N-[4-(6,6-dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexan-3-yl)phenyl]pyridine-2-carboxamide

ID: ALA4787147

PubChem CID: 162666895

Max Phase: Preclinical

Molecular Formula: C19H17N3O3

Molecular Weight: 335.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)C2C(=O)N(c3ccc(NC(=O)c4ccccn4)cc3)C(=O)C21

Standard InChI:  InChI=1S/C19H17N3O3/c1-19(2)14-15(19)18(25)22(17(14)24)12-8-6-11(7-9-12)21-16(23)13-5-3-4-10-20-13/h3-10,14-15H,1-2H3,(H,21,23)

Standard InChI Key:  MALZZUSCDPMFGK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.5402   -4.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2501   -4.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5449   -3.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2656   -4.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6702   -4.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2596   -3.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4446   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0419   -4.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4548   -4.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4873   -4.1411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8924   -3.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7096   -3.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4804   -2.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1186   -4.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9350   -4.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3410   -3.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9245   -2.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1094   -2.7193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2247   -4.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7375   -3.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7501   -4.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9855   -2.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0090   -5.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9705   -4.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9612   -3.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
  8 19  1  0
 19 20  1  0
 20 25  1  0
 24 21  1  0
 21 19  1  0
 20 22  2  0
 21 23  2  0
 25 24  1  0
  2 25  1  0
 24  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4787147

   ---

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: 335.36

Molecular Weight (Monoisotopic): 335.1270

AlogP: 2.48

#Rotatable Bonds: 3

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.49

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -1.23

References

1. Davis DC,Bungard JD,Chang S,Rodriguez AL,Blobaum AL,Boutaud O,Melancon BJ,Niswender CM,Jeffrey Conn P,Lindsley CW.  (2021)  Lead optimization of the VU0486321 series of mGlu PAMs. Part 4: SAR reveals positive cooperativity across multiple mGlu receptor subtypes leading to subtype unselective PAMs.,  32  [PMID:33253881] [10.1016/j.bmcl.2020.127724]

Source

Source(1):

• Scientific Literature