Natural Product: NPC474448

Natural Product ID:  NPC474448
Common Name:   Argentatine A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C30H48O4
Standard InCHIKey:  RBRKRLQNZMJOLD-XZRBSSNWSA-N
Standard InCHI:  InChI=1S/C30H48O4/c1-24(2)19-8-9-20-27(6)16-18(31)23(28(7)12-11-22(34-28)25(3,4)33)26(27,5)14-15-30(20)17-29(19,30)13-10-21(24)32/h18-20,22-23,31,33H,8-17H2,1-7H3/t18?,19-,20-,22-,23-,26+,27-,28+,29+,30-/m0/s1
Canonical SMILES:  OC1C[C@@]2([C@]([C@H]1[C@@]1(C)CC[C@H](O1)C(O)(C)C)(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(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
NPO33324 borrichia frutescens Species Asteraceae Eukaryota PMID[8988597]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC > 128 ug/ml 12444684

  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 NPC474448 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
0.9146 High Similarity NPC217559
0.9146 High Similarity NPC292458
0.9146 High Similarity NPC268578
0.9125 High Similarity NPC31302
0.9125 High Similarity NPC245029
0.9048 High Similarity NPC472745
0.8916 High Similarity NPC472744
0.8902 High Similarity NPC77311
0.8875 High Similarity NPC264602
0.8824 High Similarity NPC80700
0.8721 High Similarity NPC202937
0.869 High Similarity NPC259173
0.8605 High Similarity NPC92139
0.8571 High Similarity NPC475388
0.8571 High Similarity NPC164289
0.8571 High Similarity NPC242771
0.8571 High Similarity NPC311642
0.8571 High Similarity NPC100366
0.8556 High Similarity NPC470423
0.8554 High Similarity NPC472853
0.8554 High Similarity NPC470609
0.85 High Similarity NPC472854
0.8452 Intermediate Similarity NPC469745
0.837 Intermediate Similarity NPC116683
0.8353 Intermediate Similarity NPC102156
0.8353 Intermediate Similarity NPC477935
0.8353 Intermediate Similarity NPC317066
0.8353 Intermediate Similarity NPC148740
0.8353 Intermediate Similarity NPC477936
0.8352 Intermediate Similarity NPC206878
0.8313 Intermediate Similarity NPC476732
0.8313 Intermediate Similarity NPC199965
0.8295 Intermediate Similarity NPC251808
0.8295 Intermediate Similarity NPC474174
0.8193 Intermediate Similarity NPC180199
0.8193 Intermediate Similarity NPC477919
0.8193 Intermediate Similarity NPC133596
0.8193 Intermediate Similarity NPC11907
0.8182 Intermediate Similarity NPC476727
0.8182 Intermediate Similarity NPC476726
0.8172 Intermediate Similarity NPC476728
0.8171 Intermediate Similarity NPC24014
0.8171 Intermediate Similarity NPC27349
0.8161 Intermediate Similarity NPC474996
0.8148 Intermediate Similarity NPC310766
0.8132 Intermediate Similarity NPC473066
0.8111 Intermediate Similarity NPC61688
0.8105 Intermediate Similarity NPC41843
0.8065 Intermediate Similarity NPC470031
0.8065 Intermediate Similarity NPC215570
0.8023 Intermediate Similarity NPC12933
0.8021 Intermediate Similarity NPC178853
0.8 Intermediate Similarity NPC321732
0.8 Intermediate Similarity NPC81074
0.8 Intermediate Similarity NPC324607
0.8 Intermediate Similarity NPC477282
0.7978 Intermediate Similarity NPC472272
0.7976 Intermediate Similarity NPC474574
0.7976 Intermediate Similarity NPC474404
0.7976 Intermediate Similarity NPC64081
0.7976 Intermediate Similarity NPC475031
0.7957 Intermediate Similarity NPC470424
0.7952 Intermediate Similarity NPC231680
0.7952 Intermediate Similarity NPC270306
0.7952 Intermediate Similarity NPC273366
0.7952 Intermediate Similarity NPC91387
0.7935 Intermediate Similarity NPC52756
0.7931 Intermediate Similarity NPC328007
