate Similarity NPC476644
0.7464 Intermediate Similarity NPC15850
0.7451 Intermediate Similarity NPC475300
0.7451 Intermediate Similarity NPC329960
0.7451 Intermediate Similarity NPC473797
0.7451 Intermediate Similarity NPC475437
0.7451 Intermediate Similarity NPC150893
0.7451 Intermediate Similarity NPC475505
0.7451 Intermediate Similarity NPC473641
0.7451 Intermediate Similarity NPC295408
0.7451 Intermediate Similarity NPC475464
0.7447 Intermediate Similarity NPC272523
0.7447 Intermediate Similarity NPC469364
0.7447 Intermediate Similarity NPC65262
0.7447 Intermediate Similarity NPC325805
0.7447 Intermediate Similarity NPC101686
0.7445 Intermediate Similarity NPC472418
0.7444 Intermediate Similarity NPC8990
0.7438 Intermediate Similarity NPC469527
0.7431 Intermediate Similarity NPC80895
0.7431 Intermediate Similarity NPC471912
0.7426 Intermediate Similarity NPC225103
0.741 Intermediate Similarity NPC136608
0.741 Intermediate Similarity NPC471911
0.741 Intermediate Similarity NPC38420
0.741 Intermediate Similarity NPC4242
0.7397 Intermediate Similarity NPC212808
0.7388 Intermediate Similarity NPC477369
0.7379 Intermediate Similarity NPC301946
0.7379 Intermediate Similarity NPC277053
0.7372 Intermediate Similarity NPC122504
0.7372 Intermediate Similarity NPC472388
0.7372 Intermediate Similarity NPC102465
0.7372 Intermediate Similarity NPC3450
0.7372 Intermediate Similarity NPC473443
0.7361 Intermediate Similarity NPC82467
0.7357 Intermediate Similarity NPC473399
0.7357 Intermediate Similarity NPC270364
0.7357 Intermediate Similarity NPC169398
0.7357 Intermediate Similarity NPC473216
0.7343 Intermediate Similarity NPC473497
0.7343 Intermediate Similarity NPC77493
0.7339 Intermediate Similarity NPC20485
0.7338 Intermediate Similarity NPC323379
0.7338 Intermediate Similarity NPC327204
0.7338 Intermediate Similarity NPC321478
0.7329 Intermediate Similarity NPC170668
0.7324 Intermediate Similarity NPC276652
0.7324 Intermediate Similarity NPC475195
0.732 Intermediate Similarity NPC117478
0.7319 Intermediate Similarity NPC472361
0.7319 Intermediate Similarity NPC305162
0.731 Intermediate Similarity NPC478250
0.731 Intermediate Similarity NPC293154
0.7305 Intermediate Similarity NPC263829
0.7302 Intermediate Similarity NPC30563
0.7292 Intermediate Similarity NPC182869
0.7292 Intermediate Similarity NPC473755
0.7292 Intermediate Similarity NPC79908
0.7292 Intermediate Similarity NPC475513
0.7292 Intermediate Similarity NPC80098
0.729 Intermediate Similarity NPC473516
0.729 Intermediate Similarity NPC471493
0.7287 Intermediate Similarity NPC476476
0.7286 Intermediate Similarity NPC473359
0.7286 Intermediate Similarity NPC114116
0.7285 Intermediate Similarity NPC87403
0.7273 Intermediate Similarity NPC251294
0.7267 Intermediate Similarity NPC475407
0.7266 Intermediate Similarity NPC46137
0.7266 Intermediate Similarity NPC472394
0.7266 Intermediate Similarity NPC209851
0.7266 Intermediate Similarity NPC235294
0.7266 Intermediate Similarity NPC80599
0.726 Intermediate Similarity NPC202391
0.726 Intermediate Similarity NPC471100
0.726 Intermediate Similarity NPC471107
0.726 Intermediate Similarity NPC296659
0.7259 Intermediate Similarity NPC145287
0.7254 Intermediate Similarity NPC471345
0.7252 Intermediate Similarity NPC64340
0.7248 Intermediate Similarity NPC96599
0.7246 Intermediate Similarity NPC253595
0.7241 Intermediate Similarity NPC477094
0.7241 Intermediate Similarity NPC477096
0.7241 Intermediate Similarity NPC45307
0.7234 Intermediate Similarity NPC34456
0.7234 Intermediate Similarity NPC79699
0.7234 Intermediate Similarity NPC472247
0.7226 Intermediate Similarity NPC106677
0.7222 Intermediate Similarity NPC276061
0.7222 Intermediate Similarity NPC475413
0.7222 Intermediate Similarity NPC474148
0.7222 Intermediate Similarity NPC474303
0.7222 Intermediate Similarity NPC473654
0.7219 Intermediate Similarity NPC469456
0.7215 Intermediate Similarity NPC477471
0.7215 Intermediate Similarity NPC477473
0.7215 Intermediate Similarity NPC477466
0.7215 Intermediate Similarity NPC477469
0.7214 Intermediate Similarity NPC472437
0.7214 Intermediate Similarity NPC159811
0.7211 Intermediate Similarity NPC477095
0.7206 Intermediate Similarity NPC473082
0.7206 Intermediate Similarity NPC123704
0.7206 Intermediate Similarity NPC476033
0.7206 Intermediate Similarity NPC477363
0.7206 Intermediate Similarity NPC79608
0.7205 Intermediate Similarity NPC65118
0.72 Intermediate Similarity NPC117346
0.72 Intermediate Similarity NPC240592
0.7197 Intermediate Similarity NPC470814
0.7194 Intermediate Similarity NPC60825
0.7194 Intermediate Similarity NPC291419
0.7192 Intermediate Similarity NPC469367
0.719 Intermediate Similarity NPC49297
0.7188 Intermediate Similarity NPC161611
0.7185 Intermediate Similarity NPC477362
0.7181 Intermediate Similarity NPC112216

