Natural Product: NPC471694

Natural Product ID:  NPC471694
Common Name:   (7R,8S)-5-[[(7R,8S)-7,8-Dihydroxy-3,7-Dimethyl-6-Oxo-8H-Isochromen-5-Yl]Methyl]-7,8-Dihydroxy-3,7-Dimethyl-8H-Isochromen-6-One
IUPAC Name:   (7R,8S)-5-[[(7R,8S)-7,8-dihydroxy-3,7-dimethyl-6-oxo-8H-isochromen-5-yl]methyl]-7,8-dihydroxy-3,7-dimethyl-8H-isochromen-6-one
Synonyms:  
Molecular Formula:   C23H24O8
Standard InCHIKey:  NUEAJZBUQLVGMV-MLCQCVOFSA-N
Standard InCHI:  InChI=1S/C23H24O8/c1-10-5-12-14(18(24)22(3,28)20(26)16(12)8-30-10)7-15-13-6-11(2)31-9-17(13)21(27)23(4,29)19(15)25/h5-6,8-9,20-21,26-29H,7H2,1-4H3/t20-,21-,22-,23-/m0/s1
Canonical SMILES:  CC1=CC2=C(CC3=C4C=C(C)OC=C4[C@@H]([C@@](C3=O)(C)O)O)C(=O)[C@]([C@H](C2=CO1)O)(C)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
NPO501 Mycoleptodiscus indicus Species Magnaporthaceae Eukaryota PMID[24387625]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT633 Organism Leishmania donovani Leishmania donovani IC50 > 93400 nM 18039919
NPT306 Cell Line PC-3 Homo sapiens IC50 = 10000 nM 3397991
NPT2 Others Unspecified IC50 > 58000 nM 10.6019/CHEMBL1201861
NPT399 Cell Line SF-295 Homo sapiens IC50 > 58000 nM 22264149
NPT400 Cell Line MDA-MB-435 Homo sapiens IC50 > 58000 nM 22372931
NPT116 Cell Line HL-60 Homo sapiens IC50 > 58000 nM 24992702
NPT841 Organism Leishmania major Leishmania major LD50 = 28.5 nM 25087753
NPT2 Others Unspecified IC50 > 58000 nM 24195447

