Natural Product: NPC155529

Natural Product ID:  NPC155529
Common Name:   (14Beta-Hydroxy-19Beta-Oxobufa-4,20,22-Trienolide-3Beta-O-Beta-D-Glucopyranoside)
IUPAC Name:   (3S,8R,9S,10S,13R,14S,17R)-14-hydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms:  
Molecular Formula:   C30H40O10
Standard InCHIKey:  AVMSZBMWLNNGEP-FKAVLEGHSA-N
Standard InCHI:  InChI=1S/C30H40O10/c1-28-9-7-20-21(30(28,37)11-8-19(28)16-2-5-23(33)38-14-16)4-3-17-12-18(6-10-29(17,20)15-32)39-27-26(36)25(35)24(34)22(13-31)40-27/h2,5,12,14-15,18-22,24-27,31,34-37H,3-4,6-11,13H2,1H3/t18-,19+,20-,21+,22+,24+,25-,26+,27+,28+,29+,30-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)C=O)[C@@H]([C@H]([C@@H]1O)O)O
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
NPO27354 Urginea depressa Species Hyacinthaceae Eukaryota PMID[23659371]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 24 nM 23434131
NPT1383 Cell Line A2058 Homo sapiens IC50 = 48 nM 22694318
NPT2 Others Unspecified IC50 = 34 nM 18465847

