Natural Product: NPC476717

Natural Product ID:  NPC476717
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Seco-Briarellin R
Molecular Formula:   C24H36O8
Standard InCHIKey:  BEFLHDZUKXCHNN-UUCBCGJZSA-N
Standard InCHI:  InChI=1S/C24H36O8/c1-6-7-18(28)31-23(4)10-8-15-14(3)22(29)32-24(5,11-9-17(26)27)21-19(15)20(23)16(30-21)12-13(2)25/h14-16,19-21H,6-12H2,1-5H3,(H,26,27)/t14-,15?,16?,19+,20+,21?,23-,24+/m1/s1
Canonical SMILES:  CCCC(=O)O[C@]1(C)CCC2[C@H]3[C@@H]1C(CC(=O)C)OC3[C@](C)(CCC(=O)O)OC(=O)[C@@H]2C
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
NPO33599 Briareum polyanthes Species Briareidae Eukaryota coral reef off Cabo Rojo, Puerto Rico, at a depth of 10-15 m 2000-OCT PMID[17190449]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 20 ug/ml 17190449

  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 NPC476717 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
0.9146 High Similarity NPC476721
0.8929 High Similarity NPC476715
0.8588 High Similarity NPC477434
0.8523 High Similarity NPC477440
0.8523 High Similarity NPC477443
0.8427 Intermediate Similarity NPC477442
0.8427 Intermediate Similarity NPC477444
0.8427 Intermediate Similarity NPC477433
0.8409 Intermediate Similarity NPC471221
0.8333 Intermediate Similarity NPC216137
0.8193 Intermediate Similarity NPC476719
0.8182 Intermediate Similarity NPC228593
0.8182 Intermediate Similarity NPC477441
0.8182 Intermediate Similarity NPC235196
0.8161 Intermediate Similarity NPC65133
0.8111 Intermediate Similarity NPC67653
0.8111 Intermediate Similarity NPC471459
0.8095 Intermediate Similarity NPC191345
0.8095 Intermediate Similarity NPC252483
0.8072 Intermediate Similarity NPC474020
0.8068 Intermediate Similarity NPC477445
0.8023 Intermediate Similarity NPC211049
0.8023 Intermediate Similarity NPC119922
0.8023 Intermediate Similarity NPC116320
0.8 Intermediate Similarity NPC476435
0.7976 Intermediate Similarity NPC474003
0.7959 Intermediate Similarity NPC473701
0.7959 Intermediate Similarity NPC473526
0.7957 Intermediate Similarity NPC476722
0.7957 Intermediate Similarity NPC470424
0.7927 Intermediate Similarity NPC476718
0.7927 Intermediate Similarity NPC123122
0.7895 Intermediate Similarity NPC111348
0.7889 Intermediate Similarity NPC239938
0.7882 Intermediate Similarity NPC43463
0.7872 Intermediate Similarity NPC62407
0.7872 Intermediate Similarity NPC287354
0.7865 Intermediate Similarity NPC473350
0.7865 Intermediate Similarity NPC477205
0.7857 Intermediate Similarity NPC136424
0.7849 Intermediate Similarity NPC474379
0.7849 Intermediate Similarity NPC476189
0.7841 Intermediate Similarity NPC15091
0.7826 Intermediate Similarity NPC470114
0.7802 Intermediate Similarity NPC221993
0.7802 Intermediate Similarity NPC477614
0.7802 Intermediate Similarity NPC226491
0.7789 Intermediate Similarity NPC475765
0.7789 Intermediate Similarity NPC235109
0.7789 Intermediate Similarity NPC116683
0.7789 Intermediate Similarity NPC163685
0.7778 Intermediate Similarity NPC83242
