Natural Product: NPC471890

Natural Product ID:  NPC471890
Common Name:   (3S,8Ar)-3,8A-Dihydroxy-3,8-Dimethyl-5-Propan-2-Ylidene-1,2,3A,4-Tetrahydroazulen-6-One
IUPAC Name:   (3S,8aR)-3,8a-dihydroxy-3,8-dimethyl-5-propan-2-ylidene-1,2,3a,4-tetrahydroazulen-6-one
Synonyms:  
Molecular Formula:   C15H22O3
Standard InCHIKey:  IXQJBPRUTQTCMW-FGRDXJNISA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-9(2)11-8-13-14(4,17)5-6-15(13,18)10(3)7-12(11)16/h7,13,17-18H,5-6,8H2,1-4H3/t13?,14-,15-/m0/s1
Canonical SMILES:  CC(=C1CC2[C@@](C)(O)CC[C@@]2(C(=CC1=O)C)O)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
NPO33283 zedoariae rhizoma NA NA NA PMID[9871681]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Inhibition = 89.1 % DrugMatrix in vitro pharmacology data
NPT32 Organism Mus musculus Mus musculus Inhibition = 88 % 1732519
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = -41.5 % 1732519
NPT32 Organism Mus musculus Mus musculus Inhibition = -8.8 % 1732519

  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 NPC471890 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 NPC84185
1.0 High Similarity NPC66677
0.9178 High Similarity NPC300940
0.8861 High Similarity NPC133844
0.8784 High Similarity NPC469737
0.8442 Intermediate Similarity NPC77501
0.8375 Intermediate Similarity NPC164218
0.8375 Intermediate Similarity NPC30675
0.8101 Intermediate Similarity NPC115719
0.8101 Intermediate Similarity NPC473437
0.8101 Intermediate Similarity NPC142759
0.8101 Intermediate Similarity NPC141346
0.8101 Intermediate Similarity NPC25908
0.8101 Intermediate Similarity NPC124289
0.8077 Intermediate Similarity NPC7382
0.7975 Intermediate Similarity NPC89374
0.7975 Intermediate Similarity NPC251435
0.7882 Intermediate Similarity NPC476628
0.7875 Intermediate Similarity NPC469646
0.7865 Intermediate Similarity NPC125180
0.7765 Intermediate Similarity NPC90446
0.7738 Intermediate Similarity NPC20262
0.7738 Intermediate Similarity NPC256750
0.7683 Intermediate Similarity NPC476627
0.7654 Intermediate Similarity NPC215481
0.7625 Intermediate Similarity NPC206875
0.7619 Intermediate Similarity NPC171665
0.7595 Intermediate Similarity NPC29328
0.759 Intermediate Similarity NPC472013
0.759 Intermediate Similarity NPC181195
0.759 Intermediate Similarity NPC476624
0.759 Intermediate Similarity NPC261125
0.7561 Intermediate Similarity NPC276769
0.7558 Intermediate Similarity NPC7927
0.7558 Intermediate Similarity NPC230527
0.7531 Intermediate Similarity NPC474011
0.7528 Intermediate Similarity NPC170775
0.75 Intermediate Similarity NPC138492
0.75 Intermediate Similarity NPC233352
0.75 Intermediate Similarity NPC824
0.7474 Intermediate Similarity NPC477950
0.7471 Intermediate Similarity NPC245434
0.747 Intermediate Similarity NPC63445
0.747 Intermediate Similarity NPC222210
0.7447 Intermediate Similarity NPC64742
0.7442 Intermediate Similarity NPC65350
0.7439 Intermediate Similarity NPC182848
0.7419 Intermediate Similarity NPC9812
0.7416 Intermediate Similarity NPC58532
0.7416 Intermediate Similarity NPC472677
0.7412 Intermediate Similarity NPC88735
0.7396 Intermediate Similarity NPC118405
0.7386 Intermediate Similarity NPC476043
0.7381 Intermediate Similarity NPC32758
0.7381 Intermediate Similarity NPC301769
0.7375 Intermediate Similarity NPC288667
0.7375 Intermediate Similarity NPC106309
0.7349 Intermediate Similarity NPC472014
0.7342 Intermediate Similarity NPC469914
0.7333 Intermediate Similarity NPC232747
0.7326 Intermediate Similarity NPC193347
0.7312 Intermediate Similarity NPC37408
0.7312 Intermediate Similarity NPC472932
