Natural Product: NPC475414

Natural Product ID:  NPC475414
Common Name:   Argentinic Acid A Methyl Ester
IUPAC Name:   [(3S,3aS,5aR,6R,7S,9R,9aR)-7-(2-hydroxypropan-2-yl)-6-(3-methoxy-3-oxopropyl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-9-yl] (2R,3R)-2-hydroxy-3-methylpentanoate
Synonyms:   Argentinic Acid A Methyl Ester
Molecular Formula:   C37H60O7
Standard InCHIKey:  SCOHMQDRAZPUAU-ZCAFCYEMSA-N
Standard InCHI:  InChI=1S/C37H60O7/c1-11-23(4)32(39)33(40)44-30-20-29(34(5,6)41)36(8,17-15-31(38)42-10)28-14-16-35(7)26(12-13-27(35)37(28,30)9)24-19-25(43-21-24)18-22(2)3/h13,18,23-26,28-30,32,39,41H,11-12,14-17,19-21H2,1-10H3/t23-,24-,25-,26+,28-,29-,30-,32-,35+,36-,37+/m1/s1
Canonical SMILES:  COC(=O)CC[C@@]1(C)[C@H](C[C@H]([C@@]2([C@@H]1CC[C@@]1(C2=CC[C@H]1[C@H]1CO[C@@H](C1)C=C(C)C)C)C)OC(=O)[C@@H]([C@@H](CC)C)O)C(O)(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
NPO32953 aaglaia argentea Species NA NA bark PMID[10395505]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 2 ug/ml 24411199

