N,N-dimethyl-2-(6-(2-(trifluoromethyl)phenyl)-1H-pyrrolo[3,2-b]pyridin-1-yl)acetamide

ID: ALA4463483

PubChem CID: 155530060

Max Phase: Preclinical

Molecular Formula: C18H16F3N3O

Molecular Weight: 347.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Cn1ccc2ncc(-c3ccccc3C(F)(F)F)cc21

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

Standard InChI Key:  ASFMVAGVUIWWMD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   35.5010  -23.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4999  -23.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2079  -24.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2061  -22.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9147  -23.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9195  -23.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6996  -24.2378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1769  -23.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6918  -22.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9566  -25.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7569  -25.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0139  -25.9545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3002  -24.5683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4707  -26.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8143  -26.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7918  -24.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0861  -23.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3785  -24.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3774  -25.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0898  -25.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7944  -25.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5034  -25.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5059  -26.4396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.2098  -25.2116    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.2082  -26.0304    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
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463483

   ---

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: 3.81

#Rotatable Bonds: 3

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: 4.26

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.70

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