Natural Product: NPC280256

Natural Product ID:  NPC280256
Common Name:   3-Oxoguai-4-Ene-11,12-Diol
IUPAC Name:   (5R,8S,8aS)-5-[(2R)-1,2-dihydroxypropan-2-yl]-3,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-azulen-2-one
Synonyms:  
Molecular Formula:   C15H24O3
Standard InCHIKey:  NLSBDWZKYCNOBY-LIBKGXAOSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-9-4-5-11(15(3,18)8-16)6-13-10(2)14(17)7-12(9)13/h9,11-12,16,18H,4-8H2,1-3H3/t9-,11+,12-,15-/m0/s1
Canonical SMILES:  OC[C@@]([C@@H]1CC[C@@H]([C@H]2C(=C(C)C(=O)C2)C1)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
NPO2035 Daphne aurantiaca Species Thymelaeaceae Eukaryota PMID[20192236]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 340 nM 12852747

  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 NPC280256 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
0.8676 High Similarity NPC476626
0.8382 Intermediate Similarity NPC474304
0.8382 Intermediate Similarity NPC474329
0.8219 Intermediate Similarity NPC7382
0.8219 Intermediate Similarity NPC470299
0.8 Intermediate Similarity NPC182848
0.7945 Intermediate Similarity NPC29328
0.7945 Intermediate Similarity NPC469737
0.7922 Intermediate Similarity NPC229204
0.7895 Intermediate Similarity NPC472014
0.7867 Intermediate Similarity NPC114236
0.7763 Intermediate Similarity NPC142759
0.7763 Intermediate Similarity NPC215481
0.7763 Intermediate Similarity NPC124289
0.7763 Intermediate Similarity NPC25908
0.7763 Intermediate Similarity NPC473437
0.7763 Intermediate Similarity NPC141346
0.7763 Intermediate Similarity NPC115719
0.7722 Intermediate Similarity NPC136150
0.7692 Intermediate Similarity NPC472013
0.7692 Intermediate Similarity NPC476624
0.7632 Intermediate Similarity NPC474011
0.7632 Intermediate Similarity NPC89374
0.7625 Intermediate Similarity NPC133844
0.7606 Intermediate Similarity NPC61473
0.76 Intermediate Similarity NPC300940
0.7532 Intermediate Similarity NPC469646
0.7531 Intermediate Similarity NPC86370
0.7468 Intermediate Similarity NPC261125
0.7468 Intermediate Similarity NPC181195
0.7467 Intermediate Similarity NPC144627
0.7463 Intermediate Similarity NPC20603
0.7439 Intermediate Similarity NPC165287
0.7412 Intermediate Similarity NPC170775
0.7403 Intermediate Similarity NPC77501
0.7403 Intermediate Similarity NPC475771
0.7403 Intermediate Similarity NPC469669
0.7403 Intermediate Similarity NPC469678
0.7381 Intermediate Similarity NPC99909
0.7375 Intermediate Similarity NPC45495
0.7375 Intermediate Similarity NPC472948
0.7375 Intermediate Similarity NPC30675
0.7342 Intermediate Similarity NPC476627
0.7317 Intermediate Similarity NPC66764
0.7317 Intermediate Similarity NPC110150
0.7317 Intermediate Similarity NPC470165
0.7308 Intermediate Similarity NPC470525
0.7308 Intermediate Similarity NPC263582
0.7297 Intermediate Similarity NPC476614
0.7284 Intermediate Similarity NPC171665
0.7273 Intermediate Similarity NPC472966
0.7273 Intermediate Similarity NPC469643
0.7273 Intermediate Similarity NPC192962
0.7273 Intermediate Similarity NPC167049
0.7273 Intermediate Similarity NPC469641
0.7273 Intermediate Similarity NPC469691
0.7262 Intermediate Similarity NPC476043
0.726 Intermediate Similarity NPC197089
0.725 Intermediate Similarity NPC7232
0.725 Intermediate Similarity NPC258231
0.725 Intermediate Similarity NPC301769
0.725 Intermediate Similarity NPC32758
0.7215 Intermediate Similarity NPC15975
0.7215 Intermediate Similarity NPC86917
0.7215 Intermediate Similarity NPC195785
