Natural Product: NPC325627

Natural Product ID:  NPC325627
Common Name:   Lipoxin A4
IUPAC Name:   (5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
Synonyms:  
Molecular Formula:   C20H32O5
Standard InCHIKey:  IXAQOQZEOGMIQS-SSQFXEBMSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
Canonical SMILES:  CCCCC[C@@H](/C=C/C=CC=CC=C[C@H]([C@H](CCCC(=O)O)O)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
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[21359215]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 0.01 nM 17244615

  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 NPC325627 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
0.9254 High Similarity NPC49863
0.9104 High Similarity NPC328653
0.8971 High Similarity NPC26500
0.8971 High Similarity NPC99619
0.8955 High Similarity NPC323045
0.8955 High Similarity NPC323477
0.8955 High Similarity NPC317881
0.8676 High Similarity NPC255863
0.8676 High Similarity NPC320642
0.8676 High Similarity NPC245947
0.8676 High Similarity NPC136164
0.8406 Intermediate Similarity NPC318420
0.8406 Intermediate Similarity NPC326268
0.8358 Intermediate Similarity NPC327112
0.8243 Intermediate Similarity NPC92558
0.8235 Intermediate Similarity NPC321838
0.8209 Intermediate Similarity NPC322186
0.8194 Intermediate Similarity NPC143396
0.8088 Intermediate Similarity NPC328311
0.8088 Intermediate Similarity NPC243532
0.8082 Intermediate Similarity NPC476660
0.8 Intermediate Similarity NPC227396
0.8 Intermediate Similarity NPC470320
0.7976 Intermediate Similarity NPC313670
0.7971 Intermediate Similarity NPC201939
0.7945 Intermediate Similarity NPC473772
0.7945 Intermediate Similarity NPC317583
0.7941 Intermediate Similarity NPC329249
0.7917 Intermediate Similarity NPC127091
0.7917 Intermediate Similarity NPC148192
0.7917 Intermediate Similarity NPC271921
0.7917 Intermediate Similarity NPC330426
0.7917 Intermediate Similarity NPC22101
0.7917 Intermediate Similarity NPC104537
0.791 Intermediate Similarity NPC323436
0.7867 Intermediate Similarity NPC326024
0.7831 Intermediate Similarity NPC477959
0.7831 Intermediate Similarity NPC86005
0.7808 Intermediate Similarity NPC48218
0.7808 Intermediate Similarity NPC473559
0.7808 Intermediate Similarity NPC324981
0.7808 Intermediate Similarity NPC141481
0.7763 Intermediate Similarity NPC474321
0.7746 Intermediate Similarity NPC226592
0.7714 Intermediate Similarity NPC477829
0.7711 Intermediate Similarity NPC164393
0.7681 Intermediate Similarity NPC322002
0.7671 Intermediate Similarity NPC475443
0.7671 Intermediate Similarity NPC478097
0.7671 Intermediate Similarity NPC25298
0.7671 Intermediate Similarity NPC473829
0.7639 Intermediate Similarity NPC476655
0.7639 Intermediate Similarity NPC476654
0.7639 Intermediate Similarity NPC476657
0.7632 Intermediate Similarity NPC470435
0.7632 Intermediate Similarity NPC329890
0.7619 Intermediate Similarity NPC179659
0.76 Intermediate Similarity NPC42526
0.76 Intermediate Similarity NPC476037
0.759 Intermediate Similarity NPC137033
0.759 Intermediate Similarity NPC21469
0.7534 Intermediate Similarity NPC476659
0.7534 Intermediate Similarity NPC476656
0.75 Intermediate Similarity NPC1180
0.75 Intermediate Similarity NPC328089
0.75 Intermediate Similarity NPC18951
0.75 Intermediate Similarity NPC68343
0.75 Intermediate Similarity NPC112685
0.75 Intermediate Similarity NPC309211
0.7468 Intermediate Similarity NPC47844
0.7468 Intermediate Similarity NPC141195
0.7467 Intermediate Similarity NPC236208
0.7467 Intermediate Similarity NPC130618
