Natural Product: NPC477433

Natural Product ID:  NPC477433
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C26H40O9
Standard InCHIKey:  FHAIKNSLRUWPRQ-GCDFGGQNSA-N
Standard InCHI:  InChI=1S/C26H40O9/c1-15-20(31)21(34-18(4)29)22-24(6,14-33-17(3)28)19(30)8-9-25(22,7)26(15)11-10-23(5,35-26)12-13-32-16(2)27/h15,19,21-22,30H,8-14H2,1-7H3/t15-,19-,21-,22+,23+,24+,25+,26-/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)OC(=O)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
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 = 63700 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 NPC477433 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 NPC477444
1.0 High Similarity NPC477442
0.9881 High Similarity NPC477443
0.9881 High Similarity NPC477440
0.9524 High Similarity NPC477441
0.9286 High Similarity NPC477434
0.8989 High Similarity NPC216137
0.8953 High Similarity NPC477445
0.8696 High Similarity NPC62407
0.8696 High Similarity NPC287354
0.8652 High Similarity NPC471221
0.8621 High Similarity NPC475689
0.8556 High Similarity NPC471459
0.8556 High Similarity NPC67653
0.8478 Intermediate Similarity NPC474379
0.8427 Intermediate Similarity NPC83242
0.8427 Intermediate Similarity NPC476717
0.8409 Intermediate Similarity NPC237938
0.8409 Intermediate Similarity NPC219535
0.8333 Intermediate Similarity NPC474020
0.8315 Intermediate Similarity NPC477205
0.8315 Intermediate Similarity NPC473350
0.8295 Intermediate Similarity NPC15091
0.828 Intermediate Similarity NPC476189
0.8256 Intermediate Similarity NPC275243
0.8242 Intermediate Similarity NPC476435
0.8242 Intermediate Similarity NPC236459
0.8242 Intermediate Similarity NPC226491
0.8242 Intermediate Similarity NPC477614
0.8235 Intermediate Similarity NPC307865
0.8202 Intermediate Similarity NPC471044
0.8202 Intermediate Similarity NPC65133
0.8202 Intermediate Similarity NPC473299
0.8202 Intermediate Similarity NPC473336
0.8191 Intermediate Similarity NPC247877
0.8191 Intermediate Similarity NPC309127
0.8182 Intermediate Similarity NPC88469
0.8161 Intermediate Similarity NPC134227
0.8161 Intermediate Similarity NPC125366
0.8152 Intermediate Similarity NPC200580
0.8152 Intermediate Similarity NPC61688
0.8068 Intermediate Similarity NPC475743
0.8065 Intermediate Similarity NPC475211
0.8065 Intermediate Similarity NPC88337
0.8058 Intermediate Similarity NPC157476
0.8043 Intermediate Similarity NPC3032
0.8043 Intermediate Similarity NPC473319
0.8043 Intermediate Similarity NPC131104
0.8041 Intermediate Similarity NPC253995
0.8022 Intermediate Similarity NPC248216
0.8022 Intermediate Similarity NPC120395
0.8021 Intermediate Similarity NPC193785
0.8021 Intermediate Similarity NPC477264
0.802 Intermediate Similarity NPC176949
0.802 Intermediate Similarity NPC201908
0.8 Intermediate Similarity NPC470424
0.8 Intermediate Similarity NPC105895
0.8 Intermediate Similarity NPC50438
0.798 Intermediate Similarity NPC471254
0.7979 Intermediate Similarity NPC475878
0.7978 Intermediate Similarity NPC477446
0.7978 Intermediate Similarity NPC470155
0.7978 Intermediate Similarity NPC477447
0.7938 Intermediate Similarity NPC470632
0.7938 Intermediate Similarity NPC74466
0.7935 Intermediate Similarity NPC470920
0.7931 Intermediate Similarity NPC475725
0.7912 Intermediate Similarity NPC476715
0.79 Intermediate Similarity NPC473406
0.79 Intermediate Similarity NPC471253
0.79 Intermediate Similarity NPC469985
0.7889 Intermediate Similarity NPC476721
0.7882 Intermediate Similarity NPC55508
0.7879 Intermediate Similarity NPC236585