0.7215 Intermediate Similarity NPC197659
0.7215 Intermediate Similarity NPC211279
0.7209 Intermediate Similarity NPC32922
0.72 Intermediate Similarity NPC67608
0.72 Intermediate Similarity NPC469914
0.72 Intermediate Similarity NPC475952
0.7195 Intermediate Similarity NPC474291
0.7179 Intermediate Similarity NPC251435
0.7176 Intermediate Similarity NPC469317
0.7176 Intermediate Similarity NPC237540
0.7176 Intermediate Similarity NPC469322
0.7176 Intermediate Similarity NPC241875
0.7176 Intermediate Similarity NPC469314
0.7162 Intermediate Similarity NPC472253
0.7162 Intermediate Similarity NPC472255
0.716 Intermediate Similarity NPC138492
0.716 Intermediate Similarity NPC233352
0.716 Intermediate Similarity NPC824
0.716 Intermediate Similarity NPC69271
0.716 Intermediate Similarity NPC74673
0.716 Intermediate Similarity NPC74445
0.716 Intermediate Similarity NPC287817
0.7143 Intermediate Similarity NPC79573
0.7143 Intermediate Similarity NPC476628
0.7143 Intermediate Similarity NPC275098
0.7125 Intermediate Similarity NPC19443
0.7125 Intermediate Similarity NPC62336
0.7125 Intermediate Similarity NPC192006
0.7125 Intermediate Similarity NPC321180
0.7105 Intermediate Similarity NPC18543
0.7105 Intermediate Similarity NPC173321
0.7093 Intermediate Similarity NPC476706
0.7093 Intermediate Similarity NPC476708
0.7093 Intermediate Similarity NPC476707
0.7083 Intermediate Similarity NPC211291
0.7083 Intermediate Similarity NPC133368
0.7079 Intermediate Similarity NPC298919
0.7079 Intermediate Similarity NPC473172
0.7073 Intermediate Similarity NPC470298
0.7059 Intermediate Similarity NPC89077
0.7059 Intermediate Similarity NPC471737
0.7059 Intermediate Similarity NPC179591
0.7042 Intermediate Similarity NPC40206
0.7037 Intermediate Similarity NPC84185
0.7037 Intermediate Similarity NPC308038
0.7037 Intermediate Similarity NPC66677
0.7037 Intermediate Similarity NPC471890
0.7027 Intermediate Similarity NPC272125
0.7024 Intermediate Similarity NPC58841
0.7024 Intermediate Similarity NPC321187
0.7024 Intermediate Similarity NPC329043
0.7024 Intermediate Similarity NPC473157
0.7024 Intermediate Similarity NPC473246
0.7024 Intermediate Similarity NPC214043
0.7024 Intermediate Similarity NPC85774
0.7024 Intermediate Similarity NPC161423
0.7024 Intermediate Similarity NPC227064
0.7024 Intermediate Similarity NPC237712
0.7015 Intermediate Similarity NPC474141
0.7011 Intermediate Similarity NPC476388
0.7011 Intermediate Similarity NPC77263
0.7011 Intermediate Similarity NPC97032
0.7011 Intermediate Similarity NPC250592
0.7011 Intermediate Similarity NPC477215
0.7 Intermediate Similarity NPC276769
0.7 Intermediate Similarity NPC473170
0.7 Intermediate Similarity NPC475830
0.7 Intermediate Similarity NPC325946
0.6988 Remote Similarity NPC469325
0.6988 Remote Similarity NPC20262
0.6988 Remote Similarity NPC256750
0.6977 Remote Similarity NPC90652
0.6977 Remote Similarity NPC138756
0.6974 Remote Similarity NPC10758
0.6974 Remote Similarity NPC250928
0.6966 Remote Similarity NPC135776
0.6962 Remote Similarity NPC216791
0.6951 Remote Similarity NPC470945
0.6951 Remote Similarity NPC470947
0.6951 Remote Similarity NPC172013
0.6951 Remote Similarity NPC470946
0.6951 Remote Similarity NPC164218
0.6951 Remote Similarity NPC103634
0.6951 Remote Similarity NPC2482
0.6944 Remote Similarity NPC260573
0.6941 Remote Similarity NPC132629
0.6941 Remote Similarity NPC470574
0.6941 Remote Similarity NPC179006
0.6941 Remote Similarity NPC15838
