Natural Product: NPC161147

Natural Product ID:  NPC161147
Common Name:   9Alpha,11Alpha-Dihydroxyergosta-4,6,8(14),22-Tetraen-3-One
IUPAC Name:   (9S,10S,11R,13R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-9,11-dihydroxy-10,13-dimethyl-2,11,12,15,16,17-hexahydro-1H-cyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C28H40O3
Standard InCHIKey:  GBAGTCNHJJTJIL-YVVZYAQMSA-N
Standard InCHI:  InChI=1S/C28H40O3/c1-17(2)18(3)7-8-19(4)22-11-12-23-24-10-9-20-15-21(29)13-14-27(20,6)28(24,31)25(30)16-26(22,23)5/h7-10,15,17-19,22,25,30-31H,11-14,16H2,1-6H3/b8-7+/t18-,19+,22+,25+,26+,27-,28-/m0/s1
Canonical SMILES:  CC([C@H](/C=C/[C@H]([C@H]1CCC2=C3[C@@]([C@@H](C[C@]12C)O)(O)[C@@]1(C)CCC(=O)C=C1C=C3)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
NPO30158 Sorangiineae Genus NA Bacteria latex PMID[21513291]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT660 Cell Line SW480 Homo sapiens IC50 = 10000 nM 21513291

  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 NPC161147 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
0.9 High Similarity NPC287079
0.8936 High Similarity NPC259286
0.8842 High Similarity NPC249954
0.8776 High Similarity NPC473424
0.875 High Similarity NPC474785
0.875 High Similarity NPC474938
0.8723 High Similarity NPC69454
0.8632 High Similarity NPC472977
0.8632 High Similarity NPC472976
0.8617 High Similarity NPC63748
0.8454 Intermediate Similarity NPC471463
0.8438 Intermediate Similarity NPC299100
0.8438 Intermediate Similarity NPC474690
0.8438 Intermediate Similarity NPC473162
0.8421 Intermediate Similarity NPC475806
0.8404 Intermediate Similarity NPC472973
0.8404 Intermediate Similarity NPC275740
0.8404 Intermediate Similarity NPC86319
0.84 Intermediate Similarity NPC477915
0.8351 Intermediate Similarity NPC473170
0.8351 Intermediate Similarity NPC180950
0.8333 Intermediate Similarity NPC474736
0.8333 Intermediate Similarity NPC109305
0.8333 Intermediate Similarity NPC323834
0.8333 Intermediate Similarity NPC149047
0.8333 Intermediate Similarity NPC472930
0.8317 Intermediate Similarity NPC475050
0.8316 Intermediate Similarity NPC48010
0.8298 Intermediate Similarity NPC471722
0.8298 Intermediate Similarity NPC143767
0.8298 Intermediate Similarity NPC131470
0.8283 Intermediate Similarity NPC103051
0.8283 Intermediate Similarity NPC471717
0.828 Intermediate Similarity NPC472974
0.8269 Intermediate Similarity NPC214644
0.8265 Intermediate Similarity NPC117133
0.8252 Intermediate Similarity NPC220229
0.8252 Intermediate Similarity NPC475060
0.8247 Intermediate Similarity NPC8993
0.8247 Intermediate Similarity NPC473172
0.8235 Intermediate Similarity NPC204833
0.8235 Intermediate Similarity NPC209502
0.8229 Intermediate Similarity NPC233116
0.8229 Intermediate Similarity NPC19114
0.8229 Intermediate Similarity NPC472978
0.8211 Intermediate Similarity NPC309603
0.8211 Intermediate Similarity NPC123912
0.8211 Intermediate Similarity NPC473999
0.82 Intermediate Similarity NPC316964
0.8191 Intermediate Similarity NPC141292
0.8173 Intermediate Similarity NPC217201
0.8173 Intermediate Similarity NPC65941
0.8172 Intermediate Similarity NPC470574
0.8163 Intermediate Similarity NPC174948
0.8163 Intermediate Similarity NPC472932
0.8163 Intermediate Similarity NPC173875
0.8163 Intermediate Similarity NPC200702
0.8163 Intermediate Similarity NPC318282
0.8163 Intermediate Similarity NPC469995
0.8163 Intermediate Similarity NPC271195
0.8155 Intermediate Similarity NPC260268
0.8155 Intermediate Similarity NPC214264
0.8155 Intermediate Similarity NPC150531
0.8155 Intermediate Similarity NPC296945
0.8155 Intermediate Similarity NPC48733
