Natural Product: NPC82759

Natural Product ID:  NPC82759
Common Name:   Gukulenin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C42H56O10
Standard InCHIKey:  DUWZKAVGZXYJBU-WSUXPNIVSA-N
Standard InCHI:  InChI=1S/C42H56O10/c1-19(2)26-10-12-40(8,31(18-43)51-23(7)44)34(26)28-15-25(16-30(46)36(47)21(28)5)42(50)17-24-14-29(45)37(48)22(6)32-33(24)38(52-42)39(49)41(9)13-11-27(20(3)4)35(32)41/h14-16,19-20,26-27,31,34-35,38-39,43,49-50H,10-13,17-18H2,1-9H3,(H,45,48)(H,46,47)/t26-,27-,31+,34-,35-,38-,39+,40+,41-,42+/m1/s1
Canonical SMILES:  OC[C@@H]([C@]1(C)CC[C@@H]([C@@H]1c1cc(cc(c(=O)c1C)O)[C@]1(O)Cc2cc(O)c(=O)c(c3c2[C@@H](O1)[C@H](O)[C@]1([C@@H]3[C@H](CC1)C(C)C)C)C)C(C)C)OC(=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
NPO32543 phorbas gukulensis Species Hymedesmiidae Eukaryota PMID[20232859]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 720 nM 8350094
NPT1216 Cell Line FaDu Homo sapiens IC50 = 630 nM 2128518
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 550 nM 3236014
NPT368 Cell Line SN12C Homo sapiens IC50 = 610 nM 3236014

