Phosphoric acid mono-[4-(4-cyclohexylmethoxy-benzylcarbamoyl)-phenyl] ester

ID: ALA1160323

PubChem CID: 10812007

Max Phase: Preclinical

Molecular Formula: C21H26NO6P

Molecular Weight: 419.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(OCC2CCCCC2)cc1)c1ccc(OP(=O)(O)O)cc1

Standard InChI:  InChI=1S/C21H26NO6P/c23-21(18-8-12-20(13-9-18)28-29(24,25)26)22-14-16-6-10-19(11-7-16)27-15-17-4-2-1-3-5-17/h6-13,17H,1-5,14-15H2,(H,22,23)(H2,24,25,26)

Standard InChI Key:  VKIWORIFFBZFHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    0.1875   -2.6375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -3.4625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125   -2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875   -1.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -3.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -4.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -2.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0292   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7417   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -3.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4542   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1667   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4542   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1667   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792   -1.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  1  0
  3  2  1  0
  1  4  1  0
  1  5  1  0
  6  1  1  0
  7 11  1  0
  8  1  2  0
  9  2  2  0
 10 17  1  0
 11 18  2  0
 12 15  1  0
 13  6  1  0
 14  3  1  0
 15 21  2  0
 16 14  1  0
 17 13  2  0
 18 13  1  0
 19 12  1  0
 20 22  2  0
 21 23  1  0
 22 16  1  0
 23 16  2  0
 24 19  1  0
 25 24  1  0
 26 24  1  0
 27 26  1  0
 28 25  1  0
 29 27  1  0
 10  7  2  0
 15 20  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160323

   Src SH2 inhibitor, 4

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: 419.41

Molecular Weight (Monoisotopic): 419.1498

AlogP: 4.05

#Rotatable Bonds: 8

Polar Surface Area: 105.09

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.78

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 0.66

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.50

References

1. Price DJ, Jorgensen WL..  (2000)  Computational binding studies of human pp60c-src SH2 domain with a series of nonpeptide, phosphophenyl-containing ligands.,  10  (18): [PMID:10999472] [10.1016/s0960-894x(00)00401-7]

Source

Source(1):

• Scientific Literature