Natural Product: NPC473409

Natural Product ID:  NPC473409
Common Name:   Bastadin 9
IUPAC Name:  
Synonyms:   Bastadin 9
Molecular Formula:   C34H27Br5N4O9
Standard InCHIKey:  YUJCERKJBSZPJE-FFVIWPAXSA-N
Standard InCHI:  InChI=1S/C34H27Br5N4O9/c35-19-5-15-1-2-27(19)51-28-11-17(7-21(37)30(28)45)9-25(43-50)34(48)41-14-26(44)18-12-22(38)32(23(39)13-18)52-29-10-16(6-20(36)31(29)46)3-4-40-33(47)24(8-15)42-49/h1-2,5-7,10-13,26,44-46,49-50H,3-4,8-9,14H2,(H,40,47)(H,41,48)/b42-24+,43-25+
Canonical SMILES:  O/N=C/1Cc2ccc(c(c2)Br)Oc2cc(C/C(=NO)/C(=NCC(c3cc(c(Oc4cc(CCN=C1O)cc(Br)c4O)c(Br)c3)Br)O)O)cc(c2O)Br
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
NPO16920 Ianthella basta Species Ianthellidae Eukaryota Papua New Guinea PMID[2089117]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT137 Cell Line L1210 Mus musculus ED50 = 5 ug/ml 24047800

