Natural Product: NPC258773

Natural Product ID:  NPC258773
Common Name:   2,3-Dimethoxyphenazine
IUPAC Name:   2,3-dimethoxyphenazine
Synonyms:   2,3-Dimethoxyphenazine
Molecular Formula:   C14H12N2O2
Standard InCHIKey:  YQIADNJBCIVZAI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H12N2O2/c1-17-13-7-11-12(8-14(13)18-2)16-10-6-4-3-5-9(10)15-11/h3-8H,1-2H3
Canonical SMILES:  COc1cc2nc3ccccc3nc2cc1OC
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
NPO18405 Trichoderma avellaneum Species Hypocreaceae Eukaryota UNPD*
NPO11075 Aglaia tomentosa Species Meliaceae Eukaryota UNPD*
NPO8493 Capraria biflora Species Scrophulariaceae Eukaryota UNPD*
NPO1807 Senecio macrocephalus Species Asteraceae Eukaryota UNPD*
NPO10032 Backhousia citriodora Species Myrtaceae Eukaryota UNPD*
NPO8881 Centipeda minima Species Asteraceae Eukaryota UNPD*
NPO21339 Upuna borneensis Species Dipterocarpaceae Eukaryota UNPD*
NPO8239 Mentha timija Species Lamiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT365 Individual Protein NAD(P)H dehydrogenase [quinone] 1 Mus musculus Ratio = 0.8 21105712
NPT2 Others Unspecified Inhibition = 0 % 21105712
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 29.4 % 21105712
NPT366 Individual Protein Quinone reductase 2 Homo sapiens Inhibition = 80 % 21105712
NPT366 Individual Protein Quinone reductase 2 Homo sapiens IC50 = 18200 nM 21105712

  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 NPC258773 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
0.9545 High Similarity NPC285635
0.8889 High Similarity NPC1527
0.8616 High Similarity NPC36168
0.8529 High Similarity NPC118776
0.8239 Intermediate Similarity NPC110741
0.8084 Intermediate Similarity NPC79911
0.8024 Intermediate Similarity NPC120798
0.7849 Intermediate Similarity NPC476518
0.7816 Intermediate Similarity NPC312872
0.7803 Intermediate Similarity NPC121658
0.7803 Intermediate Similarity NPC14651
0.7798 Intermediate Similarity NPC26850
0.7765 Intermediate Similarity NPC20249
0.7714 Intermediate Similarity NPC95898
0.7696 Intermediate Similarity NPC308392
0.7684 Intermediate Similarity NPC471736
0.766 Intermediate Similarity NPC470586
0.7657 Intermediate Similarity NPC111624
0.7634 Intermediate Similarity NPC474188
0.7624 Intermediate Similarity NPC204385
0.7619 Intermediate Similarity NPC26872
0.7606 Intermediate Similarity NPC315957
0.7558 Intermediate Similarity NPC177404
0.7526 Intermediate Similarity NPC199277
0.7526 Intermediate Similarity NPC135887
0.75 Intermediate Similarity NPC219963
0.75 Intermediate Similarity NPC206201
0.75 Intermediate Similarity NPC266551
0.75 Intermediate Similarity NPC161887
0.7473 Intermediate Similarity NPC226202
0.7432 Intermediate Similarity NPC314573
0.7419 Intermediate Similarity NPC195268
0.7419 Intermediate Similarity NPC133140
0.7396 Intermediate Similarity NPC223427
0.7358 Intermediate Similarity NPC476581
0.7358 Intermediate Similarity NPC16452
0.7358 Intermediate Similarity NPC36229
0.7322 Intermediate Similarity NPC62069
0.7297 Intermediate Similarity NPC74382
0.7297 Intermediate Similarity NPC206251
0.7297 Intermediate Similarity NPC66083
0.7296 Intermediate Similarity NPC174672
0.7292 Intermediate Similarity NPC232727
0.7277 Intermediate Similarity NPC476582
0.7277 Intermediate Similarity NPC4071
0.7277 Intermediate Similarity NPC476578
0.7253 Intermediate Similarity NPC478023
0.7249 Intermediate Similarity NPC131017
0.724 Intermediate Similarity NPC176538
0.724 Intermediate Similarity NPC234197
0.7219 Intermediate Similarity NPC134079
0.7208 Intermediate Similarity NPC174758
0.7202 Intermediate Similarity NPC31930
0.72 Intermediate Similarity NPC25899
0.7182 Intermediate Similarity NPC288943
0.7173 Intermediate Similarity NPC267928
