Natural Product: NPC477439

Natural Product ID:  NPC477439
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C28H42O10
Standard InCHIKey:  WZQVRGPPHJPVQI-CQXIVQJKSA-N
Standard InCHI:  InChI=1S/C28H42O10/c1-16-21(9-11-26(6,34)13-14-35-17(2)29)27(7)12-10-22(37-19(4)31)28(8,15-36-18(3)30)25(27)24(23(16)33)38-20(5)32/h22,24-25,34H,9-15H2,1-8H3/t22-,24-,25-,26?,27-,28+/m1/s1
Canonical SMILES:  CC(=O)OCCC(CCC1=C(C)C(=O)[C@H]([C@@H]2[C@]1(C)CC[C@H]([C@]2(C)COC(=O)C)OC(=O)C)OC(=O)C)(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 = 12700 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 NPC477439 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
0.9886 High Similarity NPC477437
0.9886 High Similarity NPC477438
0.9659 High Similarity NPC477436
0.9659 High Similarity NPC477435
0.871 High Similarity NPC212812
0.8696 High Similarity NPC248913
0.8646 High Similarity NPC472972
0.8571 High Similarity NPC33973
0.8571 High Similarity NPC70967
0.8557 High Similarity NPC124211
0.8485 Intermediate Similarity NPC65523
0.8485 Intermediate Similarity NPC135854
0.8485 Intermediate Similarity NPC470251
0.8485 Intermediate Similarity NPC2436
0.8485 Intermediate Similarity NPC216245
0.8469 Intermediate Similarity NPC53222
0.8384 Intermediate Similarity NPC179208
0.837 Intermediate Similarity NPC475001
0.837 Intermediate Similarity NPC185059
0.8333 Intermediate Similarity NPC305483
0.8333 Intermediate Similarity NPC328162
0.8333 Intermediate Similarity NPC96859
0.8317 Intermediate Similarity NPC44063
0.8286 Intermediate Similarity NPC473798
0.8283 Intermediate Similarity NPC308726
0.8283 Intermediate Similarity NPC119601
0.8283 Intermediate Similarity NPC80781
0.8269 Intermediate Similarity NPC90769
0.8265 Intermediate Similarity NPC157787
0.8265 Intermediate Similarity NPC88198
0.8247 Intermediate Similarity NPC216904
0.8247 Intermediate Similarity NPC285513
0.8235 Intermediate Similarity NPC94942
0.8235 Intermediate Similarity NPC476479
0.8235 Intermediate Similarity NPC293850
0.8229 Intermediate Similarity NPC470016
0.8229 Intermediate Similarity NPC134067
0.8229 Intermediate Similarity NPC317586
0.8218 Intermediate Similarity NPC472645
0.8208 Intermediate Similarity NPC96312
0.8208 Intermediate Similarity NPC328374
0.8208 Intermediate Similarity NPC134869
0.8208 Intermediate Similarity NPC152199
0.8208 Intermediate Similarity NPC235539
0.8208 Intermediate Similarity NPC251236
0.8208 Intermediate Similarity NPC40632
0.8182 Intermediate Similarity NPC163372
0.8182 Intermediate Similarity NPC302537
0.8182 Intermediate Similarity NPC472643
0.8182 Intermediate Similarity NPC469327
0.8163 Intermediate Similarity NPC112753
0.8163 Intermediate Similarity NPC275439
0.8155 Intermediate Similarity NPC2766
0.8155 Intermediate Similarity NPC77947
0.8155 Intermediate Similarity NPC286174
0.8152 Intermediate Similarity NPC475181
0.8125 Intermediate Similarity NPC272635
0.8125 Intermediate Similarity NPC169751
0.8125 Intermediate Similarity NPC293086
0.8125 Intermediate Similarity NPC166906
0.8125 Intermediate Similarity NPC240617
0.8119 Intermediate Similarity NPC118911
0.8113 Intermediate Similarity NPC18547
0.8113 Intermediate Similarity NPC474906
0.8105 Intermediate Similarity NPC235704
0.8105 Intermediate Similarity NPC99380
0.8095 Intermediate Similarity NPC474516
0.8077 Intermediate Similarity NPC272898
0.8077 Intermediate Similarity NPC129689
0.8077 Intermediate Similarity NPC473036
0.8061 Intermediate Similarity NPC254496
0.8061 Intermediate Similarity NPC43747
0.8061 Intermediate Similarity NPC473456
0.8056 Intermediate Similarity NPC297179
