Natural Product: NPC475006

Natural Product ID:  NPC475006
Common Name:   3-[[(1R,4As,10Ar)-1,4A-Dimethyl-7-Propan-2-Yl-2,3,4,9,10,10A-Hexahydrophenanthren-1-Yl]Oxy]-3-Oxopropanoic Acid
IUPAC Name:   3-[[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]oxy]-3-oxopropanoic acid
Synonyms:  
Molecular Formula:   C22H30O4
Standard InCHIKey:  OKHGAAQNADNSGY-STZQEDGTSA-N
Standard InCHI:  InChI=1S/C22H30O4/c1-14(2)15-6-8-17-16(12-15)7-9-18-21(17,3)10-5-11-22(18,4)26-20(25)13-19(23)24/h6,8,12,14,18H,5,7,9-11,13H2,1-4H3,(H,23,24)/t18-,21-,22-/m1/s1
Canonical SMILES:  OC(=O)CC(=O)O[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)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
NPO33152 calceolaria pinifolia Species Calceolariaceae Eukaryota Aerial parts 46 km west of Puesto de Gendarmeria in the province of San Juan, Argentina (30°21'S; 69°40'W) 1997-JAN PMID[12608857]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 11421731
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 128 ug/ml 15497961
NPT19 Organism Escherichia coli Escherichia coli MIC > 128 ug/ml 10.6019/CHEMBL1201861
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 23317013

