Natural Product: NPC321180

Natural Product ID:  NPC321180
Common Name:   (1R,2R,3S,9S,Z)-3-Hydroxy-2-(Hydroxymethyl)-6,10,10-Trimethylbicyclo[7.2.0]Undec-5-En-4-One
IUPAC Name:   (1S,4Z,7S,8R,9R)-7-hydroxy-8-(hydroxymethyl)-4,11,11-trimethylbicyclo[7.2.0]undec-4-en-6-one
Synonyms:   SCH-725432
Molecular Formula:   C15H24O3
Standard InCHIKey:  RCNNSAWFPVOGAA-QCDYRJBNSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-9-4-5-12-10(7-15(12,2)3)11(8-16)14(18)13(17)6-9/h6,10-12,14,16,18H,4-5,7-8H2,1-3H3/b9-6-/t10-,11-,12-,14-/m0/s1
Canonical SMILES:  OC[C@@H]1[C@H](O)C(=O)/C=C(CC[C@H]2[C@H]1CC2(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
NPO181 Chrysosporium pilosum Species NA Eukaryota PMID[19183048]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 60 ug/ml 19183048

  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 NPC321180 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
0.9589 High Similarity NPC211279
0.825 Intermediate Similarity NPC304795
0.8095 Intermediate Similarity NPC94666
0.8077 Intermediate Similarity NPC114236
0.8046 Intermediate Similarity NPC219874
0.7975 Intermediate Similarity NPC470525
0.7895 Intermediate Similarity NPC250928
0.7895 Intermediate Similarity NPC10758
0.7875 Intermediate Similarity NPC197659
0.7848 Intermediate Similarity NPC472256
0.7838 Intermediate Similarity NPC474329
0.7838 Intermediate Similarity NPC474304
0.7805 Intermediate Similarity NPC172013
0.7792 Intermediate Similarity NPC173321
0.7778 Intermediate Similarity NPC475994
0.7765 Intermediate Similarity NPC79573
0.7765 Intermediate Similarity NPC36350
0.775 Intermediate Similarity NPC263582
0.775 Intermediate Similarity NPC469646
0.775 Intermediate Similarity NPC474527
0.775 Intermediate Similarity NPC471726
0.7711 Intermediate Similarity NPC136150
0.7683 Intermediate Similarity NPC308038
0.7654 Intermediate Similarity NPC276769
0.7654 Intermediate Similarity NPC476007
0.7625 Intermediate Similarity NPC474885
0.7625 Intermediate Similarity NPC474011
0.7619 Intermediate Similarity NPC103486
0.7619 Intermediate Similarity NPC145963
0.759 Intermediate Similarity NPC2482
0.7561 Intermediate Similarity NPC62336
0.7561 Intermediate Similarity NPC231739
0.7561 Intermediate Similarity NPC178852
0.7556 Intermediate Similarity NPC125180
0.7529 Intermediate Similarity NPC64600
0.7529 Intermediate Similarity NPC62214
0.75 Intermediate Similarity NPC121984
0.7471 Intermediate Similarity NPC327115
0.747 Intermediate Similarity NPC19900
0.747 Intermediate Similarity NPC281138
0.747 Intermediate Similarity NPC181195
0.747 Intermediate Similarity NPC229204
0.747 Intermediate Similarity NPC261125
0.7468 Intermediate Similarity NPC474884
0.7442 Intermediate Similarity NPC165287
0.7442 Intermediate Similarity NPC472326
0.7442 Intermediate Similarity NPC237712
0.7439 Intermediate Similarity NPC266124
0.7439 Intermediate Similarity NPC74995
0.7439 Intermediate Similarity NPC86917
0.7412 Intermediate Similarity NPC212083
0.7412 Intermediate Similarity NPC158411
0.7412 Intermediate Similarity NPC93590
0.7412 Intermediate Similarity NPC48362
0.7412 Intermediate Similarity NPC38796
0.7397 Intermediate Similarity NPC285594
0.7397 Intermediate Similarity NPC96551
0.7381 Intermediate Similarity NPC45495
0.7381 Intermediate Similarity NPC108955
0.7375 Intermediate Similarity NPC275098
0.7375 Intermediate Similarity NPC186042
0.7356 Intermediate Similarity NPC179006
0.7356 Intermediate Similarity NPC474853
0.7356 Intermediate Similarity NPC32037
0.7349 Intermediate Similarity NPC478122
0.7342 Intermediate Similarity NPC286154
