N,N-dimethyl-2-(6-(5-methylthiophen-2-yl)-1H-pyrrolo[3,2-b]pyridin-1-yl)acetamide

ID: ALA4575739

PubChem CID: 124176242

Max Phase: Preclinical

Molecular Formula: C16H17N3OS

Molecular Weight: 299.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cnc3ccn(CC(=O)N(C)C)c3c2)s1

Standard InChI:  InChI=1S/C16H17N3OS/c1-11-4-5-15(21-11)12-8-14-13(17-9-12)6-7-19(14)10-16(20)18(2)3/h4-9H,10H2,1-3H3

Standard InChI Key:  QLVPQOVZXHEIDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.4992  -16.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4981  -17.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2061  -17.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2044  -16.2899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9130  -16.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9178  -17.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6978  -17.7622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1752  -17.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6900  -16.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9548  -18.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7551  -18.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0122  -19.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2984  -18.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4689  -20.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8125  -19.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7901  -17.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0423  -17.5948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4950  -18.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9031  -18.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7025  -18.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6824  -18.1156    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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575739

   ---

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: 299.40

Molecular Weight (Monoisotopic): 299.1092

AlogP: 3.16

#Rotatable Bonds: 3

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.07

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -2.09

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