Natural Product: NPC475259

Natural Product ID:  NPC475259
Common Name:   Verticillin D
IUPAC Name:  
Synonyms:   Verticillin D
Molecular Formula:   C32H32N6O8S4
Standard InCHIKey:  SYHNGIDZSPMVHV-UGSZEODBSA-N
Standard InCHI:  InChI=1S/C32H32N6O8S4/c1-13(39)29-25(45)37-21-27(15-9-5-7-11-17(15)33-21,19(41)31(37,49-47-29)23(43)35(29)3)28-16-10-6-8-12-18(16)34-22(28)38-26(46)30(14(2)40)36(4)24(44)32(38,20(28)42)50-48-30/h5-14,19-22,33-34,39-42H,1-4H3/t13?,14?,19-,20-,21+,22+,27+,28?,29-,30-,31-,32-/m0/s1
Canonical SMILES:  O=C1N(C)[C@]2(SS[C@@]31N(C2=O)[C@@H]1C([C@@H]3O)(c2c(N1)cccc2)[C@@]12c3ccccc3N[C@@H]1N1[C@@]3([C@H]2O)SS[C@@](C1=O)(N(C3=O)C)C(O)C)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
NPO32932 bionectra byssicola f120 Species NA NA PMID[17190469]
NPO32753 gliocladium catenulatum Species NA Eukaryota PMID[10346956]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 3 ug/ml DrugMatrix in vivo data: Pathology
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 10 ug/ml DrugMatrix in vivo data: Pathology
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 23 mm 12036352
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 11 mm 11325249