  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 NPC475414 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
1.0 High Similarity NPC173172
0.9898 High Similarity NPC475176
0.9604 High Similarity NPC475134
0.9604 High Similarity NPC475563
0.951 High Similarity NPC473921
0.951 High Similarity NPC475480
0.951 High Similarity NPC475668
0.9118 High Similarity NPC131665
0.9118 High Similarity NPC255387
0.8762 High Similarity NPC5475
0.8762 High Similarity NPC173905
0.8762 High Similarity NPC472216
0.8762 High Similarity NPC284828
0.8692 High Similarity NPC470063
0.8529 High Similarity NPC473510
0.8462 Intermediate Similarity NPC476237
0.8462 Intermediate Similarity NPC324001
0.8462 Intermediate Similarity NPC36688
0.8411 Intermediate Similarity NPC475065
0.8396 Intermediate Similarity NPC67321
0.8396 Intermediate Similarity NPC187435
0.835 Intermediate Similarity NPC230546
0.835 Intermediate Similarity NPC476303
0.8333 Intermediate Similarity NPC210337
0.8318 Intermediate Similarity NPC472218
0.8318 Intermediate Similarity NPC318363
0.8318 Intermediate Similarity NPC473482
0.8318 Intermediate Similarity NPC472219
0.8318 Intermediate Similarity NPC472217
0.8318 Intermediate Similarity NPC475418
0.8317 Intermediate Similarity NPC37787
0.8317 Intermediate Similarity NPC469329
0.8317 Intermediate Similarity NPC473415
0.8317 Intermediate Similarity NPC180557
0.8317 Intermediate Similarity NPC30677
0.8302 Intermediate Similarity NPC477125
0.8302 Intermediate Similarity NPC472655
0.8286 Intermediate Similarity NPC112009
0.8286 Intermediate Similarity NPC180204
0.8269 Intermediate Similarity NPC303559
0.8241 Intermediate Similarity NPC218853
0.8241 Intermediate Similarity NPC42662
0.8235 Intermediate Similarity NPC88009
0.823 Intermediate Similarity NPC477071
0.8224 Intermediate Similarity NPC473173
0.8224 Intermediate Similarity NPC329048
0.8224 Intermediate Similarity NPC330011
0.8224 Intermediate Similarity NPC475294
0.8224 Intermediate Similarity NPC301666
0.8224 Intermediate Similarity NPC469318
0.8214 Intermediate Similarity NPC473590
0.8214 Intermediate Similarity NPC284068
0.8208 Intermediate Similarity NPC258532
0.8208 Intermediate Similarity NPC471293
0.819 Intermediate Similarity NPC469316
0.819 Intermediate Similarity NPC155332
0.819 Intermediate Similarity NPC114540
0.819 Intermediate Similarity NPC476081
0.819 Intermediate Similarity NPC32577
0.8173 Intermediate Similarity NPC201406
0.8173 Intermediate Similarity NPC473176
0.8165 Intermediate Similarity NPC472215
0.8165 Intermediate Similarity NPC472214
0.8165 Intermediate Similarity NPC101450
0.8165 Intermediate Similarity NPC5284
0.8155 Intermediate Similarity NPC254496
0.8155 Intermediate Similarity NPC285513
0.8148 Intermediate Similarity NPC306265
0.8148 Intermediate Similarity NPC258323
0.8142 Intermediate Similarity NPC311554
0.8142 Intermediate Similarity NPC257457
0.8137 Intermediate Similarity NPC53565
0.8137 Intermediate Similarity NPC279974
0.8131 Intermediate Similarity NPC475494
0.812 Intermediate Similarity NPC15095
0.8119 Intermediate Similarity NPC470224
0.8119 Intermediate Similarity NPC472871
0.8119 Intermediate Similarity NPC53555
0.8113 Intermediate Similarity NPC474124
0.8113 Intermediate Similarity NPC176883
0.8113 Intermediate Similarity NPC474775
0.8113 Intermediate Similarity NPC194323
0.81 Intermediate Similarity NPC471896
0.8095 Intermediate Similarity NPC476897
0.8095 Intermediate Similarity NPC54909
0.8095 Intermediate Similarity NPC475617
0.8095 Intermediate Similarity NPC233012
0.8077 Intermediate Similarity NPC471784
0.8077 Intermediate Similarity NPC303777
0.8073 Intermediate Similarity NPC141350
0.8073 Intermediate Similarity NPC41405
0.807 Intermediate Similarity NPC469380
0.8058 Intermediate Similarity NPC307164
0.8058 Intermediate Similarity NPC235053
0.8058 Intermediate Similarity NPC471777
0.8056 Intermediate Similarity NPC473284
0.8056 Intermediate Similarity NPC144459
0.8056 Intermediate Similarity NPC59530
0.8053 Intermediate Similarity NPC475323
0.8053 Intermediate Similarity NPC470493