  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 NPC475006 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
0.8598 High Similarity NPC21929
0.8558 High Similarity NPC133809
0.8558 High Similarity NPC225079
0.8558 High Similarity NPC136810
0.8558 High Similarity NPC128248
0.8286 Intermediate Similarity NPC221825
0.8246 Intermediate Similarity NPC242764
0.8246 Intermediate Similarity NPC105141
0.8198 Intermediate Similarity NPC475002
0.8198 Intermediate Similarity NPC95126
0.8165 Intermediate Similarity NPC94751
0.8165 Intermediate Similarity NPC142326
0.8103 Intermediate Similarity NPC254233
0.8095 Intermediate Similarity NPC324602
0.8095 Intermediate Similarity NPC226041
0.807 Intermediate Similarity NPC221275
0.8017 Intermediate Similarity NPC45794
0.8 Intermediate Similarity NPC77691
0.7982 Intermediate Similarity NPC472222
0.7982 Intermediate Similarity NPC472221
0.7961 Intermediate Similarity NPC220596
0.7931 Intermediate Similarity NPC212891
0.7917 Intermediate Similarity NPC273336
0.7917 Intermediate Similarity NPC182333
0.7909 Intermediate Similarity NPC471186
0.7895 Intermediate Similarity NPC93287
0.7881 Intermediate Similarity NPC202015
0.7851 Intermediate Similarity NPC307139
0.7833 Intermediate Similarity NPC293831
0.7833 Intermediate Similarity NPC369
0.7826 Intermediate Similarity NPC294458
0.7807 Intermediate Similarity NPC471189
0.7805 Intermediate Similarity NPC5486
0.7768 Intermediate Similarity NPC27252
0.7768 Intermediate Similarity NPC472979
0.7759 Intermediate Similarity NPC473869
0.7739 Intermediate Similarity NPC477475
0.7739 Intermediate Similarity NPC477476
0.7727 Intermediate Similarity NPC19856
0.7719 Intermediate Similarity NPC133308
0.7686 Intermediate Similarity NPC473889
0.7685 Intermediate Similarity NPC271475
0.7672 Intermediate Similarity NPC471721
0.7667 Intermediate Similarity NPC234337
0.7667 Intermediate Similarity NPC183339
0.7667 Intermediate Similarity NPC133389
0.7661 Intermediate Similarity NPC253681
0.7652 Intermediate Similarity NPC280789
0.7627 Intermediate Similarity NPC470820
0.7624 Intermediate Similarity NPC267704
0.7623 Intermediate Similarity NPC473870
0.7623 Intermediate Similarity NPC473871
0.7611 Intermediate Similarity NPC472980
0.7607 Intermediate Similarity NPC215419
0.7593 Intermediate Similarity NPC477767
0.7589 Intermediate Similarity NPC243601
0.7565 Intermediate Similarity NPC265513
0.7563 Intermediate Similarity NPC84129
0.7561 Intermediate Similarity NPC85511
0.7545 Intermediate Similarity NPC264728
0.7544 Intermediate Similarity NPC64642
0.7544 Intermediate Similarity NPC472982
0.7544 Intermediate Similarity NPC149455
0.7542 Intermediate Similarity NPC9274
0.7541 Intermediate Similarity NPC269923
0.7541 Intermediate Similarity NPC167323
0.7523 Intermediate Similarity NPC120393
0.75 Intermediate Similarity NPC473860
0.75 Intermediate Similarity NPC469893
0.75 Intermediate Similarity NPC471188
0.75 Intermediate Similarity NPC56168
0.75 Intermediate Similarity NPC218855
0.746 Intermediate Similarity NPC51448
0.746 Intermediate Similarity NPC115797
0.7458 Intermediate Similarity NPC186933
0.744 Intermediate Similarity NPC475933
0.744 Intermediate Similarity NPC476970
0.744 Intermediate Similarity NPC470158
0.7431 Intermediate Similarity NPC469892
0.7431 Intermediate Similarity NPC469890
0.7431 Intermediate Similarity NPC469891
0.7429 Intermediate Similarity NPC298115
0.7419 Intermediate Similarity NPC328107
0.7411 Intermediate Similarity NPC247976
0.7398 Intermediate Similarity NPC162935
0.7398 Intermediate Similarity NPC249340
0.7387 Intermediate Similarity NPC469481
0.7381 Intermediate Similarity NPC476972
0.7381 Intermediate Similarity NPC476971
0.7373 Intermediate Similarity NPC234637
0.7373 Intermediate Similarity NPC130591
0.7368 Intermediate Similarity NPC244933
0.7368 Intermediate Similarity NPC85560
0.7368 Intermediate Similarity NPC100767
0.736 Intermediate Similarity NPC10154
0.736 Intermediate Similarity NPC265413
0.7358 Intermediate Similarity NPC26224
0.7353 Intermediate Similarity NPC473592
0.7345 Intermediate Similarity NPC329282
