Natural Product: NPC475025

Natural Product ID:  NPC475025
Common Name:   Topsentisterol A3
IUPAC Name:  
Synonyms:   Topsentisterol A3
Molecular Formula:   C27H40O2
Standard InCHIKey:  CZLIBAKQDCPVLQ-ZALMTFRLSA-N
Standard InCHI:  InChI=1S/C27H40O2/c1-6-19(2)9-10-20(3)21-11-12-22-24(21,4)16-13-23-25(5)14-7-8-15-26(25)17-18-27(22,23)29-28-26/h9-10,13,17-22H,6-8,11-12,14-16H2,1-5H3/b10-9+/t19?,20-,21-,22-,24-,25-,26+,27+/m1/s1
Canonical SMILES:  CCC(/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC=C1[C@]32OO[C@]2([C@]1(C)CCCC2)C=C3)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
NPO32840 topsentia sp. Species NA Eukaryota PMID[17190456]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 5.4 ug/ml DrugMatrix in vivo data: Pathology
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 = 7.1 ug/ml 16872154
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 = 4.6 ug/ml 16872154
NPT574 Cell Line XF498 Homo sapiens ED50 = 6.2 ug/ml 22417638
NPT148 Cell Line HCT-15 Homo sapiens ED50 = 4.2 ug/ml 10654415

  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 NPC475025 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
0.9722 High Similarity NPC475027
0.9452 High Similarity NPC474230
0.9315 High Similarity NPC474231
0.8452 Intermediate Similarity NPC14380
0.825 Intermediate Similarity NPC47761
0.8235 Intermediate Similarity NPC245410
0.8235 Intermediate Similarity NPC192437
0.8235 Intermediate Similarity NPC270511
0.8235 Intermediate Similarity NPC470390
0.8148 Intermediate Similarity NPC49964
0.8133 Intermediate Similarity NPC475728
0.8118 Intermediate Similarity NPC101886
0.8025 Intermediate Similarity NPC264245
0.8 Intermediate Similarity NPC4574
0.8 Intermediate Similarity NPC212596
0.7952 Intermediate Similarity NPC205845
0.7927 Intermediate Similarity NPC87489
0.7922 Intermediate Similarity NPC259049
0.7901 Intermediate Similarity NPC241290
0.7901 Intermediate Similarity NPC164840
0.7901 Intermediate Similarity NPC209944
0.7901 Intermediate Similarity NPC234193
0.7882 Intermediate Similarity NPC304083
0.7875 Intermediate Similarity NPC473943
0.7857 Intermediate Similarity NPC274448
0.7857 Intermediate Similarity NPC318390
0.7857 Intermediate Similarity NPC157257
0.7791 Intermediate Similarity NPC475605
0.7778 Intermediate Similarity NPC84694
0.7778 Intermediate Similarity NPC143182
0.7778 Intermediate Similarity NPC81306
0.7778 Intermediate Similarity NPC28862
0.7778 Intermediate Similarity NPC47982
0.7778 Intermediate Similarity NPC109546
0.7765 Intermediate Similarity NPC261266
0.775 Intermediate Similarity NPC198968
0.775 Intermediate Similarity NPC155986
0.775 Intermediate Similarity NPC318495
0.7738 Intermediate Similarity NPC470077
0.7738 Intermediate Similarity NPC238485
0.7738 Intermediate Similarity NPC231310
0.7722 Intermediate Similarity NPC133580
0.7711 Intermediate Similarity NPC296701
0.7711 Intermediate Similarity NPC50964
0.7711 Intermediate Similarity NPC101462
0.7711 Intermediate Similarity NPC218616
0.7701 Intermediate Similarity NPC138974
0.7692 Intermediate Similarity NPC474140
0.7674 Intermediate Similarity NPC149224
0.7654 Intermediate Similarity NPC477514
0.7654 Intermediate Similarity NPC275910
0.7654 Intermediate Similarity NPC474216
0.7647 Intermediate Similarity NPC137493
0.7625 Intermediate Similarity NPC107059
0.7625 Intermediate Similarity NPC247325
0.7625 Intermediate Similarity NPC244488
0.7625 Intermediate Similarity NPC113733
0.7625 Intermediate Similarity NPC240604
0.7625 Intermediate Similarity NPC321381
0.7625 Intermediate Similarity NPC321016
0.7625 Intermediate Similarity NPC300324