  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 NPC475259 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
0.9892 High Similarity NPC471950
0.9892 High Similarity NPC471945
0.9891 High Similarity NPC470490
0.9837 High Similarity NPC477181
0.9837 High Similarity NPC477178
0.9837 High Similarity NPC477180
0.9837 High Similarity NPC254850
0.9786 High Similarity NPC475359
0.9786 High Similarity NPC191817
0.9783 High Similarity NPC477179
0.9628 High Similarity NPC471951
0.9628 High Similarity NPC471946
0.9626 High Similarity NPC470488
0.9572 High Similarity NPC477174
0.9572 High Similarity NPC477173
0.9471 High Similarity NPC470491
0.913 High Similarity NPC128582
0.901 High Similarity NPC470489
0.7937 Intermediate Similarity NPC242269
0.788 Intermediate Similarity NPC475969
0.788 Intermediate Similarity NPC475859
0.7838 Intermediate Similarity NPC276085
0.7834 Intermediate Similarity NPC477175
0.7834 Intermediate Similarity NPC470730
0.7794 Intermediate Similarity NPC471436
0.7763 Intermediate Similarity NPC165743
0.7755 Intermediate Similarity NPC307396
0.7739 Intermediate Similarity NPC276430
0.7636 Intermediate Similarity NPC474877
0.7636 Intermediate Similarity NPC477177
0.7591 Intermediate Similarity NPC470729
0.7591 Intermediate Similarity NPC477176
0.7568 Intermediate Similarity NPC63279
0.7534 Intermediate Similarity NPC297642
0.7487 Intermediate Similarity NPC259626
0.7477 Intermediate Similarity NPC312942
0.7477 Intermediate Similarity NPC327095
0.7437 Intermediate Similarity NPC2933
0.7407 Intermediate Similarity NPC222029
0.7396 Intermediate Similarity NPC471124
0.7387 Intermediate Similarity NPC256288
0.7327 Intermediate Similarity NPC229484
0.7309 Intermediate Similarity NPC297862
0.7296 Intermediate Similarity NPC285622
0.7291 Intermediate Similarity NPC292675
0.7285 Intermediate Similarity NPC40455
0.7281 Intermediate Similarity NPC470731
0.7277 Intermediate Similarity NPC473615
0.7277 Intermediate Similarity NPC471122
0.7217 Intermediate Similarity NPC329833
0.7212 Intermediate Similarity NPC162440
0.7175 Intermediate Similarity NPC19170
0.715 Intermediate Similarity NPC309531
0.715 Intermediate Similarity NPC472102
0.7129 Intermediate Similarity NPC477159
0.711 Intermediate Similarity NPC471663
0.7062 Intermediate Similarity NPC68650
0.7053 Intermediate Similarity NPC66936
0.705 Intermediate Similarity NPC476441
0.7045 Intermediate Similarity NPC470732
0.7041 Intermediate Similarity NPC472106
0.7027 Intermediate Similarity NPC470301
0.6967 Remote Similarity NPC90967
0.6957 Remote Similarity NPC284706
0.695 Remote Similarity NPC473880
0.6944 Remote Similarity NPC225400
0.6939 Remote Similarity NPC472101
0.6939 Remote Similarity NPC176983
0.6939 Remote Similarity NPC472120
0.6939 Remote Similarity NPC286871
0.6919 Remote Similarity NPC470787
0.6919 Remote Similarity NPC472539
0.6919 Remote Similarity NPC472540
0.6915 Remote Similarity NPC475097
0.6912 Remote Similarity NPC470786
0.6912 Remote Similarity NPC472538
0.6912 Remote Similarity NPC471155
0.6903 Remote Similarity NPC476817
0.6901 Remote Similarity NPC106118
0.6889 Remote Similarity NPC474896
0.6887 Remote Similarity NPC472541
0.6887 Remote Similarity NPC471199
0.6887 Remote Similarity NPC472542
0.6881 Remote Similarity NPC270241
0.6878 Remote Similarity NPC473006
0.6866 Remote Similarity NPC476425
0.6866 Remote Similarity NPC473743
0.6858 Remote Similarity NPC31097
0.6858 Remote Similarity NPC253987
0.685 Remote Similarity NPC472118
0.6844 Remote Similarity NPC272174
0.6834 Remote Similarity NPC472114
0.6834 Remote Similarity NPC472115
0.6833 Remote Similarity NPC14812
0.6832 Remote Similarity NPC470548
