Natural Product: NPC96016

Natural Product ID:  NPC96016
Common Name:   Haligramide A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C37H49N7O6S3
Standard InCHIKey:  SWVJMXXZNXPPSG-QXUMGSNFSA-N
Standard InCHI:  InChI=1S/C37H49N7O6S3/c1-51-19-14-24-36(49)44-18-8-13-30(44)37(50)43-17-7-12-29(43)32(46)39-25(15-20-52-2)35(48)42-16-6-11-28(42)33(47)40-26(21-23-9-4-3-5-10-23)34-41-27(22-53-34)31(45)38-24/h3-5,9-10,22,24-26,28-30H,6-8,11-21H2,1-2H3,(H,38,45)(H,39,46)(H,40,47)/t24-,25-,26-,28-,29-,30-/m0/s1
Canonical SMILES:  CSCC[C@@H]1N=C(O)c2csc(n2)[C@H](Cc2ccccc2)N=C(O)[C@@H]2CCCN2C(=O)[C@@H](N=C([C@H]2N(C(=O)[C@H]3N(C1=O)CCC3)CCC2)O)CCSC
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
NPO15229 Hypericum degenii Species Hypericaceae Eukaryota UNPD*
NPO28121 Carpopeltis cornea Species Halymeniaceae Eukaryota UNPD*
NPO28311 Thalictrum venulosum Species Ranunculaceae Eukaryota UNPD*
NPO28027 Dacrycarpus dacrydioides Species Podocarpaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 5.17 ug/ml 10924173
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 15.62 ug/ml 10924173
NPT374 Cell Line SF-539 Homo sapiens IC50 = 9 ug/ml 10924173
NPT383 Cell Line SNB-19 Homo sapiens IC50 = 9.08 ug/ml 10924173