0.7339 Intermediate Similarity NPC478058
0.7339 Intermediate Similarity NPC121168
0.7333 Intermediate Similarity NPC472862
0.7321 Intermediate Similarity NPC474820
0.7321 Intermediate Similarity NPC475978
0.7317 Intermediate Similarity NPC241001
0.7317 Intermediate Similarity NPC311175
0.7317 Intermediate Similarity NPC37641
0.7302 Intermediate Similarity NPC470765
0.7295 Intermediate Similarity NPC42657
0.7295 Intermediate Similarity NPC476645
0.729 Intermediate Similarity NPC86987
0.7288 Intermediate Similarity NPC470253
0.7288 Intermediate Similarity NPC471481
0.7287 Intermediate Similarity NPC476977
0.728 Intermediate Similarity NPC140118
0.728 Intermediate Similarity NPC12881
0.7273 Intermediate Similarity NPC152812
0.7258 Intermediate Similarity NPC70973
0.725 Intermediate Similarity NPC469719
0.725 Intermediate Similarity NPC260886
0.7248 Intermediate Similarity NPC172925
0.7244 Intermediate Similarity NPC473220
0.7244 Intermediate Similarity NPC470753
0.7244 Intermediate Similarity NPC190849
0.7244 Intermediate Similarity NPC171007
0.7239 Intermediate Similarity NPC474250
0.7236 Intermediate Similarity NPC475827
0.7236 Intermediate Similarity NPC474223
0.7232 Intermediate Similarity NPC94487
0.7231 Intermediate Similarity NPC476976
0.7222 Intermediate Similarity NPC473083
0.7222 Intermediate Similarity NPC471758
0.7212 Intermediate Similarity NPC475710
0.7209 Intermediate Similarity NPC131684
0.72 Intermediate Similarity NPC12016
0.7196 Intermediate Similarity NPC274455
0.7196 Intermediate Similarity NPC86670
0.7196 Intermediate Similarity NPC70940
0.7188 Intermediate Similarity NPC472678
0.7179 Intermediate Similarity NPC273837
0.7177 Intermediate Similarity NPC164852
0.7167 Intermediate Similarity NPC217111
0.7165 Intermediate Similarity NPC473082
0.7165 Intermediate Similarity NPC275576
0.7165 Intermediate Similarity NPC45821
0.7165 Intermediate Similarity NPC470816
0.7154 Intermediate Similarity NPC472692
0.7154 Intermediate Similarity NPC472682
0.7154 Intermediate Similarity NPC471334
0.7143 Intermediate Similarity NPC470815
0.7143 Intermediate Similarity NPC143768
0.7143 Intermediate Similarity NPC318067
0.7143 Intermediate Similarity NPC472373
0.7143 Intermediate Similarity NPC54647
0.7143 Intermediate Similarity NPC472804
0.7132 Intermediate Similarity NPC93632
0.7131 Intermediate Similarity NPC268930
0.713 Intermediate Similarity NPC125226
0.7109 Intermediate Similarity NPC474106
0.7109 Intermediate Similarity NPC169913
0.7109 Intermediate Similarity NPC470648
0.7105 Intermediate Similarity NPC329556
0.71 Intermediate Similarity NPC249018
0.71 Intermediate Similarity NPC3190
0.7099 Intermediate Similarity NPC209851
0.7097 Intermediate Similarity NPC472680
0.7097 Intermediate Similarity NPC472679
0.7097 Intermediate Similarity NPC478121
0.7094 Intermediate Similarity NPC469511
0.7087 Intermediate Similarity NPC474979
0.7087 Intermediate Similarity NPC114927
0.7077 Intermediate Similarity NPC471832
0.7077 Intermediate Similarity NPC475138
0.7073 Intermediate Similarity NPC472697
0.7073 Intermediate Similarity NPC89324
0.7073 Intermediate Similarity NPC472698
0.7069 Intermediate Similarity NPC37914
0.7069 Intermediate Similarity NPC474111
0.7069 Intermediate Similarity NPC329705
0.7063 Intermediate Similarity NPC474254
0.7063 Intermediate Similarity NPC474159
0.7059 Intermediate Similarity NPC260323
0.7059 Intermediate Similarity NPC66208
0.7059 Intermediate Similarity NPC292834
0.7059 Intermediate Similarity NPC176279
0.7054 Intermediate Similarity NPC230331
0.7054 Intermediate Similarity NPC478165
0.7054 Intermediate Similarity NPC478162
0.7049 Intermediate Similarity NPC471668
0.7049 Intermediate Similarity NPC92
0.7049 Intermediate Similarity NPC469663
0.7045 Intermediate Similarity NPC159811
0.7043 Intermediate Similarity NPC19136
0.704 Intermediate Similarity NPC300827
0.704 Intermediate Similarity NPC32322
0.704 Intermediate Similarity NPC259703
0.704 Intermediate Similarity NPC473439
0.7037 Intermediate Similarity NPC84288
0.7031 Intermediate Similarity NPC478107
0.7031 Intermediate Similarity NPC100402

