Natural Product: NPC475867

Natural Product ID:  NPC475867
Common Name:   Phorbasterone D
IUPAC Name:   methyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-2-carboxylate
Synonyms:   Phorbasterone D
Molecular Formula:   C30H48O4
Standard InCHIKey:  FXOGEPKTXCIWPW-RZZHZTBNSA-N
Standard InCHI:  InChI=1S/C30H48O4/c1-8-20(18(2)3)10-9-19(4)22-13-14-23-21-11-12-25-26(31)30(33,27(32)34-7)17-29(25,6)24(21)15-16-28(22,23)5/h12,18-24,33H,8-11,13-17H2,1-7H3/t19-,20?,21+,22-,23+,24+,28-,29-,30+/m1/s1
Canonical SMILES:  CCC(C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C[C@@](C2=O)(O)C(=O)OC)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
NPO25324 Phorbas amaranthus Species Hymedesmiidae Eukaryota PMID[15104518]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 1 ug/ml 18516048

  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 NPC475867 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 NPC270155
0.9789 High Similarity NPC474330
0.9789 High Similarity NPC474207
0.9688 High Similarity NPC13385
0.8286 Intermediate Similarity NPC469508
0.8085 Intermediate Similarity NPC477373
0.8037 Intermediate Similarity NPC470257
0.802 Intermediate Similarity NPC472734
0.802 Intermediate Similarity NPC472733
0.8 Intermediate Similarity NPC235889
0.8 Intermediate Similarity NPC255309
0.7959 Intermediate Similarity NPC476733
0.7959 Intermediate Similarity NPC215029
0.7941 Intermediate Similarity NPC472732
0.7941 Intermediate Similarity NPC472731
0.7925 Intermediate Similarity NPC96377
0.7925 Intermediate Similarity NPC181265
0.7917 Intermediate Similarity NPC474680
0.7872 Intermediate Similarity NPC477372
0.7864 Intermediate Similarity NPC177680
0.7864 Intermediate Similarity NPC197386
0.7864 Intermediate Similarity NPC153776
0.7864 Intermediate Similarity NPC472729
0.7864 Intermediate Similarity NPC472730
0.7864 Intermediate Similarity NPC147954
0.785 Intermediate Similarity NPC58370
0.785 Intermediate Similarity NPC475294
0.785 Intermediate Similarity NPC472925
0.785 Intermediate Similarity NPC43285
0.7845 Intermediate Similarity NPC473255
0.7843 Intermediate Similarity NPC328162
0.7843 Intermediate Similarity NPC305483
0.7843 Intermediate Similarity NPC96859
0.7818 Intermediate Similarity NPC191620
0.781 Intermediate Similarity NPC119601
0.781 Intermediate Similarity NPC473928
0.781 Intermediate Similarity NPC308726
0.7798 Intermediate Similarity NPC5284
0.7798 Intermediate Similarity NPC473627
0.7798 Intermediate Similarity NPC37116
0.7788 Intermediate Similarity NPC472727
0.7788 Intermediate Similarity NPC316964
0.7788 Intermediate Similarity NPC472728
0.7778 Intermediate Similarity NPC474570
0.7778 Intermediate Similarity NPC305039
0.7778 Intermediate Similarity NPC262043
0.7767 Intermediate Similarity NPC43747
0.7767 Intermediate Similarity NPC27105
0.7755 Intermediate Similarity NPC136948
0.7755 Intermediate Similarity NPC96496
0.7748 Intermediate Similarity NPC194100
0.7745 Intermediate Similarity NPC777
0.7745 Intermediate Similarity NPC470016
0.7745 Intermediate Similarity NPC317586
0.7739 Intermediate Similarity NPC470921
0.7736 Intermediate Similarity NPC264048
0.7732 Intermediate Similarity NPC29447
0.7727 Intermediate Similarity NPC43775
0.7727 Intermediate Similarity NPC470961
0.7723 Intermediate Similarity NPC109414
0.7723 Intermediate Similarity NPC474807
0.7723 Intermediate Similarity NPC25750
0.7714 Intermediate Similarity NPC475099
0.7714 Intermediate Similarity NPC472924
0.7714 Intermediate Similarity NPC302537
0.7714 Intermediate Similarity NPC163372
0.7712 Intermediate Similarity NPC470882
0.7712 Intermediate Similarity NPC473253
0.7712 Intermediate Similarity NPC473265