  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 NPC473409 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
1.0 High Similarity NPC141405
1.0 High Similarity NPC82741
0.988 High Similarity NPC49172
0.9821 High Similarity NPC471591
0.9709 High Similarity NPC469721
0.9704 High Similarity NPC475658
0.9704 High Similarity NPC473892
0.9521 High Similarity NPC298981
0.9521 High Similarity NPC473462
0.9521 High Similarity NPC207819
0.9521 High Similarity NPC110454
0.9521 High Similarity NPC126128
0.9486 High Similarity NPC469731
0.9461 High Similarity NPC226001
0.9461 High Similarity NPC469979
0.9401 High Similarity NPC225130
0.9353 High Similarity NPC74618
0.9353 High Similarity NPC301941
0.9353 High Similarity NPC214188
0.9235 High Similarity NPC290534
0.9138 High Similarity NPC144823
0.907 High Similarity NPC475396
0.8764 High Similarity NPC470951
0.875 High Similarity NPC156055
0.8693 High Similarity NPC475283
0.8693 High Similarity NPC152205
0.8629 High Similarity NPC475615
0.7849 Intermediate Similarity NPC258222
0.7809 Intermediate Similarity NPC179250
0.7809 Intermediate Similarity NPC50380
0.7798 Intermediate Similarity NPC474128
0.7791 Intermediate Similarity NPC470935
0.7791 Intermediate Similarity NPC471032
0.7733 Intermediate Similarity NPC277857
0.7733 Intermediate Similarity NPC115144
0.768 Intermediate Similarity NPC90984
0.767 Intermediate Similarity NPC156311
0.76 Intermediate Similarity NPC475432
0.7544 Intermediate Similarity NPC222039
0.7544 Intermediate Similarity NPC100478
0.7528 Intermediate Similarity NPC107602
0.7515 Intermediate Similarity NPC312770
0.7515 Intermediate Similarity NPC204848
0.7515 Intermediate Similarity NPC41473
0.7515 Intermediate Similarity NPC14600
0.7515 Intermediate Similarity NPC160607
0.7514 Intermediate Similarity NPC5462
0.7471 Intermediate Similarity NPC299583
0.7443 Intermediate Similarity NPC109968
0.743 Intermediate Similarity NPC473738
0.7401 Intermediate Similarity NPC47672
0.7365 Intermediate Similarity NPC473724
0.7365 Intermediate Similarity NPC475735
0.736 Intermediate Similarity NPC127402
0.7305 Intermediate Similarity NPC474091
0.7299 Intermediate Similarity NPC78530
0.7299 Intermediate Similarity NPC135349
0.7278 Intermediate Similarity NPC233926
0.7262 Intermediate Similarity NPC114102
0.7219 Intermediate Similarity NPC214869
0.7209 Intermediate Similarity NPC474673
0.7209 Intermediate Similarity NPC213471
0.7207 Intermediate Similarity NPC7398
0.7151 Intermediate Similarity NPC182119
0.7143 Intermediate Similarity NPC470372
0.7114 Intermediate Similarity NPC471337
0.7101 Intermediate Similarity NPC35961
0.7101 Intermediate Similarity NPC52029
0.7101 Intermediate Similarity NPC195749
0.7095 Intermediate Similarity NPC76412
0.7094 Intermediate Similarity NPC254581
0.7088 Intermediate Similarity NPC56635
0.7071 Intermediate Similarity NPC474678
0.7071 Intermediate Similarity NPC471338
0.7069 Intermediate Similarity NPC474390
0.7069 Intermediate Similarity NPC296898
0.7065 Intermediate Similarity NPC123848
0.7052 Intermediate Similarity NPC309667
0.7041 Intermediate Similarity NPC155838
0.7035 Intermediate Similarity NPC303993
0.7035 Intermediate Similarity NPC475843
0.7033 Intermediate Similarity NPC275027
0.7031 Intermediate Similarity NPC32064
0.7029 Intermediate Similarity NPC260842
0.7026 Intermediate Similarity NPC276120
0.702 Intermediate Similarity NPC41122
0.702 Intermediate Similarity NPC318805
0.7017 Intermediate Similarity NPC152947
0.7015 Intermediate Similarity NPC50548
0.7005 Intermediate Similarity NPC29531
0.6989 Remote Similarity NPC38980
0.6989 Remote Similarity NPC262189
0.6983 Remote Similarity NPC274960
0.6983 Remote Similarity NPC143120
