Natural Product: NPC477440

Natural Product ID:  NPC477440
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H38O8
Standard InCHIKey:  SFTYKYKXFANQEL-VNHVOERZSA-N
Standard InCHI:  InChI=1S/C24H38O8/c1-14-18(28)19(29)20-22(5,13-31-16(3)26)17(27)7-8-23(20,6)24(14)10-9-21(4,32-24)11-12-30-15(2)25/h14,17,19-20,27,29H,7-13H2,1-6H3/t14-,17-,19-,20+,21+,22+,23+,24-/m1/s1
Canonical SMILES:  CC(=O)OCC[C@]1(C)CC[C@@]2(O1)[C@H](C)C(=O)[C@H]([C@@H]1[C@]2(C)CC[C@H]([C@]1(C)COC(=O)C)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
NPO33600 Leonurus macranthus Species Lamiaceae Eukaryota aerial parts Huanren, Liaoning Province, China 2013-AUG PMID[26348503]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 45700 nM 26348503

  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 NPC477440 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 NPC477443
0.9881 High Similarity NPC477442
0.9881 High Similarity NPC477444
0.9881 High Similarity NPC477433
0.9405 High Similarity NPC477441
0.9398 High Similarity NPC477434
0.9059 High Similarity NPC477445
0.8876 High Similarity NPC216137
0.8791 High Similarity NPC287354
0.8791 High Similarity NPC62407
0.875 High Similarity NPC471221
0.8652 High Similarity NPC471459
0.8652 High Similarity NPC67653
0.8523 High Similarity NPC476717
0.8523 High Similarity NPC83242
0.8506 High Similarity NPC475689
0.8506 High Similarity NPC237938
0.8506 High Similarity NPC219535
0.8434 Intermediate Similarity NPC474020
0.8409 Intermediate Similarity NPC477205
0.8409 Intermediate Similarity NPC473350
0.8391 Intermediate Similarity NPC15091
0.837 Intermediate Similarity NPC476189
0.837 Intermediate Similarity NPC474379
0.8333 Intermediate Similarity NPC476435
0.8333 Intermediate Similarity NPC226491
0.8333 Intermediate Similarity NPC307865
0.8333 Intermediate Similarity NPC477614
0.8295 Intermediate Similarity NPC65133
0.8295 Intermediate Similarity NPC473336
0.8295 Intermediate Similarity NPC471044
0.8295 Intermediate Similarity NPC473299
0.828 Intermediate Similarity NPC247877
0.828 Intermediate Similarity NPC309127
0.8265 Intermediate Similarity NPC88469
0.8256 Intermediate Similarity NPC134227
0.8256 Intermediate Similarity NPC125366
0.8242 Intermediate Similarity NPC200580
0.8242 Intermediate Similarity NPC61688
0.8161 Intermediate Similarity NPC475743
0.8152 Intermediate Similarity NPC475211
0.8152 Intermediate Similarity NPC88337
0.814 Intermediate Similarity NPC275243
0.8132 Intermediate Similarity NPC473319
0.8132 Intermediate Similarity NPC236459
0.8132 Intermediate Similarity NPC3032
0.8132 Intermediate Similarity NPC131104
0.8125 Intermediate Similarity NPC253995
0.8111 Intermediate Similarity NPC248216
0.8111 Intermediate Similarity NPC120395
0.8105 Intermediate Similarity NPC193785
0.809 Intermediate Similarity NPC50438
0.8085 Intermediate Similarity NPC470424
0.8068 Intermediate Similarity NPC477446
0.8068 Intermediate Similarity NPC477447
0.8068 Intermediate Similarity NPC470155
0.8065 Intermediate Similarity NPC475878
0.8061 Intermediate Similarity NPC471254
0.8023 Intermediate Similarity NPC475725
0.8022 Intermediate Similarity NPC470920
0.8 Intermediate Similarity NPC476715
0.798 Intermediate Similarity NPC473406
0.798 Intermediate Similarity NPC471253
0.7978 Intermediate Similarity NPC476721
0.7976 Intermediate Similarity NPC55508
0.7961 Intermediate Similarity NPC157476
0.7959 Intermediate Similarity NPC259654
0.7959 Intermediate Similarity NPC298266
0.7959 Intermediate Similarity NPC236585
0.7957 Intermediate Similarity NPC470114
