Lipoxin A4

ID: ALA4576804

Cas Number: 98049-69-5

PubChem CID: 5280915

Product Number: R341887, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H32O5

Molecular Weight: 352.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC[C@H](O)[C@H](O)/C=C/C=C/C=C\C=C\[C@@H](O)CCCC(=O)O

Standard InChI:  InChI=1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/b6-4-,7-5+,12-9+,15-10+/t17-,18+,19-/m1/s1

Standard InChI Key:  UXVRTOKOJOMENI-WLPVFMORSA-N

Molfile:  

 
     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   14.6847  -10.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3924   -9.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6847  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3924  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1001  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1001  -10.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8078   -9.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5155  -10.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8078   -9.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2232   -9.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2232   -9.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9309   -8.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9309   -7.9408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6386   -9.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8078  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5155  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2232  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9309  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2232  -12.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6386  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9309  -10.3924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3463  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0541  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7618  -11.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4695  -11.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  3  4  1  0
  4  5  2  0
  2  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  5 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  6
 18 20  1  0
 18 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4576804

   5(S),14(R)-Lipoxin B4

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.47

Molecular Weight (Monoisotopic): 352.2250

AlogP: 3.13

#Rotatable Bonds: 14

Polar Surface Area: 97.99

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.65

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 0.36

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.28

Np Likeness Score: 1.76

References

1. Wold EA, Chen J, Cunningham KA, Zhou J..  (2018)  Allosteric Modulation of Class A GPCRs: Targets, Agents, and Emerging Concepts.,  62  (1): [PMID:30106578] [10.1021/acs.jmedchem.8b00875]

Source

Source(1):

• Scientific Literature