0.7708 Intermediate Similarity NPC168188
0.7708 Intermediate Similarity NPC470015
0.7708 Intermediate Similarity NPC105803
0.7706 Intermediate Similarity NPC41405
0.7706 Intermediate Similarity NPC475941
0.7706 Intermediate Similarity NPC241927
0.7706 Intermediate Similarity NPC258543
0.7706 Intermediate Similarity NPC304495
0.7706 Intermediate Similarity NPC474901
0.77 Intermediate Similarity NPC289213
0.7699 Intermediate Similarity NPC239273
0.7699 Intermediate Similarity NPC471854
0.7692 Intermediate Similarity NPC472687
0.7692 Intermediate Similarity NPC471330
0.7692 Intermediate Similarity NPC471331
0.7692 Intermediate Similarity NPC203388
0.7692 Intermediate Similarity NPC99657
0.7685 Intermediate Similarity NPC220974
0.7685 Intermediate Similarity NPC44063
0.7677 Intermediate Similarity NPC472870
0.767 Intermediate Similarity NPC471463
0.767 Intermediate Similarity NPC328371
0.767 Intermediate Similarity NPC125622
0.767 Intermediate Similarity NPC269492
0.766 Intermediate Similarity NPC477371
0.7658 Intermediate Similarity NPC100267
0.7658 Intermediate Similarity NPC475524
0.7658 Intermediate Similarity NPC221144
0.7653 Intermediate Similarity NPC229717
0.7647 Intermediate Similarity NPC166906
0.7647 Intermediate Similarity NPC124207
0.7642 Intermediate Similarity NPC271266
0.7642 Intermediate Similarity NPC87351
0.7642 Intermediate Similarity NPC473163
0.7642 Intermediate Similarity NPC473424
0.7642 Intermediate Similarity NPC308351
0.7636 Intermediate Similarity NPC29133
0.7636 Intermediate Similarity NPC239097
0.7632 Intermediate Similarity NPC311554
0.7632 Intermediate Similarity NPC329736
0.7632 Intermediate Similarity NPC257457
0.7629 Intermediate Similarity NPC164577
0.7629 Intermediate Similarity NPC144258
0.7624 Intermediate Similarity NPC204341
0.7619 Intermediate Similarity NPC476274
0.7619 Intermediate Similarity NPC474720
0.7619 Intermediate Similarity NPC88198
0.7611 Intermediate Similarity NPC190286
0.7611 Intermediate Similarity NPC270929
0.7607 Intermediate Similarity NPC120724
0.7604 Intermediate Similarity NPC327969
0.7604 Intermediate Similarity NPC321289
0.7604 Intermediate Similarity NPC133391
0.7604 Intermediate Similarity NPC260956
0.7604 Intermediate Similarity NPC100297
0.7604 Intermediate Similarity NPC320514
0.76 Intermediate Similarity NPC310010
0.76 Intermediate Similarity NPC326627
0.7596 Intermediate Similarity NPC18319
0.7596 Intermediate Similarity NPC472690
0.7596 Intermediate Similarity NPC477268
0.7596 Intermediate Similarity NPC472689
0.7596 Intermediate Similarity NPC477267
0.7593 Intermediate Similarity NPC471332
0.7593 Intermediate Similarity NPC292588
0.7593 Intermediate Similarity NPC471333
0.7589 Intermediate Similarity NPC472926
0.7589 Intermediate Similarity NPC472929
0.7586 Intermediate Similarity NPC46570
0.7583 Intermediate Similarity NPC470880
0.7576 Intermediate Similarity NPC167877
0.7576 Intermediate Similarity NPC128644
0.7573 Intermediate Similarity NPC173875
0.7573 Intermediate Similarity NPC241156
0.7573 Intermediate Similarity NPC318282
0.7573 Intermediate Similarity NPC469995
0.7573 Intermediate Similarity NPC171395
0.7573 Intermediate Similarity NPC469599
0.7573 Intermediate Similarity NPC174948
0.757 Intermediate Similarity NPC311612
0.757 Intermediate Similarity NPC117185
0.757 Intermediate Similarity NPC111323
0.757 Intermediate Similarity NPC236390
0.7568 Intermediate Similarity NPC214797
0.7568 Intermediate Similarity NPC472928
0.7568 Intermediate Similarity NPC231589
0.7568 Intermediate Similarity NPC118860
0.7565 Intermediate Similarity NPC61520
0.7565 Intermediate Similarity NPC473203
0.7553 Intermediate Similarity NPC321514
0.7551 Intermediate Similarity NPC469948
