Natural Product: NPC288281

Natural Product ID:  NPC288281
Common Name:   Metachromin E
IUPAC Name:   (2S)-2-[2-[(1R,3R)-1,3-dimethyl-2-methylidenecyclohexyl]ethyl]-6-methoxy-2-methylchromene-5,8-dione
Synonyms:   Metachromin E
Molecular Formula:   C22H28O4
Standard InCHIKey:  VGWPPUHIRZBYJE-KHIBUBOWSA-N
Standard InCHI:  InChI=1S/C22H28O4/c1-14-7-6-9-21(3,15(14)2)11-12-22(4)10-8-16-19(24)18(25-5)13-17(23)20(16)26-22/h8,10,13-14H,2,6-7,9,11-12H2,1,3-5H3/t14-,21-,22-/m1/s1
Canonical SMILES:  COC1=CC(=O)C2=C(C1=O)C=C[C@](O2)(C)CC[C@@]1(C)CCC[C@H](C1=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
NPO33163 hippospongia metachromia Species Spongiidae Eukaryota Taiwan PMID[11421749]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT407 Cell Line COLO 205 Homo sapiens IC50 > 10 ug/ml 19548690
NPT2 Others Unspecified IC50 > 10 ug/ml 19880317

  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 NPC288281 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
0.8182 Intermediate Similarity NPC210216
0.8101 Intermediate Similarity NPC474539
0.809 Intermediate Similarity NPC212369
0.7955 Intermediate Similarity NPC125925
0.7901 Intermediate Similarity NPC147438
0.7889 Intermediate Similarity NPC280592
0.7889 Intermediate Similarity NPC253177
0.7889 Intermediate Similarity NPC213636
0.7865 Intermediate Similarity NPC60765
0.7831 Intermediate Similarity NPC283087
0.7802 Intermediate Similarity NPC296114
0.7802 Intermediate Similarity NPC471329
0.7778 Intermediate Similarity NPC280833
0.7753 Intermediate Similarity NPC103743
0.7753 Intermediate Similarity NPC476079
0.7753 Intermediate Similarity NPC113370
0.7727 Intermediate Similarity NPC307112
0.7701 Intermediate Similarity NPC475083
0.7692 Intermediate Similarity NPC223093
0.7692 Intermediate Similarity NPC38952
0.7674 Intermediate Similarity NPC474085
0.764 Intermediate Similarity NPC291712
0.7619 Intermediate Similarity NPC471225
0.7609 Intermediate Similarity NPC32944
0.7609 Intermediate Similarity NPC166110
0.7609 Intermediate Similarity NPC193396
0.7553 Intermediate Similarity NPC295347
0.7529 Intermediate Similarity NPC99182
0.7528 Intermediate Similarity NPC132228
0.7528 Intermediate Similarity NPC6185
0.7528 Intermediate Similarity NPC263997
0.7528 Intermediate Similarity NPC8518
0.7528 Intermediate Similarity NPC133652
0.7528 Intermediate Similarity NPC241512
0.7527 Intermediate Similarity NPC242637
0.7527 Intermediate Similarity NPC248193
0.75 Intermediate Similarity NPC26504
0.7473 Intermediate Similarity NPC478259
0.7473 Intermediate Similarity NPC478261
0.7473 Intermediate Similarity NPC472302
0.7473 Intermediate Similarity NPC478260
0.7439 Intermediate Similarity NPC181587
0.7419 Intermediate Similarity NPC45579
0.7412 Intermediate Similarity NPC54996
0.7396 Intermediate Similarity NPC208094
0.7391 Intermediate Similarity NPC142159
0.7391 Intermediate Similarity NPC284561