0.7879 Intermediate Similarity NPC259654
0.7879 Intermediate Similarity NPC298266
0.7872 Intermediate Similarity NPC470114
0.7865 Intermediate Similarity NPC470156
0.7865 Intermediate Similarity NPC470154
0.7857 Intermediate Similarity NPC474793
0.7857 Intermediate Similarity NPC474724
0.7849 Intermediate Similarity NPC476379
0.7835 Intermediate Similarity NPC475765
0.7835 Intermediate Similarity NPC235109
0.7835 Intermediate Similarity NPC163685
0.7835 Intermediate Similarity NPC116683
0.7835 Intermediate Similarity NPC476728
0.7826 Intermediate Similarity NPC474215
0.7826 Intermediate Similarity NPC302111
0.7826 Intermediate Similarity NPC475729
0.7822 Intermediate Similarity NPC327093
0.7816 Intermediate Similarity NPC143250
0.7802 Intermediate Similarity NPC34984
0.7802 Intermediate Similarity NPC25037
0.78 Intermediate Similarity NPC275990
0.78 Intermediate Similarity NPC470172
0.7789 Intermediate Similarity NPC52756
0.7788 Intermediate Similarity NPC100908
0.7778 Intermediate Similarity NPC293890
0.7767 Intermediate Similarity NPC208461
0.7767 Intermediate Similarity NPC289702
0.7767 Intermediate Similarity NPC316930
0.7766 Intermediate Similarity NPC24705
0.7766 Intermediate Similarity NPC56962
0.7765 Intermediate Similarity NPC474755
0.7765 Intermediate Similarity NPC109510
0.7757 Intermediate Similarity NPC190185
0.7757 Intermediate Similarity NPC16081
0.7757 Intermediate Similarity NPC213084
0.7757 Intermediate Similarity NPC173686
0.7755 Intermediate Similarity NPC253586
0.7753 Intermediate Similarity NPC472943
0.7753 Intermediate Similarity NPC472951
0.7745 Intermediate Similarity NPC50535
0.7742 Intermediate Similarity NPC239938
0.7742 Intermediate Similarity NPC263802
0.7736 Intermediate Similarity NPC94509
0.7732 Intermediate Similarity NPC477438
0.7732 Intermediate Similarity NPC82633
0.7732 Intermediate Similarity NPC17336
0.7732 Intermediate Similarity NPC305808
0.7732 Intermediate Similarity NPC477437
0.7723 Intermediate Similarity NPC87927
0.7708 Intermediate Similarity NPC472148
0.7708 Intermediate Similarity NPC472147
0.7708 Intermediate Similarity NPC147272
0.77 Intermediate Similarity NPC46848
0.7692 Intermediate Similarity NPC327451
0.7692 Intermediate Similarity NPC321661
0.7692 Intermediate Similarity NPC320475
0.7685 Intermediate Similarity NPC146432
0.7685 Intermediate Similarity NPC470778
0.7684 Intermediate Similarity NPC472146
0.7684 Intermediate Similarity NPC185529
0.7684 Intermediate Similarity NPC77756
0.7677 Intermediate Similarity NPC476294
0.7677 Intermediate Similarity NPC472144
0.7677 Intermediate Similarity NPC471038
0.767 Intermediate Similarity NPC251824
0.767 Intermediate Similarity NPC203974
0.767 Intermediate Similarity NPC86852
0.7667 Intermediate Similarity NPC328639
0.7667 Intermediate Similarity NPC476071
0.7667 Intermediate Similarity NPC329490
0.7664 Intermediate Similarity NPC477465
0.7664 Intermediate Similarity NPC470116
0.7664 Intermediate Similarity NPC45218
0.7664 Intermediate Similarity NPC323821
0.7664 Intermediate Similarity NPC143268
0.7664 Intermediate Similarity NPC268238
0.7664 Intermediate Similarity NPC470115
0.7664 Intermediate Similarity NPC299849
0.766 Intermediate Similarity NPC221993
0.7653 Intermediate Similarity NPC475785
0.7653 Intermediate Similarity NPC219353
0.7653 Intermediate Similarity NPC329910
0.7647 Intermediate Similarity NPC473701
0.7647 Intermediate Similarity NPC47281
0.7647 Intermediate Similarity NPC473526
0.764 Intermediate Similarity NPC320144
0.764 Intermediate Similarity NPC201276