0.8053 Intermediate Similarity NPC183580
0.8053 Intermediate Similarity NPC473656
0.8053 Intermediate Similarity NPC312824
0.8039 Intermediate Similarity NPC240617
0.8039 Intermediate Similarity NPC159410
0.8039 Intermediate Similarity NPC471720
0.8037 Intermediate Similarity NPC473175
0.8037 Intermediate Similarity NPC474550
0.8037 Intermediate Similarity NPC475585
0.8037 Intermediate Similarity NPC473577
0.8037 Intermediate Similarity NPC473543
0.8036 Intermediate Similarity NPC178289
0.802 Intermediate Similarity NPC471747
0.802 Intermediate Similarity NPC26888
0.802 Intermediate Similarity NPC233345
0.802 Intermediate Similarity NPC186363
0.802 Intermediate Similarity NPC473166
0.802 Intermediate Similarity NPC189520
0.8019 Intermediate Similarity NPC476471
0.8019 Intermediate Similarity NPC475344
0.8018 Intermediate Similarity NPC473877
0.8 Intermediate Similarity NPC38855
0.8 Intermediate Similarity NPC6206
0.8 Intermediate Similarity NPC167974
0.8 Intermediate Similarity NPC470074
0.8 Intermediate Similarity NPC241935
0.8 Intermediate Similarity NPC266955
0.8 Intermediate Similarity NPC250956
0.8 Intermediate Similarity NPC269267
0.8 Intermediate Similarity NPC5103
0.8 Intermediate Similarity NPC279478
0.7982 Intermediate Similarity NPC709
0.7982 Intermediate Similarity NPC88701
0.7982 Intermediate Similarity NPC50774
0.7981 Intermediate Similarity NPC73911
0.7981 Intermediate Similarity NPC291634
0.798 Intermediate Similarity NPC166857
0.7965 Intermediate Similarity NPC474046
0.7965 Intermediate Similarity NPC470628
0.7965 Intermediate Similarity NPC259306
0.7965 Intermediate Similarity NPC474734
0.7963 Intermediate Similarity NPC475290
0.7963 Intermediate Similarity NPC470055
0.7963 Intermediate Similarity NPC127609
0.7963 Intermediate Similarity NPC470056
0.7961 Intermediate Similarity NPC134067
0.7961 Intermediate Similarity NPC183012
0.7949 Intermediate Similarity NPC41129
0.7946 Intermediate Similarity NPC469496
0.7946 Intermediate Similarity NPC469463
0.7946 Intermediate Similarity NPC477126
0.7946 Intermediate Similarity NPC469454
0.7944 Intermediate Similarity NPC473523
0.7944 Intermediate Similarity NPC222153
0.7944 Intermediate Similarity NPC120321
0.7941 Intermediate Similarity NPC139692
0.7941 Intermediate Similarity NPC141497
0.7941 Intermediate Similarity NPC170220
0.7941 Intermediate Similarity NPC107674
0.7934 Intermediate Similarity NPC34963
0.7925 Intermediate Similarity NPC471412
0.7925 Intermediate Similarity NPC115899
0.7925 Intermediate Similarity NPC235142
0.7921 Intermediate Similarity NPC175628
0.7921 Intermediate Similarity NPC472307
0.7921 Intermediate Similarity NPC111585
0.7921 Intermediate Similarity NPC148414
0.7917 Intermediate Similarity NPC35109
0.7913 Intermediate Similarity NPC476529
0.7913 Intermediate Similarity NPC475775
0.7913 Intermediate Similarity NPC9674
0.7913 Intermediate Similarity NPC19028
0.7913 Intermediate Similarity NPC475041
0.7909 Intermediate Similarity NPC10064
0.7909 Intermediate Similarity NPC170221
0.7905 Intermediate Similarity NPC57079
0.7905 Intermediate Similarity NPC218107
0.7905 Intermediate Similarity NPC124512
0.7905 Intermediate Similarity NPC252295
0.7905 Intermediate Similarity NPC119036
0.7905 Intermediate Similarity NPC159763
0.7905 Intermediate Similarity NPC124703
0.7905 Intermediate Similarity NPC470068
0.7905 Intermediate Similarity NPC470066
0.7905 Intermediate Similarity NPC316598
0.7905 Intermediate Similarity NPC234617
0.7905 Intermediate Similarity NPC278386
0.7905 Intermediate Similarity NPC470067
0.7905 Intermediate Similarity NPC473155
0.7905 Intermediate Similarity NPC108368
0.79 Intermediate Similarity NPC255176
0.79 Intermediate Similarity NPC250687
0.79 Intermediate Similarity NPC477128
0.79 Intermediate Similarity NPC48824
0.79 Intermediate Similarity NPC229407
0.79 Intermediate Similarity NPC254572
0.7899 Intermediate Similarity NPC298841
0.7895 Intermediate Similarity NPC140055
0.7895 Intermediate Similarity NPC286528
0.7895 Intermediate Similarity NPC167606

