Natural Product: NPC186688

Natural Product ID:  NPC186688
Common Name:   24-Methylcholesta-5,24(28)-Diene-3Beta,19-Diol-7-One
IUPAC Name:   (3S,8S,9S,10S,13R,14S,17R)-3-hydroxy-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
Synonyms:  
Molecular Formula:   C28H44O3
Standard InCHIKey:  FGABCPDHQVLZCA-JWLCXGMDSA-N
Standard InCHI:  InChI=1S/C28H44O3/c1-17(2)18(3)6-7-19(4)22-8-9-23-26-24(11-12-27(22,23)5)28(16-29)13-10-21(30)14-20(28)15-25(26)31/h15,17,19,21-24,26,29-30H,3,6-14,16H2,1-2,4-5H3/t19-,21+,22-,23+,24+,26+,27-,28-/m1/s1
Canonical SMILES:  OC[C@]12CC[C@@H](CC1=CC(=O)[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=C)C(C)C)C)C)O
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
NPO13916 Nephthea erecta Species Nephtheidae Eukaryota PMID[9722490]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 0.4 ug/ml 8027972
NPT91 Cell Line KB Homo sapiens ED50 > 50 ug/ml 15974609
NPT139 Cell Line HT-29 Homo sapiens ED50 = 3.34 ug/ml PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens ED50 = 4.09 ug/ml 10843574