0.7172 Intermediate Similarity NPC167860
0.7172 Intermediate Similarity NPC123976
0.7166 Intermediate Similarity NPC224327
0.7157 Intermediate Similarity NPC82548
0.715 Intermediate Similarity NPC477019
0.7143 Intermediate Similarity NPC283152
0.7135 Intermediate Similarity NPC84478
0.7119 Intermediate Similarity NPC118511
0.7104 Intermediate Similarity NPC472168
0.71 Intermediate Similarity NPC202605
0.71 Intermediate Similarity NPC202768
0.71 Intermediate Similarity NPC296482
0.71 Intermediate Similarity NPC53069
0.71 Intermediate Similarity NPC112206
0.7081 Intermediate Similarity NPC176127
0.7065 Intermediate Similarity NPC222592
0.7065 Intermediate Similarity NPC168486
0.7065 Intermediate Similarity NPC162530
0.7062 Intermediate Similarity NPC48192
0.7059 Intermediate Similarity NPC213530
0.7059 Intermediate Similarity NPC193267
0.7041 Intermediate Similarity NPC162484
0.7039 Intermediate Similarity NPC280272
0.7035 Intermediate Similarity NPC288445
0.7035 Intermediate Similarity NPC469589
0.7024 Intermediate Similarity NPC86078
0.702 Intermediate Similarity NPC313189
0.7016 Intermediate Similarity NPC279401
0.7016 Intermediate Similarity NPC79293
0.7015 Intermediate Similarity NPC96405
0.7015 Intermediate Similarity NPC171409
0.7005 Intermediate Similarity NPC42591
0.6995 Remote Similarity NPC274982
0.699 Remote Similarity NPC66815
0.6974 Remote Similarity NPC121772
0.6974 Remote Similarity NPC329747
0.6974 Remote Similarity NPC19872
0.697 Remote Similarity NPC472111
0.6961 Remote Similarity NPC473513
0.6959 Remote Similarity NPC72211
0.6948 Remote Similarity NPC143156
0.6935 Remote Similarity NPC135549
0.6931 Remote Similarity NPC316981
0.6927 Remote Similarity NPC173080
0.6919 Remote Similarity NPC285558
0.6916 Remote Similarity NPC295228
0.6915 Remote Similarity NPC290689
0.6907 Remote Similarity NPC70956
0.6907 Remote Similarity NPC243834
0.6904 Remote Similarity NPC295898
0.69 Remote Similarity NPC287208
0.6897 Remote Similarity NPC471080
0.6897 Remote Similarity NPC469592
0.6881 Remote Similarity NPC316756
0.6875 Remote Similarity NPC280964
0.6875 Remote Similarity NPC141915
0.6875 Remote Similarity NPC114335
0.6857 Remote Similarity NPC227908
0.6856 Remote Similarity NPC70259
0.685 Remote Similarity NPC193777
0.6837 Remote Similarity NPC18487
0.6827 Remote Similarity NPC310118
0.6827 Remote Similarity NPC60621
0.6814 Remote Similarity NPC266931
0.6804 Remote Similarity NPC205934
0.6804 Remote Similarity NPC43787
0.6802 Remote Similarity NPC11017
0.6802 Remote Similarity NPC329793
0.68 Remote Similarity NPC304183
0.6784 Remote Similarity NPC476138
0.6784 Remote Similarity NPC245816
0.6782 Remote Similarity NPC185782
0.6782 Remote Similarity NPC201697
0.678 Remote Similarity NPC235076
0.6777 Remote Similarity NPC200888
0.6772 Remote Similarity NPC284559
0.6771 Remote Similarity NPC471593
0.6769 Remote Similarity NPC13880
0.6765 Remote Similarity NPC264176
0.6765 Remote Similarity NPC472098
0.6765 Remote Similarity NPC251160
0.6763 Remote Similarity NPC473822
0.6763 Remote Similarity NPC197141
0.6763 Remote Similarity NPC469594
0.6758 Remote Similarity NPC124300
0.6751 Remote Similarity NPC287437
0.6749 Remote Similarity NPC219664
0.6749 Remote Similarity NPC188420
0.6748 Remote Similarity NPC148183
0.6748 Remote Similarity NPC152768
0.6745 Remote Similarity NPC110151
0.6734 Remote Similarity NPC475085
0.6734 Remote Similarity NPC475112
0.6734 Remote Similarity NPC291535
0.6733 Remote Similarity NPC470931
0.6733 Remote Similarity NPC475910
0.6732 Remote Similarity NPC236668
0.6731 Remote Similarity NPC17565
0.6727 Remote Similarity NPC291609
0.6724 Remote Similarity NPC161292
0.672 Remote Similarity NPC194724
0.6719 Remote Similarity NPC296527
0.6703 Remote Similarity NPC474409