0.6829 Remote Similarity NPC476428
0.6814 Remote Similarity NPC475094
0.6812 Remote Similarity NPC476095
0.6791 Remote Similarity NPC475489
0.6786 Remote Similarity NPC469898
0.6784 Remote Similarity NPC475420
0.678 Remote Similarity NPC166169
0.6773 Remote Similarity NPC107077
0.6773 Remote Similarity NPC223791
0.6771 Remote Similarity NPC109787
0.6768 Remote Similarity NPC472117
0.6762 Remote Similarity NPC22689
0.6762 Remote Similarity NPC105055
0.675 Remote Similarity NPC279527
0.675 Remote Similarity NPC214960
0.6735 Remote Similarity NPC29285
0.6727 Remote Similarity NPC285192
0.672 Remote Similarity NPC471123
0.6714 Remote Similarity NPC34717
0.6711 Remote Similarity NPC471197
0.6701 Remote Similarity NPC113946
0.67 Remote Similarity NPC251212
0.67 Remote Similarity NPC214626
0.67 Remote Similarity NPC139085
0.67 Remote Similarity NPC177261
0.6699 Remote Similarity NPC286994
0.6697 Remote Similarity NPC162860
0.6695 Remote Similarity NPC301501
0.6682 Remote Similarity NPC473298
0.6681 Remote Similarity NPC471198
0.6681 Remote Similarity NPC478028
0.6667 Remote Similarity NPC473003
0.6667 Remote Similarity NPC181928
0.6634 Remote Similarity NPC473000
0.6634 Remote Similarity NPC469900
0.6624 Remote Similarity NPC478029
0.6621 Remote Similarity NPC295548
0.6611 Remote Similarity NPC469452
0.6609 Remote Similarity NPC223242
0.6608 Remote Similarity NPC248601
0.6606 Remote Similarity NPC54420
0.6602 Remote Similarity NPC476326
0.6597 Remote Similarity NPC469450
0.6583 Remote Similarity NPC469902
0.6582 Remote Similarity NPC473002
0.6579 Remote Similarity NPC219397
0.6571 Remote Similarity NPC52262
0.6569 Remote Similarity NPC355
0.6566 Remote Similarity NPC324850
0.6564 Remote Similarity NPC473329
0.6561 Remote Similarity NPC469560
0.6558 Remote Similarity NPC221687
0.6556 Remote Similarity NPC329932
0.6553 Remote Similarity NPC139373
0.6552 Remote Similarity NPC63047
0.6552 Remote Similarity NPC475248
0.6548 Remote Similarity NPC478076
0.6542 Remote Similarity NPC469451
0.6524 Remote Similarity NPC302235
0.6522 Remote Similarity NPC473001
0.6513 Remote Similarity NPC131977
0.65 Remote Similarity NPC473005
0.65 Remote Similarity NPC469901
0.65 Remote Similarity NPC155143
0.6495 Remote Similarity NPC264589
0.649 Remote Similarity NPC218594
0.649 Remote Similarity NPC99043
0.648 Remote Similarity NPC318086
0.6473 Remote Similarity NPC129624
0.6471 Remote Similarity NPC469904
0.6467 Remote Similarity NPC145754
0.6463 Remote Similarity NPC477714
0.6455 Remote Similarity NPC475506
0.6455 Remote Similarity NPC471512
0.6452 Remote Similarity NPC329295
0.6452 Remote Similarity NPC97100
0.6452 Remote Similarity NPC473375
0.645 Remote Similarity NPC104345
0.6442 Remote Similarity NPC260075
0.6438 Remote Similarity NPC122886
0.6436 Remote Similarity NPC472121
0.6436 Remote Similarity NPC469741
0.6436 Remote Similarity NPC99632
0.6436 Remote Similarity NPC282339
0.6436 Remote Similarity NPC85651
0.6432 Remote Similarity NPC44357
0.6432 Remote Similarity NPC285841
0.6432 Remote Similarity NPC24661
0.6419 Remote Similarity NPC477715
0.6419 Remote Similarity NPC244425
0.6419 Remote Similarity NPC15384
0.6419 Remote Similarity NPC238945
0.6418 Remote Similarity NPC36495
0.6413 Remote Similarity NPC252794
0.6405 Remote Similarity NPC265592
0.6405 Remote Similarity NPC275134
0.6404 Remote Similarity NPC478157
0.64 Remote Similarity NPC477160
0.6398 Remote Similarity NPC69843
0.6393 Remote Similarity NPC52557
0.6391 Remote Similarity NPC281049
0.6386 Remote Similarity NPC315368
0.6386 Remote Similarity NPC225319
0.6382 Remote Similarity NPC469903
0.6381 Remote Similarity NPC472999