0.7927 Intermediate Similarity NPC474123
0.7912 Intermediate Similarity NPC56962
0.7912 Intermediate Similarity NPC24705
0.7912 Intermediate Similarity NPC228059
0.7889 Intermediate Similarity NPC263802
0.7872 Intermediate Similarity NPC17336
0.7857 Intermediate Similarity NPC470145
0.7849 Intermediate Similarity NPC472231
0.7849 Intermediate Similarity NPC472232
0.7849 Intermediate Similarity NPC161035
0.7843 Intermediate Similarity NPC473062
0.7841 Intermediate Similarity NPC111582
0.7841 Intermediate Similarity NPC327451
0.7841 Intermediate Similarity NPC477285
0.7835 Intermediate Similarity NPC477172
0.7826 Intermediate Similarity NPC475056
0.7826 Intermediate Similarity NPC77756
0.7816 Intermediate Similarity NPC58631
0.7816 Intermediate Similarity NPC190940
0.7805 Intermediate Similarity NPC320549
0.7805 Intermediate Similarity NPC473267
0.7805 Intermediate Similarity NPC156277
0.7805 Intermediate Similarity NPC151018
0.7805 Intermediate Similarity NPC58057
0.7802 Intermediate Similarity NPC48824
0.7802 Intermediate Similarity NPC250687
0.7802 Intermediate Similarity NPC229407
0.7802 Intermediate Similarity NPC254572
0.7791 Intermediate Similarity NPC201276
0.7791 Intermediate Similarity NPC287452
0.7791 Intermediate Similarity NPC52951
0.7791 Intermediate Similarity NPC80891
0.7789 Intermediate Similarity NPC156377
0.7778 Intermediate Similarity NPC215968
0.7778 Intermediate Similarity NPC155531
0.7778 Intermediate Similarity NPC114378
0.7778 Intermediate Similarity NPC100078
0.7778 Intermediate Similarity NPC103782
0.7765 Intermediate Similarity NPC477918
0.7765 Intermediate Similarity NPC171658
0.7755 Intermediate Similarity NPC244969
0.7755 Intermediate Similarity NPC213528
0.7753 Intermediate Similarity NPC473336
0.7753 Intermediate Similarity NPC471044
0.7753 Intermediate Similarity NPC319909
0.7753 Intermediate Similarity NPC50438
0.7742 Intermediate Similarity NPC471747
0.7738 Intermediate Similarity NPC317242
0.7732 Intermediate Similarity NPC20028
0.7727 Intermediate Similarity NPC477286
0.7727 Intermediate Similarity NPC24556
0.7727 Intermediate Similarity NPC286719
0.7727 Intermediate Similarity NPC121121
0.7717 Intermediate Similarity NPC269267
0.7711 Intermediate Similarity NPC153719
0.7711 Intermediate Similarity NPC232112
0.77 Intermediate Similarity NPC166079
0.77 Intermediate Similarity NPC215408
0.7692 Intermediate Similarity NPC210658
0.7692 Intermediate Similarity NPC469322
0.7692 Intermediate Similarity NPC161928
0.7692 Intermediate Similarity NPC5943
0.7684 Intermediate Similarity NPC305808
0.7674 Intermediate Similarity NPC324700
0.7674 Intermediate Similarity NPC80089
0.7674 Intermediate Similarity NPC471045
0.7674 Intermediate Similarity NPC224802
0.7674 Intermediate Similarity NPC171426
0.7674 Intermediate Similarity NPC34046
0.7667 Intermediate Similarity NPC266651
0.766 Intermediate Similarity NPC211845
0.766 Intermediate Similarity NPC476189
0.766 Intermediate Similarity NPC228700
0.766 Intermediate Similarity NPC182740
0.766 Intermediate Similarity NPC256104
0.766 Intermediate Similarity NPC122083
0.7647 Intermediate Similarity NPC163597
0.7647 Intermediate Similarity NPC477932
0.7647 Intermediate Similarity NPC477933
0.764 Intermediate Similarity NPC269684
0.7619 Intermediate Similarity NPC472945
0.7619 Intermediate Similarity NPC254340
0.7619 Intermediate Similarity NPC472944
0.7609 Intermediate Similarity NPC56777
0.7609 Intermediate Similarity NPC226491
0.7609 Intermediate Similarity NPC128475