0.7955 Intermediate Similarity NPC470156
0.7955 Intermediate Similarity NPC470154
0.7938 Intermediate Similarity NPC474724
0.7938 Intermediate Similarity NPC474793
0.7935 Intermediate Similarity NPC476379
0.7921 Intermediate Similarity NPC201908
0.7921 Intermediate Similarity NPC176949
0.7917 Intermediate Similarity NPC477264
0.7917 Intermediate Similarity NPC476728
0.7917 Intermediate Similarity NPC163685
0.7917 Intermediate Similarity NPC116683
0.7917 Intermediate Similarity NPC475765
0.7917 Intermediate Similarity NPC235109
0.7912 Intermediate Similarity NPC475729
0.7912 Intermediate Similarity NPC302111
0.7912 Intermediate Similarity NPC474215
0.7907 Intermediate Similarity NPC143250
0.79 Intermediate Similarity NPC327093
0.7889 Intermediate Similarity NPC25037
0.7889 Intermediate Similarity NPC105895
0.7889 Intermediate Similarity NPC34984
0.7879 Intermediate Similarity NPC470172
0.7879 Intermediate Similarity NPC275990
0.7872 Intermediate Similarity NPC52756
0.7857 Intermediate Similarity NPC109510
0.7857 Intermediate Similarity NPC293890
0.7857 Intermediate Similarity NPC474755
0.7849 Intermediate Similarity NPC24705
0.7849 Intermediate Similarity NPC56962
0.7843 Intermediate Similarity NPC208461
0.7843 Intermediate Similarity NPC289702
0.7841 Intermediate Similarity NPC472951
0.7841 Intermediate Similarity NPC472943
0.7835 Intermediate Similarity NPC74466
0.7835 Intermediate Similarity NPC470632
0.7835 Intermediate Similarity NPC253586
0.7826 Intermediate Similarity NPC263802
0.7826 Intermediate Similarity NPC239938
0.7812 Intermediate Similarity NPC17336
0.7812 Intermediate Similarity NPC305808
0.7812 Intermediate Similarity NPC82633
0.78 Intermediate Similarity NPC87927
0.78 Intermediate Similarity NPC469985
0.7789 Intermediate Similarity NPC147272
0.7778 Intermediate Similarity NPC327451
0.7778 Intermediate Similarity NPC46848
0.7766 Intermediate Similarity NPC77756
0.7766 Intermediate Similarity NPC472146
0.7766 Intermediate Similarity NPC185529
0.7755 Intermediate Similarity NPC472144
0.7755 Intermediate Similarity NPC471038
0.7753 Intermediate Similarity NPC329490
0.7753 Intermediate Similarity NPC328639
0.7753 Intermediate Similarity NPC476071
0.7742 Intermediate Similarity NPC221993
0.7732 Intermediate Similarity NPC219353
0.7732 Intermediate Similarity NPC475785
0.7732 Intermediate Similarity NPC329910
0.7727 Intermediate Similarity NPC201276
0.7727 Intermediate Similarity NPC80891
0.7727 Intermediate Similarity NPC320144
0.7723 Intermediate Similarity NPC473701
0.7723 Intermediate Similarity NPC473526
0.7723 Intermediate Similarity NPC47281
0.7717 Intermediate Similarity NPC80700
0.7717 Intermediate Similarity NPC472272
0.7717 Intermediate Similarity NPC476727
0.7717 Intermediate Similarity NPC476726
0.7701 Intermediate Similarity NPC471151
0.7692 Intermediate Similarity NPC9060
0.7692 Intermediate Similarity NPC100908
0.7692 Intermediate Similarity NPC181871
0.7692 Intermediate Similarity NPC79308
0.7692 Intermediate Similarity NPC319909
0.7692 Intermediate Similarity NPC470622
0.7684 Intermediate Similarity NPC474065
0.7677 Intermediate Similarity NPC108371
0.767 Intermediate Similarity NPC316930
0.7667 Intermediate Similarity NPC289486
0.7667 Intermediate Similarity NPC61107
0.7664 Intermediate Similarity NPC173686
0.7664 Intermediate Similarity NPC16081
0.7664 Intermediate Similarity NPC213084
0.7664 Intermediate Similarity NPC190185
0.7653 Intermediate Similarity NPC190080
0.7653 Intermediate Similarity NPC111187