0.6702 Remote Similarity NPC61350
0.6699 Remote Similarity NPC146976
0.6699 Remote Similarity NPC128115
0.6699 Remote Similarity NPC174049
0.6686 Remote Similarity NPC60553
0.6684 Remote Similarity NPC76748
0.6683 Remote Similarity NPC203168
0.6683 Remote Similarity NPC23614
0.6683 Remote Similarity NPC476044
0.6683 Remote Similarity NPC26679
0.6683 Remote Similarity NPC267423
0.6683 Remote Similarity NPC48353
0.6683 Remote Similarity NPC100079
0.6683 Remote Similarity NPC474595
0.6682 Remote Similarity NPC122436
0.6667 Remote Similarity NPC84853
0.6667 Remote Similarity NPC307963
0.6667 Remote Similarity NPC471304
0.6667 Remote Similarity NPC310618
0.6667 Remote Similarity NPC187558
0.6651 Remote Similarity NPC46451
0.6651 Remote Similarity NPC217176
0.665 Remote Similarity NPC149471
0.665 Remote Similarity NPC271215
0.6649 Remote Similarity NPC92111
0.6649 Remote Similarity NPC469390
0.6647 Remote Similarity NPC470403
0.6647 Remote Similarity NPC470404
0.6647 Remote Similarity NPC470394
0.6636 Remote Similarity NPC314954
0.6635 Remote Similarity NPC305984
0.6634 Remote Similarity NPC470164
0.6634 Remote Similarity NPC323345
0.6634 Remote Similarity NPC476106
0.6634 Remote Similarity NPC208284
0.6632 Remote Similarity NPC242928
0.6631 Remote Similarity NPC473432
0.6617 Remote Similarity NPC200836
0.6611 Remote Similarity NPC116573
0.6604 Remote Similarity NPC65277
0.6603 Remote Similarity NPC264782

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC258773 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
0.7886 Intermediate Similarity NPD3920 Phase 2
0.7884 Intermediate Similarity NPD5658 Approved
0.7806 Intermediate Similarity NPD5930 Phase 3
0.7717 Intermediate Similarity NPD1602 Discontinued
0.7606 Intermediate Similarity NPD1739 Approved
0.7606 Intermediate Similarity NPD1740 Approved
0.754 Intermediate Similarity NPD1622 Discontinued
0.7487 Intermediate Similarity NPD774 Phase 3
0.7448 Intermediate Similarity NPD4795 Phase 2
0.7419 Intermediate Similarity NPD3922 Approved
0.7419 Intermediate Similarity NPD3921 Approved
0.7419 Intermediate Similarity NPD3924 Approved
0.7419 Intermediate Similarity NPD3923 Approved
0.7409 Intermediate Similarity NPD5530 Phase 1
0.731 Intermediate Similarity NPD2540 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD1954 Phase 1
0.7192 Intermediate Similarity NPD5070 Clinical (unspecified phase)
0.7173 Intermediate Similarity NPD6769 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5863 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD1744 Approved
0.712 Intermediate Similarity NPD4203 Approved
0.712 Intermediate Similarity NPD4204 Approved
0.7114 Intermediate Similarity NPD5902 Approved
0.7114 Intermediate Similarity NPD5903 Approved
0.71 Intermediate Similarity NPD3816 Phase 1
0.71 Intermediate Similarity NPD3815 Phase 1
0.7056 Intermediate Similarity NPD4724 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD4372 Phase 1
0.7037 Intermediate Similarity NPD2410 Phase 2
0.7033 Intermediate Similarity NPD1923 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD6306 Phase 2
0.7 Intermediate Similarity NPD1900 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8512 Phase 3
0.6995 Remote Similarity NPD8510 Clinical (unspecified phase)
0.6979 Remote Similarity NPD3324 Clinical (unspecified phase)
0.697 Remote Similarity NPD3003 Approved
0.6967 Remote Similarity NPD4996 Approved
0.6967 Remote Similarity NPD4995 Approved
0.6952 Remote Similarity NPD5083 Clinical (unspecified phase)
0.693 Remote Similarity NPD7729 Clinical (unspecified phase)
0.6927 Remote Similarity NPD6046 Clinical (unspecified phase)
0.6923 Remote Similarity NPD1768 Approved
0.6923 Remote Similarity NPD4118 Clinical (unspecified phase)
