Natural Product: NPC164218

Natural Product ID:  NPC164218
Common Name:   (1R,4R)-4-Hydroxydauca-7-Ene-6,9-Dione
IUPAC Name:   (3R,3aR,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,8-tetrahydroazulene-4,7-dione
Synonyms:  
Molecular Formula:   C15H22O3
Standard InCHIKey:  ZXKNFFWIVMCXAG-RBSFLKMASA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-9(2)15(18)6-5-14(4)8-12(17)10(3)7-11(16)13(14)15/h7,9,13,18H,5-6,8H2,1-4H3/t13-,14-,15-/m1/s1
Canonical SMILES:  O=C1C=C(C)C(=O)C[C@@]2([C@@H]1[C@@](O)(CC2)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
NPO33190 ferula hermonis Species Apiaceae Eukaryota PMID[15787464]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens Activity = 5.9 % 18163588
NPT83 Cell Line MCF7 Homo sapiens Activity = -26.5 % 23992864
NPT83 Cell Line MCF7 Homo sapiens Activity = -285.7 % 23992864

  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 NPC164218 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
0.9324 High Similarity NPC77501
0.9054 High Similarity NPC300940
0.8667 High Similarity NPC469737
0.8571 High Similarity NPC251435
0.8375 Intermediate Similarity NPC471890
0.8375 Intermediate Similarity NPC66677
0.8375 Intermediate Similarity NPC84185
0.8272 Intermediate Similarity NPC30675
0.8228 Intermediate Similarity NPC142759
0.8228 Intermediate Similarity NPC115719
0.8228 Intermediate Similarity NPC473437
0.8228 Intermediate Similarity NPC215481
0.8228 Intermediate Similarity NPC25908
0.8228 Intermediate Similarity NPC124289
0.8228 Intermediate Similarity NPC141346
0.8148 Intermediate Similarity NPC261125
0.8148 Intermediate Similarity NPC181195
0.8125 Intermediate Similarity NPC276769
0.8072 Intermediate Similarity NPC133844
0.8046 Intermediate Similarity NPC41217
0.8 Intermediate Similarity NPC142649
0.7976 Intermediate Similarity NPC62214
0.7955 Intermediate Similarity NPC2946
0.7882 Intermediate Similarity NPC230527
0.7882 Intermediate Similarity NPC7927
0.7882 Intermediate Similarity NPC475796
0.7857 Intermediate Similarity NPC477269
0.7857 Intermediate Similarity NPC477270
0.7857 Intermediate Similarity NPC477271
0.7857 Intermediate Similarity NPC20262
0.7857 Intermediate Similarity NPC256750
0.7857 Intermediate Similarity NPC129080
0.7841 Intermediate Similarity NPC170775
0.7791 Intermediate Similarity NPC476628
0.7778 Intermediate Similarity NPC469646
0.7765 Intermediate Similarity NPC65350
0.775 Intermediate Similarity NPC7382
0.7701 Intermediate Similarity NPC6247
0.7692 Intermediate Similarity NPC61702
0.7692 Intermediate Similarity NPC162867
0.7674 Intermediate Similarity NPC90446
0.7654 Intermediate Similarity NPC201263
0.7654 Intermediate Similarity NPC89374
0.7647 Intermediate Similarity NPC193347
0.7634 Intermediate Similarity NPC477267
0.7634 Intermediate Similarity NPC472689
0.7634 Intermediate Similarity NPC477268
0.7634 Intermediate Similarity NPC472690
0.7619 Intermediate Similarity NPC45495
0.7619 Intermediate Similarity NPC279667
0.759 Intermediate Similarity NPC476627
0.759 Intermediate Similarity NPC474056
0.7561 Intermediate Similarity NPC182848
0.7553 Intermediate Similarity NPC147954
0.7529 Intermediate Similarity NPC171665
0.7528 Intermediate Similarity NPC474854
0.7528 Intermediate Similarity NPC477710
0.7528 Intermediate Similarity NPC58532
0.7528 Intermediate Similarity NPC472677
0.7527 Intermediate Similarity NPC9812
0.75 Intermediate Similarity NPC7232
0.75 Intermediate Similarity NPC298919
0.75 Intermediate Similarity NPC301769
0.75 Intermediate Similarity NPC472013
