Natural Product: NPC475118

Natural Product ID:  NPC475118
Common Name:   Xylopinic Acid
IUPAC Name:  
Synonyms:   Xylopinic Acid
Molecular Formula:   C22H30O5
Standard InCHIKey:  RUHZHLBOQLNVIX-DPAMAIROSA-N
Standard InCHI:  InChI=1S/C22H30O5/c1-12-14-6-7-15-20(3)8-5-9-21(4,19(25)26)16(20)10-17(27-13(2)23)22(15,11-14)18(12)24/h14-17H,1,5-11H2,2-4H3,(H,25,26)/t14-,15+,16+,17+,20+,21-,22-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2[C@@]([C@H]3[C@@]41C[C@H](C(=C)C4=O)CC3)(C)CCC[C@@]2(C)C(=O)O
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
NPO32902 xylopia sp. Species Annonaceae Eukaryota Peru PMID[11430019]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 18 19072217
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 <= 900 nM PubChem BioAssay data set

  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 NPC475118 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
0.9886 High Similarity NPC470232
0.9886 High Similarity NPC470229
0.9775 High Similarity NPC329910
0.9773 High Similarity NPC470385
0.9773 High Similarity NPC470386
0.956 High Similarity NPC471038
0.9556 High Similarity NPC470387
0.9551 High Similarity NPC47853
0.9545 High Similarity NPC198242
0.9545 High Similarity NPC470230
0.9545 High Similarity NPC211403
0.9355 High Similarity NPC289148
0.9355 High Similarity NPC46848
0.9355 High Similarity NPC163963
0.9355 High Similarity NPC52899
0.9348 High Similarity NPC474793
0.9341 High Similarity NPC29410
0.9341 High Similarity NPC200054
0.9326 High Similarity NPC250753
0.9318 High Similarity NPC471043
0.9255 High Similarity NPC88203
0.9255 High Similarity NPC214946
0.9255 High Similarity NPC246736
0.9255 High Similarity NPC275990
0.9255 High Similarity NPC76866
0.9255 High Similarity NPC148628
0.9255 High Similarity NPC304832
0.9255 High Similarity NPC286519
0.9247 High Similarity NPC470388
0.9247 High Similarity NPC287676
0.9231 High Similarity NPC98639
0.9158 High Similarity NPC216114
0.9158 High Similarity NPC209298
0.9158 High Similarity NPC87927
0.9158 High Similarity NPC122811
0.9158 High Similarity NPC139347
0.9158 High Similarity NPC277074
0.9149 High Similarity NPC236585
0.914 High Similarity NPC162459
0.914 High Similarity NPC98837
0.914 High Similarity NPC16911
0.914 High Similarity NPC38471
0.914 High Similarity NPC20479
0.914 High Similarity NPC78427
0.914 High Similarity NPC38296
0.914 High Similarity NPC89099
0.914 High Similarity NPC28864
0.913 High Similarity NPC13949
0.9091 High Similarity NPC259009
0.9062 High Similarity NPC84928
0.9062 High Similarity NPC98603
0.9043 High Similarity NPC267921
0.9043 High Similarity NPC293866
0.9032 High Similarity NPC10864
0.9011 High Similarity NPC294263
0.9 High Similarity NPC80401
0.8969 High Similarity NPC138908
0.8969 High Similarity NPC200957
0.8958 High Similarity NPC96217
0.8947 High Similarity NPC148279
0.8947 High Similarity NPC471790
0.8947 High Similarity NPC252614
0.8936 High Similarity NPC26270
0.8936 High Similarity NPC472028
0.8901 High Similarity NPC476168
0.8878 High Similarity NPC201908
0.8878 High Similarity NPC166993
0.8878 High Similarity NPC186054
0.8878 High Similarity NPC176949
0.8876 High Similarity NPC153604
0.8866 High Similarity NPC202793
0.8866 High Similarity NPC474558
0.8864 High Similarity NPC190704
0.8864 High Similarity NPC471034
0.8854 High Similarity NPC475803
0.8854 High Similarity NPC309388
0.8842 High Similarity NPC94906
0.883 High Similarity NPC96839
0.8817 High Similarity NPC210214
0.8804 High Similarity NPC144739
0.8804 High Similarity NPC181594
0.8788 High Similarity NPC273155
0.8788 High Similarity NPC231278
0.8788 High Similarity NPC63841
0.8788 High Similarity NPC218123
0.8788 High Similarity NPC112895
0.8764 High Similarity NPC471042
0.8763 High Similarity NPC159442
0.8763 High Similarity NPC469985
0.875 High Similarity NPC14634