  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 NPC471694 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
0.8485 Intermediate Similarity NPC471699
0.8125 Intermediate Similarity NPC131864
0.8085 Intermediate Similarity NPC203795
0.7979 Intermediate Similarity NPC187529
0.7788 Intermediate Similarity NPC297281
0.7788 Intermediate Similarity NPC320294
0.7788 Intermediate Similarity NPC473144
0.7736 Intermediate Similarity NPC469853
0.7732 Intermediate Similarity NPC53454
0.7604 Intermediate Similarity NPC32037
0.7576 Intermediate Similarity NPC469464
0.7526 Intermediate Similarity NPC472009
0.75 Intermediate Similarity NPC215253
0.75 Intermediate Similarity NPC185253
0.7477 Intermediate Similarity NPC469852
0.7476 Intermediate Similarity NPC473161
0.7476 Intermediate Similarity NPC472074
0.7476 Intermediate Similarity NPC472073
0.7449 Intermediate Similarity NPC472007
0.7423 Intermediate Similarity NPC15807
0.7419 Intermediate Similarity NPC478122
0.7411 Intermediate Similarity NPC247069
0.7404 Intermediate Similarity NPC166770
0.7404 Intermediate Similarity NPC35717
0.74 Intermediate Similarity NPC477684
0.7396 Intermediate Similarity NPC477784
0.7396 Intermediate Similarity NPC477786
0.7396 Intermediate Similarity NPC477785
0.7374 Intermediate Similarity NPC472008
0.7368 Intermediate Similarity NPC470298
0.7368 Intermediate Similarity NPC275766
0.7353 Intermediate Similarity NPC474328
0.7353 Intermediate Similarity NPC474882
0.7327 Intermediate Similarity NPC142838
0.7315 Intermediate Similarity NPC85529
0.7315 Intermediate Similarity NPC32006
0.7308 Intermediate Similarity NPC134083
0.7308 Intermediate Similarity NPC20066
0.7282 Intermediate Similarity NPC280725
0.7282 Intermediate Similarity NPC31021
0.7282 Intermediate Similarity NPC227494
0.7273 Intermediate Similarity NPC272039
0.7273 Intermediate Similarity NPC23622
0.7273 Intermediate Similarity NPC220930
0.7264 Intermediate Similarity NPC224172
0.7264 Intermediate Similarity NPC469851
0.7255 Intermediate Similarity NPC211230
0.7245 Intermediate Similarity NPC79573
0.7238 Intermediate Similarity NPC306908
0.7228 Intermediate Similarity NPC265856
0.7222 Intermediate Similarity NPC213366
0.7196 Intermediate Similarity NPC39996
0.7184 Intermediate Similarity NPC23170
0.717 Intermediate Similarity NPC198880
0.7168 Intermediate Similarity NPC326264
0.7157 Intermediate Similarity NPC166110
0.7157 Intermediate Similarity NPC32552
0.713 Intermediate Similarity NPC131366
0.713 Intermediate Similarity NPC104161
0.713 Intermediate Similarity NPC469980
0.713 Intermediate Similarity NPC118902
0.713 Intermediate Similarity NPC25666
0.713 Intermediate Similarity NPC271059
0.7129 Intermediate Similarity NPC65615
0.7129 Intermediate Similarity NPC68148
0.7129 Intermediate Similarity NPC95364
0.7129 Intermediate Similarity NPC142159
0.7128 Intermediate Similarity NPC473536
0.7117 Intermediate Similarity NPC87335
0.7117 Intermediate Similarity NPC23497
0.7115 Intermediate Similarity NPC91408
0.7115 Intermediate Similarity NPC471698
0.7103 Intermediate Similarity NPC470184
0.7103 Intermediate Similarity NPC472637
0.7087 Intermediate Similarity NPC282644
0.7087 Intermediate Similarity NPC29798
0.7087 Intermediate Similarity NPC248193
0.7083 Intermediate Similarity NPC74086
0.708 Intermediate Similarity NPC66108
0.7075 Intermediate Similarity NPC472730
0.7075 Intermediate Similarity NPC153776
0.7075 Intermediate Similarity NPC177680
0.7075 Intermediate Similarity NPC472729
0.7071 Intermediate Similarity NPC307112
0.7071 Intermediate Similarity NPC263997
0.7071 Intermediate Similarity NPC132228
0.7071 Intermediate Similarity NPC8518
0.7064 Intermediate Similarity NPC40170
0.7059 Intermediate Similarity NPC474209
0.7059 Intermediate Similarity NPC475823
0.7054 Intermediate Similarity NPC286880
0.7048 Intermediate Similarity NPC472675