  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 NPC155529 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
0.9756 High Similarity NPC158350
0.9677 High Similarity NPC127656
0.952 High Similarity NPC62172
0.952 High Similarity NPC289700
0.937 High Similarity NPC75616
0.8952 High Similarity NPC469750
0.8952 High Similarity NPC250556
0.8952 High Similarity NPC179261
0.8906 High Similarity NPC248703
0.8889 High Similarity NPC276838
0.8889 High Similarity NPC329986
0.8889 High Similarity NPC232785
0.8889 High Similarity NPC140092
0.8889 High Similarity NPC125077
0.8889 High Similarity NPC188234
0.888 High Similarity NPC179412
0.888 High Similarity NPC471356
0.8819 High Similarity NPC159338
0.8819 High Similarity NPC173347
0.8819 High Similarity NPC253456
0.8819 High Similarity NPC16569
0.879 High Similarity NPC27363
0.875 High Similarity NPC19124
0.875 High Similarity NPC93416
0.875 High Similarity NPC471855
0.875 High Similarity NPC42670
0.874 High Similarity NPC469753
0.874 High Similarity NPC469754
0.874 High Similarity NPC469755
0.874 High Similarity NPC6108
0.874 High Similarity NPC197707
0.874 High Similarity NPC10823
0.874 High Similarity NPC251866
0.874 High Similarity NPC471361
0.874 High Similarity NPC180079
0.874 High Similarity NPC70542
0.874 High Similarity NPC17896
0.874 High Similarity NPC9499
0.874 High Similarity NPC471360
0.874 High Similarity NPC469752
0.874 High Similarity NPC471352
0.874 High Similarity NPC89514
0.874 High Similarity NPC471359
0.874 High Similarity NPC219085
0.874 High Similarity NPC469751
0.874 High Similarity NPC91
0.874 High Similarity NPC471358
0.874 High Similarity NPC284406
0.874 High Similarity NPC86159
0.873 High Similarity NPC329784
0.873 High Similarity NPC240070
0.8682 High Similarity NPC157817
0.8682 High Similarity NPC104585
0.8682 High Similarity NPC32793
0.8682 High Similarity NPC298783
0.8682 High Similarity NPC477709
0.8682 High Similarity NPC469749
0.8682 High Similarity NPC116075
0.8682 High Similarity NPC247190
0.8682 High Similarity NPC146857
0.8682 High Similarity NPC225385
0.8682 High Similarity NPC476221
0.8672 High Similarity NPC213634
0.8661 High Similarity NPC311534
0.8661 High Similarity NPC245094
0.864 High Similarity NPC55602
0.8615 High Similarity NPC329636
0.8594 High Similarity NPC476966
0.8594 High Similarity NPC471407
0.8583 High Similarity NPC471357
0.8583 High Similarity NPC469757
0.8583 High Similarity NPC146456
0.8583 High Similarity NPC117702
0.855 High Similarity NPC194716
0.8538 High Similarity NPC142756
0.8516 High Similarity NPC473888
0.8504 High Similarity NPC159499
0.8492 Intermediate Similarity NPC41129
0.8485 Intermediate Similarity NPC59288
0.8485 Intermediate Similarity NPC329675
0.8468 Intermediate Similarity NPC270850
0.8468 Intermediate Similarity NPC305260
0.8468 Intermediate Similarity NPC219656
0.8468 Intermediate Similarity NPC5292
0.8462 Intermediate Similarity NPC231240
0.8425 Intermediate Similarity NPC318135
0.8413 Intermediate Similarity NPC28532
0.84 Intermediate Similarity NPC470312
0.84 Intermediate Similarity NPC184555
0.84 Intermediate Similarity NPC145074
0.84 Intermediate Similarity NPC79579
0.84 Intermediate Similarity NPC114939
0.84 Intermediate Similarity NPC41123
0.8397 Intermediate Similarity NPC316915
0.8387 Intermediate Similarity NPC473617
0.8387 Intermediate Similarity NPC153440
0.8387 Intermediate Similarity NPC473828
0.8387 Intermediate Similarity NPC45475
0.8374 Intermediate Similarity NPC190286
0.8361 Intermediate Similarity NPC73050
0.8346 Intermediate Similarity NPC219804
0.8333 Intermediate Similarity NPC202051
0.8333 Intermediate Similarity NPC46570
0.8333 Intermediate Similarity NPC233500
0.8306 Intermediate Similarity NPC203862
0.8295 Intermediate Similarity NPC152091
