Natural Product: NPC99731

Natural Product ID:  NPC99731
Common Name:   1,8-Dihydroxy-4-Methylanthraquinone
IUPAC Name:   4,5-dihydroxy-1-methylanthracene-9,10-dione
Synonyms:  
Molecular Formula:   C15H10O4
Standard InCHIKey:  SRVOZHBUHVINKL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H10O4/c1-7-5-6-10(17)13-11(7)14(18)8-3-2-4-9(16)12(8)15(13)19/h2-6,16-17H,1H3
Canonical SMILES:  Cc1ccc(c2c1C(=O)c1cccc(c1C2=O)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
NPO32593 nostoc commune(eawag 122b) Species Nostocaceae Bacteria PMID[11000038]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 32 ppm 15974615
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 32 ppm 16724851

  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 NPC99731 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
0.9756 High Similarity NPC282923
0.9672 High Similarity NPC103540
0.9531 High Similarity NPC283088
0.9524 High Similarity NPC205992
0.9508 High Similarity NPC375356
0.9435 High Similarity NPC3224
0.9431 High Similarity NPC142956
0.9431 High Similarity NPC173978
0.9426 High Similarity NPC300274
0.9385 High Similarity NPC53206
0.9385 High Similarity NPC53414
0.9375 High Similarity NPC115458
0.937 High Similarity NPC244699
0.9313 High Similarity NPC61398
0.9313 High Similarity NPC416
0.9313 High Similarity NPC13715
0.9308 High Similarity NPC254847
0.9302 High Similarity NPC44437
0.9297 High Similarity NPC70622
0.9286 High Similarity NPC48248
0.928 High Similarity NPC96915
0.9242 High Similarity NPC242994
0.9242 High Similarity NPC138099
0.9237 High Similarity NPC471905
0.9225 High Similarity NPC314048
0.9225 High Similarity NPC53896
0.9225 High Similarity NPC52407
0.9219 High Similarity NPC474517
0.9219 High Similarity NPC72669
0.9213 High Similarity NPC146647
0.9213 High Similarity NPC34414
0.9173 High Similarity NPC181560
0.9173 High Similarity NPC169452
0.916 High Similarity NPC474813
0.916 High Similarity NPC272268
0.9154 High Similarity NPC50924
0.9154 High Similarity NPC288089
0.9147 High Similarity NPC58685
0.9141 High Similarity NPC199253
0.9141 High Similarity NPC136588
0.9127 High Similarity NPC231774
0.9113 High Similarity NPC91478
0.9113 High Similarity NPC307174
0.9098 High Similarity NPC143438
0.9091 High Similarity NPC245923
0.9084 High Similarity NPC258502
0.9084 High Similarity NPC80035
0.9077 High Similarity NPC267205
0.9077 High Similarity NPC225051
0.9077 High Similarity NPC294226
0.9037 High Similarity NPC193555
0.9037 High Similarity NPC19631
0.9037 High Similarity NPC239136
0.9032 High Similarity NPC120545
0.9024 High Similarity NPC285829
0.9024 High Similarity NPC206778
0.9023 High Similarity NPC4214
0.9015 High Similarity NPC141934
0.9008 High Similarity NPC166480
0.9008 High Similarity NPC282780
0.8992 High Similarity NPC31799
0.8992 High Similarity NPC55949
0.8963 High Similarity NPC204045
0.8963 High Similarity NPC305845
0.8963 High Similarity NPC246638
0.8955 High Similarity NPC1268
0.8955 High Similarity NPC190457
0.8955 High Similarity NPC26924
0.8947 High Similarity NPC147418
0.8939 High Similarity NPC161632
0.8923 High Similarity NPC93015
0.8905 High Similarity NPC193703
0.8905 High Similarity NPC21599
0.8897 High Similarity NPC73061
0.8897 High Similarity NPC135524
0.8889 High Similarity NPC315578
0.8889 High Similarity NPC203063
0.8872 High Similarity NPC155211
0.8872 High Similarity NPC191976
0.8864 High Similarity NPC287604
0.8864 High Similarity NPC472262
0.8864 High Similarity NPC161964
0.8846 High Similarity NPC475741
0.8828 High Similarity NPC306765
0.8824 High Similarity NPC290550
0.8824 High Similarity NPC124365
0.8819 High Similarity NPC310540
0.8806 High Similarity NPC305060
