Natural Product: NPC470325

Natural Product ID:  NPC470325
Common Name:   Hexylitaconic Acid
IUPAC Name:   2-hexyl-3-methylidenebutanedioic acid
Synonyms:   (-)-Hexylitaconic Acid; Hexylitaconic Acid
Molecular Formula:   C11H18O4
Standard InCHIKey:  HKMDCNSGDQBQLI-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H18O4/c1-3-4-5-6-7-9(11(14)15)8(2)10(12)13/h9H,2-7H2,1H3,(H,12,13)(H,14,15)
Canonical SMILES:  CCCCCCC(C(=C)C(=O)O)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
NPO31240 Apiospora montagnei Species Apiosporaceae Eukaryota PMID[15217297]
NPO33500 Arthrinium sp. Species Apiosporaceae Eukaryota PMID[16246554]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 230000 nM 25278237
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 15811.4 nM PubChem BioAssay data set
NPT3728 Individual Protein p53-binding protein Mdm-2 Homo sapiens IC50 = 50 ug/ml 24175613
NPT2 Others Unspecified Potency 631 nM 8786361
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 9285 nM Open TG-GATES in vivo data: Biochemistry
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 1584.9 nM 21334900

  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 NPC470325 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 NPC53642
0.9492 High Similarity NPC472328
0.8209 Intermediate Similarity NPC476629
0.8088 Intermediate Similarity NPC67608
0.7838 Intermediate Similarity NPC19841
0.7808 Intermediate Similarity NPC472014
0.7746 Intermediate Similarity NPC472813
0.7714 Intermediate Similarity NPC235586
0.7714 Intermediate Similarity NPC18543
0.7647 Intermediate Similarity NPC142423
0.7647 Intermediate Similarity NPC308294
0.7639 Intermediate Similarity NPC48641
0.7612 Intermediate Similarity NPC234767
0.7606 Intermediate Similarity NPC29328
0.7606 Intermediate Similarity NPC288667
0.7536 Intermediate Similarity NPC472875
0.75 Intermediate Similarity NPC35656
0.7419 Intermediate Similarity NPC72722
0.7397 Intermediate Similarity NPC213223
0.7391 Intermediate Similarity NPC166791
0.7391 Intermediate Similarity NPC100719
0.7391 Intermediate Similarity NPC322035
0.7385 Intermediate Similarity NPC471619
0.7342 Intermediate Similarity NPC141193
0.7342 Intermediate Similarity NPC191476
0.7342 Intermediate Similarity NPC114979
0.7342 Intermediate Similarity NPC96259
0.7333 Intermediate Similarity NPC122847
0.7297 Intermediate Similarity NPC476795
0.7297 Intermediate Similarity NPC39362
0.7297 Intermediate Similarity NPC472327
0.725 Intermediate Similarity NPC255307
0.725 Intermediate Similarity NPC165162
0.7237 Intermediate Similarity NPC93763
0.7237 Intermediate Similarity NPC108816
0.7237 Intermediate Similarity NPC198240
0.7237 Intermediate Similarity NPC476627
0.7222 Intermediate Similarity NPC67183
0.7183 Intermediate Similarity NPC290445
0.7183 Intermediate Similarity NPC36616
0.7183 Intermediate Similarity NPC476614