0.7653 Intermediate Similarity NPC472273
0.7653 Intermediate Similarity NPC472145
0.7647 Intermediate Similarity NPC50535
0.7647 Intermediate Similarity NPC200957
0.7647 Intermediate Similarity NPC295366
0.7647 Intermediate Similarity NPC28791
0.7647 Intermediate Similarity NPC138908
0.7642 Intermediate Similarity NPC94509
0.7629 Intermediate Similarity NPC477438
0.7629 Intermediate Similarity NPC477437
0.7629 Intermediate Similarity NPC470229
0.7629 Intermediate Similarity NPC470031
0.7629 Intermediate Similarity NPC470232
0.7624 Intermediate Similarity NPC96217
0.7624 Intermediate Similarity NPC122811
0.7619 Intermediate Similarity NPC473062
0.7614 Intermediate Similarity NPC324700
0.7614 Intermediate Similarity NPC224802
0.7614 Intermediate Similarity NPC252483
0.7614 Intermediate Similarity NPC80089
0.7614 Intermediate Similarity NPC191345
0.7614 Intermediate Similarity NPC185465
0.7614 Intermediate Similarity NPC34046
0.7614 Intermediate Similarity NPC171426
0.7609 Intermediate Similarity NPC235402
0.7609 Intermediate Similarity NPC62572
0.7609 Intermediate Similarity NPC474572
0.7609 Intermediate Similarity NPC131350
0.7604 Intermediate Similarity NPC477436
0.7604 Intermediate Similarity NPC477435
0.7604 Intermediate Similarity NPC472148
0.7604 Intermediate Similarity NPC472147
0.76 Intermediate Similarity NPC289148
0.76 Intermediate Similarity NPC52899
0.76 Intermediate Similarity NPC163963
0.7596 Intermediate Similarity NPC321661
0.7596 Intermediate Similarity NPC320475
0.7593 Intermediate Similarity NPC470854
0.7593 Intermediate Similarity NPC146432
0.7593 Intermediate Similarity NPC474654
0.7593 Intermediate Similarity NPC470778
0.7593 Intermediate Similarity NPC287343
0.7593 Intermediate Similarity NPC97908
0.7593 Intermediate Similarity NPC122033

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477440 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
0.7843 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD6697 Approved
0.7614 Intermediate Similarity NPD6118 Approved
0.7614 Intermediate Similarity NPD6115 Approved
0.7614 Intermediate Similarity NPD6114 Approved
0.76 Intermediate Similarity NPD1700 Approved
0.75 Intermediate Similarity NPD6116 Phase 1
0.7471 Intermediate Similarity NPD3703 Phase 2
0.7386 Intermediate Similarity NPD6117 Approved
0.7168 Intermediate Similarity NPD6921 Approved
0.7159 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7128 Approved
0.7143 Intermediate Similarity NPD6402 Approved
0.7143 Intermediate Similarity NPD5739 Approved
0.7143 Intermediate Similarity NPD6675 Approved
0.7103 Intermediate Similarity NPD6372 Approved
0.7103 Intermediate Similarity NPD6373 Approved
0.708 Intermediate Similarity NPD6319 Approved
0.7048 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6899 Approved
0.7009 Intermediate Similarity NPD7320 Approved
0.7009 Intermediate Similarity NPD6881 Approved
0.6983 Remote Similarity NPD7492 Approved
0.6972 Remote Similarity NPD6649 Approved
0.6972 Remote Similarity NPD6650 Approved
0.6964 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6932 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6932 Remote Similarity NPD4809 Clinical (unspecified phase)
0.693 Remote Similarity NPD6059 Approved
0.693 Remote Similarity NPD6054 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6916 Remote Similarity NPD5697 Approved
0.6916 Remote Similarity NPD5701 Approved
0.6909 Remote Similarity NPD6882 Approved
0.6909 Remote Similarity NPD8297 Approved
0.6897 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6889 Remote Similarity NPD3702 Approved