0.75 Intermediate Similarity NPC473902
0.75 Intermediate Similarity NPC32758
0.75 Intermediate Similarity NPC476624
0.7471 Intermediate Similarity NPC144258
0.7468 Intermediate Similarity NPC469914
0.7467 Intermediate Similarity NPC475795
0.7439 Intermediate Similarity NPC216791
0.7439 Intermediate Similarity NPC474011
0.7436 Intermediate Similarity NPC60120
0.7396 Intermediate Similarity NPC206079
0.7391 Intermediate Similarity NPC125180
0.7386 Intermediate Similarity NPC36350
0.7368 Intermediate Similarity NPC64742
0.7368 Intermediate Similarity NPC244411
0.7368 Intermediate Similarity NPC32285
0.7363 Intermediate Similarity NPC477711
0.7333 Intermediate Similarity NPC25853
0.7326 Intermediate Similarity NPC189237
0.7317 Intermediate Similarity NPC206875
0.7308 Intermediate Similarity NPC197089
0.7292 Intermediate Similarity NPC280963
0.7284 Intermediate Similarity NPC106309
0.7284 Intermediate Similarity NPC29328
0.7273 Intermediate Similarity NPC472480
0.7253 Intermediate Similarity NPC232747
0.725 Intermediate Similarity NPC250928
0.725 Intermediate Similarity NPC10758
0.7237 Intermediate Similarity NPC97322
0.7216 Intermediate Similarity NPC475099
0.7216 Intermediate Similarity NPC116139
0.7216 Intermediate Similarity NPC304738
0.7216 Intermediate Similarity NPC195192
0.7216 Intermediate Similarity NPC237190
0.7216 Intermediate Similarity NPC62670
0.7216 Intermediate Similarity NPC477950
0.7215 Intermediate Similarity NPC475523
0.7209 Intermediate Similarity NPC138492
0.7209 Intermediate Similarity NPC47747
0.7209 Intermediate Similarity NPC233352
0.7209 Intermediate Similarity NPC824
0.7209 Intermediate Similarity NPC471656
0.7204 Intermediate Similarity NPC233118
0.7204 Intermediate Similarity NPC474807
0.72 Intermediate Similarity NPC469321
0.72 Intermediate Similarity NPC259261
0.7191 Intermediate Similarity NPC132629
0.7191 Intermediate Similarity NPC15838
0.7176 Intermediate Similarity NPC19443
0.7174 Intermediate Similarity NPC77337
0.7162 Intermediate Similarity NPC193695
0.716 Intermediate Similarity NPC18543
0.7159 Intermediate Similarity NPC477373
0.7159 Intermediate Similarity NPC470165
0.7159 Intermediate Similarity NPC474748
0.7143 Intermediate Similarity NPC226242
0.7143 Intermediate Similarity NPC320665
0.7143 Intermediate Similarity NPC165695
0.7143 Intermediate Similarity NPC471941
0.7143 Intermediate Similarity NPC66110
0.7126 Intermediate Similarity NPC477372
0.7126 Intermediate Similarity NPC136150
0.7125 Intermediate Similarity NPC476614
0.7111 Intermediate Similarity NPC472479
0.7108 Intermediate Similarity NPC469691
0.7108 Intermediate Similarity NPC167049
0.7105 Intermediate Similarity NPC252809
0.7093 Intermediate Similarity NPC164308
0.7093 Intermediate Similarity NPC229204
0.7093 Intermediate Similarity NPC215843
0.7083 Intermediate Similarity NPC87090
0.7083 Intermediate Similarity NPC477949
0.7079 Intermediate Similarity NPC329043
0.7079 Intermediate Similarity NPC161423
0.7079 Intermediate Similarity NPC321187
0.7079 Intermediate Similarity NPC227064
0.7079 Intermediate Similarity NPC238197
0.7079 Intermediate Similarity NPC58841
0.7073 Intermediate Similarity NPC288667
0.7073 Intermediate Similarity NPC144627
0.7071 Intermediate Similarity NPC470839
0.7067 Intermediate Similarity NPC94991
0.7067 Intermediate Similarity NPC30215
0.7067 Intermediate Similarity NPC266295
0.7065 Intermediate Similarity NPC310010
0.7065 Intermediate Similarity NPC123912
0.7065 Intermediate Similarity NPC326627