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473881 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
0.8397 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD2067 Discontinued
0.719 Intermediate Similarity NPD7798 Approved
0.7162 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD2182 Approved
0.6918 Remote Similarity NPD7266 Discontinued
0.6905 Remote Similarity NPD5048 Discontinued
0.688 Remote Similarity NPD6647 Phase 2
0.6852 Remote Similarity NPD7799 Discontinued
0.6846 Remote Similarity NPD6190 Approved
0.6846 Remote Similarity NPD969 Suspended
0.6769 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6693 Remote Similarity NPD164 Approved
0.6693 Remote Similarity NPD5909 Discontinued
0.6692 Remote Similarity NPD690 Clinical (unspecified phase)
0.6687 Remote Similarity NPD8368 Discontinued
0.6647 Remote Similarity NPD7808 Phase 3
0.6628 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6619 Remote Similarity NPD6637 Approved
0.6617 Remote Similarity NPD6010 Discontinued
0.6587 Remote Similarity NPD7251 Discontinued
0.6582 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6582 Remote Similarity NPD8455 Phase 2
0.6568 Remote Similarity NPD8407 Phase 2
0.6562 Remote Similarity NPD7075 Discontinued
0.656 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6536 Remote Similarity NPD6799 Approved
0.6528 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6527 Remote Similarity NPD6797 Phase 2
0.6525 Remote Similarity NPD5667 Approved
0.6516 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6508 Remote Similarity NPD1238 Approved
0.6506 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6504 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6471 Remote Similarity NPD7236 Approved
0.6462 Remote Similarity NPD6685 Approved
0.646 Remote Similarity NPD4381 Clinical (unspecified phase)
0.645 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6444 Remote Similarity NPD2629 Approved
0.6438 Remote Similarity NPD6233 Phase 2
0.6438 Remote Similarity NPD7961 Discontinued
0.6433 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6418 Remote Similarity NPD6858 Approved
0.6418 Remote Similarity NPD7094 Approved
0.6417 Remote Similarity NPD1282 Approved
0.6415 Remote Similarity NPD6801 Discontinued
0.6412 Remote Similarity NPD8313 Approved
0.6412 Remote Similarity NPD8312 Approved
0.641 Remote Similarity NPD5403 Approved
0.6403 Remote Similarity NPD5126 Approved
0.6403 Remote Similarity NPD5125 Phase 3
0.6397 Remote Similarity NPD4198 Discontinued
0.6393 Remote Similarity NPD3673 Approved
0.6393 Remote Similarity NPD3672 Approved
0.6391 Remote Similarity NPD7685 Pre-registration
0.6387 Remote Similarity NPD5401 Approved
0.6377 Remote Similarity NPD9545 Approved
0.6369 Remote Similarity NPD7472 Approved
0.6369 Remote Similarity NPD7239 Suspended
0.6343 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6335 Remote Similarity NPD5402 Approved
0.6335 Remote Similarity NPD3817 Phase 2
0.6323 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6319 Remote Similarity NPD8320 Phase 1
0.6319 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6319 Remote Similarity NPD8319 Approved