0.7551 Intermediate Similarity NPC94531
0.7551 Intermediate Similarity NPC473038
0.7551 Intermediate Similarity NPC123319
0.7551 Intermediate Similarity NPC142649
0.7551 Intermediate Similarity NPC311702
0.7549 Intermediate Similarity NPC206810
0.7549 Intermediate Similarity NPC477436
0.7549 Intermediate Similarity NPC477435
0.7547 Intermediate Similarity NPC124211
0.7547 Intermediate Similarity NPC473514
0.7547 Intermediate Similarity NPC476240
0.7547 Intermediate Similarity NPC99411
0.7547 Intermediate Similarity NPC476223
0.7547 Intermediate Similarity NPC224720
0.7545 Intermediate Similarity NPC2766
0.7545 Intermediate Similarity NPC170221
0.7545 Intermediate Similarity NPC10064
0.7545 Intermediate Similarity NPC214644
0.7544 Intermediate Similarity NPC476965
0.7544 Intermediate Similarity NPC472934
0.7544 Intermediate Similarity NPC470959
0.7526 Intermediate Similarity NPC97913
0.7524 Intermediate Similarity NPC235464
0.7524 Intermediate Similarity NPC166745
0.7524 Intermediate Similarity NPC222011
0.7524 Intermediate Similarity NPC114274
0.7523 Intermediate Similarity NPC329048
0.7523 Intermediate Similarity NPC330011
0.7522 Intermediate Similarity NPC471398
0.7522 Intermediate Similarity NPC474181
0.7521 Intermediate Similarity NPC107493
0.75 Intermediate Similarity NPC29152
0.75 Intermediate Similarity NPC469528
0.75 Intermediate Similarity NPC38350
0.75 Intermediate Similarity NPC278459
0.75 Intermediate Similarity NPC228669
0.75 Intermediate Similarity NPC44963
0.75 Intermediate Similarity NPC137657
0.75 Intermediate Similarity NPC213366
0.75 Intermediate Similarity NPC164835

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475867 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
0.7944 Intermediate Similarity NPD7320 Approved
0.7941 Intermediate Similarity NPD6084 Phase 2
0.7941 Intermediate Similarity NPD6083 Phase 2
0.7921 Intermediate Similarity NPD5695 Phase 3
0.7818 Intermediate Similarity NPD8297 Approved
0.7778 Intermediate Similarity NPD6080 Approved
0.7778 Intermediate Similarity NPD6881 Approved
0.7778 Intermediate Similarity NPD6904 Approved
0.7778 Intermediate Similarity NPD6673 Approved
0.7778 Intermediate Similarity NPD6899 Approved
0.7757 Intermediate Similarity NPD5739 Approved
0.7757 Intermediate Similarity NPD7128 Approved
0.7757 Intermediate Similarity NPD6675 Approved
0.7757 Intermediate Similarity NPD6402 Approved
0.7748 Intermediate Similarity NPD4632 Approved
0.7732 Intermediate Similarity NPD5329 Approved
0.7692 Intermediate Similarity NPD5696 Approved
0.7685 Intermediate Similarity NPD5697 Approved
0.7677 Intermediate Similarity NPD6672 Approved
0.7677 Intermediate Similarity NPD5737 Approved
0.7653 Intermediate Similarity NPD5690 Phase 2
0.7652 Intermediate Similarity NPD6319 Approved
0.7636 Intermediate Similarity NPD7102 Approved
0.7636 Intermediate Similarity NPD6883 Approved
0.7636 Intermediate Similarity NPD7290 Approved
0.7629 Intermediate Similarity NPD4197 Approved
0.7624 Intermediate Similarity NPD6050 Approved
0.7615 Intermediate Similarity NPD6011 Approved
0.76 Intermediate Similarity NPD4753 Phase 2
0.7568 Intermediate Similarity NPD6869 Approved
0.7568 Intermediate Similarity NPD6649 Approved
0.7568 Intermediate Similarity NPD6847 Approved
0.7568 Intermediate Similarity NPD8130 Phase 1
0.7568 Intermediate Similarity NPD6617 Approved
0.7568 Intermediate Similarity NPD6650 Approved
0.7563 Intermediate Similarity NPD7078 Approved
0.7545 Intermediate Similarity NPD6012 Approved
0.7545 Intermediate Similarity NPD6014 Approved
0.7545 Intermediate Similarity NPD6372 Approved
0.7545 Intermediate Similarity NPD6373 Approved