0.7065 Intermediate Similarity NPC477943
0.7059 Intermediate Similarity NPC472014
0.7059 Intermediate Similarity NPC74685
0.7051 Intermediate Similarity NPC212210
0.7045 Intermediate Similarity NPC238991
0.7045 Intermediate Similarity NPC302661
0.7045 Intermediate Similarity NPC469325
0.7045 Intermediate Similarity NPC320514
0.7045 Intermediate Similarity NPC227925
0.7033 Intermediate Similarity NPC472481
0.7033 Intermediate Similarity NPC472484
0.7033 Intermediate Similarity NPC472482
0.7024 Intermediate Similarity NPC469678
0.7024 Intermediate Similarity NPC469669
0.7024 Intermediate Similarity NPC475771
0.7021 Intermediate Similarity NPC477520
0.7011 Intermediate Similarity NPC74445
0.7011 Intermediate Similarity NPC287817
0.7011 Intermediate Similarity NPC476625
0.7011 Intermediate Similarity NPC472478
0.701 Intermediate Similarity NPC477355
0.7 Intermediate Similarity NPC469948
0.7 Intermediate Similarity NPC309190
0.7 Intermediate Similarity NPC476626
0.7 Intermediate Similarity NPC311702
0.7 Intermediate Similarity NPC245434
0.7 Intermediate Similarity NPC474853
0.7 Intermediate Similarity NPC94531
0.7 Intermediate Similarity NPC123319
0.7 Intermediate Similarity NPC29447
0.7 Intermediate Similarity NPC179006
0.6988 Remote Similarity NPC92909
0.6988 Remote Similarity NPC107783
0.6988 Remote Similarity NPC275098
0.6977 Remote Similarity NPC222210
0.6977 Remote Similarity NPC63445
0.6977 Remote Similarity NPC207772
0.6977 Remote Similarity NPC62336
0.6974 Remote Similarity NPC143834
0.6966 Remote Similarity NPC472492
0.6966 Remote Similarity NPC278648
0.6966 Remote Similarity NPC102197
0.6966 Remote Similarity NPC476082
0.6962 Remote Similarity NPC261782
0.6962 Remote Similarity NPC205618
0.6962 Remote Similarity NPC469326
0.6962 Remote Similarity NPC474329
0.6962 Remote Similarity NPC474304
0.6962 Remote Similarity NPC61473
0.6957 Remote Similarity NPC472483

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC164218 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
0.7647 Intermediate Similarity NPD4221 Approved
0.7647 Intermediate Similarity NPD4223 Phase 3
0.75 Intermediate Similarity NPD5690 Phase 2
0.7471 Intermediate Similarity NPD4197 Approved
0.7386 Intermediate Similarity NPD5329 Approved
0.7308 Intermediate Similarity NPD7331 Phase 2
0.7303 Intermediate Similarity NPD4688 Approved
0.7303 Intermediate Similarity NPD5280 Approved
0.7303 Intermediate Similarity NPD4693 Phase 3
0.7303 Intermediate Similarity NPD4138 Approved
0.7303 Intermediate Similarity NPD4689 Approved
0.7303 Intermediate Similarity NPD4690 Approved
0.7303 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD5205 Approved
0.7303 Intermediate Similarity NPD4694 Approved
0.7234 Intermediate Similarity NPD5210 Approved
0.7234 Intermediate Similarity NPD4629 Approved
0.7143 Intermediate Similarity NPD4518 Approved
0.7093 Intermediate Similarity NPD4195 Approved
0.7079 Intermediate Similarity NPD3133 Approved
0.7079 Intermediate Similarity NPD3665 Phase 1
0.7079 Intermediate Similarity NPD3666 Approved
0.7065 Intermediate Similarity NPD4753 Phase 2
0.7 Intermediate Similarity NPD5363 Approved
0.6989 Remote Similarity NPD4096 Approved
0.6989 Remote Similarity NPD5785 Approved
0.6962 Remote Similarity NPD7341 Phase 2
0.6939 Remote Similarity NPD4696 Approved
0.6939 Remote Similarity NPD5286 Approved
0.6939 Remote Similarity NPD5285 Approved
0.6932 Remote Similarity NPD5369 Approved
0.6915 Remote Similarity NPD5281 Approved
0.6915 Remote Similarity NPD5284 Approved