0.8155 Intermediate Similarity NPC50692
0.8155 Intermediate Similarity NPC476027
0.8155 Intermediate Similarity NPC171137
0.8155 Intermediate Similarity NPC152695
0.8155 Intermediate Similarity NPC202167
0.8155 Intermediate Similarity NPC97202
0.8155 Intermediate Similarity NPC85829
0.8155 Intermediate Similarity NPC319077
0.8155 Intermediate Similarity NPC302607
0.8155 Intermediate Similarity NPC49958
0.8152 Intermediate Similarity NPC110150
0.8152 Intermediate Similarity NPC66764
0.8144 Intermediate Similarity NPC134826
0.8132 Intermediate Similarity NPC470298
0.8125 Intermediate Similarity NPC69622
0.8125 Intermediate Similarity NPC183283
0.8119 Intermediate Similarity NPC163372
0.8119 Intermediate Similarity NPC302537
0.8105 Intermediate Similarity NPC328539
0.8105 Intermediate Similarity NPC310752
0.8105 Intermediate Similarity NPC292491
0.8105 Intermediate Similarity NPC158778
0.8095 Intermediate Similarity NPC11710
0.8085 Intermediate Similarity NPC118648
0.8085 Intermediate Similarity NPC72133
0.8085 Intermediate Similarity NPC475022
0.8085 Intermediate Similarity NPC89077
0.8085 Intermediate Similarity NPC183736
0.8085 Intermediate Similarity NPC222613
0.8081 Intermediate Similarity NPC301534
0.8081 Intermediate Similarity NPC250757
0.8081 Intermediate Similarity NPC473164
0.8081 Intermediate Similarity NPC328371
0.8077 Intermediate Similarity NPC473284
0.8077 Intermediate Similarity NPC477916
0.8077 Intermediate Similarity NPC83744
0.8061 Intermediate Similarity NPC469406
0.8061 Intermediate Similarity NPC166906
0.8061 Intermediate Similarity NPC196227
0.8041 Intermediate Similarity NPC155304
0.8041 Intermediate Similarity NPC472975
0.8041 Intermediate Similarity NPC473998
0.8041 Intermediate Similarity NPC116726
0.8039 Intermediate Similarity NPC119601
0.8039 Intermediate Similarity NPC308726
0.8021 Intermediate Similarity NPC32830
0.802 Intermediate Similarity NPC266955
0.8 Intermediate Similarity NPC58063
0.8 Intermediate Similarity NPC329417
0.8 Intermediate Similarity NPC475740
0.8 Intermediate Similarity NPC136548
0.8 Intermediate Similarity NPC320306
0.798 Intermediate Similarity NPC317586
0.798 Intermediate Similarity NPC127063
0.798 Intermediate Similarity NPC470016
0.7979 Intermediate Similarity NPC474083
0.7961 Intermediate Similarity NPC311612
0.7961 Intermediate Similarity NPC249187
0.7961 Intermediate Similarity NPC473624
0.7961 Intermediate Similarity NPC247957
0.7961 Intermediate Similarity NPC111323
0.7959 Intermediate Similarity NPC472942
0.7957 Intermediate Similarity NPC476082
0.7957 Intermediate Similarity NPC169941
0.7957 Intermediate Similarity NPC278648
0.7957 Intermediate Similarity NPC251475
0.7941 Intermediate Similarity NPC115899
0.7941 Intermediate Similarity NPC282524
0.7938 Intermediate Similarity NPC191684
0.7921 Intermediate Similarity NPC166745
0.7921 Intermediate Similarity NPC235464
0.7921 Intermediate Similarity NPC197386
0.7917 Intermediate Similarity NPC44181
0.7905 Intermediate Similarity NPC472925
0.7905 Intermediate Similarity NPC329048
0.7905 Intermediate Similarity NPC330011
0.7905 Intermediate Similarity NPC185
0.79 Intermediate Similarity NPC96859
0.79 Intermediate Similarity NPC328162
0.79 Intermediate Similarity NPC305483
0.7895 Intermediate Similarity NPC31564
0.7895 Intermediate Similarity NPC472985
0.7895 Intermediate Similarity NPC474732
0.7895 Intermediate Similarity NPC473168
0.7895 Intermediate Similarity NPC474733
0.7895 Intermediate Similarity NPC145879
0.7895 Intermediate Similarity NPC474778
0.7895 Intermediate Similarity NPC472986
0.7879 Intermediate Similarity NPC470957