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475414 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
0.7905 Intermediate Similarity NPD4225 Approved
0.7895 Intermediate Similarity NPD7115 Discovery
0.7857 Intermediate Similarity NPD8297 Approved
0.7818 Intermediate Similarity NPD7320 Approved
0.7798 Intermediate Similarity NPD5739 Approved
0.7798 Intermediate Similarity NPD6675 Approved
0.7798 Intermediate Similarity NPD6402 Approved
0.7798 Intermediate Similarity NPD7128 Approved
0.7767 Intermediate Similarity NPD6399 Phase 3
0.7736 Intermediate Similarity NPD7638 Approved
0.7664 Intermediate Similarity NPD7640 Approved
0.7664 Intermediate Similarity NPD7639 Approved
0.7658 Intermediate Similarity NPD6881 Approved
0.7658 Intermediate Similarity NPD6899 Approved
0.7611 Intermediate Similarity NPD8130 Phase 1
0.7589 Intermediate Similarity NPD6373 Approved
0.7589 Intermediate Similarity NPD6372 Approved
0.7568 Intermediate Similarity NPD5701 Approved
0.7568 Intermediate Similarity NPD5697 Approved
0.7522 Intermediate Similarity NPD7102 Approved
0.7522 Intermediate Similarity NPD7290 Approved
0.7522 Intermediate Similarity NPD6883 Approved
0.7521 Intermediate Similarity NPD7507 Approved
0.75 Intermediate Similarity NPD6011 Approved
0.75 Intermediate Similarity NPD8035 Phase 2
0.75 Intermediate Similarity NPD8034 Phase 2
0.7478 Intermediate Similarity NPD4632 Approved
0.7477 Intermediate Similarity NPD6084 Phase 2
0.7477 Intermediate Similarity NPD6083 Phase 2
0.7456 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD6617 Approved
0.7456 Intermediate Similarity NPD6650 Approved
0.7456 Intermediate Similarity NPD6869 Approved
0.7456 Intermediate Similarity NPD6649 Approved
0.7456 Intermediate Similarity NPD6847 Approved
0.7434 Intermediate Similarity NPD6013 Approved
0.7434 Intermediate Similarity NPD6014 Approved
0.7434 Intermediate Similarity NPD6012 Approved
0.7434 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6882 Approved
0.7358 Intermediate Similarity NPD7748 Approved
0.7345 Intermediate Similarity NPD6686 Approved
0.7345 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7319 Approved
0.7333 Intermediate Similarity NPD8033 Approved
0.7327 Intermediate Similarity NPD4786 Approved
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7315 Intermediate Similarity NPD4755 Approved
0.7315 Intermediate Similarity NPD7902 Approved
0.7295 Intermediate Similarity NPD7492 Approved
0.7258 Intermediate Similarity NPD7736 Approved
0.7255 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD8377 Approved
0.725 Intermediate Similarity NPD6054 Approved
0.725 Intermediate Similarity NPD8294 Approved
0.725 Intermediate Similarity NPD6059 Approved
0.725 Intermediate Similarity NPD6319 Approved
0.7236 Intermediate Similarity NPD6616 Approved
0.7227 Intermediate Similarity NPD7327 Approved
0.7227 Intermediate Similarity NPD7328 Approved
0.7212 Intermediate Similarity NPD6672 Approved
0.7212 Intermediate Similarity NPD5737 Approved
0.7207 Intermediate Similarity NPD5211 Phase 2
0.719 Intermediate Similarity NPD8380 Approved
0.719 Intermediate Similarity NPD8379 Approved
0.719 Intermediate Similarity NPD8378 Approved
0.719 Intermediate Similarity NPD8335 Approved
0.719 Intermediate Similarity NPD8296 Approved
0.7182 Intermediate Similarity NPD5286 Approved
0.7182 Intermediate Similarity NPD5285 Approved
0.7182 Intermediate Similarity NPD4700 Approved
0.7182 Intermediate Similarity NPD4696 Approved
0.7179 Intermediate Similarity NPD8133 Approved
0.7177 Intermediate Similarity NPD7078 Approved
0.717 Intermediate Similarity NPD7515 Phase 2
0.717 Intermediate Similarity NPD5693 Phase 1
0.7168 Intermediate Similarity NPD6008 Approved
0.7167 Intermediate Similarity NPD7516 Approved
0.7143 Intermediate Similarity NPD6009 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.7131 Intermediate Similarity NPD6370 Approved
0.713 Intermediate Similarity NPD5695 Phase 3
0.713 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD3667 Approved
0.7117 Intermediate Similarity NPD5223 Approved
0.7103 Intermediate Similarity NPD4202 Approved
0.71 Intermediate Similarity NPD7525 Registered
0.7091 Intermediate Similarity NPD5696 Approved
0.7083 Intermediate Similarity NPD6335 Approved
0.708 Intermediate Similarity NPD5141 Approved
0.7073 Intermediate Similarity NPD7604 Phase 2
0.7069 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5222 Approved