0.7048 Intermediate Similarity NPC21681
0.7048 Intermediate Similarity NPC117133
0.7041 Intermediate Similarity NPC169941
0.7041 Intermediate Similarity NPC251475
0.7041 Intermediate Similarity NPC110150
0.7041 Intermediate Similarity NPC66764
0.703 Intermediate Similarity NPC307298
0.7027 Intermediate Similarity NPC168883
0.7027 Intermediate Similarity NPC264819
0.7019 Intermediate Similarity NPC472977
0.7019 Intermediate Similarity NPC472976
0.7019 Intermediate Similarity NPC473162
0.7019 Intermediate Similarity NPC78159
0.7018 Intermediate Similarity NPC472929
0.701 Intermediate Similarity NPC116797
0.7009 Intermediate Similarity NPC472727
0.7009 Intermediate Similarity NPC472728
0.7009 Intermediate Similarity NPC46761
0.7 Intermediate Similarity NPC478052
0.7 Intermediate Similarity NPC472974
0.7 Intermediate Similarity NPC196381
0.6991 Remote Similarity NPC472928
0.699 Remote Similarity NPC73457
0.699 Remote Similarity NPC146852
0.699 Remote Similarity NPC116726
0.699 Remote Similarity NPC32944
0.699 Remote Similarity NPC193396
0.6983 Remote Similarity NPC472934
0.6981 Remote Similarity NPC471916
0.6981 Remote Similarity NPC239895
0.6981 Remote Similarity NPC161147
0.6981 Remote Similarity NPC474938
0.6981 Remote Similarity NPC478233
0.6981 Remote Similarity NPC474785
0.6972 Remote Similarity NPC475050
0.6964 Remote Similarity NPC300026
0.6964 Remote Similarity NPC20192
0.6964 Remote Similarity NPC470615
0.6961 Remote Similarity NPC36668
0.6961 Remote Similarity NPC118011
0.6952 Remote Similarity NPC777
0.6949 Remote Similarity NPC473145
0.6949 Remote Similarity NPC31641
0.6949 Remote Similarity NPC478051
0.6947 Remote Similarity NPC97173
0.6944 Remote Similarity NPC244456
0.6944 Remote Similarity NPC469657
0.6944 Remote Similarity NPC9878
0.6939 Remote Similarity NPC103486
0.6937 Remote Similarity NPC266514
0.6937 Remote Similarity NPC473284
0.6931 Remote Similarity NPC476079
0.6931 Remote Similarity NPC113370
0.6931 Remote Similarity NPC103743
0.6923 Remote Similarity NPC263780
0.6923 Remote Similarity NPC61275
0.6923 Remote Similarity NPC251310
0.6923 Remote Similarity NPC109305
0.6916 Remote Similarity NPC300584
0.6916 Remote Similarity NPC478056
0.6916 Remote Similarity NPC147954
0.6903 Remote Similarity NPC29133
0.69 Remote Similarity NPC6185
0.69 Remote Similarity NPC255174
0.69 Remote Similarity NPC241512
0.6897 Remote Similarity NPC64318
0.6893 Remote Similarity NPC471399
0.6893 Remote Similarity NPC113393
0.6893 Remote Similarity NPC166554
0.6887 Remote Similarity NPC318082
0.6887 Remote Similarity NPC472734
0.6887 Remote Similarity NPC473164
0.6887 Remote Similarity NPC269492
0.6887 Remote Similarity NPC93271
0.6887 Remote Similarity NPC135576
0.6887 Remote Similarity NPC472733
0.6881 Remote Similarity NPC473424
0.6881 Remote Similarity NPC163249
0.6875 Remote Similarity NPC248624
0.6875 Remote Similarity NPC295244
0.6875 Remote Similarity NPC231739
0.6875 Remote Similarity NPC178852
0.687 Remote Similarity NPC321496
0.687 Remote Similarity NPC208998
0.687 Remote Similarity NPC7921
0.6869 Remote Similarity NPC297398
0.6864 Remote Similarity NPC245320
0.6864 Remote Similarity NPC472933
0.6863 Remote Similarity NPC72397
0.6863 Remote Similarity NPC58271
0.6863 Remote Similarity NPC475001
0.6863 Remote Similarity NPC476796
0.6863 Remote Similarity NPC185059
0.6857 Remote Similarity NPC477241
0.6857 Remote Similarity NPC469819
0.6857 Remote Similarity NPC14322
0.6857 Remote Similarity NPC114162
0.6857 Remote Similarity NPC196227
0.6852 Remote Similarity NPC471727
0.6847 Remote Similarity NPC166607
0.6842 Remote Similarity NPC171888
0.6842 Remote Similarity NPC324683
0.6842 Remote Similarity NPC476023
0.6842 Remote Similarity NPC146945
0.6842 Remote Similarity NPC110725
0.6842 Remote Similarity NPC470961
0.6842 Remote Similarity NPC474315
0.6838 Remote Similarity NPC472927

