Natural Product: NPC76879

Natural Product ID:  NPC76879
Common Name:   1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-Dihydroxy-10,13-Dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-Dodecahydrocyclopenta[A]Phenanthren-17-Yl]Ethanone
IUPAC Name:   1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
Synonyms:  
Molecular Formula:   C21H32O3
Standard InCHIKey:  JERGUCIJOXJXHF-TVWVXWENSA-N
Standard InCHI:  InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1
Canonical SMILES:  O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@]2(O)C(=O)C)C)C1)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
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[16777916]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT895 Individual Protein Testis-specific androgen-binding protein Homo sapiens Kd = 436.52 nM 18330978
NPT900 Individual Protein 3-keto-steroid reductase Homo sapiens Inhibition = 4.1 % 19772289
NPT791 Individual Protein Cruzipain Trypanosoma cruzi Potency = 25118.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 920 nM PubChem BioAssay data set
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency 100000 nM PubChem BioAssay data set
NPT904 Individual Protein UDP-glucuronosyltransferase 2B17 Homo sapiens Activity = 0 pm/min/mg 10836148
NPT10 Individual Protein Geminin Homo sapiens Potency 562.3 nM PubChem BioAssay data set
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency 461.1 nM PubChem BioAssay data set

  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 NPC76879 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 NPC51014
0.9529 High Similarity NPC474245
0.9412 High Similarity NPC328313
0.9405 High Similarity NPC20688
0.9398 High Similarity NPC82902
0.9398 High Similarity NPC59453
0.9398 High Similarity NPC221758
0.9286 High Similarity NPC474218
0.9176 High Similarity NPC474732
0.9176 High Similarity NPC474733
0.9176 High Similarity NPC469994
0.9176 High Similarity NPC31564
0.9176 High Similarity NPC145879
0.9176 High Similarity NPC474778
0.9157 High Similarity NPC151519
0.908 High Similarity NPC326627
0.908 High Similarity NPC2983
0.908 High Similarity NPC32830
0.908 High Similarity NPC310010
0.907 High Similarity NPC472481
0.907 High Similarity NPC475740
0.907 High Similarity NPC58063
0.907 High Similarity NPC317590
0.907 High Similarity NPC472482
0.907 High Similarity NPC472484
0.8977 High Similarity NPC320026
0.8977 High Similarity NPC171441
0.8953 High Similarity NPC155011
0.8953 High Similarity NPC327115
0.8941 High Similarity NPC321187
0.8941 High Similarity NPC214043
0.8941 High Similarity NPC85774
0.8941 High Similarity NPC329043
0.8941 High Similarity NPC144258
0.8941 High Similarity NPC58841
0.8941 High Similarity NPC161423
0.8941 High Similarity NPC227064
0.8941 High Similarity NPC237712
0.8901 High Similarity NPC49371
0.8889 High Similarity NPC245972
0.8889 High Similarity NPC196485
0.8864 High Similarity NPC26959
0.8864 High Similarity NPC186688
0.8864 High Similarity NPC1015
0.8864 High Similarity NPC477943
0.8864 High Similarity NPC268406
0.8864 High Similarity NPC31985
0.8851 High Similarity NPC90652
0.8837 High Similarity NPC471224
0.8837 High Similarity NPC469948
0.8824 High Similarity NPC278648
0.8824 High Similarity NPC476082
0.8817 High Similarity NPC15390
0.8804 High Similarity NPC18509
0.8791 High Similarity NPC469599
0.8778 High Similarity NPC233118
0.8778 High Similarity NPC12722
0.8764 High Similarity NPC69622
0.8764 High Similarity NPC48010
0.875 High Similarity NPC471722
0.875 High Similarity NPC193360
0.875 High Similarity NPC53911
0.875 High Similarity NPC470417
0.875 High Similarity NPC472483
0.8737 High Similarity NPC191892
0.8736 High Similarity NPC118648
0.8736 High Similarity NPC473168
0.8736 High Similarity NPC475022
0.8736 High Similarity NPC222613
0.8721 High Similarity NPC473246
0.8721 High Similarity NPC472480
0.8721 High Similarity NPC472265
0.8706 High Similarity NPC48362
0.8706 High Similarity NPC193347
0.8681 High Similarity NPC111015
0.8675 High Similarity NPC477522
0.8667 High Similarity NPC475806
0.8667 High Similarity NPC154101
0.8667 High Similarity NPC185936
0.8667 High Similarity NPC168027
0.8652 High Similarity NPC309603
0.8652 High Similarity NPC473999
0.8646 High Similarity NPC137657
0.8636 High Similarity NPC142361
0.8636 High Similarity NPC474684
0.8632 High Similarity NPC87351
0.8621 High Similarity NPC474083