0.7391 Intermediate Similarity NPC95364
0.7391 Intermediate Similarity NPC177141
0.7347 Intermediate Similarity NPC469851
0.7333 Intermediate Similarity NPC32037
0.7312 Intermediate Similarity NPC224270
0.7312 Intermediate Similarity NPC273199
0.7312 Intermediate Similarity NPC469372
0.7312 Intermediate Similarity NPC212679
0.7312 Intermediate Similarity NPC220454
0.7312 Intermediate Similarity NPC469595
0.7294 Intermediate Similarity NPC40353
0.7294 Intermediate Similarity NPC110725
0.7283 Intermediate Similarity NPC53454
0.7273 Intermediate Similarity NPC475833
0.7273 Intermediate Similarity NPC225515
0.7263 Intermediate Similarity NPC38830
0.7263 Intermediate Similarity NPC120351
0.7263 Intermediate Similarity NPC166143
0.7263 Intermediate Similarity NPC471994
0.7253 Intermediate Similarity NPC472863
0.7222 Intermediate Similarity NPC474359
0.7216 Intermediate Similarity NPC134083
0.7209 Intermediate Similarity NPC180290
0.7209 Intermediate Similarity NPC473825
0.7204 Intermediate Similarity NPC474918
0.72 Intermediate Similarity NPC271059
0.72 Intermediate Similarity NPC25666
0.7195 Intermediate Similarity NPC470693
0.7195 Intermediate Similarity NPC232812
0.7191 Intermediate Similarity NPC221231
0.7191 Intermediate Similarity NPC471326
0.7188 Intermediate Similarity NPC281134
0.7184 Intermediate Similarity NPC228477
0.7184 Intermediate Similarity NPC137911
0.7174 Intermediate Similarity NPC477228
0.7174 Intermediate Similarity NPC163016
0.7174 Intermediate Similarity NPC75315
0.7174 Intermediate Similarity NPC181327
0.7172 Intermediate Similarity NPC169365
0.7172 Intermediate Similarity NPC168319
0.7172 Intermediate Similarity NPC194028
0.7172 Intermediate Similarity NPC197447
0.7143 Intermediate Similarity NPC281172
0.7143 Intermediate Similarity NPC470177
0.7143 Intermediate Similarity NPC96621
0.7143 Intermediate Similarity NPC189311
0.7143 Intermediate Similarity NPC166770
0.7128 Intermediate Similarity NPC474209
0.7128 Intermediate Similarity NPC475823
0.7113 Intermediate Similarity NPC16967
0.7111 Intermediate Similarity NPC118423
0.7108 Intermediate Similarity NPC37929
0.7108 Intermediate Similarity NPC316029
0.7108 Intermediate Similarity NPC64234
0.7108 Intermediate Similarity NPC469660
0.7108 Intermediate Similarity NPC315285
0.7093 Intermediate Similarity NPC4509
0.7083 Intermediate Similarity NPC191521
0.7083 Intermediate Similarity NPC477129
0.7083 Intermediate Similarity NPC477130
0.7079 Intermediate Similarity NPC55869
0.7079 Intermediate Similarity NPC99308
0.7079 Intermediate Similarity NPC6663
0.7071 Intermediate Similarity NPC185253
0.7071 Intermediate Similarity NPC215253
0.7065 Intermediate Similarity NPC203795
0.7065 Intermediate Similarity NPC220478
0.7065 Intermediate Similarity NPC168248
0.7059 Intermediate Similarity NPC469852
0.7053 Intermediate Similarity NPC32552
0.7045 Intermediate Similarity NPC27817
0.7024 Intermediate Similarity NPC5734