  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 NPC96016 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
0.8251 Intermediate Similarity NPC165538
0.8242 Intermediate Similarity NPC329961
0.8242 Intermediate Similarity NPC122427
0.8011 Intermediate Similarity NPC476103
0.8 Intermediate Similarity NPC263485
0.8 Intermediate Similarity NPC25316
0.8 Intermediate Similarity NPC229160
0.7989 Intermediate Similarity NPC161242
0.7944 Intermediate Similarity NPC475330
0.7901 Intermediate Similarity NPC174652
0.7889 Intermediate Similarity NPC475534
0.7889 Intermediate Similarity NPC476080
0.7753 Intermediate Similarity NPC24990
0.7626 Intermediate Similarity NPC14877
0.7626 Intermediate Similarity NPC145178
0.7626 Intermediate Similarity NPC475350
0.7592 Intermediate Similarity NPC239660
0.7592 Intermediate Similarity NPC106235
0.7527 Intermediate Similarity NPC161143
0.7512 Intermediate Similarity NPC251036
0.7485 Intermediate Similarity NPC89489
0.7406 Intermediate Similarity NPC475196
0.7286 Intermediate Similarity NPC75498
0.7263 Intermediate Similarity NPC49051
0.7176 Intermediate Similarity NPC103268
0.7029 Intermediate Similarity NPC475390
0.6947 Remote Similarity NPC478030
0.6912 Remote Similarity NPC257511
0.6864 Remote Similarity NPC200589
0.6864 Remote Similarity NPC300315
0.6851 Remote Similarity NPC473002
0.6792 Remote Similarity NPC79386
0.6722 Remote Similarity NPC283783
0.67 Remote Similarity NPC171317
0.6682 Remote Similarity NPC49195
0.6667 Remote Similarity NPC475920
0.6667 Remote Similarity NPC473003
0.6667 Remote Similarity NPC469902
0.6628 Remote Similarity NPC130309
0.6613 Remote Similarity NPC469898
0.6536 Remote Similarity NPC314388
0.6536 Remote Similarity NPC315283
0.6531 Remote Similarity NPC91179
0.6527 Remote Similarity NPC200964
0.6526 Remote Similarity NPC75726
0.6526 Remote Similarity NPC110602
0.6526 Remote Similarity NPC31385
0.6522 Remote Similarity NPC5194
0.6522 Remote Similarity NPC261934
0.65 Remote Similarity NPC316008
0.65 Remote Similarity NPC322878
0.65 Remote Similarity NPC313867
0.6492 Remote Similarity NPC141957
0.6492 Remote Similarity NPC302597
0.6464 Remote Similarity NPC314358
0.6462 Remote Similarity NPC107077
0.6462 Remote Similarity NPC223791
0.6458 Remote Similarity NPC469904
0.6452 Remote Similarity NPC469903
0.6429 Remote Similarity NPC469858
0.6386 Remote Similarity NPC213629
0.6381 Remote Similarity NPC138562
0.6381 Remote Similarity NPC143325
0.6375 Remote Similarity NPC75609
0.6375 Remote Similarity NPC140284
0.6374 Remote Similarity NPC262077
0.6373 Remote Similarity NPC473000
0.6368 Remote Similarity NPC54420
0.6335 Remote Similarity NPC253987
0.6322 Remote Similarity NPC473322
0.6319 Remote Similarity NPC471680
0.6316 Remote Similarity NPC469901
0.6316 Remote Similarity NPC6975
0.6308 Remote Similarity NPC162860
0.6304 Remote Similarity NPC240848
0.6301 Remote Similarity NPC314254
0.6301 Remote Similarity NPC313966
0.6298 Remote Similarity NPC468984
0.6281 Remote Similarity NPC249662
0.6278 Remote Similarity NPC19170
0.6271 Remote Similarity NPC287401
0.6263 Remote Similarity NPC315252
0.6263 Remote Similarity NPC473001
0.6257 Remote Similarity NPC262166
0.6256 Remote Similarity NPC17059
0.625 Remote Similarity NPC319751
0.625 Remote Similarity NPC255447
0.6245 Remote Similarity NPC478028
0.6244 Remote Similarity NPC473763
0.6244 Remote Similarity NPC317362
0.6244 Remote Similarity NPC117244
0.6244 Remote Similarity NPC317725
0.6244 Remote Similarity NPC318930
0.6244 Remote Similarity NPC326407
0.6235 Remote Similarity NPC315061
0.6232 Remote Similarity NPC294693
0.623 Remote Similarity NPC315266
0.6228 Remote Similarity NPC63279
0.622 Remote Similarity NPC315411
0.6213 Remote Similarity NPC470546
0.6212 Remote Similarity NPC469900
0.6201 Remote Similarity NPC297642
0.62 Remote Similarity NPC472999
0.6199 Remote Similarity NPC202521
0.6198 Remote Similarity NPC241794
0.6195 Remote Similarity NPC297862
0.619 Remote Similarity NPC478029
0.6183 Remote Similarity NPC254798
0.617 Remote Similarity NPC202198
0.6162 Remote Similarity NPC136797
0.6158 Remote Similarity NPC307396
0.6154 Remote Similarity NPC470545
0.615 Remote Similarity NPC119481
0.6145 Remote Similarity NPC141050
0.6143 Remote Similarity NPC473640
0.614 Remote Similarity NPC476990
0.6132 Remote Similarity NPC475506
0.6127 Remote Similarity NPC46427
0.6127 Remote Similarity NPC94752
0.6126 Remote Similarity NPC324850
0.6121 Remote Similarity NPC473376
0.6114 Remote Similarity NPC100321
0.6114 Remote Similarity NPC293917
0.6103 Remote Similarity NPC155143
0.6103 Remote Similarity NPC182507
0.6098 Remote Similarity NPC4910
0.6098 Remote Similarity NPC329731
0.6096 Remote Similarity NPC473398
0.6096 Remote Similarity NPC13470
0.6096 Remote Similarity NPC69843
0.6095 Remote Similarity NPC239357
0.6095 Remote Similarity NPC470544
0.6095 Remote Similarity NPC315276
0.6095 Remote Similarity NPC285926
0.6095 Remote Similarity NPC14672
0.6087 Remote Similarity NPC476978
0.6087 Remote Similarity NPC469801
0.6087 Remote Similarity NPC52748
0.6085 Remote Similarity NPC56685
0.6083 Remote Similarity NPC478158
0.608 Remote Similarity NPC469938
0.608 Remote Similarity NPC477462
0.608 Remote Similarity NPC89592
0.6075 Remote Similarity NPC16188
0.6071 Remote Similarity NPC474896
0.6069 Remote Similarity NPC252878
0.6068 Remote Similarity NPC188104
0.6064 Remote Similarity NPC7817
0.6064 Remote Similarity NPC475168
0.6055 Remote Similarity NPC197881
0.6047 Remote Similarity NPC314930
0.6047 Remote Similarity NPC214827
0.6045 Remote Similarity NPC111428
0.6044 Remote Similarity NPC31097
0.6044 Remote Similarity NPC178662
0.6044 Remote Similarity NPC92784
0.6044 Remote Similarity NPC470884
0.6044 Remote Similarity NPC98424
0.6044 Remote Similarity NPC476133
0.6043 Remote Similarity NPC105717
0.6042 Remote Similarity NPC323336
0.6042 Remote Similarity NPC326349
0.6042 Remote Similarity NPC153400
0.6036 Remote Similarity NPC238945
0.6034 Remote Similarity NPC74917
0.603 Remote Similarity NPC161861
0.6029 Remote Similarity NPC228835
0.602 Remote Similarity NPC64436
0.6019 Remote Similarity NPC238242
0.601 Remote Similarity NPC243716
0.6009 Remote Similarity NPC477714
0.6 Remote Similarity NPC120917
0.6 Remote Similarity NPC184933
0.6 Remote Similarity NPC59827
0.6 Remote Similarity NPC475568
0.5989 Remote Similarity NPC83790
0.5989 Remote Similarity NPC471264
0.5989 Remote Similarity NPC475604
0.5989 Remote Similarity NPC471265
0.5989 Remote Similarity NPC128237
0.5978 Remote Similarity NPC476989
0.5974 Remote Similarity NPC165743
0.5974 Remote Similarity NPC477516
0.5973 Remote Similarity NPC478141
0.5973 Remote Similarity NPC155444
0.5971 Remote Similarity NPC478077
0.5969 Remote Similarity NPC470902
0.5968 Remote Similarity NPC209509
0.5967 Remote Similarity NPC248283
0.5966 Remote Similarity NPC101719
0.5964 Remote Similarity NPC477715
0.5963 Remote Similarity NPC475024
0.5963 Remote Similarity NPC470491
0.5956 Remote Similarity NPC272174
0.5955 Remote Similarity NPC320968
0.5947 Remote Similarity NPC233702
0.5946 Remote Similarity NPC478157
0.5946 Remote Similarity NPC161069
0.5946 Remote Similarity NPC77905
0.5934 Remote Similarity NPC474070