0.8769 High Similarity NPC278928
0.8768 High Similarity NPC244691
0.8768 High Similarity NPC471906
0.8768 High Similarity NPC48762
0.875 High Similarity NPC96421
0.8731 High Similarity NPC315275
0.8731 High Similarity NPC193358
0.8712 High Similarity NPC246693
0.8712 High Similarity NPC242358
0.8712 High Similarity NPC309430
0.8712 High Similarity NPC110609
0.8705 High Similarity NPC34482
0.8702 High Similarity NPC117609
0.8699 High Similarity NPC108288
0.8696 High Similarity NPC471682
0.8696 High Similarity NPC66593
0.8696 High Similarity NPC238629
0.8692 High Similarity NPC234175
0.8692 High Similarity NPC96024
0.8686 High Similarity NPC477275
0.8686 High Similarity NPC187843
0.8682 High Similarity NPC160499
0.8682 High Similarity NPC8745
0.8682 High Similarity NPC1991
0.8672 High Similarity NPC152525
0.8672 High Similarity NPC234890
0.8672 High Similarity NPC68756
0.8672 High Similarity NPC74507
0.8667 High Similarity NPC53001
0.8667 High Similarity NPC62272
0.8661 High Similarity NPC283514
0.8643 High Similarity NPC470570
0.8643 High Similarity NPC147250
0.8636 High Similarity NPC85342
0.8636 High Similarity NPC41847
0.8636 High Similarity NPC17083
0.8633 High Similarity NPC19896
0.8633 High Similarity NPC10764
0.8626 High Similarity NPC276238
0.8626 High Similarity NPC92624
0.8623 High Similarity NPC474961
0.8623 High Similarity NPC469520
0.8623 High Similarity NPC257644
0.8618 High Similarity NPC161304
0.8615 High Similarity NPC69424
0.8615 High Similarity NPC176130
0.8615 High Similarity NPC78364
0.8615 High Similarity NPC471530
0.8615 High Similarity NPC84672
0.8613 High Similarity NPC225243
0.8605 High Similarity NPC10926
0.8603 High Similarity NPC87723
0.8593 High Similarity NPC118919
0.8593 High Similarity NPC86524
0.8583 High Similarity NPC198336
0.8582 High Similarity NPC37709
0.8582 High Similarity NPC190648
0.8582 High Similarity NPC56433
0.8582 High Similarity NPC12070
0.8582 High Similarity NPC126767
0.8582 High Similarity NPC245584
0.8582 High Similarity NPC119767
0.8582 High Similarity NPC1249
0.8582 High Similarity NPC289042
0.8582 High Similarity NPC312929
0.8582 High Similarity NPC118027
0.8571 High Similarity NPC175738
0.8571 High Similarity NPC478019
0.8571 High Similarity NPC471683
0.8561 High Similarity NPC27659
0.8561 High Similarity NPC108129
0.8561 High Similarity NPC31539
0.8561 High Similarity NPC451542
0.8561 High Similarity NPC296752
0.8561 High Similarity NPC313047
0.8561 High Similarity NPC474203
0.8561 High Similarity NPC259942
0.8561 High Similarity NPC198305
0.8561 High Similarity NPC295712
0.8551 High Similarity NPC91019
0.8551 High Similarity NPC106519
0.855 High Similarity NPC95537
0.855 High Similarity NPC165257
0.855 High Similarity NPC237225
0.8548 High Similarity NPC477453
0.854 High Similarity NPC114620
0.854 High Similarity NPC103337
0.8538 High Similarity NPC254492
0.8531 High Similarity NPC255641
0.8531 High Similarity NPC205766
0.8531 High Similarity NPC290954
0.8529 High Similarity NPC471452
0.8527 High Similarity NPC13238
0.8527 High Similarity NPC236189
0.8527 High Similarity NPC199273
0.8519 High Similarity NPC249272
0.8516 High Similarity NPC176208
0.8516 High Similarity NPC282577
0.8511 High Similarity NPC300540
0.8507 High Similarity NPC171968
0.8507 High Similarity NPC254603
0.8507 High Similarity NPC114183
0.8504 High Similarity NPC190971
0.85 High Similarity NPC79627
0.8492 Intermediate Similarity NPC232178
0.8489 Intermediate Similarity NPC85310
0.8489 Intermediate Similarity NPC69755
0.8489 Intermediate Similarity NPC474300
0.8485 Intermediate Similarity NPC474998
0.8478 Intermediate Similarity NPC183345
0.8473 Intermediate Similarity NPC72667
0.8473 Intermediate Similarity NPC162612

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99731 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
0.9672 High Similarity NPD1470 Approved
0.9344 High Similarity NPD1201 Approved
0.9308 High Similarity NPD1509 Clinical (unspecified phase)
0.8699 High Similarity NPD405 Clinical (unspecified phase)
0.8667 High Similarity NPD5405 Approved
0.8667 High Similarity NPD5406 Approved
0.8667 High Similarity NPD5404 Approved
0.8667 High Similarity NPD5408 Approved
0.8369 Intermediate Similarity NPD7390 Discontinued
0.8296 Intermediate Similarity NPD943 Approved
0.8207 Intermediate Similarity NPD3226 Approved
0.8182 Intermediate Similarity NPD1164 Approved
0.8182 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8071 Intermediate Similarity NPD2346 Discontinued
0.8015 Intermediate Similarity NPD3764 Approved
0.8 Intermediate Similarity NPD3019 Approved
0.7929 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD2935 Discontinued
0.7863 Intermediate Similarity NPD2932 Approved
0.7801 Intermediate Similarity NPD1510 Phase 2
0.7801 Intermediate Similarity NPD2799 Discontinued
0.7786 Intermediate Similarity NPD1607 Approved
0.777 Intermediate Similarity NPD1240 Approved
0.7742 Intermediate Similarity NPD6232 Discontinued
0.7707 Intermediate Similarity NPD7473 Discontinued
0.7692 Intermediate Similarity NPD2344 Approved
0.7671 Intermediate Similarity NPD3300 Phase 2
0.7652 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD7819 Suspended
0.7626 Intermediate Similarity NPD2313 Discontinued
0.7591 Intermediate Similarity NPD2798 Approved
0.7568 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7552 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.754 Intermediate Similarity NPD2342 Discontinued
0.7538 Intermediate Similarity NPD5951 Approved
0.7537 Intermediate Similarity NPD3026 Approved
0.7537 Intermediate Similarity NPD3023 Approved
0.7534 Intermediate Similarity NPD7003 Approved
0.7534 Intermediate Similarity NPD3750 Approved
0.7519 Intermediate Similarity NPD3025 Approved
0.7519 Intermediate Similarity NPD3024 Approved
0.7517 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD1549 Phase 2
0.7483 Intermediate Similarity NPD2309 Approved
0.748 Intermediate Similarity NPD9266 Approved
0.748 Intermediate Similarity NPD74 Approved
0.7466 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD6959 Discontinued
0.7448 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1471 Phase 3
0.7448 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD1283 Approved
0.7424 Intermediate Similarity NPD9493 Approved
0.7403 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD9264 Approved
0.7402 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD9267 Approved
0.7402 Intermediate Similarity NPD9263 Approved
0.7388 Intermediate Similarity NPD1651 Approved
0.7383 Intermediate Similarity NPD1511 Approved
0.7372 Intermediate Similarity NPD3749 Approved
0.7355 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2532 Approved
0.7333 Intermediate Similarity NPD2534 Approved
0.7333 Intermediate Similarity NPD2533 Approved
0.732 Intermediate Similarity NPD4380 Phase 2
0.7319 Intermediate Similarity NPD1876 Approved
0.7308 Intermediate Similarity NPD7768 Phase 2
0.7285 Intermediate Similarity NPD1512 Approved
0.7273 Intermediate Similarity NPD7411 Suspended
0.7266 Intermediate Similarity NPD1203 Approved
0.7252 Intermediate Similarity NPD7635 Approved
0.7226 Intermediate Similarity NPD1281 Approved
0.7226 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1934 Approved
0.7206 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6663 Approved
0.7192 Intermediate Similarity NPD3748 Approved
0.7185 Intermediate Similarity NPD9545 Approved
0.7181 Intermediate Similarity NPD8166 Discontinued
0.7181 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD2801 Approved
0.7163 Intermediate Similarity NPD5736 Approved
0.716 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD7075 Discontinued
0.7143 Intermediate Similarity NPD1551 Phase 2
0.7143 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD9281 Approved
0.7143 Intermediate Similarity NPD7458 Discontinued
0.7143 Intermediate Similarity NPD2796 Approved
0.712 Intermediate Similarity NPD3020 Approved
0.7114 Intermediate Similarity NPD2800 Approved
0.7099 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD288 Approved
0.7089 Intermediate Similarity NPD3882 Suspended
0.7087 Intermediate Similarity NPD1930 Approved
0.7087 Intermediate Similarity NPD9261 Approved
0.7087 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD1929 Approved
0.708 Intermediate Similarity NPD2286 Discontinued
0.708 Intermediate Similarity NPD4626 Approved
