Natural Product: NPC475952

Natural Product ID:  NPC475952
Common Name:   Pulioplopanone A
IUPAC Name:   1-[(1S,3aS,7S,7aS)-4-methylidene-7-propan-2-yl-1,2,3,3a,5,6,7,7a-octahydroinden-1-yl]-2-hydroxyethanone
Synonyms:  
Molecular Formula:   C15H24O2
Standard InCHIKey:  ZKICAUCMQVTPQE-JLNYLFASSA-N
Standard InCHI:  InChI=1S/C15H24O2/c1-9(2)11-5-4-10(3)12-6-7-13(15(11)12)14(17)8-16/h9,11-13,15-16H,3-8H2,1-2H3/t11-,12+,13+,15-/m0/s1
Canonical SMILES:  OCC(=O)[C@H]1CC[C@H]2[C@@H]1[C@@H](CCC2=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
NPO1119 Pulicaria canariensis Species Asteraceae Eukaryota PMID[15844941]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 = 242000 nM 18316140

  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 NPC475952 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
0.8333 Intermediate Similarity NPC102313
0.8333 Intermediate Similarity NPC199316
0.8267 Intermediate Similarity NPC201459
0.8243 Intermediate Similarity NPC106078
0.8205 Intermediate Similarity NPC237712
0.8205 Intermediate Similarity NPC474233
0.8158 Intermediate Similarity NPC164999
0.8052 Intermediate Similarity NPC103754
0.8052 Intermediate Similarity NPC474484
0.8 Intermediate Similarity NPC51014
0.7949 Intermediate Similarity NPC477858
0.7949 Intermediate Similarity NPC145143
0.7917 Intermediate Similarity NPC163020
0.7857 Intermediate Similarity NPC103734
0.7848 Intermediate Similarity NPC475726
0.7848 Intermediate Similarity NPC175410
0.7848 Intermediate Similarity NPC472743
0.7805 Intermediate Similarity NPC471941
0.7792 Intermediate Similarity NPC229204
0.7792 Intermediate Similarity NPC7232
0.7792 Intermediate Similarity NPC472490
0.7778 Intermediate Similarity NPC20688
0.7778 Intermediate Similarity NPC327115
0.7763 Intermediate Similarity NPC476811
0.775 Intermediate Similarity NPC221758
0.775 Intermediate Similarity NPC473246
0.775 Intermediate Similarity NPC474482
0.775 Intermediate Similarity NPC82902
0.775 Intermediate Similarity NPC214043
0.775 Intermediate Similarity NPC85774
0.775 Intermediate Similarity NPC59453
0.775 Intermediate Similarity NPC475745
0.7746 Intermediate Similarity NPC263161
0.7722 Intermediate Similarity NPC46881
0.7722 Intermediate Similarity NPC151519
0.7722 Intermediate Similarity NPC110780
0.7711 Intermediate Similarity NPC310010
0.7711 Intermediate Similarity NPC76879
0.7711 Intermediate Similarity NPC474245
0.7711 Intermediate Similarity NPC326627
0.7692 Intermediate Similarity NPC472478
0.7692 Intermediate Similarity NPC45495
0.7671 Intermediate Similarity NPC91369
0.7654 Intermediate Similarity NPC201655
0.7654 Intermediate Similarity NPC471224
0.7654 Intermediate Similarity NPC469948
0.7654 Intermediate Similarity NPC76518
0.7654 Intermediate Similarity NPC474083
0.7654 Intermediate Similarity NPC292553
0.7654 Intermediate Similarity NPC36350
0.7654 Intermediate Similarity NPC474218
0.7632 Intermediate Similarity NPC20466
0.7632 Intermediate Similarity NPC263582
0.7625 Intermediate Similarity NPC245866
0.7625 Intermediate Similarity NPC476082
0.7625 Intermediate Similarity NPC278648
0.7625 Intermediate Similarity NPC472498
0.7625 Intermediate Similarity NPC118800
0.7625 Intermediate Similarity NPC471036
0.7625 Intermediate Similarity NPC291320
0.7619 Intermediate Similarity NPC129913
0.7619 Intermediate Similarity NPC46758
0.7595 Intermediate Similarity NPC328264
0.7595 Intermediate Similarity NPC136150
0.7571 Intermediate Similarity NPC219940
0.7564 Intermediate Similarity NPC215843
0.7564 Intermediate Similarity NPC192744