0.6941 Remote Similarity NPC245434
0.6941 Remote Similarity NPC469948
0.6941 Remote Similarity NPC197823
0.6941 Remote Similarity NPC474853
0.6933 Remote Similarity NPC278895
0.6932 Remote Similarity NPC77337
0.6923 Remote Similarity NPC473164
0.6923 Remote Similarity NPC107783
0.6923 Remote Similarity NPC92909
0.6914 Remote Similarity NPC297996
0.6914 Remote Similarity NPC178852
0.6914 Remote Similarity NPC253561
0.6914 Remote Similarity NPC475994
0.6914 Remote Similarity NPC80088
0.6905 Remote Similarity NPC169941
0.6905 Remote Similarity NPC62214
0.6905 Remote Similarity NPC64600
0.6905 Remote Similarity NPC251475
0.6901 Remote Similarity NPC278202
0.6897 Remote Similarity NPC470417
0.6897 Remote Similarity NPC477710
0.6897 Remote Similarity NPC91248
0.6897 Remote Similarity NPC44181
0.6897 Remote Similarity NPC476704
0.6897 Remote Similarity NPC474677
0.6889 Remote Similarity NPC318332
0.6883 Remote Similarity NPC471781
0.6883 Remote Similarity NPC318766
0.6883 Remote Similarity NPC470041
0.6875 Remote Similarity NPC186554
0.6875 Remote Similarity NPC279537
0.6875 Remote Similarity NPC472305
0.6875 Remote Similarity NPC76966
0.6867 Remote Similarity NPC101012
0.6867 Remote Similarity NPC121984
0.6867 Remote Similarity NPC470241
0.6867 Remote Similarity NPC39411
0.6867 Remote Similarity NPC255580
0.686 Remote Similarity NPC473168
0.686 Remote Similarity NPC327115
0.686 Remote Similarity NPC474733
0.686 Remote Similarity NPC31564
0.686 Remote Similarity NPC474778
0.686 Remote Similarity NPC72133
0.686 Remote Similarity NPC474732
0.686 Remote Similarity NPC194417

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC280256 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
0.7606 Intermediate Similarity NPD7341 Phase 2
0.7195 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD7331 Phase 2
0.7024 Intermediate Similarity NPD3666 Approved
0.7024 Intermediate Similarity NPD3133 Approved
0.7024 Intermediate Similarity NPD3665 Phase 1
0.6914 Remote Similarity NPD3617 Approved
0.686 Remote Similarity NPD3618 Phase 1
0.686 Remote Similarity NPD5279 Phase 3
0.6818 Remote Similarity NPD4753 Phase 2
0.6786 Remote Similarity NPD3667 Approved
0.6786 Remote Similarity NPD4223 Phase 3
0.6786 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD5369 Approved
0.663 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6629 Remote Similarity NPD5328 Approved
0.6628 Remote Similarity NPD4786 Approved
0.6628 Remote Similarity NPD4197 Approved
0.6593 Remote Similarity NPD4202 Approved
0.6579 Remote Similarity NPD3704 Approved
0.6552 Remote Similarity NPD5363 Approved
0.6552 Remote Similarity NPD5329 Approved
0.6548 Remote Similarity NPD5368 Approved
0.6512 Remote Similarity NPD4788 Approved
0.6512 Remote Similarity NPD5362 Discontinued
0.6506 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6079 Approved
0.6477 Remote Similarity NPD4688 Approved
0.6477 Remote Similarity NPD4138 Approved
0.6477 Remote Similarity NPD4693 Phase 3
0.6477 Remote Similarity NPD5280 Approved
0.6477 Remote Similarity NPD4623 Approved
0.6477 Remote Similarity NPD4689 Approved
0.6477 Remote Similarity NPD4690 Approved
0.6477 Remote Similarity NPD5205 Approved
0.6477 Remote Similarity NPD4694 Approved
0.6477 Remote Similarity NPD5690 Phase 2
0.6477 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6477 Remote Similarity NPD4519 Discontinued
0.6471 Remote Similarity NPD4139 Approved
0.6471 Remote Similarity NPD4692 Approved