0.7021 Intermediate Similarity NPC173042
0.7021 Intermediate Similarity NPC474844
0.7021 Intermediate Similarity NPC36668
0.7021 Intermediate Similarity NPC118011
0.7011 Intermediate Similarity NPC315394
0.7011 Intermediate Similarity NPC316324
0.701 Intermediate Similarity NPC12727
0.701 Intermediate Similarity NPC171395
0.701 Intermediate Similarity NPC209355
0.7 Intermediate Similarity NPC471218
0.7 Intermediate Similarity NPC477456
0.7 Intermediate Similarity NPC268122
0.7 Intermediate Similarity NPC471699
0.7 Intermediate Similarity NPC94200
0.7 Intermediate Similarity NPC472637
0.7 Intermediate Similarity NPC103486
0.7 Intermediate Similarity NPC477457
0.699 Remote Similarity NPC469853
0.6979 Remote Similarity NPC162615
0.6979 Remote Similarity NPC229976
0.6979 Remote Similarity NPC205034
0.6979 Remote Similarity NPC152778
0.6966 Remote Similarity NPC108955
0.6966 Remote Similarity NPC268827
0.6966 Remote Similarity NPC233332
0.6957 Remote Similarity NPC471223
0.6957 Remote Similarity NPC90287
0.6957 Remote Similarity NPC67081
0.6957 Remote Similarity NPC474680
0.6951 Remote Similarity NPC474619
0.6947 Remote Similarity NPC182136
0.6947 Remote Similarity NPC310479
0.6947 Remote Similarity NPC280149
0.6947 Remote Similarity NPC476437
0.6947 Remote Similarity NPC476369
0.6947 Remote Similarity NPC113393
0.6947 Remote Similarity NPC221111
0.6947 Remote Similarity NPC471818
0.6939 Remote Similarity NPC112654
0.6939 Remote Similarity NPC260796
0.6932 Remote Similarity NPC23778
0.6932 Remote Similarity NPC189485
0.6931 Remote Similarity NPC471993
0.6923 Remote Similarity NPC222358
0.6915 Remote Similarity NPC307298
0.6915 Remote Similarity NPC241507
0.6907 Remote Similarity NPC477241
0.6907 Remote Similarity NPC143210
0.6907 Remote Similarity NPC469491
0.6907 Remote Similarity NPC476415
0.6907 Remote Similarity NPC476596
0.6905 Remote Similarity NPC315597
0.69 Remote Similarity NPC227865
0.69 Remote Similarity NPC290802
0.6893 Remote Similarity NPC266570
0.6893 Remote Similarity NPC478052
0.6893 Remote Similarity NPC477125
0.6889 Remote Similarity NPC112868
0.6882 Remote Similarity NPC234038
0.6875 Remote Similarity NPC190442
0.6875 Remote Similarity NPC303697
0.6869 Remote Similarity NPC202705
0.6869 Remote Similarity NPC239895
0.6869 Remote Similarity NPC38530
0.6869 Remote Similarity NPC84335
0.6867 Remote Similarity NPC313444
0.6863 Remote Similarity NPC473144
0.6863 Remote Similarity NPC320154
0.6863 Remote Similarity NPC476848
0.6863 Remote Similarity NPC297281
0.6854 Remote Similarity NPC170394
0.6854 Remote Similarity NPC190211
0.6854 Remote Similarity NPC476177
0.6848 Remote Similarity NPC53385
0.6848 Remote Similarity NPC149869
0.6842 Remote Similarity NPC5509
0.6837 Remote Similarity NPC33473
0.6837 Remote Similarity NPC474909
0.6837 Remote Similarity NPC300710
0.6837 Remote Similarity NPC31021
0.6832 Remote Similarity NPC474899