0.7564 Intermediate Similarity NPC477371
0.7561 Intermediate Similarity NPC474732
0.7561 Intermediate Similarity NPC474733
0.7561 Intermediate Similarity NPC72133
0.7561 Intermediate Similarity NPC469994
0.7561 Intermediate Similarity NPC145879
0.7561 Intermediate Similarity NPC472738
0.7561 Intermediate Similarity NPC31564
0.7561 Intermediate Similarity NPC474778
0.7561 Intermediate Similarity NPC70661
0.7536 Intermediate Similarity NPC147524
0.7532 Intermediate Similarity NPC74995
0.7532 Intermediate Similarity NPC212661
0.7532 Intermediate Similarity NPC66105
0.7532 Intermediate Similarity NPC471035
0.7532 Intermediate Similarity NPC74685
0.7531 Intermediate Similarity NPC58841
0.7531 Intermediate Similarity NPC74595
0.7531 Intermediate Similarity NPC329043
0.7531 Intermediate Similarity NPC165064
0.7531 Intermediate Similarity NPC146683
0.7531 Intermediate Similarity NPC161423
0.7531 Intermediate Similarity NPC227064
0.7531 Intermediate Similarity NPC264665
0.7531 Intermediate Similarity NPC321187
0.7531 Intermediate Similarity NPC144258
0.7529 Intermediate Similarity NPC185936
0.7529 Intermediate Similarity NPC168027
0.75 Intermediate Similarity NPC48362
0.75 Intermediate Similarity NPC170985
0.75 Intermediate Similarity NPC114236
0.75 Intermediate Similarity NPC103486
0.747 Intermediate Similarity NPC58063
0.747 Intermediate Similarity NPC90652
0.747 Intermediate Similarity NPC475740
0.747 Intermediate Similarity NPC57469
0.747 Intermediate Similarity NPC93778
0.747 Intermediate Similarity NPC474174
0.747 Intermediate Similarity NPC4643
0.747 Intermediate Similarity NPC136548
0.747 Intermediate Similarity NPC96496
0.747 Intermediate Similarity NPC317590
0.747 Intermediate Similarity NPC251808
0.7467 Intermediate Similarity NPC161187
0.7467 Intermediate Similarity NPC330659
0.7467 Intermediate Similarity NPC244708
0.7465 Intermediate Similarity NPC474329
0.7465 Intermediate Similarity NPC474304
0.7465 Intermediate Similarity NPC300442
0.7442 Intermediate Similarity NPC12722
0.7442 Intermediate Similarity NPC233118
0.7439 Intermediate Similarity NPC471034
0.7439 Intermediate Similarity NPC264317
0.7439 Intermediate Similarity NPC102292
0.7439 Intermediate Similarity NPC190704
0.7439 Intermediate Similarity NPC202868
0.7439 Intermediate Similarity NPC294438
0.7439 Intermediate Similarity NPC470574
0.7436 Intermediate Similarity NPC321690
0.7436 Intermediate Similarity NPC62336
0.7436 Intermediate Similarity NPC297996
0.7436 Intermediate Similarity NPC82635
0.7407 Intermediate Similarity NPC474748
0.7403 Intermediate Similarity NPC78935
0.7403 Intermediate Similarity NPC470525
0.7403 Intermediate Similarity NPC246445
0.7403 Intermediate Similarity NPC476601
0.7391 Intermediate Similarity NPC40206
0.7381 Intermediate Similarity NPC193360
0.7381 Intermediate Similarity NPC470417
0.7381 Intermediate Similarity NPC328313
0.7381 Intermediate Similarity NPC471722
0.7381 Intermediate Similarity NPC471724
0.7381 Intermediate Similarity NPC143767
0.7381 Intermediate Similarity NPC328539
0.7381 Intermediate Similarity NPC472739
0.7381 Intermediate Similarity NPC474719
0.7381 Intermediate Similarity NPC131470
0.7375 Intermediate Similarity NPC164210
0.7375 Intermediate Similarity NPC38350
0.7375 Intermediate Similarity NPC477372
0.7375 Intermediate Similarity NPC201912
0.7375 Intermediate Similarity NPC147066
0.7368 Intermediate Similarity NPC206875
0.7368 Intermediate Similarity NPC254340
0.7356 Intermediate Similarity NPC245972
0.7356 Intermediate Similarity NPC196485
0.7349 Intermediate Similarity NPC28252