0.6452 Remote Similarity NPD4629 Approved
0.6452 Remote Similarity NPD5210 Approved
0.6395 Remote Similarity NPD4270 Approved
0.6395 Remote Similarity NPD6435 Approved
0.6395 Remote Similarity NPD4269 Approved
0.6364 Remote Similarity NPD1696 Phase 3
0.6353 Remote Similarity NPD4695 Discontinued
0.6344 Remote Similarity NPD5282 Discontinued
0.6338 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4518 Approved
0.6322 Remote Similarity NPD7154 Phase 3
0.6316 Remote Similarity NPD6084 Phase 2
0.6316 Remote Similarity NPD4755 Approved
0.6316 Remote Similarity NPD6083 Phase 2
0.63 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5695 Phase 3
0.6275 Remote Similarity NPD6371 Approved
0.6265 Remote Similarity NPD6933 Approved
0.6264 Remote Similarity NPD1695 Approved
0.6234 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6216 Remote Similarity NPD3198 Approved
0.6211 Remote Similarity NPD4697 Phase 3
0.6211 Remote Similarity NPD5221 Approved
0.6211 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6211 Remote Similarity NPD5222 Approved
0.6196 Remote Similarity NPD4096 Approved
0.6196 Remote Similarity NPD5785 Approved
0.6186 Remote Similarity NPD5285 Approved
0.6186 Remote Similarity NPD5286 Approved
0.6186 Remote Similarity NPD4700 Approved
0.6186 Remote Similarity NPD4696 Approved
0.6184 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6163 Remote Similarity NPD4821 Approved
0.6163 Remote Similarity NPD4822 Approved
0.6163 Remote Similarity NPD4820 Approved
0.6163 Remote Similarity NPD4819 Approved
0.6163 Remote Similarity NPD4252 Approved
0.6146 Remote Similarity NPD5173 Approved
0.6129 Remote Similarity NPD7515 Phase 2
0.6129 Remote Similarity NPD5281 Approved
0.6129 Remote Similarity NPD5284 Approved
0.6122 Remote Similarity NPD5223 Approved
0.6111 Remote Similarity NPD6409 Approved
0.6111 Remote Similarity NPD7334 Approved
0.6111 Remote Similarity NPD5330 Approved
0.6111 Remote Similarity NPD5786 Approved
0.6111 Remote Similarity NPD7146 Approved
0.6111 Remote Similarity NPD6684 Approved
0.6111 Remote Similarity NPD7521 Approved
0.6104 Remote Similarity NPD3197 Phase 1
0.6082 Remote Similarity NPD5696 Approved
0.6067 Remote Similarity NPD3668 Phase 3
0.6064 Remote Similarity NPD5133 Approved
0.6061 Remote Similarity NPD4633 Approved
0.6061 Remote Similarity NPD5224 Approved
0.6061 Remote Similarity NPD5225 Approved
0.6061 Remote Similarity NPD5226 Approved
0.6061 Remote Similarity NPD5211 Phase 2
0.6047 Remote Similarity NPD4195 Approved
0.6024 Remote Similarity NPD6924 Approved
0.6024 Remote Similarity NPD6926 Approved
0.6022 Remote Similarity NPD46 Approved
0.6022 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD1694 Approved
0.6 Remote Similarity NPD4754 Approved
0.6 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD5174 Approved
0.598 Remote Similarity NPD6412 Phase 2
0.5978 Remote Similarity NPD6903 Approved
0.5978 Remote Similarity NPD6672 Approved
0.5978 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5978 Remote Similarity NPD5737 Approved
0.5962 Remote Similarity NPD4634 Approved
0.5955 Remote Similarity NPD5332 Approved
0.5955 Remote Similarity NPD5331 Approved
0.5941 Remote Similarity NPD5141 Approved
0.593 Remote Similarity NPD4271 Approved
0.593 Remote Similarity NPD4268 Approved
0.5926 Remote Similarity NPD3698 Phase 2
0.5926 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4137 Phase 3
0.5909 Remote Similarity NPD4790 Discontinued
0.5909 Remote Similarity NPD857 Phase 3
