US8853203, 99i

ID: ALA3702465

PubChem CID: 73336217

Max Phase: Preclinical

Molecular Formula: C21H21FN4O2

Molecular Weight: 380.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1cn(C2=NCC(=O)N3CCc4c(C5CC5)ccc(F)c4C3=C2)cn1

Standard InChI:  InChI=1S/C21H21FN4O2/c1-28-11-14-10-25(12-24-14)19-8-18-21-16(6-7-26(18)20(27)9-23-19)15(13-2-3-13)4-5-17(21)22/h4-5,8,10,12-13H,2-3,6-7,9,11H2,1H3

Standard InChI Key:  VTJXVUYJMWDVSF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    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  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  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
 21 23  2  0
 23 17  1  0
 23 24  1  0
 24 14  1  0
 24 25  2  0
 25  9  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 28 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702465

   9-cyclopropyl-12-fluoro-2-[4-(methoxymethyl)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: 380.42

Molecular Weight (Monoisotopic): 380.1649

AlogP: 2.73

#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: 4.89

CX LogP: 1.20

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -0.59

References

1.  (2014)  Diazepinone derivatives, 

Source

Source(1):

• BindingDB Database