  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 NPC82759 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
0.9375 High Similarity NPC290261
0.875 High Similarity NPC136922
0.8729 High Similarity NPC68293
0.8729 High Similarity NPC262845
0.7798 Intermediate Similarity NPC473153
0.7759 Intermediate Similarity NPC181298
0.7759 Intermediate Similarity NPC238850
0.7727 Intermediate Similarity NPC141401
0.7672 Intermediate Similarity NPC475274
0.7632 Intermediate Similarity NPC272632
0.7627 Intermediate Similarity NPC470025
0.7627 Intermediate Similarity NPC321272
0.7627 Intermediate Similarity NPC317460
0.7627 Intermediate Similarity NPC328074
0.7589 Intermediate Similarity NPC227865
0.7563 Intermediate Similarity NPC470027
0.7561 Intermediate Similarity NPC233500
0.7547 Intermediate Similarity NPC473097
0.7542 Intermediate Similarity NPC255401
0.7542 Intermediate Similarity NPC284162
0.7542 Intermediate Similarity NPC17791
0.7541 Intermediate Similarity NPC219656
0.7523 Intermediate Similarity NPC53555
0.7522 Intermediate Similarity NPC169365
0.7522 Intermediate Similarity NPC197447
0.7521 Intermediate Similarity NPC257853
0.7521 Intermediate Similarity NPC475065
0.75 Intermediate Similarity NPC196130
0.75 Intermediate Similarity NPC43213
0.75 Intermediate Similarity NPC216665
0.75 Intermediate Similarity NPC475176
0.7478 Intermediate Similarity NPC473577
0.7478 Intermediate Similarity NPC474550
0.7478 Intermediate Similarity NPC475585
0.7477 Intermediate Similarity NPC16967
0.7477 Intermediate Similarity NPC190713
0.7464 Intermediate Similarity NPC80738
0.7459 Intermediate Similarity NPC257457
0.7459 Intermediate Similarity NPC311554
0.7459 Intermediate Similarity NPC473617
0.7459 Intermediate Similarity NPC473828
0.7458 Intermediate Similarity NPC316708
0.7456 Intermediate Similarity NPC32577
0.7456 Intermediate Similarity NPC155332
0.7456 Intermediate Similarity NPC114540
0.744 Intermediate Similarity NPC219804
0.7438 Intermediate Similarity NPC470075
0.7436 Intermediate Similarity NPC473482
0.7436 Intermediate Similarity NPC475418
0.7436 Intermediate Similarity NPC88701
0.7436 Intermediate Similarity NPC318363
0.7434 Intermediate Similarity NPC473510
0.7434 Intermediate Similarity NPC230546
0.7434 Intermediate Similarity NPC290802
0.7434 Intermediate Similarity NPC266955
0.7422 Intermediate Similarity NPC134902
0.7414 Intermediate Similarity NPC266570
0.7414 Intermediate Similarity NPC173172
0.7414 Intermediate Similarity NPC475290
0.7414 Intermediate Similarity NPC475414
0.7411 Intermediate Similarity NPC202705
0.7395 Intermediate Similarity NPC475480
0.7395 Intermediate Similarity NPC471484
0.7395 Intermediate Similarity NPC473921
0.7395 Intermediate Similarity NPC470026
0.7395 Intermediate Similarity NPC262083
0.7395 Intermediate Similarity NPC470076
0.7395 Intermediate Similarity NPC475668
0.7391 Intermediate Similarity NPC280566
0.7391 Intermediate Similarity NPC183570
0.7391 Intermediate Similarity NPC474124
0.7391 Intermediate Similarity NPC475623
0.7391 Intermediate Similarity NPC475334
0.7391 Intermediate Similarity NPC473694
0.7391 Intermediate Similarity NPC85742
0.7391 Intermediate Similarity NPC297617
0.7383 Intermediate Similarity NPC473891
0.7381 Intermediate Similarity NPC3381
0.7381 Intermediate Similarity NPC145238
0.7377 Intermediate Similarity NPC471854
0.7368 Intermediate Similarity NPC115899
0.7364 Intermediate Similarity NPC38232
0.7364 Intermediate Similarity NPC189651
0.7364 Intermediate Similarity NPC475098
0.7364 Intermediate Similarity NPC205034
0.7364 Intermediate Similarity NPC152778
0.7364 Intermediate Similarity NPC162615
0.7364 Intermediate Similarity NPC254823
0.7364 Intermediate Similarity NPC214697
0.7355 Intermediate Similarity NPC67259
0.7355 Intermediate Similarity NPC147912
0.735 Intermediate Similarity NPC473284
0.735 Intermediate Similarity NPC330011
0.735 Intermediate Similarity NPC329048
0.7345 Intermediate Similarity NPC159763
0.7345 Intermediate Similarity NPC278386
0.7345 Intermediate Similarity NPC475653
0.7345 Intermediate Similarity NPC124512
0.7345 Intermediate Similarity NPC108368