0.7179 Intermediate Similarity NPC24417
0.716 Intermediate Similarity NPC305475
0.716 Intermediate Similarity NPC475461
0.7143 Intermediate Similarity NPC197089
0.7143 Intermediate Similarity NPC470239
0.7143 Intermediate Similarity NPC470244
0.7143 Intermediate Similarity NPC472013
0.7143 Intermediate Similarity NPC476624
0.7125 Intermediate Similarity NPC472326
0.7125 Intermediate Similarity NPC476804
0.7121 Intermediate Similarity NPC34416
0.7119 Intermediate Similarity NPC314679
0.7105 Intermediate Similarity NPC116177
0.7105 Intermediate Similarity NPC320630
0.7105 Intermediate Similarity NPC97377
0.7105 Intermediate Similarity NPC61952
0.7105 Intermediate Similarity NPC238227
0.7105 Intermediate Similarity NPC7563
0.7089 Intermediate Similarity NPC229825
0.7077 Intermediate Similarity NPC473936
0.7067 Intermediate Similarity NPC60718
0.7067 Intermediate Similarity NPC244166
0.7059 Intermediate Similarity NPC125312
0.7059 Intermediate Similarity NPC174560
0.7051 Intermediate Similarity NPC476625
0.7013 Intermediate Similarity NPC192006
0.7013 Intermediate Similarity NPC196653
0.7013 Intermediate Similarity NPC471465
0.7013 Intermediate Similarity NPC267231
0.7013 Intermediate Similarity NPC169095
0.7 Intermediate Similarity NPC128246
0.7 Intermediate Similarity NPC40746
0.7 Intermediate Similarity NPC473390
0.7 Intermediate Similarity NPC131669
0.7 Intermediate Similarity NPC1761
0.7 Intermediate Similarity NPC169575
0.7 Intermediate Similarity NPC243347
0.7 Intermediate Similarity NPC52609
0.6988 Remote Similarity NPC217983
0.6988 Remote Similarity NPC207114
0.6988 Remote Similarity NPC136879
0.6974 Remote Similarity NPC61863
0.6962 Remote Similarity NPC126248
0.6962 Remote Similarity NPC52861
0.6962 Remote Similarity NPC470241
0.6951 Remote Similarity NPC185638
0.6951 Remote Similarity NPC470242
0.6951 Remote Similarity NPC187661
0.6951 Remote Similarity NPC162071
0.6951 Remote Similarity NPC150755
0.6951 Remote Similarity NPC236692
0.6951 Remote Similarity NPC309757
0.6949 Remote Similarity NPC55023
0.6933 Remote Similarity NPC46610
0.6933 Remote Similarity NPC18819
0.6923 Remote Similarity NPC98557
0.6923 Remote Similarity NPC113363
0.6923 Remote Similarity NPC167881
0.6914 Remote Similarity NPC472958
0.6914 Remote Similarity NPC472957
0.6914 Remote Similarity NPC3464
0.6914 Remote Similarity NPC158756
0.6914 Remote Similarity NPC224386
0.6914 Remote Similarity NPC151176
0.6914 Remote Similarity NPC194859
0.6914 Remote Similarity NPC475963
0.6912 Remote Similarity NPC40206
0.6905 Remote Similarity NPC206001
0.6905 Remote Similarity NPC218927
0.6905 Remote Similarity NPC268298
0.6885 Remote Similarity NPC477878
0.6885 Remote Similarity NPC180534
0.6885 Remote Similarity NPC324793
0.6883 Remote Similarity NPC476794
0.6883 Remote Similarity NPC316324
0.6883 Remote Similarity NPC470240