0.7076 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD8312 Approved
0.7066 Intermediate Similarity NPD8313 Approved
0.7059 Intermediate Similarity NPD6273 Approved
0.7059 Intermediate Similarity NPD3091 Approved
0.705 Intermediate Similarity NPD4878 Approved
0.705 Intermediate Similarity NPD9269 Phase 2
0.705 Intermediate Similarity NPD9717 Approved
0.705 Intermediate Similarity NPD3972 Approved
0.7041 Intermediate Similarity NPD8150 Discontinued
0.7031 Intermediate Similarity NPD1237 Approved
0.7025 Intermediate Similarity NPD8438 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD3022 Approved
0.7023 Intermediate Similarity NPD3021 Approved
0.7016 Intermediate Similarity NPD2859 Approved
0.7016 Intermediate Similarity NPD2860 Approved
0.7016 Intermediate Similarity NPD844 Approved
0.7014 Intermediate Similarity NPD411 Approved
0.7007 Intermediate Similarity NPD9268 Approved
0.7 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.6986 Remote Similarity NPD447 Suspended
0.698 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6978 Remote Similarity NPD3092 Approved
0.697 Remote Similarity NPD5844 Phase 1
0.697 Remote Similarity NPD6020 Phase 2
0.6959 Remote Similarity NPD4308 Phase 3
0.6957 Remote Similarity NPD4059 Approved
0.6957 Remote Similarity NPD5494 Approved
0.6954 Remote Similarity NPD4628 Phase 3
0.6947 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6946 Remote Similarity NPD6559 Discontinued
0.6944 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6935 Remote Similarity NPD2933 Approved
0.6935 Remote Similarity NPD2934 Approved
0.6929 Remote Similarity NPD1242 Phase 1
0.6929 Remote Similarity NPD1608 Approved
0.6929 Remote Similarity NPD289 Clinical (unspecified phase)
0.6918 Remote Similarity NPD2296 Approved
0.6917 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6901 Remote Similarity NPD3094 Phase 2
0.6899 Remote Similarity NPD6801 Discontinued
0.6897 Remote Similarity NPD6534 Approved
0.6897 Remote Similarity NPD6535 Approved
0.6894 Remote Similarity NPD4750 Phase 3
0.689 Remote Similarity NPD6168 Clinical (unspecified phase)
0.689 Remote Similarity NPD6167 Clinical (unspecified phase)
0.689 Remote Similarity NPD6166 Phase 2
0.6889 Remote Similarity NPD497 Approved
0.6887 Remote Similarity NPD1243 Approved
0.6884 Remote Similarity NPD4093 Discontinued
0.688 Remote Similarity NPD1809 Phase 2
0.6879 Remote Similarity NPD6599 Discontinued
0.6875 Remote Similarity NPD1932 Approved
0.6875 Remote Similarity NPD846 Approved
0.6875 Remote Similarity NPD940 Approved
0.6871 Remote Similarity NPD230 Phase 1
0.6855 Remote Similarity NPD845 Approved
0.6855 Remote Similarity NPD1465 Phase 2
0.6845 Remote Similarity NPD5029 Approved
0.6845 Remote Similarity NPD5027 Approved
0.6845 Remote Similarity NPD5031 Approved
0.6842 Remote Similarity NPD3400 Discontinued
0.6842 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3095 Discontinued
0.6832 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6828 Remote Similarity NPD7008 Discontinued
0.6828 Remote Similarity NPD4625 Phase 3
0.6824 Remote Similarity NPD6651 Approved
0.6818 Remote Similarity NPD6799 Approved
0.6815 Remote Similarity NPD498 Approved
0.6815 Remote Similarity NPD496 Approved
0.6815 Remote Similarity NPD495 Approved
0.6807 Remote Similarity NPD3818 Discontinued
0.6807 Remote Similarity NPD7177 Discontinued
0.6806 Remote Similarity NPD9494 Approved
0.6803 Remote Similarity NPD4060 Phase 1
0.6803 Remote Similarity NPD2979 Phase 3
0.68 Remote Similarity NPD6100 Approved
0.68 Remote Similarity NPD6099 Approved
0.68 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6798 Remote Similarity NPD6778 Approved
0.6798 Remote Similarity NPD6779 Approved
0.6798 Remote Similarity NPD6782 Approved
0.6798 Remote Similarity NPD6781 Approved
0.6798 Remote Similarity NPD6776 Approved
0.6798 Remote Similarity NPD6780 Approved
0.6798 Remote Similarity NPD6777 Approved
0.6795 Remote Similarity NPD920 Approved
0.6786 Remote Similarity NPD5953 Discontinued
0.6783 Remote Similarity NPD2797 Approved
0.6781 Remote Similarity NPD3268 Approved
0.678 Remote Similarity NPD7700 Phase 2
0.678 Remote Similarity NPD7699 Phase 2
0.677 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5711 Approved
0.6768 Remote Similarity NPD5710 Approved

Structure

External Identifiers

PubChem CID   10244017
ChEMBL   CHEMBL473668
ZINC  

Physicochemical Properties

Molecular Weight:  254.06
ALogP:  -0.8062
MLogP:  2.67
XLogP:  1.627
# Rotatable Bonds:  3
Polar Surface Area:  74.6
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  19

Download Data

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