0.875 High Similarity NPC75941
0.875 High Similarity NPC71706
0.8723 High Similarity NPC104568
0.8723 High Similarity NPC219353
0.871 High Similarity NPC302008
0.871 High Similarity NPC292374
0.871 High Similarity NPC153775
0.871 High Similarity NPC129004
0.871 High Similarity NPC111524
0.871 High Similarity NPC101233
0.871 High Similarity NPC261333
0.871 High Similarity NPC29247
0.871 High Similarity NPC91772
0.871 High Similarity NPC191094
0.871 High Similarity NPC289539
0.871 High Similarity NPC104371
0.871 High Similarity NPC215271
0.8696 High Similarity NPC476934
0.8696 High Similarity NPC299185
0.8687 High Similarity NPC88833
0.8687 High Similarity NPC96333
0.8687 High Similarity NPC61071
0.8687 High Similarity NPC471474
0.8673 High Similarity NPC301787
0.8673 High Similarity NPC96268
0.8673 High Similarity NPC101842
0.8673 High Similarity NPC13149
0.866 High Similarity NPC124544
0.8646 High Similarity NPC37047
0.8646 High Similarity NPC41971
0.8646 High Similarity NPC180733
0.8636 High Similarity NPC291320
0.8636 High Similarity NPC471037
0.8636 High Similarity NPC471036
0.8632 High Similarity NPC253586
0.8617 High Similarity NPC138245
0.8617 High Similarity NPC84018
0.8617 High Similarity NPC263135
0.8617 High Similarity NPC288906
0.8617 High Similarity NPC197158
0.8617 High Similarity NPC231060
0.8617 High Similarity NPC471624
0.8614 High Similarity NPC471093
0.8602 High Similarity NPC224060
0.8602 High Similarity NPC244356
0.86 High Similarity NPC473410
0.86 High Similarity NPC471094
0.86 High Similarity NPC232133
0.86 High Similarity NPC211224
0.86 High Similarity NPC469984
0.8587 High Similarity NPC149761
0.8587 High Similarity NPC261994
0.8587 High Similarity NPC180849
0.8587 High Similarity NPC470378
0.8586 High Similarity NPC222833
0.8586 High Similarity NPC103172
0.8586 High Similarity NPC56656
0.8586 High Similarity NPC295366
0.8586 High Similarity NPC12823
0.8586 High Similarity NPC4115
0.8586 High Similarity NPC164600
0.8586 High Similarity NPC37600
0.8571 High Similarity NPC56413
0.8571 High Similarity NPC470310
0.8557 High Similarity NPC253886
0.8557 High Similarity NPC121218
0.8557 High Similarity NPC295276
0.8539 High Similarity NPC146683
0.8529 High Similarity NPC329953
0.8529 High Similarity NPC29505
0.8529 High Similarity NPC470281
0.8526 High Similarity NPC140242
0.8526 High Similarity NPC135548
0.8526 High Similarity NPC234564
0.8526 High Similarity NPC264979
0.8515 High Similarity NPC274827
0.8515 High Similarity NPC469983
0.8495 Intermediate Similarity NPC471901
0.8469 Intermediate Similarity NPC170615
0.8462 Intermediate Similarity NPC174619
0.8454 Intermediate Similarity NPC108371
0.8454 Intermediate Similarity NPC293890
0.8438 Intermediate Similarity NPC469810
0.8431 Intermediate Similarity NPC320383
0.8431 Intermediate Similarity NPC49730
0.8431 Intermediate Similarity NPC85391
0.8431 Intermediate Similarity NPC137104
0.8431 Intermediate Similarity NPC474786
0.8431 Intermediate Similarity NPC98069
0.8427 Intermediate Similarity NPC118800
0.8421 Intermediate Similarity NPC266431
0.8416 Intermediate Similarity NPC55973
0.8416 Intermediate Similarity NPC469733
0.8416 Intermediate Similarity NPC469729
0.8404 Intermediate Similarity NPC59170
0.8404 Intermediate Similarity NPC471902
0.8404 Intermediate Similarity NPC473690
0.8404 Intermediate Similarity NPC59350
0.8404 Intermediate Similarity NPC287118
0.8404 Intermediate Similarity NPC199543
0.84 Intermediate Similarity NPC307660
0.84 Intermediate Similarity NPC265127
0.84 Intermediate Similarity NPC130511
0.8384 Intermediate Similarity NPC312900
0.837 Intermediate Similarity NPC4309
0.8367 Intermediate Similarity NPC39683
0.8365 Intermediate Similarity NPC471252
0.8351 Intermediate Similarity NPC288
0.8351 Intermediate Similarity NPC109059
0.8351 Intermediate Similarity NPC114274

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475118 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
0.8105 Intermediate Similarity NPD8034 Phase 2
0.8105 Intermediate Similarity NPD8035 Phase 2
0.8043 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD7638 Approved
0.7788 Intermediate Similarity NPD5697 Approved
0.7755 Intermediate Similarity NPD7748 Approved
0.7748 Intermediate Similarity NPD6319 Approved
0.7732 Intermediate Similarity NPD6079 Approved
0.7723 Intermediate Similarity NPD7640 Approved
0.7723 Intermediate Similarity NPD7639 Approved
0.7714 Intermediate Similarity NPD6011 Approved
0.7714 Intermediate Similarity NPD6899 Approved
0.7714 Intermediate Similarity NPD6881 Approved
0.7708 Intermediate Similarity NPD5328 Approved
0.7692 Intermediate Similarity NPD6675 Approved
0.7692 Intermediate Similarity NPD6008 Approved
0.7692 Intermediate Similarity NPD6402 Approved
0.7692 Intermediate Similarity NPD7128 Approved
0.7692 Intermediate Similarity NPD5739 Approved
0.7685 Intermediate Similarity NPD4632 Approved
0.7667 Intermediate Similarity NPD6697 Approved
0.7667 Intermediate Similarity NPD6118 Approved
0.7667 Intermediate Similarity NPD6115 Approved
0.7667 Intermediate Similarity NPD6114 Approved
0.7653 Intermediate Similarity NPD6399 Phase 3
0.7642 Intermediate Similarity NPD6014 Approved
0.7642 Intermediate Similarity NPD6012 Approved
0.7642 Intermediate Similarity NPD6013 Approved
0.7619 Intermediate Similarity NPD5701 Approved
0.76 Intermediate Similarity NPD5222 Approved
0.76 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD5221 Approved
0.757 Intermediate Similarity NPD6883 Approved
0.757 Intermediate Similarity NPD7102 Approved
0.757 Intermediate Similarity NPD7290 Approved
0.7551 Intermediate Similarity NPD7515 Phase 2
0.7547 Intermediate Similarity NPD7320 Approved
0.7528 Intermediate Similarity NPD3703 Phase 2
0.7525 Intermediate Similarity NPD5173 Approved
0.7525 Intermediate Similarity NPD7902 Approved
0.75 Intermediate Similarity NPD6649 Approved
0.75 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD6869 Approved
0.75 Intermediate Similarity NPD6650 Approved
0.75 Intermediate Similarity NPD8130 Phase 1
0.75 Intermediate Similarity NPD6617 Approved
0.7478 Intermediate Similarity NPD7492 Approved
0.7477 Intermediate Similarity NPD6373 Approved
0.7477 Intermediate Similarity NPD6009 Approved
0.7477 Intermediate Similarity NPD6372 Approved
0.7447 Intermediate Similarity NPD4788 Approved
0.7444 Intermediate Similarity NPD6117 Approved
0.7436 Intermediate Similarity NPD7736 Approved
0.7434 Intermediate Similarity NPD6054 Approved
0.7431 Intermediate Similarity NPD8297 Approved
0.7431 Intermediate Similarity NPD6882 Approved
0.7426 Intermediate Similarity NPD4697 Phase 3
0.7414 Intermediate Similarity NPD6616 Approved
0.7407 Intermediate Similarity NPD4634 Approved
0.7396 Intermediate Similarity NPD3618 Phase 1
0.7383 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5286 Approved
0.7379 Intermediate Similarity NPD4696 Approved