0.7345 Intermediate Similarity NPC57079
0.7345 Intermediate Similarity NPC92275
0.7345 Intermediate Similarity NPC474440
0.7339 Intermediate Similarity NPC310479
0.7339 Intermediate Similarity NPC182136
0.7328 Intermediate Similarity NPC80809
0.7328 Intermediate Similarity NPC181104
0.7328 Intermediate Similarity NPC288502
0.7328 Intermediate Similarity NPC473543
0.7328 Intermediate Similarity NPC103298
0.7328 Intermediate Similarity NPC201144
0.7328 Intermediate Similarity NPC475331
0.7328 Intermediate Similarity NPC475335
0.7328 Intermediate Similarity NPC161775
0.7328 Intermediate Similarity NPC121518
0.7321 Intermediate Similarity NPC88009
0.7311 Intermediate Similarity NPC475563
0.7311 Intermediate Similarity NPC475134
0.7311 Intermediate Similarity NPC177047
0.7304 Intermediate Similarity NPC476471
0.7304 Intermediate Similarity NPC475344
0.7297 Intermediate Similarity NPC471994
0.7297 Intermediate Similarity NPC166143
0.7297 Intermediate Similarity NPC191521
0.7297 Intermediate Similarity NPC470255
0.7297 Intermediate Similarity NPC120351
0.7295 Intermediate Similarity NPC207637
0.7295 Intermediate Similarity NPC478216
0.7288 Intermediate Similarity NPC181994
0.7288 Intermediate Similarity NPC220155
0.7288 Intermediate Similarity NPC470024
0.7287 Intermediate Similarity NPC471407
0.7281 Intermediate Similarity NPC472826
0.728 Intermediate Similarity NPC52839
0.7273 Intermediate Similarity NPC212948
0.7273 Intermediate Similarity NPC472811
0.7265 Intermediate Similarity NPC85670
0.7265 Intermediate Similarity NPC189863
0.7265 Intermediate Similarity NPC172867
0.7265 Intermediate Similarity NPC60315
0.7258 Intermediate Similarity NPC475775
0.7258 Intermediate Similarity NPC19028
0.7258 Intermediate Similarity NPC9674
0.7258 Intermediate Similarity NPC476529
0.7257 Intermediate Similarity NPC210337
0.7257 Intermediate Similarity NPC120299
0.7257 Intermediate Similarity NPC73911
0.7257 Intermediate Similarity NPC253826
0.7252 Intermediate Similarity NPC470427
0.7252 Intermediate Similarity NPC327664
0.7252 Intermediate Similarity NPC476097
0.725 Intermediate Similarity NPC474315
0.7248 Intermediate Similarity NPC210216
0.7241 Intermediate Similarity NPC23584
0.7241 Intermediate Similarity NPC171014
0.7241 Intermediate Similarity NPC473523
0.7241 Intermediate Similarity NPC281378
0.7241 Intermediate Similarity NPC476237
0.7236 Intermediate Similarity NPC185287
0.7236 Intermediate Similarity NPC167606
0.7236 Intermediate Similarity NPC140055
0.7236 Intermediate Similarity NPC286528
0.7236 Intermediate Similarity NPC20302
0.7227 Intermediate Similarity NPC137911
0.7227 Intermediate Similarity NPC40728
0.7227 Intermediate Similarity NPC228477
0.7227 Intermediate Similarity NPC170221
0.7227 Intermediate Similarity NPC10064
0.7227 Intermediate Similarity NPC75389
0.7227 Intermediate Similarity NPC316974
0.7222 Intermediate Similarity NPC27335
0.7222 Intermediate Similarity NPC162009
0.7222 Intermediate Similarity NPC257017
0.7217 Intermediate Similarity NPC303559
0.7217 Intermediate Similarity NPC194028
0.7217 Intermediate Similarity NPC168319
0.7217 Intermediate Similarity NPC475617
0.7213 Intermediate Similarity NPC475163
0.7213 Intermediate Similarity NPC178289
0.7209 Intermediate Similarity NPC270109
0.7207 Intermediate Similarity NPC472812
0.7203 Intermediate Similarity NPC472820
0.7203 Intermediate Similarity NPC43063
0.7203 Intermediate Similarity NPC79298
0.7203 Intermediate Similarity NPC131665
0.7203 Intermediate Similarity NPC255387
0.7203 Intermediate Similarity NPC475294
0.7203 Intermediate Similarity NPC109376
0.72 Intermediate Similarity NPC475885
0.72 Intermediate Similarity NPC471126
0.72 Intermediate Similarity NPC472759
0.72 Intermediate Similarity NPC157252
0.72 Intermediate Similarity NPC19336
0.72 Intermediate Similarity NPC470312
0.72 Intermediate Similarity NPC107338
0.72 Intermediate Similarity NPC145182
0.72 Intermediate Similarity NPC329080
0.72 Intermediate Similarity NPC471128
0.72 Intermediate Similarity NPC109607
0.72 Intermediate Similarity NPC185876
0.7197 Intermediate Similarity NPC192334