0.6919 Remote Similarity NPD4925 Approved
0.6914 Remote Similarity NPD789 Phase 2
0.6901 Remote Similarity NPD6494 Phase 2
0.6897 Remote Similarity NPD2772 Clinical (unspecified phase)
0.6897 Remote Similarity NPD2314 Clinical (unspecified phase)
0.6893 Remote Similarity NPD7194 Discontinued
0.6881 Remote Similarity NPD1941 Approved
0.6881 Remote Similarity NPD4131 Phase 3
0.6869 Remote Similarity NPD6963 Approved
0.6869 Remote Similarity NPD6964 Approved
0.6859 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6857 Remote Similarity NPD1603 Discontinued
0.685 Remote Similarity NPD7222 Phase 2
0.6842 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6393 Clinical (unspecified phase)
0.6837 Remote Similarity NPD3541 Clinical (unspecified phase)
0.6836 Remote Similarity NPD1440 Discontinued
0.6822 Remote Similarity NPD2471 Approved
0.6822 Remote Similarity NPD2472 Approved
0.6808 Remote Similarity NPD7284 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4418 Discontinued
0.6796 Remote Similarity NPD3440 Clinical (unspecified phase)
0.678 Remote Similarity NPD3296 Phase 1
0.6777 Remote Similarity NPD1907 Phase 3
0.6745 Remote Similarity NPD1906 Approved
0.6743 Remote Similarity NPD5905 Phase 1
0.6732 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6573 Phase 3
0.6727 Remote Similarity NPD7620 Phase 2
0.6727 Remote Similarity NPD6572 Phase 2
0.6721 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6718 Remote Similarity NPD6491 Clinical (unspecified phase)
0.6718 Remote Similarity NPD6590 Discontinued
0.6716 Remote Similarity NPD3570 Phase 2
0.6703 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6685 Remote Similarity NPD565 Phase 2
0.6684 Remote Similarity NPD6550 Discontinued
0.6684 Remote Similarity NPD4071 Approved
0.6684 Remote Similarity NPD4072 Approved
0.6683 Remote Similarity NPD1392 Approved
0.6683 Remote Similarity NPD3313 Phase 2
0.6683 Remote Similarity NPD7452 Approved
0.6683 Remote Similarity NPD7453 Approved
0.6683 Remote Similarity NPD2441 Approved
0.6683 Remote Similarity NPD2440 Phase 3
0.6682 Remote Similarity NPD4875 Phase 3
0.6682 Remote Similarity NPD5051 Phase 1
0.6682 Remote Similarity NPD4876 Phase 3
0.6667 Remote Similarity NPD1304 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1038 Approved
0.6667 Remote Similarity NPD5488 Discontinued
0.6651 Remote Similarity NPD3763 Approved
0.665 Remote Similarity NPD5669 Clinical (unspecified phase)
0.665 Remote Similarity NPD2952 Discontinued
0.665 Remote Similarity NPD2816 Clinical (unspecified phase)
0.6649 Remote Similarity NPD4889 Approved
0.6649 Remote Similarity NPD2762 Phase 2
0.6636 Remote Similarity NPD3838 Phase 3
0.6635 Remote Similarity NPD7219 Approved
0.6635 Remote Similarity NPD7221 Approved
0.6633 Remote Similarity NPD6251 Discontinued
0.6633 Remote Similarity NPD1951 Clinical (unspecified phase)
0.6631 Remote Similarity NPD4354 Approved
0.6622 Remote Similarity NPD6230 Discontinued
0.662 Remote Similarity NPD7674 Phase 3
0.662 Remote Similarity NPD4885 Approved
0.662 Remote Similarity NPD7675 Phase 3
0.662 Remote Similarity NPD7676 Clinical (unspecified phase)
0.662 Remote Similarity NPD7426 Phase 1
0.6618 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6617 Remote Similarity NPD6991 Approved
0.6615 Remote Similarity NPD6569 Phase 2
0.6615 Remote Similarity NPD5256 Discontinued
0.6614 Remote Similarity NPD2599 Approved
0.6614 Remote Similarity NPD2601 Approved
0.6614 Remote Similarity NPD2600 Approved
0.6613 Remote Similarity NPD677 Clinical (unspecified phase)
0.6603 Remote Similarity NPD5632 Approved
0.6603 Remote Similarity NPD6985 Discontinued
0.6602 Remote Similarity NPD4927 Discontinued
0.6591 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6583 Remote Similarity NPD2151 Approved