0.6983 Remote Similarity NPC473909
0.6982 Remote Similarity NPC186898
0.6982 Remote Similarity NPC251571
0.6982 Remote Similarity NPC153990
0.6965 Remote Similarity NPC234318
0.6965 Remote Similarity NPC144314
0.6964 Remote Similarity NPC194519
0.695 Remote Similarity NPC85381
0.6944 Remote Similarity NPC88896
0.6941 Remote Similarity NPC72529
0.6936 Remote Similarity NPC71888
0.6936 Remote Similarity NPC120114
0.6932 Remote Similarity NPC477838
0.6932 Remote Similarity NPC477837
0.6927 Remote Similarity NPC28440
0.6927 Remote Similarity NPC171932
0.6923 Remote Similarity NPC178284
0.6923 Remote Similarity NPC58607
0.6923 Remote Similarity NPC301713
0.6923 Remote Similarity NPC304630
0.6923 Remote Similarity NPC17837
0.6923 Remote Similarity NPC191037
0.6919 Remote Similarity NPC93882
0.6919 Remote Similarity NPC130595
0.6915 Remote Similarity NPC149962
0.6914 Remote Similarity NPC77861
0.6901 Remote Similarity NPC86030
0.6901 Remote Similarity NPC5851
0.69 Remote Similarity NPC227953
0.6897 Remote Similarity NPC245386
0.6893 Remote Similarity NPC55793
0.6893 Remote Similarity NPC22317
0.6889 Remote Similarity NPC245974
0.6888 Remote Similarity NPC138083
0.6882 Remote Similarity NPC183181
0.6882 Remote Similarity NPC41706
0.6882 Remote Similarity NPC111247
0.6882 Remote Similarity NPC163332
0.6882 Remote Similarity NPC319625
0.6882 Remote Similarity NPC292056
0.6882 Remote Similarity NPC147821
0.6882 Remote Similarity NPC118787
0.6879 Remote Similarity NPC6854
0.6879 Remote Similarity NPC285078
0.6879 Remote Similarity NPC131128
0.6879 Remote Similarity NPC313737
0.6879 Remote Similarity NPC474134
0.6875 Remote Similarity NPC271942
0.6868 Remote Similarity NPC304048
0.6868 Remote Similarity NPC226153
0.6866 Remote Similarity NPC202866
0.6857 Remote Similarity NPC93783
0.6853 Remote Similarity NPC259071
0.6853 Remote Similarity NPC77435
0.6842 Remote Similarity NPC198741
0.6842 Remote Similarity NPC256012
0.6842 Remote Similarity NPC317272
0.6842 Remote Similarity NPC240841
0.6842 Remote Similarity NPC268503
0.6842 Remote Similarity NPC250846
0.6842 Remote Similarity NPC42549
0.6839 Remote Similarity NPC218530
0.6836 Remote Similarity NPC22517
0.6831 Remote Similarity NPC470826
0.6831 Remote Similarity NPC475250
0.6831 Remote Similarity NPC473266
0.6831 Remote Similarity NPC470098
0.6824 Remote Similarity NPC134431
0.6824 Remote Similarity NPC156854
0.6823 Remote Similarity NPC164608
0.6816 Remote Similarity NPC63628
0.6816 Remote Similarity NPC470472
0.6816 Remote Similarity NPC178466
0.6814 Remote Similarity NPC123859
0.6805 Remote Similarity NPC95733
0.6805 Remote Similarity NPC62101
0.6805 Remote Similarity NPC109822
0.6805 Remote Similarity NPC114901
0.6805 Remote Similarity NPC48990
0.6805 Remote Similarity NPC293701
0.6805 Remote Similarity NPC94276
0.6802 Remote Similarity NPC99280
0.6802 Remote Similarity NPC30779
0.68 Remote Similarity NPC66840
0.68 Remote Similarity NPC256307
0.68 Remote Similarity NPC170694
0.6798 Remote Similarity NPC291101
0.6798 Remote Similarity NPC266197
0.6794 Remote Similarity NPC470746
0.6794 Remote Similarity NPC471336
0.6793 Remote Similarity NPC477612
0.6786 Remote Similarity NPC71090
0.6782 Remote Similarity NPC7903
0.6782 Remote Similarity NPC35932
0.6782 Remote Similarity NPC16208
0.6782 Remote Similarity NPC160991
0.6782 Remote Similarity NPC184447
0.678 Remote Similarity NPC156356
0.678 Remote Similarity NPC242728
0.6778 Remote Similarity NPC247298
0.6776 Remote Similarity NPC281549
0.6776 Remote Similarity NPC139699
0.6776 Remote Similarity NPC114659
0.6768 Remote Similarity NPC121571
0.6768 Remote Similarity NPC8093
0.6765 Remote Similarity NPC29477

