2-(2-(2,3-dichlorophenylamino)-2-oxoethoxy)phenylphosphonic acid

Names and Identifiers

Canonical SMILES: O=C(COc1ccccc1P(=O)(O)O)Nc1cccc(Cl)c1Cl

Standard InChI: InChI=1S/C14H12Cl2NO5P/c15-9-4-3-5-10(14(9)16)17-13(18)8-22-11-6-1-2-7-12(11)23(19,20)21/h1-7H,8H2,(H,17,18)(H2,19,20,21)

Standard InChI Key: JRORPYPDXOLPLV-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9336   -3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894   -7.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4884   -8.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7875   -7.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7875   -6.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4885   -5.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1502   -8.1110    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.4884   -9.4610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5988    1.5004    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    2.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 13 18  1  0
 14 19  1  0
  4 20  1  0
 20 21  1  0
 20 22  2  0
 20 23  1  0
M  END

Alternative Forms

Parent:

ALA3813927
(2-{2-[(2,3-Dichlorophenyl)amino]-2-oxoethoxy}phenyl)phosphonic acid

Associated Targets(Human)

SFN Tbio 14-3-3 protein sigma (29 Activities)

Discover Target: SFN

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

Biocomponents

Calculated Properties

Molecular Weight: 376.13	Molecular Weight (Monoisotopic): 374.9830	AlogP: 2.81	#Rotatable Bonds: 5
Polar Surface Area: 95.86	Molecular Species: ACID	HBA: 3	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 3	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 1.25	CX Basic pKa: ┄	CX LogP: 2.34	CX LogD: -0.91
Aromatic Rings: 2	Heavy Atoms: 23	QED Weighted: 0.70	Np Likeness Score: -1.47

References

1. Watanabe N, Osada H.. (2016) Small molecules that target phosphorylation dependent protein-protein interaction., 24 (15): [PMID:27017542] [10.1016/j.bmc.2016.03.023]

Source

Source(1):

Scientific Literature