0.8281 Intermediate Similarity NPC241456
0.8281 Intermediate Similarity NPC32868
0.8271 Intermediate Similarity NPC171619
0.8268 Intermediate Similarity NPC196130
0.8268 Intermediate Similarity NPC107493
0.8258 Intermediate Similarity NPC88668
0.8254 Intermediate Similarity NPC474585
0.8254 Intermediate Similarity NPC257610
0.824 Intermediate Similarity NPC218093
0.824 Intermediate Similarity NPC13710
0.8231 Intermediate Similarity NPC473620
0.8226 Intermediate Similarity NPC310341
0.8226 Intermediate Similarity NPC193382
0.8226 Intermediate Similarity NPC199428
0.8226 Intermediate Similarity NPC99620
0.8226 Intermediate Similarity NPC5311
0.8226 Intermediate Similarity NPC207637
0.8222 Intermediate Similarity NPC290746
0.8222 Intermediate Similarity NPC79250
0.8211 Intermediate Similarity NPC260665
0.8203 Intermediate Similarity NPC204812
0.8203 Intermediate Similarity NPC6193
0.8189 Intermediate Similarity NPC170084
0.8189 Intermediate Similarity NPC476204
0.8189 Intermediate Similarity NPC42675
0.8175 Intermediate Similarity NPC475041
0.8175 Intermediate Similarity NPC236973
0.8175 Intermediate Similarity NPC477071
0.8175 Intermediate Similarity NPC292467
0.8175 Intermediate Similarity NPC55532
0.8175 Intermediate Similarity NPC329905
0.8175 Intermediate Similarity NPC291820
0.8175 Intermediate Similarity NPC470897
0.8175 Intermediate Similarity NPC122971
0.8175 Intermediate Similarity NPC32177
0.8175 Intermediate Similarity NPC81222
0.8175 Intermediate Similarity NPC30483
0.8175 Intermediate Similarity NPC469756
0.8168 Intermediate Similarity NPC221414
0.8168 Intermediate Similarity NPC473593
0.816 Intermediate Similarity NPC87250
0.816 Intermediate Similarity NPC243196
0.816 Intermediate Similarity NPC471354
0.816 Intermediate Similarity NPC142066
0.816 Intermediate Similarity NPC244402
0.816 Intermediate Similarity NPC196429
0.816 Intermediate Similarity NPC471353
0.816 Intermediate Similarity NPC34390
0.816 Intermediate Similarity NPC309034
0.816 Intermediate Similarity NPC157376
0.816 Intermediate Similarity NPC50305
0.816 Intermediate Similarity NPC471351
0.816 Intermediate Similarity NPC99728
0.816 Intermediate Similarity NPC158344
0.816 Intermediate Similarity NPC152615
0.816 Intermediate Similarity NPC77319
0.816 Intermediate Similarity NPC471355
0.816 Intermediate Similarity NPC474483
0.816 Intermediate Similarity NPC473852
0.816 Intermediate Similarity NPC27507
0.816 Intermediate Similarity NPC474418
0.816 Intermediate Similarity NPC93883
0.816 Intermediate Similarity NPC473968
0.816 Intermediate Similarity NPC84987
0.8154 Intermediate Similarity NPC287423
0.8154 Intermediate Similarity NPC42399
0.8145 Intermediate Similarity NPC69576
0.8145 Intermediate Similarity NPC475163
0.8145 Intermediate Similarity NPC106446
0.8145 Intermediate Similarity NPC74727
0.8145 Intermediate Similarity NPC471633
0.8145 Intermediate Similarity NPC471398
0.8145 Intermediate Similarity NPC220293
0.8145 Intermediate Similarity NPC84949
0.8145 Intermediate Similarity NPC31354
0.814 Intermediate Similarity NPC190846
0.814 Intermediate Similarity NPC233041
0.814 Intermediate Similarity NPC277191
0.8125 Intermediate Similarity NPC269642
0.811 Intermediate Similarity NPC474466
0.811 Intermediate Similarity NPC475629
0.811 Intermediate Similarity NPC475556
0.811 Intermediate Similarity NPC281840
0.811 Intermediate Similarity NPC72260
0.811 Intermediate Similarity NPC48692
0.811 Intermediate Similarity NPC476150
0.811 Intermediate Similarity NPC135369
0.811 Intermediate Similarity NPC476962
0.811 Intermediate Similarity NPC475136
0.811 Intermediate Similarity NPC476127
0.811 Intermediate Similarity NPC107607
0.8099 Intermediate Similarity NPC392
0.8099 Intermediate Similarity NPC219900
0.8099 Intermediate Similarity NPC177524