0.7879 Intermediate Similarity NPC470958
0.7879 Intermediate Similarity NPC292793
0.7872 Intermediate Similarity NPC231310
0.7872 Intermediate Similarity NPC473246
0.7872 Intermediate Similarity NPC476412
0.7872 Intermediate Similarity NPC238485
0.7872 Intermediate Similarity NPC40687
0.7864 Intermediate Similarity NPC204450
0.7864 Intermediate Similarity NPC195290
0.7864 Intermediate Similarity NPC87351
0.7857 Intermediate Similarity NPC185936
0.7857 Intermediate Similarity NPC272746
0.7857 Intermediate Similarity NPC212948
0.7857 Intermediate Similarity NPC473167
0.7857 Intermediate Similarity NPC168027
0.785 Intermediate Similarity NPC76084
0.785 Intermediate Similarity NPC37116
0.7843 Intermediate Similarity NPC51370
0.7843 Intermediate Similarity NPC154072
0.7843 Intermediate Similarity NPC327431
0.7843 Intermediate Similarity NPC287833
0.7843 Intermediate Similarity NPC112167
0.7835 Intermediate Similarity NPC84271
0.7835 Intermediate Similarity NPC250592
0.7835 Intermediate Similarity NPC31985
0.7835 Intermediate Similarity NPC186688
0.7835 Intermediate Similarity NPC77168
0.7835 Intermediate Similarity NPC77263
0.7835 Intermediate Similarity NPC229871
0.7835 Intermediate Similarity NPC102414
0.7835 Intermediate Similarity NPC473100
0.7835 Intermediate Similarity NPC2983
0.7835 Intermediate Similarity NPC214387
0.7835 Intermediate Similarity NPC1015
0.7835 Intermediate Similarity NPC469319
0.783 Intermediate Similarity NPC295244
0.7822 Intermediate Similarity NPC470522
0.7822 Intermediate Similarity NPC253826
0.7822 Intermediate Similarity NPC135685
0.7812 Intermediate Similarity NPC138756
0.7812 Intermediate Similarity NPC472324
0.781 Intermediate Similarity NPC478052
0.781 Intermediate Similarity NPC257353
0.781 Intermediate Similarity NPC166607
0.7798 Intermediate Similarity NPC108721
0.7798 Intermediate Similarity NPC73300

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC161147 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
0.8229 Intermediate Similarity NPD6079 Approved
0.8211 Intermediate Similarity NPD5328 Approved
0.7895 Intermediate Similarity NPD5279 Phase 3
0.7895 Intermediate Similarity NPD3618 Phase 1
0.7864 Intermediate Similarity NPD5211 Phase 2
0.7732 Intermediate Similarity NPD4518 Approved
0.7723 Intermediate Similarity NPD5221 Approved
0.7723 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7723 Intermediate Similarity NPD5222 Approved
0.7714 Intermediate Similarity NPD5141 Approved
0.7684 Intermediate Similarity NPD4786 Approved
0.767 Intermediate Similarity NPD4696 Approved
0.767 Intermediate Similarity NPD5285 Approved
0.767 Intermediate Similarity NPD5286 Approved
0.766 Intermediate Similarity NPD3667 Approved
0.7647 Intermediate Similarity NPD5173 Approved
0.7647 Intermediate Similarity NPD4755 Approved
0.76 Intermediate Similarity NPD4202 Approved
0.7596 Intermediate Similarity NPD5223 Approved
0.7549 Intermediate Similarity NPD4697 Phase 3
0.7524 Intermediate Similarity NPD5224 Approved
0.7524 Intermediate Similarity NPD5225 Approved
0.7524 Intermediate Similarity NPD5226 Approved
0.7524 Intermediate Similarity NPD4633 Approved
0.75 Intermediate Similarity NPD4700 Approved
0.75 Intermediate Similarity NPD3665 Phase 1
0.75 Intermediate Similarity NPD3133 Approved
0.75 Intermediate Similarity NPD6411 Approved
0.75 Intermediate Similarity NPD3666 Approved
0.7453 Intermediate Similarity NPD5175 Approved
0.7453 Intermediate Similarity NPD5174 Approved
0.7447 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD7115 Discovery
0.7426 Intermediate Similarity NPD5778 Approved
0.7426 Intermediate Similarity NPD5779 Approved