0.7333 Intermediate Similarity NPC474155
0.7333 Intermediate Similarity NPC477711
0.7333 Intermediate Similarity NPC473759
0.7326 Intermediate Similarity NPC52609
0.7326 Intermediate Similarity NPC1761
0.7317 Intermediate Similarity NPC215481
0.7317 Intermediate Similarity NPC250621
0.7303 Intermediate Similarity NPC477710
0.7297 Intermediate Similarity NPC40206
0.7294 Intermediate Similarity NPC55869
0.7294 Intermediate Similarity NPC14151
0.7294 Intermediate Similarity NPC225515
0.7284 Intermediate Similarity NPC470299
0.7284 Intermediate Similarity NPC215050
0.7284 Intermediate Similarity NPC472966
0.7284 Intermediate Similarity NPC469691
0.7284 Intermediate Similarity NPC167049
0.7284 Intermediate Similarity NPC206875
0.7273 Intermediate Similarity NPC472974
0.7273 Intermediate Similarity NPC51014
0.7273 Intermediate Similarity NPC31564
0.7273 Intermediate Similarity NPC20688
0.7273 Intermediate Similarity NPC202394
0.7273 Intermediate Similarity NPC474733
0.7273 Intermediate Similarity NPC474778
0.7273 Intermediate Similarity NPC474732
0.7273 Intermediate Similarity NPC197089
0.7273 Intermediate Similarity NPC145879
0.7262 Intermediate Similarity NPC7232
0.7262 Intermediate Similarity NPC152061
0.725 Intermediate Similarity NPC40327
0.7241 Intermediate Similarity NPC58841
0.7241 Intermediate Similarity NPC85774
0.7241 Intermediate Similarity NPC214043
0.7241 Intermediate Similarity NPC329043
0.7241 Intermediate Similarity NPC7927
0.7241 Intermediate Similarity NPC227064
0.7241 Intermediate Similarity NPC161423
0.7241 Intermediate Similarity NPC321187
0.7241 Intermediate Similarity NPC470812
0.7241 Intermediate Similarity NPC230527
0.7241 Intermediate Similarity NPC473246
0.7229 Intermediate Similarity NPC471061
0.7222 Intermediate Similarity NPC473100
0.7222 Intermediate Similarity NPC31985
0.7222 Intermediate Similarity NPC119416
0.7222 Intermediate Similarity NPC310010
0.7222 Intermediate Similarity NPC1015
0.7222 Intermediate Similarity NPC326627
0.7209 Intermediate Similarity NPC151519
0.7204 Intermediate Similarity NPC476245
0.72 Intermediate Similarity NPC260573
0.7195 Intermediate Similarity NPC251435
0.7195 Intermediate Similarity NPC475771
0.7195 Intermediate Similarity NPC469669
0.7195 Intermediate Similarity NPC469678
0.7191 Intermediate Similarity NPC136548
0.7191 Intermediate Similarity NPC470523
0.7191 Intermediate Similarity NPC58063
0.7191 Intermediate Similarity NPC475740
0.7179 Intermediate Similarity NPC96962
0.7176 Intermediate Similarity NPC157895
0.7176 Intermediate Similarity NPC148685
0.7176 Intermediate Similarity NPC104120
0.7174 Intermediate Similarity NPC233118
0.7174 Intermediate Similarity NPC109414
0.7174 Intermediate Similarity NPC12722
0.716 Intermediate Similarity NPC470237
0.7159 Intermediate Similarity NPC241512
0.7159 Intermediate Similarity NPC263997
0.7159 Intermediate Similarity NPC6185
0.7159 Intermediate Similarity NPC132228
0.7159 Intermediate Similarity NPC470574
0.7159 Intermediate Similarity NPC8518
0.7159 Intermediate Similarity NPC469948
0.7143 Intermediate Similarity NPC134321
0.7143 Intermediate Similarity NPC297996
0.7143 Intermediate Similarity NPC473099
0.7143 Intermediate Similarity NPC128672
0.7126 Intermediate Similarity NPC477786
0.7126 Intermediate Similarity NPC477784
0.7126 Intermediate Similarity NPC278648
0.7126 Intermediate Similarity NPC105173
0.7126 Intermediate Similarity NPC476082
0.7126 Intermediate Similarity NPC477785
0.7126 Intermediate Similarity NPC470165
0.7126 Intermediate Similarity NPC470948
0.7125 Intermediate Similarity NPC280256