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC155529 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
0.925 High Similarity NPD7503 Approved
0.8952 High Similarity NPD7507 Approved
0.874 High Similarity NPD7319 Approved
0.811 Intermediate Similarity NPD8377 Approved
0.811 Intermediate Similarity NPD8294 Approved
0.8099 Intermediate Similarity NPD6686 Approved
0.8095 Intermediate Similarity NPD7328 Approved
0.8095 Intermediate Similarity NPD7327 Approved
0.8047 Intermediate Similarity NPD8033 Approved
0.8047 Intermediate Similarity NPD8335 Approved
0.8047 Intermediate Similarity NPD8380 Approved
0.8047 Intermediate Similarity NPD8378 Approved
0.8047 Intermediate Similarity NPD8296 Approved
0.8047 Intermediate Similarity NPD8379 Approved
0.8031 Intermediate Similarity NPD7516 Approved
0.8017 Intermediate Similarity NPD6412 Phase 2
0.7955 Intermediate Similarity NPD7736 Approved
0.7846 Intermediate Similarity NPD6370 Approved
0.784 Intermediate Similarity NPD6882 Approved
0.7778 Intermediate Similarity NPD8133 Approved
0.7769 Intermediate Similarity NPD8513 Phase 3
0.7734 Intermediate Similarity NPD6009 Approved
0.7727 Intermediate Similarity NPD7492 Approved
0.7698 Intermediate Similarity NPD8297 Approved
0.7692 Intermediate Similarity NPD6054 Approved
0.7692 Intermediate Similarity NPD6319 Approved
0.7669 Intermediate Similarity NPD6616 Approved
0.7638 Intermediate Similarity NPD4632 Approved
0.7634 Intermediate Similarity NPD8515 Approved
0.7634 Intermediate Similarity NPD8516 Approved
0.7634 Intermediate Similarity NPD8517 Approved
0.7612 Intermediate Similarity NPD8293 Discontinued
0.7612 Intermediate Similarity NPD7078 Approved
0.7597 Intermediate Similarity NPD7115 Discovery
0.7559 Intermediate Similarity NPD6053 Discontinued
0.752 Intermediate Similarity NPD6881 Approved
0.752 Intermediate Similarity NPD6899 Approved
0.7519 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD6015 Approved
0.748 Intermediate Similarity NPD6649 Approved
0.748 Intermediate Similarity NPD6650 Approved
0.7444 Intermediate Similarity NPD5988 Approved
0.744 Intermediate Similarity NPD5697 Approved
0.7424 Intermediate Similarity NPD6059 Approved
0.7402 Intermediate Similarity NPD7290 Approved
0.7402 Intermediate Similarity NPD6883 Approved
0.7402 Intermediate Similarity NPD7102 Approved
0.736 Intermediate Similarity NPD5739 Approved
0.736 Intermediate Similarity NPD6675 Approved
0.736 Intermediate Similarity NPD7128 Approved
0.736 Intermediate Similarity NPD6402 Approved
0.7344 Intermediate Similarity NPD6869 Approved
0.7344 Intermediate Similarity NPD6847 Approved
0.7344 Intermediate Similarity NPD8130 Phase 1
0.7344 Intermediate Similarity NPD6617 Approved
0.7323 Intermediate Similarity NPD6372 Approved
0.7323 Intermediate Similarity NPD6013 Approved
0.7323 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD6012 Approved
0.7323 Intermediate Similarity NPD6373 Approved
0.7323 Intermediate Similarity NPD6014 Approved
0.7295 Intermediate Similarity NPD7638 Approved
0.7259 Intermediate Similarity NPD7604 Phase 2
0.7244 Intermediate Similarity NPD7320 Approved
0.7244 Intermediate Similarity NPD6011 Approved
0.7239 Intermediate Similarity NPD5983 Phase 2
0.7236 Intermediate Similarity NPD7640 Approved
0.7236 Intermediate Similarity NPD7639 Approved
0.7197 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD5701 Approved
0.7153 Intermediate Similarity NPD6336 Discontinued
0.7132 Intermediate Similarity NPD4634 Approved
0.712 Intermediate Similarity NPD5211 Phase 2
0.7097 Intermediate Similarity NPD5285 Approved
0.7097 Intermediate Similarity NPD4696 Approved
0.7097 Intermediate Similarity NPD5286 Approved
0.7054 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD7260 Phase 2
0.7008 Intermediate Similarity NPD5141 Approved
0.6984 Remote Similarity NPD5226 Approved
0.6984 Remote Similarity NPD5225 Approved
0.6984 Remote Similarity NPD4633 Approved
0.6984 Remote Similarity NPD5224 Approved
0.6963 Remote Similarity NPD7101 Approved
0.6963 Remote Similarity NPD7100 Approved
0.6953 Remote Similarity NPD6008 Approved
0.6947 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6935 Remote Similarity NPD6084 Phase 2
0.6935 Remote Similarity NPD6083 Phase 2
0.6935 Remote Similarity NPD4755 Approved
0.6929 Remote Similarity NPD5175 Approved
0.6929 Remote Similarity NPD5174 Approved
0.6929 Remote Similarity NPD6033 Approved
0.6905 Remote Similarity NPD5223 Approved
0.6889 Remote Similarity NPD6335 Approved
0.6884 Remote Similarity NPD6067 Discontinued
0.6875 Remote Similarity NPD8170 Clinical (unspecified phase)
0.687 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6866 Remote Similarity NPD6274 Approved
