(O-(hydroxy(((3S,4S)-3-((3-(2-(undecyloxy)phenyl)propanoyl)oxy)tetrahydro-2H-pyran-4-yl)oxy)phosphoryl)-L-serine)

ID: ALA4790301

PubChem CID: 118555083

Max Phase: Preclinical

Molecular Formula: C28H46NO10P

Molecular Weight: 587.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1ccccc1CCC(=O)O[C@H]1COCC[C@@H]1OP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C28H46NO10P/c1-2-3-4-5-6-7-8-9-12-18-36-24-14-11-10-13-22(24)15-16-27(30)38-26-21-35-19-17-25(26)39-40(33,34)37-20-23(29)28(31)32/h10-11,13-14,23,25-26H,2-9,12,15-21,29H2,1H3,(H,31,32)(H,33,34)/t23-,25-,26-/m0/s1

Standard InChI Key:  FTEXYKVSENDFKC-RNXOBYDBSA-N

Molfile:  

 
     RDKit          2D

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    5.0144   -6.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4846   -7.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1923   -6.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0874   -9.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7932   -9.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4990   -9.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0168   -6.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 39 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790301

   (2S)-2-amino-3-[hydroxy-[(3S,4S)-3-[3-(2-undecoxyphenyl)propanoyloxy]oxan-4-yl]oxyphosphoryl]oxypropanoic acid

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: 587.65

Molecular Weight (Monoisotopic): 587.2859

AlogP: 4.78

#Rotatable Bonds: 21

Polar Surface Area: 163.84

Molecular Species: ZWITTERION

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.51

CX Basic pKa: 9.38

CX LogP: 3.31

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: 0.48

References

1. Nakamura S,Sayama M,Uwamizu A,Jung S,Ikubo M,Otani Y,Kano K,Omi J,Inoue A,Aoki J,Ohwada T.  (2020)  Non-naturally Occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity toward G Protein-Coupled Receptors.,  63  (17): [PMID:32787112] [10.1021/acs.jmedchem.0c01126]

Source

Source(1):

• Scientific Literature