Natural Product: NPC469422

Natural Product ID:  NPC469422
Common Name:   n.a.
IUPAC Name:  
Synonyms:   4-O-Methylbenzoylpaeoniflorin
Molecular Formula:   C31H34O12
Standard InCHIKey:  JKGAKVIDSBNDIH-YIJCAMJLSA-N
Standard InCHI:  InChI=1S/C31H34O12/c1-28-15-30(37-2)20-13-31(28,29(20,27(42-28)43-30)16-39-25(36)18-11-7-4-8-12-18)41-26-23(34)22(33)21(32)19(40-26)14-38-24(35)17-9-5-3-6-10-17/h3-12,19-23,26-27,32-34H,13-16H2,1-2H3/t19-,20+,21-,22+,23-,26+,27-,28+,29+,30-,31-/m1/s1
Canonical SMILES:  CO[C@@]12O[C@@H]3[C@@]4([C@@H]2C[C@]4([C@](C1)(O3)C)O[C@@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O)COC(=O)c1ccccc1
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
NPO30226 Paeonia albiflora Species Paeoniaceae Eukaryota roots PMID[19691309]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT848 Cell Line N9 Homo sapiens Inhibition = 91.9 % 11809072
NPT848 Cell Line N9 Homo sapiens IC50 = 22600 nM 19902967
NPT848 Cell Line N9 Homo sapiens Inhibition = 70.4 % 11430012
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 41940 nM 22694318
NPT848 Cell Line N9 Homo sapiens Inhibition = 95.5 % 23252553
NPT848 Cell Line N9 Homo sapiens Inhibition = 34.9 % 19880317