0.7349 Intermediate Similarity NPC475007
0.7349 Intermediate Similarity NPC155011
0.7349 Intermediate Similarity NPC89077
0.7349 Intermediate Similarity NPC12774
0.7349 Intermediate Similarity NPC98236
0.7349 Intermediate Similarity NPC222613
0.7349 Intermediate Similarity NPC80590
0.7349 Intermediate Similarity NPC2783
0.7349 Intermediate Similarity NPC55309
0.7349 Intermediate Similarity NPC118648
0.7349 Intermediate Similarity NPC94755
0.7349 Intermediate Similarity NPC473168
0.7349 Intermediate Similarity NPC475022
0.7349 Intermediate Similarity NPC476043
0.7349 Intermediate Similarity NPC269396
0.7342 Intermediate Similarity NPC308038
0.7342 Intermediate Similarity NPC152061
0.7333 Intermediate Similarity NPC72343
0.7317 Intermediate Similarity NPC476038
0.7317 Intermediate Similarity NPC194937
0.7317 Intermediate Similarity NPC263974
0.7308 Intermediate Similarity NPC68828
0.7308 Intermediate Similarity NPC197659
0.7308 Intermediate Similarity NPC149249
0.7308 Intermediate Similarity NPC474433
0.7308 Intermediate Similarity NPC238227
0.7294 Intermediate Similarity NPC31985
0.7294 Intermediate Similarity NPC473999
0.7294 Intermediate Similarity NPC477943
0.7294 Intermediate Similarity NPC186688
0.7294 Intermediate Similarity NPC2983
0.7294 Intermediate Similarity NPC1015
0.7294 Intermediate Similarity NPC268406
0.7294 Intermediate Similarity NPC86319
0.7294 Intermediate Similarity NPC122116
0.7294 Intermediate Similarity NPC275740
0.7294 Intermediate Similarity NPC309603
0.7294 Intermediate Similarity NPC26959
0.7294 Intermediate Similarity NPC32830
0.7294 Intermediate Similarity NPC54689
0.7284 Intermediate Similarity NPC260956
0.7284 Intermediate Similarity NPC193347
0.7284 Intermediate Similarity NPC133391
0.7262 Intermediate Similarity NPC472481
0.7262 Intermediate Similarity NPC472495

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475952 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
0.8 Intermediate Similarity NPD5279 Phase 3
0.7848 Intermediate Similarity NPD4788 Approved
0.775 Intermediate Similarity NPD4786 Approved
0.7722 Intermediate Similarity NPD3667 Approved
0.7714 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD4753 Phase 2
0.7671 Intermediate Similarity NPD4789 Approved
0.7531 Intermediate Similarity NPD3666 Approved
0.7531 Intermediate Similarity NPD4197 Approved
0.7531 Intermediate Similarity NPD3665 Phase 1
0.7531 Intermediate Similarity NPD3133 Approved
0.7439 Intermediate Similarity NPD5329 Approved
0.7439 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD3617 Approved
0.7349 Intermediate Similarity NPD3618 Phase 1
0.7349 Intermediate Similarity NPD4694 Approved
0.7349 Intermediate Similarity NPD5690 Phase 2
0.7349 Intermediate Similarity NPD5280 Approved
0.7294 Intermediate Similarity NPD5328 Approved
0.7284 Intermediate Similarity NPD4221 Approved
0.7284 Intermediate Similarity NPD4223 Phase 3
0.7273 Intermediate Similarity NPD4629 Approved
0.7273 Intermediate Similarity NPD5210 Approved
0.7191 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD5222 Approved
0.7191 Intermediate Similarity NPD4697 Phase 3
0.7191 Intermediate Similarity NPD5221 Approved
0.7126 Intermediate Similarity NPD6079 Approved
0.7111 Intermediate Similarity NPD4755 Approved
0.7111 Intermediate Similarity NPD6084 Phase 2
0.7111 Intermediate Similarity NPD6083 Phase 2
0.7111 Intermediate Similarity NPD5173 Approved
0.7105 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD5695 Phase 3
0.7067 Intermediate Similarity NPD3698 Phase 2