0.6881 Remote Similarity NPD7102 Approved
0.6881 Remote Similarity NPD6883 Approved
0.6881 Remote Similarity NPD7290 Approved
0.6864 Remote Similarity NPD8293 Discontinued
0.6864 Remote Similarity NPD7078 Approved
0.6818 Remote Similarity NPD6869 Approved
0.6818 Remote Similarity NPD8130 Phase 1
0.6818 Remote Similarity NPD4789 Approved
0.6818 Remote Similarity NPD6847 Approved
0.6818 Remote Similarity NPD6617 Approved
0.681 Remote Similarity NPD6370 Approved
0.6807 Remote Similarity NPD7736 Approved
0.6789 Remote Similarity NPD6012 Approved
0.6789 Remote Similarity NPD6013 Approved
0.6789 Remote Similarity NPD6014 Approved
0.6752 Remote Similarity NPD8328 Phase 3
0.6742 Remote Similarity NPD5777 Approved
0.6724 Remote Similarity NPD6015 Approved
0.6724 Remote Similarity NPD6016 Approved
0.6697 Remote Similarity NPD6011 Approved
0.6696 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5988 Approved
0.6636 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6636 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6635 Remote Similarity NPD4755 Approved
0.6634 Remote Similarity NPD8034 Phase 2
0.6634 Remote Similarity NPD8035 Phase 2
0.6629 Remote Similarity NPD4244 Approved
0.6629 Remote Similarity NPD4245 Approved
0.6628 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6591 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6591 Remote Similarity NPD5360 Phase 3
0.6577 Remote Similarity NPD4634 Approved
0.6577 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6081 Approved
0.6552 Remote Similarity NPD4224 Phase 2
0.6531 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6009 Approved
0.6517 Remote Similarity NPD3698 Phase 2
0.6514 Remote Similarity NPD6008 Approved
0.6509 Remote Similarity NPD4700 Approved
0.6509 Remote Similarity NPD5285 Approved
0.6509 Remote Similarity NPD4696 Approved
0.6509 Remote Similarity NPD5286 Approved
0.6476 Remote Similarity NPD6083 Phase 2
0.6476 Remote Similarity NPD6084 Phase 2
0.6471 Remote Similarity NPD7604 Phase 2
0.6441 Remote Similarity NPD5983 Phase 2
0.6435 Remote Similarity NPD6274 Approved
0.6422 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7638 Approved
0.641 Remote Similarity NPD7101 Approved
0.641 Remote Similarity NPD7100 Approved
0.6408 Remote Similarity NPD6399 Phase 3
0.6404 Remote Similarity NPD8133 Approved
0.6404 Remote Similarity NPD229 Approved
0.6393 Remote Similarity NPD6033 Approved
0.6389 Remote Similarity NPD5225 Approved
0.6389 Remote Similarity NPD5226 Approved
0.6389 Remote Similarity NPD4633 Approved
0.6389 Remote Similarity NPD5224 Approved
0.6389 Remote Similarity NPD5211 Phase 2
0.6364 Remote Similarity NPD4767 Approved
0.6364 Remote Similarity NPD4768 Approved
0.6364 Remote Similarity NPD6336 Discontinued
0.6355 Remote Similarity NPD7639 Approved
0.6355 Remote Similarity NPD7640 Approved
0.6354 Remote Similarity NPD6928 Phase 2
0.6346 Remote Similarity NPD7748 Approved
0.6341 Remote Similarity NPD7319 Approved
0.6333 Remote Similarity NPD4267 Clinical (unspecified phase)
0.633 Remote Similarity NPD5174 Approved
0.633 Remote Similarity NPD5175 Approved
0.6327 Remote Similarity NPD3669 Approved
0.6327 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6335 Approved
0.6321 Remote Similarity NPD7902 Approved
0.6316 Remote Similarity NPD4238 Approved
0.6316 Remote Similarity NPD3671 Phase 1
0.6316 Remote Similarity NPD4802 Phase 2
0.6311 Remote Similarity NPD6411 Approved
0.6311 Remote Similarity NPD7515 Phase 2