0.6915 Remote Similarity NPD6079 Approved
0.6907 Remote Similarity NPD4755 Approved
0.6882 Remote Similarity NPD5328 Approved
0.6869 Remote Similarity NPD5223 Approved
0.6842 Remote Similarity NPD4202 Approved
0.6837 Remote Similarity NPD5696 Approved
0.6818 Remote Similarity NPD5368 Approved
0.68 Remote Similarity NPD5091 Approved
0.68 Remote Similarity NPD5225 Approved
0.68 Remote Similarity NPD5226 Approved
0.68 Remote Similarity NPD5224 Approved
0.68 Remote Similarity NPD4633 Approved
0.68 Remote Similarity NPD5211 Phase 2
0.6778 Remote Similarity NPD4788 Approved
0.6768 Remote Similarity NPD4700 Approved
0.6742 Remote Similarity NPD4139 Approved
0.6742 Remote Similarity NPD4692 Approved
0.6739 Remote Similarity NPD5279 Phase 3
0.6739 Remote Similarity NPD5786 Approved
0.6733 Remote Similarity NPD5175 Approved
0.6733 Remote Similarity NPD5174 Approved
0.6701 Remote Similarity NPD5695 Phase 3
0.6701 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD6435 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD5133 Approved
0.6633 Remote Similarity NPD5221 Approved
0.6633 Remote Similarity NPD5222 Approved
0.6633 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6629 Remote Similarity NPD4695 Discontinued
0.6596 Remote Similarity NPD5208 Approved
0.6591 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6591 Remote Similarity NPD3617 Approved
0.6569 Remote Similarity NPD4754 Approved
0.6566 Remote Similarity NPD6084 Phase 2
0.6566 Remote Similarity NPD6083 Phase 2
0.6566 Remote Similarity NPD5173 Approved
0.6559 Remote Similarity NPD3618 Phase 1
0.6548 Remote Similarity NPD4747 Approved
0.6548 Remote Similarity NPD4691 Approved
0.6538 Remote Similarity NPD5697 Approved
0.6526 Remote Similarity NPD6904 Approved
0.6526 Remote Similarity NPD6673 Approved
0.6526 Remote Similarity NPD6080 Approved
0.6522 Remote Similarity NPD4786 Approved
0.6484 Remote Similarity NPD3667 Approved
0.6476 Remote Similarity NPD5128 Approved
0.6476 Remote Similarity NPD4730 Approved
0.6476 Remote Similarity NPD6899 Approved
0.6476 Remote Similarity NPD6011 Approved
0.6476 Remote Similarity NPD4729 Approved
0.6476 Remote Similarity NPD6881 Approved
0.6471 Remote Similarity NPD5276 Approved
0.6465 Remote Similarity NPD4697 Phase 3
0.6458 Remote Similarity NPD5207 Approved
0.6458 Remote Similarity NPD5692 Phase 3
0.6444 Remote Similarity NPD4252 Approved
0.6442 Remote Similarity NPD6402 Approved
0.6442 Remote Similarity NPD7128 Approved
0.6442 Remote Similarity NPD6675 Approved
0.6442 Remote Similarity NPD4767 Approved
0.6442 Remote Similarity NPD4768 Approved
0.6442 Remote Similarity NPD5739 Approved
0.6429 Remote Similarity NPD4137 Phase 3
0.6415 Remote Similarity NPD6012 Approved
0.6415 Remote Similarity NPD6014 Approved
0.6415 Remote Similarity NPD6013 Approved
0.6413 Remote Similarity NPD5362 Discontinued
0.6392 Remote Similarity NPD5694 Approved
0.6392 Remote Similarity NPD6050 Approved
0.6392 Remote Similarity NPD5693 Phase 1
0.6383 Remote Similarity NPD6098 Approved
0.6383 Remote Similarity NPD4519 Discontinued
0.6383 Remote Similarity NPD7146 Approved
0.6383 Remote Similarity NPD7521 Approved
0.6383 Remote Similarity NPD4623 Approved
0.6383 Remote Similarity NPD6684 Approved
0.6383 Remote Similarity NPD6409 Approved
0.6383 Remote Similarity NPD7334 Approved
0.6383 Remote Similarity NPD5330 Approved
0.6381 Remote Similarity NPD5701 Approved
0.6355 Remote Similarity NPD5248 Approved
0.6355 Remote Similarity NPD5135 Approved
0.6355 Remote Similarity NPD5249 Phase 3
