Natural Product: NPC287817

Natural Product ID:  NPC287817
Common Name:   (-)-(5S,6R,9S)-2-Acetyl-5-Hydroxy-6-Isopropyl-9-Methylbicyclo[4.3.0]Non-1-En-3-One
IUPAC Name:   (4S,7R,7aS)-3-acetyl-7a-hydroxy-4-methyl-7-propan-2-yl-4,5,6,7-tetrahydro-1H-inden-2-one
Synonyms:  
Molecular Formula:   C15H22O3
Standard InCHIKey:  ZXOVBVILSUHNJX-ISOBSLSZSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-8(2)11-6-5-9(3)14-13(10(4)16)12(17)7-15(11,14)18/h8-9,11,18H,5-7H2,1-4H3/t9-,11+,15-/m0/s1
Canonical SMILES:  CC([C@H]1CC[C@@H](C2=C(C(=O)C[C@]12O)C(=O)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
NPO29315 Dictyopteris divaricata Species Dictyotaceae Eukaryota PMID[16989516]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10 ug/ml 1346653
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10 ug/ml 12361395
NPT81 Cell Line A549 Homo sapiens IC50 > 10 ug/ml 20639110
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10 ug/ml 22652254
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10 ug/ml 22652254

  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 NPC287817 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 NPC74445
0.9221 High Similarity NPC138492
0.9221 High Similarity NPC233352
0.9221 High Similarity NPC824
0.8554 High Similarity NPC476043
0.8205 Intermediate Similarity NPC7382
0.8125 Intermediate Similarity NPC34110
0.8 Intermediate Similarity NPC239758
0.8 Intermediate Similarity NPC472305
0.8 Intermediate Similarity NPC182848
0.7875 Intermediate Similarity NPC89374
0.7805 Intermediate Similarity NPC19443
0.7805 Intermediate Similarity NPC207772
0.7778 Intermediate Similarity NPC7629
0.7778 Intermediate Similarity NPC151622
0.7765 Intermediate Similarity NPC66764
0.7765 Intermediate Similarity NPC110150
0.7753 Intermediate Similarity NPC230332
0.7727 Intermediate Similarity NPC474854
0.7711 Intermediate Similarity NPC472013
0.7711 Intermediate Similarity NPC32758
0.7711 Intermediate Similarity NPC476624
0.7711 Intermediate Similarity NPC301769
0.7683 Intermediate Similarity NPC266193
0.7683 Intermediate Similarity NPC257666
0.7647 Intermediate Similarity NPC469325
0.7625 Intermediate Similarity NPC247586
0.7619 Intermediate Similarity NPC472301
0.7614 Intermediate Similarity NPC471792
0.759 Intermediate Similarity NPC476627
0.7586 Intermediate Similarity NPC474853
0.7586 Intermediate Similarity NPC179006
0.7586 Intermediate Similarity NPC476628
0.7561 Intermediate Similarity NPC473437
0.7561 Intermediate Similarity NPC124289
0.7561 Intermediate Similarity NPC76966
0.7561 Intermediate Similarity NPC25908
0.7561 Intermediate Similarity NPC141346
0.7561 Intermediate Similarity NPC186554
0.7561 Intermediate Similarity NPC115719
0.7561 Intermediate Similarity NPC142759
0.7529 Intermediate Similarity NPC171665
0.7529 Intermediate Similarity NPC226068
0.75 Intermediate Similarity NPC194417
0.7473 Intermediate Similarity NPC63748
0.7447 Intermediate Similarity NPC477268
0.7447 Intermediate Similarity NPC472690
0.7447 Intermediate Similarity NPC477267
0.7447 Intermediate Similarity NPC472689
0.7444 Intermediate Similarity NPC472676
0.7444 Intermediate Similarity NPC472688
0.7442 Intermediate Similarity NPC256750
0.7442 Intermediate Similarity NPC20262
0.7419 Intermediate Similarity NPC259286
0.7412 Intermediate Similarity NPC157895
0.7412 Intermediate Similarity NPC45495
0.7412 Intermediate Similarity NPC104120
0.7412 Intermediate Similarity NPC148685
0.7403 Intermediate Similarity NPC61473
0.7391 Intermediate Similarity NPC69454
0.7391 Intermediate Similarity NPC131840
0.7381 Intermediate Similarity NPC471409