0.7067 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4202 Approved
0.7037 Intermediate Similarity NPD4695 Discontinued
0.6977 Remote Similarity NPD6672 Approved
0.6977 Remote Similarity NPD5737 Approved
0.6974 Remote Similarity NPD4245 Approved
0.6974 Remote Similarity NPD4244 Approved
0.6957 Remote Similarity NPD4700 Approved
0.6957 Remote Similarity NPD4696 Approved
0.6957 Remote Similarity NPD5285 Approved
0.6957 Remote Similarity NPD5286 Approved
0.6951 Remote Similarity NPD4139 Approved
0.6951 Remote Similarity NPD4692 Approved
0.6941 Remote Similarity NPD4690 Approved
0.6941 Remote Similarity NPD4689 Approved
0.6941 Remote Similarity NPD4693 Phase 3
0.6941 Remote Similarity NPD4688 Approved
0.6941 Remote Similarity NPD5205 Approved
0.6941 Remote Similarity NPD4138 Approved
0.6905 Remote Similarity NPD3668 Phase 3
0.6882 Remote Similarity NPD5223 Approved
0.6854 Remote Similarity NPD6399 Phase 3
0.6848 Remote Similarity NPD5696 Approved
0.6809 Remote Similarity NPD5226 Approved
0.6809 Remote Similarity NPD5211 Phase 2
0.6809 Remote Similarity NPD5225 Approved
0.6809 Remote Similarity NPD5224 Approved
0.6809 Remote Similarity NPD4633 Approved
0.679 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6098 Approved
0.6742 Remote Similarity NPD8035 Phase 2
0.6742 Remote Similarity NPD8034 Phase 2
0.6737 Remote Similarity NPD4754 Approved
0.6737 Remote Similarity NPD5175 Approved
0.6737 Remote Similarity NPD5174 Approved
0.6711 Remote Similarity NPD5360 Phase 3
0.6711 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6924 Approved
0.6709 Remote Similarity NPD6926 Approved
0.6709 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4224 Phase 2
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD5133 Approved
0.6629 Remote Similarity NPD4096 Approved
0.6627 Remote Similarity NPD5368 Approved
0.6625 Remote Similarity NPD7339 Approved
0.6625 Remote Similarity NPD6942 Approved
0.6625 Remote Similarity NPD3703 Phase 2
0.6598 Remote Similarity NPD6675 Approved
0.6598 Remote Similarity NPD7128 Approved
0.6598 Remote Similarity NPD4768 Approved
0.6598 Remote Similarity NPD4767 Approved
0.6598 Remote Similarity NPD6402 Approved
0.6598 Remote Similarity NPD5739 Approved
0.6588 Remote Similarity NPD5362 Discontinued
0.6556 Remote Similarity NPD5284 Approved
0.6556 Remote Similarity NPD5281 Approved
0.6552 Remote Similarity NPD7521 Approved
0.6552 Remote Similarity NPD7334 Approved
0.6552 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5330 Approved
0.6552 Remote Similarity NPD6409 Approved
0.6552 Remote Similarity NPD6684 Approved
0.6552 Remote Similarity NPD7146 Approved
0.6548 Remote Similarity NPD5369 Approved
0.6543 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6933 Approved
0.6543 Remote Similarity NPD6117 Approved
0.6538 Remote Similarity NPD4747 Approved
0.6533 Remote Similarity NPD7341 Phase 2
0.6531 Remote Similarity NPD5697 Approved
0.6531 Remote Similarity NPD5701 Approved
0.6528 Remote Similarity NPD3198 Approved
0.6517 Remote Similarity NPD6673 Approved
0.6517 Remote Similarity NPD6080 Approved
0.6517 Remote Similarity NPD6904 Approved
0.6506 Remote Similarity NPD4195 Approved
0.6471 Remote Similarity NPD6435 Approved
0.6471 Remote Similarity NPD4270 Approved
0.6471 Remote Similarity NPD4269 Approved
0.6465 Remote Similarity NPD5168 Approved
0.6465 Remote Similarity NPD4729 Approved
0.6465 Remote Similarity NPD5128 Approved
0.6465 Remote Similarity NPD7320 Approved
0.6465 Remote Similarity NPD6011 Approved
0.6465 Remote Similarity NPD6881 Approved