  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 NPC186688 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
0.9639 High Similarity NPC474733
0.9639 High Similarity NPC145879
0.9639 High Similarity NPC31564
0.9639 High Similarity NPC474732
0.9639 High Similarity NPC474778
0.9524 High Similarity NPC58063
0.9524 High Similarity NPC475740
0.9518 High Similarity NPC469948
0.9398 High Similarity NPC214043
0.9398 High Similarity NPC59453
0.9398 High Similarity NPC85774
0.9398 High Similarity NPC221758
0.9318 High Similarity NPC196485
0.9318 High Similarity NPC245972
0.9302 High Similarity NPC31985
0.9302 High Similarity NPC26959
0.9302 High Similarity NPC268406
0.9302 High Similarity NPC1015
0.9195 High Similarity NPC48010
0.9186 High Similarity NPC471722
0.9186 High Similarity NPC328539
0.9176 High Similarity NPC475022
0.9176 High Similarity NPC118648
0.9176 High Similarity NPC222613
0.9176 High Similarity NPC51014
0.9167 High Similarity NPC472265
0.9167 High Similarity NPC473246
0.9157 High Similarity NPC151519
0.9101 High Similarity NPC111015
0.9091 High Similarity NPC131872
0.908 High Similarity NPC473999
0.908 High Similarity NPC477943
0.908 High Similarity NPC86319
0.908 High Similarity NPC309603
0.908 High Similarity NPC275740
0.9059 High Similarity NPC470574
0.9048 High Similarity NPC476082
0.9048 High Similarity NPC278648
0.9011 High Similarity NPC108078
0.9 High Similarity NPC271195
0.8966 High Similarity NPC53911
0.8966 High Similarity NPC143767
0.8966 High Similarity NPC328313
0.8966 High Similarity NPC131470
0.8966 High Similarity NPC193360
0.8953 High Similarity NPC155011
0.8953 High Similarity NPC72133
0.8953 High Similarity NPC327115
0.8953 High Similarity NPC20688
0.8941 High Similarity NPC321187
0.8941 High Similarity NPC329043
0.8941 High Similarity NPC82902
0.8941 High Similarity NPC237712
0.8941 High Similarity NPC33913
0.8941 High Similarity NPC58841
0.8941 High Similarity NPC161423
0.8941 High Similarity NPC227064
0.8916 High Similarity NPC2482
0.8913 High Similarity NPC114274
0.8876 High Similarity NPC185936
0.8876 High Similarity NPC473998
0.8876 High Similarity NPC475806
0.8876 High Similarity NPC168027
0.8876 High Similarity NPC272746
0.8876 High Similarity NPC233116
0.8864 High Similarity NPC76879
0.8864 High Similarity NPC474245
0.8864 High Similarity NPC32830
0.8864 High Similarity NPC119416
0.8851 High Similarity NPC93778
0.8837 High Similarity NPC202868
0.8837 High Similarity NPC471224
0.8837 High Similarity NPC474218
0.8804 High Similarity NPC190554
0.8791 High Similarity NPC127063
0.8778 High Similarity NPC474736
0.8778 High Similarity NPC475255
0.8778 High Similarity NPC12722
0.8778 High Similarity NPC69454
0.8764 High Similarity NPC191684
0.8764 High Similarity NPC183283
0.8764 High Similarity NPC85173
0.8764 High Similarity NPC126993
0.8736 High Similarity NPC469994
0.871 High Similarity NPC103051
0.869 High Similarity NPC472478
0.8681 High Similarity NPC166906
0.8681 High Similarity NPC471207
0.8681 High Similarity NPC8993
0.8675 High Similarity NPC87604
0.8667 High Similarity NPC63748
0.8636 High Similarity NPC141292
0.8636 High Similarity NPC317590
0.8636 High Similarity NPC90652
0.8636 High Similarity NPC474684
0.8636 High Similarity NPC136548
0.8636 High Similarity NPC142361
0.8621 High Similarity NPC197823
0.8621 High Similarity NPC474083
0.8617 High Similarity NPC154072
0.8617 High Similarity NPC83709
0.8617 High Similarity NPC15390
0.8602 High Similarity NPC320306
0.8588 High Similarity NPC136150
0.8588 High Similarity NPC121984
0.8587 High Similarity NPC469599
0.8587 High Similarity NPC470016
0.8587 High Similarity NPC317586
0.8587 High Similarity NPC259286
0.8587 High Similarity NPC472932
0.8587 High Similarity NPC473170
0.8587 High Similarity NPC200702
0.8571 High Similarity NPC472930
0.8571 High Similarity NPC474807
0.8571 High Similarity NPC109305
0.8571 High Similarity NPC206810
0.8571 High Similarity NPC250575
0.8571 High Similarity NPC477855
0.8557 High Similarity NPC149047
0.8542 High Similarity NPC249187
0.8542 High Similarity NPC247957
0.8539 High Similarity NPC474677
0.8539 High Similarity NPC470417
0.8539 High Similarity NPC310752
0.8539 High Similarity NPC292491
0.8539 High Similarity NPC471724
0.8523 High Similarity NPC472985
0.8523 High Similarity NPC472986
0.8523 High Similarity NPC94755
0.8523 High Similarity NPC473168
0.8523 High Similarity NPC94666
0.8506 High Similarity NPC180834
0.8495 Intermediate Similarity NPC173272
0.8495 Intermediate Similarity NPC471463
0.8495 Intermediate Similarity NPC49371
0.8495 Intermediate Similarity NPC305483
0.8495 Intermediate Similarity NPC328162
0.8495 Intermediate Similarity NPC192428
0.8495 Intermediate Similarity NPC249954
0.8495 Intermediate Similarity NPC96859
0.8488 Intermediate Similarity NPC320514
0.8488 Intermediate Similarity NPC193347
0.8478 Intermediate Similarity NPC209662
0.8471 Intermediate Similarity NPC26117
0.8471 Intermediate Similarity NPC164999
0.8469 Intermediate Similarity NPC475060
0.8469 Intermediate Similarity NPC220229
0.8462 Intermediate Similarity NPC19114
0.8462 Intermediate Similarity NPC155304
0.8454 Intermediate Similarity NPC72255
0.8454 Intermediate Similarity NPC209502
0.8454 Intermediate Similarity NPC204833
0.8452 Intermediate Similarity NPC82635
0.8444 Intermediate Similarity NPC310010
0.8444 Intermediate Similarity NPC474704
0.8444 Intermediate Similarity NPC326627
0.8444 Intermediate Similarity NPC475921
0.8444 Intermediate Similarity NPC2983
0.8434 Intermediate Similarity NPC107059
0.8434 Intermediate Similarity NPC321016
0.8434 Intermediate Similarity NPC321381
0.8427 Intermediate Similarity NPC159046
0.8427 Intermediate Similarity NPC233836
0.8427 Intermediate Similarity NPC472481
0.8427 Intermediate Similarity NPC472482
0.8427 Intermediate Similarity NPC96496
0.8427 Intermediate Similarity NPC472484
0.8427 Intermediate Similarity NPC187376
0.8427 Intermediate Similarity NPC298904
0.8421 Intermediate Similarity NPC474720
0.8421 Intermediate Similarity NPC327431
0.8409 Intermediate Similarity NPC29447
0.8404 Intermediate Similarity NPC18509
0.8404 Intermediate Similarity NPC43747
0.8387 Intermediate Similarity NPC318282
0.8387 Intermediate Similarity NPC173875
0.8387 Intermediate Similarity NPC472485
0.8387 Intermediate Similarity NPC469995
0.8387 Intermediate Similarity NPC174948
0.8387 Intermediate Similarity NPC48330
0.8384 Intermediate Similarity NPC217201
0.8372 Intermediate Similarity NPC147066
0.8372 Intermediate Similarity NPC14151
0.8372 Intermediate Similarity NPC209620
0.8372 Intermediate Similarity NPC470383
0.8372 Intermediate Similarity NPC23852
0.8372 Intermediate Similarity NPC477372
0.837 Intermediate Similarity NPC134826
0.8367 Intermediate Similarity NPC152695
0.8367 Intermediate Similarity NPC476027
0.8367 Intermediate Similarity NPC85829
0.8367 Intermediate Similarity NPC202167
0.8367 Intermediate Similarity NPC97202
0.8367 Intermediate Similarity NPC319077
0.8367 Intermediate Similarity NPC150531
0.8367 Intermediate Similarity NPC171137
0.8367 Intermediate Similarity NPC214264
0.8367 Intermediate Similarity NPC48733
0.8367 Intermediate Similarity NPC302607
0.8367 Intermediate Similarity NPC260268