0.8621 High Similarity NPC202868
0.8621 High Similarity NPC470574
0.8617 High Similarity NPC83709
0.8617 High Similarity NPC144956
0.8602 High Similarity NPC190554
0.8587 High Similarity NPC472485
0.8571 High Similarity NPC470376
0.8571 High Similarity NPC250575
0.8571 High Similarity NPC215843
0.8571 High Similarity NPC472942
0.8571 High Similarity NPC470375
0.8557 High Similarity NPC257353
0.8554 High Similarity NPC155986
0.8554 High Similarity NPC198968
0.8554 High Similarity NPC318495
0.8542 High Similarity NPC311612
0.8539 High Similarity NPC328539
0.8523 High Similarity NPC472491
0.8523 High Similarity NPC89077
0.8523 High Similarity NPC94755
0.8523 High Similarity NPC472494
0.8523 High Similarity NPC72133
0.8523 High Similarity NPC94666
0.8506 High Similarity NPC180834
0.8506 High Similarity NPC474233
0.8506 High Similarity NPC33913
0.8478 Intermediate Similarity NPC292793
0.8478 Intermediate Similarity NPC8993
0.8471 Intermediate Similarity NPC472478
0.8471 Intermediate Similarity NPC26117
0.8471 Intermediate Similarity NPC2482
0.8469 Intermediate Similarity NPC185
0.8469 Intermediate Similarity NPC165873
0.8462 Intermediate Similarity NPC272746
0.8462 Intermediate Similarity NPC262870
0.8462 Intermediate Similarity NPC473998
0.8452 Intermediate Similarity NPC82635
0.8444 Intermediate Similarity NPC476733
0.8444 Intermediate Similarity NPC474704
0.8444 Intermediate Similarity NPC472475
0.8444 Intermediate Similarity NPC119416
0.8444 Intermediate Similarity NPC472477
0.8444 Intermediate Similarity NPC275740
0.8444 Intermediate Similarity NPC472971
0.8444 Intermediate Similarity NPC475921
0.8444 Intermediate Similarity NPC86319
0.8444 Intermediate Similarity NPC472970
0.8444 Intermediate Similarity NPC122116
0.8444 Intermediate Similarity NPC54689
0.8444 Intermediate Similarity NPC215029
0.8438 Intermediate Similarity NPC185530
0.8434 Intermediate Similarity NPC107059
0.8434 Intermediate Similarity NPC96319
0.8434 Intermediate Similarity NPC321016
0.8434 Intermediate Similarity NPC321381
0.8427 Intermediate Similarity NPC159046
0.8427 Intermediate Similarity NPC233836
0.8427 Intermediate Similarity NPC96496
0.8427 Intermediate Similarity NPC187376
0.8427 Intermediate Similarity NPC93778
0.8421 Intermediate Similarity NPC110149
0.8421 Intermediate Similarity NPC474720
0.8421 Intermediate Similarity NPC154072
0.8409 Intermediate Similarity NPC36350
0.8404 Intermediate Similarity NPC57416
0.8404 Intermediate Similarity NPC107243
0.8391 Intermediate Similarity NPC477852
0.8391 Intermediate Similarity NPC245866
0.8387 Intermediate Similarity NPC472932
0.8387 Intermediate Similarity NPC271195
0.8372 Intermediate Similarity NPC147066
0.8372 Intermediate Similarity NPC14151
0.837 Intermediate Similarity NPC475255
0.837 Intermediate Similarity NPC66429
0.837 Intermediate Similarity NPC206810
0.837 Intermediate Similarity NPC152897
0.837 Intermediate Similarity NPC243866
0.837 Intermediate Similarity NPC474736
0.8353 Intermediate Similarity NPC328714
0.8353 Intermediate Similarity NPC1319
0.8352 Intermediate Similarity NPC85173
0.8352 Intermediate Similarity NPC126993
0.8352 Intermediate Similarity NPC191684
0.8351 Intermediate Similarity NPC26478
0.8351 Intermediate Similarity NPC111323
0.8351 Intermediate Similarity NPC247957
0.8351 Intermediate Similarity NPC249187
0.8351 Intermediate Similarity NPC117185
0.8333 Intermediate Similarity NPC143767
0.8333 Intermediate Similarity NPC242864
0.8333 Intermediate Similarity NPC131470
0.8333 Intermediate Similarity NPC471724
0.8333 Intermediate Similarity NPC44181
0.8316 Intermediate Similarity NPC191565
0.8316 Intermediate Similarity NPC147954
0.8316 Intermediate Similarity NPC477854
0.8315 Intermediate Similarity NPC28252
0.8315 Intermediate Similarity NPC55309
0.8313 Intermediate Similarity NPC288035
0.8313 Intermediate Similarity NPC230301
0.8313 Intermediate Similarity NPC304309
0.8313 Intermediate Similarity NPC162742
0.8313 Intermediate Similarity NPC136188
0.8313 Intermediate Similarity NPC285893
0.8313 Intermediate Similarity NPC22105
0.8313 Intermediate Similarity NPC134847
0.8313 Intermediate Similarity NPC28657
0.83 Intermediate Similarity NPC214644
0.8298 Intermediate Similarity NPC477853
0.8298 Intermediate Similarity NPC173272
0.8298 Intermediate Similarity NPC96859
0.8298 Intermediate Similarity NPC328162
0.8298 Intermediate Similarity NPC155676