0.7619 Intermediate Similarity NPC475789
0.7619 Intermediate Similarity NPC474634
0.7619 Intermediate Similarity NPC134481
0.7619 Intermediate Similarity NPC470384
0.7614 Intermediate Similarity NPC3345
0.7614 Intermediate Similarity NPC291484
0.7614 Intermediate Similarity NPC80561
0.7614 Intermediate Similarity NPC329596
0.7614 Intermediate Similarity NPC204188
0.7614 Intermediate Similarity NPC11216
0.76 Intermediate Similarity NPC279434
0.759 Intermediate Similarity NPC474759
0.759 Intermediate Similarity NPC474731
0.759 Intermediate Similarity NPC209620
0.759 Intermediate Similarity NPC7505
0.759 Intermediate Similarity NPC82986
0.759 Intermediate Similarity NPC474683
0.759 Intermediate Similarity NPC23852
0.759 Intermediate Similarity NPC474752
0.7586 Intermediate Similarity NPC133588
0.7561 Intermediate Similarity NPC328714
0.7561 Intermediate Similarity NPC209430
0.7561 Intermediate Similarity NPC30986
0.7561 Intermediate Similarity NPC80530
0.7561 Intermediate Similarity NPC273410
0.7558 Intermediate Similarity NPC6391
0.7558 Intermediate Similarity NPC299068
0.7531 Intermediate Similarity NPC214570
0.7531 Intermediate Similarity NPC91594
0.7529 Intermediate Similarity NPC15534
0.7529 Intermediate Similarity NPC185568
0.7528 Intermediate Similarity NPC97404
0.7528 Intermediate Similarity NPC41554
0.7528 Intermediate Similarity NPC471453
0.75 Intermediate Similarity NPC285893
0.75 Intermediate Similarity NPC189972
0.75 Intermediate Similarity NPC5985
0.75 Intermediate Similarity NPC470049
0.75 Intermediate Similarity NPC136188
0.75 Intermediate Similarity NPC471468
0.75 Intermediate Similarity NPC28657
0.75 Intermediate Similarity NPC304309
0.75 Intermediate Similarity NPC202389
0.75 Intermediate Similarity NPC470361
0.75 Intermediate Similarity NPC230301
0.75 Intermediate Similarity NPC134847
0.75 Intermediate Similarity NPC162742
0.75 Intermediate Similarity NPC288035
0.75 Intermediate Similarity NPC22105
0.747 Intermediate Similarity NPC236237
0.747 Intermediate Similarity NPC322313
0.747 Intermediate Similarity NPC102253
0.7444 Intermediate Similarity NPC310013
0.7442 Intermediate Similarity NPC266511
0.7442 Intermediate Similarity NPC470360
0.7439 Intermediate Similarity NPC6978
0.7439 Intermediate Similarity NPC307965
0.7439 Intermediate Similarity NPC244385
0.7439 Intermediate Similarity NPC138621
0.7439 Intermediate Similarity NPC475337
0.7439 Intermediate Similarity NPC18603
0.7439 Intermediate Similarity NPC285761
0.7439 Intermediate Similarity NPC76931
0.7439 Intermediate Similarity NPC477522
0.7439 Intermediate Similarity NPC87604
0.7439 Intermediate Similarity NPC167037
0.7416 Intermediate Similarity NPC273199
0.7416 Intermediate Similarity NPC295668
0.7412 Intermediate Similarity NPC82623
0.7412 Intermediate Similarity NPC470558
0.7412 Intermediate Similarity NPC317458
0.7407 Intermediate Similarity NPC46160
0.7407 Intermediate Similarity NPC470362
0.7407 Intermediate Similarity NPC129165
0.7407 Intermediate Similarity NPC189883
0.7407 Intermediate Similarity NPC265588
0.7407 Intermediate Similarity NPC202642
0.7407 Intermediate Similarity NPC134330
0.7407 Intermediate Similarity NPC73875
0.7386 Intermediate Similarity NPC474668
0.7386 Intermediate Similarity NPC471952
0.7381 Intermediate Similarity NPC476646
0.7381 Intermediate Similarity NPC474531
0.7381 Intermediate Similarity NPC70927
0.7381 Intermediate Similarity NPC470383
0.7363 Intermediate Similarity NPC127718
0.7363 Intermediate Similarity NPC65402
0.7356 Intermediate Similarity NPC152808
0.7356 Intermediate Similarity NPC24277