0.631 Remote Similarity NPD7054 Approved
0.6301 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6299 Remote Similarity NPD9495 Approved
0.6299 Remote Similarity NPD3887 Approved
0.6299 Remote Similarity NPD5926 Approved
0.6289 Remote Similarity NPD6599 Discontinued
0.6288 Remote Similarity NPD6686 Approved
0.6272 Remote Similarity NPD7074 Phase 3
0.627 Remote Similarity NPD1989 Approved
0.6267 Remote Similarity NPD7097 Phase 1
0.6259 Remote Similarity NPD6798 Discontinued
0.6259 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6257 Remote Similarity NPD7700 Phase 2
0.6257 Remote Similarity NPD7699 Phase 2
0.625 Remote Similarity NPD3751 Discontinued
0.625 Remote Similarity NPD2066 Phase 3
0.6242 Remote Similarity NPD1933 Approved
0.6241 Remote Similarity NPD8328 Phase 3
0.6235 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6234 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6234 Remote Similarity NPD4628 Phase 3
0.6233 Remote Similarity NPD6832 Phase 2
0.6231 Remote Similarity NPD5765 Approved
0.6231 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6229 Remote Similarity NPD8435 Approved
0.6222 Remote Similarity NPD6912 Phase 3
0.6218 Remote Similarity NPD3950 Discontinued
0.6214 Remote Similarity NPD8515 Approved
0.6214 Remote Similarity NPD8516 Approved
0.6214 Remote Similarity NPD8513 Phase 3
0.6214 Remote Similarity NPD8517 Approved
0.6207 Remote Similarity NPD8434 Phase 2
0.6197 Remote Similarity NPD6287 Discontinued
0.6183 Remote Similarity NPD1237 Approved
0.6175 Remote Similarity NPD7435 Discontinued
0.6173 Remote Similarity NPD7819 Suspended
0.6169 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6159 Remote Similarity NPD3317 Approved
0.6159 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1932 Approved
0.6154 Remote Similarity NPD3818 Discontinued
0.6148 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6144 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6138 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6136 Remote Similarity NPD8360 Approved
0.6136 Remote Similarity NPD8361 Approved
0.6133 Remote Similarity NPD6355 Discontinued
0.6133 Remote Similarity NPD230 Phase 1
0.6131 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6127 Remote Similarity NPD7830 Approved
0.6127 Remote Similarity NPD7829 Approved
0.6125 Remote Similarity NPD7458 Discontinued
0.6121 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6119 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6114 Remote Similarity NPD8150 Discontinued
0.6111 Remote Similarity NPD1202 Approved
0.6108 Remote Similarity NPD3787 Discontinued
0.6107 Remote Similarity NPD4062 Phase 3
0.6098 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6089 Remote Similarity NPD6534 Approved
0.6089 Remote Similarity NPD6535 Approved
0.6087 Remote Similarity NPD7697 Approved
0.6087 Remote Similarity NPD4380 Phase 2
0.6087 Remote Similarity NPD7696 Phase 3
0.6087 Remote Similarity NPD7698 Approved
0.6084 Remote Similarity NPD4807 Approved
0.6084 Remote Similarity NPD1091 Approved
0.6084 Remote Similarity NPD4806 Approved
0.6078 Remote Similarity NPD2796 Approved
0.6074 Remote Similarity NPD7460 Discontinued
0.6071 Remote Similarity NPD2347 Approved