0.6875 Remote Similarity NPC89555
0.6867 Remote Similarity NPC186148
0.6867 Remote Similarity NPC237540
0.6867 Remote Similarity NPC118601
0.6842 Remote Similarity NPC226669
0.6842 Remote Similarity NPC193351
0.6842 Remote Similarity NPC138408
0.6842 Remote Similarity NPC155587
0.6835 Remote Similarity NPC51507
0.6835 Remote Similarity NPC271104
0.6829 Remote Similarity NPC28887
0.6829 Remote Similarity NPC125290
0.6829 Remote Similarity NPC470755
0.6824 Remote Similarity NPC129419
0.6824 Remote Similarity NPC19087
0.6824 Remote Similarity NPC469368
0.6806 Remote Similarity NPC278895
0.6806 Remote Similarity NPC263161
0.6806 Remote Similarity NPC476626
0.68 Remote Similarity NPC275098
0.6795 Remote Similarity NPC247783
0.6795 Remote Similarity NPC121200
0.6795 Remote Similarity NPC74410
0.6795 Remote Similarity NPC128276
0.6795 Remote Similarity NPC269543
0.679 Remote Similarity NPC250315
0.679 Remote Similarity NPC245665
0.679 Remote Similarity NPC107253
0.679 Remote Similarity NPC97913
0.679 Remote Similarity NPC49019
0.679 Remote Similarity NPC59097
0.6786 Remote Similarity NPC476803
0.6786 Remote Similarity NPC202672
0.6786 Remote Similarity NPC476805
0.6786 Remote Similarity NPC178875
0.6786 Remote Similarity NPC177629
0.6786 Remote Similarity NPC477302
0.6786 Remote Similarity NPC58219
0.6786 Remote Similarity NPC473658
0.6786 Remote Similarity NPC79549
0.6761 Remote Similarity NPC474329
0.6761 Remote Similarity NPC474304
0.6757 Remote Similarity NPC472955
0.6757 Remote Similarity NPC318766
0.6757 Remote Similarity NPC91369
0.6753 Remote Similarity NPC110461
0.6753 Remote Similarity NPC279537
0.6753 Remote Similarity NPC235906
0.6753 Remote Similarity NPC180886
0.6753 Remote Similarity NPC12740
0.675 Remote Similarity NPC325031
0.675 Remote Similarity NPC281949
0.675 Remote Similarity NPC25684
0.675 Remote Similarity NPC141810
0.675 Remote Similarity NPC88735
0.675 Remote Similarity NPC471325
0.675 Remote Similarity NPC301477
0.6747 Remote Similarity NPC469910
0.6747 Remote Similarity NPC469483
0.6747 Remote Similarity NPC85698
0.6747 Remote Similarity NPC261721
0.6744 Remote Similarity NPC184063
0.6721 Remote Similarity NPC21844
0.6719 Remote Similarity NPC281245
0.6711 Remote Similarity NPC143979
0.6711 Remote Similarity NPC472966
0.6711 Remote Similarity NPC320537
0.6711 Remote Similarity NPC140287
0.6711 Remote Similarity NPC476355
0.6709 Remote Similarity NPC617
0.6709 Remote Similarity NPC263951
0.6709 Remote Similarity NPC476438
0.6709 Remote Similarity NPC89128
0.6709 Remote Similarity NPC178277
0.6709 Remote Similarity NPC192999
0.6709 Remote Similarity NPC469617
0.6707 Remote Similarity NPC130966
0.6707 Remote Similarity NPC248758
0.6707 Remote Similarity NPC156485
0.6707 Remote Similarity NPC295799
0.6707 Remote Similarity NPC19849
0.6707 Remote Similarity NPC474780
0.6707 Remote Similarity NPC243618