0.7064 Intermediate Similarity NPD4697 Phase 3
0.7064 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5221 Approved
0.7059 Intermediate Similarity NPD5362 Discontinued
0.7059 Intermediate Similarity NPD6274 Approved
0.7054 Intermediate Similarity NPD5225 Approved
0.7054 Intermediate Similarity NPD5226 Approved
0.7054 Intermediate Similarity NPD4633 Approved
0.7054 Intermediate Similarity NPD5224 Approved
0.7054 Intermediate Similarity NPD7632 Discontinued
0.7049 Intermediate Similarity NPD5983 Phase 2
0.7049 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6015 Approved
0.7049 Intermediate Similarity NPD6016 Approved
0.7037 Intermediate Similarity NPD7900 Approved
0.7037 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD7100 Approved
0.7025 Intermediate Similarity NPD7101 Approved
0.7019 Intermediate Similarity NPD6098 Approved
0.7019 Intermediate Similarity NPD3618 Phase 1
0.7009 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6079 Approved
0.7 Intermediate Similarity NPD5173 Approved
0.7 Intermediate Similarity NPD6317 Approved
0.6992 Remote Similarity NPD5988 Approved
0.6991 Remote Similarity NPD4754 Approved
0.6991 Remote Similarity NPD5174 Approved
0.6991 Remote Similarity NPD5175 Approved
0.6981 Remote Similarity NPD6904 Approved
0.6981 Remote Similarity NPD6051 Approved
0.6981 Remote Similarity NPD4753 Phase 2
0.6981 Remote Similarity NPD6080 Approved
0.6981 Remote Similarity NPD6673 Approved
0.696 Remote Similarity NPD6336 Discontinued
0.6949 Remote Similarity NPD6053 Discontinued
0.6942 Remote Similarity NPD6314 Approved
0.6942 Remote Similarity NPD6313 Approved
0.6923 Remote Similarity NPD4634 Approved
0.6923 Remote Similarity NPD6371 Approved
0.6923 Remote Similarity NPD1694 Approved
0.6917 Remote Similarity NPD6868 Approved
0.6916 Remote Similarity NPD6698 Approved
0.6916 Remote Similarity NPD46 Approved
0.6911 Remote Similarity NPD6909 Approved
0.6911 Remote Similarity NPD6908 Approved
0.6887 Remote Similarity NPD6903 Approved
0.687 Remote Similarity NPD4767 Approved
0.687 Remote Similarity NPD4768 Approved
0.686 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7334 Approved
0.6857 Remote Similarity NPD6409 Approved
0.6857 Remote Similarity NPD5330 Approved
0.6857 Remote Similarity NPD6684 Approved
0.6857 Remote Similarity NPD7146 Approved
0.6857 Remote Similarity NPD7521 Approved
0.6852 Remote Similarity NPD7637 Suspended
0.685 Remote Similarity NPD6033 Approved
0.6838 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6818 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5344 Discontinued
0.681 Remote Similarity NPD5954 Clinical (unspecified phase)
0.681 Remote Similarity NPD6412 Phase 2
0.68 Remote Similarity NPD6116 Phase 1
0.68 Remote Similarity NPD8328 Phase 3
0.6792 Remote Similarity NPD7524 Approved
0.6774 Remote Similarity NPD7503 Approved
0.6774 Remote Similarity NPD8513 Phase 3
0.6774 Remote Similarity NPD8516 Approved
0.6774 Remote Similarity NPD8517 Approved
0.6774 Remote Similarity NPD8515 Approved
0.6762 Remote Similarity NPD5329 Approved
0.6762 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6752 Remote Similarity NPD4730 Approved
0.6752 Remote Similarity NPD4729 Approved
0.6752 Remote Similarity NPD5128 Approved
0.6733 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6731 Remote Similarity NPD7154 Phase 3
0.6729 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6001 Approved
0.67 Remote Similarity NPD6117 Approved
0.67 Remote Similarity NPD6933 Approved
0.6698 Remote Similarity NPD5279 Phase 3
0.6697 Remote Similarity NPD6050 Approved
0.6697 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD3665 Phase 1
0.664 Remote Similarity NPD6921 Approved
0.6639 Remote Similarity NPD5135 Approved
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD5169 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5251 Approved
0.6639 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5779 Approved
0.6636 Remote Similarity NPD5778 Approved
0.6606 Remote Similarity NPD5785 Approved
0.6606 Remote Similarity NPD5692 Phase 3

Structure

External Identifiers

PubChem CID   44566303
ChEMBL   CHEMBL505139
ZINC  

Physicochemical Properties

Molecular Weight:  616.43
ALogP:  2.2181
MLogP:  4.76
XLogP:  6.855
# Rotatable Bonds:  24
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  44

Download Data

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