Natural Product: NPC190718

Natural Product ID:  NPC190718
Common Name:   Yonarolide
IUPAC Name:  
Synonyms:   Yonarolide
Molecular Formula:   C19H20O4
Standard InCHIKey:  BFJXMCOXWGLNFP-BFPUKSLXSA-N
Standard InCHI:  InChI=1S/C19H20O4/c1-8(2)10-5-11(20)7-13-12(6-10)16-17-14(23-19(16)22)4-9(3)15(17)18(13)21/h10,14,16-17H,1,4-7H2,2-3H3/t10-,14-,16+,17-/m1/s1
Canonical SMILES:  O=C1C[C@H](CC2=C(C1)C(=O)C1=C(C)C[C@@H]3[C@H]1[C@H]2C(=O)O3)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
NPO23707 Sinularia gyrosa Species Alcyoniidae Eukaryota PMID[20430633]
NPO27826 Sinularia maxima Species Alcyoniidae Eukaryota PMID[23200246]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 > 20 ug/ml PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 100000 nM 20192247
NPT139 Cell Line HT-29 Homo sapiens ED50 > 20 ug/ml DrugMatrix in vivo data: Hematology
NPT2 Others Unspecified IC50 > 100000 nM 9873670
NPT1750 Organism Human herpesvirus 5 Human herpesvirus 5 ED50 > 50 ug/ml 18278870
NPT81 Cell Line A549 Homo sapiens ED50 > 20 ug/ml 21875800
NPT2 Others Unspecified IC50 > 100000 nM 10.6019/CHEMBL1201861