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471694 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
0.7083 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5279 Phase 3
0.6771 Remote Similarity NPD4756 Discovery
0.6733 Remote Similarity NPD1696 Phase 3
0.6695 Remote Similarity NPD7115 Discovery
0.6635 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6635 Remote Similarity NPD6101 Approved
0.6635 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5778 Approved
0.6604 Remote Similarity NPD5779 Approved
0.6593 Remote Similarity NPD3704 Approved
0.6577 Remote Similarity NPD5211 Phase 2
0.6566 Remote Similarity NPD4695 Discontinued
0.6514 Remote Similarity NPD4755 Approved
0.6509 Remote Similarity NPD6411 Approved
0.6509 Remote Similarity NPD7515 Phase 2
0.6505 Remote Similarity NPD5280 Approved
0.6505 Remote Similarity NPD4694 Approved
0.6505 Remote Similarity NPD3618 Phase 1
0.6481 Remote Similarity NPD5210 Approved
0.6481 Remote Similarity NPD4629 Approved
0.6476 Remote Similarity NPD4753 Phase 2
0.6466 Remote Similarity NPD4634 Approved
0.646 Remote Similarity NPD5141 Approved
0.6436 Remote Similarity NPD3667 Approved
0.6422 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5222 Approved
0.6422 Remote Similarity NPD4697 Phase 3
0.6422 Remote Similarity NPD5221 Approved
0.6396 Remote Similarity NPD4700 Approved
0.6396 Remote Similarity NPD5285 Approved
0.6396 Remote Similarity NPD4696 Approved
0.6396 Remote Similarity NPD5286 Approved
0.6389 Remote Similarity NPD5282 Discontinued
0.6389 Remote Similarity NPD7748 Approved
0.6373 Remote Similarity NPD6110 Phase 1
0.6364 Remote Similarity NPD5173 Approved
0.6355 Remote Similarity NPD7983 Approved
0.6341 Remote Similarity NPD8513 Phase 3
0.6339 Remote Similarity NPD5223 Approved
0.633 Remote Similarity NPD5695 Phase 3
0.6321 Remote Similarity NPD5328 Approved
0.6311 Remote Similarity NPD3665 Phase 1
0.6311 Remote Similarity NPD4786 Approved
0.6311 Remote Similarity NPD3666 Approved
0.6311 Remote Similarity NPD3133 Approved
0.6306 Remote Similarity NPD5696 Approved
0.6296 Remote Similarity NPD4202 Approved
0.6283 Remote Similarity NPD5225 Approved
0.6283 Remote Similarity NPD5226 Approved
0.6283 Remote Similarity NPD4633 Approved
0.6283 Remote Similarity NPD5224 Approved
0.6264 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5739 Approved
0.6261 Remote Similarity NPD6402 Approved
0.6261 Remote Similarity NPD6675 Approved
0.6261 Remote Similarity NPD4768 Approved
0.6261 Remote Similarity NPD4767 Approved
0.6261 Remote Similarity NPD7128 Approved
0.626 Remote Similarity NPD6319 Approved
0.6239 Remote Similarity NPD6373 Approved
0.6239 Remote Similarity NPD6372 Approved
0.6237 Remote Similarity NPD7331 Phase 2
0.6228 Remote Similarity NPD5175 Approved
0.6228 Remote Similarity NPD5174 Approved
0.6228 Remote Similarity NPD4754 Approved
0.6218 Remote Similarity NPD8297 Approved
0.6216 Remote Similarity NPD6083 Phase 2
0.6216 Remote Similarity NPD6084 Phase 2
0.6216 Remote Similarity NPD7902 Approved
0.621 Remote Similarity NPD8515 Approved
0.621 Remote Similarity NPD8517 Approved
0.621 Remote Similarity NPD8516 Approved
0.6207 Remote Similarity NPD5697 Approved
0.6207 Remote Similarity NPD5701 Approved
0.6204 Remote Similarity NPD6079 Approved
0.619 Remote Similarity NPD5690 Phase 2
0.619 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4632 Approved
0.6161 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD7320 Approved
0.6154 Remote Similarity NPD6899 Approved
0.6154 Remote Similarity NPD4730 Approved
0.6154 Remote Similarity NPD6011 Approved
0.6154 Remote Similarity NPD4197 Approved
0.6134 Remote Similarity NPD6650 Approved
0.6134 Remote Similarity NPD6649 Approved
0.6111 Remote Similarity NPD5692 Phase 3
0.6111 Remote Similarity NPD8328 Phase 3
0.6111 Remote Similarity NPD6698 Approved
0.6111 Remote Similarity NPD46 Approved
0.6102 Remote Similarity NPD6012 Approved
0.6102 Remote Similarity NPD6013 Approved
0.6102 Remote Similarity NPD6014 Approved
0.6095 Remote Similarity NPD5329 Approved
0.6095 Remote Similarity NPD5363 Approved
0.6083 Remote Similarity NPD6053 Discontinued
0.6083 Remote Similarity NPD6882 Approved
0.6064 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6061 Remote Similarity NPD8264 Approved
0.6058 Remote Similarity NPD7154 Phase 3