0.7308 Intermediate Similarity NPC278895
0.7303 Intermediate Similarity NPC237540
0.7297 Intermediate Similarity NPC469321
0.7294 Intermediate Similarity NPC476625
0.7294 Intermediate Similarity NPC47747
0.7294 Intermediate Similarity NPC287817
0.7294 Intermediate Similarity NPC74445
0.7292 Intermediate Similarity NPC206079
0.7273 Intermediate Similarity NPC261782
0.7273 Intermediate Similarity NPC205618
0.7273 Intermediate Similarity NPC36350
0.7273 Intermediate Similarity NPC469326
0.7263 Intermediate Similarity NPC244411
0.7263 Intermediate Similarity NPC221615
0.7253 Intermediate Similarity NPC77337
0.7234 Intermediate Similarity NPC213078
0.7229 Intermediate Similarity NPC472305
0.7229 Intermediate Similarity NPC151622
0.7229 Intermediate Similarity NPC7629
0.7209 Intermediate Similarity NPC59994
0.7209 Intermediate Similarity NPC78677
0.7209 Intermediate Similarity NPC470241
0.7188 Intermediate Similarity NPC280963
0.7179 Intermediate Similarity NPC197089
0.7159 Intermediate Similarity NPC472958
0.7159 Intermediate Similarity NPC472957
0.7159 Intermediate Similarity NPC144258
0.7158 Intermediate Similarity NPC161493
0.7158 Intermediate Similarity NPC87090
0.7143 Intermediate Similarity NPC41217
0.7143 Intermediate Similarity NPC123912
0.7143 Intermediate Similarity NPC86917
0.7143 Intermediate Similarity NPC97032
0.7143 Intermediate Similarity NPC34110
0.7128 Intermediate Similarity NPC52044
0.7128 Intermediate Similarity NPC170120
0.7128 Intermediate Similarity NPC67584
0.7128 Intermediate Similarity NPC91408
0.7125 Intermediate Similarity NPC67608
0.7125 Intermediate Similarity NPC474900
0.7113 Intermediate Similarity NPC116139
0.7113 Intermediate Similarity NPC62670
0.7113 Intermediate Similarity NPC471401
0.7113 Intermediate Similarity NPC237190
0.7108 Intermediate Similarity NPC201263
0.7105 Intermediate Similarity NPC63111
0.7097 Intermediate Similarity NPC472930
0.7097 Intermediate Similarity NPC477520
0.7097 Intermediate Similarity NPC37816
0.7093 Intermediate Similarity NPC470947
0.7093 Intermediate Similarity NPC470945
0.7093 Intermediate Similarity NPC470946
0.7093 Intermediate Similarity NPC45495
0.7089 Intermediate Similarity NPC60120
0.7089 Intermediate Similarity NPC136813
0.7089 Intermediate Similarity NPC476626
0.7083 Intermediate Similarity NPC477355
0.7083 Intermediate Similarity NPC470541
0.7079 Intermediate Similarity NPC471185
0.7079 Intermediate Similarity NPC146850
0.7079 Intermediate Similarity NPC287015
0.7079 Intermediate Similarity NPC142649
0.7073 Intermediate Similarity NPC275098
0.7071 Intermediate Similarity NPC309190
0.7067 Intermediate Similarity NPC143834
0.7065 Intermediate Similarity NPC129419
0.7065 Intermediate Similarity NPC301969
0.7065 Intermediate Similarity NPC37607
0.7065 Intermediate Similarity NPC2946
0.7059 Intermediate Similarity NPC323249
0.7059 Intermediate Similarity NPC27949
0.7059 Intermediate Similarity NPC19443
0.7059 Intermediate Similarity NPC39547
0.7059 Intermediate Similarity NPC260814
0.7051 Intermediate Similarity NPC474329
0.7051 Intermediate Similarity NPC61473
0.7051 Intermediate Similarity NPC474304
0.7041 Intermediate Similarity NPC66110
0.7041 Intermediate Similarity NPC87351
0.7041 Intermediate Similarity NPC470840
0.7037 Intermediate Similarity NPC18543
0.7037 Intermediate Similarity NPC280256
0.7033 Intermediate Similarity NPC474854
0.7033 Intermediate Similarity NPC471941
0.7033 Intermediate Similarity NPC477710
0.703 Intermediate Similarity NPC329417
0.7027 Intermediate Similarity NPC278550
0.7024 Intermediate Similarity NPC279537