0.7111 Intermediate Similarity NPC473229
0.7111 Intermediate Similarity NPC471941
0.7111 Intermediate Similarity NPC310752
0.7111 Intermediate Similarity NPC53454
0.7111 Intermediate Similarity NPC292491
0.7111 Intermediate Similarity NPC471722
0.7111 Intermediate Similarity NPC472802
0.7111 Intermediate Similarity NPC470524
0.7111 Intermediate Similarity NPC474677
0.7108 Intermediate Similarity NPC92080
0.7097 Intermediate Similarity NPC298919
0.7097 Intermediate Similarity NPC196485
0.7097 Intermediate Similarity NPC245972
0.7097 Intermediate Similarity NPC23170
0.7093 Intermediate Similarity NPC90055
0.7093 Intermediate Similarity NPC470241
0.7093 Intermediate Similarity NPC116797
0.7093 Intermediate Similarity NPC478262
0.7093 Intermediate Similarity NPC473420
0.7093 Intermediate Similarity NPC470298
0.7089 Intermediate Similarity NPC469688
0.7079 Intermediate Similarity NPC261721
0.7079 Intermediate Similarity NPC203795
0.7079 Intermediate Similarity NPC472985
0.7079 Intermediate Similarity NPC222613
0.7079 Intermediate Similarity NPC179591
0.7079 Intermediate Similarity NPC194417
0.7079 Intermediate Similarity NPC472986
0.7079 Intermediate Similarity NPC475022
0.7079 Intermediate Similarity NPC118648
0.7065 Intermediate Similarity NPC168027
0.7065 Intermediate Similarity NPC99380
0.7065 Intermediate Similarity NPC116726
0.7065 Intermediate Similarity NPC185936
0.7065 Intermediate Similarity NPC131872
0.7065 Intermediate Similarity NPC475441
0.7059 Intermediate Similarity NPC470244
0.7059 Intermediate Similarity NPC470239
0.7059 Intermediate Similarity NPC82488
0.7059 Intermediate Similarity NPC474113
0.7059 Intermediate Similarity NPC113363
0.7059 Intermediate Similarity NPC476177
0.7059 Intermediate Similarity NPC308545
0.7053 Intermediate Similarity NPC87090
0.7045 Intermediate Similarity NPC59453
0.7045 Intermediate Similarity NPC221758

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC321180 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
0.7471 Intermediate Similarity NPD5279 Phase 3
0.7381 Intermediate Similarity NPD4695 Discontinued
0.7283 Intermediate Similarity NPD5282 Discontinued
0.7273 Intermediate Similarity NPD3618 Phase 1
0.7241 Intermediate Similarity NPD3666 Approved
0.7241 Intermediate Similarity NPD3665 Phase 1
0.7241 Intermediate Similarity NPD3133 Approved
0.7222 Intermediate Similarity NPD4753 Phase 2
0.7209 Intermediate Similarity NPD3667 Approved
0.7045 Intermediate Similarity NPD4786 Approved
0.7021 Intermediate Similarity NPD5210 Approved
0.7021 Intermediate Similarity NPD4629 Approved
0.7021 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6977 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6947 Remote Similarity NPD4697 Phase 3
0.6875 Remote Similarity NPD4755 Approved
0.6854 Remote Similarity NPD4197 Approved
0.6848 Remote Similarity NPD5328 Approved
0.6835 Remote Similarity NPD7331 Phase 2
0.6778 Remote Similarity NPD5363 Approved
0.6778 Remote Similarity NPD5329 Approved
0.6774 Remote Similarity NPD5785 Approved
0.6771 Remote Similarity NPD5221 Approved
0.6771 Remote Similarity NPD5222 Approved
0.6771 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6744 Remote Similarity NPD3617 Approved
0.6735 Remote Similarity NPD4700 Approved
0.6735 Remote Similarity NPD5286 Approved
0.6735 Remote Similarity NPD4696 Approved
0.6735 Remote Similarity NPD5285 Approved
0.6709 Remote Similarity NPD7341 Phase 2
0.6705 Remote Similarity NPD5369 Approved
0.6703 Remote Similarity NPD5690 Phase 2
0.6703 Remote Similarity NPD4694 Approved
0.6703 Remote Similarity NPD5280 Approved