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475259 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
0.7739 Intermediate Similarity NPD8240 Discontinued
0.6872 Remote Similarity NPD8630 Approved
0.6798 Remote Similarity NPD8022 Clinical (unspecified phase)
0.678 Remote Similarity NPD6879 Phase 2
0.678 Remote Similarity NPD6878 Phase 2
0.6769 Remote Similarity NPD5742 Approved
0.6769 Remote Similarity NPD5743 Approved
0.6769 Remote Similarity NPD5741 Approved
0.6746 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6731 Remote Similarity NPD6557 Phase 2
0.6718 Remote Similarity NPD4121 Phase 3
0.6718 Remote Similarity NPD4120 Approved
0.6579 Remote Similarity NPD3625 Discontinued
0.6532 Remote Similarity NPD8322 Phase 2
0.6516 Remote Similarity NPD8115 Approved
0.6516 Remote Similarity NPD8114 Approved
0.6513 Remote Similarity NPD5941 Approved
0.6513 Remote Similarity NPD5942 Approved
0.651 Remote Similarity NPD5024 Approved
0.65 Remote Similarity NPD7599 Phase 2
0.649 Remote Similarity NPD5774 Approved
0.649 Remote Similarity NPD5775 Approved
0.6489 Remote Similarity NPD7595 Discontinued
0.645 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6398 Remote Similarity NPD7824 Approved
0.639 Remote Similarity NPD7890 Discontinued
0.6387 Remote Similarity NPD7789 Approved
0.6387 Remote Similarity NPD7951 Approved
0.6387 Remote Similarity NPD7950 Approved
0.6387 Remote Similarity NPD7791 Approved
0.6387 Remote Similarity NPD7952 Approved
0.6387 Remote Similarity NPD7790 Approved
0.6387 Remote Similarity NPD7953 Approved
0.6372 Remote Similarity NPD7809 Clinical (unspecified phase)
0.6332 Remote Similarity NPD8401 Approved
0.6332 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6332 Remote Similarity NPD7970 Approved
0.6332 Remote Similarity NPD8400 Approved
0.6332 Remote Similarity NPD8402 Approved
0.6318 Remote Similarity NPD7105 Phase 1
0.6316 Remote Similarity NPD7594 Clinical (unspecified phase)
0.6314 Remote Similarity NPD7731 Approved
0.6314 Remote Similarity NPD7730 Approved
0.6306 Remote Similarity NPD7817 Phase 1
0.6305 Remote Similarity NPD7600 Phase 2
0.6293 Remote Similarity NPD4976 Discontinued
0.6271 Remote Similarity NPD8289 Discontinued
0.6263 Remote Similarity NPD4682 Phase 2
0.6256 Remote Similarity NPD4602 Approved
0.625 Remote Similarity NPD6358 Phase 2
0.625 Remote Similarity NPD5727 Clinical (unspecified phase)
0.6244 Remote Similarity NPD3790 Phase 2
0.6239 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6229 Remote Similarity NPD7271 Approved
0.622 Remote Similarity NPD5997 Discontinued
0.6218 Remote Similarity NPD7781 Approved
0.6218 Remote Similarity NPD7780 Approved
0.6209 Remote Similarity NPD7587 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7735 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7968 Clinical (unspecified phase)
0.6198 Remote Similarity NPD6102 Clinical (unspecified phase)
0.6193 Remote Similarity NPD7785 Clinical (unspecified phase)
0.6188 Remote Similarity NPD4600 Approved
0.6188 Remote Similarity NPD4601 Approved
0.6181 Remote Similarity NPD4432 Discontinued
0.6164 Remote Similarity NPD7570 Approved
0.6164 Remote Similarity NPD7569 Approved
0.6161 Remote Similarity NPD7903 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7727 Phase 2
0.615 Remote Similarity NPD5748 Phase 2
0.615 Remote Similarity NPD8272 Phase 2
0.6142 Remote Similarity NPD5918 Discontinued
0.6129 Remote Similarity NPD7683 Discontinued
0.6116 Remote Similarity NPD6805 Discontinued
0.6114 Remote Similarity NPD6316 Clinical (unspecified phase)
0.6109 Remote Similarity NPD7944 Discontinued
0.6101 Remote Similarity NPD7444 Clinical (unspecified phase)
0.6099 Remote Similarity NPD5856 Discontinued
0.6098 Remote Similarity NPD4514 Approved
0.6091 Remote Similarity NPD6301 Phase 2
0.6082 Remote Similarity NPD6294 Approved
0.6082 Remote Similarity NPD6295 Approved
0.6079 Remote Similarity NPD6644 Discontinued
0.6078 Remote Similarity NPD6395 Phase 2
0.6078 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6075 Remote Similarity NPD3989 Phase 3
0.6073 Remote Similarity NPD5581 Approved
0.605 Remote Similarity NPD7716 Approved
0.605 Remote Similarity NPD7717 Approved
0.6047 Remote Similarity NPD3990 Phase 3
0.6047 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6045 Remote Similarity NPD5076 Approved
0.6045 Remote Similarity NPD5077 Approved
0.604 Remote Similarity NPD8250 Phase 2
0.6031 Remote Similarity NPD6073 Approved
0.6027 Remote Similarity NPD8025 Phase 2
0.6018 Remote Similarity NPD7973 Discontinued
0.601 Remote Similarity NPD8315 Phase 1
0.601 Remote Similarity NPD5184 Approved
0.601 Remote Similarity NPD5185 Approved
0.601 Remote Similarity NPD5182 Approved
0.6009 Remote Similarity NPD7557 Clinical (unspecified phase)
0.6009 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6 Remote Similarity NPD7665 Phase 2
