Natural Product: NPC469597

Natural Product ID:  NPC469597
Common Name:   Ircinialactam D
IUPAC Name:   (5S,9E,13E)-16-[1-(carboxymethyl)-5-oxo-2H-pyrrol-4-yl]-3-ethoxycarbonyl-2,3-dihydroxy-2,5,9,13-tetramethylhexadeca-9,13-dienoic acid
Synonyms:   Ircinialactam D
Molecular Formula:   C29H45NO9
Standard InCHIKey:  SQGYKNDGZPDTBW-YUFZARIUSA-N
Standard InCHI:  InChI=1S/C29H45NO9/c1-6-39-27(36)29(38,28(5,37)26(34)35)18-22(4)14-8-12-20(2)10-7-11-21(3)13-9-15-23-16-17-30(25(23)33)19-24(31)32/h10,13,16,22,37-38H,6-9,11-12,14-15,17-19H2,1-5H3,(H,31,32)(H,34,35)/b20-10+,21-13+/t22-,28?,29?/m0/s1
Canonical SMILES:  CCOC(=O)C(C(C(=O)O)(O)C)(C[C@H](CCC/C(=C/CC/C(=C/CCC1=CCN(C1=O)CC(=O)O)/C)/C)C)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
NPO33253 Irciniidae Family Irciniidae Eukaryota Australia PMID[20346682]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4641 Individual Protein Glycine receptor subunit alpha-3 Homo sapiens IC50 = 30000 nM 16643031