0.7364 Intermediate Similarity NPD4634 Approved
0.7347 Intermediate Similarity NPD5280 Approved
0.7347 Intermediate Similarity NPD4694 Approved
0.7339 Intermediate Similarity NPD6881 Approved
0.7339 Intermediate Similarity NPD6899 Approved
0.7315 Intermediate Similarity NPD6402 Approved
0.7315 Intermediate Similarity NPD7128 Approved
0.7315 Intermediate Similarity NPD5739 Approved
0.7315 Intermediate Similarity NPD6675 Approved
0.73 Intermediate Similarity NPD6101 Approved
0.73 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD4754 Approved
0.7283 Intermediate Similarity NPD8264 Approved
0.7248 Intermediate Similarity NPD5697 Approved
0.7245 Intermediate Similarity NPD1696 Phase 3
0.7232 Intermediate Similarity NPD8297 Approved
0.7207 Intermediate Similarity NPD6883 Approved
0.7207 Intermediate Similarity NPD7290 Approved
0.7207 Intermediate Similarity NPD7102 Approved
0.7204 Intermediate Similarity NPD6933 Approved
0.7182 Intermediate Similarity NPD7320 Approved
0.7182 Intermediate Similarity NPD4729 Approved
0.7182 Intermediate Similarity NPD4730 Approved
0.7182 Intermediate Similarity NPD6011 Approved
0.7172 Intermediate Similarity NPD5690 Phase 2
0.7172 Intermediate Similarity NPD4623 Approved
0.7172 Intermediate Similarity NPD4519 Discontinued
0.7168 Intermediate Similarity NPD4632 Approved
0.7157 Intermediate Similarity NPD5284 Approved
0.7157 Intermediate Similarity NPD7515 Phase 2
0.7157 Intermediate Similarity NPD5281 Approved
0.7156 Intermediate Similarity NPD4767 Approved
0.7156 Intermediate Similarity NPD4768 Approved
0.7143 Intermediate Similarity NPD8130 Phase 1
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD6649 Approved
0.7143 Intermediate Similarity NPD6650 Approved
0.7129 Intermediate Similarity NPD4753 Phase 2
0.7117 Intermediate Similarity NPD6013 Approved
0.7117 Intermediate Similarity NPD6373 Approved
0.7117 Intermediate Similarity NPD6012 Approved
0.7117 Intermediate Similarity NPD6372 Approved
0.7117 Intermediate Similarity NPD6014 Approved
0.7113 Intermediate Similarity NPD4221 Approved
0.7113 Intermediate Similarity NPD4223 Phase 3
0.7091 Intermediate Similarity NPD5701 Approved
0.708 Intermediate Similarity NPD6882 Approved
0.7071 Intermediate Similarity NPD5329 Approved
0.7059 Intermediate Similarity NPD4096 Approved
0.7054 Intermediate Similarity NPD5249 Phase 3
0.7054 Intermediate Similarity NPD5248 Approved
0.7054 Intermediate Similarity NPD5250 Approved
0.7054 Intermediate Similarity NPD5169 Approved
0.7054 Intermediate Similarity NPD5251 Approved
0.7054 Intermediate Similarity NPD5247 Approved
0.7054 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD5135 Approved
0.7053 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5128 Approved
0.7027 Intermediate Similarity NPD5168 Approved
0.7009 Intermediate Similarity NPD7640 Approved
0.7009 Intermediate Similarity NPD7639 Approved
0.7 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.6991 Remote Similarity NPD5127 Approved
0.6991 Remote Similarity NPD5215 Approved
0.6991 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6991 Remote Similarity NPD5216 Approved
0.6991 Remote Similarity NPD5217 Approved
0.6989 Remote Similarity NPD6924 Approved
0.6989 Remote Similarity NPD6926 Approved
0.697 Remote Similarity NPD3668 Phase 3
0.697 Remote Similarity NPD4197 Approved
0.6952 Remote Similarity NPD5210 Approved
0.6952 Remote Similarity NPD4629 Approved
0.6923 Remote Similarity NPD6399 Phase 3
0.6916 Remote Similarity NPD7638 Approved
0.6907 Remote Similarity NPD7514 Phase 3
0.6907 Remote Similarity NPD6931 Approved
0.6907 Remote Similarity NPD6930 Phase 2