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC96016 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
0.7742 Intermediate Similarity NPD6632 Clinical (unspecified phase)
0.7592 Intermediate Similarity NPD8339 Clinical (unspecified phase)
0.6906 Remote Similarity NPD5189 Clinical (unspecified phase)
0.6891 Remote Similarity NPD7977 Clinical (unspecified phase)
0.6831 Remote Similarity NPD5634 Approved
0.6821 Remote Similarity NPD6092 Discontinued
0.6814 Remote Similarity NPD4134 Clinical (unspecified phase)
0.6697 Remote Similarity NPD7711 Discontinued
0.6683 Remote Similarity NPD8071 Approved
0.6651 Remote Similarity NPD8260 Approved
0.6649 Remote Similarity NPD6368 Clinical (unspecified phase)
0.6588 Remote Similarity NPD2585 Clinical (unspecified phase)
0.657 Remote Similarity NPD7321 Clinical (unspecified phase)
0.657 Remote Similarity NPD4125 Approved
0.6564 Remote Similarity NPD2957 Phase 2
0.655 Remote Similarity NPD6349 Phase 1
0.6517 Remote Similarity NPD6348 Clinical (unspecified phase)
0.6507 Remote Similarity NPD8272 Phase 2
0.6503 Remote Similarity NPD1005 Phase 2
0.6503 Remote Similarity NPD1004 Phase 2
0.6485 Remote Similarity NPD4949 Discontinued
0.6458 Remote Similarity NPD8284 Discontinued
0.6404 Remote Similarity NPD4126 Approved
0.6389 Remote Similarity NPD2022 Approved
0.6377 Remote Similarity NPD3469 Phase 3
0.6376 Remote Similarity NPD3759 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7195 Clinical (unspecified phase)
0.6343 Remote Similarity NPD2051 Approved
0.6343 Remote Similarity NPD2049 Clinical (unspecified phase)
0.6343 Remote Similarity NPD2047 Approved
0.6343 Remote Similarity NPD2048 Approved
0.6343 Remote Similarity NPD2043 Approved
0.6343 Remote Similarity NPD2045 Approved
0.6343 Remote Similarity NPD2046 Approved
0.6343 Remote Similarity NPD2044 Approved
0.6343 Remote Similarity NPD21 Approved
0.6343 Remote Similarity NPD2050 Clinical (unspecified phase)
0.6335 Remote Similarity NPD3487 Phase 1
0.6313 Remote Similarity NPD7971 Clinical (unspecified phase)
0.6313 Remote Similarity NPD7970 Approved
0.6303 Remote Similarity NPD6888 Discontinued
0.6298 Remote Similarity NPD2088 Approved
0.6298 Remote Similarity NPD2087 Approved
0.6291 Remote Similarity NPD8322 Phase 2
0.6286 Remote Similarity NPD7979 Clinical (unspecified phase)
0.628 Remote Similarity NPD3127 Clinical (unspecified phase)
0.6271 Remote Similarity NPD3561 Clinical (unspecified phase)
0.627 Remote Similarity NPD7892 Clinical (unspecified phase)
0.627 Remote Similarity NPD3988 Approved
0.627 Remote Similarity NPD3987 Approved
0.6263 Remote Similarity NPD5755 Clinical (unspecified phase)
0.6262 Remote Similarity NPD2717 Phase 2
0.6257 Remote Similarity NPD5004 Approved
0.6236 Remote Similarity NPD5323 Approved
0.623 Remote Similarity NPD5264 Approved
0.623 Remote Similarity NPD4566 Approved
0.623 Remote Similarity NPD4567 Approved
0.623 Remote Similarity NPD5265 Approved
0.6225 Remote Similarity NPD2015 Discontinued
0.6219 Remote Similarity NPD1745 Approved
0.6214 Remote Similarity NPD3288 Approved
0.6184 Remote Similarity NPD4928 Approved
0.6184 Remote Similarity NPD4930 Approved
0.6184 Remote Similarity NPD4929 Approved
0.6183 Remote Similarity NPD5613 Approved
0.6183 Remote Similarity NPD5614 Approved
0.6171 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6173 Approved
0.6142 Remote Similarity NPD647 Approved
0.614 Remote Similarity NPD8493 Clinical (unspecified phase)
0.6131 Remote Similarity NPD6044 Discontinued
0.6129 Remote Similarity NPD8290 Clinical (unspecified phase)
0.6124 Remote Similarity NPD5299 Approved
0.6121 Remote Similarity NPD4903 Approved
0.6121 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6121 Remote Similarity NPD4906 Approved
0.6121 Remote Similarity NPD4905 Approved
0.6117 Remote Similarity NPD5638 Approved
0.6114 Remote Similarity NPD7621 Clinical (unspecified phase)
0.6108 Remote Similarity NPD7482 Phase 2
0.6108 Remote Similarity NPD7483 Phase 2
0.6101 Remote Similarity NPD3223 Clinical (unspecified phase)
0.6099 Remote Similarity NPD3480 Approved
0.6096 Remote Similarity NPD2013 Approved
0.6096 Remote Similarity NPD2016 Approved
0.6096 Remote Similarity NPD2014 Approved
0.6093 Remote Similarity NPD4904 Approved
0.6087 Remote Similarity NPD2437 Approved
0.6087 Remote Similarity NPD2436 Approved
0.6077 Remote Similarity NPD7944 Discontinued
0.6077 Remote Similarity NPD5904 Clinical (unspecified phase)
0.6071 Remote Similarity NPD6627 Discontinued
0.607 Remote Similarity NPD7806 Phase 2
0.6068 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6065 Remote Similarity NPD4415 Approved
0.6059 Remote Similarity NPD1713 Approved
0.6051 Remote Similarity NPD2098 Approved
0.6042 Remote Similarity NPD7118 Clinical (unspecified phase)
0.6041 Remote Similarity NPD6303 Approved
0.6041 Remote Similarity NPD6304 Approved
0.6041 Remote Similarity NPD5461 Discontinued
0.6037 Remote Similarity NPD3351 Approved