0.7021 Intermediate Similarity NPC90453
0.7021 Intermediate Similarity NPC127019
0.7021 Intermediate Similarity NPC298919
0.7013 Intermediate Similarity NPC474480
0.7011 Intermediate Similarity NPC47031
0.7 Intermediate Similarity NPC167527
0.7 Intermediate Similarity NPC6247
0.7 Intermediate Similarity NPC469688
0.7 Intermediate Similarity NPC224532
0.7 Intermediate Similarity NPC476614
0.6988 Remote Similarity NPC215050
0.6979 Remote Similarity NPC477949
0.6979 Remote Similarity NPC18509
0.6977 Remote Similarity NPC7232
0.6977 Remote Similarity NPC469617
0.697 Remote Similarity NPC111323
0.697 Remote Similarity NPC311612
0.6966 Remote Similarity NPC165287
0.6966 Remote Similarity NPC156485
0.6957 Remote Similarity NPC268298
0.6957 Remote Similarity NPC2983
0.6957 Remote Similarity NPC212664
0.6957 Remote Similarity NPC326627
0.6957 Remote Similarity NPC310010
0.6951 Remote Similarity NPC471660
0.6947 Remote Similarity NPC213698
0.6947 Remote Similarity NPC261341
0.6947 Remote Similarity NPC259286
0.6947 Remote Similarity NPC469873
0.6941 Remote Similarity NPC103987
0.6941 Remote Similarity NPC266193
0.6941 Remote Similarity NPC257666
0.6941 Remote Similarity NPC53581
0.6939 Remote Similarity NPC477356
0.6939 Remote Similarity NPC150923
0.6932 Remote Similarity NPC7414
0.6932 Remote Similarity NPC279186
0.6931 Remote Similarity NPC83744
0.6923 Remote Similarity NPC136948
0.6923 Remote Similarity NPC191283
0.6915 Remote Similarity NPC202824
0.6915 Remote Similarity NPC272293
0.6915 Remote Similarity NPC40821
0.6915 Remote Similarity NPC477361
0.6915 Remote Similarity NPC69454
0.6915 Remote Similarity NPC32862
0.6914 Remote Similarity NPC144647
0.6914 Remote Similarity NPC469677
0.6907 Remote Similarity NPC197386

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471890 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
0.75 Intermediate Similarity NPD5368 Approved
0.7403 Intermediate Similarity NPD7331 Phase 2
0.7326 Intermediate Similarity NPD6435 Approved
0.7326 Intermediate Similarity NPD4223 Phase 3
0.7326 Intermediate Similarity NPD4221 Approved
0.7294 Intermediate Similarity NPD4822 Approved
0.7294 Intermediate Similarity NPD4819 Approved
0.7294 Intermediate Similarity NPD4821 Approved
0.7294 Intermediate Similarity NPD4820 Approved
0.7159 Intermediate Similarity NPD4197 Approved
0.7079 Intermediate Similarity NPD5363 Approved
0.7079 Intermediate Similarity NPD5329 Approved
0.7059 Intermediate Similarity NPD4268 Approved
0.7059 Intermediate Similarity NPD4271 Approved
0.7051 Intermediate Similarity NPD7341 Phase 2
0.7045 Intermediate Similarity NPD5362 Discontinued
0.7041 Intermediate Similarity NPD5211 Phase 2
0.7 Intermediate Similarity NPD4138 Approved
0.7 Intermediate Similarity NPD5786 Approved
0.7 Intermediate Similarity NPD4694 Approved
0.7 Intermediate Similarity NPD5205 Approved
0.7 Intermediate Similarity NPD4693 Phase 3
0.7 Intermediate Similarity NPD4690 Approved
0.7 Intermediate Similarity NPD5690 Phase 2
0.7 Intermediate Similarity NPD5280 Approved
0.7 Intermediate Similarity NPD4688 Approved
0.7 Intermediate Similarity NPD4689 Approved
0.6979 Remote Similarity NPD4755 Approved
0.6957 Remote Similarity NPD4753 Phase 2
0.6932 Remote Similarity NPD4270 Approved
0.6932 Remote Similarity NPD4269 Approved
0.69 Remote Similarity NPD5141 Approved
0.6897 Remote Similarity NPD5790 Clinical (unspecified phase)
0.686 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6848 Remote Similarity NPD4518 Approved
0.6837 Remote Similarity NPD4696 Approved
0.6837 Remote Similarity NPD5286 Approved
