Natural Product: NPC150967

Natural Product ID:  NPC150967
Common Name:   Caucanolide B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H32N2O6
Standard InCHIKey:  HNESWBJNRLMABG-FCLRCFQESA-N
Standard InCHI:  InChI=1S/C24H32N2O6/c1-14(2)18(21(27)25-13-26(6)7)10-9-17-11-19(31-23(17)29)20(15(3)4)24(30-8)12-16(5)22(28)32-24/h11-13,19-20H,3,9-10H2,1-2,4-8H3/b25-13+/t19-,20+,24+/m0/s1
Canonical SMILES:  CO[C@]1(OC(=O)C(=C1)C)[C@@H]([C@H]1OC(=O)C(=C1)CCC(=C(C)C)C(=O)/N=C/N(C)C)C(=C)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
NPO26421 Urtica laetevirens Species Urticaceae Eukaryota UNPD*
NPO25930 Cystoseira balearica Species Sargassaceae Eukaryota UNPD*
NPO24562 Saussurea petrovii Species Asteraceae Eukaryota UNPD*
NPO3843 Rhododendron metternichii Species Ericaceae Eukaryota UNPD*
NPO25544 Encyclia michuacana Species Orchidaceae Eukaryota UNPD*
NPO24654 Curculigo crassifolia Species Hypoxidaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 >= 50 ug/ml 16252918