0.8041 Intermediate Similarity NPC139570
0.8039 Intermediate Similarity NPC1679
0.8039 Intermediate Similarity NPC181357
0.8037 Intermediate Similarity NPC16081
0.8037 Intermediate Similarity NPC173686
0.8022 Intermediate Similarity NPC64600
0.8021 Intermediate Similarity NPC79117
0.8021 Intermediate Similarity NPC109414
0.8021 Intermediate Similarity NPC271652
0.802 Intermediate Similarity NPC275583
0.8019 Intermediate Similarity NPC208998
0.8019 Intermediate Similarity NPC159333
0.8019 Intermediate Similarity NPC198539
0.8019 Intermediate Similarity NPC7921
0.8019 Intermediate Similarity NPC49451
0.8 Intermediate Similarity NPC171888
0.8 Intermediate Similarity NPC146945
0.8 Intermediate Similarity NPC34315
0.8 Intermediate Similarity NPC115303
0.8 Intermediate Similarity NPC43775
0.7981 Intermediate Similarity NPC41405
0.7979 Intermediate Similarity NPC230387
0.7961 Intermediate Similarity NPC144854
0.7961 Intermediate Similarity NPC3316
0.7959 Intermediate Similarity NPC95565
0.7959 Intermediate Similarity NPC471822
0.7959 Intermediate Similarity NPC62516
0.7959 Intermediate Similarity NPC157113
0.7957 Intermediate Similarity NPC229717
0.7957 Intermediate Similarity NPC73038
0.7944 Intermediate Similarity NPC45218
0.7944 Intermediate Similarity NPC268238
0.7944 Intermediate Similarity NPC143268
0.7944 Intermediate Similarity NPC323821
0.7941 Intermediate Similarity NPC213366
0.7941 Intermediate Similarity NPC40170
0.7938 Intermediate Similarity NPC184870
0.7938 Intermediate Similarity NPC74751
0.7935 Intermediate Similarity NPC120158
0.7935 Intermediate Similarity NPC475193
0.7925 Intermediate Similarity NPC147180
0.7925 Intermediate Similarity NPC11252
0.7925 Intermediate Similarity NPC289312
0.7925 Intermediate Similarity NPC193948
0.7921 Intermediate Similarity NPC136289
0.7921 Intermediate Similarity NPC295791
0.7921 Intermediate Similarity NPC22388
0.79 Intermediate Similarity NPC472644
0.79 Intermediate Similarity NPC316964
0.79 Intermediate Similarity NPC476274
0.79 Intermediate Similarity NPC46761
0.79 Intermediate Similarity NPC198880
0.79 Intermediate Similarity NPC293890
0.789 Intermediate Similarity NPC17772
0.7885 Intermediate Similarity NPC469916
0.7885 Intermediate Similarity NPC154608
0.7885 Intermediate Similarity NPC192813
0.7885 Intermediate Similarity NPC277017
0.7885 Intermediate Similarity NPC322903
0.7885 Intermediate Similarity NPC472439
0.7879 Intermediate Similarity NPC121402
0.7879 Intermediate Similarity NPC38530
0.7879 Intermediate Similarity NPC132753
0.7879 Intermediate Similarity NPC224356
0.7879 Intermediate Similarity NPC175351
0.7879 Intermediate Similarity NPC170131
0.7879 Intermediate Similarity NPC18319
0.7879 Intermediate Similarity NPC84335
0.7879 Intermediate Similarity NPC151681
0.7879 Intermediate Similarity NPC26413
0.7879 Intermediate Similarity NPC18509
0.7879 Intermediate Similarity NPC23680
0.787 Intermediate Similarity NPC270958
0.7864 Intermediate Similarity NPC51452
0.7864 Intermediate Similarity NPC475494
0.7864 Intermediate Similarity NPC111952
0.7857 Intermediate Similarity NPC30677
0.7857 Intermediate Similarity NPC255809
0.7857 Intermediate Similarity NPC37787
0.7857 Intermediate Similarity NPC473415
0.7857 Intermediate Similarity NPC473170
0.7857 Intermediate Similarity NPC469329
0.7857 Intermediate Similarity NPC180557
0.785 Intermediate Similarity NPC472926
0.785 Intermediate Similarity NPC471204
0.785 Intermediate Similarity NPC202889
0.785 Intermediate Similarity NPC25909
0.785 Intermediate Similarity NPC194100
0.7849 Intermediate Similarity NPC90287