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475006 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
0.7542 Intermediate Similarity NPD4198 Discontinued
0.7458 Intermediate Similarity NPD5951 Approved
0.7407 Intermediate Similarity NPD6049 Phase 2
0.7407 Intermediate Similarity NPD6048 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD1088 Approved
0.7373 Intermediate Similarity NPD6010 Discontinued
0.7315 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD2066 Phase 3
0.7288 Intermediate Similarity NPD7094 Approved
0.7288 Intermediate Similarity NPD6858 Approved
0.7248 Intermediate Similarity NPD688 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD4199 Phase 3
0.7196 Intermediate Similarity NPD1090 Approved
0.7196 Intermediate Similarity NPD1089 Approved
0.7196 Intermediate Similarity NPD1086 Approved
0.7131 Intermediate Similarity NPD7610 Discontinued
0.7119 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3317 Approved
0.7105 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1929 Approved
0.7105 Intermediate Similarity NPD1930 Approved
0.7103 Intermediate Similarity NPD800 Approved
0.7099 Intermediate Similarity NPD7961 Discontinued
0.7097 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD1693 Approved
0.7077 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD6685 Approved
0.7054 Intermediate Similarity NPD5736 Approved
0.7043 Intermediate Similarity NPD5909 Discontinued
0.7027 Intermediate Similarity NPD1989 Approved
0.7025 Intermediate Similarity NPD2629 Approved
0.6991 Remote Similarity NPD7798 Approved
0.6983 Remote Similarity NPD5048 Discontinued
0.6972 Remote Similarity NPD1239 Approved
0.6964 Remote Similarity NPD3495 Discontinued
0.6964 Remote Similarity NPD1564 Approved
0.6964 Remote Similarity NPD1565 Approved
0.6964 Remote Similarity NPD1566 Phase 3
0.6944 Remote Similarity NPD5346 Phase 2
0.6944 Remote Similarity NPD5347 Phase 2
0.6935 Remote Similarity NPD7741 Discontinued
0.6916 Remote Similarity NPD1087 Approved
0.6887 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6881 Remote Similarity NPD3672 Approved
0.6881 Remote Similarity NPD3673 Approved
0.687 Remote Similarity NPD1932 Approved
0.6857 Remote Similarity NPD3971 Phase 1
0.685 Remote Similarity NPD5618 Discontinued
0.6842 Remote Similarity NPD6663 Approved
0.6827 Remote Similarity NPD226 Approved
0.6825 Remote Similarity NPD3019 Approved
0.6818 Remote Similarity NPD7008 Discontinued
0.681 Remote Similarity NPD5700 Clinical (unspecified phase)
0.681 Remote Similarity NPD6647 Phase 2
0.681 Remote Similarity NPD5765 Approved
0.6807 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2329 Discontinued
0.6803 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6803 Remote Similarity NPD2650 Approved
0.6803 Remote Similarity NPD2652 Approved
0.68 Remote Similarity NPD7009 Phase 2
0.6759 Remote Similarity NPD4793 Discontinued
0.6723 Remote Similarity NPD2342 Discontinued
0.6721 Remote Similarity NPD7635 Approved
0.6696 Remote Similarity NPD1563 Approved
0.6693 Remote Similarity NPD5126 Approved
0.6693 Remote Similarity NPD5125 Phase 3
0.6693 Remote Similarity NPD2932 Approved
0.6667 Remote Similarity NPD5408 Approved
0.6667 Remote Similarity NPD4140 Approved
0.6667 Remote Similarity NPD5404 Approved
0.6667 Remote Similarity NPD5405 Approved
0.6667 Remote Similarity NPD5406 Approved
0.6641 Remote Similarity NPD3023 Approved
0.6641 Remote Similarity NPD3026 Approved
0.6639 Remote Similarity NPD6912 Phase 3
0.662 Remote Similarity NPD7236 Approved
0.6619 Remote Similarity NPD2346 Discontinued
0.6614 Remote Similarity NPD3025 Approved
0.6614 Remote Similarity NPD3024 Approved
0.6587 Remote Similarity NPD6065 Approved
0.6567 Remote Similarity NPD7095 Approved
0.6565 Remote Similarity NPD1283 Approved
0.6562 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4626 Approved
0.6562 Remote Similarity NPD4059 Approved
0.6562 Remote Similarity NPD3095 Discontinued
0.6557 Remote Similarity NPD3642 Approved
0.6557 Remote Similarity NPD3643 Approved
0.6557 Remote Similarity NPD3644 Approved
0.6542 Remote Similarity NPD9491 Approved
0.6538 Remote Similarity NPD227 Approved
0.6538 Remote Similarity NPD225 Approved
0.6538 Remote Similarity NPD3880 Clinical (unspecified phase)
0.6535 Remote Similarity NPD3091 Approved
0.6535 Remote Similarity NPD4479 Discontinued
0.6525 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6512 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7239 Suspended
0.65 Remote Similarity NPD5704 Approved
0.65 Remote Similarity NPD5705 Approved
0.65 Remote Similarity NPD5706 Approved
