(R,Z)-2-oleamidopropyl dihydrogen phosphate

ID: ALA3621958

PubChem CID: 10432221

Max Phase: Preclinical

Molecular Formula: C21H42NO5P

Molecular Weight: 419.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC/C=C\CCCCCCCC(=O)N[C@H](C)COP(=O)(O)O

Standard InChI:  InChI=1S/C21H42NO5P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)22-20(2)19-27-28(24,25)26/h10-11,20H,3-9,12-19H2,1-2H3,(H,22,23)(H2,24,25,26)/b11-10-/t20-/m1/s1

Standard InChI Key:  ZKHUPQDOUPORJL-JPMGXVIASA-N

Molfile:  

     RDKit          2D

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    9.0999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7999   -1.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    0.7500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000    1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    0.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2609    1.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8999    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1999    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5013    2.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8013    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8027    4.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1027    5.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1041    6.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4041    7.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4055    9.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4450    9.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3621958

   [(2R)-2-[[(Z)-octadec-9-enoyl]amino]propyl] dihydrogen phosphate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.54

Molecular Weight (Monoisotopic): 419.2801

AlogP: 5.64

#Rotatable Bonds: 19

Polar Surface Area: 95.86

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.61

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 2.60

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.14

Np Likeness Score: 0.48

References

1. Gonzalez-Gil I, Zian D, Vazquez-Villa H, Ortega-Gutierrez S, Lopez-Rodriguez ML.  (2015)  The status of the lysophosphatidic acid receptor type 1 (LPA1R),  6  (1): [10.1039/C4MD00333K]

Source

Source(1):

• Scientific Literature