2-(6-(3-(difluoromethyl)-4-fluorophenyl)-1H-pyrrolo[3,2-b]pyridin-1-yl)-N,N-dimethylacetamide

ID: ALA4547576

PubChem CID: 155553391

Max Phase: Preclinical

Molecular Formula: C18H16F3N3O

Molecular Weight: 347.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Cn1ccc2ncc(-c3ccc(F)c(C(F)F)c3)cc21

Standard InChI:  InChI=1S/C18H16F3N3O/c1-23(2)17(25)10-24-6-5-15-16(24)8-12(9-22-15)11-3-4-14(19)13(7-11)18(20)21/h3-9,18H,10H2,1-2H3

Standard InChI Key:  DNBUFJYOCPLTQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.6255   -9.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6243  -10.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3324  -10.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3306   -8.9723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392   -9.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0440  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8240  -10.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3014   -9.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8163   -9.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0811  -11.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8814  -11.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1384  -12.1613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4247  -10.7751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5952  -12.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9387  -12.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9163  -10.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2105  -10.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5030  -10.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5019  -11.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2143  -11.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9189  -11.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7944  -11.8325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2165  -12.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5099  -13.0603    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9253  -13.0564    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  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 15  1  0
  2 16  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
 19 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547576

   ---

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: 347.34

Molecular Weight (Monoisotopic): 347.1245

AlogP: 3.87

#Rotatable Bonds: 4

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.34

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.87

References

1. Chrovian CC, Soyode-Johnson A, Wall JL, Rech JC, Schoellerman J, Lord B, Coe KJ, Carruthers NI, Nguyen L, Jiang X, Koudriakova T, Balana B, Letavic MA..  (2019)  1H-Pyrrolo[3,2-b]pyridine GluN2B-Selective Negative Allosteric Modulators.,  10  (3): [PMID:30891123] [10.1021/acsmedchemlett.8b00542]

Source

Source(1):

• Scientific Literature