0.764 Intermediate Similarity NPC80891
0.7634 Intermediate Similarity NPC476727
0.7634 Intermediate Similarity NPC80700
0.7634 Intermediate Similarity NPC476726
0.7634 Intermediate Similarity NPC472272
0.7629 Intermediate Similarity NPC76136
0.7629 Intermediate Similarity NPC217567
0.7629 Intermediate Similarity NPC329713
0.7629 Intermediate Similarity NPC477439
0.7619 Intermediate Similarity NPC470622
0.7615 Intermediate Similarity NPC297179
0.7614 Intermediate Similarity NPC471151
0.7609 Intermediate Similarity NPC181871
0.7609 Intermediate Similarity NPC79308
0.7609 Intermediate Similarity NPC319909
0.7609 Intermediate Similarity NPC9060
0.7604 Intermediate Similarity NPC474065
0.76 Intermediate Similarity NPC108371
0.7596 Intermediate Similarity NPC153587
0.7593 Intermediate Similarity NPC89929
0.7593 Intermediate Similarity NPC475490
0.7582 Intermediate Similarity NPC289486
0.7582 Intermediate Similarity NPC61107
0.7576 Intermediate Similarity NPC190080
0.7576 Intermediate Similarity NPC472273
0.7576 Intermediate Similarity NPC472145
0.7576 Intermediate Similarity NPC111187
0.7573 Intermediate Similarity NPC200957
0.7573 Intermediate Similarity NPC138908
0.7573 Intermediate Similarity NPC28791
0.7573 Intermediate Similarity NPC295366
0.7551 Intermediate Similarity NPC470229
0.7551 Intermediate Similarity NPC470031
0.7551 Intermediate Similarity NPC470232
0.7549 Intermediate Similarity NPC96217
0.7549 Intermediate Similarity NPC122811
0.7547 Intermediate Similarity NPC473062
0.7547 Intermediate Similarity NPC470281
0.7528 Intermediate Similarity NPC185465

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477433 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
0.7767 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD1700 Approved
0.7528 Intermediate Similarity NPD6697 Approved
0.7528 Intermediate Similarity NPD6115 Approved
0.7528 Intermediate Similarity NPD6114 Approved
0.7528 Intermediate Similarity NPD6118 Approved
0.7416 Intermediate Similarity NPD6116 Phase 1
0.7386 Intermediate Similarity NPD3703 Phase 2
0.7303 Intermediate Similarity NPD6117 Approved
0.7238 Intermediate Similarity NPD5739 Approved
0.7238 Intermediate Similarity NPD6402 Approved
0.7238 Intermediate Similarity NPD7128 Approved
0.7238 Intermediate Similarity NPD6675 Approved
0.7196 Intermediate Similarity NPD6372 Approved
0.7196 Intermediate Similarity NPD6373 Approved
0.7168 Intermediate Similarity NPD6319 Approved
0.7105 Intermediate Similarity NPD6921 Approved
0.7103 Intermediate Similarity NPD6881 Approved
0.7103 Intermediate Similarity NPD6899 Approved
0.7103 Intermediate Similarity NPD7320 Approved
0.7079 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7492 Approved
0.7064 Intermediate Similarity NPD6650 Approved
0.7064 Intermediate Similarity NPD6649 Approved
0.7054 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6054 Approved
0.7018 Intermediate Similarity NPD6059 Approved
0.7009 Intermediate Similarity NPD6616 Approved
0.7009 Intermediate Similarity NPD5701 Approved
0.7009 Intermediate Similarity NPD5697 Approved
0.7 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD8297 Approved
0.6981 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6972 Remote Similarity NPD7102 Approved
0.6972 Remote Similarity NPD6883 Approved
0.6972 Remote Similarity NPD7290 Approved
0.6949 Remote Similarity NPD8293 Discontinued
0.6949 Remote Similarity NPD7078 Approved
0.6909 Remote Similarity NPD8130 Phase 1
0.6909 Remote Similarity NPD6617 Approved
