10-(2-chloro-6-fluorophenyl)-7-methyl-2,3,9,10-tetrahydrobenzo[b]cyclopenta[e][1,4]diazepin-1(4H)-one

ID: ALA563540

Max Phase: Preclinical

Molecular Formula: C19H16ClFN2O

Molecular Weight: 342.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)NC(c1c(F)cccc1Cl)C1=C(CCC1=O)N2

Standard InChI:  InChI=1S/C19H16ClFN2O/c1-10-5-6-13-15(9-10)23-19(17-11(20)3-2-4-12(17)21)18-14(22-13)7-8-16(18)24/h2-6,9,19,22-23H,7-8H2,1H3

Standard InChI Key:  HILJHBLCECGBDL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    1.2608  -12.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945  -11.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516  -10.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750  -10.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412  -11.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841  -12.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504  -13.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830  -14.8735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2753  -13.0617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969  -13.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223  -14.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2333  -15.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189  -14.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1935  -14.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5824  -13.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790  -13.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037  -12.9660    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645  -11.6973    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4323  -14.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358  -14.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9432  -13.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1208  -13.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8050  -14.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4935  -13.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  8  1  0
 12 13  2  0
  8 20  1  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 10  9  1  0
 14 16  1  0
 21  7  1  0
  1 17  1  0
  9  7  1  0
  5 18  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  0
 20 21  2  0
  1  2  2  0
  6  7  1  0
 10 11  2  0
  3  4  2  0
 19 20  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 11 12  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA563540

   ---

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: 342.80

Molecular Weight (Monoisotopic): 342.0935

AlogP: 4.98

#Rotatable Bonds: 1

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: 2.52

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.20

References

1. Fu J, Shuttleworth SJ, Connors RV, Chai A, Coward P..  (2009)  Discovery and optimization of a novel Neuromedin B receptor antagonist.,  19  (15): [PMID:19553112] [10.1016/j.bmcl.2009.05.124]

Source

Source(1):

• Scientific Literature