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC76879 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
0.9157 High Similarity NPD3667 Approved
0.908 High Similarity NPD4753 Phase 2
0.9059 High Similarity NPD5329 Approved
0.8941 High Similarity NPD3665 Phase 1
0.8941 High Similarity NPD3133 Approved
0.8941 High Similarity NPD3666 Approved
0.8941 High Similarity NPD4197 Approved
0.8804 High Similarity NPD4755 Approved
0.8778 High Similarity NPD4202 Approved
0.8706 High Similarity NPD4223 Phase 3
0.8706 High Similarity NPD4221 Approved
0.8652 High Similarity NPD5328 Approved
0.8617 High Similarity NPD5286 Approved
0.8617 High Similarity NPD5285 Approved
0.8617 High Similarity NPD4700 Approved
0.8617 High Similarity NPD4696 Approved
0.8602 High Similarity NPD6084 Phase 2
0.8602 High Similarity NPD6083 Phase 2
0.8587 High Similarity NPD4629 Approved
0.8587 High Similarity NPD5210 Approved
0.8526 High Similarity NPD5223 Approved
0.8523 High Similarity NPD5690 Phase 2
0.8523 High Similarity NPD5280 Approved
0.8523 High Similarity NPD3618 Phase 1
0.8523 High Similarity NPD5279 Phase 3
0.8523 High Similarity NPD4694 Approved
0.8462 Intermediate Similarity NPD6079 Approved
0.8438 Intermediate Similarity NPD5226 Approved
0.8438 Intermediate Similarity NPD5224 Approved
0.8438 Intermediate Similarity NPD5225 Approved
0.8438 Intermediate Similarity NPD5211 Phase 2
0.8438 Intermediate Similarity NPD4633 Approved
0.8434 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8391 Intermediate Similarity NPD4788 Approved
0.837 Intermediate Similarity NPD6399 Phase 3
0.8367 Intermediate Similarity NPD6675 Approved
0.8367 Intermediate Similarity NPD5739 Approved
0.8367 Intermediate Similarity NPD7128 Approved
0.8367 Intermediate Similarity NPD6402 Approved
0.8351 Intermediate Similarity NPD5175 Approved
0.8351 Intermediate Similarity NPD5174 Approved
0.8351 Intermediate Similarity NPD4754 Approved
0.8315 Intermediate Similarity NPD6098 Approved
0.8315 Intermediate Similarity NPD4138 Approved
0.8315 Intermediate Similarity NPD5205 Approved
0.8315 Intermediate Similarity NPD4693 Phase 3
0.8315 Intermediate Similarity NPD4690 Approved
0.8315 Intermediate Similarity NPD4688 Approved
0.8315 Intermediate Similarity NPD4689 Approved
0.8313 Intermediate Similarity NPD7339 Approved
0.8313 Intermediate Similarity NPD6942 Approved
0.8298 Intermediate Similarity NPD4697 Phase 3
0.8298 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8298 Intermediate Similarity NPD5221 Approved
0.8298 Intermediate Similarity NPD5222 Approved
0.8295 Intermediate Similarity NPD3668 Phase 3
0.8265 Intermediate Similarity NPD5141 Approved
0.8211 Intermediate Similarity NPD5173 Approved
0.82 Intermediate Similarity NPD7320 Approved
0.82 Intermediate Similarity NPD6899 Approved
0.82 Intermediate Similarity NPD6881 Approved
0.8191 Intermediate Similarity NPD5695 Phase 3
0.8182 Intermediate Similarity NPD4767 Approved
0.8182 Intermediate Similarity NPD4768 Approved
0.8125 Intermediate Similarity NPD5696 Approved
0.8119 Intermediate Similarity NPD6372 Approved