  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 NPC190718 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
0.8471 Intermediate Similarity NPC39411
0.8471 Intermediate Similarity NPC255580
0.8434 Intermediate Similarity NPC15975
0.8434 Intermediate Similarity NPC195785
0.8265 Intermediate Similarity NPC190867
0.809 Intermediate Similarity NPC78089
0.8072 Intermediate Similarity NPC469643
0.8072 Intermediate Similarity NPC469641
0.8046 Intermediate Similarity NPC35089
0.8046 Intermediate Similarity NPC10276
0.8 Intermediate Similarity NPC107787
0.7979 Intermediate Similarity NPC56525
0.7978 Intermediate Similarity NPC115786
0.7978 Intermediate Similarity NPC165287
0.7931 Intermediate Similarity NPC69271
0.7931 Intermediate Similarity NPC302426
0.7931 Intermediate Similarity NPC74673
0.7912 Intermediate Similarity NPC237540
0.7872 Intermediate Similarity NPC477615
0.7778 Intermediate Similarity NPC100391
0.7753 Intermediate Similarity NPC173609
0.7742 Intermediate Similarity NPC473039
0.7732 Intermediate Similarity NPC226986
0.7732 Intermediate Similarity NPC292133
0.7732 Intermediate Similarity NPC23680
0.7711 Intermediate Similarity NPC472955
0.7692 Intermediate Similarity NPC323765
0.7667 Intermediate Similarity NPC39588
0.7667 Intermediate Similarity NPC193198
0.764 Intermediate Similarity NPC475665
0.7634 Intermediate Similarity NPC226863
0.7634 Intermediate Similarity NPC28227
0.7629 Intermediate Similarity NPC125622
0.7614 Intermediate Similarity NPC182550
0.7609 Intermediate Similarity NPC195640
0.759 Intermediate Similarity NPC144511
0.759 Intermediate Similarity NPC296522
0.7586 Intermediate Similarity NPC470240
0.7586 Intermediate Similarity NPC476794
0.7582 Intermediate Similarity NPC320801
0.757 Intermediate Similarity NPC54739
0.7553 Intermediate Similarity NPC268298
0.7551 Intermediate Similarity NPC216904
0.7529 Intermediate Similarity NPC472956
0.7528 Intermediate Similarity NPC276356
0.7528 Intermediate Similarity NPC223904
0.7527 Intermediate Similarity NPC167877
0.7526 Intermediate Similarity NPC241156
0.7526 Intermediate Similarity NPC31021
0.7525 Intermediate Similarity NPC36321
0.75 Intermediate Similarity NPC475657
0.75 Intermediate Similarity NPC35574
0.75 Intermediate Similarity NPC470223
0.75 Intermediate Similarity NPC142649
0.75 Intermediate Similarity NPC101067
0.75 Intermediate Similarity NPC79117
0.75 Intermediate Similarity NPC476134
0.75 Intermediate Similarity NPC235792
0.75 Intermediate Similarity NPC161957
0.75 Intermediate Similarity NPC299235
0.7475 Intermediate Similarity NPC275439
0.7475 Intermediate Similarity NPC112753
0.7474 Intermediate Similarity NPC152467
0.7474 Intermediate Similarity NPC129419
0.7474 Intermediate Similarity NPC469595
0.7474 Intermediate Similarity NPC212679
0.7474 Intermediate Similarity NPC220454
0.7473 Intermediate Similarity NPC469561
0.7473 Intermediate Similarity NPC271784
0.7471 Intermediate Similarity NPC266159
0.7471 Intermediate Similarity NPC472967
0.7471 Intermediate Similarity NPC472959
0.7451 Intermediate Similarity NPC189616
0.7447 Intermediate Similarity NPC215831
0.7444 Intermediate Similarity NPC281949
0.7444 Intermediate Similarity NPC25684
0.7444 Intermediate Similarity NPC301477
0.7419 Intermediate Similarity NPC104961
0.7419 Intermediate Similarity NPC70422
0.7419 Intermediate Similarity NPC220478
0.7419 Intermediate Similarity NPC70555
0.7404 Intermediate Similarity NPC19412
0.7396 Intermediate Similarity NPC150978
0.7396 Intermediate Similarity NPC123177
0.7396 Intermediate Similarity NPC70595
0.7396 Intermediate Similarity NPC74103
0.7391 Intermediate Similarity NPC149869
0.7391 Intermediate Similarity NPC159635
0.7386 Intermediate Similarity NPC41780
0.7386 Intermediate Similarity NPC187568
0.7386 Intermediate Similarity NPC65603
0.7381 Intermediate Similarity NPC5714
0.7381 Intermediate Similarity NPC199557
0.7368 Intermediate Similarity NPC73995
0.7368 Intermediate Similarity NPC469546
0.7363 Intermediate Similarity NPC240302
0.7363 Intermediate Similarity NPC327969
0.7363 Intermediate Similarity NPC321289
0.7356 Intermediate Similarity NPC138408