0.6071 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6068 Remote Similarity NPD225 Approved
0.6068 Remote Similarity NPD227 Approved
0.6064 Remote Similarity NPD7874 Approved
0.6064 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6059 Remote Similarity NPD7228 Approved
0.6056 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6056 Remote Similarity NPD5306 Approved
0.6056 Remote Similarity NPD5305 Approved
0.6051 Remote Similarity NPD6652 Clinical (unspecified phase)
0.6049 Remote Similarity NPD7411 Suspended
0.6049 Remote Similarity NPD6385 Approved
0.6049 Remote Similarity NPD6386 Approved
0.6048 Remote Similarity NPD689 Discontinued
0.6048 Remote Similarity NPD5347 Phase 2
0.6048 Remote Similarity NPD5346 Phase 2
0.6045 Remote Similarity NPD1358 Approved
0.6039 Remote Similarity NPD2353 Approved
0.6039 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6037 Remote Similarity NPD5353 Approved
0.6029 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6027 Remote Similarity NPD2159 Approved
0.6027 Remote Similarity NPD3267 Approved
0.6027 Remote Similarity NPD2626 Approved
0.6027 Remote Similarity NPD2160 Approved
0.6027 Remote Similarity NPD2627 Approved
0.6027 Remote Similarity NPD2625 Approved
0.6027 Remote Similarity NPD2628 Approved
0.6027 Remote Similarity NPD3266 Approved
0.6026 Remote Similarity NPD2575 Approved
0.6016 Remote Similarity NPD4793 Discontinued
0.6014 Remote Similarity NPD4106 Approved
0.6014 Remote Similarity NPD4617 Approved
0.6014 Remote Similarity NPD5203 Approved
0.6014 Remote Similarity NPD4135 Approved
0.6014 Remote Similarity NPD4136 Approved
0.6014 Remote Similarity NPD4620 Approved
0.6014 Remote Similarity NPD1241 Discontinued
0.6014 Remote Similarity NPD5201 Approved
0.6014 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6013 Remote Similarity NPD7033 Discontinued
0.6012 Remote Similarity NPD37 Approved
0.6012 Remote Similarity NPD7029 Discontinued
0.6012 Remote Similarity NPD6559 Discontinued
0.6012 Remote Similarity NPD7240 Approved
0.6011 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6 Remote Similarity NPD7713 Phase 3
0.6 Remote Similarity NPD4967 Phase 2
0.6 Remote Similarity NPD2329 Discontinued
0.6 Remote Similarity NPD7057 Phase 3
0.6 Remote Similarity NPD4966 Approved
0.6 Remote Similarity NPD7058 Phase 2
0.6 Remote Similarity NPD4965 Approved
0.5988 Remote Similarity NPD5494 Approved
0.5985 Remote Similarity NPD1929 Approved
0.5985 Remote Similarity NPD1931 Clinical (unspecified phase)
0.5985 Remote Similarity NPD1930 Approved
0.5973 Remote Similarity NPD6039 Approved
0.5968 Remote Similarity NPD7871 Phase 2
0.5968 Remote Similarity NPD7870 Phase 2
0.5963 Remote Similarity NPD1653 Approved
0.596 Remote Similarity NPD5121 Approved

Structure

External Identifiers

PubChem CID   11388986
ChEMBL   CHEMBL454231
ZINC  

Physicochemical Properties

Molecular Weight:  944.40
ALogP:  -1.942
MLogP:  4.65
XLogP:  7.883
# Rotatable Bonds:  25
Polar Surface Area:  238.09
# H-Bond Aceptor:  19
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  67

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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