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC82759 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
0.7345 Intermediate Similarity NPD4225 Approved
0.7236 Intermediate Similarity NPD7115 Discovery
0.7143 Intermediate Similarity NPD7503 Approved
0.7008 Intermediate Similarity NPD8033 Approved
0.6984 Remote Similarity NPD7516 Approved
0.6983 Remote Similarity NPD7640 Approved
0.6983 Remote Similarity NPD7639 Approved
0.6929 Remote Similarity NPD8294 Approved
0.6929 Remote Similarity NPD8377 Approved
0.6911 Remote Similarity NPD8297 Approved
0.6905 Remote Similarity NPD7327 Approved
0.6905 Remote Similarity NPD7328 Approved
0.6897 Remote Similarity NPD7638 Approved
0.6875 Remote Similarity NPD8380 Approved
0.6875 Remote Similarity NPD8379 Approved
0.6875 Remote Similarity NPD8296 Approved
0.6875 Remote Similarity NPD8335 Approved
0.6875 Remote Similarity NPD8378 Approved
0.678 Remote Similarity NPD5344 Discontinued
0.6774 Remote Similarity NPD6882 Approved
0.6757 Remote Similarity NPD7524 Approved
0.6752 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6726 Remote Similarity NPD7838 Discovery
0.6721 Remote Similarity NPD6686 Approved
0.6721 Remote Similarity NPD7320 Approved
0.6695 Remote Similarity NPD6648 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6667 Remote Similarity NPD7507 Approved
0.6636 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6371 Approved
0.6585 Remote Similarity NPD6899 Approved
0.6585 Remote Similarity NPD6881 Approved
0.656 Remote Similarity NPD8130 Phase 1
0.656 Remote Similarity NPD6649 Approved
0.656 Remote Similarity NPD6650 Approved
0.6557 Remote Similarity NPD5739 Approved
0.6557 Remote Similarity NPD6675 Approved
0.6557 Remote Similarity NPD6402 Approved
0.6557 Remote Similarity NPD7128 Approved
0.6532 Remote Similarity NPD6373 Approved
0.6532 Remote Similarity NPD6372 Approved
0.6519 Remote Similarity NPD7319 Approved
0.6504 Remote Similarity NPD5697 Approved
0.6504 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6493 Remote Similarity NPD7078 Approved
0.648 Remote Similarity NPD7290 Approved
0.648 Remote Similarity NPD7102 Approved
0.648 Remote Similarity NPD6883 Approved
0.6466 Remote Similarity NPD7492 Approved
0.6457 Remote Similarity NPD4632 Approved
0.6452 Remote Similarity NPD6011 Approved
0.6446 Remote Similarity NPD7632 Discontinued
0.6444 Remote Similarity NPD7736 Approved
0.6435 Remote Similarity NPD5785 Approved
0.6434 Remote Similarity NPD6009 Approved
0.6429 Remote Similarity NPD6617 Approved
0.6429 Remote Similarity NPD6869 Approved
0.6429 Remote Similarity NPD6847 Approved
0.6418 Remote Similarity NPD6616 Approved
0.6412 Remote Similarity NPD6054 Approved
0.6412 Remote Similarity NPD6319 Approved
0.64 Remote Similarity NPD6013 Approved
0.64 Remote Similarity NPD6014 Approved
0.64 Remote Similarity NPD6012 Approved
0.6396 Remote Similarity NPD6695 Phase 3
0.6387 Remote Similarity NPD6083 Phase 2
0.6387 Remote Similarity NPD6084 Phase 2
0.6378 Remote Similarity NPD6053 Discontinued
0.6372 Remote Similarity NPD5279 Phase 3
0.6371 Remote Similarity NPD5701 Approved
0.637 Remote Similarity NPD8293 Discontinued
0.6355 Remote Similarity NPD6933 Approved
0.6339 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6399 Phase 3
0.6316 Remote Similarity NPD7750 Discontinued
0.6316 Remote Similarity NPD6370 Approved
0.6311 Remote Similarity NPD5211 Phase 2
0.6304 Remote Similarity NPD7260 Phase 2
0.6303 Remote Similarity NPD5222 Approved
0.6303 Remote Similarity NPD5221 Approved
0.6303 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6303 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6299 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6288 Remote Similarity NPD6059 Approved
0.6283 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7748 Approved
0.6261 Remote Similarity NPD6672 Approved
0.6261 Remote Similarity NPD5737 Approved
0.625 Remote Similarity NPD5173 Approved
0.6241 Remote Similarity NPD6016 Approved
0.6241 Remote Similarity NPD8513 Phase 3
0.6241 Remote Similarity NPD6015 Approved
0.6239 Remote Similarity NPD6079 Approved
0.6231 Remote Similarity NPD6868 Approved
0.6218 Remote Similarity NPD5695 Phase 3
0.621 Remote Similarity NPD5141 Approved
0.6207 Remote Similarity NPD5328 Approved
0.6194 Remote Similarity NPD5988 Approved
0.6182 Remote Similarity NPD6929 Approved
0.6168 Remote Similarity NPD6926 Approved