0.7849 Intermediate Similarity NPC197823
0.7849 Intermediate Similarity NPC478245
0.7849 Intermediate Similarity NPC474680
0.7843 Intermediate Similarity NPC264048
0.7843 Intermediate Similarity NPC251017
0.7843 Intermediate Similarity NPC90177
0.7835 Intermediate Similarity NPC295643
0.7835 Intermediate Similarity NPC272075
0.7835 Intermediate Similarity NPC214756
0.783 Intermediate Similarity NPC201992
0.7826 Intermediate Similarity NPC476100
0.7822 Intermediate Similarity NPC81530
0.7822 Intermediate Similarity NPC118964
0.7822 Intermediate Similarity NPC224720
0.7822 Intermediate Similarity NPC476240
0.7822 Intermediate Similarity NPC476223
0.7822 Intermediate Similarity NPC115862
0.7818 Intermediate Similarity NPC472933
0.7818 Intermediate Similarity NPC470777
0.7812 Intermediate Similarity NPC134321
0.7812 Intermediate Similarity NPC20388
0.7812 Intermediate Similarity NPC475823
0.7812 Intermediate Similarity NPC128672
0.7812 Intermediate Similarity NPC113393
0.7812 Intermediate Similarity NPC474728
0.7812 Intermediate Similarity NPC474209
0.781 Intermediate Similarity NPC27814
0.7802 Intermediate Similarity NPC473420
0.7802 Intermediate Similarity NPC327002
0.78 Intermediate Similarity NPC58942
0.78 Intermediate Similarity NPC478056
0.78 Intermediate Similarity NPC260149
0.78 Intermediate Similarity NPC264378
0.7798 Intermediate Similarity NPC97908
0.7798 Intermediate Similarity NPC122033
0.7798 Intermediate Similarity NPC470854
0.7798 Intermediate Similarity NPC309433

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477439 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
0.8586 High Similarity NPD6675 Approved
0.8586 High Similarity NPD5739 Approved
0.8586 High Similarity NPD6402 Approved
0.8586 High Similarity NPD7128 Approved
0.8515 High Similarity NPD6373 Approved
0.8515 High Similarity NPD6372 Approved
0.8416 Intermediate Similarity NPD6899 Approved
0.8416 Intermediate Similarity NPD7320 Approved
0.8416 Intermediate Similarity NPD6881 Approved
0.835 Intermediate Similarity NPD6650 Approved
0.835 Intermediate Similarity NPD6649 Approved
0.8317 Intermediate Similarity NPD5697 Approved
0.8317 Intermediate Similarity NPD5701 Approved
0.8269 Intermediate Similarity NPD6882 Approved
0.8269 Intermediate Similarity NPD8297 Approved
0.8252 Intermediate Similarity NPD7290 Approved
0.8252 Intermediate Similarity NPD6883 Approved
0.8252 Intermediate Similarity NPD7102 Approved
0.8173 Intermediate Similarity NPD6869 Approved
0.8173 Intermediate Similarity NPD8130 Phase 1
0.8173 Intermediate Similarity NPD6847 Approved
0.8173 Intermediate Similarity NPD6617 Approved
0.8155 Intermediate Similarity NPD6012 Approved
0.8155 Intermediate Similarity NPD6013 Approved
0.8155 Intermediate Similarity NPD6014 Approved
0.8058 Intermediate Similarity NPD6011 Approved
0.8 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7938 Intermediate Similarity NPD7748 Approved
0.7879 Intermediate Similarity NPD4755 Approved
0.7879 Intermediate Similarity NPD6084 Phase 2
0.7879 Intermediate Similarity NPD7902 Approved
0.7879 Intermediate Similarity NPD6083 Phase 2
0.7857 Intermediate Similarity NPD5695 Phase 3
0.7732 Intermediate Similarity NPD7515 Phase 2
0.7723 Intermediate Similarity NPD5285 Approved
0.7723 Intermediate Similarity NPD5286 Approved
0.7723 Intermediate Similarity NPD4700 Approved
0.7723 Intermediate Similarity NPD4696 Approved
0.7706 Intermediate Similarity NPD6274 Approved
0.7658 Intermediate Similarity NPD7101 Approved
0.7658 Intermediate Similarity NPD7100 Approved
0.7653 Intermediate Similarity NPD6399 Phase 3