  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 NPC150967 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
0.75 Intermediate Similarity NPC10572
0.6972 Remote Similarity NPC68001
0.6972 Remote Similarity NPC474827
0.6972 Remote Similarity NPC199831
0.6972 Remote Similarity NPC474828
0.6726 Remote Similarity NPC474099
0.6696 Remote Similarity NPC58281
0.6667 Remote Similarity NPC123360
0.6667 Remote Similarity NPC52820
0.6636 Remote Similarity NPC150041
0.6632 Remote Similarity NPC474758
0.6596 Remote Similarity NPC84038
0.6574 Remote Similarity NPC121857
0.6526 Remote Similarity NPC474705
0.6514 Remote Similarity NPC476344
0.6509 Remote Similarity NPC472264
0.6505 Remote Similarity NPC469861
0.6505 Remote Similarity NPC469860
0.6505 Remote Similarity NPC130436
0.65 Remote Similarity NPC471325
0.6465 Remote Similarity NPC178277
0.6458 Remote Similarity NPC140287
0.6458 Remote Similarity NPC476355
0.6429 Remote Similarity NPC474244
0.6429 Remote Similarity NPC97516
0.6429 Remote Similarity NPC68156
0.6415 Remote Similarity NPC475995
0.6415 Remote Similarity NPC474098
0.6413 Remote Similarity NPC248125
0.6404 Remote Similarity NPC154601
0.6383 Remote Similarity NPC88877
0.6383 Remote Similarity NPC476591
0.6373 Remote Similarity NPC475947
0.6364 Remote Similarity NPC167380
0.6344 Remote Similarity NPC203335
0.6344 Remote Similarity NPC194871
0.6325 Remote Similarity NPC469603
0.63 Remote Similarity NPC270126
0.6289 Remote Similarity NPC117746
0.6289 Remote Similarity NPC15499
0.6289 Remote Similarity NPC259599
0.6289 Remote Similarity NPC294434
0.6277 Remote Similarity NPC470256
0.6275 Remote Similarity NPC173609
0.6263 Remote Similarity NPC141789
0.6263 Remote Similarity NPC476028
0.6263 Remote Similarity NPC57744
0.6263 Remote Similarity NPC171204
0.6262 Remote Similarity NPC159568
0.6262 Remote Similarity NPC80875
0.6261 Remote Similarity NPC271269
0.625 Remote Similarity NPC472536
0.625 Remote Similarity NPC103391
0.625 Remote Similarity NPC163003
0.6238 Remote Similarity NPC281132
0.6224 Remote Similarity NPC329852
0.62 Remote Similarity NPC128276
0.62 Remote Similarity NPC108816
0.62 Remote Similarity NPC93763
0.6168 Remote Similarity NPC81195
0.6167 Remote Similarity NPC130124
0.6167 Remote Similarity NPC193471
0.6154 Remote Similarity NPC151648
0.6154 Remote Similarity NPC41856
0.6139 Remote Similarity NPC471299
0.6117 Remote Similarity NPC35556
0.6106 Remote Similarity NPC26597
0.6105 Remote Similarity NPC218477
0.6098 Remote Similarity NPC106791
0.6098 Remote Similarity NPC201889
0.6098 Remote Similarity NPC174463
0.6095 Remote Similarity NPC215364
0.6075 Remote Similarity NPC471057
0.6075 Remote Similarity NPC471058
0.6075 Remote Similarity NPC475739
0.6068 Remote Similarity NPC251330
0.6061 Remote Similarity NPC329826
0.6061 Remote Similarity NPC469414
0.6058 Remote Similarity NPC169575
0.6058 Remote Similarity NPC40746
0.6048 Remote Similarity NPC471261
0.604 Remote Similarity NPC299235
0.6038 Remote Similarity NPC284902
0.6038 Remote Similarity NPC107787
0.6038 Remote Similarity NPC469483
0.6034 Remote Similarity NPC64168
0.6034 Remote Similarity NPC469604
0.602 Remote Similarity NPC269206
0.602 Remote Similarity NPC295633
0.602 Remote Similarity NPC58956
0.6019 Remote Similarity NPC281949
0.6019 Remote Similarity NPC64913
0.6019 Remote Similarity NPC141810
0.6019 Remote Similarity NPC301477
0.6019 Remote Similarity NPC325031
0.6019 Remote Similarity NPC25684
0.6019 Remote Similarity NPC42470
0.6019 Remote Similarity NPC242877
0.6 Remote Similarity NPC115786
0.6 Remote Similarity NPC168758
0.6 Remote Similarity NPC47857
0.6 Remote Similarity NPC181510
0.6 Remote Similarity NPC472266
0.6 Remote Similarity NPC147238
0.5981 Remote Similarity NPC160138
0.5981 Remote Similarity NPC475703
0.5979 Remote Similarity NPC475113
0.5979 Remote Similarity NPC469660
0.5979 Remote Similarity NPC67183
0.5979 Remote Similarity NPC299932
0.5968 Remote Similarity NPC284656
0.5966 Remote Similarity NPC24389
0.5963 Remote Similarity NPC47230
0.5963 Remote Similarity NPC17143
0.596 Remote Similarity NPC476590
0.596 Remote Similarity NPC114727
0.5954 Remote Similarity NPC307165
0.595 Remote Similarity NPC275100
0.5948 Remote Similarity NPC279833
0.5948 Remote Similarity NPC6271
0.5948 Remote Similarity NPC173690
0.5948 Remote Similarity NPC80439
0.5946 Remote Similarity NPC474338
0.5943 Remote Similarity NPC78089
0.5943 Remote Similarity NPC471060
0.5943 Remote Similarity NPC474424
0.5943 Remote Similarity NPC470755
0.5941 Remote Similarity NPC7563
0.5941 Remote Similarity NPC41780
0.5941 Remote Similarity NPC320630
0.5941 Remote Similarity NPC476794
0.5941 Remote Similarity NPC470240
0.5941 Remote Similarity NPC116177
0.5941 Remote Similarity NPC187568
0.5929 Remote Similarity NPC241426
0.5929 Remote Similarity NPC265662
0.5929 Remote Similarity NPC471462
0.5926 Remote Similarity NPC475902
0.5926 Remote Similarity NPC469631
0.5926 Remote Similarity NPC469628
0.5926 Remote Similarity NPC469653
0.5926 Remote Similarity NPC471047
0.5926 Remote Similarity NPC475906
0.5918 Remote Similarity NPC186531
0.5917 Remote Similarity NPC127578
0.5917 Remote Similarity NPC195435
0.5917 Remote Similarity NPC196073
0.5914 Remote Similarity NPC474658
0.5913 Remote Similarity NPC175531
0.5909 Remote Similarity NPC473707
0.5909 Remote Similarity NPC141831
0.5905 Remote Similarity NPC286770
0.5905 Remote Similarity NPC131669
0.5905 Remote Similarity NPC59097
0.5905 Remote Similarity NPC284472
0.5905 Remote Similarity NPC116543
0.5905 Remote Similarity NPC473390
0.5905 Remote Similarity NPC475714
0.5905 Remote Similarity NPC229799
0.5902 Remote Similarity NPC475988
0.5896 Remote Similarity NPC471256
0.5893 Remote Similarity NPC50902
0.5893 Remote Similarity NPC205546
0.5893 Remote Similarity NPC189764
0.5893 Remote Similarity NPC233273
0.5888 Remote Similarity NPC475461
0.5888 Remote Similarity NPC305475
0.5888 Remote Similarity NPC261721
0.5882 Remote Similarity NPC474969
0.5882 Remote Similarity NPC476034
0.5882 Remote Similarity NPC267231
0.5877 Remote Similarity NPC279561
0.5877 Remote Similarity NPC471610
0.5872 Remote Similarity NPC139418
0.5872 Remote Similarity NPC295312
0.5868 Remote Similarity NPC30911
0.5868 Remote Similarity NPC21713
0.5868 Remote Similarity NPC316984
0.5868 Remote Similarity NPC475608
0.5865 Remote Similarity NPC133089
0.5865 Remote Similarity NPC24417
0.5859 Remote Similarity NPC222244
0.5859 Remote Similarity NPC16349
0.5859 Remote Similarity NPC287878
0.5856 Remote Similarity NPC473561
0.5856 Remote Similarity NPC475173
0.5856 Remote Similarity NPC473663
0.5856 Remote Similarity NPC304897
0.5856 Remote Similarity NPC473723
0.5849 Remote Similarity NPC163093
0.5849 Remote Similarity NPC474865
0.5849 Remote Similarity NPC31086
0.5849 Remote Similarity NPC158756
0.5849 Remote Similarity NPC161670
0.5849 Remote Similarity NPC476804
0.5842 Remote Similarity NPC27205
0.5842 Remote Similarity NPC68819
0.5842 Remote Similarity NPC235906
0.5841 Remote Similarity NPC175614
0.5833 Remote Similarity NPC474891

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC150967 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
0.59 Remote Similarity NPD1452 Discontinued
0.5868 Remote Similarity NPD2204 Approved
0.5738 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4211 Phase 1
0.5714 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5703 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5702 Remote Similarity NPD4228 Discovery
0.5678 Remote Similarity NPD2258 Approved
0.5678 Remote Similarity NPD2259 Approved
0.566 Remote Similarity NPD5209 Approved
0.566 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5659 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5659 Remote Similarity NPD7623 Phase 3
0.5625 Remote Similarity NPD7299 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL456299
ZINC  

Physicochemical Properties

Molecular Weight:  444.23
ALogP:  2.1446
MLogP:  3.22
XLogP:  2.647
# Rotatable Bonds:  17
Polar Surface Area:  94.5
# H-Bond Aceptor:  8
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  32

Download Data

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