Heptanoic acid (R)-1-heptanoyloxymethyl-2-phosphonooxy-ethyl ester

ID: ALA482505

PubChem CID: 23629653

Max Phase: Preclinical

Molecular Formula: C17H33O8P

Molecular Weight: 396.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(=O)OC[C@H](COP(=O)(O)O)OC(=O)CCCCCC

Standard InChI:  InChI=1S/C17H33O8P/c1-3-5-7-9-11-16(18)23-13-15(14-24-26(20,21)22)25-17(19)12-10-8-6-4-2/h15H,3-14H2,1-2H3,(H2,20,21,22)/t15-/m1/s1

Standard InChI Key:  JAXUAGQDLYDLQB-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

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   -1.9747   -1.6189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4037   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2615   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2602   -0.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687    0.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832    0.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832    1.6811    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832    2.5061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082    1.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0582    1.6811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5976    0.4436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3121   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4555   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1700   -0.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8845   -0.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  2  9  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
 10  9  1  0
 11 10  1  0
 11 18  1  6
 12 11  1  0
 12 13  1  0
 13 14  1  0
 16 14  2  0
 17 14  1  0
 15 14  1  0
 19 18  1  0
 19 21  1  0
 19 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA482505

   (2r)-3-(Phosphonooxy)propane-1,2-Diyl Diheptanoate

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: 396.42

Molecular Weight (Monoisotopic): 396.1913

AlogP: 3.49

#Rotatable Bonds: 16

Polar Surface Area: 119.36

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.32

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 0.43

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 0.85

References

1. Fells JI, Tsukahara R, Fujiwara Y, Liu J, Perygin DH, Osborne DA, Tigyi G, Parrill AL..  (2008)  Identification of non-lipid LPA3 antagonists by virtual screening.,  16  (11): [PMID:18467108] [10.1016/j.bmc.2008.04.035]

Source

Source(1):

• Scientific Literature