0.8119 Intermediate Similarity NPD6373 Approved
0.8111 Intermediate Similarity NPD7521 Approved
0.8111 Intermediate Similarity NPD7334 Approved
0.8111 Intermediate Similarity NPD6684 Approved
0.8111 Intermediate Similarity NPD6409 Approved
0.8111 Intermediate Similarity NPD7146 Approved
0.8111 Intermediate Similarity NPD5330 Approved
0.81 Intermediate Similarity NPD5697 Approved
0.81 Intermediate Similarity NPD5701 Approved
0.8043 Intermediate Similarity NPD6904 Approved
0.8043 Intermediate Similarity NPD6673 Approved
0.8043 Intermediate Similarity NPD6080 Approved
0.8039 Intermediate Similarity NPD7102 Approved
0.8039 Intermediate Similarity NPD7290 Approved
0.8039 Intermediate Similarity NPD6883 Approved
0.8023 Intermediate Similarity NPD3617 Approved
0.802 Intermediate Similarity NPD5128 Approved
0.802 Intermediate Similarity NPD6011 Approved
0.802 Intermediate Similarity NPD4730 Approved
0.802 Intermediate Similarity NPD4729 Approved
0.7976 Intermediate Similarity NPD4784 Approved
0.7976 Intermediate Similarity NPD4785 Approved
0.7961 Intermediate Similarity NPD8130 Phase 1
0.7961 Intermediate Similarity NPD6617 Approved
0.7961 Intermediate Similarity NPD6869 Approved
0.7961 Intermediate Similarity NPD6649 Approved
0.7961 Intermediate Similarity NPD6847 Approved
0.7961 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD6650 Approved
0.7955 Intermediate Similarity NPD4139 Approved
0.7955 Intermediate Similarity NPD4692 Approved
0.7952 Intermediate Similarity NPD4243 Approved
0.7941 Intermediate Similarity NPD6012 Approved
0.7941 Intermediate Similarity NPD6014 Approved
0.7941 Intermediate Similarity NPD6013 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
0.7931 Intermediate Similarity NPD4195 Approved
0.7885 Intermediate Similarity NPD8297 Approved
0.7885 Intermediate Similarity NPD6882 Approved
0.7864 Intermediate Similarity NPD5248 Approved
0.7864 Intermediate Similarity NPD5135 Approved
0.7864 Intermediate Similarity NPD5247 Approved
0.7864 Intermediate Similarity NPD5169 Approved
0.7864 Intermediate Similarity NPD4634 Approved
0.7864 Intermediate Similarity NPD5250 Approved
0.7864 Intermediate Similarity NPD5249 Phase 3
0.7864 Intermediate Similarity NPD5251 Approved
0.7864 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD4695 Discontinued
0.7841 Intermediate Similarity NPD7525 Registered
0.7826 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7802 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD5133 Approved
0.7788 Intermediate Similarity NPD5216 Approved
0.7788 Intermediate Similarity NPD5127 Approved
0.7788 Intermediate Similarity NPD5217 Approved
0.7788 Intermediate Similarity NPD5215 Approved
0.7765 Intermediate Similarity NPD6924 Approved
0.7765 Intermediate Similarity NPD6926 Approved
0.7717 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD5284 Approved
0.7684 Intermediate Similarity NPD6050 Approved
0.7684 Intermediate Similarity NPD5693 Phase 1
0.7684 Intermediate Similarity NPD7515 Phase 2
0.7684 Intermediate Similarity NPD5281 Approved
0.7642 Intermediate Similarity NPD4632 Approved