0.6055 Remote Similarity NPD5694 Approved
0.6055 Remote Similarity NPD5281 Approved
0.6055 Remote Similarity NPD6050 Approved
0.6055 Remote Similarity NPD5284 Approved
0.605 Remote Similarity NPD5249 Phase 3
0.605 Remote Similarity NPD5250 Approved
0.605 Remote Similarity NPD5251 Approved
0.605 Remote Similarity NPD6883 Approved
0.605 Remote Similarity NPD7290 Approved
0.605 Remote Similarity NPD5247 Approved
0.605 Remote Similarity NPD7102 Approved
0.605 Remote Similarity NPD5248 Approved
0.604 Remote Similarity NPD3617 Approved
0.6038 Remote Similarity NPD4519 Discontinued
0.6038 Remote Similarity NPD4623 Approved
0.6019 Remote Similarity NPD5369 Approved
0.6017 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD6847 Approved
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD5133 Approved
0.6 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6 Remote Similarity NPD6054 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.5982 Remote Similarity NPD7839 Suspended
0.5963 Remote Similarity NPD5785 Approved
0.5962 Remote Similarity NPD4269 Approved
0.5962 Remote Similarity NPD4270 Approved
0.5962 Remote Similarity NPD4221 Approved
0.5962 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5962 Remote Similarity NPD4223 Phase 3
0.5952 Remote Similarity NPD6016 Approved
0.5952 Remote Similarity NPD6015 Approved
0.5946 Remote Similarity NPD7900 Approved
0.5946 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6412 Phase 2
0.5926 Remote Similarity NPD4518 Approved
0.5926 Remote Similarity NPD6672 Approved
0.5926 Remote Similarity NPD5737 Approved
0.5917 Remote Similarity NPD5135 Approved
0.5917 Remote Similarity NPD5169 Approved
0.5917 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5909 Remote Similarity NPD7260 Phase 2
0.5906 Remote Similarity NPD5988 Approved
0.5906 Remote Similarity NPD6370 Approved
0.5888 Remote Similarity NPD5786 Approved
0.5887 Remote Similarity NPD6009 Approved
0.5882 Remote Similarity NPD5168 Approved
0.5877 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5873 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5868 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5868 Remote Similarity NPD5215 Approved
0.5868 Remote Similarity NPD5127 Approved
0.5868 Remote Similarity NPD5217 Approved
0.5868 Remote Similarity NPD5216 Approved
0.5846 Remote Similarity NPD8074 Phase 3
0.5833 Remote Similarity NPD3573 Approved
0.5826 Remote Similarity NPD7639 Approved
0.5826 Remote Similarity NPD7640 Approved
0.5818 Remote Similarity NPD4096 Approved
0.5814 Remote Similarity NPD7492 Approved
0.5806 Remote Similarity NPD6274 Approved
0.5802 Remote Similarity NPD7736 Approved
0.5798 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4522 Approved
0.5789 Remote Similarity NPD7341 Phase 2
0.578 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5769 Remote Similarity NPD6616 Approved
0.5769 Remote Similarity NPD4252 Approved
0.5766 Remote Similarity NPD5693 Phase 1
0.576 Remote Similarity NPD6317 Approved
0.576 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5755 Remote Similarity NPD5362 Discontinued
0.5752 Remote Similarity NPD5654 Approved
0.575 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5741 Remote Similarity NPD7521 Approved
0.5741 Remote Similarity NPD4689 Approved
0.5741 Remote Similarity NPD5330 Approved
0.5741 Remote Similarity NPD4693 Phase 3
0.5741 Remote Similarity NPD5205 Approved
0.5741 Remote Similarity NPD6409 Approved
0.5741 Remote Similarity NPD7146 Approved
0.5741 Remote Similarity NPD4688 Approved
0.5741 Remote Similarity NPD4690 Approved
0.5741 Remote Similarity NPD4138 Approved
0.5741 Remote Similarity NPD7334 Approved
0.5741 Remote Similarity NPD6684 Approved
0.5739 Remote Similarity NPD7638 Approved
0.5738 Remote Similarity NPD4141 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6673 Approved
0.5727 Remote Similarity NPD6080 Approved
0.5727 Remote Similarity NPD6904 Approved
0.5726 Remote Similarity NPD5167 Approved

Structure

External Identifiers

PubChem CID   76335576
ChEMBL   CHEMBL3104954
ZINC  

Physicochemical Properties

Molecular Weight:  428.15
ALogP:  -1.4358
MLogP:  3.11
XLogP:  -0.191
# Rotatable Bonds:  10
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  31

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs