Natural Product: NPC20237

Natural Product ID:  NPC20237
Common Name:   Comazaphilone B
IUPAC Name:   [(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-propyl-5,6-dihydro-1H-isochromen-7-yl] 3,4-dihydroxy-2-methoxy-6-methylbenzoate
Synonyms:   Comazaphilone B
Molecular Formula:   C22H26O8
Standard InCHIKey:  UIYAMSRXSZRILG-OPAMFIHVSA-N
Standard InCHI:  InChI=1S/C22H26O8/c1-5-6-13-8-12-9-16(24)22(3,20(26)14(12)10-29-13)30-21(27)17-11(2)7-15(23)18(25)19(17)28-4/h7-8,16,23-25H,5-6,9-10H2,1-4H3/t16-,22-/m1/s1
Canonical SMILES:  CCCC1=CC2=C(CO1)C(=O)[C@]([C@@H](C2)O)(C)OC(=O)c1c(C)cc(c(c1OC)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
NPO33529 Penicillium commune QSD-17 Species Aspergillaceae Eukaryota marine sediment southern China Sea PMID[21226488]
NPO19186 Penicillium commune Species Aspergillaceae Eukaryota mycelium PMID[21226488]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 64 ug/ml 21226488
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 128 ug/ml 21226488
NPT1209 Organism Pseudomonas fluorescens Pseudomonas fluorescens MIC = 128 ug/ml 21226488
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 256 ug/ml 21226488
NPT20 Organism Candida albicans Candida albicans MIC > 256 ug/ml 21226488

  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 NPC20237 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
0.9936 High Similarity NPC283041
0.9872 High Similarity NPC249181
0.9809 High Similarity NPC191930
0.9551 High Similarity NPC246466
0.9304 High Similarity NPC472889
0.9245 High Similarity NPC477410
0.9236 High Similarity NPC478231
0.9236 High Similarity NPC137301
0.9187 High Similarity NPC472055
0.9177 High Similarity NPC69043
0.9177 High Similarity NPC170189
0.9177 High Similarity NPC478230
0.9177 High Similarity NPC317585
0.9177 High Similarity NPC478221
0.9177 High Similarity NPC82592
0.9177 High Similarity NPC208173
0.9177 High Similarity NPC16082
0.9172 High Similarity NPC115249
0.9172 High Similarity NPC478224
0.9146 High Similarity NPC328321
0.913 High Similarity NPC117985
0.9125 High Similarity NPC470339
0.9114 High Similarity NPC281477
0.9062 High Similarity NPC190020
0.9062 High Similarity NPC77679
0.9062 High Similarity NPC84935
0.9057 High Similarity NPC472890
0.9057 High Similarity NPC79998
0.9051 High Similarity NPC184284
0.9051 High Similarity NPC76041
0.9045 High Similarity NPC472891
0.903 High Similarity NPC473096
0.903 High Similarity NPC473095
0.9018 High Similarity NPC476822
0.9012 High Similarity NPC317544
0.9012 High Similarity NPC87431
0.9 High Similarity NPC472050
0.9 High Similarity NPC182693
0.9 High Similarity NPC150227
0.897 High Similarity NPC158761
0.897 High Similarity NPC473094
0.8963 High Similarity NPC472049
0.8963 High Similarity NPC470457
0.8957 High Similarity NPC48860
0.8951 High Similarity NPC161947
0.8951 High Similarity NPC155101
0.8951 High Similarity NPC155302
0.8944 High Similarity NPC478225
0.8944 High Similarity NPC478226
0.8938 High Similarity NPC199926
0.8938 High Similarity NPC16286
0.8924 High Similarity NPC96501
0.8902 High Similarity NPC470459
0.8896 High Similarity NPC201560
0.8896 High Similarity NPC112418
0.8882 High Similarity NPC227062
0.8882 High Similarity NPC54928
0.8875 High Similarity NPC144801
0.8875 High Similarity NPC43872
0.8875 High Similarity NPC238672
0.8875 High Similarity NPC58382
0.8875 High Similarity NPC116850
0.8875 High Similarity NPC162351
0.8875 High Similarity NPC155686
0.8875 High Similarity NPC197188
0.8875 High Similarity NPC291510
0.8869 High Similarity NPC4390
0.8868 High Similarity NPC91809
0.8868 High Similarity NPC215921
0.8868 High Similarity NPC70016
0.8861 High Similarity NPC237440
0.8861 High Similarity NPC77325
0.8861 High Similarity NPC4423
0.8861 High Similarity NPC270160
0.8855 High Similarity NPC474024
0.8855 High Similarity NPC470456
0.8854 High Similarity NPC210320
0.8848 High Similarity NPC475888
0.8841 High Similarity NPC215612
0.8841 High Similarity NPC211107
0.8841 High Similarity NPC471745
0.8834 High Similarity NPC24627
0.8834 High Similarity NPC470326
0.8834 High Similarity NPC471744
0.8827 High Similarity NPC472438
0.8827 High Similarity NPC235215
0.8827 High Similarity NPC7973
0.8827 High Similarity NPC78302
0.8827 High Similarity NPC29841
0.882 High Similarity NPC68727
0.882 High Similarity NPC234485
0.882 High Similarity NPC80534
0.882 High Similarity NPC56786
0.882 High Similarity NPC99381
0.8812 High Similarity NPC113608
0.8812 High Similarity NPC470340
0.8812 High Similarity NPC123886
0.8812 High Similarity NPC470337
0.8812 High Similarity NPC470338
0.8812 High Similarity NPC268992
0.8812 High Similarity NPC51824
0.881 High Similarity NPC175107
0.881 High Similarity NPC153755
0.881 High Similarity NPC190003
0.8805 High Similarity NPC164762
0.8805 High Similarity NPC103509
0.8802 High Similarity NPC188079
0.8802 High Similarity NPC476771
0.8802 High Similarity NPC138927
0.8797 High Similarity NPC215711
0.8797 High Similarity NPC73411
0.8795 High Similarity NPC13481
0.8795 High Similarity NPC43319
0.8795 High Similarity NPC207575
0.8795 High Similarity NPC470462
0.8795 High Similarity NPC477517
0.8788 High Similarity NPC41301
0.8788 High Similarity NPC472625
0.8788 High Similarity NPC474240
0.8788 High Similarity NPC186686
0.878 High Similarity NPC474779
0.878 High Similarity NPC471499
0.8773 High Similarity NPC315157
0.8773 High Similarity NPC115798
0.8773 High Similarity NPC130894
0.8773 High Similarity NPC7846
0.8773 High Similarity NPC300943
0.8773 High Similarity NPC191459
0.8773 High Similarity NPC288669
0.8773 High Similarity NPC280680
0.8773 High Similarity NPC25495
0.8773 High Similarity NPC4481
0.8773 High Similarity NPC261004
0.8773 High Similarity NPC19687
0.8773 High Similarity NPC152166
0.8773 High Similarity NPC18772
0.8773 High Similarity NPC9609
0.8773 High Similarity NPC176300
0.8773 High Similarity NPC253634
0.8773 High Similarity NPC22472
0.8773 High Similarity NPC105242
0.8773 High Similarity NPC204854
0.8773 High Similarity NPC18607
0.8773 High Similarity NPC143828
0.8772 High Similarity NPC244903
0.8765 High Similarity NPC472385
0.8765 High Similarity NPC198324
0.8765 High Similarity NPC474520
0.8765 High Similarity NPC197751
0.8765 High Similarity NPC55619
0.8765 High Similarity NPC268161
0.8765 High Similarity NPC100916
0.8765 High Similarity NPC200388
0.8765 High Similarity NPC265511
0.8765 High Similarity NPC250922
0.8758 High Similarity NPC179126
0.8758 High Similarity NPC192189
0.8758 High Similarity NPC127172
0.8758 High Similarity NPC270620
0.8758 High Similarity NPC78326
0.8758 High Similarity NPC236223
0.8758 High Similarity NPC471695
0.8757 High Similarity NPC476374
0.875 High Similarity NPC76376
0.875 High Similarity NPC235260
0.875 High Similarity NPC20505
0.875 High Similarity NPC132990
0.875 High Similarity NPC200773
0.875 High Similarity NPC133953
0.875 High Similarity NPC116864
0.875 High Similarity NPC109827
0.875 High Similarity NPC155763
0.875 High Similarity NPC228662
0.875 High Similarity NPC50403
0.875 High Similarity NPC46882
0.875 High Similarity NPC240768
0.875 High Similarity NPC28274
0.875 High Similarity NPC244776
0.875 High Similarity NPC124470
0.8743 High Similarity NPC117854
0.8743 High Similarity NPC226304
0.8743 High Similarity NPC218226
0.8743 High Similarity NPC6588
0.8743 High Similarity NPC325555
0.8743 High Similarity NPC477154
0.8743 High Similarity NPC265530
0.8742 High Similarity NPC84142
0.8735 High Similarity NPC471788
0.8735 High Similarity NPC62261
0.8727 High Similarity NPC474763
0.8727 High Similarity NPC472964
0.8727 High Similarity NPC191360
0.872 High Similarity NPC246478
0.872 High Similarity NPC287328
0.872 High Similarity NPC243701
0.872 High Similarity NPC470183
0.872 High Similarity NPC282009
0.872 High Similarity NPC472630
0.872 High Similarity NPC36217
0.872 High Similarity NPC130955