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC288281 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
0.7159 Intermediate Similarity NPD4695 Discontinued
0.7053 Intermediate Similarity NPD5694 Approved
0.7053 Intermediate Similarity NPD5693 Phase 1
0.6947 Remote Similarity NPD5692 Phase 3
0.6875 Remote Similarity NPD6050 Approved
0.6829 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4756 Discovery
0.6813 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6737 Remote Similarity NPD5737 Approved
0.6737 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6673 Approved
0.663 Remote Similarity NPD5209 Approved
0.6596 Remote Similarity NPD1694 Approved
0.6591 Remote Similarity NPD8039 Approved
0.6526 Remote Similarity NPD5279 Phase 3
0.6526 Remote Similarity NPD5690 Phase 2
0.6526 Remote Similarity NPD5280 Approved
0.6526 Remote Similarity NPD4694 Approved
0.65 Remote Similarity NPD5654 Approved
0.65 Remote Similarity NPD5695 Phase 3
0.6495 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6484 Remote Similarity NPD4195 Approved
0.6477 Remote Similarity NPD4058 Approved
0.6458 Remote Similarity NPD3573 Approved
0.6429 Remote Similarity NPD5207 Approved
0.6421 Remote Similarity NPD1696 Phase 3
0.6413 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6386 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6373 Remote Similarity NPD6083 Phase 2
0.6373 Remote Similarity NPD6084 Phase 2
0.6373 Remote Similarity NPD5959 Approved
0.6354 Remote Similarity NPD4623 Approved
0.6354 Remote Similarity NPD6098 Approved
0.6354 Remote Similarity NPD4519 Discontinued
0.6337 Remote Similarity NPD5210 Approved
0.6337 Remote Similarity NPD4629 Approved
0.6327 Remote Similarity NPD6051 Approved
0.6327 Remote Similarity NPD4753 Phase 2
0.6316 Remote Similarity NPD4197 Approved
0.6311 Remote Similarity NPD5696 Approved
0.631 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4687 Approved
0.625 Remote Similarity NPD5276 Approved
0.625 Remote Similarity NPD8779 Phase 3
0.625 Remote Similarity NPD5329 Approved
0.6238 Remote Similarity NPD5282 Discontinued
0.6204 Remote Similarity NPD5697 Approved
0.62 Remote Similarity NPD5281 Approved
0.62 Remote Similarity NPD5284 Approved
0.6196 Remote Similarity NPD3617 Approved
0.6186 Remote Similarity NPD7334 Approved
0.6186 Remote Similarity NPD7146 Approved
0.6186 Remote Similarity NPD7521 Approved
0.6186 Remote Similarity NPD6409 Approved
0.6186 Remote Similarity NPD5330 Approved
0.6186 Remote Similarity NPD6684 Approved
0.6154 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6899 Approved
0.6147 Remote Similarity NPD6881 Approved
0.6147 Remote Similarity NPD6011 Approved
0.6146 Remote Similarity NPD6400 Clinical (unspecified phase)
0.614 Remote Similarity NPD7115 Discovery
0.6136 Remote Similarity NPD4691 Approved
0.6132 Remote Similarity NPD5211 Phase 2
0.6117 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5222 Approved
0.6117 Remote Similarity NPD5221 Approved
0.6111 Remote Similarity NPD5733 Approved
0.6105 Remote Similarity NPD4221 Approved
0.6105 Remote Similarity NPD4223 Phase 3
0.61 Remote Similarity NPD7838 Discovery
0.6095 Remote Similarity NPD4696 Approved
0.6095 Remote Similarity NPD5285 Approved
0.6095 Remote Similarity NPD5286 Approved
0.6091 Remote Similarity NPD6012 Approved
0.6091 Remote Similarity NPD6014 Approved
0.6091 Remote Similarity NPD6013 Approved
0.6071 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6068 Remote Similarity NPD7503 Approved
0.6061 Remote Similarity NPD6903 Approved
0.6061 Remote Similarity NPD5208 Approved
0.6061 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4518 Approved
0.6058 Remote Similarity NPD5173 Approved
0.6055 Remote Similarity NPD6614 Approved
0.6047 Remote Similarity NPD3704 Approved
0.6044 Remote Similarity NPD8264 Approved
0.6038 Remote Similarity NPD5223 Approved
0.6036 Remote Similarity NPD7102 Approved
0.6036 Remote Similarity NPD6883 Approved
0.6036 Remote Similarity NPD7290 Approved
0.6023 Remote Similarity NPD4137 Phase 3
0.602 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5141 Approved
0.6 Remote Similarity NPD7638 Approved
0.5982 Remote Similarity NPD8130 Phase 1
0.5982 Remote Similarity NPD6650 Approved
0.5982 Remote Similarity NPD6617 Approved
0.5982 Remote Similarity NPD6847 Approved
0.5982 Remote Similarity NPD6649 Approved
0.5982 Remote Similarity NPD6869 Approved