0.764 Intermediate Similarity NPD4748 Discontinued
0.7619 Intermediate Similarity NPD4789 Approved
0.7619 Intermediate Similarity NPD4245 Approved
0.7619 Intermediate Similarity NPD4244 Approved
0.7586 Intermediate Similarity NPD6933 Approved
0.7579 Intermediate Similarity NPD5692 Phase 3
0.7579 Intermediate Similarity NPD4096 Approved
0.757 Intermediate Similarity NPD5167 Approved
0.7553 Intermediate Similarity NPD5208 Approved
0.7553 Intermediate Similarity NPD4518 Approved
0.7529 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD5091 Approved
0.7523 Intermediate Similarity NPD6335 Approved
0.75 Intermediate Similarity NPD5168 Approved
0.75 Intermediate Similarity NPD3698 Phase 2
0.75 Intermediate Similarity NPD6274 Approved
0.75 Intermediate Similarity NPD5694 Approved
0.7471 Intermediate Similarity NPD4190 Phase 3
0.7471 Intermediate Similarity NPD5275 Approved
0.7455 Intermediate Similarity NPD7101 Approved
0.7455 Intermediate Similarity NPD7100 Approved
0.7449 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD6317 Approved
0.7431 Intermediate Similarity NPD6009 Approved
0.7412 Intermediate Similarity NPD4747 Approved
0.7404 Intermediate Similarity NPD6412 Phase 2
0.7387 Intermediate Similarity NPD6054 Approved
0.7387 Intermediate Similarity NPD6059 Approved
0.7364 Intermediate Similarity NPD6313 Approved
0.7364 Intermediate Similarity NPD6314 Approved
0.7347 Intermediate Similarity NPD7748 Approved
0.734 Intermediate Similarity NPD4519 Discontinued
0.734 Intermediate Similarity NPD4623 Approved
0.7326 Intermediate Similarity NPD7151 Approved
0.7326 Intermediate Similarity NPD7152 Approved
0.7326 Intermediate Similarity NPD7150 Approved
0.7321 Intermediate Similarity NPD6909 Approved
0.7321 Intermediate Similarity NPD6908 Approved
0.7308 Intermediate Similarity NPD6008 Approved
0.7294 Intermediate Similarity NPD6922 Approved
0.7294 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4137 Phase 3
0.7294 Intermediate Similarity NPD6923 Approved
0.7294 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6370 Approved
0.7253 Intermediate Similarity NPD6930 Phase 2
0.7253 Intermediate Similarity NPD6931 Approved
0.7232 Intermediate Similarity NPD6319 Approved
0.7229 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7638 Approved
0.7216 Intermediate Similarity NPD5207 Approved
0.7209 Intermediate Similarity NPD7144 Approved
0.7209 Intermediate Similarity NPD7143 Approved
0.7209 Intermediate Similarity NPD4691 Approved
0.7193 Intermediate Similarity NPD7604 Phase 2
0.7182 Intermediate Similarity NPD6868 Approved
0.7176 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD5360 Phase 3
0.7174 Intermediate Similarity NPD5369 Approved
0.7172 Intermediate Similarity NPD6001 Approved
0.7168 Intermediate Similarity NPD5983 Phase 2

Structure

External Identifiers

PubChem CID   91451
ChEMBL   CHEMBL408706
ZINC  

Physicochemical Properties

Molecular Weight:  332.24
ALogP:  -0.3395
MLogP:  3.44
XLogP:  3.042
# Rotatable Bonds:  6
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  24

Download Data

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