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC186688 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
0.9398 High Similarity NPD4786 Approved
0.9302 High Similarity NPD5328 Approved
0.9157 High Similarity NPD3667 Approved
0.9091 High Similarity NPD6079 Approved
0.8953 High Similarity NPD3618 Phase 1
0.8941 High Similarity NPD3666 Approved
0.8941 High Similarity NPD3665 Phase 1
0.8941 High Similarity NPD3133 Approved
0.8571 High Similarity NPD4202 Approved
0.8523 High Similarity NPD5279 Phase 3
0.8495 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8495 Intermediate Similarity NPD4697 Phase 3
0.8495 Intermediate Similarity NPD5221 Approved
0.8495 Intermediate Similarity NPD5222 Approved
0.8488 Intermediate Similarity NPD4221 Approved
0.8488 Intermediate Similarity NPD4223 Phase 3
0.8444 Intermediate Similarity NPD4753 Phase 2
0.8409 Intermediate Similarity NPD5329 Approved
0.8404 Intermediate Similarity NPD4755 Approved
0.8404 Intermediate Similarity NPD5173 Approved
0.837 Intermediate Similarity NPD6399 Phase 3
0.8313 Intermediate Similarity NPD6942 Approved
0.8313 Intermediate Similarity NPD7339 Approved
0.8295 Intermediate Similarity NPD4197 Approved
0.8295 Intermediate Similarity NPD3668 Phase 3
0.8229 Intermediate Similarity NPD4696 Approved
0.8229 Intermediate Similarity NPD5285 Approved
0.8229 Intermediate Similarity NPD5286 Approved
0.8229 Intermediate Similarity NPD4700 Approved
0.8144 Intermediate Similarity NPD5223 Approved
0.8111 Intermediate Similarity NPD7521 Approved
0.8111 Intermediate Similarity NPD7334 Approved
0.8111 Intermediate Similarity NPD4693 Phase 3
0.8111 Intermediate Similarity NPD4690 Approved
0.8111 Intermediate Similarity NPD6684 Approved
0.8111 Intermediate Similarity NPD4688 Approved
0.8111 Intermediate Similarity NPD5205 Approved
0.8111 Intermediate Similarity NPD4689 Approved
0.8111 Intermediate Similarity NPD6409 Approved
0.8111 Intermediate Similarity NPD7146 Approved
0.8111 Intermediate Similarity NPD5330 Approved
0.8111 Intermediate Similarity NPD4138 Approved
0.8065 Intermediate Similarity NPD7515 Phase 2
0.8061 Intermediate Similarity NPD5224 Approved
0.8061 Intermediate Similarity NPD5225 Approved
0.8061 Intermediate Similarity NPD4633 Approved
0.8061 Intermediate Similarity NPD5211 Phase 2
0.8061 Intermediate Similarity NPD5226 Approved
0.8023 Intermediate Similarity NPD3617 Approved
0.8021 Intermediate Similarity NPD6084 Phase 2
0.8021 Intermediate Similarity NPD6083 Phase 2
0.8 Intermediate Similarity NPD6402 Approved
0.8 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4629 Approved
0.8 Intermediate Similarity NPD5210 Approved
0.8 Intermediate Similarity NPD6675 Approved
0.8 Intermediate Similarity NPD5739 Approved
0.8 Intermediate Similarity NPD7128 Approved
0.798 Intermediate Similarity NPD5174 Approved
0.798 Intermediate Similarity NPD5175 Approved
0.798 Intermediate Similarity NPD4754 Approved
0.7978 Intermediate Similarity NPD4788 Approved
0.7935 Intermediate Similarity NPD6903 Approved
0.7935 Intermediate Similarity NPD5737 Approved
0.7935 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7935 Intermediate Similarity NPD6672 Approved
0.7912 Intermediate Similarity NPD5690 Phase 2
0.7912 Intermediate Similarity NPD4694 Approved
0.7912 Intermediate Similarity NPD5280 Approved
0.79 Intermediate Similarity NPD5141 Approved
0.7864 Intermediate Similarity NPD4634 Approved
0.7843 Intermediate Similarity NPD6899 Approved
0.7843 Intermediate Similarity NPD7320 Approved
0.7843 Intermediate Similarity NPD6881 Approved
0.7841 Intermediate Similarity NPD4695 Discontinued
0.7831 Intermediate Similarity NPD4747 Approved
0.7822 Intermediate Similarity NPD4768 Approved
0.7822 Intermediate Similarity NPD4767 Approved
0.7802 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD6372 Approved
0.7767 Intermediate Similarity NPD6373 Approved
0.7755 Intermediate Similarity NPD7638 Approved
0.7745 Intermediate Similarity NPD6412 Phase 2
0.7745 Intermediate Similarity NPD5701 Approved
0.7745 Intermediate Similarity NPD5697 Approved
0.7727 Intermediate Similarity NPD4195 Approved
0.7717 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD4137 Phase 3
0.7708 Intermediate Similarity NPD7748 Approved
0.7692 Intermediate Similarity NPD7102 Approved
0.7692 Intermediate Similarity NPD6883 Approved
0.7692 Intermediate Similarity NPD7290 Approved
0.7677 Intermediate Similarity NPD7640 Approved
0.7677 Intermediate Similarity NPD7639 Approved
0.767 Intermediate Similarity NPD4729 Approved
0.767 Intermediate Similarity NPD5168 Approved
0.767 Intermediate Similarity NPD6011 Approved
0.767 Intermediate Similarity NPD5128 Approved
0.767 Intermediate Similarity NPD4730 Approved
0.7647 Intermediate Similarity NPD6008 Approved
