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

ID: ALA4571666

PubChem CID: 124176287

Max Phase: Preclinical

Molecular Formula: C18H16F3N3O

Molecular Weight: 347.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Cn1ccc2ncc(-c3cccc(C(F)(F)F)c3)cc21

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

Standard InChI Key:  XLLXNJWERSVYQO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.6820  -23.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6809  -23.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3890  -24.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3872  -22.7325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0958  -23.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1006  -23.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8806  -24.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3580  -23.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8729  -22.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1376  -24.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9380  -25.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1950  -25.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4812  -24.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6517  -26.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9953  -26.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9729  -24.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2671  -23.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5596  -24.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5585  -25.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2708  -25.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9755  -25.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2731  -26.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5665  -26.8205    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9819  -26.8166    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2678  -27.2232    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
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  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
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571666

   ---

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: 4.33

CX LogP: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.90

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