0.658 Remote Similarity NPD1033 Clinical (unspecified phase)
0.658 Remote Similarity NPD1034 Phase 3
0.6579 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6579 Remote Similarity NPD3386 Phase 2
0.6577 Remote Similarity NPD5802 Phase 2
0.6577 Remote Similarity NPD7068 Approved
0.6577 Remote Similarity NPD7067 Approved
0.6573 Remote Similarity NPD6246 Approved
0.657 Remote Similarity NPD9470 Clinical (unspecified phase)
0.6558 Remote Similarity NPD1474 Approved
0.6553 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4305 Clinical (unspecified phase)
0.655 Remote Similarity NPD6207 Discovery
0.6548 Remote Similarity NPD3810 Clinical (unspecified phase)
0.6545 Remote Similarity NPD848 Approved
0.6545 Remote Similarity NPD850 Approved
0.6545 Remote Similarity NPD849 Approved
0.6543 Remote Similarity NPD4498 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5007 Approved
0.6532 Remote Similarity NPD5833 Phase 1
0.6532 Remote Similarity NPD8117 Approved
0.6532 Remote Similarity NPD8116 Phase 3
0.6528 Remote Similarity NPD2917 Approved
0.6528 Remote Similarity NPD9542 Approved
0.6515 Remote Similarity NPD5512 Phase 3
0.6515 Remote Similarity NPD3477 Phase 2
0.6515 Remote Similarity NPD3478 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4080 Discontinued
0.6512 Remote Similarity NPD4984 Phase 2
0.6504 Remote Similarity NPD7588 Discontinued
0.6504 Remote Similarity NPD6243 Phase 3
0.6504 Remote Similarity NPD6244 Phase 3
0.6502 Remote Similarity NPD4034 Approved
0.6502 Remote Similarity NPD4037 Approved
0.6502 Remote Similarity NPD4122 Approved
0.6502 Remote Similarity NPD32 Approved
0.6502 Remote Similarity NPD4039 Approved
0.6502 Remote Similarity NPD4033 Approved
0.6502 Remote Similarity NPD4038 Approved
0.6502 Remote Similarity NPD4035 Approved
0.6502 Remote Similarity NPD4036 Approved
0.6502 Remote Similarity NPD31 Approved
0.6495 Remote Similarity NPD2749 Discontinued
0.649 Remote Similarity NPD4457 Phase 2
0.6489 Remote Similarity NPD5602 Clinical (unspecified phase)
0.6488 Remote Similarity NPD7671 Approved
0.6488 Remote Similarity NPD7672 Approved
0.6482 Remote Similarity NPD6988 Phase 1
0.6482 Remote Similarity NPD4673 Phase 2
0.648 Remote Similarity NPD2334 Discontinued
0.648 Remote Similarity NPD3563 Approved
0.648 Remote Similarity NPD9596 Approved
0.648 Remote Similarity NPD3564 Approved
0.648 Remote Similarity NPD9595 Approved
0.648 Remote Similarity NPD3562 Approved
0.648 Remote Similarity NPD2882 Phase 1
0.6479 Remote Similarity NPD6209 Approved
0.6477 Remote Similarity NPD6344 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5008 Approved
0.6474 Remote Similarity NPD1503 Clinical (unspecified phase)
0.6473 Remote Similarity NPD4502 Phase 2
0.6473 Remote Similarity NPD5416 Discontinued
0.6471 Remote Similarity NPD6150 Discontinued
0.6471 Remote Similarity NPD4083 Discontinued
0.6468 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6468 Remote Similarity NPD7705 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6219 Discontinued
0.645 Remote Similarity NPD6877 Discontinued
0.6447 Remote Similarity NPD7859 Phase 2
0.6441 Remote Similarity NPD3255 Phase 1
0.6441 Remote Similarity NPD3254 Phase 1
0.6438 Remote Similarity NPD7558 Phase 2
0.6438 Remote Similarity NPD254 Approved
0.6436 Remote Similarity NPD6592 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21679909
ChEMBL   CHEMBL1802263
ZINC  

Physicochemical Properties

Molecular Weight:  240.09
ALogP:  -0.1036
MLogP:  2.56
XLogP:  2.72
# Rotatable Bonds:  4
Polar Surface Area:  44.24
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  18

Download Data

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Biological Activities  
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