Natural Product: NPC8091

Natural Product ID:  NPC8091
Common Name:   Taiwaniaquinone
IUPAC Name:   (4aS,9R,9aS)-6-methoxy-1,1,4a-trimethyl-5,8-dioxo-7-propan-2-yl-3,4,9,9a-tetrahydro-2H-fluorene-9-carbaldehyde
Synonyms:   Taiwaniaquinone
Molecular Formula:   C21H28O4
Standard InCHIKey:  VTLCOGFYOXOPRS-VTOVKPRRSA-N
Standard InCHI:  InChI=1S/C21H28O4/c1-11(2)13-16(23)14-12(10-22)19-20(3,4)8-7-9-21(19,5)15(14)17(24)18(13)25-6/h10-12,19H,7-9H2,1-6H3/t12-,19-,21+/m0/s1
Canonical SMILES:  COC1=C(C(C)C)C(=O)C2=C(C1=O)[C@@]1(C)CCCC([C@@H]1[C@H]2C=O)(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
NPO24241 Taiwania cryptomerioides Species Cupressaceae 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 EC50 = 4400 nM 20102168

  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 NPC8091 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
0.9351 High Similarity NPC23778
0.8272 Intermediate Similarity NPC283087
0.8095 Intermediate Similarity NPC474085
0.7931 Intermediate Similarity NPC8518
0.7931 Intermediate Similarity NPC133652
0.7931 Intermediate Similarity NPC241512
0.7931 Intermediate Similarity NPC132228
0.7931 Intermediate Similarity NPC6185
0.7931 Intermediate Similarity NPC263997
0.7765 Intermediate Similarity NPC474956
0.7738 Intermediate Similarity NPC30321
0.7738 Intermediate Similarity NPC469996
0.7711 Intermediate Similarity NPC92080
0.7701 Intermediate Similarity NPC271784
0.7692 Intermediate Similarity NPC474209
0.7692 Intermediate Similarity NPC475823
0.7647 Intermediate Similarity NPC475681
0.7614 Intermediate Similarity NPC237712
0.7586 Intermediate Similarity NPC327969
0.7586 Intermediate Similarity NPC321289
0.7586 Intermediate Similarity NPC103486
0.7579 Intermediate Similarity NPC216904
0.7528 Intermediate Similarity NPC90287
0.7528 Intermediate Similarity NPC474680
0.75 Intermediate Similarity NPC223093
0.75 Intermediate Similarity NPC275439
0.75 Intermediate Similarity NPC469561
0.75 Intermediate Similarity NPC112753
0.75 Intermediate Similarity NPC129913
0.75 Intermediate Similarity NPC470165
0.7474 Intermediate Similarity NPC192428
0.7473 Intermediate Similarity NPC307298
0.7473 Intermediate Similarity NPC53454
0.7471 Intermediate Similarity NPC55869
0.7442 Intermediate Similarity NPC476177
0.7442 Intermediate Similarity NPC192329
0.7439 Intermediate Similarity NPC474539
0.7419 Intermediate Similarity NPC248913
0.7416 Intermediate Similarity NPC320801
0.74 Intermediate Similarity NPC470267
0.7391 Intermediate Similarity NPC310010
0.7391 Intermediate Similarity NPC305039
0.7391 Intermediate Similarity NPC280833
0.7391 Intermediate Similarity NPC326627
0.7386 Intermediate Similarity NPC142683
0.7386 Intermediate Similarity NPC240302
0.7386 Intermediate Similarity NPC470813
0.7381 Intermediate Similarity NPC175079
0.7368 Intermediate Similarity NPC279313
0.7363 Intermediate Similarity NPC272039
0.7363 Intermediate Similarity NPC220930
0.7363 Intermediate Similarity NPC38885
0.7356 Intermediate Similarity NPC108955
0.7347 Intermediate Similarity NPC124211
0.7333 Intermediate Similarity NPC197823
0.7333 Intermediate Similarity NPC469948
0.7326 Intermediate Similarity NPC476808
0.7312 Intermediate Similarity NPC113393
0.7312 Intermediate Similarity NPC252737
0.7312 Intermediate Similarity NPC478257
0.7312 Intermediate Similarity NPC478258
0.7303 Intermediate Similarity NPC105803
0.7294 Intermediate Similarity NPC26504
0.7284 Intermediate Similarity NPC155198
0.7283 Intermediate Similarity NPC185059
0.7283 Intermediate Similarity NPC80335
0.7283 Intermediate Similarity NPC475001
0.7273 Intermediate Similarity NPC149237
