US8933228, 19

ID: ALA3695591

PubChem CID: 122197041

Max Phase: Preclinical

Molecular Formula: C28H25Cl2N7O4

Molecular Weight: 594.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc4[nH]c(=O)cnc34)c(Cl)c2Cl)n(-c2ccc(CO)cc2)n1

Standard InChI:  InChI=1S/C28H25Cl2N7O4/c1-28(2,3)20-12-21(37(36-20)16-6-4-15(14-38)5-7-16)34-27(40)33-17-8-9-18(24(30)23(17)29)41-19-10-11-31-26-25(19)32-13-22(39)35-26/h4-13,38H,14H2,1-3H3,(H,31,35,39)(H2,33,34,40)

Standard InChI Key:  FEFIXEMJIYHFAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
    6.2210    8.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4137    8.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8945    9.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7021    9.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3027    7.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8490    6.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0685    5.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0758    3.7795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7803    3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7379    3.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7876    1.5211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920    0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1903    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8939    0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    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 N   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
   -2.5981   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6373   -3.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    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
    5.2007   -1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2049   -2.6909    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5385   -1.3328    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.2760    6.1485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8026    7.5719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7038    5.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1302    4.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5895    3.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6199    4.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0806    4.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9037    5.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1911    6.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7318    6.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 17  1  0
 27 21  2  0
 15 28  1  0
 28 29  1  0
 28 30  2  0
 30 12  1  0
 30 31  1  0
  7 32  1  0
 32 33  1  0
 33  5  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 37 40  1  0
 40 41  2  0
 41 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3695591

   ---

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: 594.46

Molecular Weight (Monoisotopic): 593.1345

AlogP: 6.04

#Rotatable Bonds: 6

Polar Surface Area: 147.05

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.62

CX Basic pKa: 3.97

CX LogP: 5.83

CX LogD: 5.83

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: -1.26

References

1.  (2015)  Respiratory formulations and compounds for use therein, 

Source

Source(1):

• BindingDB Database