0.7624 Intermediate Similarity NPD5696 Approved
0.7604 Intermediate Similarity NPD5737 Approved
0.7604 Intermediate Similarity NPD6672 Approved
0.7589 Intermediate Similarity NPD6319 Approved
0.7576 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD7900 Approved
0.7573 Intermediate Similarity NPD5226 Approved
0.7573 Intermediate Similarity NPD4633 Approved
0.7573 Intermediate Similarity NPD5211 Phase 2
0.7573 Intermediate Similarity NPD5225 Approved
0.7573 Intermediate Similarity NPD5224 Approved
0.7568 Intermediate Similarity NPD6335 Approved
0.7526 Intermediate Similarity NPD5328 Approved
0.7524 Intermediate Similarity NPD4768 Approved
0.7524 Intermediate Similarity NPD4767 Approved
0.7522 Intermediate Similarity NPD6909 Approved
0.7522 Intermediate Similarity NPD6908 Approved
0.75 Intermediate Similarity NPD5175 Approved
0.75 Intermediate Similarity NPD3573 Approved
0.75 Intermediate Similarity NPD5174 Approved
0.7477 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6317 Approved
0.7476 Intermediate Similarity NPD5223 Approved
0.7429 Intermediate Similarity NPD5141 Approved
0.7426 Intermediate Similarity NPD5222 Approved
0.7426 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD4697 Phase 3
0.7426 Intermediate Similarity NPD5221 Approved
0.7411 Intermediate Similarity NPD6313 Approved
0.7411 Intermediate Similarity NPD6314 Approved
0.7391 Intermediate Similarity NPD8328 Phase 3
0.7387 Intermediate Similarity NPD6868 Approved
0.7383 Intermediate Similarity NPD4729 Approved
0.7383 Intermediate Similarity NPD4730 Approved
0.7374 Intermediate Similarity NPD6079 Approved
0.7374 Intermediate Similarity NPD6411 Approved
0.7364 Intermediate Similarity NPD4632 Approved
0.7358 Intermediate Similarity NPD6008 Approved
0.7353 Intermediate Similarity NPD5173 Approved
0.7347 Intermediate Similarity NPD6673 Approved
0.7347 Intermediate Similarity NPD6080 Approved
0.7347 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD6904 Approved
0.7333 Intermediate Similarity NPD4754 Approved
0.7328 Intermediate Similarity NPD7492 Approved
0.7321 Intermediate Similarity NPD6009 Approved
0.7281 Intermediate Similarity NPD6059 Approved
0.7281 Intermediate Similarity NPD6054 Approved
0.7265 Intermediate Similarity NPD6616 Approved
0.7248 Intermediate Similarity NPD5247 Approved
0.7248 Intermediate Similarity NPD5251 Approved
0.7248 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5250 Approved
0.7248 Intermediate Similarity NPD5249 Phase 3
0.7248 Intermediate Similarity NPD5248 Approved
0.7241 Intermediate Similarity NPD7604 Phase 2
0.7222 Intermediate Similarity NPD5128 Approved
0.7217 Intermediate Similarity NPD5983 Phase 2
0.7216 Intermediate Similarity NPD3618 Phase 1
0.7216 Intermediate Similarity NPD6409 Approved
0.7216 Intermediate Similarity NPD7146 Approved
0.7216 Intermediate Similarity NPD5330 Approved
0.7216 Intermediate Similarity NPD7521 Approved
0.7216 Intermediate Similarity NPD7334 Approved
0.7216 Intermediate Similarity NPD6684 Approved
0.7203 Intermediate Similarity NPD7078 Approved
0.7203 Intermediate Similarity NPD8293 Discontinued
0.72 Intermediate Similarity NPD6050 Approved
0.7172 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD4753 Phase 2
0.7172 Intermediate Similarity NPD6101 Approved
0.7156 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD6370 Approved
0.7143 Intermediate Similarity NPD7736 Approved
0.7129 Intermediate Similarity NPD4202 Approved
0.7128 Intermediate Similarity NPD4695 Discontinued
0.7119 Intermediate Similarity NPD6336 Discontinued
0.71 Intermediate Similarity NPD5692 Phase 3