0.7273 Intermediate Similarity NPC99308
0.7273 Intermediate Similarity NPC53222
0.7273 Intermediate Similarity NPC225515
0.7273 Intermediate Similarity NPC90055
0.7263 Intermediate Similarity NPC245972
0.7263 Intermediate Similarity NPC196485
0.7263 Intermediate Similarity NPC212812
0.7262 Intermediate Similarity NPC147438
0.7253 Intermediate Similarity NPC474778
0.7253 Intermediate Similarity NPC31564
0.7253 Intermediate Similarity NPC229717
0.7253 Intermediate Similarity NPC51014
0.7253 Intermediate Similarity NPC474733
0.7253 Intermediate Similarity NPC474732
0.7253 Intermediate Similarity NPC145879
0.7253 Intermediate Similarity NPC327115
0.7245 Intermediate Similarity NPC88198
0.7234 Intermediate Similarity NPC185936
0.7234 Intermediate Similarity NPC190442
0.7234 Intermediate Similarity NPC99380
0.7234 Intermediate Similarity NPC168027
0.7222 Intermediate Similarity NPC144258
0.7222 Intermediate Similarity NPC469569
0.7222 Intermediate Similarity NPC214043
0.7222 Intermediate Similarity NPC473246
0.7222 Intermediate Similarity NPC85774
0.7209 Intermediate Similarity NPC472300
0.7204 Intermediate Similarity NPC119416
0.7204 Intermediate Similarity NPC31985
0.7204 Intermediate Similarity NPC474245
0.7204 Intermediate Similarity NPC469546
0.7204 Intermediate Similarity NPC1015
0.72 Intermediate Similarity NPC33973
0.72 Intermediate Similarity NPC70967
0.7191 Intermediate Similarity NPC100297
0.7191 Intermediate Similarity NPC328351
0.7188 Intermediate Similarity NPC295347
0.7188 Intermediate Similarity NPC280725
0.7176 Intermediate Similarity NPC469678
0.7176 Intermediate Similarity NPC469669
0.7176 Intermediate Similarity NPC475771
0.7174 Intermediate Similarity NPC58063
0.7174 Intermediate Similarity NPC475740
0.7174 Intermediate Similarity NPC472493
0.7174 Intermediate Similarity NPC99909
0.7159 Intermediate Similarity NPC2482
0.7159 Intermediate Similarity NPC18955
0.7158 Intermediate Similarity NPC271652
0.7158 Intermediate Similarity NPC250575
0.7158 Intermediate Similarity NPC474185
0.7158 Intermediate Similarity NPC25750
0.7158 Intermediate Similarity NPC229976
0.7158 Intermediate Similarity NPC79117
0.7158 Intermediate Similarity NPC233118
0.7143 Intermediate Similarity NPC473038
0.7143 Intermediate Similarity NPC2709
0.7143 Intermediate Similarity NPC478245
0.7143 Intermediate Similarity NPC323765
0.7143 Intermediate Similarity NPC189311
0.7129 Intermediate Similarity NPC135854
0.7129 Intermediate Similarity NPC216245
0.7129 Intermediate Similarity NPC470251
0.7129 Intermediate Similarity NPC2436
0.7128 Intermediate Similarity NPC191684
0.7128 Intermediate Similarity NPC477711
0.7128 Intermediate Similarity NPC183283
0.7126 Intermediate Similarity NPC478246
0.7126 Intermediate Similarity NPC478247
0.7113 Intermediate Similarity NPC96859
0.7113 Intermediate Similarity NPC305483
0.7113 Intermediate Similarity NPC125622
0.7113 Intermediate Similarity NPC328162
0.7111 Intermediate Similarity NPC168188
0.7111 Intermediate Similarity NPC258985
0.7111 Intermediate Similarity NPC470047
0.7111 Intermediate Similarity NPC470015
0.7111 Intermediate Similarity NPC470046
0.71 Intermediate Similarity NPC308351
0.71 Intermediate Similarity NPC271266
0.7097 Intermediate Similarity NPC230387
0.7097 Intermediate Similarity NPC474677
0.7097 Intermediate Similarity NPC471722
0.7097 Intermediate Similarity NPC472483
0.7093 Intermediate Similarity NPC470525
0.7093 Intermediate Similarity NPC263582
0.7083 Intermediate Similarity NPC477439
0.7083 Intermediate Similarity NPC294266
0.7079 Intermediate Similarity NPC477372
