2-(6-(4-fluoro-3-methylphenyl)-1H-pyrrolo[3,2-b]pyridin-1-yl)-1-(piperidin-1-yl)ethanone

ID: ALA4588774

PubChem CID: 124176043

Max Phase: Preclinical

Molecular Formula: C21H22FN3O

Molecular Weight: 351.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3ccn(CC(=O)N4CCCCC4)c3c2)ccc1F

Standard InChI:  InChI=1S/C21H22FN3O/c1-15-11-16(5-6-18(15)22)17-12-20-19(23-13-17)7-10-25(20)14-21(26)24-8-3-2-4-9-24/h5-7,10-13H,2-4,8-9,14H2,1H3

Standard InChI Key:  ANLDZCKRYVHYMM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.2393   -2.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9473   -3.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9455   -1.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6542   -1.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6590   -2.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4434   -3.0422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9234   -2.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4356   -1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5313   -3.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8255   -2.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1179   -3.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1169   -4.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8292   -4.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5338   -4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8314   -5.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4094   -4.4242    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.7004   -3.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5007   -3.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7578   -4.7588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0440   -3.3726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2065   -5.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4606   -6.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2604   -6.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8057   -5.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5513   -4.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588774

   ---

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: 351.43

Molecular Weight (Monoisotopic): 351.1747

AlogP: 4.16

#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: 4.34

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -1.85

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