Natural Product: NPC472953

Natural Product ID:  NPC472953
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C15H16O3
Standard InCHIKey:  WQYDDKKOUFICFB-UVBAXCRRSA-N
Standard InCHI:  InChI=1S/C15H16O3/c1-6-8-4-9(8)15(3)5-10(16)11-7(2)14(17)18-13(11)12(6)15/h8-9,12-13H,1,4-5H2,2-3H3/t8-,9-,12-,13+,15+/m1/s1
Canonical SMILES:  C=C1[C@H]2C[C@H]2[C@]2([C@H]1[C@H]1OC(=O)C(=C1C(=O)C2)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
NPO17612 Xanthium sibiricum Species Asteraceae Eukaryota Fruits PMID[26110443]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3119 Organism Human coxsackievirus B3 Human coxsackievirus B3 IC50 > 35000 nM 19928902
NPT2 Others Unspecified IC50 > 35000 nM 17691763
NPT2 Others Unspecified IC50 > 10000 nM 17363259

  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 NPC472953 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
0.8172 Intermediate Similarity NPC8062
0.8144 Intermediate Similarity NPC471932
0.8144 Intermediate Similarity NPC252295
0.8111 Intermediate Similarity NPC475100
0.8065 Intermediate Similarity NPC288699
0.8046 Intermediate Similarity NPC184737
0.8 Intermediate Similarity NPC193198
0.798 Intermediate Similarity NPC475099
0.7979 Intermediate Similarity NPC161638
0.7979 Intermediate Similarity NPC152467
0.7978 Intermediate Similarity NPC282293
0.7955 Intermediate Similarity NPC469620
0.7955 Intermediate Similarity NPC469690
0.7938 Intermediate Similarity NPC307164
0.7938 Intermediate Similarity NPC118159
0.7921 Intermediate Similarity NPC189616
0.7917 Intermediate Similarity NPC84893
0.7879 Intermediate Similarity NPC470906
0.7879 Intermediate Similarity NPC117685
0.7865 Intermediate Similarity NPC47747
0.7843 Intermediate Similarity NPC470975
0.7843 Intermediate Similarity NPC103088
0.7843 Intermediate Similarity NPC470979
0.7841 Intermediate Similarity NPC471220
0.7835 Intermediate Similarity NPC33473
0.7826 Intermediate Similarity NPC476678
0.7802 Intermediate Similarity NPC321385
0.7802 Intermediate Similarity NPC194637
0.7778 Intermediate Similarity NPC176845
0.7766 Intermediate Similarity NPC471956
0.7766 Intermediate Similarity NPC215831
0.7753 Intermediate Similarity NPC150646
0.7742 Intermediate Similarity NPC220478
0.7742 Intermediate Similarity NPC469676
0.7732 Intermediate Similarity NPC148463
0.7732 Intermediate Similarity NPC470697
0.7727 Intermediate Similarity NPC189206
0.7717 Intermediate Similarity NPC219011
0.7717 Intermediate Similarity NPC30486
0.7717 Intermediate Similarity NPC149869
0.7708 Intermediate Similarity NPC221282
0.7706 Intermediate Similarity NPC470420
0.77 Intermediate Similarity NPC476303
0.77 Intermediate Similarity NPC201406
0.7684 Intermediate Similarity NPC73995
0.7677 Intermediate Similarity NPC110937
0.7677 Intermediate Similarity NPC84335
0.7677 Intermediate Similarity NPC2049
0.7677 Intermediate Similarity NPC38530
0.7667 Intermediate Similarity NPC290508
0.7667 Intermediate Similarity NPC6823
0.7667 Intermediate Similarity NPC223904
0.7667 Intermediate Similarity NPC293418
0.7667 Intermediate Similarity NPC73052
0.7653 Intermediate Similarity NPC470978
0.7653 Intermediate Similarity NPC470974
0.7647 Intermediate Similarity NPC176883
0.7647 Intermediate Similarity NPC476237
0.7642 Intermediate Similarity NPC470960
0.764 Intermediate Similarity NPC299235
0.764 Intermediate Similarity NPC63445
0.764 Intermediate Similarity NPC222210
0.7634 Intermediate Similarity NPC189311
0.7634 Intermediate Similarity NPC21471
0.7634 Intermediate Similarity NPC110405
0.7634 Intermediate Similarity NPC177932
0.7634 Intermediate Similarity NPC33570
0.7634 Intermediate Similarity NPC161957
0.7624 Intermediate Similarity NPC477950
0.7624 Intermediate Similarity NPC310981
0.7619 Intermediate Similarity NPC475941
0.7619 Intermediate Similarity NPC474901
0.7609 Intermediate Similarity NPC222358
0.7609 Intermediate Similarity NPC215294
0.7604 Intermediate Similarity NPC51486
0.76 Intermediate Similarity NPC98868
0.7582 Intermediate Similarity NPC10276
0.7582 Intermediate Similarity NPC35089
0.7582 Intermediate Similarity NPC475665
0.7579 Intermediate Similarity NPC226863
0.7576 Intermediate Similarity NPC242848
0.7576 Intermediate Similarity NPC328371
0.7576 Intermediate Similarity NPC320231
0.7553 Intermediate Similarity NPC238593
0.7553 Intermediate Similarity NPC474045
0.7553 Intermediate Similarity NPC261253
0.7551 Intermediate Similarity NPC38830
0.7551 Intermediate Similarity NPC53685
0.7549 Intermediate Similarity NPC475750
0.7547 Intermediate Similarity NPC179642
0.7547 Intermediate Similarity NPC470496
0.7528 Intermediate Similarity NPC316500
0.7528 Intermediate Similarity NPC53581
0.7528 Intermediate Similarity NPC103987
0.7527 Intermediate Similarity NPC470011
0.7527 Intermediate Similarity NPC238197
0.7527 Intermediate Similarity NPC96055
0.7526 Intermediate Similarity NPC2882
0.7526 Intermediate Similarity NPC74103
0.7526 Intermediate Similarity NPC284185
0.7526 Intermediate Similarity NPC190442
0.7526 Intermediate Similarity NPC472814
0.7526 Intermediate Similarity NPC150978
0.7526 Intermediate Similarity NPC177037
0.7526 Intermediate Similarity NPC70595
0.7526 Intermediate Similarity NPC290651
0.7526 Intermediate Similarity NPC123177
0.7525 Intermediate Similarity NPC476299
0.7525 Intermediate Similarity NPC472644
0.7525 Intermediate Similarity NPC474012
0.75 Intermediate Similarity NPC69385
0.75 Intermediate Similarity NPC151488
0.75 Intermediate Similarity NPC200513
0.75 Intermediate Similarity NPC477949
0.75 Intermediate Similarity NPC474343
0.75 Intermediate Similarity NPC35556
0.7477 Intermediate Similarity NPC475520
0.7476 Intermediate Similarity NPC470954
0.7476 Intermediate Similarity NPC475526
0.7476 Intermediate Similarity NPC473283
0.7476 Intermediate Similarity NPC329345
0.7476 Intermediate Similarity NPC180204
0.7476 Intermediate Similarity NPC36321
0.7476 Intermediate Similarity NPC112009
0.7475 Intermediate Similarity NPC318282
0.7475 Intermediate Similarity NPC470016
0.7475 Intermediate Similarity NPC209355
0.7475 Intermediate Similarity NPC469995
0.7475 Intermediate Similarity NPC317586
0.7475 Intermediate Similarity NPC174948
0.7475 Intermediate Similarity NPC173875
0.7474 Intermediate Similarity NPC312561
0.7473 Intermediate Similarity NPC74673
0.7473 Intermediate Similarity NPC69271
0.7451 Intermediate Similarity NPC472643
0.7449 Intermediate Similarity NPC472954
0.7449 Intermediate Similarity NPC475657
0.7449 Intermediate Similarity NPC139692
0.7449 Intermediate Similarity NPC115021
0.7449 Intermediate Similarity NPC229976
0.7444 Intermediate Similarity NPC253749
0.7429 Intermediate Similarity NPC476958
0.7429 Intermediate Similarity NPC475294
0.7426 Intermediate Similarity NPC316598
0.7426 Intermediate Similarity NPC222011
0.7426 Intermediate Similarity NPC264378
0.7423 Intermediate Similarity NPC471818
0.7423 Intermediate Similarity NPC253144
0.7419 Intermediate Similarity NPC54468
0.7419 Intermediate Similarity NPC30502
0.7419 Intermediate Similarity NPC39588
0.7419 Intermediate Similarity NPC22611
0.7407 Intermediate Similarity NPC476163
0.7407 Intermediate Similarity NPC475970
0.7407 Intermediate Similarity NPC471933
0.7407 Intermediate Similarity NPC285956
0.7404 Intermediate Similarity NPC294259
0.74 Intermediate Similarity NPC29952
0.7396 Intermediate Similarity NPC80335
0.7396 Intermediate Similarity NPC475902
0.7396 Intermediate Similarity NPC475906
0.7396 Intermediate Similarity NPC469631
0.7396 Intermediate Similarity NPC469653
0.7396 Intermediate Similarity NPC471047
0.7396 Intermediate Similarity NPC469628
0.7396 Intermediate Similarity NPC477128
0.7391 Intermediate Similarity NPC38642
0.7387 Intermediate Similarity NPC473720
0.7379 Intermediate Similarity NPC114540
0.7379 Intermediate Similarity NPC155332
0.7379 Intermediate Similarity NPC119601
0.7379 Intermediate Similarity NPC32577
0.7379 Intermediate Similarity NPC308726
0.7374 Intermediate Similarity NPC166906
0.7374 Intermediate Similarity NPC473435
0.7374 Intermediate Similarity NPC184870
0.7374 Intermediate Similarity NPC477129
0.7374 Intermediate Similarity NPC124207
0.7374 Intermediate Similarity NPC473280
0.7374 Intermediate Similarity NPC473431
0.7374 Intermediate Similarity NPC471078
0.7374 Intermediate Similarity NPC477130
0.7368 Intermediate Similarity NPC470051
0.7368 Intermediate Similarity NPC477920
0.7368 Intermediate Similarity NPC470050
0.7364 Intermediate Similarity NPC469794
0.7364 Intermediate Similarity NPC72772
0.7363 Intermediate Similarity NPC182550
0.7363 Intermediate Similarity NPC471299
0.7358 Intermediate Similarity NPC473482
0.7358 Intermediate Similarity NPC61411
0.7358 Intermediate Similarity NPC475418
0.7358 Intermediate Similarity NPC318363
0.7358 Intermediate Similarity NPC220155
0.7353 Intermediate Similarity NPC471413
0.7353 Intermediate Similarity NPC477521
0.7353 Intermediate Similarity NPC476933
0.7353 Intermediate Similarity NPC306856
0.7353 Intermediate Similarity NPC476274
0.7347 Intermediate Similarity NPC218301

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472953 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 NPD1694 Approved
0.75 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6008 Approved
0.73 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6903 Approved
0.72 Intermediate Similarity NPD6001 Approved
0.7188 Intermediate Similarity NPD6409 Approved
0.7188 Intermediate Similarity NPD7146 Approved
0.7188 Intermediate Similarity NPD5330 Approved
0.7188 Intermediate Similarity NPD6684 Approved
0.7188 Intermediate Similarity NPD7521 Approved
0.7188 Intermediate Similarity NPD7334 Approved
0.7143 Intermediate Similarity NPD7115 Discovery
0.7128 Intermediate Similarity NPD5209 Approved
0.7071 Intermediate Similarity NPD5785 Approved
0.7041 Intermediate Similarity NPD6672 Approved
0.7041 Intermediate Similarity NPD5737 Approved
0.7041 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5693 Phase 1
0.697 Remote Similarity NPD5328 Approved
0.6923 Remote Similarity NPD7638 Approved
0.6923 Remote Similarity NPD4225 Approved
0.6881 Remote Similarity NPD7320 Approved
0.6857 Remote Similarity NPD7640 Approved
0.6857 Remote Similarity NPD7639 Approved
0.6852 Remote Similarity NPD6675 Approved
0.6852 Remote Similarity NPD7128 Approved
0.6852 Remote Similarity NPD5739 Approved
0.6852 Remote Similarity NPD6402 Approved
0.6832 Remote Similarity NPD6079 Approved
0.68 Remote Similarity NPD1695 Approved
0.6789 Remote Similarity NPD5701 Approved
0.6789 Remote Similarity NPD5697 Approved
0.6768 Remote Similarity NPD3573 Approved
0.6765 Remote Similarity NPD6399 Phase 3
0.6733 Remote Similarity NPD5207 Approved
0.6727 Remote Similarity NPD6881 Approved
0.6727 Remote Similarity NPD6011 Approved
0.6727 Remote Similarity NPD6899 Approved
0.67 Remote Similarity NPD5208 Approved
0.6667 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD3618 Phase 1
0.6667 Remote Similarity NPD5786 Approved
0.6667 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6639 Remote Similarity NPD7319 Approved
0.6635 Remote Similarity NPD5695 Phase 3
0.6634 Remote Similarity NPD6080 Approved
0.6634 Remote Similarity NPD6673 Approved
0.6634 Remote Similarity NPD6904 Approved
0.6607 Remote Similarity NPD6371 Approved
0.6607 Remote Similarity NPD7290 Approved
0.6607 Remote Similarity NPD7102 Approved
0.6607 Remote Similarity NPD6883 Approved
0.6602 Remote Similarity NPD5778 Approved
0.6602 Remote Similarity NPD5779 Approved
0.6571 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4697 Phase 3
0.6571 Remote Similarity NPD5222 Approved
0.6571 Remote Similarity NPD5221 Approved
0.6569 Remote Similarity NPD5692 Phase 3
0.6566 Remote Similarity NPD5363 Approved
0.6566 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6559 Remote Similarity NPD8039 Approved
0.6549 Remote Similarity NPD6650 Approved
0.6549 Remote Similarity NPD8130 Phase 1
0.6549 Remote Similarity NPD6847 Approved
0.6549 Remote Similarity NPD6617 Approved
0.6549 Remote Similarity NPD6649 Approved
0.6549 Remote Similarity NPD6869 Approved
0.6549 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7900 Approved
0.6538 Remote Similarity NPD7748 Approved
0.6531 Remote Similarity NPD5362 Discontinued
0.6529 Remote Similarity NPD7507 Approved
0.6526 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6083 Phase 2
0.6509 Remote Similarity NPD5173 Approved
0.6509 Remote Similarity NPD6084 Phase 2
0.6509 Remote Similarity NPD4755 Approved
0.6505 Remote Similarity NPD5694 Approved
0.6505 Remote Similarity NPD6050 Approved
0.6505 Remote Similarity NPD7637 Suspended
0.65 Remote Similarity NPD5279 Phase 3
0.65 Remote Similarity NPD6098 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6491 Remote Similarity NPD8297 Approved
0.6491 Remote Similarity NPD6882 Approved
0.6486 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6101 Approved
0.6471 Remote Similarity NPD6051 Approved
0.6465 Remote Similarity NPD3665 Phase 1
0.6465 Remote Similarity NPD3133 Approved
0.6465 Remote Similarity NPD4786 Approved
0.6465 Remote Similarity NPD3666 Approved
0.6449 Remote Similarity NPD5696 Approved
0.6442 Remote Similarity NPD4202 Approved
0.6429 Remote Similarity NPD4270 Approved
0.6429 Remote Similarity NPD4269 Approved
0.6429 Remote Similarity NPD3667 Approved
0.6422 Remote Similarity NPD7632 Discontinued
0.6422 Remote Similarity NPD5211 Phase 2
0.64 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6389 Remote Similarity NPD5285 Approved
0.6389 Remote Similarity NPD4696 Approved
0.6389 Remote Similarity NPD4700 Approved
0.6389 Remote Similarity NPD5286 Approved
0.6387 Remote Similarity NPD6319 Approved
0.6372 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5959 Approved
0.6355 Remote Similarity NPD7902 Approved
0.6346 Remote Similarity NPD8035 Phase 2
0.6346 Remote Similarity NPD7515 Phase 2
0.6346 Remote Similarity NPD8034 Phase 2
0.6337 Remote Similarity NPD3574 Clinical (unspecified phase)
0.633 Remote Similarity NPD5223 Approved
0.6327 Remote Similarity NPD5369 Approved
0.6325 Remote Similarity NPD6868 Approved
0.6325 Remote Similarity NPD6274 Approved
0.6316 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7492 Approved
0.6306 Remote Similarity NPD5141 Approved
0.63 Remote Similarity NPD3668 Phase 3
0.6293 Remote Similarity NPD4632 Approved
0.6292 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6283 Remote Similarity NPD6686 Approved
0.6273 Remote Similarity NPD5225 Approved
0.6273 Remote Similarity NPD4633 Approved
0.6273 Remote Similarity NPD5224 Approved
0.6273 Remote Similarity NPD5226 Approved
0.6271 Remote Similarity NPD6317 Approved
0.6263 Remote Similarity NPD4223 Phase 3
0.6263 Remote Similarity NPD4221 Approved
0.6263 Remote Similarity NPD6435 Approved
0.626 Remote Similarity NPD6616 Approved
0.625 Remote Similarity NPD6054 Approved
0.625 Remote Similarity NPD6059 Approved
0.625 Remote Similarity NPD6698 Approved
0.625 Remote Similarity NPD46 Approved
0.6238 Remote Similarity NPD6082 Clinical (unspecified phase)
0.623 Remote Similarity NPD7604 Phase 2
0.6226 Remote Similarity NPD5282 Discontinued
0.6224 Remote Similarity NPD4252 Approved
0.6218 Remote Similarity NPD6314 Approved
0.6218 Remote Similarity NPD6313 Approved
0.6218 Remote Similarity NPD6335 Approved
0.6216 Remote Similarity NPD4754 Approved
0.6216 Remote Similarity NPD5175 Approved
0.6216 Remote Similarity NPD5174 Approved
0.621 Remote Similarity NPD7078 Approved
0.621 Remote Similarity NPD8293 Discontinued
0.6198 Remote Similarity NPD6015 Approved
0.6198 Remote Similarity NPD6016 Approved
0.6198 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6195 Remote Similarity NPD7899 Clinical (unspecified phase)
0.619 Remote Similarity NPD5281 Approved
0.619 Remote Similarity NPD5284 Approved
0.6174 Remote Similarity NPD4634 Approved
0.6168 Remote Similarity NPD5654 Approved
0.6167 Remote Similarity NPD7101 Approved
0.6167 Remote Similarity NPD7100 Approved
0.616 Remote Similarity NPD7736 Approved
0.6154 Remote Similarity NPD4753 Phase 2
0.6148 Remote Similarity NPD5988 Approved
0.6148 Remote Similarity NPD6370 Approved
0.6139 Remote Similarity NPD4197 Approved
0.6134 Remote Similarity NPD6009 Approved
0.6129 Remote Similarity NPD4747 Approved
0.6106 Remote Similarity NPD4768 Approved
0.6106 Remote Similarity NPD4767 Approved
0.6078 Remote Similarity NPD5329 Approved
0.6078 Remote Similarity NPD1696 Phase 3
0.6071 Remote Similarity NPD6052 Approved
0.6066 Remote Similarity NPD6909 Approved
0.6066 Remote Similarity NPD5983 Phase 2
0.6066 Remote Similarity NPD6908 Approved
0.6064 Remote Similarity NPD5276 Approved
0.6061 Remote Similarity NPD5368 Approved
0.604 Remote Similarity NPD7154 Phase 3
0.604 Remote Similarity NPD5332 Approved
0.604 Remote Similarity NPD5331 Approved
0.6022 Remote Similarity NPD4137 Phase 3
0.602 Remote Similarity NPD3617 Approved
0.6019 Remote Similarity NPD5280 Approved
0.6019 Remote Similarity NPD5690 Phase 2
0.6019 Remote Similarity NPD4688 Approved
0.6019 Remote Similarity NPD4138 Approved
0.6019 Remote Similarity NPD4690 Approved
0.6019 Remote Similarity NPD4689 Approved
0.6019 Remote Similarity NPD4693 Phase 3
0.6019 Remote Similarity NPD5205 Approved
0.6019 Remote Similarity NPD4694 Approved
0.6 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD4790 Discontinued

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3594185
ZINC  

Physicochemical Properties

Molecular Weight:  244.11
ALogP:  0.9951
MLogP:  2.78
XLogP:  1.76
# Rotatable Bonds:  2
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  18

Download Data

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