0.6702 Remote Similarity NPD6079 Approved
0.6702 Remote Similarity NPD7515 Phase 2
0.6701 Remote Similarity NPD6083 Phase 2
0.6701 Remote Similarity NPD5173 Approved
0.6701 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6633 Remote Similarity NPD5696 Approved
0.6632 Remote Similarity NPD4202 Approved
0.6629 Remote Similarity NPD4221 Approved
0.6629 Remote Similarity NPD4269 Approved
0.6629 Remote Similarity NPD4270 Approved
0.6629 Remote Similarity NPD4223 Phase 3
0.6625 Remote Similarity NPD3704 Approved
0.66 Remote Similarity NPD5225 Approved
0.66 Remote Similarity NPD5226 Approved
0.66 Remote Similarity NPD5224 Approved
0.66 Remote Similarity NPD4633 Approved
0.66 Remote Similarity NPD5211 Phase 2
0.6593 Remote Similarity NPD1696 Phase 3
0.6591 Remote Similarity NPD5368 Approved
0.6535 Remote Similarity NPD5174 Approved
0.6535 Remote Similarity NPD5175 Approved
0.6526 Remote Similarity NPD6411 Approved
0.65 Remote Similarity NPD5223 Approved
0.6489 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6484 Remote Similarity NPD3668 Phase 3
0.6471 Remote Similarity NPD5141 Approved
0.6458 Remote Similarity NPD6399 Phase 3
0.6444 Remote Similarity NPD6435 Approved
0.6413 Remote Similarity NPD1694 Approved
0.6408 Remote Similarity NPD6402 Approved
0.6408 Remote Similarity NPD4768 Approved
0.6408 Remote Similarity NPD7128 Approved
0.6408 Remote Similarity NPD4767 Approved
0.6408 Remote Similarity NPD5739 Approved
0.6408 Remote Similarity NPD6675 Approved
0.6404 Remote Similarity NPD4252 Approved
0.6392 Remote Similarity NPD7748 Approved
0.6383 Remote Similarity NPD5737 Approved
0.6383 Remote Similarity NPD4518 Approved
0.6383 Remote Similarity NPD6672 Approved
0.6381 Remote Similarity NPD6373 Approved
0.6381 Remote Similarity NPD6372 Approved
0.6375 Remote Similarity NPD3197 Phase 1
0.6374 Remote Similarity NPD7154 Phase 3
0.6374 Remote Similarity NPD5362 Discontinued
0.6373 Remote Similarity NPD4754 Approved
0.6364 Remote Similarity NPD7902 Approved
0.6364 Remote Similarity NPD287 Approved
0.6346 Remote Similarity NPD5697 Approved
0.6346 Remote Similarity NPD5701 Approved
0.6344 Remote Similarity NPD5205 Approved
0.6344 Remote Similarity NPD4519 Discontinued
0.6344 Remote Similarity NPD4690 Approved
0.6344 Remote Similarity NPD7334 Approved
0.6344 Remote Similarity NPD4138 Approved
0.6344 Remote Similarity NPD4623 Approved
0.6344 Remote Similarity NPD4689 Approved
0.6344 Remote Similarity NPD6684 Approved
0.6344 Remote Similarity NPD5330 Approved
0.6344 Remote Similarity NPD5786 Approved
0.6344 Remote Similarity NPD6409 Approved
0.6344 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4688 Approved
0.6344 Remote Similarity NPD7146 Approved
0.6344 Remote Similarity NPD4693 Phase 3
0.6344 Remote Similarity NPD7521 Approved
0.6333 Remote Similarity NPD857 Phase 3
0.6316 Remote Similarity NPD6101 Approved
0.6316 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6881 Approved
0.6286 Remote Similarity NPD7320 Approved
0.6286 Remote Similarity NPD6899 Approved
0.6286 Remote Similarity NPD4730 Approved
0.6286 Remote Similarity NPD5128 Approved
0.6286 Remote Similarity NPD4729 Approved
0.6279 Remote Similarity NPD6926 Approved
0.6279 Remote Similarity NPD6924 Approved
0.6264 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6650 Approved
0.6262 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6698 Approved
0.6226 Remote Similarity NPD6013 Approved
0.6226 Remote Similarity NPD6014 Approved
0.6226 Remote Similarity NPD6012 Approved
0.6222 Remote Similarity NPD4822 Approved
