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

ID: ALA1160313

PubChem CID: 11798263

Max Phase: Preclinical

Molecular Formula: C22H27N2O7P

Molecular Weight: 462.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc(CNC(=O)c2ccc(OP(=O)(O)O)cc2)ccc1OCC1CCCCC1

Standard InChI:  InChI=1S/C22H27N2O7P/c23-21(25)19-12-16(6-11-20(19)30-14-15-4-2-1-3-5-15)13-24-22(26)17-7-9-18(10-8-17)31-32(27,28)29/h6-12,15H,1-5,13-14H2,(H2,23,25)(H,24,26)(H2,27,28,29)

Standard InChI Key:  ZJCVHWSYYIBAPQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    0.1875   -2.9667    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -3.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875   -2.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125   -2.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042   -2.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -3.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0292   -2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -5.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3167   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -1.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7417   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4542   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1667   -2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4542   -1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1667   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792   -2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  2  0
  3  2  1  0
  4 11  1  0
  5 16  2  0
  6  4  1  0
  1  7  1  0
  1  8  1  0
  9 20  1  0
 10  1  1  0
 11 17  1  0
 12  1  2  0
 13  5  1  0
 14  3  2  0
 15  4  2  0
 16 24  1  0
 17 26  2  0
 18 25  1  0
 19  3  1  0
 20 22  1  0
 21 10  1  0
 22  6  1  0
 23 13  1  0
 24 20  2  0
 25 21  2  0
 26 21  1  0
 27 23  1  0
 28 27  1  0
 29 27  1  0
 30 29  1  0
 31 28  1  0
 32 30  1  0
 11 18  2  0
  2  5  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160313

   Src SH2 inhibitor, 3

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: 462.44

Molecular Weight (Monoisotopic): 462.1556

AlogP: 3.15

#Rotatable Bonds: 9

Polar Surface Area: 148.18

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.78

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: -0.49

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -0.62

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