0.7381 Intermediate Similarity NPC275494
0.7363 Intermediate Similarity NPC134321
0.7356 Intermediate Similarity NPC64600
0.7356 Intermediate Similarity NPC472492
0.7349 Intermediate Similarity NPC78935
0.734 Intermediate Similarity NPC249954
0.7333 Intermediate Similarity NPC471941
0.7333 Intermediate Similarity NPC471791
0.7333 Intermediate Similarity NPC471793
0.7326 Intermediate Similarity NPC44963
0.7326 Intermediate Similarity NPC119229
0.7326 Intermediate Similarity NPC472684
0.7303 Intermediate Similarity NPC471737
0.7303 Intermediate Similarity NPC472869
0.7303 Intermediate Similarity NPC472488
0.7303 Intermediate Similarity NPC470345
0.7294 Intermediate Similarity NPC84185
0.7294 Intermediate Similarity NPC66677
0.7294 Intermediate Similarity NPC7232
0.7294 Intermediate Similarity NPC308038
0.7294 Intermediate Similarity NPC281138
0.7294 Intermediate Similarity NPC471890
0.7284 Intermediate Similarity NPC144627
0.7284 Intermediate Similarity NPC469737
0.7283 Intermediate Similarity NPC73457
0.7273 Intermediate Similarity NPC251170
0.7273 Intermediate Similarity NPC40687
0.7262 Intermediate Similarity NPC137547
0.7253 Intermediate Similarity NPC472971
0.7253 Intermediate Similarity NPC472973
0.7253 Intermediate Similarity NPC472970
0.7241 Intermediate Similarity NPC193347
0.7241 Intermediate Similarity NPC133844
0.7241 Intermediate Similarity NPC227925
0.7241 Intermediate Similarity NPC70479
0.7222 Intermediate Similarity NPC272039
0.7222 Intermediate Similarity NPC220930
0.7215 Intermediate Similarity NPC476626
0.7215 Intermediate Similarity NPC263161
0.7209 Intermediate Similarity NPC172013
0.7209 Intermediate Similarity NPC279667
0.7204 Intermediate Similarity NPC472930
0.7204 Intermediate Similarity NPC477520
0.7204 Intermediate Similarity NPC472871
0.72 Intermediate Similarity NPC473165
0.7195 Intermediate Similarity NPC300940
0.7191 Intermediate Similarity NPC70685
0.7176 Intermediate Similarity NPC476808
0.7176 Intermediate Similarity NPC253561
0.7176 Intermediate Similarity NPC62336
0.7176 Intermediate Similarity NPC80088
0.7174 Intermediate Similarity NPC128672
0.7174 Intermediate Similarity NPC77337
0.716 Intermediate Similarity NPC280256
0.7159 Intermediate Similarity NPC258985
0.7159 Intermediate Similarity NPC297398
0.7143 Intermediate Similarity NPC328539
0.7143 Intermediate Similarity NPC473424
0.7143 Intermediate Similarity NPC48107
0.7143 Intermediate Similarity NPC263582
0.7143 Intermediate Similarity NPC472870
0.7143 Intermediate Similarity NPC472677
0.7143 Intermediate Similarity NPC58271
0.7143 Intermediate Similarity NPC131470
0.7143 Intermediate Similarity NPC58532
0.7143 Intermediate Similarity NPC477915
0.7143 Intermediate Similarity NPC143767
0.7143 Intermediate Similarity NPC72397
0.7129 Intermediate Similarity NPC137286
0.7129 Intermediate Similarity NPC71220
0.7128 Intermediate Similarity NPC299100
0.7128 Intermediate Similarity NPC196227
0.7128 Intermediate Similarity NPC184870
0.7126 Intermediate Similarity NPC473217
0.7126 Intermediate Similarity NPC189237
0.7113 Intermediate Similarity NPC306856
0.7113 Intermediate Similarity NPC198880
0.7111 Intermediate Similarity NPC472479
0.7111 Intermediate Similarity NPC472491
0.7111 Intermediate Similarity NPC472494
0.7108 Intermediate Similarity NPC470299
0.7097 Intermediate Similarity NPC475806
0.7097 Intermediate Similarity NPC144629
0.7097 Intermediate Similarity NPC116726
0.7097 Intermediate Similarity NPC472978
0.7097 Intermediate Similarity NPC172101
0.7097 Intermediate Similarity NPC233116
0.7093 Intermediate Similarity NPC229204