0.6837 Remote Similarity NPD5285 Approved
0.6837 Remote Similarity NPD4700 Approved
0.6809 Remote Similarity NPD5281 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6778 Remote Similarity NPD3133 Approved
0.6778 Remote Similarity NPD3665 Phase 1
0.6778 Remote Similarity NPD3666 Approved
0.6742 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6737 Remote Similarity NPD4202 Approved
0.6705 Remote Similarity NPD4252 Approved
0.6702 Remote Similarity NPD4096 Approved
0.6702 Remote Similarity NPD5785 Approved
0.67 Remote Similarity NPD5225 Approved
0.67 Remote Similarity NPD5226 Approved
0.67 Remote Similarity NPD5224 Approved
0.67 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.6667 Remote Similarity NPD5331 Approved
0.6667 Remote Similarity NPD5332 Approved
0.6634 Remote Similarity NPD5174 Approved
0.6634 Remote Similarity NPD5175 Approved
0.663 Remote Similarity NPD4623 Approved
0.663 Remote Similarity NPD4519 Discontinued
0.6629 Remote Similarity NPD5369 Approved
0.6629 Remote Similarity NPD4790 Discontinued
0.6604 Remote Similarity NPD6053 Discontinued
0.66 Remote Similarity NPD5223 Approved
0.6598 Remote Similarity NPD4629 Approved
0.6598 Remote Similarity NPD5210 Approved
0.6598 Remote Similarity NPD5695 Phase 3
0.6596 Remote Similarity NPD5328 Approved
0.6591 Remote Similarity NPD4195 Approved
0.6505 Remote Similarity NPD6675 Approved
0.6505 Remote Similarity NPD6402 Approved
0.6505 Remote Similarity NPD7128 Approved
0.6505 Remote Similarity NPD4767 Approved
0.6505 Remote Similarity NPD5739 Approved
0.6505 Remote Similarity NPD4768 Approved
0.6471 Remote Similarity NPD4754 Approved
0.6465 Remote Similarity NPD6083 Phase 2
0.6465 Remote Similarity NPD6084 Phase 2
0.6458 Remote Similarity NPD6079 Approved
0.6452 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4249 Approved
0.6452 Remote Similarity NPD5279 Phase 3
0.6444 Remote Similarity NPD4139 Approved
0.6444 Remote Similarity NPD4692 Approved
0.6442 Remote Similarity NPD5697 Approved
0.6442 Remote Similarity NPD5701 Approved
0.6429 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6371 Approved
0.64 Remote Similarity NPD5696 Approved
0.6392 Remote Similarity NPD5133 Approved
0.6383 Remote Similarity NPD4250 Approved
0.6383 Remote Similarity NPD4251 Approved
0.6381 Remote Similarity NPD7320 Approved
0.6381 Remote Similarity NPD5128 Approved
0.6381 Remote Similarity NPD6899 Approved
0.6381 Remote Similarity NPD4730 Approved
0.6381 Remote Similarity NPD6881 Approved
0.6381 Remote Similarity NPD4729 Approved
0.6344 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6014 Approved
0.6321 Remote Similarity NPD6012 Approved
0.6321 Remote Similarity NPD6373 Approved
0.6321 Remote Similarity NPD6013 Approved
0.6321 Remote Similarity NPD6372 Approved
0.6316 Remote Similarity NPD5208 Approved
0.6304 Remote Similarity NPD4788 Approved
0.6292 Remote Similarity NPD3617 Approved
0.6289 Remote Similarity NPD5693 Phase 1
0.6277 Remote Similarity NPD3618 Phase 1
0.6262 Remote Similarity NPD5250 Approved
0.6262 Remote Similarity NPD4634 Approved
0.6262 Remote Similarity NPD5247 Approved
0.6262 Remote Similarity NPD5248 Approved
0.6262 Remote Similarity NPD5251 Approved
0.6262 Remote Similarity NPD5249 Phase 3
0.6262 Remote Similarity NPD7102 Approved
0.6262 Remote Similarity NPD6883 Approved
0.6262 Remote Similarity NPD7290 Approved
0.625 Remote Similarity NPD6673 Approved
0.625 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD1695 Approved
0.625 Remote Similarity NPD6080 Approved
0.6237 Remote Similarity NPD4786 Approved
0.6235 Remote Similarity NPD4747 Approved