0.7097 Intermediate Similarity NPD3617 Approved
0.7091 Intermediate Similarity NPD4634 Approved
0.7071 Intermediate Similarity NPD6903 Approved
0.7071 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD6015 Approved
0.7069 Intermediate Similarity NPD6016 Approved
0.7069 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD6098 Approved
0.703 Intermediate Similarity NPD5694 Approved
0.703 Intermediate Similarity NPD5693 Phase 1
0.703 Intermediate Similarity NPD8035 Phase 2
0.703 Intermediate Similarity NPD8034 Phase 2
0.7027 Intermediate Similarity NPD5217 Approved
0.7027 Intermediate Similarity NPD5215 Approved
0.7027 Intermediate Similarity NPD5216 Approved
0.7018 Intermediate Similarity NPD7115 Discovery
0.701 Intermediate Similarity NPD4786 Approved
0.7009 Intermediate Similarity NPD5988 Approved
0.699 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6979 Remote Similarity NPD3667 Approved
0.6972 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5778 Approved
0.6961 Remote Similarity NPD5779 Approved
0.6952 Remote Similarity NPD7638 Approved
0.6939 Remote Similarity NPD1694 Approved
0.6939 Remote Similarity NPD5329 Approved
0.6937 Remote Similarity NPD5169 Approved
0.6937 Remote Similarity NPD5135 Approved
0.6937 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7341 Phase 2
0.6887 Remote Similarity NPD7639 Approved
0.6887 Remote Similarity NPD7640 Approved
0.6875 Remote Similarity NPD5127 Approved
0.6869 Remote Similarity NPD5279 Phase 3
0.6869 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5281 Approved
0.6863 Remote Similarity NPD5284 Approved
0.6837 Remote Similarity NPD3666 Approved
0.6837 Remote Similarity NPD3133 Approved
0.6837 Remote Similarity NPD3665 Phase 1
0.6837 Remote Similarity NPD4197 Approved
0.6827 Remote Similarity NPD5210 Approved
0.6827 Remote Similarity NPD4629 Approved
0.6827 Remote Similarity NPD5654 Approved
0.6792 Remote Similarity NPD4225 Approved
0.6771 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6768 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7632 Discontinued
0.6757 Remote Similarity NPD5168 Approved
0.6731 Remote Similarity NPD5282 Discontinued
0.6721 Remote Similarity NPD6033 Approved
0.67 Remote Similarity NPD5280 Approved
0.67 Remote Similarity NPD4694 Approved
0.67 Remote Similarity NPD5690 Phase 2
0.6698 Remote Similarity NPD5959 Approved
0.6696 Remote Similarity NPD5167 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6412 Phase 2
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3668 Phase 3
0.6633 Remote Similarity NPD6435 Approved
0.6633 Remote Similarity NPD4221 Approved
0.6633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4223 Phase 3
0.6632 Remote Similarity NPD6116 Phase 1
0.6607 Remote Similarity NPD6686 Approved
0.6604 Remote Similarity NPD7614 Phase 1
0.66 Remote Similarity NPD1696 Phase 3
0.6571 Remote Similarity NPD6001 Approved
0.6569 Remote Similarity NPD5208 Approved
0.6532 Remote Similarity NPD7319 Approved
0.6526 Remote Similarity NPD6117 Approved
0.65 Remote Similarity NPD6921 Approved
0.6495 Remote Similarity NPD7645 Phase 2
0.6449 Remote Similarity NPD7732 Phase 3
0.6444 Remote Similarity NPD3704 Approved
0.6444 Remote Similarity NPD7331 Phase 2

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3608606
ZINC  

Physicochemical Properties

Molecular Weight:  538.28
ALogP:  -0.1421
MLogP:  3.44
XLogP:  2.313
# Rotatable Bonds:  23
Polar Surface Area:  142.5
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  38

Download Data

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