US9340574, 3

ID: ALA3917014

PubChem CID: 77139523

Max Phase: Preclinical

Molecular Formula: C24H28F2IN4O7P

Molecular Weight: 680.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC(Cc1ccc(C(F)(F)P(=O)(O)O)cc1)C(=O)NC(CCCNC(=O)c1cccc(I)c1)C(N)=O

Standard InChI:  InChI=1S/C24H28F2IN4O7P/c1-14(32)30-20(12-15-7-9-17(10-8-15)24(25,26)39(36,37)38)23(35)31-19(21(28)33)6-3-11-29-22(34)16-4-2-5-18(27)13-16/h2,4-5,7-10,13,19-20H,3,6,11-12H2,1H3,(H2,28,33)(H,29,34)(H,30,32)(H,31,35)(H2,36,37,38)

Standard InChI Key:  DSHZHFAULLMSCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
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   -2.5986    0.3004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998    3.0012    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873   -7.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855   -8.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4833   -9.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7815  -10.5187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7794  -12.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7391  -12.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0776  -12.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3767  -15.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6758  -14.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6758  -12.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7150  -12.1727    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   10.3768  -12.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920   -5.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5293   -5.8687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4962   -4.0654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
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 10 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  5 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 36 30  1  0
 23 37  1  0
 37 38  2  0
 37 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3917014

   [[4-[2-Acetamido-3-[[1-amino-5-[(3-iodobenzoyl)amino]-1-oxopentan-2-yl]amino]-3-oxopropyl]phenyl]-difluoromethyl]phosphonic acid

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: 680.38

Molecular Weight (Monoisotopic): 680.0708

AlogP: 1.75

#Rotatable Bonds: 13

Polar Surface Area: 187.92

Molecular Species: ACID

HBA: 5

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.49

CX Basic pKa: ┄

CX LogP: 0.69

CX LogD: -1.88

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.11

Np Likeness Score: -0.65

References

1.  (2016)  Inhibitors of protein tyrosine phosphatases, 

Source

Source(1):

• BindingDB Database