Natural Product: NPC212340

Natural Product ID:  NPC212340
Common Name:   Amaralin
IUPAC Name:  
Synonyms:   Amaralin
Molecular Formula:   C14H20O4
Standard InCHIKey:  YXFABSNZCFIHIF-ZDYQJHCOSA-N
Standard InCHI:  InChI=1S/C14H20O4/c1-6-3-8-7(4-9(15)17-8)5-14(2)10(6)11-12(18-11)13(14)16/h6-8,10-13,16H,3-5H2,1-2H3/t6-,7+,8+,10-,11-,12-,13+,14+/m1/s1
Canonical SMILES:  O=C1O[C@@H]2[C@@H](C1)C[C@]1([C@H]([C@@H](C2)C)[C@@H]2[C@H]([C@@H]1O)O2)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
NPO18919 Helenium amarum Species Asteraceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 4.9 ug/ml 10.1021/np50005a002

  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 NPC212340 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
0.8372 Intermediate Similarity NPC470009
0.7927 Intermediate Similarity NPC214030
0.7927 Intermediate Similarity NPC83108
0.7901 Intermediate Similarity NPC179922
0.7872 Intermediate Similarity NPC471381
0.7831 Intermediate Similarity NPC470014
0.7791 Intermediate Similarity NPC111409
0.7791 Intermediate Similarity NPC157328
0.7778 Intermediate Similarity NPC215030
0.7778 Intermediate Similarity NPC35809
0.7766 Intermediate Similarity NPC45125
0.7692 Intermediate Similarity NPC474699
0.7692 Intermediate Similarity NPC57304
0.7692 Intermediate Similarity NPC293001
0.7692 Intermediate Similarity NPC29821
0.7692 Intermediate Similarity NPC133888
0.7692 Intermediate Similarity NPC35959
0.7692 Intermediate Similarity NPC171360
0.7692 Intermediate Similarity NPC63193
0.7684 Intermediate Similarity NPC186861
0.7667 Intermediate Similarity NPC155935
0.766 Intermediate Similarity NPC311904
0.766 Intermediate Similarity NPC471150
0.7634 Intermediate Similarity NPC472873
0.7634 Intermediate Similarity NPC470191
0.7586 Intermediate Similarity NPC128246
0.7582 Intermediate Similarity NPC297474
0.7582 Intermediate Similarity NPC54065
0.7528 Intermediate Similarity NPC64862
0.7527 Intermediate Similarity NPC470424
0.75 Intermediate Similarity NPC155215
0.75 Intermediate Similarity NPC291310
0.7475 Intermediate Similarity NPC54737
0.7436 Intermediate Similarity NPC165069
0.7419 Intermediate Similarity NPC475788
0.7419 Intermediate Similarity NPC258216
0.7416 Intermediate Similarity NPC478111
0.7396 Intermediate Similarity NPC211087
0.7391 Intermediate Similarity NPC216284
0.7386 Intermediate Similarity NPC29342
0.7386 Intermediate Similarity NPC2572
0.7386 Intermediate Similarity NPC474266
0.7386 Intermediate Similarity NPC259173
0.7368 Intermediate Similarity NPC24956
0.7368 Intermediate Similarity NPC116683
0.7368 Intermediate Similarity NPC18019
0.7356 Intermediate Similarity NPC126248
0.7349 Intermediate Similarity NPC477867
0.7347 Intermediate Similarity NPC292803
0.7333 Intermediate Similarity NPC56593
0.7317 Intermediate Similarity NPC470243
0.7312 Intermediate Similarity NPC474065
0.7308 Intermediate Similarity NPC199937
0.73 Intermediate Similarity NPC168890
0.73 Intermediate Similarity NPC44004
0.7294 Intermediate Similarity NPC70996
0.7292 Intermediate Similarity NPC328180
0.7292 Intermediate Similarity NPC261372
0.7292 Intermediate Similarity NPC263674
0.7292 Intermediate Similarity NPC181151
0.7292 Intermediate Similarity NPC278028
0.7292 Intermediate Similarity NPC58267
0.7284 Intermediate Similarity NPC475062
0.7283 Intermediate Similarity NPC215556
0.7273 Intermediate Similarity NPC475849
0.7273 Intermediate Similarity NPC100366
0.7273 Intermediate Similarity NPC102156
0.7273 Intermediate Similarity NPC148740
0.7273 Intermediate Similarity NPC242771
0.7273 Intermediate Similarity NPC311642
0.7273 Intermediate Similarity NPC164289
0.7263 Intermediate Similarity NPC476053
0.7262 Intermediate Similarity NPC228411
0.7255 Intermediate Similarity NPC139838
0.7255 Intermediate Similarity NPC59489
0.7253 Intermediate Similarity NPC24728
0.7253 Intermediate Similarity NPC31349
0.7241 Intermediate Similarity NPC258965
0.7241 Intermediate Similarity NPC156658
0.7216 Intermediate Similarity NPC253995
0.7215 Intermediate Similarity NPC157518
0.7212 Intermediate Similarity NPC98870
0.72 Intermediate Similarity NPC132304
0.72 Intermediate Similarity NPC169089
0.72 Intermediate Similarity NPC114365
0.72 Intermediate Similarity NPC88890