0.7609 Intermediate Similarity NPC33398
0.7609 Intermediate Similarity NPC476435
0.7609 Intermediate Similarity NPC476379
0.7609 Intermediate Similarity NPC477614
0.7609 Intermediate Similarity NPC201607
0.759 Intermediate Similarity NPC469940
0.7586 Intermediate Similarity NPC269333
0.7582 Intermediate Similarity NPC131365
0.7582 Intermediate Similarity NPC477283
0.7582 Intermediate Similarity NPC302111
0.7579 Intermediate Similarity NPC30687
0.7579 Intermediate Similarity NPC217567
0.7579 Intermediate Similarity NPC175
0.7579 Intermediate Similarity NPC76136
0.7579 Intermediate Similarity NPC329713
0.7579 Intermediate Similarity NPC477495
0.7579 Intermediate Similarity NPC67831
0.7579 Intermediate Similarity NPC174051
0.7576 Intermediate Similarity NPC310031
0.7576 Intermediate Similarity NPC80191
0.7561 Intermediate Similarity NPC213178
0.7561 Intermediate Similarity NPC6120
0.7561 Intermediate Similarity NPC131892
0.7561 Intermediate Similarity NPC327728
0.7558 Intermediate Similarity NPC476233
0.7558 Intermediate Similarity NPC105208
0.7558 Intermediate Similarity NPC185915
0.7558 Intermediate Similarity NPC128951
0.7558 Intermediate Similarity NPC23884
0.7558 Intermediate Similarity NPC192046
0.7558 Intermediate Similarity NPC477227
0.7558 Intermediate Similarity NPC302578
0.7556 Intermediate Similarity NPC291310
0.7553 Intermediate Similarity NPC262870
0.7551 Intermediate Similarity NPC470030
0.7551 Intermediate Similarity NPC108371
0.7549 Intermediate Similarity NPC475319
0.7549 Intermediate Similarity NPC202898
0.7549 Intermediate Similarity NPC92890
0.7549 Intermediate Similarity NPC472079
0.7529 Intermediate Similarity NPC174964
0.7529 Intermediate Similarity NPC477934
0.7529 Intermediate Similarity NPC125767
0.7529 Intermediate Similarity NPC21220
0.7529 Intermediate Similarity NPC159789
0.7529 Intermediate Similarity NPC97534

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474448 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
0.8125 Intermediate Similarity NPD4244 Approved
0.8125 Intermediate Similarity NPD4245 Approved
0.8 Intermediate Similarity NPD3698 Phase 2
0.7805 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD4789 Approved
0.7674 Intermediate Similarity NPD6115 Approved
0.7674 Intermediate Similarity NPD6118 Approved
0.7674 Intermediate Similarity NPD6114 Approved
0.7674 Intermediate Similarity NPD6697 Approved
0.759 Intermediate Similarity NPD5777 Approved
0.7561 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD3703 Phase 2
0.7529 Intermediate Similarity NPD3702 Approved
0.75 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD6117 Approved
0.7439 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD5360 Phase 3
0.7412 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD6116 Phase 1
0.7349 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD4788 Approved
0.7176 Intermediate Similarity NPD6081 Approved
0.7113 Intermediate Similarity NPD8171 Discontinued
0.7111 Intermediate Similarity NPD6928 Phase 2
0.6988 Remote Similarity NPD4224 Phase 2
0.6977 Remote Similarity NPD4758 Discontinued
0.6952 Remote Similarity NPD6412 Phase 2
0.6889 Remote Similarity NPD3671 Phase 1
0.6889 Remote Similarity NPD5364 Discontinued
0.686 Remote Similarity NPD4787 Phase 1
0.6832 Remote Similarity NPD6083 Phase 2
0.6832 Remote Similarity NPD6084 Phase 2
0.6804 Remote Similarity NPD4753 Phase 2
0.6796 Remote Similarity NPD1700 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6634 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4786 Approved