  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 NPC469422 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
0.9862 High Similarity NPC34066
0.9792 High Similarity NPC469415
0.973 High Similarity NPC477623
0.9726 High Similarity NPC469398
0.9722 High Similarity NPC303429
0.9722 High Similarity NPC222102
0.9586 High Similarity NPC469448
0.94 High Similarity NPC469399
0.9262 High Similarity NPC133430
0.9262 High Similarity NPC469477
0.9231 High Similarity NPC469459
0.9205 High Similarity NPC469417
0.92 High Similarity NPC5115
0.911 High Similarity NPC241951
0.911 High Similarity NPC475759
0.911 High Similarity NPC470152
0.9108 High Similarity NPC469458
0.9108 High Similarity NPC469396
0.9108 High Similarity NPC149002
0.9108 High Similarity NPC88176
0.9057 High Similarity NPC469421
0.9048 High Similarity NPC471104
0.9048 High Similarity NPC472568
0.9048 High Similarity NPC200471
0.9048 High Similarity NPC472575
0.9048 High Similarity NPC470157
0.9048 High Similarity NPC158663
0.9048 High Similarity NPC171525
0.9048 High Similarity NPC469349
0.9048 High Similarity NPC470159
0.9048 High Similarity NPC472571
0.9048 High Similarity NPC96903
0.9048 High Similarity NPC476973
0.9048 High Similarity NPC177940
0.9048 High Similarity NPC472572
0.9048 High Similarity NPC29704
0.9048 High Similarity NPC184817
0.9048 High Similarity NPC473088
0.9048 High Similarity NPC70403
0.9048 High Similarity NPC174982
0.9045 High Similarity NPC469420
0.9041 High Similarity NPC163087
0.9034 High Similarity NPC87448
0.9034 High Similarity NPC291599
0.9034 High Similarity NPC118080
0.9034 High Similarity NPC27377
0.9034 High Similarity NPC97947
0.9034 High Similarity NPC41481
0.9034 High Similarity NPC472576
0.9 High Similarity NPC477617
0.898 High Similarity NPC57628
0.898 High Similarity NPC188865
0.898 High Similarity NPC70716
0.898 High Similarity NPC472573
0.898 High Similarity NPC11685
0.898 High Similarity NPC475122
0.898 High Similarity NPC476974
0.898 High Similarity NPC95265
0.898 High Similarity NPC25768
0.898 High Similarity NPC472570
0.898 High Similarity NPC125106
0.898 High Similarity NPC472569
0.898 High Similarity NPC95810
0.898 High Similarity NPC163719
0.8974 High Similarity NPC117943
0.8974 High Similarity NPC293568
0.8966 High Similarity NPC171207
0.8966 High Similarity NPC275592
0.8966 High Similarity NPC100913
0.8966 High Similarity NPC97667
0.8966 High Similarity NPC90614
0.8904 High Similarity NPC16912
0.8882 High Similarity NPC472657
0.8882 High Similarity NPC148185
0.8882 High Similarity NPC472658
0.8867 High Similarity NPC266265
0.8867 High Similarity NPC301556
0.8867 High Similarity NPC471101
0.8867 High Similarity NPC476975
0.8867 High Similarity NPC92293
0.8867 High Similarity NPC270590
0.8861 High Similarity NPC120012
0.8859 High Similarity NPC474935
0.8836 High Similarity NPC472547
0.8834 High Similarity NPC469397
0.8831 High Similarity NPC318447
0.8831 High Similarity NPC322048
0.8808 High Similarity NPC470245
0.8808 High Similarity NPC473214
0.8808 High Similarity NPC476173
0.8805 High Similarity NPC265600
0.88 High Similarity NPC281717
0.8797 High Similarity NPC473557
0.8797 High Similarity NPC473468
0.8797 High Similarity NPC475567
0.8792 High Similarity NPC472556
0.8784 High Similarity NPC91703
0.878 High Similarity NPC80360
0.8774 High Similarity NPC476784
0.8766 High Similarity NPC326235
0.8766 High Similarity NPC323001
0.8758 High Similarity NPC471135
0.875 High Similarity NPC470153
0.8742 High Similarity NPC475198
0.8742 High Similarity NPC473215
0.8742 High Similarity NPC475531
0.8742 High Similarity NPC475175
0.8733 High Similarity NPC478263
0.8733 High Similarity NPC469513
0.8727 High Similarity NPC195114
0.8725 High Similarity NPC38696
0.8718 High Similarity NPC309991
0.8718 High Similarity NPC323356
0.8718 High Similarity NPC471138
0.8718 High Similarity NPC326328
0.8716 High Similarity NPC34012
0.8707 High Similarity NPC473758
0.8707 High Similarity NPC48017
0.8707 High Similarity NPC184747
0.8707 High Similarity NPC473085
0.8707 High Similarity NPC147880
0.8707 High Similarity NPC473109
0.8707 High Similarity NPC473060
0.8707 High Similarity NPC200592
0.8707 High Similarity NPC473112
0.8707 High Similarity NPC4341
0.8707 High Similarity NPC473081
0.8707 High Similarity NPC476094
0.8707 High Similarity NPC473613
0.8707 High Similarity NPC211137
0.8707 High Similarity NPC43241
0.8701 High Similarity NPC469456
0.8699 High Similarity NPC283375
0.8699 High Similarity NPC183122
0.8699 High Similarity NPC39549
0.8693 High Similarity NPC477905
0.8693 High Similarity NPC472548
0.869 High Similarity NPC66761
0.869 High Similarity NPC291638
0.869 High Similarity NPC195647
0.869 High Similarity NPC472577
0.869 High Similarity NPC17877
0.8679 High Similarity NPC477491
0.8675 High Similarity NPC188217
0.8667 High Similarity NPC260300
0.8667 High Similarity NPC478264
0.8654 High Similarity NPC319404
0.8649 High Similarity NPC224491
0.8645 High Similarity NPC290683
0.8645 High Similarity NPC475548
0.8645 High Similarity NPC475638
0.8639 High Similarity NPC214550
0.8639 High Similarity NPC475652
0.8639 High Similarity NPC210591
0.8634 High Similarity NPC469419
0.8634 High Similarity NPC477469
0.8634 High Similarity NPC477466
0.8634 High Similarity NPC477471
0.8634 High Similarity NPC477473
0.863 High Similarity NPC472551
0.863 High Similarity NPC472545
0.8621 High Similarity NPC474608
0.8616 High Similarity NPC471493
0.8609 High Similarity NPC240115
0.8608 High Similarity NPC478124
0.8581 High Similarity NPC472549
0.8581 High Similarity NPC469730
0.8581 High Similarity NPC477904
0.8581 High Similarity NPC183270
0.8581 High Similarity NPC132599
0.8581 High Similarity NPC473632
0.8571 High Similarity NPC102465
0.8562 High Similarity NPC473216
0.8562 High Similarity NPC473399
0.8553 High Similarity NPC150893
0.8553 High Similarity NPC217918
0.8553 High Similarity NPC329960
0.8553 High Similarity NPC66193
0.8553 High Similarity NPC473760
0.8553 High Similarity NPC295408
0.8543 High Similarity NPC92867
0.8543 High Similarity NPC311825
0.8533 High Similarity NPC246480
0.8533 High Similarity NPC270498
0.8533 High Similarity NPC147217
0.8533 High Similarity NPC473673
0.8533 High Similarity NPC177340
0.8533 High Similarity NPC191082
0.8533 High Similarity NPC475429
0.8533 High Similarity NPC139067
0.8526 High Similarity NPC106895
0.8519 High Similarity NPC477488
0.8506 High Similarity NPC471103
0.85 High Similarity NPC477627
0.85 High Similarity NPC471134
0.8487 Intermediate Similarity NPC48599
0.8487 Intermediate Similarity NPC20255
0.8487 Intermediate Similarity NPC473602
0.8487 Intermediate Similarity NPC209592
0.8477 Intermediate Similarity NPC67777