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC20237 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
0.882 High Similarity NPD3817 Phase 2
0.8706 High Similarity NPD4338 Clinical (unspecified phase)
0.8614 High Similarity NPD6232 Discontinued
0.8571 High Similarity NPD7473 Discontinued
0.8537 High Similarity NPD3882 Suspended
0.8528 High Similarity NPD2801 Approved
0.8512 High Similarity NPD6166 Phase 2
0.8512 High Similarity NPD6167 Clinical (unspecified phase)
0.8512 High Similarity NPD6168 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD6797 Phase 2
0.8466 Intermediate Similarity NPD1934 Approved
0.843 Intermediate Similarity NPD7251 Discontinued
0.8415 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8412 Intermediate Similarity NPD3818 Discontinued
0.8382 Intermediate Similarity NPD7808 Phase 3
0.8373 Intermediate Similarity NPD7075 Discontinued
0.8363 Intermediate Similarity NPD7054 Approved
0.8354 Intermediate Similarity NPD6801 Discontinued
0.8344 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD1512 Approved
0.8314 Intermediate Similarity NPD7472 Approved
0.8313 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8261 Intermediate Similarity NPD2534 Approved
0.8261 Intermediate Similarity NPD2532 Approved
0.8261 Intermediate Similarity NPD2533 Approved
0.8253 Intermediate Similarity NPD5402 Approved
0.8232 Intermediate Similarity NPD4380 Phase 2
0.8208 Intermediate Similarity NPD7074 Phase 3
0.8199 Intermediate Similarity NPD1511 Approved
0.8193 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD5844 Phase 1
0.8111 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD6234 Discontinued
0.8086 Intermediate Similarity NPD6799 Approved
0.8084 Intermediate Similarity NPD1465 Phase 2
0.8084 Intermediate Similarity NPD7819 Suspended
0.8049 Intermediate Similarity NPD5403 Approved
0.8046 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD37 Approved
0.8012 Intermediate Similarity NPD6599 Discontinued
0.8 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD4967 Phase 2
0.7988 Intermediate Similarity NPD4966 Approved
0.7988 Intermediate Similarity NPD4965 Approved
0.7963 Intermediate Similarity NPD6190 Approved
0.7962 Intermediate Similarity NPD230 Phase 1
0.7941 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD5401 Approved
0.7907 Intermediate Similarity NPD6959 Discontinued
0.7895 Intermediate Similarity NPD919 Approved
0.7886 Intermediate Similarity NPD7228 Approved
0.7849 Intermediate Similarity NPD5494 Approved
0.7812 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.779 Intermediate Similarity NPD8150 Discontinued
0.7784 Intermediate Similarity NPD3751 Discontinued
0.7714 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD6559 Discontinued
0.7702 Intermediate Similarity NPD1510 Phase 2
0.7701 Intermediate Similarity NPD1247 Approved
0.7692 Intermediate Similarity NPD8434 Phase 2
0.7684 Intermediate Similarity NPD7435 Discontinued
0.7683 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7683 Intermediate Similarity NPD3750 Approved
0.7657 Intermediate Similarity NPD3787 Discontinued
0.7657 Intermediate Similarity NPD5710 Approved
0.7657 Intermediate Similarity NPD5711 Approved
0.7647 Intermediate Similarity NPD7411 Suspended
0.7616 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7611 Intermediate Similarity NPD7685 Pre-registration
0.7607 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7605 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD7199 Phase 2
0.7574 Intermediate Similarity NPD1653 Approved
0.7561 Intermediate Similarity NPD1549 Phase 2
0.7546 Intermediate Similarity NPD2796 Approved
0.7529 Intermediate Similarity NPD3226 Approved
0.7529 Intermediate Similarity NPD3749 Approved
0.7526 Intermediate Similarity NPD6778 Approved
0.7526 Intermediate Similarity NPD6782 Approved
0.7526 Intermediate Similarity NPD6776 Approved
0.7526 Intermediate Similarity NPD6777 Approved
0.7526 Intermediate Similarity NPD6779 Approved
0.7526 Intermediate Similarity NPD6781 Approved
0.7526 Intermediate Similarity NPD6780 Approved
0.7516 Intermediate Similarity NPD447 Suspended
0.7515 Intermediate Similarity NPD2800 Approved
0.7515 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD3926 Phase 2
0.7487 Intermediate Similarity NPD8151 Discontinued
0.7472 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD4628 Phase 3
0.7469 Intermediate Similarity NPD1607 Approved
0.7453 Intermediate Similarity NPD943 Approved
0.7453 Intermediate Similarity NPD1240 Approved