0.7436 Intermediate Similarity NPC260396
0.7432 Intermediate Similarity NPC478100
0.7429 Intermediate Similarity NPC318306
0.7403 Intermediate Similarity NPC329914
0.7397 Intermediate Similarity NPC478098
0.7397 Intermediate Similarity NPC478099
0.7381 Intermediate Similarity NPC477018
0.7381 Intermediate Similarity NPC100921
0.7368 Intermediate Similarity NPC476012
0.7356 Intermediate Similarity NPC476004
0.7356 Intermediate Similarity NPC474761
0.7349 Intermediate Similarity NPC253801
0.7349 Intermediate Similarity NPC11620
0.7342 Intermediate Similarity NPC279537
0.7342 Intermediate Similarity NPC188860
0.7324 Intermediate Similarity NPC321919
0.7324 Intermediate Similarity NPC81896
0.7313 Intermediate Similarity NPC70387
0.7313 Intermediate Similarity NPC321062
0.7303 Intermediate Similarity NPC5418
0.7297 Intermediate Similarity NPC478101
0.7294 Intermediate Similarity NPC279267
0.7294 Intermediate Similarity NPC69082
0.7294 Intermediate Similarity NPC477010
0.7284 Intermediate Similarity NPC469747
0.7284 Intermediate Similarity NPC263574
0.7273 Intermediate Similarity NPC320119
0.7262 Intermediate Similarity NPC474776
0.726 Intermediate Similarity NPC476658
0.725 Intermediate Similarity NPC233071
0.7246 Intermediate Similarity NPC477201
0.7241 Intermediate Similarity NPC477011
0.7237 Intermediate Similarity NPC470436
0.7229 Intermediate Similarity NPC329829
0.7229 Intermediate Similarity NPC94875
0.7229 Intermediate Similarity NPC180363
0.7229 Intermediate Similarity NPC65930
0.7229 Intermediate Similarity NPC473780
0.7229 Intermediate Similarity NPC473529
0.7229 Intermediate Similarity NPC131002
0.7229 Intermediate Similarity NPC145914
0.7229 Intermediate Similarity NPC11332
0.7229 Intermediate Similarity NPC73310
0.7229 Intermediate Similarity NPC473712
0.7229 Intermediate Similarity NPC475159
0.7222 Intermediate Similarity NPC40082
0.7222 Intermediate Similarity NPC320305
0.7222 Intermediate Similarity NPC328776
0.7222 Intermediate Similarity NPC272050
0.7222 Intermediate Similarity NPC113293
0.7222 Intermediate Similarity NPC475984
0.7215 Intermediate Similarity NPC473948
0.7209 Intermediate Similarity NPC470401
0.7209 Intermediate Similarity NPC154097
0.7209 Intermediate Similarity NPC473649
0.7209 Intermediate Similarity NPC159750
0.7206 Intermediate Similarity NPC88966
0.7206 Intermediate Similarity NPC424
0.7206 Intermediate Similarity NPC6095
0.7206 Intermediate Similarity NPC290563
0.7206 Intermediate Similarity NPC281972
0.7206 Intermediate Similarity NPC154245
0.7206 Intermediate Similarity NPC87564
0.7206 Intermediate Similarity NPC261831
0.7206 Intermediate Similarity NPC32467
0.7206 Intermediate Similarity NPC85813
0.7206 Intermediate Similarity NPC25417
0.7195 Intermediate Similarity NPC470946
0.7195 Intermediate Similarity NPC470947
0.7195 Intermediate Similarity NPC470945
0.7191 Intermediate Similarity NPC11456
0.7176 Intermediate Similarity NPC110710
0.7176 Intermediate Similarity NPC231009
0.7176 Intermediate Similarity NPC322529
0.7176 Intermediate Similarity NPC475206
0.7176 Intermediate Similarity NPC103284
0.7176 Intermediate Similarity NPC1083
0.7176 Intermediate Similarity NPC286338
0.7176 Intermediate Similarity NPC66346
0.7176 Intermediate Similarity NPC132496
0.7176 Intermediate Similarity NPC182383
0.7176 Intermediate Similarity NPC223871
0.7176 Intermediate Similarity NPC283085
0.7176 Intermediate Similarity NPC473651
0.7176 Intermediate Similarity NPC107986
0.7176 Intermediate Similarity NPC82795