0.6909 Remote Similarity NPD6847 Approved
0.6909 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD6370 Approved
0.6891 Remote Similarity NPD7736 Approved
0.6881 Remote Similarity NPD6012 Approved
0.6881 Remote Similarity NPD6014 Approved
0.6881 Remote Similarity NPD6013 Approved
0.6854 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6854 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6838 Remote Similarity NPD8328 Phase 3
0.6818 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6818 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6813 Remote Similarity NPD3702 Approved
0.681 Remote Similarity NPD6016 Approved
0.681 Remote Similarity NPD6015 Approved
0.6789 Remote Similarity NPD6011 Approved
0.6757 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5988 Approved
0.6742 Remote Similarity NPD4789 Approved
0.6667 Remote Similarity NPD5777 Approved
0.6637 Remote Similarity NPD4632 Approved
0.6609 Remote Similarity NPD6009 Approved
0.6577 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6577 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4755 Approved
0.6571 Remote Similarity NPD6084 Phase 2
0.6571 Remote Similarity NPD6083 Phase 2
0.6569 Remote Similarity NPD8034 Phase 2
0.6569 Remote Similarity NPD8035 Phase 2
0.6556 Remote Similarity NPD4245 Approved
0.6556 Remote Similarity NPD4244 Approved
0.6555 Remote Similarity NPD7604 Phase 2
0.6552 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6525 Remote Similarity NPD5983 Phase 2
0.6522 Remote Similarity NPD6274 Approved
0.6518 Remote Similarity NPD4634 Approved
0.6518 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5360 Phase 3
0.6514 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6496 Remote Similarity NPD7101 Approved
0.6496 Remote Similarity NPD7100 Approved
0.6484 Remote Similarity NPD6081 Approved
0.6477 Remote Similarity NPD4224 Phase 2
0.6475 Remote Similarity NPD6033 Approved
0.6465 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6008 Approved
0.6449 Remote Similarity NPD5286 Approved
0.6449 Remote Similarity NPD4696 Approved
0.6449 Remote Similarity NPD4700 Approved
0.6449 Remote Similarity NPD5285 Approved
0.6446 Remote Similarity NPD6336 Discontinued
0.6444 Remote Similarity NPD3698 Phase 2
0.641 Remote Similarity NPD6335 Approved
0.6387 Remote Similarity NPD6908 Approved
0.6387 Remote Similarity NPD6909 Approved
0.6355 Remote Similarity NPD7638 Approved
0.6348 Remote Similarity NPD8133 Approved
0.6346 Remote Similarity NPD6399 Phase 3
0.6333 Remote Similarity NPD229 Approved
0.633 Remote Similarity NPD5226 Approved
0.633 Remote Similarity NPD4633 Approved
0.633 Remote Similarity NPD5211 Phase 2
0.633 Remote Similarity NPD5224 Approved
0.633 Remote Similarity NPD5225 Approved
0.6325 Remote Similarity NPD6317 Approved
0.6306 Remote Similarity NPD4768 Approved
0.6306 Remote Similarity NPD4767 Approved
0.6296 Remote Similarity NPD7639 Approved
0.6296 Remote Similarity NPD7640 Approved
0.629 Remote Similarity NPD7319 Approved
0.6289 Remote Similarity NPD6928 Phase 2
0.6286 Remote Similarity NPD7748 Approved
0.6273 Remote Similarity NPD5174 Approved
0.6273 Remote Similarity NPD5175 Approved
0.6271 Remote Similarity NPD6313 Approved
0.6271 Remote Similarity NPD6314 Approved
0.6264 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6263 Remote Similarity NPD3669 Approved
0.6263 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6262 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD4238 Approved
0.625 Remote Similarity NPD7515 Phase 2
0.625 Remote Similarity NPD4802 Phase 2