0.6 Remote Similarity NPD3509 Approved
0.6 Remote Similarity NPD3510 Approved
0.6 Remote Similarity NPD7666 Phase 3
0.6 Remote Similarity NPD7308 Discontinued
0.6 Remote Similarity NPD7617 Discontinued
0.6 Remote Similarity NPD1663 Discontinued
0.6 Remote Similarity NPD8271 Discontinued
0.5991 Remote Similarity NPD7854 Phase 2
0.5991 Remote Similarity NPD7470 Discontinued
0.5981 Remote Similarity NPD5600 Discontinued
0.598 Remote Similarity NPD5639 Clinical (unspecified phase)
0.5975 Remote Similarity NPD6165 Phase 2
0.5975 Remote Similarity NPD6164 Phase 2
0.5973 Remote Similarity NPD5042 Phase 1
0.597 Remote Similarity NPD2426 Clinical (unspecified phase)
0.5969 Remote Similarity NPD7728 Clinical (unspecified phase)
0.5969 Remote Similarity NPD5263 Approved
0.5968 Remote Similarity NPD7432 Phase 2
0.5965 Remote Similarity NPD7205 Discontinued
0.5958 Remote Similarity NPD7821 Clinical (unspecified phase)
0.5957 Remote Similarity NPD7543 Phase 2
0.5957 Remote Similarity NPD6838 Clinical (unspecified phase)
0.5949 Remote Similarity NPD8172 Phase 2
0.5949 Remote Similarity NPD8173 Phase 2
0.5947 Remote Similarity NPD6238 Discontinued
0.5946 Remote Similarity NPD6200 Clinical (unspecified phase)
0.5945 Remote Similarity NPD7252 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3824 Phase 1
0.5942 Remote Similarity NPD33 Approved
0.5942 Remote Similarity NPD4393 Approved
0.5939 Remote Similarity NPD8169 Discontinued
0.5936 Remote Similarity NPD4775 Clinical (unspecified phase)
0.5935 Remote Similarity NPD4091 Approved
0.5932 Remote Similarity NPD8000 Clinical (unspecified phase)
0.593 Remote Similarity NPD5264 Approved
0.593 Remote Similarity NPD2820 Phase 3
0.593 Remote Similarity NPD5265 Approved
0.5929 Remote Similarity NPD7621 Clinical (unspecified phase)
0.5928 Remote Similarity NPD4153 Approved
0.5926 Remote Similarity NPD3227 Phase 2
0.5926 Remote Similarity NPD4330 Approved
0.5926 Remote Similarity NPD6792 Phase 3
0.5926 Remote Similarity NPD4329 Approved
0.5922 Remote Similarity NPD6855 Clinical (unspecified phase)
0.592 Remote Similarity NPD8290 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4126 Approved
0.5918 Remote Similarity NPD5318 Discontinued
0.5916 Remote Similarity NPD3040 Approved
0.5915 Remote Similarity NPD7593 Clinical (unspecified phase)
0.5913 Remote Similarity NPD7001 Phase 3
0.5909 Remote Similarity NPD6483 Approved
0.5909 Remote Similarity NPD6891 Phase 2
0.5909 Remote Similarity NPD6484 Approved
0.5907 Remote Similarity NPD3792 Approved
0.5907 Remote Similarity NPD3993 Approved
0.5907 Remote Similarity NPD4317 Approved
0.5907 Remote Similarity NPD3991 Approved
0.5907 Remote Similarity NPD4092 Approved
0.5907 Remote Similarity NPD3996 Approved
0.5907 Remote Similarity NPD3994 Approved
0.5907 Remote Similarity NPD3992 Approved
0.5907 Remote Similarity NPD3995 Approved
0.5907 Remote Similarity NPD3449 Discontinued
0.5905 Remote Similarity NPD4520 Approved
0.5901 Remote Similarity NPD6659 Phase 2
0.5901 Remote Similarity NPD2327 Clinical (unspecified phase)
0.59 Remote Similarity NPD7726 Phase 1
0.5893 Remote Similarity NPD7619 Phase 3
0.5893 Remote Similarity NPD7618 Phase 3
0.589 Remote Similarity NPD6596 Phase 2
0.589 Remote Similarity NPD6021 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5466 Approved
0.5888 Remote Similarity NPD6613 Clinical (unspecified phase)
0.5888 Remote Similarity NPD7662 Clinical (unspecified phase)
0.5885 Remote Similarity NPD8351 Phase 2
0.5885 Remote Similarity NPD5196 Approved
0.5885 Remote Similarity NPD7979 Clinical (unspecified phase)
0.5885 Remote Similarity NPD5197 Approved
0.5885 Remote Similarity NPD5194 Approved
0.5885 Remote Similarity NPD7995 Phase 2
0.5882 Remote Similarity NPD7168 Phase 3
0.588 Remote Similarity NPD3997 Approved
0.588 Remote Similarity NPD3998 Approved
0.588 Remote Similarity NPD6368 Clinical (unspecified phase)
0.588 Remote Similarity NPD3999 Approved
0.5879 Remote Similarity NPD2365 Approved
0.5875 Remote Similarity NPD6824 Clinical (unspecified phase)
0.5874 Remote Similarity NPD5606 Discontinued
0.5874 Remote Similarity NPD3479 Discontinued
0.5874 Remote Similarity NPD6665 Discontinued
0.5872 Remote Similarity NPD8094 Discontinued
0.5871 Remote Similarity NPD8323 Discontinued
0.587 Remote Similarity NPD5426 Phase 3
0.587 Remote Similarity NPD5102 Clinical (unspecified phase)
0.5868 Remote Similarity NPD7711 Discontinued

Structure

External Identifiers

PubChem CID   44566431
ChEMBL   CHEMBL502171
ZINC  

Physicochemical Properties

Molecular Weight:  756.12
ALogP:  -3.1484
MLogP:  3
XLogP:  -0.57
# Rotatable Bonds:  11
Polar Surface Area:  287.42
# H-Bond Aceptor:  14
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  50

Download Data

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