0.7093 Intermediate Similarity NPC170394
0.7083 Intermediate Similarity NPC18319
0.7079 Intermediate Similarity NPC472480
0.7079 Intermediate Similarity NPC248758
0.7079 Intermediate Similarity NPC144258
0.7079 Intermediate Similarity NPC19849
0.7079 Intermediate Similarity NPC472865
0.7079 Intermediate Similarity NPC472864
0.7079 Intermediate Similarity NPC476412
0.7073 Intermediate Similarity NPC84790
0.7073 Intermediate Similarity NPC29328
0.7065 Intermediate Similarity NPC86319
0.7065 Intermediate Similarity NPC472489
0.7065 Intermediate Similarity NPC309603
0.7065 Intermediate Similarity NPC473999
0.7065 Intermediate Similarity NPC275740
0.7059 Intermediate Similarity NPC472014
0.7059 Intermediate Similarity NPC197659
0.7059 Intermediate Similarity NPC97377
0.7059 Intermediate Similarity NPC74995
0.7053 Intermediate Similarity NPC174948
0.7053 Intermediate Similarity NPC469995
0.7053 Intermediate Similarity NPC271195
0.7053 Intermediate Similarity NPC473170
0.7053 Intermediate Similarity NPC173875
0.7053 Intermediate Similarity NPC316215
0.7053 Intermediate Similarity NPC472932
0.7053 Intermediate Similarity NPC318282
0.7053 Intermediate Similarity NPC180950
0.7053 Intermediate Similarity NPC37646
0.7045 Intermediate Similarity NPC477270
0.7045 Intermediate Similarity NPC477269
0.7045 Intermediate Similarity NPC129080
0.7045 Intermediate Similarity NPC93590
0.7045 Intermediate Similarity NPC477271
0.7041 Intermediate Similarity NPC472924
0.7041 Intermediate Similarity NPC282524
0.7041 Intermediate Similarity NPC302537
0.7041 Intermediate Similarity NPC163372
0.7037 Intermediate Similarity NPC67608
0.7037 Intermediate Similarity NPC469914
0.7033 Intermediate Similarity NPC472493
0.7033 Intermediate Similarity NPC136948
0.7024 Intermediate Similarity NPC39362
0.7024 Intermediate Similarity NPC469803
0.7024 Intermediate Similarity NPC474011
0.7024 Intermediate Similarity NPC77501
0.7011 Intermediate Similarity NPC306095
0.7011 Intermediate Similarity NPC164218
0.7011 Intermediate Similarity NPC476809

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC287817 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
0.7701 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7341 Phase 2
0.7303 Intermediate Similarity NPD4519 Discontinued
0.7303 Intermediate Similarity NPD4623 Approved
0.7241 Intermediate Similarity NPD4223 Phase 3
0.7241 Intermediate Similarity NPD4221 Approved
0.7176 Intermediate Similarity NPD3617 Approved
0.7079 Intermediate Similarity NPD4197 Approved
0.7065 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD5329 Approved
0.697 Remote Similarity NPD5211 Phase 2
0.6932 Remote Similarity NPD4139 Approved
0.6932 Remote Similarity NPD4692 Approved
0.6923 Remote Similarity NPD5205 Approved
0.6923 Remote Similarity NPD4690 Approved
0.6923 Remote Similarity NPD4138 Approved
0.6923 Remote Similarity NPD4688 Approved
0.6923 Remote Similarity NPD4694 Approved
0.6923 Remote Similarity NPD5690 Phase 2
0.6923 Remote Similarity NPD3618 Phase 1
0.6923 Remote Similarity NPD4689 Approved
0.6923 Remote Similarity NPD4693 Phase 3
0.6923 Remote Similarity NPD5280 Approved
0.6915 Remote Similarity NPD6079 Approved
0.6907 Remote Similarity NPD4755 Approved
0.6889 Remote Similarity NPD3665 Phase 1
0.6889 Remote Similarity NPD3666 Approved
0.6889 Remote Similarity NPD3133 Approved
0.6875 Remote Similarity NPD7331 Phase 2
0.6842 Remote Similarity NPD4202 Approved
0.6832 Remote Similarity NPD5141 Approved
0.6813 Remote Similarity NPD1696 Phase 3
0.6768 Remote Similarity NPD4700 Approved
0.6768 Remote Similarity NPD5286 Approved
