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

ID: ALA4537967

PubChem CID: 124176024

Max Phase: Preclinical

Molecular Formula: C19H19FN2

Molecular Weight: 294.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cnc3ccn(CC4CCC4)c3c2)ccc1F

Standard InChI:  InChI=1S/C19H19FN2/c1-13-9-15(5-6-17(13)20)16-10-19-18(21-11-16)7-8-22(19)12-14-3-2-4-14/h5-11,14H,2-4,12H2,1H3

Standard InChI Key:  MTXPFYDPXWYSJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   25.1912  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1900  -17.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8981  -17.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8963  -16.1372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6049  -16.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6097  -17.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3941  -17.6154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8741  -16.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3863  -16.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4820  -17.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7762  -17.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0687  -17.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0676  -18.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7800  -18.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4846  -18.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7822  -19.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3601  -18.9974    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.6512  -18.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4515  -18.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8980  -19.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5807  -18.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1317  -18.1085    0.0000 C   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  1  0
 22 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537967

   ---

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: 294.37

Molecular Weight (Monoisotopic): 294.1532

AlogP: 4.95

#Rotatable Bonds: 3

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.30

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -1.51

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