Natural Product: NPC469948

Natural Product ID:  NPC469948
Common Name:   19-Hydroxy-Cholest-4-En-3-One
IUPAC Name:   (8S,9S,10S,13R,14S,17R)-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C27H44O2
Standard InCHIKey:  NEAWXZAJJSEFKS-IPFNAZMPSA-N
Standard InCHI:  InChI=1S/C27H44O2/c1-18(2)6-5-7-19(3)23-10-11-24-22-9-8-20-16-21(29)12-15-27(20,17-28)25(22)13-14-26(23,24)4/h16,18-19,22-25,28H,5-15,17H2,1-4H3/t19-,22+,23-,24+,25+,26-,27-/m1/s1
Canonical SMILES:  OC[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCCC(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
NPO33255 peyssonnelia sp. Species Peyssonneliaceae Eukaryota PMID[21036050]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 = 1960 nM 19097799
NPT2 Others Unspecified IC50 = 15630 nM 24411199
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 20950 nM 24411199
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 22330 nM 24411199
NPT90 Cell Line DU-145 Homo sapiens IC50 = 5050 nM 24411199
NPT784 Cell Line MDA-MB-468 Homo sapiens IC50 = 3990 nM 25338180
NPT1900 Cell Line DU-4475 Homo sapiens IC50 = 1000 nM DrugMatrix in vitro pharmacology data