0.7356 Intermediate Similarity NPC193351
0.7356 Intermediate Similarity NPC226669
0.7347 Intermediate Similarity NPC469599
0.7347 Intermediate Similarity NPC473369
0.734 Intermediate Similarity NPC38885
0.7333 Intermediate Similarity NPC153239
0.7333 Intermediate Similarity NPC474956
0.7327 Intermediate Similarity NPC124211
0.732 Intermediate Similarity NPC109414
0.732 Intermediate Similarity NPC25750
0.732 Intermediate Similarity NPC135776
0.732 Intermediate Similarity NPC474185
0.7312 Intermediate Similarity NPC110405
0.7312 Intermediate Similarity NPC33570
0.7312 Intermediate Similarity NPC21471
0.7312 Intermediate Similarity NPC189311
0.7308 Intermediate Similarity NPC220974
0.7303 Intermediate Similarity NPC128276
0.73 Intermediate Similarity NPC54843
0.73 Intermediate Similarity NPC271387
0.73 Intermediate Similarity NPC252295
0.73 Intermediate Similarity NPC153792
0.73 Intermediate Similarity NPC176845
0.7292 Intermediate Similarity NPC253144
0.7292 Intermediate Similarity NPC469372
0.7292 Intermediate Similarity NPC471818
0.7283 Intermediate Similarity NPC215294
0.7283 Intermediate Similarity NPC22611
0.7283 Intermediate Similarity NPC54468
0.7282 Intermediate Similarity NPC228669
0.7282 Intermediate Similarity NPC164835
0.7273 Intermediate Similarity NPC41017
0.7273 Intermediate Similarity NPC121036
0.7273 Intermediate Similarity NPC472674
0.7273 Intermediate Similarity NPC322063
0.7263 Intermediate Similarity NPC477128
0.7255 Intermediate Similarity NPC53222
0.7253 Intermediate Similarity NPC471325
0.7245 Intermediate Similarity NPC477130
0.7245 Intermediate Similarity NPC470697
0.7245 Intermediate Similarity NPC53685
0.7245 Intermediate Similarity NPC159410
0.7245 Intermediate Similarity NPC477129
0.7241 Intermediate Similarity NPC472966
0.7234 Intermediate Similarity NPC64153
0.7234 Intermediate Similarity NPC6247
0.7234 Intermediate Similarity NPC279859
0.7234 Intermediate Similarity NPC38576
0.7228 Intermediate Similarity NPC88198
0.7228 Intermediate Similarity NPC51370
0.7222 Intermediate Similarity NPC469620
0.7222 Intermediate Similarity NPC178277
0.7222 Intermediate Similarity NPC28319
0.7222 Intermediate Similarity NPC63649
0.7222 Intermediate Similarity NPC472965
0.7222 Intermediate Similarity NPC264227
0.7216 Intermediate Similarity NPC190442
0.7216 Intermediate Similarity NPC150383
0.7216 Intermediate Similarity NPC284185
0.7216 Intermediate Similarity NPC218301
0.7204 Intermediate Similarity NPC475100
0.7204 Intermediate Similarity NPC295799
0.7204 Intermediate Similarity NPC30486
0.7204 Intermediate Similarity NPC156485
0.72 Intermediate Similarity NPC121339
0.72 Intermediate Similarity NPC475894
0.72 Intermediate Similarity NPC106557
0.72 Intermediate Similarity NPC43747
0.7191 Intermediate Similarity NPC57744
0.7191 Intermediate Similarity NPC472300
0.7191 Intermediate Similarity NPC208223
0.7191 Intermediate Similarity NPC475932
0.7188 Intermediate Similarity NPC284561
0.7188 Intermediate Similarity NPC32922
0.7188 Intermediate Similarity NPC168131
0.7188 Intermediate Similarity NPC288699
0.7184 Intermediate Similarity NPC33973
0.7184 Intermediate Similarity NPC236390
0.7184 Intermediate Similarity NPC70967
0.7174 Intermediate Similarity NPC186276
0.7174 Intermediate Similarity NPC246076
0.7174 Intermediate Similarity NPC178676
0.7172 Intermediate Similarity NPC280877
0.7172 Intermediate Similarity NPC274417
0.7172 Intermediate Similarity NPC317586
0.7172 Intermediate Similarity NPC470016
0.7172 Intermediate Similarity NPC470974
0.7172 Intermediate Similarity NPC255809
0.7172 Intermediate Similarity NPC183012
0.7172 Intermediate Similarity NPC470978
0.7159 Intermediate Similarity NPC324762
0.7158 Intermediate Similarity NPC312561
0.7157 Intermediate Similarity NPC476213
0.7157 Intermediate Similarity NPC473384
0.7157 Intermediate Similarity NPC477871
0.7157 Intermediate Similarity NPC474053
0.7157 Intermediate Similarity NPC476246
0.7157 Intermediate Similarity NPC304624
0.7157 Intermediate Similarity NPC477870
0.7143 Intermediate Similarity NPC290508
0.7143 Intermediate Similarity NPC470576