0.7642 Intermediate Similarity NPD4632 Approved
0.764 Intermediate Similarity NPD7525 Registered
0.7634 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7629 Intermediate Similarity NPD5695 Phase 3
0.7619 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD4691 Approved
0.7619 Intermediate Similarity NPD6617 Approved
0.7619 Intermediate Similarity NPD6869 Approved
0.7619 Intermediate Similarity NPD6649 Approved
0.7619 Intermediate Similarity NPD6847 Approved
0.7619 Intermediate Similarity NPD6650 Approved
0.7619 Intermediate Similarity NPD8130 Phase 1
0.7596 Intermediate Similarity NPD6013 Approved
0.7596 Intermediate Similarity NPD6012 Approved
0.7596 Intermediate Similarity NPD6014 Approved
0.7576 Intermediate Similarity NPD5696 Approved
0.7558 Intermediate Similarity NPD6926 Approved
0.7558 Intermediate Similarity NPD6924 Approved
0.7558 Intermediate Similarity NPD5733 Approved
0.7547 Intermediate Similarity NPD8297 Approved
0.7547 Intermediate Similarity NPD6882 Approved
0.7529 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD6929 Approved
0.7527 Intermediate Similarity NPD4623 Approved
0.7527 Intermediate Similarity NPD4519 Discontinued
0.7524 Intermediate Similarity NPD5249 Phase 3
0.7524 Intermediate Similarity NPD5251 Approved
0.7524 Intermediate Similarity NPD5247 Approved
0.7524 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD5135 Approved
0.7524 Intermediate Similarity NPD5248 Approved
0.7524 Intermediate Similarity NPD5169 Approved
0.7524 Intermediate Similarity NPD5250 Approved
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD5284 Approved
0.7475 Intermediate Similarity NPD7902 Approved
0.7474 Intermediate Similarity NPD6080 Approved
0.7474 Intermediate Similarity NPD6673 Approved
0.7474 Intermediate Similarity NPD6904 Approved
0.7471 Intermediate Similarity NPD3703 Phase 2
0.7453 Intermediate Similarity NPD5215 Approved
0.7453 Intermediate Similarity NPD5127 Approved
0.7453 Intermediate Similarity NPD5217 Approved
0.7453 Intermediate Similarity NPD5216 Approved
0.7444 Intermediate Similarity NPD6931 Approved
0.7444 Intermediate Similarity NPD6930 Phase 2
0.7431 Intermediate Similarity NPD6009 Approved
0.7396 Intermediate Similarity NPD4096 Approved
0.7387 Intermediate Similarity NPD6054 Approved
0.7387 Intermediate Similarity NPD6059 Approved
0.7386 Intermediate Similarity NPD6933 Approved
0.7368 Intermediate Similarity NPD5208 Approved
0.7368 Intermediate Similarity NPD4518 Approved
0.7363 Intermediate Similarity NPD4139 Approved
0.7363 Intermediate Similarity NPD4692 Approved
0.7356 Intermediate Similarity NPD4687 Approved
0.7356 Intermediate Similarity NPD4784 Approved
0.7356 Intermediate Similarity NPD4785 Approved
0.7356 Intermediate Similarity NPD4058 Approved
0.734 Intermediate Similarity NPD6098 Approved
0.7339 Intermediate Similarity NPD6868 Approved
0.7326 Intermediate Similarity NPD7151 Approved
0.7326 Intermediate Similarity NPD5276 Approved
0.7326 Intermediate Similarity NPD7152 Approved
0.7326 Intermediate Similarity NPD7150 Approved
0.7326 Intermediate Similarity NPD4243 Approved
0.7303 Intermediate Similarity NPD6932 Approved
0.7303 Intermediate Similarity NPD5776 Phase 2
0.7303 Intermediate Similarity NPD6925 Approved
0.7294 Intermediate Similarity NPD6922 Approved
0.7294 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD6923 Approved
0.7294 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7115 Discovery
0.7273 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6370 Approved
0.7248 Intermediate Similarity NPD5167 Approved
0.7245 Intermediate Similarity NPD5133 Approved
0.7232 Intermediate Similarity NPD6319 Approved
0.7229 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6118 Approved
0.7222 Intermediate Similarity NPD7145 Approved
0.7222 Intermediate Similarity NPD6115 Approved
0.7222 Intermediate Similarity NPD6114 Approved
0.7222 Intermediate Similarity NPD6697 Approved
0.7209 Intermediate Similarity NPD4245 Approved
0.7209 Intermediate Similarity NPD7144 Approved
0.7209 Intermediate Similarity NPD7143 Approved
0.7209 Intermediate Similarity NPD4789 Approved
0.7209 Intermediate Similarity NPD4244 Approved
0.7207 Intermediate Similarity NPD6335 Approved
0.7204 Intermediate Similarity NPD6695 Phase 3
0.7193 Intermediate Similarity NPD7604 Phase 2
0.7182 Intermediate Similarity NPD6274 Approved
0.7176 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7900 Approved
0.7168 Intermediate Similarity NPD5983 Phase 2

Structure

External Identifiers

PubChem CID   10836307
ChEMBL   CHEMBL469924
ZINC  

Physicochemical Properties

Molecular Weight:  428.33
ALogP:  0.7993
MLogP:  4.21
XLogP:  6.455
# Rotatable Bonds:  12
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  31

Download Data

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