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

Names and Identifiers

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

Standard InChI: InChI=1S/C17H33O7PS/c1-3-5-7-9-11-16(18)22-13-15(14-23-25(20,21)26)24-17(19)12-10-8-6-4-2/h15H,3-14H2,1-2H3,(H2,20,21,26)/t15-/m1/s1

Standard InChI Key: KKEVRMGORZIWCG-OAHLLOKOSA-N

Molfile:

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    5.0923    1.5749    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8052    1.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138    2.2842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5048   -0.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4938   -0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2273    0.3064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365   -0.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6587    0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269   -0.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2030   -1.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1955   -2.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9048   -2.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4716   -2.5804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3663   -0.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0885    0.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7961   -0.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5183    0.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2259   -0.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8929   -3.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6004   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833   -4.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2908   -5.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2794   -5.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830    1.9963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    0.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  6
  7  8  1  0
  8  9  1  0
  8 10  2  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25  1  1  0
  1 26  1  0
M  END

Alternative Forms

Parent:

ALA482506
Heptanoic acid (R)-1-heptanoyloxymethyl-2-thiophosphonooxy-ethyl ester

Associated Targets(Human)

LPAR3 Tchem Lysophosphatidic acid receptor Edg-7 (471 Activities)

Discover Target: LPAR3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 412.49	Molecular Weight (Monoisotopic): 412.1685	AlogP: 3.61	#Rotatable Bonds: 16
Polar Surface Area: 102.29	Molecular Species: ACID	HBA: 6	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 1.86	CX Basic pKa: ┄	CX LogP: 4.77	CX LogD: 1.27
Aromatic Rings: ┄	Heavy Atoms: 26	QED Weighted: 0.23	Np Likeness Score: 0.83

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