0.6857 Remote Similarity NPD8074 Phase 3
0.6846 Remote Similarity NPD4729 Approved
0.6846 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6846 Remote Similarity NPD4730 Approved
0.6825 Remote Similarity NPD4700 Approved
0.6815 Remote Similarity NPD6317 Approved
0.6803 Remote Similarity NPD6079 Approved
0.6788 Remote Similarity NPD7799 Discontinued
0.6765 Remote Similarity NPD6313 Approved
0.6765 Remote Similarity NPD6314 Approved
0.6746 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6742 Remote Similarity NPD5248 Approved
0.6742 Remote Similarity NPD5249 Phase 3
0.6742 Remote Similarity NPD5247 Approved
0.6742 Remote Similarity NPD5251 Approved
0.6742 Remote Similarity NPD5250 Approved
0.6719 Remote Similarity NPD7632 Discontinued
0.6711 Remote Similarity NPD7625 Phase 1
0.6692 Remote Similarity NPD4767 Approved
0.6692 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD5284 Approved
0.6667 Remote Similarity NPD5281 Approved
0.6641 Remote Similarity NPD5954 Clinical (unspecified phase)
0.664 Remote Similarity NPD5695 Phase 3
0.6639 Remote Similarity NPD5328 Approved
0.6621 Remote Similarity NPD6845 Suspended
0.6619 Remote Similarity NPD6909 Approved
0.6619 Remote Similarity NPD6908 Approved
0.6619 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6617 Remote Similarity NPD6371 Approved
0.6614 Remote Similarity NPD4225 Approved
0.6614 Remote Similarity NPD5696 Approved
0.6613 Remote Similarity NPD4202 Approved
0.6597 Remote Similarity NPD5956 Approved
0.6591 Remote Similarity NPD5128 Approved
0.6587 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6587 Remote Similarity NPD5221 Approved
0.6587 Remote Similarity NPD5222 Approved
0.6587 Remote Similarity NPD4697 Phase 3
0.6585 Remote Similarity NPD6698 Approved
0.6585 Remote Similarity NPD46 Approved
0.6567 Remote Similarity NPD5216 Approved
0.6567 Remote Similarity NPD5215 Approved
0.6567 Remote Similarity NPD5217 Approved
0.656 Remote Similarity NPD7748 Approved
0.6557 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8451 Approved
0.6538 Remote Similarity NPD4754 Approved
0.6535 Remote Similarity NPD5173 Approved
0.6535 Remote Similarity NPD7902 Approved
0.6532 Remote Similarity NPD7515 Phase 2
0.6532 Remote Similarity NPD5693 Phase 1
0.6532 Remote Similarity NPD6411 Approved
0.6529 Remote Similarity NPD7521 Approved
0.6529 Remote Similarity NPD5330 Approved
0.6529 Remote Similarity NPD6684 Approved
0.6529 Remote Similarity NPD7146 Approved
0.6529 Remote Similarity NPD7334 Approved
0.6529 Remote Similarity NPD6409 Approved
0.6525 Remote Similarity NPD7829 Approved
0.6525 Remote Similarity NPD7830 Approved
0.6522 Remote Similarity NPD7641 Discontinued
0.6516 Remote Similarity NPD7236 Approved
0.6515 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6508 Remote Similarity NPD4629 Approved
0.6508 Remote Similarity NPD5210 Approved
0.6508 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6504 Remote Similarity NPD4753 Phase 2
0.6503 Remote Similarity NPD8448 Approved
0.6496 Remote Similarity NPD6868 Approved
0.6493 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6493 Remote Similarity NPD5169 Approved
0.6493 Remote Similarity NPD5135 Approved
0.6483 Remote Similarity NPD8392 Approved
0.6483 Remote Similarity NPD8391 Approved
0.6483 Remote Similarity NPD8390 Approved
0.648 Remote Similarity NPD5779 Approved
0.648 Remote Similarity NPD5778 Approved
0.648 Remote Similarity NPD6399 Phase 3
0.6475 Remote Similarity NPD3573 Approved
0.6452 Remote Similarity NPD7838 Discovery
0.6444 Remote Similarity NPD5127 Approved
0.6443 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6903 Approved
0.6415 Remote Similarity NPD7239 Suspended
0.6408 Remote Similarity NPD7642 Approved
0.64 Remote Similarity NPD5694 Approved
0.64 Remote Similarity NPD7983 Approved
0.64 Remote Similarity NPD7637 Suspended
0.64 Remote Similarity NPD6050 Approved
0.6385 Remote Similarity NPD5344 Discontinued
0.6383 Remote Similarity NPD6921 Approved
0.6371 Remote Similarity NPD6080 Approved
0.6371 Remote Similarity NPD6051 Approved
0.6371 Remote Similarity NPD6904 Approved
0.6371 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6101 Approved
0.6371 Remote Similarity NPD6673 Approved
0.6364 Remote Similarity NPD3665 Phase 1

Structure

External Identifiers

PubChem CID   23622623
ChEMBL   CHEMBL2375660
ZINC  

Physicochemical Properties

Molecular Weight:  560.26
ALogP:  -2.5491
MLogP:  3.66
XLogP:  1.388
# Rotatable Bonds:  11
Polar Surface Area:  162.98
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  40

Download Data

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