0.6768 Remote Similarity NPD5285 Approved
0.6768 Remote Similarity NPD4696 Approved
0.6702 Remote Similarity NPD4753 Phase 2
0.67 Remote Similarity NPD5223 Approved
0.6634 Remote Similarity NPD5226 Approved
0.6634 Remote Similarity NPD5225 Approved
0.6634 Remote Similarity NPD4633 Approved
0.6634 Remote Similarity NPD5224 Approved
0.6633 Remote Similarity NPD5221 Approved
0.6633 Remote Similarity NPD5222 Approved
0.6633 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4697 Phase 3
0.6569 Remote Similarity NPD5174 Approved
0.6569 Remote Similarity NPD5175 Approved
0.6569 Remote Similarity NPD4754 Approved
0.6566 Remote Similarity NPD5173 Approved
0.6562 Remote Similarity NPD5284 Approved
0.6562 Remote Similarity NPD5281 Approved
0.6517 Remote Similarity NPD4195 Approved
0.6509 Remote Similarity NPD4634 Approved
0.6495 Remote Similarity NPD5133 Approved
0.6489 Remote Similarity NPD3573 Approved
0.6484 Remote Similarity NPD3667 Approved
0.6458 Remote Similarity NPD4096 Approved
0.6452 Remote Similarity NPD5363 Approved
0.6444 Remote Similarity NPD4695 Discontinued
0.6442 Remote Similarity NPD4767 Approved
0.6442 Remote Similarity NPD6675 Approved
0.6442 Remote Similarity NPD6402 Approved
0.6442 Remote Similarity NPD4768 Approved
0.6442 Remote Similarity NPD7128 Approved
0.6442 Remote Similarity NPD5739 Approved
0.6413 Remote Similarity NPD4788 Approved
0.6383 Remote Similarity NPD5279 Phase 3
0.6383 Remote Similarity NPD5786 Approved
0.6381 Remote Similarity NPD5701 Approved
0.6381 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD5210 Approved
0.6364 Remote Similarity NPD4629 Approved
0.6364 Remote Similarity NPD5695 Phase 3
0.6344 Remote Similarity NPD4786 Approved
0.6321 Remote Similarity NPD4729 Approved
0.6321 Remote Similarity NPD6881 Approved
0.6321 Remote Similarity NPD5128 Approved
0.6321 Remote Similarity NPD4730 Approved
0.6321 Remote Similarity NPD7320 Approved
0.6321 Remote Similarity NPD6899 Approved
0.6321 Remote Similarity NPD6011 Approved
0.6304 Remote Similarity NPD4269 Approved
0.6304 Remote Similarity NPD4270 Approved
0.6277 Remote Similarity NPD1694 Approved
0.6263 Remote Similarity NPD6001 Approved
0.6262 Remote Similarity NPD6013 Approved
0.6262 Remote Similarity NPD6372 Approved
0.6262 Remote Similarity NPD6012 Approved
0.6262 Remote Similarity NPD6014 Approved
0.6262 Remote Similarity NPD6373 Approved
0.625 Remote Similarity NPD5208 Approved
0.625 Remote Similarity NPD4518 Approved
0.6238 Remote Similarity NPD6084 Phase 2
0.6238 Remote Similarity NPD6083 Phase 2
0.6235 Remote Similarity NPD4137 Phase 3
0.6224 Remote Similarity NPD5693 Phase 1
0.6224 Remote Similarity NPD7515 Phase 2
0.6211 Remote Similarity NPD5330 Approved
0.6211 Remote Similarity NPD6409 Approved
0.6211 Remote Similarity NPD7334 Approved
0.6211 Remote Similarity NPD6684 Approved
0.6211 Remote Similarity NPD7146 Approved
0.6211 Remote Similarity NPD7521 Approved
0.6204 Remote Similarity NPD5135 Approved
0.6204 Remote Similarity NPD5251 Approved
0.6204 Remote Similarity NPD6883 Approved
0.6204 Remote Similarity NPD5250 Approved
0.6204 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5247 Approved
0.6204 Remote Similarity NPD5249 Phase 3
0.6204 Remote Similarity NPD7102 Approved
0.6204 Remote Similarity NPD5169 Approved
0.6204 Remote Similarity NPD5248 Approved
0.6204 Remote Similarity NPD7290 Approved
0.62 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6904 Approved
0.6186 Remote Similarity NPD6673 Approved
0.6186 Remote Similarity NPD6080 Approved
0.6176 Remote Similarity NPD5696 Approved
0.6163 Remote Similarity NPD4691 Approved