0.6168 Remote Similarity NPD6924 Approved
0.6167 Remote Similarity NPD4697 Phase 3
0.6161 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6154 Remote Similarity NPD46 Approved
0.6154 Remote Similarity NPD6698 Approved
0.6148 Remote Similarity NPD5286 Approved
0.6148 Remote Similarity NPD7604 Phase 2
0.6148 Remote Similarity NPD5285 Approved
0.6148 Remote Similarity NPD8328 Phase 3
0.6148 Remote Similarity NPD4696 Approved
0.6143 Remote Similarity NPD6845 Suspended
0.6142 Remote Similarity NPD4061 Clinical (unspecified phase)
0.614 Remote Similarity NPD1694 Approved
0.6136 Remote Similarity NPD6335 Approved
0.6126 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6931 Approved
0.6126 Remote Similarity NPD6930 Phase 2
0.6121 Remote Similarity NPD6903 Approved
0.6119 Remote Similarity NPD8515 Approved
0.6119 Remote Similarity NPD8517 Approved
0.6119 Remote Similarity NPD5983 Phase 2
0.6119 Remote Similarity NPD8516 Approved
0.6116 Remote Similarity NPD7902 Approved
0.6116 Remote Similarity NPD4755 Approved
0.6111 Remote Similarity NPD6412 Phase 2
0.6107 Remote Similarity NPD6274 Approved
0.6106 Remote Similarity NPD5362 Discontinued
0.6106 Remote Similarity NPD5332 Approved
0.6106 Remote Similarity NPD5331 Approved
0.6102 Remote Similarity NPD6050 Approved
0.6102 Remote Similarity NPD5693 Phase 1
0.6102 Remote Similarity NPD7515 Phase 2
0.6098 Remote Similarity NPD5223 Approved
0.6091 Remote Similarity NPD5784 Clinical (unspecified phase)
0.609 Remote Similarity NPD7101 Approved
0.609 Remote Similarity NPD7100 Approved
0.6087 Remote Similarity NPD3618 Phase 1
0.6083 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6077 Remote Similarity NPD8133 Approved
0.6071 Remote Similarity NPD4790 Discontinued
0.6068 Remote Similarity NPD6051 Approved
0.6066 Remote Similarity NPD5696 Approved
0.6061 Remote Similarity NPD6317 Approved
0.6058 Remote Similarity NPD6336 Discontinued
0.6053 Remote Similarity NPD4786 Approved
0.605 Remote Similarity NPD5778 Approved
0.605 Remote Similarity NPD5779 Approved
0.6048 Remote Similarity NPD5226 Approved
0.6048 Remote Similarity NPD5224 Approved
0.6048 Remote Similarity NPD5225 Approved
0.6048 Remote Similarity NPD4633 Approved
0.6017 Remote Similarity NPD5692 Phase 3
0.6016 Remote Similarity NPD4700 Approved
0.6016 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6015 Remote Similarity NPD6314 Approved
0.6015 Remote Similarity NPD6313 Approved
0.6 Remote Similarity NPD5363 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD1696 Phase 3
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7514 Phase 3
0.5982 Remote Similarity NPD7525 Registered
0.5981 Remote Similarity NPD7151 Approved
0.5981 Remote Similarity NPD7150 Approved
0.5981 Remote Similarity NPD7152 Approved
0.5971 Remote Similarity NPD6033 Approved
0.5969 Remote Similarity NPD4634 Approved
0.5969 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6411 Approved
0.5966 Remote Similarity NPD7983 Approved
0.5966 Remote Similarity NPD7087 Discontinued
0.5966 Remote Similarity NPD8035 Phase 2
0.5966 Remote Similarity NPD8034 Phase 2
0.5966 Remote Similarity NPD5694 Approved
0.5963 Remote Similarity NPD8264 Approved
0.595 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5948 Remote Similarity NPD7334 Approved
0.5948 Remote Similarity NPD7146 Approved
0.5948 Remote Similarity NPD5330 Approved
0.5948 Remote Similarity NPD7521 Approved
0.5948 Remote Similarity NPD6684 Approved
0.5948 Remote Similarity NPD6409 Approved
0.5946 Remote Similarity NPD7145 Approved
0.5946 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5943 Remote Similarity NPD6923 Approved
0.5943 Remote Similarity NPD6922 Approved
0.5938 Remote Similarity NPD4730 Approved
0.5938 Remote Similarity NPD4729 Approved
0.5938 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6904 Approved
0.5932 Remote Similarity NPD6673 Approved
0.5932 Remote Similarity NPD4753 Phase 2
0.5932 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6080 Approved
0.5929 Remote Similarity NPD6902 Approved
0.5917 Remote Similarity NPD4202 Approved

Structure

External Identifiers

PubChem CID   46210049
ChEMBL   CHEMBL1098259
ZINC  

Physicochemical Properties

Molecular Weight:  720.39
ALogP:  1.1054
MLogP:  4.98
XLogP:  5.581
# Rotatable Bonds:  22
Polar Surface Area:  170.82
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  52

Download Data

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