O-(hydroxy(2-((3-(2-(undecyloxy)phenyl)propanoyl)oxy)ethoxy)phosphoryl)-L-serine)

ID: ALA4745025

PubChem CID: 162648818

Max Phase: Preclinical

Molecular Formula: C25H42NO9P

Molecular Weight: 531.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCOc1ccccc1CCC(=O)OCCOP(=O)(O)OC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C25H42NO9P/c1-2-3-4-5-6-7-8-9-12-17-32-23-14-11-10-13-21(23)15-16-24(27)33-18-19-34-36(30,31)35-20-22(26)25(28)29/h10-11,13-14,22H,2-9,12,15-20,26H2,1H3,(H,28,29)(H,30,31)/t22-/m0/s1

Standard InChI Key:  KYMSJJYTKTYTGI-QFIPXVFZSA-N

Molfile:  

 
     RDKit          2D

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   19.6621  -11.8905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0748  -12.6004    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.4833  -11.8881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9534  -13.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6612  -12.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2457  -12.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5380  -13.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2457  -11.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9534  -13.8303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3689  -13.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7843  -13.0132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4920  -12.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1997  -13.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1997  -13.8303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9074  -14.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9074  -15.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151  -13.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3228  -14.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0305  -13.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4456  -13.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4460  -13.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7333  -12.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0290  -13.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7373  -15.0581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4390  -15.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1448  -15.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8505  -15.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5563  -15.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2621  -15.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9678  -15.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6736  -15.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3793  -15.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0851  -15.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7933  -15.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5005  -15.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  6
  5 10  1  0
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  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745025

   ---

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: 531.58

Molecular Weight (Monoisotopic): 531.2597

AlogP: 4.62

#Rotatable Bonds: 22

Polar Surface Area: 154.61

Molecular Species: ZWITTERION

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.52

CX Basic pKa: 9.38

CX LogP: 3.33

CX LogD: 0.30

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.11

Np Likeness Score: 0.34

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