0.5897 Remote Similarity NPD7909 Approved
0.5895 Remote Similarity NPD6399 Phase 3
0.5882 Remote Similarity NPD7128 Approved
0.5882 Remote Similarity NPD4767 Approved
0.5882 Remote Similarity NPD6675 Approved
0.5882 Remote Similarity NPD5739 Approved
0.5882 Remote Similarity NPD4768 Approved
0.5882 Remote Similarity NPD6402 Approved
0.5854 Remote Similarity NPD4691 Approved
0.5854 Remote Similarity NPD4245 Approved
0.5854 Remote Similarity NPD4244 Approved
0.5854 Remote Similarity NPD4789 Approved
0.5854 Remote Similarity NPD4747 Approved
0.5844 Remote Similarity NPD368 Approved
0.5843 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7748 Approved
0.5825 Remote Similarity NPD5697 Approved
0.5825 Remote Similarity NPD5701 Approved
0.5824 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5208 Approved
0.5795 Remote Similarity NPD7509 Discontinued
0.5795 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5795 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4632 Approved
0.5783 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5783 Remote Similarity NPD5276 Approved
0.5783 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5778 Remote Similarity NPD6110 Phase 1
0.5769 Remote Similarity NPD6881 Approved
0.5769 Remote Similarity NPD7320 Approved
0.5769 Remote Similarity NPD6899 Approved
0.5769 Remote Similarity NPD6011 Approved
0.5769 Remote Similarity NPD5128 Approved
0.5769 Remote Similarity NPD4729 Approved
0.5769 Remote Similarity NPD4730 Approved
0.5753 Remote Similarity NPD615 Clinical (unspecified phase)
0.5745 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5745 Remote Similarity NPD6904 Approved
0.5745 Remote Similarity NPD6080 Approved
0.5745 Remote Similarity NPD6673 Approved
0.5745 Remote Similarity NPD6101 Approved
0.5745 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5735 Remote Similarity NPD634 Phase 3
0.5714 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6014 Approved
0.5714 Remote Similarity NPD6012 Approved
0.5714 Remote Similarity NPD6373 Approved
0.5714 Remote Similarity NPD6372 Approved
0.5714 Remote Similarity NPD6013 Approved
0.5701 Remote Similarity NPD8297 Approved
0.5698 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5684 Remote Similarity NPD5692 Phase 3
0.5684 Remote Similarity NPD5207 Approved
0.5676 Remote Similarity NPD342 Phase 1
0.566 Remote Similarity NPD5249 Phase 3
0.566 Remote Similarity NPD5247 Approved
0.566 Remote Similarity NPD6883 Approved
0.566 Remote Similarity NPD5248 Approved
0.566 Remote Similarity NPD7102 Approved
0.566 Remote Similarity NPD7290 Approved
0.566 Remote Similarity NPD5251 Approved
0.566 Remote Similarity NPD5134 Clinical (unspecified phase)
0.566 Remote Similarity NPD5169 Approved
0.566 Remote Similarity NPD5135 Approved
0.566 Remote Similarity NPD5250 Approved
0.5657 Remote Similarity NPD7902 Approved
0.5652 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5647 Remote Similarity NPD4687 Approved
0.5647 Remote Similarity NPD5733 Approved
0.5647 Remote Similarity NPD4058 Approved
0.5636 Remote Similarity NPD7115 Discovery
0.5625 Remote Similarity NPD6050 Approved
0.5625 Remote Similarity NPD5694 Approved
0.5625 Remote Similarity NPD5693 Phase 1

Structure

External Identifiers

PubChem CID   46211177
ChEMBL   CHEMBL1095575
ZINC  

Physicochemical Properties

Molecular Weight:  252.17
ALogP:  0.3606
MLogP:  2.78
XLogP:  1.031
# Rotatable Bonds:  7
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