US8853203, 99j

ID: ALA3702466

PubChem CID: 89980768

Max Phase: Preclinical

Molecular Formula: C22H23FN4O2

Molecular Weight: 394.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H](C)c1cn(C2=NCC(=O)N3CCc4c(C5CC5)ccc(F)c4C3=C2)cn1

Standard InChI:  InChI=1S/C22H23FN4O2/c1-13(29-2)18-11-26(12-25-18)20-9-19-22-16(7-8-27(19)21(28)10-24-20)15(14-3-4-14)5-6-17(22)23/h5-6,9,11-14H,3-4,7-8,10H2,1-2H3/t13-/m1/s1

Standard InChI Key:  RDYYIBJARKPHCO-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  1  0  0  0  0  0999 V2000
    9.2019   -0.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1240   -0.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8782    0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    1.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5324   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056    0.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1484   -0.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923   -2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2769   -1.8450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2897    1.8259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1695   -0.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7175   -2.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7822   -3.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302   -4.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3950   -5.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117   -5.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   -4.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8229   -3.9484    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -2.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142   -4.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1210   -4.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8951   -5.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  1
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 18  1  0
 24 25  1  0
 25 15  1  0
 25 26  2  0
 26 10  1  0
 19 27  1  0
 27 28  1  0
 28 29  1  0
 29 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702466

   9-cyclopropyl-12-fluoro-2-[4-[(1R)-1-methoxyethyl]imidazol-1-yl]-7,8-dihydro-4H-[1,4]diazepino[7,1-a]isoquinolin-5-one

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: 394.45

Molecular Weight (Monoisotopic): 394.1805

AlogP: 3.29

#Rotatable Bonds: 3

Polar Surface Area: 59.72

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.83

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.80

Np Likeness Score: -0.50

References

1.  (2014)  Diazepinone derivatives, 

Source

Source(1):

• BindingDB Database