0.7449 Intermediate Similarity NPD7874 Approved
0.7449 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD2935 Discontinued
0.7432 Intermediate Similarity NPD8313 Approved
0.7432 Intermediate Similarity NPD8312 Approved
0.7418 Intermediate Similarity NPD7240 Approved
0.7378 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD3748 Approved
0.7375 Intermediate Similarity NPD3027 Phase 3
0.7371 Intermediate Similarity NPD7768 Phase 2
0.7368 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD6651 Approved
0.7337 Intermediate Similarity NPD7390 Discontinued
0.7333 Intermediate Similarity NPD1551 Phase 2
0.732 Intermediate Similarity NPD7697 Approved
0.732 Intermediate Similarity NPD7696 Phase 3
0.732 Intermediate Similarity NPD7698 Approved
0.7314 Intermediate Similarity NPD5353 Approved
0.731 Intermediate Similarity NPD920 Approved
0.7294 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD2346 Discontinued
0.7282 Intermediate Similarity NPD7870 Phase 2
0.7282 Intermediate Similarity NPD7871 Phase 2
0.7282 Intermediate Similarity NPD8319 Approved
0.7282 Intermediate Similarity NPD8320 Phase 1
0.7263 Intermediate Similarity NPD6535 Approved
0.7263 Intermediate Similarity NPD6534 Approved
0.7261 Intermediate Similarity NPD9269 Phase 2
0.7259 Intermediate Similarity NPD7701 Phase 2
0.7254 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD9494 Approved
0.7239 Intermediate Similarity NPD1613 Approved
0.7239 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6100 Approved
0.7229 Intermediate Similarity NPD6099 Approved
0.7222 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD1243 Approved
0.7193 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD2403 Approved
0.7174 Intermediate Similarity NPD5953 Discontinued
0.7171 Intermediate Similarity NPD7907 Approved
0.715 Intermediate Similarity NPD7700 Phase 2
0.715 Intermediate Similarity NPD7801 Approved
0.715 Intermediate Similarity NPD7783 Phase 2
0.715 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.715 Intermediate Similarity NPD7699 Phase 2
0.7134 Intermediate Similarity NPD4060 Phase 1
0.7127 Intermediate Similarity NPD5242 Approved
0.7113 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD8127 Discontinued
0.7101 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD6823 Phase 2
0.7087 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4111 Phase 1
0.7073 Intermediate Similarity NPD4665 Approved
0.7066 Intermediate Similarity NPD7033 Discontinued
0.7066 Intermediate Similarity NPD2799 Discontinued
0.7065 Intermediate Similarity NPD7286 Phase 2
0.7059 Intermediate Similarity NPD8166 Discontinued
0.7041 Intermediate Similarity NPD2494 Approved
0.7041 Intermediate Similarity NPD2493 Approved
0.7037 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6798 Discontinued
0.7012 Intermediate Similarity NPD2313 Discontinued
0.7006 Intermediate Similarity NPD9268 Approved
0.7005 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1652 Phase 2
0.6995 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6994 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6988 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6988 Remote Similarity NPD1933 Approved
0.6988 Remote Similarity NPD6355 Discontinued
0.6988 Remote Similarity NPD5124 Phase 1
0.6982 Remote Similarity NPD5762 Approved
0.6982 Remote Similarity NPD5763 Approved
0.6982 Remote Similarity NPD7266 Discontinued
0.6978 Remote Similarity NPD7229 Phase 3
0.6977 Remote Similarity NPD3300 Phase 2
0.697 Remote Similarity NPD6233 Phase 2
0.697 Remote Similarity NPD7680 Approved
0.6954 Remote Similarity NPD3452 Approved
0.6954 Remote Similarity NPD3450 Approved
0.6952 Remote Similarity NPD8368 Discontinued
0.6949 Remote Similarity NPD6385 Approved
0.6949 Remote Similarity NPD6386 Approved
0.6935 Remote Similarity NPD4583 Approved
0.6935 Remote Similarity NPD4582 Approved
0.6932 Remote Similarity NPD7458 Discontinued
0.6923 Remote Similarity NPD5408 Approved
0.6923 Remote Similarity NPD5404 Approved
0.6923 Remote Similarity NPD5406 Approved
0.6923 Remote Similarity NPD5405 Approved
0.6909 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6909 Remote Similarity NPD3764 Approved

Structure

External Identifiers

PubChem CID   51041530
ChEMBL   CHEMBL1689196
ZINC  

Physicochemical Properties

Molecular Weight:  418.16
ALogP:  -1.005
MLogP:  3
XLogP:  1.525
# Rotatable Bonds:  13
Polar Surface Area:  122.52
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  30

Download Data

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