0.72 Intermediate Similarity NPC154962
0.72 Intermediate Similarity NPC18044
0.72 Intermediate Similarity NPC473701
0.72 Intermediate Similarity NPC123070
0.72 Intermediate Similarity NPC177518
0.72 Intermediate Similarity NPC18433
0.72 Intermediate Similarity NPC473526
0.7191 Intermediate Similarity NPC69953
0.7188 Intermediate Similarity NPC126156
0.7188 Intermediate Similarity NPC91771
0.7188 Intermediate Similarity NPC142529
0.7188 Intermediate Similarity NPC474297
0.7174 Intermediate Similarity NPC79549
0.7174 Intermediate Similarity NPC207114
0.7174 Intermediate Similarity NPC217983
0.7174 Intermediate Similarity NPC471149
0.716 Intermediate Similarity NPC319007
0.7159 Intermediate Similarity NPC216941
0.7158 Intermediate Similarity NPC470423
0.7157 Intermediate Similarity NPC220773
0.7157 Intermediate Similarity NPC278693
0.7157 Intermediate Similarity NPC167044
0.7143 Intermediate Similarity NPC187661
0.7143 Intermediate Similarity NPC125164
0.7143 Intermediate Similarity NPC474448
0.7143 Intermediate Similarity NPC470657
0.7113 Intermediate Similarity NPC236580
0.7113 Intermediate Similarity NPC474313
0.7113 Intermediate Similarity NPC471241
0.7113 Intermediate Similarity NPC304445
0.7097 Intermediate Similarity NPC283409
0.7097 Intermediate Similarity NPC472872
0.7073 Intermediate Similarity NPC98711
0.7073 Intermediate Similarity NPC28526
0.7065 Intermediate Similarity NPC239938
0.7059 Intermediate Similarity NPC176756
0.7053 Intermediate Similarity NPC200237
0.7045 Intermediate Similarity NPC51507
0.7045 Intermediate Similarity NPC117137
0.7045 Intermediate Similarity NPC66766
0.7041 Intermediate Similarity NPC274695
0.7037 Intermediate Similarity NPC469925
0.7024 Intermediate Similarity NPC51249
0.7024 Intermediate Similarity NPC475232
0.7024 Intermediate Similarity NPC473699
0.7024 Intermediate Similarity NPC475260
0.7024 Intermediate Similarity NPC474100
0.7024 Intermediate Similarity NPC473775
0.7021 Intermediate Similarity NPC19087
0.7019 Intermediate Similarity NPC182185
0.7011 Intermediate Similarity NPC475616
0.699 Remote Similarity NPC117604
0.699 Remote Similarity NPC329876
0.6989 Remote Similarity NPC471221
0.6979 Remote Similarity NPC217567
0.6979 Remote Similarity NPC473331
0.6979 Remote Similarity NPC76136
0.6979 Remote Similarity NPC329713
0.6979 Remote Similarity NPC206878
0.697 Remote Similarity NPC70865
0.6966 Remote Similarity NPC475743
0.6957 Remote Similarity NPC472745
0.6957 Remote Similarity NPC92139
0.6951 Remote Similarity NPC82315
0.6947 Remote Similarity NPC184063
0.6947 Remote Similarity NPC475925
0.6947 Remote Similarity NPC473066
0.6923 Remote Similarity NPC217041
0.6923 Remote Similarity NPC224386
0.6923 Remote Similarity NPC115352
0.6923 Remote Similarity NPC194859
0.6916 Remote Similarity NPC470116
0.6916 Remote Similarity NPC121816
0.6916 Remote Similarity NPC470115
0.6915 Remote Similarity NPC38392
0.6907 Remote Similarity NPC37408
0.6907 Remote Similarity NPC170120
0.6907 Remote Similarity NPC215570
0.6907 Remote Similarity NPC213698
0.69 Remote Similarity NPC150923
0.69 Remote Similarity NPC298266
0.69 Remote Similarity NPC67296
0.69 Remote Similarity NPC259654
0.69 Remote Similarity NPC171759
0.6875 Remote Similarity NPC473234
0.6875 Remote Similarity NPC308656
0.6875 Remote Similarity NPC60386
0.6875 Remote Similarity NPC153590
0.6875 Remote Similarity NPC473273
0.6875 Remote Similarity NPC473263
0.6875 Remote Similarity NPC476189
0.6875 Remote Similarity NPC472874
0.6875 Remote Similarity NPC476702
0.6869 Remote Similarity NPC221615
0.6869 Remote Similarity NPC249171
0.6869 Remote Similarity NPC49833
0.6863 Remote Similarity NPC100078
0.6854 Remote Similarity NPC472943
0.6854 Remote Similarity NPC472951
0.6852 Remote Similarity NPC255450
0.6852 Remote Similarity NPC170692
0.6848 Remote Similarity NPC204105
0.6848 Remote Similarity NPC476715
0.6848 Remote Similarity NPC300082
0.6848 Remote Similarity NPC284534
0.6842 Remote Similarity NPC246173
0.6842 Remote Similarity NPC470114
0.6837 Remote Similarity NPC98165
0.6832 Remote Similarity NPC213528
0.6832 Remote Similarity NPC244969
0.6829 Remote Similarity NPC286842
0.6827 Remote Similarity NPC68248
0.6824 Remote Similarity NPC248427
0.6822 Remote Similarity NPC273242