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC190718 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
0.7634 Intermediate Similarity NPD6903 Approved
0.7609 Intermediate Similarity NPD6684 Approved
0.7609 Intermediate Similarity NPD6409 Approved
0.7609 Intermediate Similarity NPD7521 Approved
0.7609 Intermediate Similarity NPD5330 Approved
0.7609 Intermediate Similarity NPD7334 Approved
0.7609 Intermediate Similarity NPD7146 Approved
0.7447 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD6008 Approved
0.7347 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD6399 Phase 3
0.73 Intermediate Similarity NPD5696 Approved
0.7292 Intermediate Similarity NPD5207 Approved
0.7263 Intermediate Similarity NPD5737 Approved
0.7263 Intermediate Similarity NPD6672 Approved
0.7071 Intermediate Similarity NPD6001 Approved
0.7071 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7900 Approved
0.701 Intermediate Similarity NPD6904 Approved
0.701 Intermediate Similarity NPD6080 Approved
0.701 Intermediate Similarity NPD6673 Approved
0.701 Intermediate Similarity NPD1695 Approved
0.7 Intermediate Similarity NPD5695 Phase 3
0.7 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6947 Remote Similarity NPD1694 Approved
0.6939 Remote Similarity NPD5692 Phase 3
0.6907 Remote Similarity NPD5208 Approved
0.6869 Remote Similarity NPD6050 Approved
0.6869 Remote Similarity NPD5694 Approved
0.6869 Remote Similarity NPD5693 Phase 1
0.6863 Remote Similarity NPD7902 Approved
0.6863 Remote Similarity NPD6083 Phase 2
0.6863 Remote Similarity NPD6084 Phase 2
0.6852 Remote Similarity NPD6373 Approved
0.6852 Remote Similarity NPD6372 Approved
0.6842 Remote Similarity NPD3666 Approved
0.6842 Remote Similarity NPD3133 Approved
0.6842 Remote Similarity NPD3665 Phase 1
0.6809 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7320 Approved
0.6737 Remote Similarity NPD5362 Discontinued
0.6733 Remote Similarity NPD7748 Approved
0.6729 Remote Similarity NPD6402 Approved
0.6729 Remote Similarity NPD7128 Approved
0.6729 Remote Similarity NPD5739 Approved
0.6729 Remote Similarity NPD6675 Approved
0.6727 Remote Similarity NPD6649 Approved
0.6727 Remote Similarity NPD6650 Approved
0.6702 Remote Similarity NPD5369 Approved
0.6701 Remote Similarity NPD6098 Approved
0.6701 Remote Similarity NPD3618 Phase 1
0.6701 Remote Similarity NPD5786 Approved
0.67 Remote Similarity NPD5281 Approved
0.67 Remote Similarity NPD5284 Approved
0.6698 Remote Similarity NPD6052 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD5697 Approved
0.6633 Remote Similarity NPD3573 Approved
0.6632 Remote Similarity NPD6435 Approved
0.6632 Remote Similarity NPD3667 Approved
0.6606 Remote Similarity NPD6011 Approved
0.6606 Remote Similarity NPD6899 Approved
0.6606 Remote Similarity NPD6881 Approved
0.6602 Remote Similarity NPD4697 Phase 3
0.6598 Remote Similarity NPD5363 Approved
0.6569 Remote Similarity NPD5282 Discontinued
0.6562 Remote Similarity NPD7154 Phase 3
0.6545 Remote Similarity NPD6012 Approved
0.6545 Remote Similarity NPD6013 Approved
0.6545 Remote Similarity NPD6014 Approved
0.6535 Remote Similarity NPD7515 Phase 2
0.6514 Remote Similarity NPD6614 Approved
0.6514 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5654 Approved
0.65 Remote Similarity NPD6101 Approved
0.65 Remote Similarity NPD4753 Phase 2
0.65 Remote Similarity NPD5764 Clinical (unspecified phase)
0.65 Remote Similarity NPD5328 Approved
0.6495 Remote Similarity NPD4786 Approved
0.6486 Remote Similarity NPD7102 Approved
0.6486 Remote Similarity NPD7290 Approved
0.6486 Remote Similarity NPD6883 Approved
0.6458 Remote Similarity NPD4269 Approved
0.6458 Remote Similarity NPD4223 Phase 3
0.6458 Remote Similarity NPD4221 Approved
0.6458 Remote Similarity NPD4270 Approved
0.6442 Remote Similarity NPD7732 Phase 3
0.6436 Remote Similarity NPD5785 Approved
0.6429 Remote Similarity NPD8130 Phase 1
0.6429 Remote Similarity NPD6617 Approved
0.6429 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6869 Approved
0.6429 Remote Similarity NPD6847 Approved
0.6421 Remote Similarity NPD5368 Approved
0.6381 Remote Similarity NPD4755 Approved
0.6381 Remote Similarity NPD5959 Approved
0.6373 Remote Similarity NPD8034 Phase 2
0.6373 Remote Similarity NPD6411 Approved
0.6373 Remote Similarity NPD8035 Phase 2
0.6373 Remote Similarity NPD6079 Approved