0.7545 Intermediate Similarity NPD6013 Approved
0.7542 Intermediate Similarity NPD7492 Approved
0.7525 Intermediate Similarity NPD5692 Phase 3
0.7523 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD6054 Approved
0.75 Intermediate Similarity NPD6903 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.7479 Intermediate Similarity NPD6616 Approved
0.7477 Intermediate Similarity NPD4634 Approved
0.7475 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD6098 Approved
0.7475 Intermediate Similarity NPD5280 Approved
0.7475 Intermediate Similarity NPD4694 Approved
0.7453 Intermediate Similarity NPD5285 Approved
0.7453 Intermediate Similarity NPD5286 Approved
0.7453 Intermediate Similarity NPD4696 Approved
0.7451 Intermediate Similarity NPD5693 Phase 1
0.7451 Intermediate Similarity NPD5281 Approved
0.7451 Intermediate Similarity NPD5284 Approved
0.7451 Intermediate Similarity NPD5694 Approved
0.7429 Intermediate Similarity NPD4755 Approved
0.7423 Intermediate Similarity NPD4223 Phase 3
0.7423 Intermediate Similarity NPD4221 Approved
0.7411 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD5210 Approved
0.7404 Intermediate Similarity NPD4629 Approved
0.7404 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6009 Approved
0.7391 Intermediate Similarity NPD7115 Discovery
0.7383 Intermediate Similarity NPD5223 Approved
0.7379 Intermediate Similarity NPD6399 Phase 3
0.7373 Intermediate Similarity NPD6370 Approved
0.7355 Intermediate Similarity NPD7736 Approved
0.735 Intermediate Similarity NPD6059 Approved
0.7333 Intermediate Similarity NPD5221 Approved
0.7333 Intermediate Similarity NPD5222 Approved
0.7333 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5226 Approved
0.7315 Intermediate Similarity NPD5225 Approved
0.7315 Intermediate Similarity NPD4633 Approved
0.7315 Intermediate Similarity NPD5224 Approved
0.7315 Intermediate Similarity NPD5211 Phase 2
0.73 Intermediate Similarity NPD6684 Approved
0.73 Intermediate Similarity NPD7334 Approved
0.73 Intermediate Similarity NPD7521 Approved
0.73 Intermediate Similarity NPD6409 Approved
0.73 Intermediate Similarity NPD7146 Approved
0.73 Intermediate Similarity NPD5330 Approved
0.729 Intermediate Similarity NPD4700 Approved
0.7288 Intermediate Similarity NPD6016 Approved
0.7288 Intermediate Similarity NPD6015 Approved
0.7282 Intermediate Similarity NPD6079 Approved
0.7273 Intermediate Similarity NPD8293 Discontinued
0.7264 Intermediate Similarity NPD5173 Approved
0.7255 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD5328 Approved
0.7248 Intermediate Similarity NPD5175 Approved
0.7248 Intermediate Similarity NPD5174 Approved
0.7238 Intermediate Similarity NPD5654 Approved
0.7227 Intermediate Similarity NPD5988 Approved
0.7216 Intermediate Similarity NPD4695 Discontinued
0.7188 Intermediate Similarity NPD3617 Approved
0.7184 Intermediate Similarity NPD5207 Approved
0.7182 Intermediate Similarity NPD5141 Approved
0.7179 Intermediate Similarity NPD6335 Approved
0.717 Intermediate Similarity NPD4697 Phase 3
0.7167 Intermediate Similarity NPD7604 Phase 2
0.7157 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5208 Approved
0.7155 Intermediate Similarity NPD6274 Approved
0.7143 Intermediate Similarity NPD5983 Phase 2
0.7129 Intermediate Similarity NPD4138 Approved
0.7129 Intermediate Similarity NPD4693 Phase 3
0.7129 Intermediate Similarity NPD5279 Phase 3
0.7129 Intermediate Similarity NPD5205 Approved
0.7129 Intermediate Similarity NPD4689 Approved
0.7129 Intermediate Similarity NPD4690 Approved
0.7129 Intermediate Similarity NPD4688 Approved
0.7119 Intermediate Similarity NPD7100 Approved
0.7119 Intermediate Similarity NPD7101 Approved
0.7117 Intermediate Similarity NPD6008 Approved
