1-(1,3-benzodioxol-5-yl)-7-fluoro-6-(4-pyridyl)benzimidazole

ID: ALA4764647

PubChem CID: 146315994

Max Phase: Preclinical

Molecular Formula: C19H12FN3O2

Molecular Weight: 333.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1c(-c2ccncc2)ccc2ncn(-c3ccc4c(c3)OCO4)c12

Standard InChI:  InChI=1S/C19H12FN3O2/c20-18-14(12-5-7-21-8-6-12)2-3-15-19(18)23(10-22-15)13-1-4-16-17(9-13)25-11-24-16/h1-10H,11H2

Standard InChI Key:  YUAKVMIYOHSBTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    4.3611   -2.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3599   -3.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680   -3.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7748   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751   -3.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5537   -3.6390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0347   -2.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533   -2.3145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8065   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2566   -5.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5088   -5.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013   -4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8564   -5.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090   -5.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7170   -6.6716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5167   -6.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6027   -5.6897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6538   -3.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9461   -3.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -3.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -4.6136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -5.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6545   -4.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0701   -4.6169    0.0000 F   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  2  0
  9  5  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13 10  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  2 19  1  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764647

   ---

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: 333.32

Molecular Weight (Monoisotopic): 333.0914

AlogP: 3.96

#Rotatable Bonds: 2

Polar Surface Area: 49.17

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.22

CX LogP: 3.34

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.81

References

1. Kargbo RB.  (2020)  Selective DYRK1A Inhibitor for the Treatment of Neurodegenerative Diseases: Alzheimer, Parkinson, Huntington, and Down Syndrome.,  11  (10): [PMID:33062155] [10.1021/acsmedchemlett.0c00346]

Source

Source(1):

• Scientific Literature