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469422 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
0.8303 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD7799 Discontinued
0.7852 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD8407 Phase 2
0.7733 Intermediate Similarity NPD8368 Discontinued
0.7706 Intermediate Similarity NPD7228 Approved
0.761 Intermediate Similarity NPD7236 Approved
0.7557 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7240 Approved
0.7528 Intermediate Similarity NPD8361 Approved
0.7528 Intermediate Similarity NPD8360 Approved
0.7528 Intermediate Similarity NPD8435 Approved
0.7514 Intermediate Similarity NPD8434 Phase 2
0.7485 Intermediate Similarity NPD4965 Approved
0.7485 Intermediate Similarity NPD7239 Suspended
0.7485 Intermediate Similarity NPD4966 Approved
0.7485 Intermediate Similarity NPD4967 Phase 2
0.7416 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD5126 Approved
0.7415 Intermediate Similarity NPD5125 Phase 3
0.7405 Intermediate Similarity NPD7266 Discontinued
0.7396 Intermediate Similarity NPD6234 Discontinued
0.7355 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD8313 Approved
0.7345 Intermediate Similarity NPD8312 Approved
0.7305 Intermediate Similarity NPD37 Approved
0.7262 Intermediate Similarity NPD8455 Phase 2
0.7258 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7685 Pre-registration
0.7232 Intermediate Similarity NPD6559 Discontinued
0.719 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD4628 Phase 3
0.7135 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7458 Discontinued
0.7119 Intermediate Similarity NPD7074 Phase 3
0.7097 Intermediate Similarity NPD8485 Approved
0.7091 Intermediate Similarity NPD8389 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7058 Phase 2
0.7076 Intermediate Similarity NPD7057 Phase 3
0.7062 Intermediate Similarity NPD7054 Approved
0.7062 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7062 Intermediate Similarity NPD5844 Phase 1
0.7059 Intermediate Similarity NPD7700 Phase 2
0.7059 Intermediate Similarity NPD7699 Phase 2
0.7051 Intermediate Similarity NPD7008 Discontinued
0.7033 Intermediate Similarity NPD8150 Discontinued
0.7024 Intermediate Similarity NPD6591 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD7472 Approved
0.7016 Intermediate Similarity NPD8320 Phase 1
0.7016 Intermediate Similarity NPD8319 Approved
0.7011 Intermediate Similarity NPD7199 Phase 2
0.7011 Intermediate Similarity NPD8127 Discontinued
0.7007 Intermediate Similarity NPD2629 Approved
0.7006 Intermediate Similarity NPD3818 Discontinued
0.6989 Remote Similarity NPD6535 Approved
0.6989 Remote Similarity NPD6534 Approved
0.6963 Remote Similarity NPD7435 Discontinued
0.6946 Remote Similarity NPD6273 Approved
0.6944 Remote Similarity NPD7251 Discontinued
0.6939 Remote Similarity NPD8462 Phase 1
0.6931 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6190 Approved
0.6906 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7808 Phase 3
0.6905 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6899 Remote Similarity NPD3764 Approved
0.6889 Remote Similarity NPD6797 Phase 2
0.6882 Remote Similarity NPD4380 Phase 2
0.6879 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7680 Approved
0.6865 Remote Similarity NPD8397 Clinical (unspecified phase)
0.686 Remote Similarity NPD7819 Suspended
0.686 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5494 Approved
0.6849 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6848 Remote Similarity NPD8166 Discontinued
0.6846 Remote Similarity NPD4198 Discontinued
0.6839 Remote Similarity NPD7075 Discontinued
0.6836 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6823 Remote Similarity NPD6823 Phase 2
0.6821 Remote Similarity NPD7741 Discontinued
0.6806 Remote Similarity NPD6779 Approved
0.6806 Remote Similarity NPD6776 Approved
0.6806 Remote Similarity NPD6782 Approved
0.6806 Remote Similarity NPD6781 Approved
0.6806 Remote Similarity NPD6780 Approved
0.6806 Remote Similarity NPD6778 Approved
0.6806 Remote Similarity NPD6777 Approved
0.6797 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7696 Phase 3
0.6788 Remote Similarity NPD7497 Discontinued
0.6788 Remote Similarity NPD7698 Approved
0.6788 Remote Similarity NPD7697 Approved
0.6786 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6784 Remote Similarity NPD7028 Phase 2
0.6779 Remote Similarity NPD5951 Approved
0.6768 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6686 Approved
0.6755 Remote Similarity NPD7516 Approved
0.6751 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6751 Remote Similarity NPD7874 Approved
0.675 Remote Similarity NPD7961 Discontinued