0.6355 Remote Similarity NPD7290 Approved
0.6355 Remote Similarity NPD5247 Approved
0.6355 Remote Similarity NPD6883 Approved
0.6355 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5251 Approved
0.6355 Remote Similarity NPD7102 Approved
0.6355 Remote Similarity NPD5169 Approved
0.6355 Remote Similarity NPD6371 Approved
0.6355 Remote Similarity NPD5250 Approved
0.6322 Remote Similarity NPD4687 Approved
0.6322 Remote Similarity NPD4058 Approved
0.6322 Remote Similarity NPD5733 Approved
0.6321 Remote Similarity NPD7320 Approved
0.6296 Remote Similarity NPD5217 Approved
0.6296 Remote Similarity NPD6649 Approved
0.6296 Remote Similarity NPD5216 Approved
0.6296 Remote Similarity NPD6847 Approved
0.6296 Remote Similarity NPD8130 Phase 1
0.6296 Remote Similarity NPD6869 Approved
0.6296 Remote Similarity NPD5215 Approved
0.6296 Remote Similarity NPD6617 Approved
0.6296 Remote Similarity NPD6650 Approved
0.6296 Remote Similarity NPD5127 Approved
0.6279 Remote Similarity NPD4243 Approved
0.6263 Remote Similarity NPD5282 Discontinued
0.6263 Remote Similarity NPD6001 Approved
0.6262 Remote Similarity NPD6372 Approved
0.6262 Remote Similarity NPD6373 Approved
0.625 Remote Similarity NPD7513 Clinical (unspecified phase)
0.625 Remote Similarity NPD6903 Approved
0.6239 Remote Similarity NPD8297 Approved
0.6239 Remote Similarity NPD6882 Approved
0.62 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6182 Remote Similarity NPD4632 Approved
0.6147 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6146 Remote Similarity NPD3573 Approved
0.614 Remote Similarity NPD6319 Approved
0.614 Remote Similarity NPD6054 Approved
0.6136 Remote Similarity NPD4784 Approved
0.6136 Remote Similarity NPD4785 Approved
0.6126 Remote Similarity NPD5167 Approved
0.6105 Remote Similarity NPD1696 Phase 3
0.6098 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6016 Approved
0.6087 Remote Similarity NPD6015 Approved
0.6087 Remote Similarity NPD4819 Approved
0.6087 Remote Similarity NPD4820 Approved
0.6087 Remote Similarity NPD4822 Approved
0.6087 Remote Similarity NPD4821 Approved
0.6082 Remote Similarity NPD5737 Approved
0.6082 Remote Similarity NPD6672 Approved
0.6075 Remote Similarity NPD6614 Approved
0.6071 Remote Similarity NPD6274 Approved
0.6067 Remote Similarity NPD4190 Phase 3
0.6067 Remote Similarity NPD5275 Approved
0.6064 Remote Similarity NPD5331 Approved
0.6064 Remote Similarity NPD5332 Approved
0.604 Remote Similarity NPD5654 Approved
0.6034 Remote Similarity NPD6370 Approved
0.6034 Remote Similarity NPD5988 Approved
0.6022 Remote Similarity NPD857 Phase 3
0.6022 Remote Similarity NPD4790 Discontinued
0.6019 Remote Similarity NPD5168 Approved
0.6018 Remote Similarity NPD6317 Approved
0.6018 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.5981 Remote Similarity NPD6008 Approved
0.598 Remote Similarity NPD7614 Phase 1
0.5965 Remote Similarity NPD6313 Approved
0.5965 Remote Similarity NPD6314 Approved
0.5965 Remote Similarity NPD6335 Approved
0.5957 Remote Similarity NPD5209 Approved
0.5955 Remote Similarity NPD6924 Approved
0.5955 Remote Similarity NPD6926 Approved
0.5932 Remote Similarity NPD7492 Approved
0.593 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7899 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11207454
ChEMBL   CHEMBL513022
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  0.5879
MLogP:  2.78
XLogP:  1.353
# Rotatable Bonds:  6
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# 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