  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 NPC469948 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
0.963 High Similarity NPC474732
0.963 High Similarity NPC474778
0.963 High Similarity NPC31564
0.963 High Similarity NPC145879
0.963 High Similarity NPC474733
0.9625 High Similarity NPC85774
0.9625 High Similarity NPC214043
0.9518 High Similarity NPC186688
0.9512 High Similarity NPC475740
0.9512 High Similarity NPC58063
0.9383 High Similarity NPC237712
0.9383 High Similarity NPC59453
0.9383 High Similarity NPC221758
0.9383 High Similarity NPC473246
0.9367 High Similarity NPC2482
0.9286 High Similarity NPC268406
0.9286 High Similarity NPC477943
0.9286 High Similarity NPC1015
0.9286 High Similarity NPC26959
0.9286 High Similarity NPC31985
0.9277 High Similarity NPC93778
0.9176 High Similarity NPC48010
0.9167 High Similarity NPC328539
0.9167 High Similarity NPC471722
0.9157 High Similarity NPC327115
0.9157 High Similarity NPC118648
0.9157 High Similarity NPC222613
0.9157 High Similarity NPC51014
0.9157 High Similarity NPC475022
0.9146 High Similarity NPC329043
0.9146 High Similarity NPC472265
0.9146 High Similarity NPC58841
0.9146 High Similarity NPC161423
0.9146 High Similarity NPC227064
0.9146 High Similarity NPC82902
0.9146 High Similarity NPC321187
0.9136 High Similarity NPC151519
0.9125 High Similarity NPC472478
0.9059 High Similarity NPC275740
0.9059 High Similarity NPC309603
0.9059 High Similarity NPC86319
0.9059 High Similarity NPC473999
0.9036 High Similarity NPC470574
0.9036 High Similarity NPC474218
0.9036 High Similarity NPC471224
0.9024 High Similarity NPC278648
0.9024 High Similarity NPC476082
0.9012 High Similarity NPC121984
0.8966 High Similarity NPC474736
0.8966 High Similarity NPC474807
0.8941 High Similarity NPC53911
0.8941 High Similarity NPC143767
0.8941 High Similarity NPC328313
0.8941 High Similarity NPC131470
0.8929 High Similarity NPC155011
0.8929 High Similarity NPC469994
0.8929 High Similarity NPC72133
0.8929 High Similarity NPC20688
0.8916 High Similarity NPC33913
0.8902 High Similarity NPC193347
0.8902 High Similarity NPC320514
0.8875 High Similarity NPC82635
0.8864 High Similarity NPC245972
0.8864 High Similarity NPC196485
0.8851 High Similarity NPC473998
0.8851 High Similarity NPC475806
0.8851 High Similarity NPC168027
0.8851 High Similarity NPC185936
0.8851 High Similarity NPC272746
0.8837 High Similarity NPC326627
0.8837 High Similarity NPC119416
0.8837 High Similarity NPC76879
0.8837 High Similarity NPC310010
0.8837 High Similarity NPC32830
0.8837 High Similarity NPC474245
0.8824 High Similarity NPC317590
0.8824 High Similarity NPC96496
0.8824 High Similarity NPC90652
0.8824 High Similarity NPC136548
0.881 High Similarity NPC474083
0.881 High Similarity NPC29447
0.881 High Similarity NPC202868
0.878 High Similarity NPC147066
0.878 High Similarity NPC477372
0.8765 High Similarity NPC215843
0.8765 High Similarity NPC472490
0.8764 High Similarity NPC472932
0.875 High Similarity NPC69454
0.875 High Similarity NPC475255
0.875 High Similarity NPC250575
0.875 High Similarity NPC472930
0.875 High Similarity NPC12722
0.8736 High Similarity NPC126993
0.8736 High Similarity NPC129913
0.8736 High Similarity NPC191684
0.8736 High Similarity NPC85173
0.8736 High Similarity NPC183283
0.8721 High Similarity NPC470417
0.8706 High Similarity NPC473168
0.869 High Similarity NPC144258
0.869 High Similarity NPC476412
0.8675 High Similarity NPC310989
0.8675 High Similarity NPC260956
0.8652 High Similarity NPC8993
0.8652 High Similarity NPC166906
0.8652 High Similarity NPC111015
0.8636 High Similarity NPC131872
0.8636 High Similarity NPC63748
0.8636 High Similarity NPC19114
0.8621 High Similarity NPC2983
0.8605 High Similarity NPC472481
0.8605 High Similarity NPC472484
0.8605 High Similarity NPC142361
0.8605 High Similarity NPC141292
0.8605 High Similarity NPC472482
0.8605 High Similarity NPC474684
0.8605 High Similarity NPC136948
0.8588 High Similarity NPC197823
0.8571 High Similarity NPC470015
0.8571 High Similarity NPC108078
0.8571 High Similarity NPC168188
0.8556 High Similarity NPC317586
0.8556 High Similarity NPC271195
0.8556 High Similarity NPC173875
0.8556 High Similarity NPC259286
0.8556 High Similarity NPC473170
0.8556 High Similarity NPC174948
0.8556 High Similarity NPC469995
0.8556 High Similarity NPC470016
0.8556 High Similarity NPC469599
0.8556 High Similarity NPC318282
0.8554 High Similarity NPC38350
0.8554 High Similarity NPC201912
0.8554 High Similarity NPC136150
0.8554 High Similarity NPC3915
0.8539 High Similarity NPC109305
0.8539 High Similarity NPC233118
0.8537 High Similarity NPC477371
0.8537 High Similarity NPC201459
0.8523 High Similarity NPC320026
0.8523 High Similarity NPC69622
0.8523 High Similarity NPC171441
0.8519 High Similarity NPC106078
0.8506 High Similarity NPC471724
0.8506 High Similarity NPC474677
0.8506 High Similarity NPC193360
0.8506 High Similarity NPC310752
0.8506 High Similarity NPC292491
0.8488 Intermediate Similarity NPC89077
0.8488 Intermediate Similarity NPC94666
0.8488 Intermediate Similarity NPC94755
0.8478 Intermediate Similarity NPC114274
0.8478 Intermediate Similarity NPC197386
0.8471 Intermediate Similarity NPC165064
0.8471 Intermediate Similarity NPC180834
0.8462 Intermediate Similarity NPC192428
0.8462 Intermediate Similarity NPC249954
0.8462 Intermediate Similarity NPC328371
0.8462 Intermediate Similarity NPC96859
0.8462 Intermediate Similarity NPC328162
0.8462 Intermediate Similarity NPC471463
0.8462 Intermediate Similarity NPC305483
0.8452 Intermediate Similarity NPC212083
0.8444 Intermediate Similarity NPC473162
0.8444 Intermediate Similarity NPC473172
0.8434 Intermediate Similarity NPC164999
0.8427 Intermediate Similarity NPC155304
0.8427 Intermediate Similarity NPC233116
0.8427 Intermediate Similarity NPC262870
0.8427 Intermediate Similarity NPC154101
0.8415 Intermediate Similarity NPC469996
0.8415 Intermediate Similarity NPC62336
0.8409 Intermediate Similarity NPC474704
0.8409 Intermediate Similarity NPC184663
0.8409 Intermediate Similarity NPC472475
0.8409 Intermediate Similarity NPC474570
0.8409 Intermediate Similarity NPC123912
0.8409 Intermediate Similarity NPC472477
0.8409 Intermediate Similarity NPC477973
0.8409 Intermediate Similarity NPC475921
0.8409 Intermediate Similarity NPC262043
0.8404 Intermediate Similarity NPC87351
0.8395 Intermediate Similarity NPC321016
0.8395 Intermediate Similarity NPC321381
0.8395 Intermediate Similarity NPC107059
0.8395 Intermediate Similarity NPC470525
0.8395 Intermediate Similarity NPC263582
0.8391 Intermediate Similarity NPC233836
0.8391 Intermediate Similarity NPC159046
0.8391 Intermediate Similarity NPC99909
0.8391 Intermediate Similarity NPC187376
0.8372 Intermediate Similarity NPC94531
0.8372 Intermediate Similarity NPC311702
0.8372 Intermediate Similarity NPC476426
0.8372 Intermediate Similarity NPC123319
0.837 Intermediate Similarity NPC18509
0.837 Intermediate Similarity NPC43747
0.837 Intermediate Similarity NPC190554
0.8353 Intermediate Similarity NPC470046
0.8353 Intermediate Similarity NPC83569