0.6632 Remote Similarity NPD3666 Approved
0.6632 Remote Similarity NPD3133 Approved
0.6632 Remote Similarity NPD3665 Phase 1
0.6577 Remote Similarity NPD8133 Approved
0.6574 Remote Similarity NPD7320 Approved
0.6562 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6370 Approved
0.6542 Remote Similarity NPD6402 Approved
0.6542 Remote Similarity NPD5739 Approved
0.6542 Remote Similarity NPD6675 Approved
0.6542 Remote Similarity NPD7128 Approved
0.6505 Remote Similarity NPD4755 Approved
0.65 Remote Similarity NPD8034 Phase 2
0.65 Remote Similarity NPD8035 Phase 2
0.6486 Remote Similarity NPD8297 Approved
0.6471 Remote Similarity NPD5210 Approved
0.6471 Remote Similarity NPD5695 Phase 3
0.6471 Remote Similarity NPD4629 Approved
0.6466 Remote Similarity NPD6016 Approved
0.6466 Remote Similarity NPD6015 Approved
0.6455 Remote Similarity NPD4634 Approved
0.6442 Remote Similarity NPD5696 Approved
0.6441 Remote Similarity NPD7492 Approved
0.6436 Remote Similarity NPD6399 Phase 3
0.6436 Remote Similarity NPD4202 Approved
0.6429 Remote Similarity NPD4632 Approved
0.6422 Remote Similarity NPD6881 Approved
0.6422 Remote Similarity NPD6899 Approved
0.6421 Remote Similarity NPD3667 Approved
0.6421 Remote Similarity NPD4223 Phase 3
0.6421 Remote Similarity NPD4221 Approved
0.6417 Remote Similarity NPD7736 Approved
0.641 Remote Similarity NPD5988 Approved
0.6392 Remote Similarity NPD5329 Approved
0.6389 Remote Similarity NPD6008 Approved
0.6387 Remote Similarity NPD6616 Approved
0.6387 Remote Similarity NPD7507 Approved
0.6381 Remote Similarity NPD5285 Approved
0.6381 Remote Similarity NPD4700 Approved
0.6381 Remote Similarity NPD4696 Approved
0.6381 Remote Similarity NPD5286 Approved
0.6379 Remote Similarity NPD6319 Approved
0.6364 Remote Similarity NPD6373 Approved
0.6364 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD6372 Approved
0.6364 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6356 Remote Similarity NPD7604 Phase 2
0.6344 Remote Similarity NPD4802 Phase 2
0.6344 Remote Similarity NPD4238 Approved
0.6333 Remote Similarity NPD8293 Discontinued
0.6333 Remote Similarity NPD7078 Approved
0.633 Remote Similarity NPD5697 Approved
0.633 Remote Similarity NPD5701 Approved
0.6327 Remote Similarity NPD7521 Approved
0.6327 Remote Similarity NPD5330 Approved
0.6327 Remote Similarity NPD7334 Approved
0.6327 Remote Similarity NPD7146 Approved
0.6327 Remote Similarity NPD6409 Approved
0.6327 Remote Similarity NPD6684 Approved
0.6316 Remote Similarity NPD4139 Approved
0.6316 Remote Similarity NPD4692 Approved
0.6316 Remote Similarity NPD6940 Discontinued
0.6306 Remote Similarity NPD7102 Approved
0.6306 Remote Similarity NPD6883 Approved
0.6306 Remote Similarity NPD7290 Approved
0.63 Remote Similarity NPD5328 Approved
0.6289 Remote Similarity NPD4197 Approved
0.6286 Remote Similarity NPD7638 Approved
0.6273 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6265 Remote Similarity NPD3198 Approved
0.6263 Remote Similarity NPD7524 Approved
0.6262 Remote Similarity NPD5226 Approved
0.6262 Remote Similarity NPD5225 Approved
0.6262 Remote Similarity NPD4633 Approved
0.6262 Remote Similarity NPD5224 Approved
0.6262 Remote Similarity NPD5211 Phase 2
0.6261 Remote Similarity NPD7115 Discovery
0.625 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD8130 Phase 1
0.625 Remote Similarity NPD6869 Approved
0.625 Remote Similarity NPD6650 Approved