0.6163 Remote Similarity NPD4747 Approved
0.6162 Remote Similarity NPD5779 Approved
0.6162 Remote Similarity NPD5778 Approved
0.6161 Remote Similarity NPD7115 Discovery
0.6147 Remote Similarity NPD5215 Approved
0.6147 Remote Similarity NPD6650 Approved
0.6147 Remote Similarity NPD8130 Phase 1
0.6147 Remote Similarity NPD5127 Approved
0.6147 Remote Similarity NPD5217 Approved
0.6147 Remote Similarity NPD6617 Approved
0.6147 Remote Similarity NPD6649 Approved
0.6147 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5216 Approved
0.6147 Remote Similarity NPD6847 Approved
0.6147 Remote Similarity NPD6869 Approved
0.6122 Remote Similarity NPD5785 Approved
0.6122 Remote Similarity NPD5692 Phase 3
0.6122 Remote Similarity NPD5207 Approved
0.6118 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6118 Remote Similarity NPD5360 Phase 3
0.6117 Remote Similarity NPD7639 Approved
0.6117 Remote Similarity NPD7640 Approved
0.61 Remote Similarity NPD7748 Approved
0.6091 Remote Similarity NPD6882 Approved
0.6091 Remote Similarity NPD8297 Approved
0.6087 Remote Similarity NPD4252 Approved
0.6082 Remote Similarity NPD6903 Approved
0.6082 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6067 Remote Similarity NPD3703 Phase 2
0.6064 Remote Similarity NPD5362 Discontinued
0.6061 Remote Similarity NPD5694 Approved
0.6061 Remote Similarity NPD6050 Approved
0.6042 Remote Similarity NPD6098 Approved
0.604 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6036 Remote Similarity NPD4632 Approved
0.6022 Remote Similarity NPD5369 Approved
0.602 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7638 Approved
0.6019 Remote Similarity NPD4225 Approved
0.6019 Remote Similarity NPD5168 Approved
0.6 Remote Similarity NPD5091 Approved
0.6 Remote Similarity NPD7632 Discontinued
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD6054 Approved
0.5982 Remote Similarity NPD5167 Approved
0.5981 Remote Similarity NPD6008 Approved
0.5962 Remote Similarity NPD6404 Discontinued
0.5957 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5955 Remote Similarity NPD4687 Approved
0.5955 Remote Similarity NPD4058 Approved
0.5955 Remote Similarity NPD5733 Approved
0.5952 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5948 Remote Similarity NPD6016 Approved
0.5948 Remote Similarity NPD6015 Approved
0.5941 Remote Similarity NPD5282 Discontinued
0.5938 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6274 Approved
0.5922 Remote Similarity NPD7902 Approved
0.5918 Remote Similarity NPD5737 Approved
0.5918 Remote Similarity NPD6672 Approved
0.5914 Remote Similarity NPD5368 Approved
0.5909 Remote Similarity NPD5276 Approved
0.5909 Remote Similarity NPD4243 Approved
0.5909 Remote Similarity NPD4758 Discontinued
0.5897 Remote Similarity NPD6370 Approved
0.5897 Remote Similarity NPD5988 Approved
0.5882 Remote Similarity NPD5654 Approved
0.5877 Remote Similarity NPD6009 Approved
0.5877 Remote Similarity NPD6317 Approved
0.587 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5862 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5862 Remote Similarity NPD3698 Phase 2
0.5862 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5859 Remote Similarity NPD6101 Approved
0.5842 Remote Similarity NPD6399 Phase 3

Structure

External Identifiers

PubChem CID   16086515
ChEMBL   CHEMBL503362
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  -0.2401
MLogP:  2.78
XLogP:  1.589
# Rotatable Bonds:  7
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  
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Biological Activities  
Similar NPs/Drugs