0.6222 Remote Similarity NPD4820 Approved
0.6222 Remote Similarity NPD4821 Approved
0.6222 Remote Similarity NPD4819 Approved
0.622 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6211 Remote Similarity NPD6903 Approved
0.6211 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6196 Remote Similarity NPD4788 Approved
0.6196 Remote Similarity NPD6110 Phase 1
0.6186 Remote Similarity NPD5281 Approved
0.6186 Remote Similarity NPD5284 Approved
0.618 Remote Similarity NPD4271 Approved
0.618 Remote Similarity NPD4268 Approved
0.6168 Remote Similarity NPD6371 Approved
0.6168 Remote Similarity NPD5250 Approved
0.6168 Remote Similarity NPD5249 Phase 3
0.6168 Remote Similarity NPD6883 Approved
0.6168 Remote Similarity NPD7102 Approved
0.6168 Remote Similarity NPD5248 Approved
0.6168 Remote Similarity NPD5251 Approved
0.6168 Remote Similarity NPD4634 Approved
0.6168 Remote Similarity NPD7290 Approved
0.6168 Remote Similarity NPD5247 Approved
0.6139 Remote Similarity NPD4225 Approved
0.6136 Remote Similarity NPD6933 Approved
0.6136 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6011 Approved
0.6132 Remote Similarity NPD5168 Approved
0.6122 Remote Similarity NPD5133 Approved
0.6122 Remote Similarity NPD5778 Approved
0.6122 Remote Similarity NPD5779 Approved
0.6111 Remote Similarity NPD6847 Approved
0.6111 Remote Similarity NPD5216 Approved
0.6111 Remote Similarity NPD5217 Approved
0.6111 Remote Similarity NPD6869 Approved
0.6111 Remote Similarity NPD6929 Approved
0.6111 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD5215 Approved
0.6111 Remote Similarity NPD8130 Phase 1
0.6087 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4096 Approved
0.6067 Remote Similarity NPD4756 Discovery
0.6061 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6061 Remote Similarity NPD7900 Approved
0.6055 Remote Similarity NPD6882 Approved
0.6055 Remote Similarity NPD8297 Approved
0.6044 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6044 Remote Similarity NPD6930 Phase 2
0.6044 Remote Similarity NPD6931 Approved
0.6038 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6412 Phase 2
0.6023 Remote Similarity NPD7339 Approved
0.6023 Remote Similarity NPD6942 Approved
0.6022 Remote Similarity NPD5332 Approved
0.6022 Remote Similarity NPD5331 Approved
0.6019 Remote Similarity NPD5169 Approved
0.6019 Remote Similarity NPD5135 Approved
0.6019 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6 Remote Similarity NPD4137 Phase 3
0.6 Remote Similarity NPD6922 Approved
0.6 Remote Similarity NPD6923 Approved
0.5979 Remote Similarity NPD1695 Approved
0.5979 Remote Similarity NPD6080 Approved
0.5979 Remote Similarity NPD6904 Approved
0.5979 Remote Similarity NPD6673 Approved
0.5978 Remote Similarity NPD4790 Discontinued
0.5963 Remote Similarity NPD5127 Approved
0.5963 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5962 Remote Similarity NPD5091 Approved
0.5957 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5934 Remote Similarity NPD7645 Phase 2
0.5934 Remote Similarity NPD4195 Approved
0.593 Remote Similarity NPD4691 Approved
0.593 Remote Similarity NPD7144 Approved
0.593 Remote Similarity NPD7143 Approved
0.593 Remote Similarity NPD4747 Approved
0.5926 Remote Similarity NPD368 Approved

Structure

External Identifiers

PubChem CID   45270510
ChEMBL   CHEMBL551848
ZINC  

Physicochemical Properties

Molecular Weight:  252.17
ALogP:  0.3845
MLogP:  2.78
XLogP:  3.413
# 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  
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Biological Activities  
Similar NPs/Drugs