0.6239 Remote Similarity NPD6920 Discontinued
0.623 Remote Similarity NPD7319 Approved
0.6226 Remote Similarity NPD7639 Approved
0.6226 Remote Similarity NPD8418 Phase 2
0.6226 Remote Similarity NPD7640 Approved
0.6216 Remote Similarity NPD6013 Approved
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6014 Approved
0.6216 Remote Similarity NPD6012 Approved
0.6214 Remote Similarity NPD6001 Approved
0.6204 Remote Similarity NPD5175 Approved
0.6204 Remote Similarity NPD5174 Approved
0.6195 Remote Similarity NPD6882 Approved
0.6176 Remote Similarity NPD6079 Approved
0.6168 Remote Similarity NPD5223 Approved
0.6162 Remote Similarity NPD3618 Phase 1
0.6162 Remote Similarity NPD4688 Approved
0.6162 Remote Similarity NPD5205 Approved
0.6162 Remote Similarity NPD4690 Approved
0.6162 Remote Similarity NPD6098 Approved
0.6162 Remote Similarity NPD4693 Phase 3
0.6162 Remote Similarity NPD4138 Approved
0.6162 Remote Similarity NPD4689 Approved
0.6154 Remote Similarity NPD7991 Discontinued
0.6148 Remote Similarity NPD6033 Approved
0.6147 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6147 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5141 Approved
0.6139 Remote Similarity NPD6904 Approved
0.6139 Remote Similarity NPD6673 Approved
0.6139 Remote Similarity NPD6080 Approved
0.6126 Remote Similarity NPD6011 Approved
0.6121 Remote Similarity NPD6009 Approved
0.6111 Remote Similarity NPD7632 Discontinued
0.6106 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6091 Remote Similarity NPD4768 Approved
0.6091 Remote Similarity NPD4767 Approved
0.6083 Remote Similarity NPD6067 Discontinued
0.6071 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6068 Remote Similarity NPD7328 Approved
0.6068 Remote Similarity NPD7327 Approved
0.6055 Remote Similarity NPD4754 Approved
0.605 Remote Similarity NPD5983 Phase 2
0.6048 Remote Similarity NPD5956 Approved
0.6042 Remote Similarity NPD7525 Registered
0.604 Remote Similarity NPD6672 Approved
0.604 Remote Similarity NPD5737 Approved
0.602 Remote Similarity NPD6695 Phase 3
0.6017 Remote Similarity NPD4522 Approved
0.6017 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD4694 Approved
0.6 Remote Similarity NPD5280 Approved
0.6 Remote Similarity NPD5690 Phase 2
0.6 Remote Similarity NPD3617 Approved
0.6 Remote Similarity NPD5279 Phase 3
0.5984 Remote Similarity NPD6336 Discontinued
0.5982 Remote Similarity NPD5128 Approved
0.5982 Remote Similarity NPD4729 Approved
0.5982 Remote Similarity NPD4730 Approved
0.5982 Remote Similarity NPD6686 Approved
0.5977 Remote Similarity NPD371 Approved
0.5966 Remote Similarity NPD8294 Approved
0.5966 Remote Similarity NPD8377 Approved
0.5962 Remote Similarity NPD5133 Approved
0.596 Remote Similarity NPD7338 Clinical (unspecified phase)
0.596 Remote Similarity NPD3668 Phase 3
0.5943 Remote Similarity NPD5222 Approved
0.5943 Remote Similarity NPD4697 Phase 3
0.5943 Remote Similarity NPD5221 Approved
0.5943 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5207 Approved
0.5917 Remote Similarity NPD8335 Approved
0.5917 Remote Similarity NPD8296 Approved
0.5917 Remote Similarity NPD8378 Approved
0.5917 Remote Similarity NPD8380 Approved

Structure

External Identifiers

PubChem CID   44566816
ChEMBL   CHEMBL468867
ZINC  

Physicochemical Properties

Molecular Weight:  472.36
ALogP:  0.9517
MLogP:  4.32
XLogP:  6.566
# Rotatable Bonds:  11
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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