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473409 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
0.7135 Intermediate Similarity NPD4123 Phase 3
0.7104 Intermediate Similarity NPD5772 Approved
0.7104 Intermediate Similarity NPD5773 Approved
0.7006 Intermediate Similarity NPD6331 Phase 2
0.7006 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.6989 Remote Similarity NPD7975 Clinical (unspecified phase)
0.698 Remote Similarity NPD8095 Phase 1
0.694 Remote Similarity NPD4678 Approved
0.694 Remote Similarity NPD4675 Approved
0.6919 Remote Similarity NPD2674 Phase 3
0.6906 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6885 Remote Similarity NPD4005 Discontinued
0.6854 Remote Similarity NPD3060 Approved
0.6842 Remote Similarity NPD4010 Discontinued
0.6828 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6813 Remote Similarity NPD52 Approved
0.6813 Remote Similarity NPD7527 Clinical (unspecified phase)
0.6813 Remote Similarity NPD7526 Approved
0.6798 Remote Similarity NPD7153 Discontinued
0.678 Remote Similarity NPD2161 Phase 2
0.6776 Remote Similarity NPD2122 Discontinued
0.6763 Remote Similarity NPD3145 Approved
0.6763 Remote Similarity NPD3144 Approved
0.676 Remote Similarity NPD4162 Approved
0.6717 Remote Similarity NPD8053 Approved
0.6717 Remote Similarity NPD8054 Approved
0.6686 Remote Similarity NPD5837 Clinical (unspecified phase)
0.6685 Remote Similarity NPD5241 Discontinued
0.6684 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4236 Phase 3
0.6667 Remote Similarity NPD4237 Approved
0.6649 Remote Similarity NPD2978 Approved
0.6649 Remote Similarity NPD2977 Approved
0.6648 Remote Similarity NPD1375 Discontinued
0.6632 Remote Similarity NPD8070 Approved
0.6629 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6591 Remote Similarity NPD1558 Phase 1
0.6576 Remote Similarity NPD4739 Approved
0.6559 Remote Similarity NPD3687 Approved
0.6559 Remote Similarity NPD3686 Approved
0.6556 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5752 Clinical (unspecified phase)
0.655 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6072 Discontinued
0.6543 Remote Similarity NPD3778 Approved
0.6535 Remote Similarity NPD7906 Approved
0.6532 Remote Similarity NPD6584 Phase 3
0.6514 Remote Similarity NPD3027 Phase 3
0.6513 Remote Similarity NPD2489 Approved
0.6513 Remote Similarity NPD27 Approved
0.6497 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6497 Remote Similarity NPD1613 Approved
0.6495 Remote Similarity NPD3051 Approved
0.6492 Remote Similarity NPD7773 Phase 2
0.6486 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6485 Remote Similarity NPD4663 Approved
0.6482 Remote Similarity NPD7039 Approved
0.6482 Remote Similarity NPD7038 Approved
0.6477 Remote Similarity NPD7201 Clinical (unspecified phase)
0.6462 Remote Similarity NPD2970 Approved
0.6462 Remote Similarity NPD2969 Approved
0.6458 Remote Similarity NPD7832 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7833 Phase 2
0.6458 Remote Similarity NPD7831 Phase 2
0.6441 Remote Similarity NPD7477 Discontinued
0.6438 Remote Similarity NPD8398 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6425 Remote Similarity NPD3054 Approved
0.6425 Remote Similarity NPD5314 Approved
0.6425 Remote Similarity NPD3052 Approved
0.6418 Remote Similarity NPD4577 Approved
0.6418 Remote Similarity NPD4578 Approved
0.6414 Remote Similarity NPD8156 Discontinued
0.6404 Remote Similarity NPD3059 Approved
0.6404 Remote Similarity NPD3062 Approved
0.6404 Remote Similarity NPD3061 Approved
0.6398 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6398 Remote Similarity NPD3985 Discontinued
0.6398 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6398 Remote Similarity NPD3536 Discontinued
0.6387 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6364 Remote Similarity NPD8099 Discontinued
0.6364 Remote Similarity NPD8251 Approved
0.6364 Remote Similarity NPD8252 Approved
0.6358 Remote Similarity NPD6583 Phase 3
0.6358 Remote Similarity NPD6582 Phase 2
0.6354 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6028 Clinical (unspecified phase)
0.635 Remote Similarity NPD7007 Discovery
0.6344 Remote Similarity NPD7213 Phase 3
0.6344 Remote Similarity NPD7212 Phase 2
0.6344 Remote Similarity NPD1774 Approved
0.6339 Remote Similarity NPD7037 Approved
0.6335 Remote Similarity NPD5722 Discontinued
0.6327 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6324 Remote Similarity NPD2677 Approved
0.631 Remote Similarity NPD7447 Phase 1
0.6302 Remote Similarity NPD7046 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6687 Approved
0.6294 Remote Similarity NPD6688 Approved
0.6293 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6292 Remote Similarity NPD5718 Phase 2