0.7379 Intermediate Similarity NPD5285 Approved
0.7368 Intermediate Similarity NPD6016 Approved
0.7368 Intermediate Similarity NPD6015 Approved
0.7368 Intermediate Similarity NPD5983 Phase 2
0.7363 Intermediate Similarity NPD6116 Phase 1
0.7353 Intermediate Similarity NPD4755 Approved
0.735 Intermediate Similarity NPD7078 Approved
0.7339 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3573 Approved
0.7308 Intermediate Similarity NPD5223 Approved
0.7304 Intermediate Similarity NPD6370 Approved
0.7304 Intermediate Similarity NPD5988 Approved
0.7281 Intermediate Similarity NPD6059 Approved
0.7245 Intermediate Similarity NPD6672 Approved
0.7245 Intermediate Similarity NPD5737 Approved
0.7245 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7604 Phase 2
0.7238 Intermediate Similarity NPD4633 Approved
0.7238 Intermediate Similarity NPD5226 Approved
0.7238 Intermediate Similarity NPD5225 Approved
0.7238 Intermediate Similarity NPD7632 Discontinued
0.7238 Intermediate Similarity NPD5224 Approved
0.7238 Intermediate Similarity NPD5211 Phase 2
0.7232 Intermediate Similarity NPD6868 Approved
0.7232 Intermediate Similarity NPD6274 Approved
0.7228 Intermediate Similarity NPD7900 Approved
0.7228 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6409 Approved
0.7216 Intermediate Similarity NPD6684 Approved
0.7216 Intermediate Similarity NPD7146 Approved
0.7216 Intermediate Similarity NPD5330 Approved
0.7216 Intermediate Similarity NPD7521 Approved
0.7216 Intermediate Similarity NPD7334 Approved
0.7216 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD4700 Approved
0.7203 Intermediate Similarity NPD8293 Discontinued
0.7188 Intermediate Similarity NPD4786 Approved
0.7184 Intermediate Similarity NPD6083 Phase 2
0.7184 Intermediate Similarity NPD6084 Phase 2
0.717 Intermediate Similarity NPD5174 Approved
0.717 Intermediate Similarity NPD5175 Approved
0.7168 Intermediate Similarity NPD6317 Approved
0.7168 Intermediate Similarity NPD7115 Discovery
0.7158 Intermediate Similarity NPD3667 Approved
0.7157 Intermediate Similarity NPD5695 Phase 3
0.7129 Intermediate Similarity NPD4202 Approved
0.7119 Intermediate Similarity NPD6336 Discontinued
0.7115 Intermediate Similarity NPD5696 Approved
0.7105 Intermediate Similarity NPD6313 Approved
0.7105 Intermediate Similarity NPD6314 Approved
0.7105 Intermediate Similarity NPD6335 Approved
0.7103 Intermediate Similarity NPD5141 Approved
0.7094 Intermediate Similarity NPD8328 Phase 3
0.7083 Intermediate Similarity NPD7319 Approved
0.7071 Intermediate Similarity NPD6903 Approved
0.7054 Intermediate Similarity NPD8133 Approved
0.7043 Intermediate Similarity NPD7101 Approved
0.7043 Intermediate Similarity NPD7100 Approved
0.703 Intermediate Similarity NPD6411 Approved
0.7011 Intermediate Similarity NPD4224 Phase 2
0.701 Intermediate Similarity NPD3666 Approved
0.701 Intermediate Similarity NPD3665 Phase 1
0.701 Intermediate Similarity NPD3133 Approved
0.7009 Intermediate Similarity NPD4754 Approved
0.7 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.699 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7507 Approved
0.6966 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6966 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3702 Approved
0.6952 Remote Similarity NPD4225 Approved
0.6923 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4729 Approved
0.6909 Remote Similarity NPD4730 Approved
0.6909 Remote Similarity NPD5128 Approved
0.6909 Remote Similarity NPD5168 Approved
0.6881 Remote Similarity NPD4768 Approved
0.6881 Remote Similarity NPD4767 Approved
0.687 Remote Similarity NPD8295 Clinical (unspecified phase)
0.686 Remote Similarity NPD6033 Approved
0.6847 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6837 Remote Similarity NPD3668 Phase 3
0.6832 Remote Similarity NPD6673 Approved
0.6832 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6080 Approved
0.6832 Remote Similarity NPD4753 Phase 2
0.6832 Remote Similarity NPD6101 Approved
0.6832 Remote Similarity NPD6904 Approved
0.6818 Remote Similarity NPD6412 Phase 2
0.6813 Remote Similarity NPD6081 Approved
0.6813 Remote Similarity NPD5777 Approved
0.6804 Remote Similarity NPD4223 Phase 3
0.6804 Remote Similarity NPD4221 Approved
0.6804 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5779 Approved
0.6796 Remote Similarity NPD5778 Approved
0.6786 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5251 Approved
0.6786 Remote Similarity NPD5247 Approved
0.6786 Remote Similarity NPD5169 Approved
0.6786 Remote Similarity NPD5248 Approved
0.6786 Remote Similarity NPD5250 Approved
0.6786 Remote Similarity NPD5135 Approved
0.6786 Remote Similarity NPD5249 Phase 3
0.678 Remote Similarity NPD6909 Approved
0.678 Remote Similarity NPD6908 Approved
0.6772 Remote Similarity NPD6334 Approved
0.6772 Remote Similarity NPD6333 Approved
0.6771 Remote Similarity NPD7525 Registered
0.6757 Remote Similarity NPD6686 Approved
0.6733 Remote Similarity NPD5208 Approved
0.6731 Remote Similarity NPD6001 Approved
0.6726 Remote Similarity NPD5215 Approved
0.6726 Remote Similarity NPD5127 Approved
0.6726 Remote Similarity NPD5217 Approved
0.6726 Remote Similarity NPD5216 Approved
0.67 Remote Similarity NPD5279 Phase 3
0.67 Remote Similarity NPD6098 Approved
0.6699 Remote Similarity NPD5281 Approved
0.6699 Remote Similarity NPD7637 Suspended
0.6699 Remote Similarity NPD5284 Approved
0.6699 Remote Similarity NPD5693 Phase 1
0.6696 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD5360 Phase 3
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6921 Approved
0.6602 Remote Similarity NPD5692 Phase 3
0.66 Remote Similarity NPD5329 Approved
0.66 Remote Similarity NPD1694 Approved
0.6598 Remote Similarity NPD4695 Discontinued
0.6593 Remote Similarity NPD3698 Phase 2

Structure

External Identifiers

PubChem CID   392494
ChEMBL   CHEMBL498737
ZINC  

Physicochemical Properties

Molecular Weight:  374.21
ALogP:  0.4082
MLogP:  3.33
XLogP:  3.535
# Rotatable Bonds:  7
Polar Surface Area:  80.67
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  27

Download Data

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