0.6037 Remote Similarity NPD4959 Approved
0.6037 Remote Similarity NPD4960 Approved
0.6034 Remote Similarity NPD1330 Phase 2
0.6034 Remote Similarity NPD1329 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5230 Approved
0.6032 Remote Similarity NPD3576 Approved
0.6032 Remote Similarity NPD5229 Approved
0.6032 Remote Similarity NPD3575 Approved
0.6031 Remote Similarity NPD2097 Approved
0.6019 Remote Similarity NPD6141 Clinical (unspecified phase)
0.601 Remote Similarity NPD2852 Approved
0.601 Remote Similarity NPD4652 Approved
0.6 Remote Similarity NPD5341 Clinical (unspecified phase)
0.5991 Remote Similarity NPD3350 Approved
0.5989 Remote Similarity NPD1646 Approved
0.5989 Remote Similarity NPD8173 Phase 2
0.5989 Remote Similarity NPD5503 Approved
0.5989 Remote Similarity NPD3608 Clinical (unspecified phase)
0.5989 Remote Similarity NPD8172 Phase 2
0.5989 Remote Similarity NPD5502 Approved
0.5989 Remote Similarity NPD4782 Clinical (unspecified phase)
0.5989 Remote Similarity NPD6552 Clinical (unspecified phase)
0.5981 Remote Similarity NPD6665 Discontinued
0.5981 Remote Similarity NPD7903 Clinical (unspecified phase)
0.5981 Remote Similarity NPD5017 Discontinued
0.5979 Remote Similarity NPD4432 Discontinued
0.5979 Remote Similarity NPD4557 Approved
0.5972 Remote Similarity NPD6347 Phase 2
0.5972 Remote Similarity NPD8169 Discontinued
0.5972 Remote Similarity NPD6449 Clinical (unspecified phase)
0.5969 Remote Similarity NPD4648 Approved
0.5969 Remote Similarity NPD4646 Approved
0.5969 Remote Similarity NPD4647 Approved
0.5967 Remote Similarity NPD4791 Clinical (unspecified phase)
0.5967 Remote Similarity NPD8484 Phase 2
0.5966 Remote Similarity NPD5367 Discontinued
0.5957 Remote Similarity NPD3510 Approved
0.5957 Remote Similarity NPD3509 Approved
0.5957 Remote Similarity NPD1979 Approved
0.5947 Remote Similarity NPD7717 Approved
0.5947 Remote Similarity NPD7716 Approved
0.5945 Remote Similarity NPD2849 Clinical (unspecified phase)
0.5943 Remote Similarity NPD2584 Suspended
0.5942 Remote Similarity NPD8103 Clinical (unspecified phase)
0.5942 Remote Similarity NPD3919 Approved
0.5941 Remote Similarity NPD6205 Discontinued
0.5935 Remote Similarity NPD6389 Clinical (unspecified phase)
0.5934 Remote Similarity NPD1644 Approved
0.5934 Remote Similarity NPD7113 Clinical (unspecified phase)
0.5934 Remote Similarity NPD1645 Phase 1
0.5933 Remote Similarity NPD8240 Discontinued
0.5932 Remote Similarity NPD4099 Approved
0.5932 Remote Similarity NPD4100 Approved
0.5924 Remote Similarity NPD7728 Clinical (unspecified phase)
0.5913 Remote Similarity NPD8110 Clinical (unspecified phase)
0.5912 Remote Similarity NPD4680 Discontinued
0.5909 Remote Similarity NPD4741 Phase 3
0.5909 Remote Similarity NPD2853 Approved
0.5909 Remote Similarity NPD4742 Phase 3
0.5907 Remote Similarity NPD6915 Approved
0.5907 Remote Similarity NPD4436 Clinical (unspecified phase)
0.5907 Remote Similarity NPD2891 Approved
0.5905 Remote Similarity NPD981 Phase 2
0.59 Remote Similarity NPD3333 Approved
0.59 Remote Similarity NPD3332 Approved
0.5893 Remote Similarity NPD5524 Approved
0.5893 Remote Similarity NPD5523 Approved
0.5892 Remote Similarity NPD6475 Phase 2
0.5888 Remote Similarity NPD6137 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5828 Phase 2
0.5888 Remote Similarity NPD6857 Phase 3
0.5882 Remote Similarity NPD7104 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6452 Discontinued
0.5882 Remote Similarity NPD6860 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7470 Discontinued
0.5876 Remote Similarity NPD3125 Approved
0.5875 Remote Similarity NPD3328 Phase 2
0.5874 Remote Similarity NPD2416 Approved
0.5874 Remote Similarity NPD2417 Approved
0.587 Remote Similarity NPD7731 Approved
0.587 Remote Similarity NPD7730 Approved
0.5869 Remote Similarity NPD7490 Discontinued
0.5864 Remote Similarity NPD7303 Discontinued
0.5859 Remote Similarity NPD8107 Approved
0.5857 Remote Similarity NPD6659 Phase 2
0.5852 Remote Similarity NPD5986 Approved
0.5852 Remote Similarity NPD5702 Clinical (unspecified phase)
0.5852 Remote Similarity NPD5987 Approved
0.5851 Remote Similarity NPD1978 Approved
0.585 Remote Similarity NPD4650 Approved
0.5846 Remote Similarity NPD8630 Approved
0.5845 Remote Similarity NPD3279 Phase 2
0.5844 Remote Similarity NPD7781 Approved
0.5844 Remote Similarity NPD7780 Approved
0.5843 Remote Similarity NPD8108 Approved
0.5842 Remote Similarity NPD924 Discontinued
0.5842 Remote Similarity NPD1581 Approved
0.5842 Remote Similarity NPD1582 Approved

Structure

External Identifiers

PubChem CID   10417806
ChEMBL   CHEMBL507323
ZINC  

Physicochemical Properties

Molecular Weight:  783.29
ALogP:  -3.3044
MLogP:  3.77
XLogP:  5.678
# Rotatable Bonds:  13
Polar Surface Area:  250.43
# H-Bond Aceptor:  13
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  53

Download Data

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