6-(4-fluoro-3-methylphenyl)-1-(pyridin-2-ylmethyl)-1H-pyrrolo[3,2-b]pyridine

ID: ALA4539619

PubChem CID: 124176026

Max Phase: Preclinical

Molecular Formula: C20H16FN3

Molecular Weight: 317.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3ccn(Cc4ccccn4)c3c2)ccc1F

Standard InChI:  InChI=1S/C20H16FN3/c1-14-10-15(5-6-18(14)21)16-11-20-19(23-12-16)7-9-24(20)13-17-4-2-3-8-22-17/h2-12H,13H2,1H3

Standard InChI Key:  QMNIVESMZXTVLD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   15.1207   -9.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1196  -10.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8276  -10.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8259   -8.8155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5345   -9.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5393  -10.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3237  -10.2937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8037   -9.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3159   -8.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4116  -10.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7058  -10.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9983  -10.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9972  -11.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7095  -11.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4142  -11.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7118  -12.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2897  -11.6757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.5807  -11.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3810  -11.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6333  -12.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4328  -12.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9770  -11.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7161  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9173  -10.6267    0.0000 N   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
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 13 17  1  0
  7 18  1  0
 18 19  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
M  END

Alternative Forms

1. Parent:

   

   ALA4539619

   ---

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: 317.37

Molecular Weight (Monoisotopic): 317.1328

AlogP: 4.59

#Rotatable Bonds: 3

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.03

CX LogP: 4.36

CX LogD: 4.35

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -1.98

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