  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 NPC469597 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
0.9808 High Similarity NPC474431
0.9808 High Similarity NPC474411
0.8077 Intermediate Similarity NPC17143
0.8077 Intermediate Similarity NPC47230
0.7826 Intermediate Similarity NPC469603
0.75 Intermediate Similarity NPC474099
0.7391 Intermediate Similarity NPC469604
0.7236 Intermediate Similarity NPC201889
0.7236 Intermediate Similarity NPC106791
0.72 Intermediate Similarity NPC23963
0.7155 Intermediate Similarity NPC68001
0.7155 Intermediate Similarity NPC474827
0.7155 Intermediate Similarity NPC199831
0.7155 Intermediate Similarity NPC474828
0.7097 Intermediate Similarity NPC120599
0.7097 Intermediate Similarity NPC200412
0.7097 Intermediate Similarity NPC156336
0.7094 Intermediate Similarity NPC64168
0.7069 Intermediate Similarity NPC474244
0.7049 Intermediate Similarity NPC193471
0.7049 Intermediate Similarity NPC130124
0.7043 Intermediate Similarity NPC26597
0.7025 Intermediate Similarity NPC316984
0.7025 Intermediate Similarity NPC30911
0.7009 Intermediate Similarity NPC173690
0.7009 Intermediate Similarity NPC80439
0.7009 Intermediate Similarity NPC279833
0.7009 Intermediate Similarity NPC6271
0.6992 Remote Similarity NPC120420
0.6977 Remote Similarity NPC309525
0.694 Remote Similarity NPC99864
0.6881 Remote Similarity NPC469483
0.687 Remote Similarity NPC476344
0.6846 Remote Similarity NPC474371
0.6842 Remote Similarity NPC150041
0.6829 Remote Similarity NPC275100
0.6825 Remote Similarity NPC284656
0.6803 Remote Similarity NPC195435
0.6803 Remote Similarity NPC196073
0.6752 Remote Similarity NPC477964
0.675 Remote Similarity NPC476926
0.6748 Remote Similarity NPC47857
0.6748 Remote Similarity NPC168758
0.6748 Remote Similarity NPC181510
0.6724 Remote Similarity NPC52820
0.672 Remote Similarity NPC472536
0.672 Remote Similarity NPC145501
0.672 Remote Similarity NPC103391
0.6716 Remote Similarity NPC120335
0.6695 Remote Similarity NPC77703
0.6695 Remote Similarity NPC188785
0.6694 Remote Similarity NPC1111
0.6694 Remote Similarity NPC261750
0.6694 Remote Similarity NPC474497
0.6693 Remote Similarity NPC235625
0.6667 Remote Similarity NPC469645
0.6667 Remote Similarity NPC469692
0.6641 Remote Similarity NPC321197
0.6639 Remote Similarity NPC476918
0.6614 Remote Similarity NPC6531
0.6609 Remote Similarity NPC121825
0.6607 Remote Similarity NPC476706
0.6607 Remote Similarity NPC476707
0.6565 Remote Similarity NPC314629
0.656 Remote Similarity NPC60432
0.6557 Remote Similarity NPC26617
0.6555 Remote Similarity NPC110443
0.6555 Remote Similarity NPC133907
0.6555 Remote Similarity NPC128733
0.6555 Remote Similarity NPC47880
0.6555 Remote Similarity NPC46998
0.6555 Remote Similarity NPC185141
0.6544 Remote Similarity NPC133089
0.6538 Remote Similarity NPC475383
0.6538 Remote Similarity NPC156379
0.6535 Remote Similarity NPC30196
0.6531 Remote Similarity NPC315809
0.6531 Remote Similarity NPC314050
0.6522 Remote Similarity NPC243902
0.6512 Remote Similarity NPC241050
0.6504 Remote Similarity NPC476276
0.6504 Remote Similarity NPC171734
0.65 Remote Similarity NPC474747
0.65 Remote Similarity NPC149371
0.6491 Remote Similarity NPC473448
0.6491 Remote Similarity NPC476019
0.6484 Remote Similarity NPC475642
0.648 Remote Similarity NPC58281
0.6475 Remote Similarity NPC476328
0.6462 Remote Similarity NPC477143
0.6462 Remote Similarity NPC477140
0.646 Remote Similarity NPC322966
0.6446 Remote Similarity NPC475873
0.6446 Remote Similarity NPC475945
0.6446 Remote Similarity NPC475871
0.6446 Remote Similarity NPC472755
