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

ID: ALA4526512

PubChem CID: 124176103

Max Phase: Preclinical

Molecular Formula: C18H14FN3O

Molecular Weight: 307.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3ccn(Cc4ncco4)c3c2)ccc1F

Standard InChI:  InChI=1S/C18H14FN3O/c1-12-8-13(2-3-15(12)19)14-9-17-16(21-10-14)4-6-22(17)11-18-20-5-7-23-18/h2-10H,11H2,1H3

Standard InChI Key:  HKJPMNDKQPARAT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.7862  -16.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7850  -17.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4931  -17.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913  -16.3559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1999  -16.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047  -17.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9891  -17.8341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4691  -17.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9813  -16.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770  -17.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712  -17.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637  -17.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6626  -18.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749  -19.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796  -18.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3772  -20.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551  -19.2161    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2462  -18.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0465  -18.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3824  -19.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1946  -19.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3598  -18.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6497  -18.2221    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  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526512

   ---

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: 307.33

Molecular Weight (Monoisotopic): 307.1121

AlogP: 4.19

#Rotatable Bonds: 3

Polar Surface Area: 43.85

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.27

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -1.58

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