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469948 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
0.9383 High Similarity NPD4786 Approved
0.9286 High Similarity NPD5328 Approved
0.9146 High Similarity NPD3133 Approved
0.9146 High Similarity NPD3665 Phase 1
0.9146 High Similarity NPD3666 Approved
0.9136 High Similarity NPD3667 Approved
0.907 High Similarity NPD6079 Approved
0.8929 High Similarity NPD3618 Phase 1
0.8902 High Similarity NPD4223 Phase 3
0.8902 High Similarity NPD4221 Approved
0.8837 High Similarity NPD4753 Phase 2
0.881 High Similarity NPD5329 Approved
0.8706 High Similarity NPD5279 Phase 3
0.869 High Similarity NPD4197 Approved
0.8539 High Similarity NPD4202 Approved
0.8488 Intermediate Similarity NPD4693 Phase 3
0.8488 Intermediate Similarity NPD4689 Approved
0.8488 Intermediate Similarity NPD4688 Approved
0.8488 Intermediate Similarity NPD4138 Approved
0.8488 Intermediate Similarity NPD4690 Approved
0.8488 Intermediate Similarity NPD5205 Approved
0.8462 Intermediate Similarity NPD5222 Approved
0.8462 Intermediate Similarity NPD5221 Approved
0.8462 Intermediate Similarity NPD4697 Phase 3
0.8462 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD3617 Approved
0.837 Intermediate Similarity NPD6083 Phase 2
0.837 Intermediate Similarity NPD6084 Phase 2
0.837 Intermediate Similarity NPD5173 Approved
0.837 Intermediate Similarity NPD4755 Approved
0.8353 Intermediate Similarity NPD4788 Approved
0.8352 Intermediate Similarity NPD5210 Approved
0.8352 Intermediate Similarity NPD4629 Approved
0.8333 Intermediate Similarity NPD6399 Phase 3
0.8295 Intermediate Similarity NPD6672 Approved
0.8295 Intermediate Similarity NPD5737 Approved
0.8276 Intermediate Similarity NPD5280 Approved
0.8276 Intermediate Similarity NPD4694 Approved
0.8276 Intermediate Similarity NPD7521 Approved
0.8276 Intermediate Similarity NPD6684 Approved
0.8276 Intermediate Similarity NPD6409 Approved
0.8276 Intermediate Similarity NPD5330 Approved
0.8276 Intermediate Similarity NPD5690 Phase 2
0.8276 Intermediate Similarity NPD7146 Approved
0.8276 Intermediate Similarity NPD7334 Approved
0.8272 Intermediate Similarity NPD7339 Approved
0.8272 Intermediate Similarity NPD6942 Approved
0.8256 Intermediate Similarity NPD3668 Phase 3
0.8228 Intermediate Similarity NPD4747 Approved
0.8214 Intermediate Similarity NPD4695 Discontinued
0.8191 Intermediate Similarity NPD5286 Approved
0.8191 Intermediate Similarity NPD4700 Approved
0.8191 Intermediate Similarity NPD4696 Approved
0.8191 Intermediate Similarity NPD5285 Approved
0.8105 Intermediate Similarity NPD5223 Approved
0.8101 Intermediate Similarity NPD4137 Phase 3
0.8095 Intermediate Similarity NPD4195 Approved
0.809 Intermediate Similarity NPD6903 Approved
0.809 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8068 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.8022 Intermediate Similarity NPD7515 Phase 2
0.8021 Intermediate Similarity NPD5226 Approved
0.8021 Intermediate Similarity NPD5224 Approved
0.8021 Intermediate Similarity NPD5211 Phase 2
0.8021 Intermediate Similarity NPD5225 Approved
0.8021 Intermediate Similarity NPD4633 Approved
0.8 Intermediate Similarity NPD4691 Approved
0.7959 Intermediate Similarity NPD6675 Approved
0.7959 Intermediate Similarity NPD6402 Approved
0.7959 Intermediate Similarity NPD7128 Approved
0.7959 Intermediate Similarity NPD5739 Approved
0.7957 Intermediate Similarity NPD5695 Phase 3
0.7952 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7938 Intermediate Similarity NPD5175 Approved
0.7938 Intermediate Similarity NPD4754 Approved
0.7938 Intermediate Similarity NPD5174 Approved
0.7927 Intermediate Similarity NPD5733 Approved
0.7895 Intermediate Similarity NPD5696 Approved
0.7865 Intermediate Similarity NPD4623 Approved
0.7865 Intermediate Similarity NPD4519 Discontinued
0.7857 Intermediate Similarity NPD5141 Approved
0.7826 Intermediate Similarity NPD5284 Approved
0.7826 Intermediate Similarity NPD5281 Approved
0.7802 Intermediate Similarity NPD6673 Approved
0.7802 Intermediate Similarity NPD6080 Approved
0.7802 Intermediate Similarity NPD6904 Approved
0.78 Intermediate Similarity NPD6881 Approved
0.78 Intermediate Similarity NPD7320 Approved
0.78 Intermediate Similarity NPD6899 Approved
0.7778 Intermediate Similarity NPD4768 Approved
0.7778 Intermediate Similarity NPD4767 Approved
0.7753 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7723 Intermediate Similarity NPD6373 Approved
0.7723 Intermediate Similarity NPD6372 Approved
0.7717 Intermediate Similarity NPD4096 Approved
0.7711 Intermediate Similarity NPD6924 Approved
0.7711 Intermediate Similarity NPD4784 Approved
0.7711 Intermediate Similarity NPD6926 Approved
0.7711 Intermediate Similarity NPD4687 Approved