0.7356 Intermediate Similarity NPC293287
0.7349 Intermediate Similarity NPC1319
0.7349 Intermediate Similarity NPC44083
0.7349 Intermediate Similarity NPC153987
0.7333 Intermediate Similarity NPC177641
0.7326 Intermediate Similarity NPC124172
0.7326 Intermediate Similarity NPC474047
0.7326 Intermediate Similarity NPC209802
0.7317 Intermediate Similarity NPC470750
0.7317 Intermediate Similarity NPC34019
0.7294 Intermediate Similarity NPC1272
0.7294 Intermediate Similarity NPC201852
0.7294 Intermediate Similarity NPC30166
0.7294 Intermediate Similarity NPC470614
0.7294 Intermediate Similarity NPC248886
0.7284 Intermediate Similarity NPC118508
0.7284 Intermediate Similarity NPC322353
0.7284 Intermediate Similarity NPC121744
0.7284 Intermediate Similarity NPC291503
0.7284 Intermediate Similarity NPC319090
0.7284 Intermediate Similarity NPC328104
0.7284 Intermediate Similarity NPC141071
0.7284 Intermediate Similarity NPC471723
0.7284 Intermediate Similarity NPC257347
0.7283 Intermediate Similarity NPC8774
0.7273 Intermediate Similarity NPC470620
0.7262 Intermediate Similarity NPC236112
0.7262 Intermediate Similarity NPC13554
0.7262 Intermediate Similarity NPC96362
0.7262 Intermediate Similarity NPC26117
0.725 Intermediate Similarity NPC471799
0.7245 Intermediate Similarity NPC64844
0.7245 Intermediate Similarity NPC42847
0.7241 Intermediate Similarity NPC474189
0.7241 Intermediate Similarity NPC269638
0.7241 Intermediate Similarity NPC474349
0.7229 Intermediate Similarity NPC186191
0.7229 Intermediate Similarity NPC205455
0.7229 Intermediate Similarity NPC167891
0.7229 Intermediate Similarity NPC83351
0.7222 Intermediate Similarity NPC320026
0.7215 Intermediate Similarity NPC34834
0.7209 Intermediate Similarity NPC470047
0.7209 Intermediate Similarity NPC207013
0.7209 Intermediate Similarity NPC470046
0.7209 Intermediate Similarity NPC477818
0.7204 Intermediate Similarity NPC98457
0.7204 Intermediate Similarity NPC227583
0.7204 Intermediate Similarity NPC288970
0.7204 Intermediate Similarity NPC12103

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475025 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
0.8052 Intermediate Similarity NPD4784 Approved
0.8052 Intermediate Similarity NPD4785 Approved
0.7792 Intermediate Similarity NPD4243 Approved
0.75 Intermediate Similarity NPD6942 Approved
0.75 Intermediate Similarity NPD7339 Approved
0.747 Intermediate Similarity NPD7525 Registered
0.7349 Intermediate Similarity NPD4195 Approved
0.7284 Intermediate Similarity NPD4190 Phase 3
0.7284 Intermediate Similarity NPD5275 Approved
0.7195 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6924 Approved
0.716 Intermediate Similarity NPD6926 Approved
0.7079 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6933 Approved
0.6932 Remote Similarity NPD4786 Approved
0.6923 Remote Similarity NPD6051 Approved
0.6897 Remote Similarity NPD4223 Phase 3
0.6897 Remote Similarity NPD4221 Approved
0.686 Remote Similarity NPD6930 Phase 2
0.686 Remote Similarity NPD6931 Approved
0.686 Remote Similarity NPD7514 Phase 3
0.6854 Remote Similarity NPD5329 Approved
0.6824 Remote Similarity NPD7322 Clinical (unspecified phase)
0.679 Remote Similarity NPD7144 Approved
0.679 Remote Similarity NPD7143 Approved
0.6778 Remote Similarity NPD6098 Approved
0.6778 Remote Similarity NPD5690 Phase 2
0.6744 Remote Similarity NPD6929 Approved
0.6744 Remote Similarity NPD7645 Phase 2
0.6742 Remote Similarity NPD4197 Approved
0.6742 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6707 Remote Similarity NPD7151 Approved
0.6707 Remote Similarity NPD7150 Approved