0.6306 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6909 Approved
0.6303 Remote Similarity NPD6908 Approved
0.6296 Remote Similarity NPD5223 Approved
0.6289 Remote Similarity NPD1780 Approved
0.6289 Remote Similarity NPD1779 Approved
0.6275 Remote Similarity NPD5328 Approved
0.6273 Remote Similarity NPD5141 Approved
0.6264 Remote Similarity NPD7532 Clinical (unspecified phase)
0.625 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD5778 Approved
0.625 Remote Similarity NPD4729 Approved
0.6239 Remote Similarity NPD7632 Discontinued
0.6239 Remote Similarity NPD6317 Approved
0.623 Remote Similarity NPD7507 Approved
0.6226 Remote Similarity NPD5222 Approved
0.6226 Remote Similarity NPD4697 Phase 3
0.6226 Remote Similarity NPD5221 Approved
0.6226 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6204 Remote Similarity NPD8418 Phase 2
0.6196 Remote Similarity NPD4758 Discontinued
0.619 Remote Similarity NPD5282 Discontinued
0.6186 Remote Similarity NPD6314 Approved
0.6186 Remote Similarity NPD6313 Approved
0.6182 Remote Similarity NPD4754 Approved
0.6168 Remote Similarity NPD5173 Approved
0.6167 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6079 Approved
0.6154 Remote Similarity NPD6868 Approved
0.6146 Remote Similarity NPD5364 Discontinued
0.614 Remote Similarity NPD5251 Approved
0.614 Remote Similarity NPD5247 Approved
0.614 Remote Similarity NPD5248 Approved
0.614 Remote Similarity NPD5249 Phase 3
0.614 Remote Similarity NPD5250 Approved
0.6136 Remote Similarity NPD7909 Approved
0.6132 Remote Similarity NPD5695 Phase 3
0.6117 Remote Similarity NPD6101 Approved
0.6117 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4225 Approved
0.6111 Remote Similarity NPD5696 Approved
0.6106 Remote Similarity NPD6686 Approved
0.6106 Remote Similarity NPD5128 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6095 Remote Similarity NPD8171 Discontinued
0.6091 Remote Similarity NPD8086 Approved
0.6091 Remote Similarity NPD8082 Approved
0.6091 Remote Similarity NPD8138 Approved
0.6091 Remote Similarity NPD8139 Approved
0.6091 Remote Similarity NPD8083 Approved
0.6091 Remote Similarity NPD8085 Approved
0.6091 Remote Similarity NPD8084 Approved
0.6067 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7900 Approved
0.6038 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6036 Remote Similarity NPD8275 Approved
0.6036 Remote Similarity NPD8276 Approved
0.6024 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5737 Approved
0.6019 Remote Similarity NPD6672 Approved
0.6018 Remote Similarity NPD6412 Phase 2
0.6017 Remote Similarity NPD6940 Discontinued
0.5982 Remote Similarity NPD8081 Approved
0.598 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD4753 Phase 2
0.5955 Remote Similarity NPD371 Approved
0.5948 Remote Similarity NPD5215 Approved
0.5948 Remote Similarity NPD5217 Approved
0.5948 Remote Similarity NPD5216 Approved
0.5943 Remote Similarity NPD4202 Approved
0.5941 Remote Similarity NPD4786 Approved
0.5929 Remote Similarity NPD8393 Approved
0.5922 Remote Similarity NPD3573 Approved
0.5902 Remote Similarity NPD8516 Approved
0.5902 Remote Similarity NPD8515 Approved
0.5902 Remote Similarity NPD8517 Approved
0.5902 Remote Similarity NPD8513 Phase 3

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3608481
ZINC  

Physicochemical Properties

Molecular Weight:  454.26
ALogP:  -1.1096
MLogP:  3.22
XLogP:  2.134
# Rotatable Bonds:  15
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  32

Download Data

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