0.7176 Intermediate Similarity NPC473669
0.7176 Intermediate Similarity NPC473478
0.716 Intermediate Similarity NPC248775
0.716 Intermediate Similarity NPC127526
0.716 Intermediate Similarity NPC192006
0.7159 Intermediate Similarity NPC316228
0.7143 Intermediate Similarity NPC144415
0.7143 Intermediate Similarity NPC225929
0.7143 Intermediate Similarity NPC165332
0.7143 Intermediate Similarity NPC195645
0.7143 Intermediate Similarity NPC180722
0.7126 Intermediate Similarity NPC473715
0.7126 Intermediate Similarity NPC227379
0.7126 Intermediate Similarity NPC474471
0.7126 Intermediate Similarity NPC153805
0.7126 Intermediate Similarity NPC89001
0.7125 Intermediate Similarity NPC49392
0.7125 Intermediate Similarity NPC190400
0.7123 Intermediate Similarity NPC54925
0.7123 Intermediate Similarity NPC29697
0.7123 Intermediate Similarity NPC470965
0.7111 Intermediate Similarity NPC470957
0.7111 Intermediate Similarity NPC470958
0.7108 Intermediate Similarity NPC297440
0.7108 Intermediate Similarity NPC88735
0.7108 Intermediate Similarity NPC21693
0.7108 Intermediate Similarity NPC236649
0.7101 Intermediate Similarity NPC52264
0.7101 Intermediate Similarity NPC228473
0.7093 Intermediate Similarity NPC171174
0.7093 Intermediate Similarity NPC103523
0.7093 Intermediate Similarity NPC219498
0.7093 Intermediate Similarity NPC47937
0.7093 Intermediate Similarity NPC116575
0.7093 Intermediate Similarity NPC231096
0.7093 Intermediate Similarity NPC240695
0.7093 Intermediate Similarity NPC134865
0.7093 Intermediate Similarity NPC142117
0.7093 Intermediate Similarity NPC134807
0.7093 Intermediate Similarity NPC114694
0.7093 Intermediate Similarity NPC210218

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC325627 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
0.9254 High Similarity NPD4247 Clinical (unspecified phase)
0.8358 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3197 Phase 1
0.7882 Intermediate Similarity NPD7983 Approved
0.7386 Intermediate Similarity NPD5778 Approved
0.7386 Intermediate Similarity NPD5779 Approved
0.7206 Intermediate Similarity NPD3195 Phase 2
0.7206 Intermediate Similarity NPD3194 Approved
0.7206 Intermediate Similarity NPD3196 Approved
0.7206 Intermediate Similarity NPD4266 Approved
0.7143 Intermediate Similarity NPD7839 Suspended
0.7093 Intermediate Similarity NPD5786 Approved
0.7059 Intermediate Similarity NPD3172 Approved
0.7024 Intermediate Similarity NPD4269 Approved
0.7024 Intermediate Similarity NPD4270 Approved
0.6988 Remote Similarity NPD4252 Approved
0.6951 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4271 Approved
0.6951 Remote Similarity NPD4268 Approved
0.6941 Remote Similarity NPD7154 Phase 3
0.6941 Remote Similarity NPD5362 Discontinued
0.6829 Remote Similarity NPD4756 Discovery
0.6786 Remote Similarity NPD4820 Approved
0.6786 Remote Similarity NPD4821 Approved
0.6786 Remote Similarity NPD5368 Approved
0.6786 Remote Similarity NPD4819 Approved
0.6786 Remote Similarity NPD4822 Approved
0.6786 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6782 Remote Similarity NPD5363 Approved
0.6778 Remote Similarity NPD46 Approved
0.6778 Remote Similarity NPD6698 Approved
0.6765 Remote Similarity NPD28 Approved
0.6765 Remote Similarity NPD29 Approved
0.6716 Remote Similarity NPD3173 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6101 Approved
0.6629 Remote Similarity NPD4251 Approved
0.6629 Remote Similarity NPD4250 Approved
0.6628 Remote Similarity NPD6435 Approved
0.6593 Remote Similarity NPD7838 Discovery
0.6575 Remote Similarity NPD6109 Phase 1