0.6707 Remote Similarity NPD7152 Approved
0.6706 Remote Similarity NPD6932 Approved
0.6705 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD7509 Discontinued
0.6667 Remote Similarity NPD7332 Phase 2
0.6667 Remote Similarity NPD6922 Approved
0.6667 Remote Similarity NPD6923 Approved
0.6667 Remote Similarity NPD4748 Discontinued
0.6629 Remote Similarity NPD6695 Phase 3
0.6628 Remote Similarity NPD7145 Approved
0.6596 Remote Similarity NPD5281 Approved
0.6596 Remote Similarity NPD6079 Approved
0.6596 Remote Similarity NPD5284 Approved
0.6593 Remote Similarity NPD4690 Approved
0.6593 Remote Similarity NPD4623 Approved
0.6593 Remote Similarity NPD4519 Discontinued
0.6593 Remote Similarity NPD4688 Approved
0.6593 Remote Similarity NPD4694 Approved
0.6593 Remote Similarity NPD5205 Approved
0.6593 Remote Similarity NPD5280 Approved
0.6593 Remote Similarity NPD4138 Approved
0.6593 Remote Similarity NPD4693 Phase 3
0.6593 Remote Similarity NPD4689 Approved
0.6591 Remote Similarity NPD6902 Approved
0.6585 Remote Similarity NPD4747 Approved
0.6559 Remote Similarity NPD5328 Approved
0.6559 Remote Similarity NPD6904 Approved
0.6559 Remote Similarity NPD6673 Approved
0.6559 Remote Similarity NPD6080 Approved
0.6556 Remote Similarity NPD3668 Phase 3
0.6548 Remote Similarity NPD5733 Approved
0.6548 Remote Similarity NPD4687 Approved
0.6526 Remote Similarity NPD4202 Approved
0.6526 Remote Similarity NPD6399 Phase 3
0.6522 Remote Similarity NPD3573 Approved
0.6512 Remote Similarity NPD6925 Approved
0.6512 Remote Similarity NPD5776 Phase 2
0.6489 Remote Similarity NPD5207 Approved
0.6484 Remote Similarity NPD6893 Approved
0.6471 Remote Similarity NPD8264 Approved
0.6463 Remote Similarity NPD4137 Phase 3
0.6452 Remote Similarity NPD6672 Approved
0.6452 Remote Similarity NPD5737 Approved
0.6452 Remote Similarity NPD4722 Approved
0.6452 Remote Similarity NPD5208 Approved
0.6452 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4723 Approved
0.6421 Remote Similarity NPD5693 Phase 1
0.6421 Remote Similarity NPD5694 Approved
0.6421 Remote Similarity NPD6050 Approved
0.6413 Remote Similarity NPD7521 Approved
0.6413 Remote Similarity NPD6409 Approved
0.6413 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6413 Remote Similarity NPD3618 Phase 1
0.6413 Remote Similarity NPD7146 Approved
0.6413 Remote Similarity NPD5330 Approved
0.6413 Remote Similarity NPD7334 Approved
0.6413 Remote Similarity NPD6684 Approved
0.6404 Remote Similarity NPD4139 Approved
0.6404 Remote Similarity NPD4692 Approved
0.6392 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6386 Remote Similarity NPD4691 Approved
0.6383 Remote Similarity NPD4753 Phase 2
0.6374 Remote Similarity NPD3133 Approved
0.6374 Remote Similarity NPD3665 Phase 1
0.6374 Remote Similarity NPD3666 Approved
0.6364 Remote Similarity NPD6683 Phase 2
0.6353 Remote Similarity NPD4058 Approved
0.6344 Remote Similarity NPD7524 Approved
0.6344 Remote Similarity NPD7750 Discontinued
0.6341 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6337 Remote Similarity NPD5211 Phase 2
0.6316 Remote Similarity NPD5692 Phase 3
0.631 Remote Similarity NPD5276 Approved
0.63 Remote Similarity NPD5285 Approved
0.63 Remote Similarity NPD4696 Approved
0.63 Remote Similarity NPD5286 Approved
0.6289 Remote Similarity NPD6001 Approved
0.6277 Remote Similarity NPD4518 Approved
0.6277 Remote Similarity NPD6903 Approved
0.6263 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD3617 Approved
0.6238 Remote Similarity NPD5223 Approved
0.6237 Remote Similarity NPD5279 Phase 3
0.6224 Remote Similarity NPD4629 Approved
0.6224 Remote Similarity NPD5210 Approved
0.6222 Remote Similarity NPD6898 Phase 1
0.6214 Remote Similarity NPD5141 Approved
0.6203 Remote Similarity NPD368 Approved
0.6182 Remote Similarity NPD7115 Discovery
0.6176 Remote Similarity NPD4633 Approved
0.6176 Remote Similarity NPD5225 Approved
0.6176 Remote Similarity NPD5224 Approved
0.6176 Remote Similarity NPD5226 Approved
0.6162 Remote Similarity NPD5221 Approved
0.6162 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5222 Approved
0.6146 Remote Similarity NPD4096 Approved
0.6146 Remote Similarity NPD4001 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4700 Approved
0.6129 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5771 Approved
0.6122 Remote Similarity NPD5707 Approved
0.6117 Remote Similarity NPD5174 Approved
0.6117 Remote Similarity NPD5175 Approved
0.6111 Remote Similarity NPD4695 Discontinued
0.6106 Remote Similarity NPD7503 Approved
0.61 Remote Similarity NPD6083 Phase 2
0.61 Remote Similarity NPD5173 Approved
0.61 Remote Similarity NPD6084 Phase 2
0.6087 Remote Similarity NPD4788 Approved
0.6082 Remote Similarity NPD7087 Discontinued
0.6061 Remote Similarity NPD5695 Phase 3
0.604 Remote Similarity NPD7638 Approved
0.6038 Remote Similarity NPD6881 Approved
0.6038 Remote Similarity NPD6899 Approved
0.6023 Remote Similarity NPD1346 Approved
0.602 Remote Similarity NPD5133 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD6008 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD6939 Phase 2
0.6 Remote Similarity NPD6402 Approved
0.598 Remote Similarity NPD7639 Approved
0.598 Remote Similarity NPD6404 Discontinued
0.598 Remote Similarity NPD7640 Approved
0.5962 Remote Similarity NPD4754 Approved
0.596 Remote Similarity NPD7900 Approved
0.596 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5943 Remote Similarity NPD5697 Approved
0.5926 Remote Similarity NPD7290 Approved
0.5926 Remote Similarity NPD6883 Approved
0.5926 Remote Similarity NPD7102 Approved
0.5918 Remote Similarity NPD7637 Suspended
0.5918 Remote Similarity NPD7515 Phase 2
0.5918 Remote Similarity NPD8035 Phase 2
0.5918 Remote Similarity NPD8034 Phase 2
0.59 Remote Similarity NPD5654 Approved
0.5888 Remote Similarity NPD4730 Approved
0.5888 Remote Similarity NPD7320 Approved
0.5888 Remote Similarity NPD6011 Approved
0.5888 Remote Similarity NPD4729 Approved
0.5882 Remote Similarity NPD5290 Discontinued
0.5882 Remote Similarity NPD5696 Approved
0.5876 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6650 Approved
0.5872 Remote Similarity NPD6847 Approved
0.5872 Remote Similarity NPD8130 Phase 1
0.5872 Remote Similarity NPD6869 Approved
0.5872 Remote Similarity NPD6649 Approved
0.5872 Remote Similarity NPD6617 Approved
0.5865 Remote Similarity NPD5091 Approved
0.5849 Remote Similarity NPD4768 Approved
0.5849 Remote Similarity NPD4767 Approved
0.5841 Remote Similarity NPD7328 Approved
0.5841 Remote Similarity NPD7327 Approved
0.5833 Remote Similarity NPD6372 Approved
0.5833 Remote Similarity NPD6013 Approved
0.5833 Remote Similarity NPD6012 Approved
0.5833 Remote Similarity NPD6014 Approved
0.5833 Remote Similarity NPD6373 Approved
0.5826 Remote Similarity NPD8033 Approved
0.5818 Remote Similarity NPD6882 Approved
0.5818 Remote Similarity NPD8297 Approved

Structure

External Identifiers

PubChem CID   44566387
ChEMBL   CHEMBL492609
ZINC  

Physicochemical Properties

Molecular Weight:  396.30
ALogP:  2.5513
MLogP:  4.21
XLogP:  8.217
# Rotatable Bonds:  9
Polar Surface Area:  18.46
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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