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470325 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
0.7119 Intermediate Similarity NPD634 Phase 3
0.6885 Remote Similarity NPD622 Approved
0.6829 Remote Similarity NPD5363 Approved
0.6769 Remote Similarity NPD615 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4270 Approved
0.6667 Remote Similarity NPD4269 Approved
0.6615 Remote Similarity NPD3172 Approved
0.6585 Remote Similarity NPD7154 Phase 3
0.6585 Remote Similarity NPD5362 Discontinued
0.6548 Remote Similarity NPD5786 Approved
0.6515 Remote Similarity NPD3194 Approved
0.6515 Remote Similarity NPD3196 Approved
0.6515 Remote Similarity NPD4266 Approved
0.6515 Remote Similarity NPD3195 Phase 2
0.6515 Remote Similarity NPD9298 Approved
0.6462 Remote Similarity NPD3186 Phase 1
0.6456 Remote Similarity NPD4756 Discovery
0.6438 Remote Similarity NPD7331 Phase 2
0.6437 Remote Similarity NPD5785 Approved
0.642 Remote Similarity NPD4821 Approved
0.642 Remote Similarity NPD4252 Approved
0.642 Remote Similarity NPD4819 Approved
0.642 Remote Similarity NPD4820 Approved
0.642 Remote Similarity NPD4822 Approved
0.6375 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6375 Remote Similarity NPD4268 Approved
0.6375 Remote Similarity NPD4271 Approved
0.6341 Remote Similarity NPD5369 Approved
0.6333 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6301 Remote Similarity NPD7341 Phase 2
0.625 Remote Similarity NPD2664 Clinical (unspecified phase)
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6698 Approved
0.622 Remote Similarity NPD5790 Clinical (unspecified phase)
0.622 Remote Similarity NPD5368 Approved
0.622 Remote Similarity NPD4695 Discontinued
0.619 Remote Similarity NPD5331 Approved
0.619 Remote Similarity NPD5332 Approved
0.618 Remote Similarity NPD7983 Approved
0.6145 Remote Similarity NPD4790 Discontinued
0.6111 Remote Similarity NPD6399 Phase 3
0.6102 Remote Similarity NPD9448 Phase 2
0.6102 Remote Similarity NPD633 Phase 3
0.6102 Remote Similarity NPD9450 Approved
0.6102 Remote Similarity NPD77 Approved
0.6102 Remote Similarity NPD9655 Approved
0.6071 Remote Similarity NPD6435 Approved
0.6071 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6066 Remote Similarity NPD387 Clinical (unspecified phase)
0.6061 Remote Similarity NPD29 Approved
0.6061 Remote Similarity NPD28 Approved
0.6047 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6029 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6 Remote Similarity NPD3173 Approved
0.6 Remote Similarity NPD5284 Approved
0.6 Remote Similarity NPD8035 Phase 2
0.6 Remote Similarity NPD8034 Phase 2
0.6 Remote Similarity NPD5281 Approved
0.5957 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5955 Remote Similarity NPD1695 Approved
0.5952 Remote Similarity NPD857 Phase 3
0.5934 Remote Similarity NPD5779 Approved
0.5934 Remote Similarity NPD5778 Approved
0.5902 Remote Similarity NPD2270 Approved
0.5882 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5851 Remote Similarity NPD7902 Approved
0.5833 Remote Similarity NPD3198 Approved
0.5821 Remote Similarity NPD9638 Phase 2
0.5802 Remote Similarity NPD8039 Approved
0.5795 Remote Similarity NPD4249 Approved
0.5778 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5778 Remote Similarity NPD6101 Approved
0.5778 Remote Similarity NPD5370 Suspended
0.5778 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5763 Remote Similarity NPD9449 Clinical (unspecified phase)
0.5745 Remote Similarity NPD7839 Suspended
0.5733 Remote Similarity NPD3197 Phase 1
0.5733 Remote Similarity NPD7909 Approved
0.573 Remote Similarity NPD4251 Approved
0.573 Remote Similarity NPD4250 Approved
0.5714 Remote Similarity NPD7838 Discovery
0.57 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5686 Remote Similarity NPD6371 Approved
0.5682 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5682 Remote Similarity NPD1694 Approved
0.5676 Remote Similarity NPD4193 Approved
0.5676 Remote Similarity NPD4192 Approved
0.5676 Remote Similarity NPD4191 Approved
0.5676 Remote Similarity NPD4194 Approved
0.5652 Remote Similarity NPD6411 Approved
0.5652 Remote Similarity NPD7515 Phase 2
0.5652 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5632 Remote Similarity NPD4788 Approved
0.5625 Remote Similarity NPD4225 Approved
0.5625 Remote Similarity NPD3199 Clinical (unspecified phase)
0.5618 Remote Similarity NPD4519 Discontinued
0.5618 Remote Similarity NPD6422 Discontinued
0.5618 Remote Similarity NPD4623 Approved
0.5618 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5604 Remote Similarity NPD800 Approved

Structure

External Identifiers

PubChem CID   11447214
ChEMBL   CHEMBL199341
ZINC  

Physicochemical Properties

Molecular Weight:  214.12
ALogP:  -0.9575
MLogP:  2.23
XLogP:  2.653
# Rotatable Bonds:  11
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  15

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs