Phosphoric acid mono-[4-(4-cyclohexylmethoxy-3-methyl-benzylcarbamoyl)-phenyl] ester

ID: ALA1160321

PubChem CID: 44305578

Max Phase: Preclinical

Molecular Formula: C22H28NO6P

Molecular Weight: 433.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CNC(=O)c2ccc(OP(=O)(O)O)cc2)ccc1OCC1CCCCC1

Standard InChI:  InChI=1S/C22H28NO6P/c1-16-13-18(7-12-21(16)28-15-17-5-3-2-4-6-17)14-23-22(24)19-8-10-20(11-9-19)29-30(25,26)27/h7-13,17H,2-6,14-15H2,1H3,(H,23,24)(H2,25,26,27)

Standard InChI Key:  LSFLAWWWEPHFLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  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
    0.1875   -1.8125    0.0000 O   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
    0.9042   -2.2292    0.0000 O   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
    3.0500   -3.4667    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
    0.1792   -3.4625    0.0000 O   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
    3.7542   -4.7000    0.0000 O   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
    3.0500   -2.6375    0.0000 C   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
    7.3167   -3.4667    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   -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
    8.7417   -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
    2.3292   -2.2250    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
    9.4542   -2.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.4125    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  8  1  0
  3  2  1  0
  1  4  1  0
  1  5  1  0
  6  1  1  0
  7 13  2  0
  8 15  2  0
  9 16  2  0
 10  1  2  0
 11  9  1  0
 12  2  2  0
 13 17  1  0
 14 22  2  0
 15 23  1  0
 16 21  1  0
 17 19  1  0
 18  6  1  0
 19  3  1  0
 20 11  1  0
 21 17  2  0
 22 18  1  0
 23 18  2  0
 24 20  1  0
 25  7  1  0
 26 24  1  0
 27 24  1  0
 28 27  1  0
 29 26  1  0
 30 28  1  0
  8 14  1  0
  9  7  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160321

   [4-[[4-(Cyclohexylmethoxy)-3-methylphenyl]methylcarbamoyl]phenyl] 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: 433.44

Molecular Weight (Monoisotopic): 433.1654

AlogP: 4.36

#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: 4.28

CX LogD: 1.17

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -0.59

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