0.7079 Intermediate Similarity NPC475665
0.7079 Intermediate Similarity NPC121984
0.7079 Intermediate Similarity NPC136150
0.7079 Intermediate Similarity NPC475833
0.7079 Intermediate Similarity NPC282293
0.7071 Intermediate Similarity NPC104861
0.7071 Intermediate Similarity NPC157787
0.7065 Intermediate Similarity NPC20688
0.7065 Intermediate Similarity NPC195640
0.7065 Intermediate Similarity NPC203795
0.7065 Intermediate Similarity NPC222613
0.7065 Intermediate Similarity NPC72133
0.7065 Intermediate Similarity NPC118648
0.7065 Intermediate Similarity NPC470345
0.7065 Intermediate Similarity NPC475022
0.7065 Intermediate Similarity NPC94666
0.7059 Intermediate Similarity NPC470299
0.7053 Intermediate Similarity NPC26865
0.7053 Intermediate Similarity NPC131872
0.7053 Intermediate Similarity NPC470036
0.7053 Intermediate Similarity NPC174167
0.7045 Intermediate Similarity NPC90965
0.7045 Intermediate Similarity NPC170793
0.7045 Intermediate Similarity NPC472490
0.7045 Intermediate Similarity NPC152061
0.7041 Intermediate Similarity NPC208094
0.7041 Intermediate Similarity NPC43747
0.7041 Intermediate Similarity NPC23680
0.7041 Intermediate Similarity NPC292133
0.7033 Intermediate Similarity NPC329043
0.7033 Intermediate Similarity NPC120158
0.7033 Intermediate Similarity NPC58841
0.7033 Intermediate Similarity NPC209882
0.7033 Intermediate Similarity NPC469407
0.7033 Intermediate Similarity NPC221758
0.7033 Intermediate Similarity NPC474359
0.7033 Intermediate Similarity NPC59453
0.7033 Intermediate Similarity NPC161423
0.7033 Intermediate Similarity NPC475193
0.7033 Intermediate Similarity NPC25833
0.7033 Intermediate Similarity NPC475100
0.7033 Intermediate Similarity NPC321187
0.7033 Intermediate Similarity NPC100391
0.7033 Intermediate Similarity NPC227064

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC8091 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
0.7865 Intermediate Similarity NPD5737 Approved
0.7865 Intermediate Similarity NPD6672 Approved
0.7738 Intermediate Similarity NPD3617 Approved
0.7558 Intermediate Similarity NPD4695 Discontinued
0.7474 Intermediate Similarity NPD4697 Phase 3
0.7444 Intermediate Similarity NPD5279 Phase 3
0.7391 Intermediate Similarity NPD4753 Phase 2
0.7391 Intermediate Similarity NPD6904 Approved
0.7391 Intermediate Similarity NPD6080 Approved
0.7391 Intermediate Similarity NPD6673 Approved
0.7368 Intermediate Similarity NPD5695 Phase 3
0.7312 Intermediate Similarity NPD5692 Phase 3
0.7234 Intermediate Similarity NPD6050 Approved
0.7234 Intermediate Similarity NPD5694 Approved
0.7234 Intermediate Similarity NPD5693 Phase 1
0.7222 Intermediate Similarity NPD4197 Approved
0.7216 Intermediate Similarity NPD6083 Phase 2
0.7216 Intermediate Similarity NPD6084 Phase 2
0.7143 Intermediate Similarity NPD5696 Approved
0.7143 Intermediate Similarity NPD5329 Approved
0.7065 Intermediate Similarity NPD6409 Approved
0.7065 Intermediate Similarity NPD5280 Approved
0.7065 Intermediate Similarity NPD6684 Approved
0.7065 Intermediate Similarity NPD5690 Phase 2
0.7065 Intermediate Similarity NPD5330 Approved
0.7065 Intermediate Similarity NPD7146 Approved
0.7065 Intermediate Similarity NPD6098 Approved
0.7065 Intermediate Similarity NPD7521 Approved
0.7065 Intermediate Similarity NPD7334 Approved
0.7065 Intermediate Similarity NPD4694 Approved
0.7037 Intermediate Similarity NPD3704 Approved
0.7033 Intermediate Similarity NPD3666 Approved
0.7033 Intermediate Similarity NPD3668 Phase 3
0.7033 Intermediate Similarity NPD3133 Approved
0.7033 Intermediate Similarity NPD4786 Approved