0.6444 Remote Similarity NPC316205
0.6444 Remote Similarity NPC315387
0.6439 Remote Similarity NPC318445
0.6439 Remote Similarity NPC316133
0.6435 Remote Similarity NPC476705
0.6429 Remote Similarity NPC261721
0.6423 Remote Similarity NPC271562
0.6417 Remote Similarity NPC164598
0.6417 Remote Similarity NPC474339
0.6417 Remote Similarity NPC474742
0.6393 Remote Similarity NPC472756
0.6393 Remote Similarity NPC476921
0.6393 Remote Similarity NPC474741
0.6387 Remote Similarity NPC471144
0.6379 Remote Similarity NPC476300
0.6372 Remote Similarity NPC473525
0.6364 Remote Similarity NPC472754
0.635 Remote Similarity NPC189393
0.635 Remote Similarity NPC90814
0.635 Remote Similarity NPC316401
0.6349 Remote Similarity NPC476875
0.6341 Remote Similarity NPC271269
0.6341 Remote Similarity NPC154601
0.6325 Remote Similarity NPC469632
0.6316 Remote Similarity NPC476708
0.6311 Remote Similarity NPC4620
0.6308 Remote Similarity NPC471109
0.6306 Remote Similarity NPC475947
0.6303 Remote Similarity NPC40812
0.6296 Remote Similarity NPC218817
0.6296 Remote Similarity NPC11796
0.6293 Remote Similarity NPC184463
0.629 Remote Similarity NPC477513
0.629 Remote Similarity NPC251330
0.6283 Remote Similarity NPC322672
0.6281 Remote Similarity NPC476134
0.6281 Remote Similarity NPC476213
0.6281 Remote Similarity NPC477870
0.6281 Remote Similarity NPC477871
0.6281 Remote Similarity NPC476246
0.6281 Remote Similarity NPC101067
0.6281 Remote Similarity NPC472753
0.6277 Remote Similarity NPC307165
0.6271 Remote Similarity NPC36954
0.6271 Remote Similarity NPC475900
0.627 Remote Similarity NPC63511
0.6269 Remote Similarity NPC314512
0.6269 Remote Similarity NPC313333
0.6269 Remote Similarity NPC313342
0.6269 Remote Similarity NPC314451
0.6269 Remote Similarity NPC469494
0.6261 Remote Similarity NPC307411
0.626 Remote Similarity NPC220964
0.626 Remote Similarity NPC475676
0.624 Remote Similarity NPC70235
0.624 Remote Similarity NPC207820
0.6231 Remote Similarity NPC471145
0.6231 Remote Similarity NPC471146
0.623 Remote Similarity NPC476235
0.623 Remote Similarity NPC476126
0.623 Remote Similarity NPC471148
0.6228 Remote Similarity NPC472007
0.622 Remote Similarity NPC21713
0.622 Remote Similarity NPC475608
0.6218 Remote Similarity NPC158416
0.6218 Remote Similarity NPC39859
0.6218 Remote Similarity NPC470883
0.6218 Remote Similarity NPC76862
0.6218 Remote Similarity NPC476009
0.6216 Remote Similarity NPC473810
0.6212 Remote Similarity NPC11379
0.621 Remote Similarity NPC9303
0.621 Remote Similarity NPC16313
0.6207 Remote Similarity NPC65359
0.6207 Remote Similarity NPC51004
0.6202 Remote Similarity NPC476814
0.6202 Remote Similarity NPC476813
0.6195 Remote Similarity NPC319913
0.6195 Remote Similarity NPC125290
0.619 Remote Similarity NPC38154
0.619 Remote Similarity NPC474725
0.619 Remote Similarity NPC477102
0.6182 Remote Similarity NPC472948
0.6182 Remote Similarity NPC103634
0.6179 Remote Similarity NPC215988
0.6179 Remote Similarity NPC265094
0.6176 Remote Similarity NPC314282
0.6176 Remote Similarity NPC204556
0.6174 Remote Similarity NPC469628
0.6174 Remote Similarity NPC476805
0.6174 Remote Similarity NPC475906
0.6174 Remote Similarity NPC469631
0.6174 Remote Similarity NPC476803
0.6174 Remote Similarity NPC476704
0.6174 Remote Similarity NPC469653
0.6174 Remote Similarity NPC53158
0.6174 Remote Similarity NPC201046
0.6174 Remote Similarity NPC471047
0.6165 Remote Similarity NPC469515
0.616 Remote Similarity NPC72813
0.616 Remote Similarity NPC324327
0.616 Remote Similarity NPC194620
0.616 Remote Similarity NPC326994
0.616 Remote Similarity NPC474421