0.7103 Intermediate Similarity NPD5959 Approved
0.71 Intermediate Similarity NPD3665 Phase 1
0.71 Intermediate Similarity NPD3133 Approved
0.71 Intermediate Similarity NPD4786 Approved
0.71 Intermediate Similarity NPD3666 Approved
0.7094 Intermediate Similarity NPD6317 Approved
0.7091 Intermediate Similarity NPD4754 Approved
0.7049 Intermediate Similarity NPD6336 Discontinued
0.7048 Intermediate Similarity NPD5133 Approved
0.7034 Intermediate Similarity NPD6313 Approved
0.7034 Intermediate Similarity NPD6314 Approved
0.7009 Intermediate Similarity NPD6868 Approved
0.7 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.6991 Remote Similarity NPD4730 Approved
0.6991 Remote Similarity NPD4729 Approved
0.6991 Remote Similarity NPD5128 Approved
0.6981 Remote Similarity NPD6001 Approved
0.6964 Remote Similarity NPD4768 Approved
0.6964 Remote Similarity NPD4767 Approved
0.6939 Remote Similarity NPD4195 Approved
0.6935 Remote Similarity NPD6033 Approved
0.6903 Remote Similarity NPD6614 Approved
0.6903 Remote Similarity NPD6412 Phase 2
0.69 Remote Similarity NPD3667 Approved
0.69 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6053 Discontinued
0.6893 Remote Similarity NPD3573 Approved
0.6887 Remote Similarity NPD4202 Approved
0.687 Remote Similarity NPD5250 Approved
0.687 Remote Similarity NPD5135 Approved
0.687 Remote Similarity NPD5251 Approved
0.687 Remote Similarity NPD5248 Approved
0.687 Remote Similarity NPD5169 Approved
0.687 Remote Similarity NPD5249 Phase 3
0.687 Remote Similarity NPD5134 Clinical (unspecified phase)
0.687 Remote Similarity NPD5247 Approved
0.686 Remote Similarity NPD6908 Approved
0.686 Remote Similarity NPD6909 Approved
0.6857 Remote Similarity NPD5785 Approved
0.6847 Remote Similarity NPD5091 Approved
0.6832 Remote Similarity NPD4788 Approved
0.6822 Remote Similarity NPD7748 Approved
0.681 Remote Similarity NPD5217 Approved
0.681 Remote Similarity NPD5215 Approved
0.681 Remote Similarity NPD5216 Approved
0.681 Remote Similarity NPD5127 Approved
0.68 Remote Similarity NPD4692 Approved
0.68 Remote Similarity NPD4139 Approved
0.68 Remote Similarity NPD5369 Approved
0.6796 Remote Similarity NPD3618 Phase 1
0.6792 Remote Similarity NPD6411 Approved
0.6792 Remote Similarity NPD7515 Phase 2
0.6786 Remote Similarity NPD6052 Approved
0.6754 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6746 Remote Similarity NPD7319 Approved
0.6727 Remote Similarity NPD4225 Approved
0.6699 Remote Similarity NPD5363 Approved
0.6698 Remote Similarity NPD4096 Approved
0.6697 Remote Similarity NPD7614 Phase 1
0.6696 Remote Similarity NPD5168 Approved
0.6694 Remote Similarity NPD4522 Approved
0.6667 Remote Similarity NPD4518 Approved
0.664 Remote Similarity NPD7507 Approved
0.6639 Remote Similarity NPD5167 Approved
0.6636 Remote Similarity NPD7902 Approved
0.6635 Remote Similarity NPD5786 Approved
0.6613 Remote Similarity NPD8328 Phase 3
0.6606 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6101 Approved
0.6602 Remote Similarity NPD3668 Phase 3
0.6581 Remote Similarity NPD6371 Approved
0.6577 Remote Similarity NPD7638 Approved
0.6569 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5956 Approved
0.6552 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6545 Remote Similarity NPD7732 Phase 3
0.6518 Remote Similarity NPD7639 Approved
0.6518 Remote Similarity NPD7640 Approved

Structure

External Identifiers

PubChem CID   23248536
ChEMBL   CHEMBL517644
ZINC  

Physicochemical Properties

Molecular Weight:  472.36
ALogP:  1.2973
MLogP:  4.32
XLogP:  10.359
# Rotatable Bonds:  16
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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