0.7033 Intermediate Similarity NPD3665 Phase 1
0.701 Intermediate Similarity NPD5210 Approved
0.701 Intermediate Similarity NPD4629 Approved
0.701 Intermediate Similarity NPD5654 Approved
0.7 Intermediate Similarity NPD4221 Approved
0.7 Intermediate Similarity NPD3667 Approved
0.7 Intermediate Similarity NPD4223 Phase 3
0.6979 Remote Similarity NPD6399 Phase 3
0.6939 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6939 Remote Similarity NPD5221 Approved
0.6939 Remote Similarity NPD5222 Approved
0.6915 Remote Similarity NPD6903 Approved
0.6915 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6905 Remote Similarity NPD4747 Approved
0.6882 Remote Similarity NPD3618 Phase 1
0.6869 Remote Similarity NPD4755 Approved
0.6869 Remote Similarity NPD5173 Approved
0.6869 Remote Similarity NPD5959 Approved
0.6842 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5328 Approved
0.6824 Remote Similarity NPD5276 Approved
0.6813 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4137 Phase 3
0.6737 Remote Similarity NPD5208 Approved
0.6735 Remote Similarity NPD5282 Discontinued
0.6733 Remote Similarity NPD4700 Approved
0.6733 Remote Similarity NPD4696 Approved
0.6733 Remote Similarity NPD5286 Approved
0.6733 Remote Similarity NPD5285 Approved
0.6731 Remote Similarity NPD6402 Approved
0.6731 Remote Similarity NPD7128 Approved
0.6731 Remote Similarity NPD5739 Approved
0.6731 Remote Similarity NPD6675 Approved
0.6706 Remote Similarity NPD4691 Approved
0.6703 Remote Similarity NPD4139 Approved
0.6703 Remote Similarity NPD4692 Approved
0.6702 Remote Similarity NPD4689 Approved
0.6702 Remote Similarity NPD4693 Phase 3
0.6702 Remote Similarity NPD4138 Approved
0.6702 Remote Similarity NPD4688 Approved
0.6702 Remote Similarity NPD5205 Approved
0.6702 Remote Similarity NPD4690 Approved
0.6702 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6079 Approved
0.6698 Remote Similarity NPD6372 Approved
0.6698 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD4687 Approved
0.6667 Remote Similarity NPD5223 Approved
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5733 Approved
0.6633 Remote Similarity NPD5133 Approved
0.6633 Remote Similarity NPD4202 Approved
0.6627 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6011 Approved
0.6604 Remote Similarity NPD7320 Approved
0.6604 Remote Similarity NPD6899 Approved
0.6604 Remote Similarity NPD6881 Approved
0.6602 Remote Similarity NPD5211 Phase 2
0.6602 Remote Similarity NPD5225 Approved
0.6602 Remote Similarity NPD5226 Approved
0.6602 Remote Similarity NPD5224 Approved
0.6602 Remote Similarity NPD4633 Approved
0.6598 Remote Similarity NPD5207 Approved
0.6574 Remote Similarity NPD6650 Approved
0.6574 Remote Similarity NPD6649 Approved
0.6566 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6566 Remote Similarity NPD7900 Approved
0.6559 Remote Similarity NPD4788 Approved
0.6542 Remote Similarity NPD6014 Approved
0.6542 Remote Similarity NPD6012 Approved
0.6542 Remote Similarity NPD6013 Approved
0.6538 Remote Similarity NPD4754 Approved
0.6538 Remote Similarity NPD5174 Approved
0.6538 Remote Similarity NPD5175 Approved
0.6531 Remote Similarity NPD5284 Approved
0.6531 Remote Similarity NPD5281 Approved
0.6526 Remote Similarity NPD4519 Discontinued
0.6526 Remote Similarity NPD4623 Approved
0.6481 Remote Similarity NPD7102 Approved
0.6481 Remote Similarity NPD7290 Approved
0.6481 Remote Similarity NPD6883 Approved
0.6477 Remote Similarity NPD4058 Approved
0.6476 Remote Similarity NPD5141 Approved
0.6452 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4096 Approved
0.6422 Remote Similarity NPD6617 Approved
