US8748458, 11

ID: ALA3675763

PubChem CID: 46852607

Max Phase: Preclinical

Molecular Formula: C18H24N4O3

Molecular Weight: 344.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(CCCCCCC(=O)NO)c2ccccn2)nc1

Standard InChI:  InChI=1S/C18H24N4O3/c1-25-15-10-11-17(20-14-15)22(16-8-5-6-12-19-16)13-7-3-2-4-9-18(23)21-24/h5-6,8,10-12,14,24H,2-4,7,9,13H2,1H3,(H,21,23)

Standard InChI Key:  XUMPRLGEOUYOMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   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
   -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 N   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
   -2.6010    1.4966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8999    0.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2010    1.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4999    0.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8010    1.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0999    0.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4009    1.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6998    0.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6981   -0.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0009    1.4815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0395    0.8803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3096    3.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    5.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    5.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    5.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9077    3.7433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3675763

   7-[(5-Methoxy-pyridin-2-yl)-pyridin-2-yl-amino]heptanoic acid hydroxyamide

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: 344.42

Molecular Weight (Monoisotopic): 344.1848

AlogP: 3.08

#Rotatable Bonds: 10

Polar Surface Area: 87.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: 4.39

CX LogP: 2.76

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.39

Np Likeness Score: -0.74

References

1.  (2014)  Scriptaid isosteres and their use in therapy, 

Source

Source(1):

• BindingDB Database