0.69 Remote Similarity NPD5363 Approved
0.6893 Remote Similarity NPD5785 Approved
0.6875 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7748 Approved
0.6838 Remote Similarity NPD6009 Approved
0.6832 Remote Similarity NPD4693 Phase 3
0.6832 Remote Similarity NPD4689 Approved
0.6832 Remote Similarity NPD6684 Approved
0.6832 Remote Similarity NPD4138 Approved
0.6832 Remote Similarity NPD7334 Approved
0.6832 Remote Similarity NPD4688 Approved
0.6832 Remote Similarity NPD5786 Approved
0.6832 Remote Similarity NPD5205 Approved
0.6832 Remote Similarity NPD4690 Approved
0.6832 Remote Similarity NPD6409 Approved
0.6832 Remote Similarity NPD7521 Approved
0.6832 Remote Similarity NPD7146 Approved
0.6832 Remote Similarity NPD5330 Approved
0.6822 Remote Similarity NPD6084 Phase 2
0.6822 Remote Similarity NPD6083 Phase 2
0.681 Remote Similarity NPD5167 Approved
0.6809 Remote Similarity NPD5733 Approved
0.6809 Remote Similarity NPD4687 Approved
0.6807 Remote Similarity NPD6319 Approved
0.6807 Remote Similarity NPD6054 Approved
0.6804 Remote Similarity NPD6929 Approved
0.6792 Remote Similarity NPD5695 Phase 3
0.678 Remote Similarity NPD6335 Approved
0.6778 Remote Similarity NPD7331 Phase 2
0.6774 Remote Similarity NPD7151 Approved
0.6774 Remote Similarity NPD7150 Approved
0.6774 Remote Similarity NPD7152 Approved
0.6774 Remote Similarity NPD5276 Approved
0.6768 Remote Similarity NPD4270 Approved
0.6768 Remote Similarity NPD4269 Approved
0.6765 Remote Similarity NPD3573 Approved
0.6765 Remote Similarity NPD7524 Approved
0.6762 Remote Similarity NPD5133 Approved
0.6759 Remote Similarity NPD4225 Approved
0.6752 Remote Similarity NPD6868 Approved
0.6737 Remote Similarity NPD6942 Approved
0.6737 Remote Similarity NPD7339 Approved
0.6735 Remote Similarity NPD7332 Phase 2
0.6735 Remote Similarity NPD4695 Discontinued
0.6735 Remote Similarity NPD7525 Registered
0.6733 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5207 Approved
0.6723 Remote Similarity NPD7100 Approved
0.6723 Remote Similarity NPD7101 Approved
0.6701 Remote Similarity NPD3617 Approved
0.6701 Remote Similarity NPD7145 Approved
0.67 Remote Similarity NPD5362 Discontinued
0.67 Remote Similarity NPD6695 Phase 3
0.67 Remote Similarity NPD4788 Approved
0.6699 Remote Similarity NPD6903 Approved
0.6699 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6697 Remote Similarity NPD6404 Discontinued
0.6696 Remote Similarity NPD6008 Approved
0.6695 Remote Similarity NPD6317 Approved
0.6694 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD7144 Approved
0.6667 Remote Similarity NPD7143 Approved
0.6667 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5694 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD6902 Approved
0.6667 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6639 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD7604 Phase 2
0.6639 Remote Similarity NPD6313 Approved
0.6637 Remote Similarity NPD6412 Phase 2
0.6635 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4195 Approved
0.6632 Remote Similarity NPD4058 Approved
0.6612 Remote Similarity NPD6015 Approved
0.6612 Remote Similarity NPD6016 Approved
0.6612 Remote Similarity NPD5983 Phase 2
0.661 Remote Similarity NPD6274 Approved
0.6602 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6925 Approved

Structure

External Identifiers

PubChem CID   53355590
ChEMBL   CHEMBL1784265
ZINC  

Physicochemical Properties

Molecular Weight:  424.30
ALogP:  1.4854
MLogP:  4.21
XLogP:  5.516
# 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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Biological Activities  
Similar NPs/Drugs