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469597 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
0.7025 Intermediate Similarity NPD2204 Approved
0.694 Remote Similarity NPD8415 Approved
0.6889 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6774 Remote Similarity NPD1376 Discontinued
0.6744 Remote Similarity NPD8080 Discontinued
0.6667 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6614 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6591 Remote Similarity NPD8273 Phase 1
0.6562 Remote Similarity NPD7641 Discontinued
0.6557 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6909 Approved
0.6538 Remote Similarity NPD6908 Approved
0.6525 Remote Similarity NPD8384 Approved
0.6439 Remote Similarity NPD7642 Approved
0.6269 Remote Similarity NPD8340 Approved
0.6269 Remote Similarity NPD8342 Approved
0.6269 Remote Similarity NPD8299 Approved
0.6269 Remote Similarity NPD8341 Approved
0.6222 Remote Similarity NPD8451 Approved
0.6218 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6212 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6176 Remote Similarity NPD8448 Approved
0.6131 Remote Similarity NPD8336 Approved
0.6131 Remote Similarity NPD8337 Approved
0.6115 Remote Similarity NPD7260 Phase 2
0.6078 Remote Similarity NPD8414 Discontinued
0.6043 Remote Similarity NPD8392 Approved
0.6043 Remote Similarity NPD8391 Approved
0.6043 Remote Similarity NPD8390 Approved
0.6016 Remote Similarity NPD6371 Approved
0.5957 Remote Similarity NPD6845 Suspended
0.5957 Remote Similarity NPD8338 Approved
0.5956 Remote Similarity NPD7122 Discontinued
0.5932 Remote Similarity NPD6698 Approved
0.5932 Remote Similarity NPD46 Approved
0.5926 Remote Similarity NPD6921 Approved
0.5917 Remote Similarity NPD5282 Discontinued
0.5882 Remote Similarity NPD7623 Phase 3
0.5882 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5882 Remote Similarity NPD7983 Approved
0.5868 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6686 Approved
0.5856 Remote Similarity NPD3732 Approved
0.5846 Remote Similarity NPD6649 Approved
0.5846 Remote Similarity NPD6650 Approved
0.5841 Remote Similarity NPD5369 Approved
0.584 Remote Similarity NPD8138 Approved
0.584 Remote Similarity NPD8139 Approved
0.584 Remote Similarity NPD8083 Approved
0.584 Remote Similarity NPD8082 Approved
0.584 Remote Similarity NPD8086 Approved
0.584 Remote Similarity NPD8084 Approved
0.584 Remote Similarity NPD8085 Approved
0.5833 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5827 Remote Similarity NPD8393 Approved
0.5827 Remote Similarity NPD7333 Discontinued
0.5814 Remote Similarity NPD6373 Approved
0.5814 Remote Similarity NPD6372 Approved
0.5809 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5802 Remote Similarity NPD8297 Approved
0.5794 Remote Similarity NPD8275 Approved
0.5794 Remote Similarity NPD8276 Approved
0.5789 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5781 Remote Similarity NPD8140 Approved
0.5776 Remote Similarity NPD5363 Approved
0.5772 Remote Similarity NPD6084 Phase 2
0.5772 Remote Similarity NPD6083 Phase 2
0.5748 Remote Similarity NPD8081 Approved
0.5738 Remote Similarity NPD5695 Phase 3
0.5735 Remote Similarity NPD6319 Approved
0.5727 Remote Similarity NPD1452 Discontinued
0.5726 Remote Similarity NPD4225 Approved
0.5726 Remote Similarity NPD5696 Approved
0.5725 Remote Similarity NPD7829 Approved
0.5725 Remote Similarity NPD7830 Approved
0.5725 Remote Similarity NPD1719 Phase 1
0.5714 Remote Similarity NPD2650 Approved
0.5714 Remote Similarity NPD2652 Approved
0.5714 Remote Similarity NPD7747 Phase 1
0.5714 Remote Similarity NPD7746 Phase 1
0.5683 Remote Similarity NPD4806 Approved
0.5683 Remote Similarity NPD4807 Approved
0.5667 Remote Similarity NPD5785 Approved
0.5667 Remote Similarity NPD7838 Discovery
0.5664 Remote Similarity NPD3664 Approved
0.5664 Remote Similarity NPD3662 Phase 3
0.5664 Remote Similarity NPD3663 Approved
0.5664 Remote Similarity NPD3661 Approved
0.5659 Remote Similarity NPD8307 Discontinued
0.5658 Remote Similarity NPD2575 Approved
0.5652 Remote Similarity NPD6435 Approved
0.5649 Remote Similarity NPD6421 Discontinued
0.563 Remote Similarity NPD7115 Discovery
0.5625 Remote Similarity NPD2613 Approved
0.5615 Remote Similarity NPD6881 Approved
0.5615 Remote Similarity NPD6899 Approved
0.5606 Remote Similarity NPD8413 Clinical (unspecified phase)
0.56 Remote Similarity NPD7511 Approved
0.56 Remote Similarity NPD7512 Approved

Structure

External Identifiers

PubChem CID   46886222
ChEMBL   CHEMBL1092619
ZINC  

Physicochemical Properties

Molecular Weight:  551.31
ALogP:  0.8685
MLogP:  3.55
XLogP:  3.411
# Rotatable Bonds:  28
Polar Surface Area:  161.67
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  39

Download Data

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