0.6484 Remote Similarity NPD5691 Approved
0.6484 Remote Similarity NPD5981 Approved
0.6479 Remote Similarity NPD7003 Approved
0.6475 Remote Similarity NPD5240 Approved
0.6475 Remote Similarity NPD5235 Approved
0.6475 Remote Similarity NPD5237 Approved
0.6475 Remote Similarity NPD5236 Approved
0.6475 Remote Similarity NPD5239 Approved
0.6475 Remote Similarity NPD1317 Discontinued
0.6471 Remote Similarity NPD7715 Approved
0.6471 Remote Similarity NPD7714 Approved
0.6471 Remote Similarity NPD8032 Phase 2
0.6466 Remote Similarity NPD5926 Approved
0.6462 Remote Similarity NPD1611 Approved
0.6435 Remote Similarity NPD5206 Clinical (unspecified phase)
0.6423 Remote Similarity NPD4060 Phase 1
0.6396 Remote Similarity NPD1101 Approved
0.6391 Remote Similarity NPD3094 Phase 2
0.6385 Remote Similarity NPD3881 Discontinued
0.6385 Remote Similarity NPD2956 Clinical (unspecified phase)
0.6379 Remote Similarity NPD1875 Phase 1
0.6364 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8166 Discontinued
0.6357 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6349 Remote Similarity NPD4766 Approved
0.6343 Remote Similarity NPD4624 Approved
0.6341 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6336 Remote Similarity NPD2611 Approved
0.6336 Remote Similarity NPD3131 Approved
0.6336 Remote Similarity NPD2610 Approved
0.6336 Remote Similarity NPD3132 Approved
0.6336 Remote Similarity NPD3092 Approved
0.6336 Remote Similarity NPD1201 Approved
0.6336 Remote Similarity NPD4218 Approved
0.6336 Remote Similarity NPD4215 Approved
0.6336 Remote Similarity NPD4216 Approved
0.6336 Remote Similarity NPD2609 Approved
0.6336 Remote Similarity NPD2612 Approved
0.6336 Remote Similarity NPD2608 Approved
0.6336 Remote Similarity NPD1281 Approved
0.6336 Remote Similarity NPD4217 Approved
0.6331 Remote Similarity NPD4097 Suspended
0.6324 Remote Similarity NPD4625 Phase 3
0.6316 Remote Similarity NPD7631 Approved
0.6308 Remote Similarity NPD5305 Approved
0.6308 Remote Similarity NPD5306 Approved
0.6304 Remote Similarity NPD2979 Phase 3
0.6296 Remote Similarity NPD7084 Phase 3
0.629 Remote Similarity NPD2201 Approved
0.629 Remote Similarity NPD5927 Discontinued
0.6271 Remote Similarity NPD3020 Approved
0.6269 Remote Similarity NPD2797 Approved
0.6269 Remote Similarity NPD1470 Approved
0.6261 Remote Similarity NPD845 Approved
0.6261 Remote Similarity NPD1066 Discontinued
0.6261 Remote Similarity NPD719 Approved
0.6261 Remote Similarity NPD720 Approved
0.6261 Remote Similarity NPD3719 Approved
0.6261 Remote Similarity NPD3718 Approved
0.625 Remote Similarity NPD531 Approved
0.6242 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6242 Remote Similarity NPD3226 Approved
0.6241 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6241 Remote Similarity NPD7305 Phase 1
0.6241 Remote Similarity NPD2799 Discontinued
0.6239 Remote Similarity NPD288 Approved
0.6231 Remote Similarity NPD4105 Approved
0.6231 Remote Similarity NPD4102 Approved
0.6228 Remote Similarity NPD7609 Phase 3
0.6222 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6085 Phase 2
0.6222 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6212 Remote Similarity NPD6287 Discontinued
0.6212 Remote Similarity NPD4807 Approved
0.6212 Remote Similarity NPD3529 Phase 2
0.6212 Remote Similarity NPD4806 Approved
0.621 Remote Similarity NPD4750 Phase 3
0.6207 Remote Similarity NPD4814 Discontinued
0.6207 Remote Similarity NPD3772 Phase 3
0.6202 Remote Similarity NPD7644 Approved
0.6197 Remote Similarity NPD6100 Approved
0.6197 Remote Similarity NPD6099 Approved
0.6197 Remote Similarity NPD2438 Suspended
0.619 Remote Similarity NPD5535 Approved
0.619 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6187 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6186 Remote Similarity NPD253 Approved
0.6183 Remote Similarity NPD7725 Approved
0.6183 Remote Similarity NPD1778 Approved
0.6183 Remote Similarity NPD2345 Approved
0.6182 Remote Similarity NPD4544 Approved
0.6174 Remote Similarity NPD752 Approved
0.6168 Remote Similarity NPD9490 Approved
0.6165 Remote Similarity NPD6637 Approved
0.616 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6159 Remote Similarity NPD3268 Approved
0.6159 Remote Similarity NPD3764 Approved

Structure

External Identifiers

PubChem CID   44566216
ChEMBL   CHEMBL491703
ZINC  

Physicochemical Properties

Molecular Weight:  358.21
ALogP:  1.0173
MLogP:  3.44
XLogP:  7.968
# Rotatable Bonds:  10
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  26

Download Data

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