0.6372 Remote Similarity NPD8297 Approved
0.6372 Remote Similarity NPD6882 Approved
0.6364 Remote Similarity NPD5279 Phase 3
0.6356 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6327 Remote Similarity NPD4197 Approved
0.6321 Remote Similarity NPD7638 Approved
0.6311 Remote Similarity NPD5778 Approved
0.6311 Remote Similarity NPD5779 Approved
0.6311 Remote Similarity NPD4202 Approved
0.6286 Remote Similarity NPD5221 Approved
0.6286 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6286 Remote Similarity NPD5222 Approved
0.6263 Remote Similarity NPD5329 Approved
0.6263 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5286 Approved
0.6262 Remote Similarity NPD5285 Approved
0.6262 Remote Similarity NPD4700 Approved
0.6262 Remote Similarity NPD7639 Approved
0.6262 Remote Similarity NPD4696 Approved
0.6262 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD4252 Approved
0.625 Remote Similarity NPD4695 Discontinued
0.6226 Remote Similarity NPD5173 Approved
0.6222 Remote Similarity NPD4137 Phase 3
0.6216 Remote Similarity NPD6412 Phase 2
0.6211 Remote Similarity NPD3617 Approved
0.6207 Remote Similarity NPD6274 Approved
0.6204 Remote Similarity NPD5223 Approved
0.62 Remote Similarity NPD3574 Clinical (unspecified phase)
0.62 Remote Similarity NPD4688 Approved
0.62 Remote Similarity NPD5205 Approved
0.62 Remote Similarity NPD4689 Approved
0.62 Remote Similarity NPD4694 Approved
0.62 Remote Similarity NPD5690 Phase 2
0.62 Remote Similarity NPD4138 Approved
0.62 Remote Similarity NPD5280 Approved
0.62 Remote Similarity NPD4690 Approved
0.62 Remote Similarity NPD4693 Phase 3
0.6195 Remote Similarity NPD6371 Approved
0.6179 Remote Similarity NPD8336 Approved
0.6179 Remote Similarity NPD8337 Approved
0.6176 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6051 Approved
0.6174 Remote Similarity NPD4632 Approved
0.6168 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD4691 Approved
0.6154 Remote Similarity NPD7115 Discovery
0.6154 Remote Similarity NPD6317 Approved
0.6154 Remote Similarity NPD4747 Approved
0.6147 Remote Similarity NPD5211 Phase 2
0.6147 Remote Similarity NPD5225 Approved
0.6147 Remote Similarity NPD5226 Approved
0.6147 Remote Similarity NPD4633 Approved
0.6147 Remote Similarity NPD5224 Approved
0.6136 Remote Similarity NPD7341 Phase 2
0.6132 Remote Similarity NPD7614 Phase 1
0.6132 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5209 Approved
0.6102 Remote Similarity NPD6314 Approved
0.6102 Remote Similarity NPD6335 Approved
0.6102 Remote Similarity NPD6313 Approved
0.61 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6091 Remote Similarity NPD5174 Approved
0.6091 Remote Similarity NPD4754 Approved
0.6091 Remote Similarity NPD5175 Approved
0.6087 Remote Similarity NPD5777 Approved
0.6082 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6068 Remote Similarity NPD6868 Approved
0.6067 Remote Similarity NPD7331 Phase 2
0.6066 Remote Similarity NPD7492 Approved
0.6064 Remote Similarity NPD8039 Approved
0.6061 Remote Similarity NPD5331 Approved
0.6061 Remote Similarity NPD5332 Approved
0.605 Remote Similarity NPD7101 Approved
0.605 Remote Similarity NPD7100 Approved
0.6042 Remote Similarity NPD5784 Clinical (unspecified phase)
0.604 Remote Similarity NPD4249 Approved
0.604 Remote Similarity NPD4519 Discontinued
0.604 Remote Similarity NPD4623 Approved
0.6036 Remote Similarity NPD5141 Approved
0.6034 Remote Similarity NPD6858 Approved
0.6034 Remote Similarity NPD7094 Approved
0.602 Remote Similarity NPD4790 Discontinued
0.6017 Remote Similarity NPD6009 Approved
0.6016 Remote Similarity NPD6616 Approved
0.6 Remote Similarity NPD6059 Approved
0.6 Remote Similarity NPD5091 Approved
0.6 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD6054 Approved
0.5984 Remote Similarity NPD6845 Suspended
0.5982 Remote Similarity NPD4767 Approved
0.5982 Remote Similarity NPD4768 Approved
0.598 Remote Similarity NPD4250 Approved
0.598 Remote Similarity NPD4251 Approved
0.5968 Remote Similarity NPD8293 Discontinued

Structure

External Identifiers

PubChem CID   15227437
ChEMBL   CHEMBL1094516
ZINC  

Physicochemical Properties

Molecular Weight:  312.14
ALogP:  1.2481
MLogP:  3.11
XLogP:  0.131
# Rotatable Bonds:  3
Polar Surface Area:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  23

Download Data

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