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC212340 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
0.7245 Intermediate Similarity NPD1700 Approved
0.72 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.6795 Remote Similarity NPD3198 Approved
0.6629 Remote Similarity NPD4238 Approved
0.6629 Remote Similarity NPD4802 Phase 2
0.6421 Remote Similarity NPD4249 Approved
0.6415 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6392 Remote Similarity NPD1695 Approved
0.6389 Remote Similarity NPD6371 Approved
0.6381 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6354 Remote Similarity NPD4251 Approved
0.6354 Remote Similarity NPD4250 Approved
0.6353 Remote Similarity NPD229 Approved
0.6344 Remote Similarity NPD6435 Approved
0.6292 Remote Similarity NPD3702 Approved
0.6265 Remote Similarity NPD7909 Approved
0.6264 Remote Similarity NPD6118 Approved
0.6264 Remote Similarity NPD6114 Approved
0.6264 Remote Similarity NPD6115 Approved
0.6264 Remote Similarity NPD6697 Approved
0.6154 Remote Similarity NPD6116 Phase 1
0.6154 Remote Similarity NPD3730 Approved
0.6154 Remote Similarity NPD3728 Approved
0.6154 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5777 Approved
0.6129 Remote Similarity NPD5368 Approved
0.6092 Remote Similarity NPD3698 Phase 2
0.6078 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6044 Remote Similarity NPD6117 Approved
0.6023 Remote Similarity NPD4245 Approved
0.6023 Remote Similarity NPD4244 Approved
0.6 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6 Remote Similarity NPD46 Approved
0.5963 Remote Similarity NPD6412 Phase 2
0.5957 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5895 Remote Similarity NPD5369 Approved
0.5882 Remote Similarity NPD8171 Discontinued
0.5872 Remote Similarity NPD6008 Approved
0.5856 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5814 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4819 Approved
0.5789 Remote Similarity NPD4821 Approved
0.5789 Remote Similarity NPD4822 Approved
0.5789 Remote Similarity NPD6928 Phase 2
0.5789 Remote Similarity NPD4820 Approved
0.5773 Remote Similarity NPD5362 Discontinued
0.5763 Remote Similarity NPD6319 Approved
0.5761 Remote Similarity NPD3703 Phase 2
0.5745 Remote Similarity NPD4268 Approved
0.5745 Remote Similarity NPD4271 Approved
0.573 Remote Similarity NPD3700 Clinical (unspecified phase)
0.573 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5729 Remote Similarity NPD1780 Approved
0.5729 Remote Similarity NPD1779 Approved
0.5702 Remote Similarity NPD7492 Approved
0.5702 Remote Similarity NPD6053 Discontinued
0.5686 Remote Similarity NPD5785 Approved
0.5673 Remote Similarity NPD5282 Discontinued
0.567 Remote Similarity NPD4270 Approved
0.567 Remote Similarity NPD4269 Approved
0.5667 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5664 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5657 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5657 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5656 Remote Similarity NPD6616 Approved
0.5652 Remote Similarity NPD8133 Approved
0.5652 Remote Similarity NPD4632 Approved
0.5631 Remote Similarity NPD8035 Phase 2
0.5631 Remote Similarity NPD7983 Approved
0.5631 Remote Similarity NPD8034 Phase 2
0.563 Remote Similarity NPD6054 Approved
0.563 Remote Similarity NPD6059 Approved
0.5625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6686 Approved
0.5612 Remote Similarity NPD7154 Phase 3
0.5612 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5612 Remote Similarity NPD3669 Approved
0.561 Remote Similarity NPD8293 Discontinued
0.561 Remote Similarity NPD7078 Approved
0.5604 Remote Similarity NPD6081 Approved
0.5604 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5604 Remote Similarity NPD4808 Clinical (unspecified phase)
0.56 Remote Similarity NPD5786 Approved

Structure

External Identifiers

PubChem CID   44566392
ChEMBL   CHEMBL490323
ZINC  

Physicochemical Properties

Molecular Weight:  252.14
ALogP:  -0.2303
MLogP:  2.56
XLogP:  1.153
# Rotatable Bonds:  3
Polar Surface Area:  59.06
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  18

Download Data

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