0.7711 Intermediate Similarity NPD4785 Approved
0.7711 Intermediate Similarity NPD4058 Approved
0.7701 Intermediate Similarity NPD4139 Approved
0.7701 Intermediate Similarity NPD4692 Approved
0.77 Intermediate Similarity NPD5701 Approved
0.77 Intermediate Similarity NPD5697 Approved
0.7692 Intermediate Similarity NPD4518 Approved
0.7692 Intermediate Similarity NPD5208 Approved
0.7683 Intermediate Similarity NPD4243 Approved
0.7683 Intermediate Similarity NPD5276 Approved
0.7667 Intermediate Similarity NPD6098 Approved
0.766 Intermediate Similarity NPD7748 Approved
0.7647 Intermediate Similarity NPD6883 Approved
0.7647 Intermediate Similarity NPD7102 Approved
0.7647 Intermediate Similarity NPD7290 Approved
0.7624 Intermediate Similarity NPD4730 Approved
0.7624 Intermediate Similarity NPD4729 Approved
0.7624 Intermediate Similarity NPD5128 Approved
0.7624 Intermediate Similarity NPD6011 Approved
0.7624 Intermediate Similarity NPD5168 Approved
0.7609 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD7525 Registered
0.7579 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD6650 Approved
0.7573 Intermediate Similarity NPD6617 Approved
0.7573 Intermediate Similarity NPD6649 Approved
0.7573 Intermediate Similarity NPD6847 Approved
0.7573 Intermediate Similarity NPD6869 Approved
0.7573 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD8130 Phase 1
0.7561 Intermediate Similarity NPD4789 Approved
0.7553 Intermediate Similarity NPD5133 Approved
0.7549 Intermediate Similarity NPD6012 Approved
0.7549 Intermediate Similarity NPD6014 Approved
0.7549 Intermediate Similarity NPD6013 Approved
0.7531 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD6933 Approved
0.7525 Intermediate Similarity NPD6412 Phase 2
0.75 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.7476 Intermediate Similarity NPD5249 Phase 3
0.7476 Intermediate Similarity NPD5135 Approved
0.7476 Intermediate Similarity NPD5169 Approved
0.7476 Intermediate Similarity NPD5248 Approved
0.7476 Intermediate Similarity NPD5250 Approved
0.7476 Intermediate Similarity NPD5251 Approved
0.7476 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD4634 Approved
0.7476 Intermediate Similarity NPD5247 Approved
0.747 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD6050 Approved
0.7447 Intermediate Similarity NPD5693 Phase 1
0.7439 Intermediate Similarity NPD6923 Approved
0.7439 Intermediate Similarity NPD6922 Approved
0.7423 Intermediate Similarity NPD7902 Approved
0.7404 Intermediate Similarity NPD5217 Approved
0.7404 Intermediate Similarity NPD5216 Approved
0.7404 Intermediate Similarity NPD5215 Approved
0.7404 Intermediate Similarity NPD5127 Approved
0.7349 Intermediate Similarity NPD7144 Approved
0.7349 Intermediate Similarity NPD4245 Approved
0.7349 Intermediate Similarity NPD4244 Approved
0.7349 Intermediate Similarity NPD7143 Approved
0.7347 Intermediate Similarity NPD7638 Approved
0.734 Intermediate Similarity NPD5692 Phase 3
0.734 Intermediate Similarity NPD5207 Approved
0.73 Intermediate Similarity NPD5091 Approved
0.7292 Intermediate Similarity NPD6001 Approved
0.729 Intermediate Similarity NPD6868 Approved
0.7284 Intermediate Similarity NPD7331 Phase 2
0.7273 Intermediate Similarity NPD6929 Approved
0.7273 Intermediate Similarity NPD7640 Approved
0.7273 Intermediate Similarity NPD7639 Approved
0.7264 Intermediate Similarity NPD4632 Approved
0.7263 Intermediate Similarity NPD5694 Approved
0.7262 Intermediate Similarity NPD7150 Approved
0.7262 Intermediate Similarity NPD7152 Approved
0.7262 Intermediate Similarity NPD7151 Approved
0.7255 Intermediate Similarity NPD6008 Approved
0.7229 Intermediate Similarity NPD3698 Phase 2
0.7229 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD7115 Discovery
0.7209 Intermediate Similarity NPD4190 Phase 3
0.7209 Intermediate Similarity NPD5275 Approved
0.7204 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD3573 Approved
0.7196 Intermediate Similarity NPD5167 Approved
0.7191 Intermediate Similarity NPD6930 Phase 2
0.7191 Intermediate Similarity NPD6931 Approved
0.716 Intermediate Similarity NPD7341 Phase 2
0.7159 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6335 Approved
0.7143 Intermediate Similarity NPD7614 Phase 1
0.713 Intermediate Similarity NPD6274 Approved
0.7113 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7900 Approved
0.7108 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD5360 Phase 3

Structure

External Identifiers

PubChem CID   13941354
ChEMBL   CHEMBL1289867
ZINC  

Physicochemical Properties

Molecular Weight:  400.33
ALogP:  1.1203
MLogP:  4.21
XLogP:  8.746
# Rotatable Bonds:  11
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  29

Download Data

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