0.6289 Remote Similarity NPD4055 Discovery
0.6287 Remote Similarity NPD2802 Phase 3
0.6277 Remote Similarity NPD2183 Approved
0.6277 Remote Similarity NPD2184 Approved
0.6271 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6269 Remote Similarity NPD2560 Approved
0.6269 Remote Similarity NPD2563 Approved
0.6257 Remote Similarity NPD839 Approved
0.6257 Remote Similarity NPD840 Approved
0.6257 Remote Similarity NPD1423 Approved
0.6256 Remote Similarity NPD7313 Approved
0.6256 Remote Similarity NPD7311 Approved
0.6256 Remote Similarity NPD7310 Approved
0.6256 Remote Similarity NPD7312 Approved
0.6244 Remote Similarity NPD6071 Discontinued
0.6237 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6229 Remote Similarity NPD2922 Phase 1
0.6225 Remote Similarity NPD7309 Approved
0.6224 Remote Similarity NPD4666 Phase 3
0.6221 Remote Similarity NPD9384 Approved
0.6221 Remote Similarity NPD9381 Approved
0.6216 Remote Similarity NPD5177 Phase 3
0.6215 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6212 Remote Similarity NPD4083 Discontinued
0.6207 Remote Similarity NPD2231 Phase 2
0.6207 Remote Similarity NPD2235 Phase 2
0.6205 Remote Similarity NPD5604 Discontinued
0.6201 Remote Similarity NPD5109 Approved
0.6201 Remote Similarity NPD5110 Phase 2
0.6201 Remote Similarity NPD5111 Phase 2
0.62 Remote Similarity NPD7493 Clinical (unspecified phase)
0.619 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6063 Approved
0.6184 Remote Similarity NPD2845 Phase 2
0.6184 Remote Similarity NPD2843 Phase 2
0.6178 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6173 Remote Similarity NPD5709 Phase 3
0.6171 Remote Similarity NPD1669 Approved
0.6171 Remote Similarity NPD9622 Approved
0.6166 Remote Similarity NPD4433 Discontinued
0.6162 Remote Similarity NPD7608 Discontinued
0.6158 Remote Similarity NPD6030 Approved
0.6158 Remote Similarity NPD7451 Discontinued
0.6158 Remote Similarity NPD6031 Approved
0.6154 Remote Similarity NPD4581 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1772 Clinical (unspecified phase)
0.615 Remote Similarity NPD3692 Discontinued
0.6146 Remote Similarity NPD3296 Phase 1
0.6145 Remote Similarity NPD3179 Approved
0.6145 Remote Similarity NPD3180 Approved
0.6138 Remote Similarity NPD1771 Clinical (unspecified phase)
0.6138 Remote Similarity NPD7020 Approved
0.6138 Remote Similarity NPD7019 Approved
0.6134 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6131 Remote Similarity NPD821 Approved
0.6129 Remote Similarity NPD5062 Approved
0.6129 Remote Similarity NPD2460 Phase 3
0.6129 Remote Similarity NPD5061 Approved
0.6129 Remote Similarity NPD2459 Approved
0.6129 Remote Similarity NPD2458 Approved
0.6127 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6127 Remote Similarity NPD3936 Clinical (unspecified phase)
0.6126 Remote Similarity NPD4210 Discontinued
0.6124 Remote Similarity NPD4993 Discontinued
0.612 Remote Similarity NPD6896 Approved
0.612 Remote Similarity NPD6895 Approved
0.6117 Remote Similarity NPD7124 Phase 2
0.6114 Remote Similarity NPD7438 Suspended
0.6114 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6114 Remote Similarity NPD4772 Phase 2
0.6114 Remote Similarity NPD4773 Phase 2
0.6111 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6111 Remote Similarity NPD601 Approved
0.6111 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6111 Remote Similarity NPD597 Approved
0.6111 Remote Similarity NPD598 Approved
0.6108 Remote Similarity NPD3656 Approved
0.6106 Remote Similarity NPD6377 Clinical (unspecified phase)
0.61 Remote Similarity NPD6167 Clinical (unspecified phase)
0.61 Remote Similarity NPD6166 Phase 2
0.61 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7125 Discontinued
0.6094 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6094 Remote Similarity NPD3455 Phase 2
0.6089 Remote Similarity NPD4908 Phase 1
0.6089 Remote Similarity NPD42 Phase 2
0.6089 Remote Similarity NPD6042 Phase 2
0.6085 Remote Similarity NPD4357 Discontinued
0.6085 Remote Similarity NPD6087 Phase 1
0.608 Remote Similarity NPD3685 Discontinued
0.6077 Remote Similarity NPD1130 Approved
0.6077 Remote Similarity NPD3530 Approved
0.6077 Remote Similarity NPD3532 Approved
0.6077 Remote Similarity NPD2488 Approved
0.6077 Remote Similarity NPD2490 Approved
0.6077 Remote Similarity NPD3531 Approved
0.6077 Remote Similarity NPD1136 Approved

Structure

External Identifiers

PubChem CID   9854728
ChEMBL   CHEMBL414305
ZINC  

Physicochemical Properties

Molecular Weight:  1029.77
ALogP:  1.9975
MLogP:  3.22
XLogP:  7.782
# Rotatable Bonds:  12
Polar Surface Area:  209.51
# H-Bond Aceptor:  5
# H-Bond Donor:  7
# Rings:  4
# Heavy Atoms:  52

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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