0.6226 Remote Similarity NPD6011 Approved
0.6204 Remote Similarity NPD6649 Approved
0.6204 Remote Similarity NPD6869 Approved
0.6204 Remote Similarity NPD6847 Approved
0.6204 Remote Similarity NPD6650 Approved
0.6204 Remote Similarity NPD5215 Approved
0.6204 Remote Similarity NPD6617 Approved
0.6204 Remote Similarity NPD5217 Approved
0.6204 Remote Similarity NPD8130 Phase 1
0.6204 Remote Similarity NPD5216 Approved
0.62 Remote Similarity NPD5220 Clinical (unspecified phase)
0.62 Remote Similarity NPD5222 Approved
0.62 Remote Similarity NPD5221 Approved
0.62 Remote Similarity NPD4697 Phase 3
0.6196 Remote Similarity NPD3667 Approved
0.6186 Remote Similarity NPD5207 Approved
0.6186 Remote Similarity NPD5692 Phase 3
0.617 Remote Similarity NPD1696 Phase 3
0.6163 Remote Similarity NPD5276 Approved
0.6154 Remote Similarity NPD4695 Discontinued
0.6147 Remote Similarity NPD8297 Approved
0.6147 Remote Similarity NPD6882 Approved
0.6139 Remote Similarity NPD5173 Approved
0.6132 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5694 Approved
0.6122 Remote Similarity NPD6050 Approved
0.6118 Remote Similarity NPD4137 Phase 3
0.6111 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6111 Remote Similarity NPD5169 Approved
0.6111 Remote Similarity NPD5135 Approved
0.6105 Remote Similarity NPD7146 Approved
0.6105 Remote Similarity NPD7521 Approved
0.6105 Remote Similarity NPD6409 Approved
0.6105 Remote Similarity NPD6684 Approved
0.6105 Remote Similarity NPD7334 Approved
0.6105 Remote Similarity NPD5330 Approved
0.6105 Remote Similarity NPD6098 Approved
0.6058 Remote Similarity NPD5091 Approved
0.6055 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5127 Approved
0.6049 Remote Similarity NPD368 Approved
0.6047 Remote Similarity NPD4691 Approved
0.6023 Remote Similarity NPD4687 Approved
0.6023 Remote Similarity NPD5733 Approved
0.6 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD6001 Approved
0.5982 Remote Similarity NPD6274 Approved
0.5979 Remote Similarity NPD6903 Approved
0.5979 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5977 Remote Similarity NPD4243 Approved
0.5976 Remote Similarity NPD2664 Clinical (unspecified phase)
0.596 Remote Similarity NPD7983 Approved
0.5946 Remote Similarity NPD4632 Approved
0.5941 Remote Similarity NPD6356 Clinical (unspecified phase)
0.59 Remote Similarity NPD6399 Phase 3
0.59 Remote Similarity NPD5778 Approved
0.59 Remote Similarity NPD5779 Approved
0.5893 Remote Similarity NPD5167 Approved
0.5888 Remote Similarity NPD6008 Approved
0.5865 Remote Similarity NPD6404 Discontinued
0.5859 Remote Similarity NPD6698 Approved
0.5859 Remote Similarity NPD46 Approved
0.5843 Remote Similarity NPD4058 Approved
0.5843 Remote Similarity NPD4784 Approved
0.5843 Remote Similarity NPD4785 Approved
0.5833 Remote Similarity NPD6412 Phase 2
0.5833 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5826 Remote Similarity NPD7101 Approved
0.5826 Remote Similarity NPD7100 Approved
0.5824 Remote Similarity NPD4756 Discovery
0.5816 Remote Similarity NPD6672 Approved
0.5816 Remote Similarity NPD5737 Approved
0.5806 Remote Similarity NPD6930 Phase 2
0.5806 Remote Similarity NPD7514 Phase 3
0.5806 Remote Similarity NPD6931 Approved
0.5789 Remote Similarity NPD6009 Approved

Structure

External Identifiers

PubChem CID   44343003
ChEMBL   CHEMBL326486
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  1.3797
MLogP:  2.78
XLogP:  0.513
# Rotatable Bonds:  6
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  18

Download Data

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