1-ethyl-6-(3-(3-fluorophenoxy)propoxy)-1H-benzo[d]imidazol-2(3H)-one

ID: ALA4474206

PubChem CID: 155536973

Max Phase: Preclinical

Molecular Formula: C18H20N2O3

Molecular Weight: 312.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(=O)[nH]c2ccc(OCCCOc3ccccc3)cc21

Standard InChI:  InChI=1S/C18H20N2O3/c1-2-20-17-13-15(9-10-16(17)19-18(20)21)23-12-6-11-22-14-7-4-3-5-8-14/h3-5,7-10,13H,2,6,11-12H2,1H3,(H,19,21)

Standard InChI Key:  YCBOJBJOXGCRJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   18.9476  -21.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9465  -21.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6612  -22.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6594  -20.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3747  -21.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3796  -21.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1671  -22.0974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6489  -21.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1592  -20.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4739  -21.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2316  -22.2631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4265  -22.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5176  -21.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8028  -22.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0887  -21.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8781  -23.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3739  -22.2609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6598  -21.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6656  -21.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9523  -20.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2365  -21.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2385  -21.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9524  -22.2624    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
 12 16  1  0
 15 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  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474206

   ---

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: 312.37

Molecular Weight (Monoisotopic): 312.1474

AlogP: 3.20

#Rotatable Bonds: 7

Polar Surface Area: 56.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -0.82

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