0.6747 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6735 Remote Similarity NPD7701 Phase 2
0.6725 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5402 Approved
0.6718 Remote Similarity NPD7999 Approved
0.6716 Remote Similarity NPD8404 Phase 2
0.671 Remote Similarity NPD7507 Approved
0.6707 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6701 Remote Similarity NPD8151 Discontinued
0.6689 Remote Similarity NPD7328 Approved
0.6689 Remote Similarity NPD7327 Approved
0.6689 Remote Similarity NPD969 Suspended
0.6688 Remote Similarity NPD7319 Approved
0.6687 Remote Similarity NPD6674 Discontinued
0.6686 Remote Similarity NPD6599 Discontinued
0.6667 Remote Similarity NPD6765 Approved
0.6667 Remote Similarity NPD6212 Phase 3
0.6667 Remote Similarity NPD6764 Approved
0.6667 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7473 Discontinued
0.6667 Remote Similarity NPD7871 Phase 2
0.6667 Remote Similarity NPD5761 Phase 2
0.6667 Remote Similarity NPD7870 Phase 2
0.6667 Remote Similarity NPD6213 Phase 3
0.6667 Remote Similarity NPD5760 Phase 2
0.6647 Remote Similarity NPD7003 Approved
0.6633 Remote Similarity NPD7783 Phase 2
0.6633 Remote Similarity NPD7801 Approved
0.6633 Remote Similarity NPD7782 Clinical (unspecified phase)
0.663 Remote Similarity NPD3751 Discontinued
0.6623 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6623 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6612 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6611 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6611 Remote Similarity NPD6166 Phase 2
0.6611 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6801 Discontinued
0.6608 Remote Similarity NPD5403 Approved
0.6599 Remote Similarity NPD2182 Approved
0.6599 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6592 Remote Similarity NPD3787 Discontinued
0.6592 Remote Similarity NPD6232 Discontinued
0.6588 Remote Similarity NPD5401 Approved
0.6585 Remote Similarity NPD7097 Phase 1
0.6571 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1465 Phase 2
0.657 Remote Similarity NPD1653 Approved
0.6566 Remote Similarity NPD2346 Discontinued
0.6564 Remote Similarity NPD6355 Discontinued
0.6559 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6558 Remote Similarity NPD8380 Approved
0.6558 Remote Similarity NPD8335 Approved
0.6558 Remote Similarity NPD7503 Approved
0.6558 Remote Similarity NPD8033 Approved
0.6558 Remote Similarity NPD8379 Approved
0.6558 Remote Similarity NPD8378 Approved
0.6558 Remote Similarity NPD8296 Approved
0.6552 Remote Similarity NPD7411 Suspended
0.6548 Remote Similarity NPD3750 Approved
0.6543 Remote Similarity NPD6663 Approved
0.6538 Remote Similarity NPD6287 Discontinued
0.6535 Remote Similarity NPD7930 Approved
0.6534 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6534 Remote Similarity NPD3817 Phase 2
0.6524 Remote Similarity NPD6785 Approved
0.6524 Remote Similarity NPD6784 Approved
0.6517 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6514 Remote Similarity NPD1934 Approved
0.651 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6506 Remote Similarity NPD2935 Discontinued
0.6497 Remote Similarity NPD7768 Phase 2
0.6494 Remote Similarity NPD8377 Approved
0.6494 Remote Similarity NPD8294 Approved
0.6491 Remote Similarity NPD2532 Approved
0.6491 Remote Similarity NPD2534 Approved
0.6491 Remote Similarity NPD2533 Approved
0.6488 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6467 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6467 Remote Similarity NPD6004 Phase 3
0.6467 Remote Similarity NPD6002 Phase 3
0.6467 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6467 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6467 Remote Similarity NPD6005 Phase 3
0.6465 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6463 Remote Similarity NPD230 Phase 1
0.6452 Remote Similarity NPD8513 Phase 3
0.6452 Remote Similarity NPD8515 Approved
0.6452 Remote Similarity NPD8516 Approved
0.6452 Remote Similarity NPD8517 Approved
0.6447 Remote Similarity NPD690 Clinical (unspecified phase)
0.6446 Remote Similarity NPD3748 Approved
0.6444 Remote Similarity NPD6959 Discontinued
0.6442 Remote Similarity NPD7714 Approved
0.6442 Remote Similarity NPD7715 Approved
0.6437 Remote Similarity NPD3226 Approved
0.6433 Remote Similarity NPD6799 Approved

Structure

External Identifiers

PubChem CID   46883517
ChEMBL   CHEMBL1078417
ZINC  

Physicochemical Properties

Molecular Weight:  598.21
ALogP:  -2.6135
MLogP:  3.55
XLogP:  4.796
# Rotatable Bonds:  16
Polar Surface Area:  159.44
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  43

Download Data

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Biological Activities  
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