1-methyl-6-(3-phenylpropoxy)-1H-benzo[d]imidazol-2(3H)-one

ID: ALA4476196

PubChem CID: 155538243

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)[nH]c2ccc(OCCCc3ccccc3)cc21

Standard InChI:  InChI=1S/C17H18N2O2/c1-19-16-12-14(9-10-15(16)18-17(19)20)21-11-5-8-13-6-3-2-4-7-13/h2-4,6-7,9-10,12H,5,8,11H2,1H3,(H,18,20)

Standard InChI Key:  BDQVJWNGVMLMEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   36.0456  -16.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0444  -16.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7599  -17.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7581  -15.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4742  -16.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4790  -16.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2673  -17.2192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7496  -16.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2594  -15.8808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5754  -16.5423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3289  -17.3850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5270  -18.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6141  -16.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8986  -17.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1838  -16.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4754  -17.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7690  -16.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0610  -17.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0632  -18.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7790  -18.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4841  -18.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  2 11  1  0
  7 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476196

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 2.88

#Rotatable Bonds: 5

Polar Surface Area: 47.02

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -0.67

References

1. Cheng K, Li S, Lv X, Tian Y, Kong H, Huang X, Duan Y, Han J, Xie Z, Liao C..  (2019)  Design, synthesis and biological evaluation of novel human monoamine oxidase B inhibitors based on a fragment in an X-ray crystal structure.,  29  (8): [PMID:30792039] [10.1016/j.bmcl.2019.02.008]

Source

Source(1):

• Scientific Literature