0.6465 Remote Similarity NPD6899 Approved
0.6465 Remote Similarity NPD4730 Approved
0.6463 Remote Similarity NPD6116 Phase 1
0.6456 Remote Similarity NPD6081 Approved
0.6456 Remote Similarity NPD5276 Approved
0.6456 Remote Similarity NPD4758 Discontinued
0.6447 Remote Similarity NPD7331 Phase 2
0.6444 Remote Similarity NPD5692 Phase 3
0.6429 Remote Similarity NPD7525 Registered
0.642 Remote Similarity NPD3702 Approved
0.641 Remote Similarity NPD6922 Approved
0.641 Remote Similarity NPD6923 Approved
0.641 Remote Similarity NPD4137 Phase 3
0.6404 Remote Similarity NPD4518 Approved
0.6404 Remote Similarity NPD6903 Approved
0.6404 Remote Similarity NPD7513 Clinical (unspecified phase)
0.64 Remote Similarity NPD6012 Approved
0.64 Remote Similarity NPD6373 Approved
0.64 Remote Similarity NPD6372 Approved
0.64 Remote Similarity NPD6013 Approved
0.64 Remote Similarity NPD6014 Approved
0.6386 Remote Similarity NPD6115 Approved
0.6386 Remote Similarity NPD6114 Approved
0.6386 Remote Similarity NPD6118 Approved
0.6386 Remote Similarity NPD3671 Phase 1
0.6386 Remote Similarity NPD6697 Approved
0.6374 Remote Similarity NPD5693 Phase 1
0.6374 Remote Similarity NPD6050 Approved
0.6374 Remote Similarity NPD7515 Phase 2
0.6374 Remote Similarity NPD5694 Approved
0.6364 Remote Similarity NPD4519 Discontinued
0.6364 Remote Similarity NPD4623 Approved
0.6337 Remote Similarity NPD5135 Approved
0.6337 Remote Similarity NPD6883 Approved
0.6337 Remote Similarity NPD5169 Approved
0.6337 Remote Similarity NPD5250 Approved
0.6337 Remote Similarity NPD5248 Approved
0.6337 Remote Similarity NPD5249 Phase 3
0.6337 Remote Similarity NPD5247 Approved
0.6337 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6337 Remote Similarity NPD7290 Approved
0.6337 Remote Similarity NPD4634 Approved
0.6337 Remote Similarity NPD5251 Approved
0.6337 Remote Similarity NPD7102 Approved
0.6329 Remote Similarity NPD7144 Approved
0.6329 Remote Similarity NPD7143 Approved
0.6329 Remote Similarity NPD4691 Approved
0.631 Remote Similarity NPD6929 Approved
0.6296 Remote Similarity NPD5733 Approved
0.6296 Remote Similarity NPD4687 Approved
0.6289 Remote Similarity NPD5091 Approved
0.6286 Remote Similarity NPD615 Clinical (unspecified phase)
0.6282 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5217 Approved
0.6275 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5215 Approved
0.6275 Remote Similarity NPD6650 Approved
0.6275 Remote Similarity NPD6847 Approved
0.6275 Remote Similarity NPD6649 Approved
0.6275 Remote Similarity NPD6869 Approved
0.6275 Remote Similarity NPD5127 Approved
0.6275 Remote Similarity NPD6617 Approved
0.6275 Remote Similarity NPD8130 Phase 1
0.6275 Remote Similarity NPD5216 Approved
0.625 Remote Similarity NPD4243 Approved
0.625 Remote Similarity NPD7151 Approved
0.625 Remote Similarity NPD7150 Approved
0.625 Remote Similarity NPD7152 Approved
0.625 Remote Similarity NPD5363 Approved
0.625 Remote Similarity NPD1696 Phase 3
0.6235 Remote Similarity NPD6931 Approved
0.6235 Remote Similarity NPD6930 Phase 2
0.6235 Remote Similarity NPD4252 Approved
0.6234 Remote Similarity NPD3704 Approved
0.6222 Remote Similarity NPD5208 Approved
0.6214 Remote Similarity NPD8297 Approved
0.6214 Remote Similarity NPD6882 Approved

Structure

External Identifiers

PubChem CID   44575380
ChEMBL   CHEMBL519455
ZINC  

Physicochemical Properties

Molecular Weight:  236.18
ALogP:  0.4687
MLogP:  2.89
XLogP:  3.478
# Rotatable Bonds:  6
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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