0.5981 Remote Similarity NPD4633 Approved
0.5981 Remote Similarity NPD5224 Approved
0.5981 Remote Similarity NPD5225 Approved
0.5981 Remote Similarity NPD5226 Approved
0.598 Remote Similarity NPD5133 Approved
0.5979 Remote Similarity NPD3133 Approved
0.5979 Remote Similarity NPD3668 Phase 3
0.5979 Remote Similarity NPD3666 Approved
0.5979 Remote Similarity NPD3665 Phase 1
0.5963 Remote Similarity NPD7128 Approved
0.5963 Remote Similarity NPD6402 Approved
0.5963 Remote Similarity NPD6675 Approved
0.5963 Remote Similarity NPD5739 Approved
0.5955 Remote Similarity NPD4747 Approved
0.5952 Remote Similarity NPD4191 Approved
0.5952 Remote Similarity NPD4193 Approved
0.5952 Remote Similarity NPD4194 Approved
0.5952 Remote Similarity NPD4192 Approved
0.5943 Remote Similarity NPD6648 Approved
0.5943 Remote Similarity NPD7639 Approved
0.5943 Remote Similarity NPD7640 Approved
0.5941 Remote Similarity NPD4096 Approved
0.5941 Remote Similarity NPD5785 Approved
0.5938 Remote Similarity NPD3667 Approved
0.5929 Remote Similarity NPD8297 Approved
0.5929 Remote Similarity NPD6882 Approved
0.5926 Remote Similarity NPD5174 Approved
0.5926 Remote Similarity NPD5175 Approved
0.5922 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5922 Remote Similarity NPD7748 Approved
0.5922 Remote Similarity NPD7900 Approved
0.5909 Remote Similarity NPD5701 Approved
0.5905 Remote Similarity NPD4755 Approved
0.5893 Remote Similarity NPD2067 Discontinued
0.5882 Remote Similarity NPD6411 Approved
0.5882 Remote Similarity NPD6079 Approved
0.5882 Remote Similarity NPD7637 Suspended
0.5876 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5876 Remote Similarity NPD6695 Phase 3
0.5876 Remote Similarity NPD6110 Phase 1
0.5872 Remote Similarity NPD5909 Discontinued
0.5862 Remote Similarity NPD7331 Phase 2
0.5859 Remote Similarity NPD4693 Phase 3
0.5859 Remote Similarity NPD4689 Approved
0.5859 Remote Similarity NPD4688 Approved
0.5859 Remote Similarity NPD3618 Phase 1
0.5859 Remote Similarity NPD4138 Approved
0.5859 Remote Similarity NPD5205 Approved
0.5859 Remote Similarity NPD4690 Approved
0.5856 Remote Similarity NPD7320 Approved
0.5851 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5091 Approved
0.5825 Remote Similarity NPD6399 Phase 3
0.5816 Remote Similarity NPD4786 Approved
0.5816 Remote Similarity NPD7338 Clinical (unspecified phase)
0.581 Remote Similarity NPD4697 Phase 3
0.5804 Remote Similarity NPD6373 Approved
0.5804 Remote Similarity NPD6372 Approved
0.5794 Remote Similarity NPD4700 Approved
0.5789 Remote Similarity NPD1609 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6053 Discontinued
0.5769 Remote Similarity NPD6001 Approved
0.5761 Remote Similarity NPD6926 Approved
0.5761 Remote Similarity NPD6924 Approved
0.5761 Remote Similarity NPD4784 Approved
0.5761 Remote Similarity NPD4785 Approved
0.576 Remote Similarity NPD7260 Phase 2
0.5755 Remote Similarity NPD7902 Approved
0.575 Remote Similarity NPD3412 Clinical (unspecified phase)
0.5729 Remote Similarity NPD7514 Phase 3
0.5729 Remote Similarity NPD7332 Phase 2
0.5728 Remote Similarity NPD7515 Phase 2
0.5726 Remote Similarity NPD6317 Approved
0.5726 Remote Similarity NPD4198 Discontinued
0.5714 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6686 Approved
0.5714 Remote Similarity NPD4729 Approved
0.5714 Remote Similarity NPD7154 Phase 3
0.5714 Remote Similarity NPD4730 Approved
0.5702 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7457 Clinical (unspecified phase)
0.5686 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5686 Remote Similarity NPD5328 Approved
0.5686 Remote Similarity NPD6101 Approved
0.5678 Remote Similarity NPD6335 Approved
0.5678 Remote Similarity NPD6313 Approved
0.5678 Remote Similarity NPD6314 Approved
0.5676 Remote Similarity NPD6008 Approved
0.5673 Remote Similarity NPD4202 Approved
0.5673 Remote Similarity NPD5779 Approved
0.5673 Remote Similarity NPD5778 Approved
0.566 Remote Similarity NPD7732 Phase 3
0.5644 Remote Similarity NPD7524 Approved
0.5644 Remote Similarity NPD7750 Discontinued

Structure

External Identifiers

PubChem CID   10247691
ChEMBL   CHEMBL471294
ZINC  

Physicochemical Properties

Molecular Weight:  356.20
ALogP:  0.8941
MLogP:  3.44
XLogP:  4.97
# Rotatable Bonds:  8
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  26

Download Data

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