0.6552 Remote Similarity NPD5332 Approved
0.6552 Remote Similarity NPD5331 Approved
0.6522 Remote Similarity NPD6411 Approved
0.6517 Remote Similarity NPD4249 Approved
0.6512 Remote Similarity NPD5369 Approved
0.6512 Remote Similarity NPD4790 Discontinued
0.6413 Remote Similarity NPD5785 Approved
0.6344 Remote Similarity NPD7637 Suspended
0.6324 Remote Similarity NPD622 Approved
0.6304 Remote Similarity NPD5370 Suspended
0.6289 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6269 Remote Similarity NPD4222 Approved
0.6269 Remote Similarity NPD39 Approved
0.6269 Remote Similarity NPD3174 Discontinued
0.625 Remote Similarity NPD3730 Approved
0.625 Remote Similarity NPD3728 Approved
0.619 Remote Similarity NPD8039 Approved
0.618 Remote Similarity NPD6110 Phase 1
0.617 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5343 Approved
0.6036 Remote Similarity NPD8516 Approved
0.6036 Remote Similarity NPD8515 Approved
0.6036 Remote Similarity NPD8517 Approved
0.6036 Remote Similarity NPD8513 Phase 3
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD6421 Discontinued
0.5978 Remote Similarity NPD6422 Discontinued
0.5977 Remote Similarity NPD3732 Approved
0.597 Remote Similarity NPD5326 Phase 3
0.5952 Remote Similarity NPD4732 Discontinued
0.5949 Remote Similarity NPD7909 Approved
0.5943 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5048 Discontinued
0.5893 Remote Similarity NPD8444 Approved
0.5877 Remote Similarity NPD8340 Approved
0.5877 Remote Similarity NPD8341 Approved
0.5877 Remote Similarity NPD8299 Approved
0.5877 Remote Similarity NPD8342 Approved
0.587 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5867 Remote Similarity NPD73 Approved
0.5849 Remote Similarity NPD6371 Approved
0.5843 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5823 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5816 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5811 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5802 Remote Similarity NPD3704 Approved
0.58 Remote Similarity NPD9495 Approved
0.5797 Remote Similarity NPD4265 Approved
0.5789 Remote Similarity NPD7830 Approved
0.5789 Remote Similarity NPD7829 Approved
0.5776 Remote Similarity NPD8074 Phase 3
0.5775 Remote Similarity NPD4220 Pre-registration
0.5766 Remote Similarity NPD7641 Discontinued
0.5714 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5714 Remote Similarity NPD585 Clinical (unspecified phase)
0.5699 Remote Similarity NPD6082 Clinical (unspecified phase)
0.569 Remote Similarity NPD8451 Approved
0.5686 Remote Similarity NPD5344 Discontinued
0.5667 Remote Similarity NPD7332 Phase 2
0.5667 Remote Similarity NPD7514 Phase 3
0.566 Remote Similarity NPD6686 Approved
0.5652 Remote Similarity NPD6097 Approved
0.5652 Remote Similarity NPD6096 Approved
0.5648 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8448 Approved
0.5634 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5632 Remote Similarity NPD8264 Approved
0.5618 Remote Similarity NPD7145 Approved
0.5616 Remote Similarity NPD6927 Phase 3
0.561 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5604 Remote Similarity NPD6902 Approved
0.56 Remote Similarity NPD4792 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   5280914
ChEMBL   CHEMBL392438
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  -1.5426
MLogP:  3.11
XLogP:  3.33
# Rotatable Bonds:  19
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  0
# Heavy Atoms:  25

Download Data

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