0.7766 Intermediate Similarity NPC309127
0.7766 Intermediate Similarity NPC247877
0.7755 Intermediate Similarity NPC471254
0.7755 Intermediate Similarity NPC470172
0.7753 Intermediate Similarity NPC219535
0.7753 Intermediate Similarity NPC473299
0.7753 Intermediate Similarity NPC237938
0.7742 Intermediate Similarity NPC165180
0.7717 Intermediate Similarity NPC200580
0.7717 Intermediate Similarity NPC61688
0.7701 Intermediate Similarity NPC186594
0.7701 Intermediate Similarity NPC134227
0.7701 Intermediate Similarity NPC125366
0.7684 Intermediate Similarity NPC82633
0.7684 Intermediate Similarity NPC17336
0.7677 Intermediate Similarity NPC473406
0.7677 Intermediate Similarity NPC471253
0.7667 Intermediate Similarity NPC478111
0.7634 Intermediate Similarity NPC185529
0.7634 Intermediate Similarity NPC472146
0.7634 Intermediate Similarity NPC88337
0.7634 Intermediate Similarity NPC475211
0.7629 Intermediate Similarity NPC253995
0.7619 Intermediate Similarity NPC55508
0.7614 Intermediate Similarity NPC470154
0.7614 Intermediate Similarity NPC475743
0.7609 Intermediate Similarity NPC473319
0.7609 Intermediate Similarity NPC131104
0.7609 Intermediate Similarity NPC3032
0.7604 Intermediate Similarity NPC193785
0.7604 Intermediate Similarity NPC475785
0.7582 Intermediate Similarity NPC475729
0.7582 Intermediate Similarity NPC474215
0.7579 Intermediate Similarity NPC217567
0.7579 Intermediate Similarity NPC476716
0.7579 Intermediate Similarity NPC76136
0.7579 Intermediate Similarity NPC329713
0.7573 Intermediate Similarity NPC470622
0.7558 Intermediate Similarity NPC143250
0.7558 Intermediate Similarity NPC307865
0.7556 Intermediate Similarity NPC471044
0.7556 Intermediate Similarity NPC473336
0.7556 Intermediate Similarity NPC475689
0.7553 Intermediate Similarity NPC475878
0.7553 Intermediate Similarity NPC52756
0.7528 Intermediate Similarity NPC148740
0.7528 Intermediate Similarity NPC102156
0.7528 Intermediate Similarity NPC216800
0.7528 Intermediate Similarity NPC477447
0.7528 Intermediate Similarity NPC477446
0.7528 Intermediate Similarity NPC470155
0.7525 Intermediate Similarity NPC138908
0.7525 Intermediate Similarity NPC200957
0.75 Intermediate Similarity NPC157476
0.75 Intermediate Similarity NPC472951
0.75 Intermediate Similarity NPC474755
0.75 Intermediate Similarity NPC122811
0.75 Intermediate Similarity NPC472943
0.7475 Intermediate Similarity NPC298266
0.7475 Intermediate Similarity NPC259654
0.7475 Intermediate Similarity NPC178853
0.7475 Intermediate Similarity NPC98225
0.7451 Intermediate Similarity NPC166993
0.7449 Intermediate Similarity NPC472144
0.7426 Intermediate Similarity NPC88469
0.7419 Intermediate Similarity NPC191221
0.7419 Intermediate Similarity NPC201607
0.7419 Intermediate Similarity NPC476379
0.7419 Intermediate Similarity NPC56777
0.7416 Intermediate Similarity NPC470156
0.7412 Intermediate Similarity NPC215030
0.74 Intermediate Similarity NPC275990
0.74 Intermediate Similarity NPC244969
0.74 Intermediate Similarity NPC80640
0.74 Intermediate Similarity NPC213528
0.7396 Intermediate Similarity NPC477495
0.7391 Intermediate Similarity NPC80700
0.7379 Intermediate Similarity NPC273155
0.7379 Intermediate Similarity NPC153587
0.7374 Intermediate Similarity NPC80417
0.7374 Intermediate Similarity NPC477656
0.7368 Intermediate Similarity NPC474065
0.7363 Intermediate Similarity NPC25037
0.7363 Intermediate Similarity NPC50438
0.7363 Intermediate Similarity NPC291310
0.7363 Intermediate Similarity NPC34984
0.7363 Intermediate Similarity NPC181871
0.7363 Intermediate Similarity NPC9060
0.7353 Intermediate Similarity NPC166079
0.7353 Intermediate Similarity NPC306776
0.7353 Intermediate Similarity NPC470587
0.7347 Intermediate Similarity NPC470632
0.7347 Intermediate Similarity NPC472145
0.7347 Intermediate Similarity NPC74466
0.7347 Intermediate Similarity NPC266417
0.7347 Intermediate Similarity NPC472273
0.734 Intermediate Similarity NPC253618
0.734 Intermediate Similarity NPC24705
0.734 Intermediate Similarity NPC77001
0.734 Intermediate Similarity NPC56962
0.7327 Intermediate Similarity NPC277074
0.7327 Intermediate Similarity NPC209298
0.732 Intermediate Similarity NPC322188
0.7317 Intermediate Similarity NPC469925
0.7312 Intermediate Similarity NPC263802
0.7312 Intermediate Similarity NPC314364
0.7312 Intermediate Similarity NPC470920
0.7308 Intermediate Similarity NPC16657
0.7308 Intermediate Similarity NPC274827
0.7308 Intermediate Similarity NPC204652
0.7308 Intermediate Similarity NPC87393
0.7303 Intermediate Similarity NPC60568
0.73 Intermediate Similarity NPC252614
0.73 Intermediate Similarity NPC46848
0.73 Intermediate Similarity NPC236585
0.7294 Intermediate Similarity NPC109510
0.7283 Intermediate Similarity NPC131350
0.7283 Intermediate Similarity NPC474572
0.7283 Intermediate Similarity NPC93616
0.7282 Intermediate Similarity NPC112780
0.7273 Intermediate Similarity NPC274695
0.7273 Intermediate Similarity NPC474793
0.7273 Intermediate Similarity NPC475616
0.7273 Intermediate Similarity NPC470014
0.7273 Intermediate Similarity NPC211087
0.7273 Intermediate Similarity NPC471038
0.7273 Intermediate Similarity NPC17183
0.7273 Intermediate Similarity NPC475725
0.7264 Intermediate Similarity NPC157571
0.7263 Intermediate Similarity NPC18536
0.7263 Intermediate Similarity NPC50443
0.7263 Intermediate Similarity NPC470262
0.7255 Intermediate Similarity NPC100078
0.7255 Intermediate Similarity NPC301787
0.7255 Intermediate Similarity NPC470167
0.7255 Intermediate Similarity NPC65523
0.7255 Intermediate Similarity NPC267637
0.7253 Intermediate Similarity NPC30102
0.7253 Intermediate Similarity NPC128816
0.7253 Intermediate Similarity NPC227170
0.7253 Intermediate Similarity NPC67158
0.7245 Intermediate Similarity NPC256227
0.7245 Intermediate Similarity NPC476728
0.7245 Intermediate Similarity NPC477264
0.7238 Intermediate Similarity NPC66513
0.7238 Intermediate Similarity NPC137104
0.7238 Intermediate Similarity NPC475463
0.7238 Intermediate Similarity NPC474786

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476717 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
0.7475 Intermediate Similarity NPD1700 Approved
0.7253 Intermediate Similarity NPD3669 Approved
0.7253 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1780 Approved
0.7222 Intermediate Similarity NPD1779 Approved
0.7212 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6889 Remote Similarity NPD6697 Approved
0.6889 Remote Similarity NPD6118 Approved
0.6889 Remote Similarity NPD6115 Approved
0.6889 Remote Similarity NPD6114 Approved
0.6778 Remote Similarity NPD6116 Phase 1
0.6762 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6742 Remote Similarity NPD3703 Phase 2
0.6703 Remote Similarity NPD4238 Approved
0.6703 Remote Similarity NPD4802 Phase 2
0.6667 Remote Similarity NPD6117 Approved
0.6609 Remote Similarity NPD6921 Approved
0.6549 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6319 Approved
0.6514 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6477 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6471 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6455 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7492 Approved
0.6437 Remote Similarity NPD229 Approved
0.6415 Remote Similarity NPD8086 Approved
0.6415 Remote Similarity NPD8082 Approved
0.6415 Remote Similarity NPD8138 Approved
0.6415 Remote Similarity NPD8083 Approved
0.6415 Remote Similarity NPD8085 Approved
0.6415 Remote Similarity NPD8139 Approved
0.6415 Remote Similarity NPD8084 Approved
0.6387 Remote Similarity NPD6616 Approved
0.6379 Remote Similarity NPD6059 Approved
0.6379 Remote Similarity NPD6054 Approved
0.6374 Remote Similarity NPD3702 Approved
0.6364 Remote Similarity NPD6373 Approved
0.6364 Remote Similarity NPD6372 Approved
0.6356 Remote Similarity NPD8328 Phase 3
0.6355 Remote Similarity NPD8276 Approved
0.6355 Remote Similarity NPD8275 Approved
0.6353 Remote Similarity NPD7909 Approved
0.6339 Remote Similarity NPD8297 Approved
0.6337 Remote Similarity NPD8035 Phase 2
0.6337 Remote Similarity NPD8034 Phase 2
0.6333 Remote Similarity NPD8293 Discontinued
0.6333 Remote Similarity NPD7078 Approved
0.6296 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6296 Remote Similarity NPD8081 Approved
0.6296 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7736 Approved
0.6271 Remote Similarity NPD6370 Approved
0.6264 Remote Similarity NPD1810 Approved
0.6264 Remote Similarity NPD1811 Approved
0.625 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD6650 Approved
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD6008 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD8393 Approved
0.6239 Remote Similarity NPD7128 Approved
0.6222 Remote Similarity NPD5777 Approved
0.6222 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6222 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD8513 Phase 3
0.6186 Remote Similarity NPD8515 Approved
0.6186 Remote Similarity NPD8516 Approved
0.6186 Remote Similarity NPD6015 Approved
0.6186 Remote Similarity NPD8517 Approved
0.6186 Remote Similarity NPD6016 Approved
0.6182 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5954 Clinical (unspecified phase)
0.618 Remote Similarity NPD3700 Clinical (unspecified phase)
0.618 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7983 Approved
0.6163 Remote Similarity NPD371 Approved
0.614 Remote Similarity NPD8133 Approved
0.614 Remote Similarity NPD4632 Approved
0.6134 Remote Similarity NPD5988 Approved
0.6126 Remote Similarity NPD7320 Approved
0.6126 Remote Similarity NPD6881 Approved
0.6126 Remote Similarity NPD6899 Approved
0.6117 Remote Similarity NPD5779 Approved
0.6117 Remote Similarity NPD5778 Approved
0.6117 Remote Similarity NPD6399 Phase 3
0.6111 Remote Similarity NPD2686 Approved
0.6111 Remote Similarity NPD2687 Approved
0.6111 Remote Similarity NPD2254 Approved
0.6098 Remote Similarity NPD7319 Approved
0.6067 Remote Similarity NPD5360 Phase 3
0.6067 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6053 Remote Similarity NPD6882 Approved
0.6049 Remote Similarity NPD615 Clinical (unspecified phase)
0.6044 Remote Similarity NPD6081 Approved
0.6038 Remote Similarity NPD7902 Approved
0.6036 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD5697 Approved
0.6023 Remote Similarity NPD4224 Phase 2
0.6018 Remote Similarity NPD7102 Approved
0.6018 Remote Similarity NPD7290 Approved
0.6018 Remote Similarity NPD6883 Approved
0.5984 Remote Similarity NPD7507 Approved
0.5983 Remote Similarity NPD6009 Approved
0.5983 Remote Similarity NPD7115 Discovery
0.5981 Remote Similarity NPD4225 Approved
0.598 Remote Similarity NPD5764 Clinical (unspecified phase)
0.598 Remote Similarity NPD6101 Approved
0.5965 Remote Similarity NPD6617 Approved
0.5965 Remote Similarity NPD6847 Approved
0.5965 Remote Similarity NPD6869 Approved
0.5965 Remote Similarity NPD8130 Phase 1
0.595 Remote Similarity NPD7604 Phase 2
0.5935 Remote Similarity NPD8074 Phase 3
0.5934 Remote Similarity NPD4244 Approved
0.5934 Remote Similarity NPD4245 Approved
0.5929 Remote Similarity NPD6013 Approved
0.5929 Remote Similarity NPD6012 Approved
0.5929 Remote Similarity NPD6014 Approved
0.5918 Remote Similarity NPD6435 Approved
0.5918 Remote Similarity NPD7345 Approved
0.5917 Remote Similarity NPD5983 Phase 2
0.5913 Remote Similarity NPD6053 Discontinued
0.5909 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5905 Remote Similarity NPD5282 Discontinued
0.5905 Remote Similarity NPD7748 Approved
0.59 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5893 Remote Similarity NPD8140 Approved
0.5893 Remote Similarity NPD8307 Discontinued
0.5887 Remote Similarity NPD6033 Approved
0.5882 Remote Similarity NPD3198 Approved
0.5882 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5877 Remote Similarity NPD4634 Approved
0.5877 Remote Similarity NPD6371 Approved
0.5865 Remote Similarity NPD6411 Approved
0.5854 Remote Similarity NPD3728 Approved
0.5854 Remote Similarity NPD3730 Approved
0.5854 Remote Similarity NPD6336 Discontinued
0.5849 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6686 Approved
0.5841 Remote Similarity NPD6011 Approved
0.5833 Remote Similarity NPD7638 Approved
0.5826 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5824 Remote Similarity NPD3698 Phase 2
0.5824 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5818 Remote Similarity NPD8301 Approved
0.5818 Remote Similarity NPD8300 Approved
0.5816 Remote Similarity NPD5369 Approved
0.581 Remote Similarity NPD8171 Discontinued
0.5789 Remote Similarity NPD8306 Approved
0.5789 Remote Similarity NPD8305 Approved
0.578 Remote Similarity NPD7640 Approved
0.578 Remote Similarity NPD7639 Approved
0.5778 Remote Similarity NPD896 Approved
0.5778 Remote Similarity NPD898 Approved
0.5778 Remote Similarity NPD897 Approved
0.5769 Remote Similarity NPD46 Approved
0.5769 Remote Similarity NPD6698 Approved
0.5763 Remote Similarity NPD6940 Discontinued
0.5761 Remote Similarity NPD4789 Approved
0.5755 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5755 Remote Similarity NPD7900 Approved
0.5752 Remote Similarity NPD6412 Phase 2
0.5741 Remote Similarity NPD4755 Approved
0.5739 Remote Similarity NPD8087 Discontinued
0.5714 Remote Similarity NPD5368 Approved
0.5714 Remote Similarity NPD73 Approved
0.5714 Remote Similarity NPD6928 Phase 2
0.5714 Remote Similarity NPD7515 Phase 2
0.5699 Remote Similarity NPD4758 Discontinued
0.5686 Remote Similarity NPD5786 Approved
0.5676 Remote Similarity NPD7632 Discontinued
0.5673 Remote Similarity NPD5328 Approved
0.567 Remote Similarity NPD3671 Phase 1
0.567 Remote Similarity NPD5364 Discontinued
0.5663 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5656 Remote Similarity NPD8267 Approved
0.5656 Remote Similarity NPD8269 Approved
0.5656 Remote Similarity NPD8268 Approved
0.5656 Remote Similarity NPD8266 Approved
0.5647 Remote Similarity NPD8959 Approved
0.5636 Remote Similarity NPD4700 Approved
0.5636 Remote Similarity NPD4696 Approved
0.5636 Remote Similarity NPD5285 Approved
0.5636 Remote Similarity NPD8418 Phase 2
0.5636 Remote Similarity NPD5286 Approved
0.563 Remote Similarity NPD6274 Approved
0.562 Remote Similarity NPD7101 Approved
0.562 Remote Similarity NPD7100 Approved
0.5612 Remote Similarity NPD7329 Approved

Structure

External Identifiers

PubChem CID   44566423
ChEMBL   CHEMBL522193
ZINC  

Physicochemical Properties

Molecular Weight:  452.24
ALogP:  -0.6106
MLogP:  3.22
XLogP:  2.494
# Rotatable Bonds:  15
Polar Surface Area:  116.2
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  32

Download Data

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