0.6422 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6422 Remote Similarity NPD8130 Phase 1
0.6422 Remote Similarity NPD6869 Approved
0.6422 Remote Similarity NPD6847 Approved
0.6421 Remote Similarity NPD1694 Approved
0.6415 Remote Similarity NPD4768 Approved
0.6415 Remote Similarity NPD4767 Approved
0.6415 Remote Similarity NPD6008 Approved
0.64 Remote Similarity NPD6001 Approved
0.64 Remote Similarity NPD7748 Approved
0.6392 Remote Similarity NPD4518 Approved
0.6373 Remote Similarity NPD7902 Approved
0.6364 Remote Similarity NPD8297 Approved
0.6364 Remote Similarity NPD7515 Phase 2
0.6364 Remote Similarity NPD6882 Approved
0.6355 Remote Similarity NPD6614 Approved
0.6322 Remote Similarity NPD4789 Approved
0.631 Remote Similarity NPD3171 Clinical (unspecified phase)
0.631 Remote Similarity NPD7341 Phase 2
0.6304 Remote Similarity NPD4195 Approved
0.6296 Remote Similarity NPD5168 Approved
0.6296 Remote Similarity NPD4730 Approved
0.6296 Remote Similarity NPD4729 Approved
0.6296 Remote Similarity NPD5128 Approved
0.6289 Remote Similarity NPD3573 Approved
0.6286 Remote Similarity NPD5091 Approved
0.6279 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6265 Remote Similarity NPD2664 Clinical (unspecified phase)
0.625 Remote Similarity NPD1696 Phase 3
0.6237 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6195 Remote Similarity NPD6274 Approved
0.6195 Remote Similarity NPD6868 Approved
0.6182 Remote Similarity NPD5249 Phase 3
0.6182 Remote Similarity NPD5248 Approved
0.6182 Remote Similarity NPD5247 Approved
0.6182 Remote Similarity NPD5250 Approved
0.6182 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6182 Remote Similarity NPD4634 Approved
0.6182 Remote Similarity NPD5251 Approved
0.6182 Remote Similarity NPD5169 Approved
0.6182 Remote Similarity NPD5135 Approved
0.6161 Remote Similarity NPD4632 Approved
0.614 Remote Similarity NPD6317 Approved
0.614 Remote Similarity NPD6009 Approved
0.6126 Remote Similarity NPD5217 Approved
0.6126 Remote Similarity NPD5215 Approved
0.6126 Remote Similarity NPD5127 Approved
0.6126 Remote Similarity NPD5216 Approved
0.6117 Remote Similarity NPD7732 Phase 3
0.6087 Remote Similarity NPD6313 Approved
0.6087 Remote Similarity NPD6335 Approved
0.6087 Remote Similarity NPD4756 Discovery
0.6087 Remote Similarity NPD6314 Approved
0.6075 Remote Similarity NPD6052 Approved
0.6055 Remote Similarity NPD6412 Phase 2
0.6044 Remote Similarity NPD6942 Approved
0.6044 Remote Similarity NPD7339 Approved
0.604 Remote Similarity NPD8034 Phase 2
0.604 Remote Similarity NPD8035 Phase 2
0.6034 Remote Similarity NPD7100 Approved
0.6034 Remote Similarity NPD7101 Approved
0.5983 Remote Similarity NPD6059 Approved
0.5983 Remote Similarity NPD6054 Approved
0.5983 Remote Similarity NPD6319 Approved
0.5978 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5167 Approved
0.5934 Remote Similarity NPD6924 Approved
0.5934 Remote Similarity NPD6926 Approved
0.5932 Remote Similarity NPD6909 Approved
0.5932 Remote Similarity NPD5983 Phase 2
0.5932 Remote Similarity NPD6908 Approved
0.5932 Remote Similarity NPD6015 Approved
0.5932 Remote Similarity NPD6016 Approved
0.5918 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4748 Discontinued
0.5889 Remote Similarity NPD4808 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11290884
ChEMBL   CHEMBL1088627
ZINC  

Physicochemical Properties

Molecular Weight:  344.20
ALogP:  0.5801
MLogP:  3.33
XLogP:  4.243
# Rotatable Bonds:  9
Polar Surface Area:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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