0.625 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD3671 Phase 1
0.625 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6868 Approved
0.6239 Remote Similarity NPD5223 Approved
0.6226 Remote Similarity NPD5695 Phase 3
0.6224 Remote Similarity NPD1779 Approved
0.6224 Remote Similarity NPD1780 Approved
0.6216 Remote Similarity NPD5141 Approved
0.6214 Remote Similarity NPD5328 Approved
0.6204 Remote Similarity NPD5696 Approved
0.6196 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6195 Remote Similarity NPD4730 Approved
0.6195 Remote Similarity NPD4729 Approved
0.619 Remote Similarity NPD5779 Approved
0.619 Remote Similarity NPD5778 Approved
0.6182 Remote Similarity NPD7632 Discontinued
0.6179 Remote Similarity NPD7507 Approved
0.6168 Remote Similarity NPD5221 Approved
0.6168 Remote Similarity NPD4697 Phase 3
0.6168 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5222 Approved
0.6147 Remote Similarity NPD8418 Phase 2
0.6132 Remote Similarity NPD5282 Discontinued
0.6129 Remote Similarity NPD4758 Discontinued
0.6126 Remote Similarity NPD4754 Approved
0.6117 Remote Similarity NPD6672 Approved
0.6117 Remote Similarity NPD5737 Approved
0.6116 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5173 Approved
0.6095 Remote Similarity NPD6079 Approved
0.6087 Remote Similarity NPD5250 Approved
0.6087 Remote Similarity NPD5248 Approved
0.6087 Remote Similarity NPD5247 Approved
0.6087 Remote Similarity NPD5251 Approved
0.6087 Remote Similarity NPD5249 Phase 3
0.6082 Remote Similarity NPD5364 Discontinued
0.6067 Remote Similarity NPD7909 Approved
0.6058 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6058 Remote Similarity NPD6101 Approved
0.6055 Remote Similarity NPD4225 Approved
0.6053 Remote Similarity NPD5128 Approved
0.6053 Remote Similarity NPD6686 Approved
0.605 Remote Similarity NPD7115 Discovery
0.6038 Remote Similarity NPD8171 Discontinued
0.6036 Remote Similarity NPD8138 Approved
0.6036 Remote Similarity NPD8083 Approved
0.6036 Remote Similarity NPD8139 Approved
0.6036 Remote Similarity NPD8085 Approved
0.6036 Remote Similarity NPD8084 Approved
0.6036 Remote Similarity NPD8082 Approved
0.6036 Remote Similarity NPD8086 Approved
0.6 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5982 Remote Similarity NPD8275 Approved
0.5982 Remote Similarity NPD8276 Approved
0.5981 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5981 Remote Similarity NPD7900 Approved
0.5966 Remote Similarity NPD6940 Discontinued
0.5965 Remote Similarity NPD6412 Phase 2
0.5952 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8081 Approved
0.5922 Remote Similarity NPD6098 Approved
0.5922 Remote Similarity NPD3618 Phase 1
0.5909 Remote Similarity NPD6334 Approved
0.5909 Remote Similarity NPD6333 Approved
0.5905 Remote Similarity NPD6904 Approved
0.5905 Remote Similarity NPD4753 Phase 2
0.5905 Remote Similarity NPD6080 Approved
0.5905 Remote Similarity NPD6673 Approved
0.5897 Remote Similarity NPD5215 Approved
0.5897 Remote Similarity NPD5217 Approved
0.5897 Remote Similarity NPD5216 Approved
0.5893 Remote Similarity NPD8301 Approved
0.5893 Remote Similarity NPD8300 Approved
0.5889 Remote Similarity NPD371 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3608480
ZINC  

Physicochemical Properties

Molecular Weight:  496.27
ALogP:  -0.7305
MLogP:  3.33
XLogP:  2.445
# Rotatable Bonds:  17
Polar Surface Area:  125.43
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  35

Download Data

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