N,N-dimethyl-2-(6-(4-methylthiophen-2-yl)-1H-pyrrolo[3,2-b]pyridin-1-yl)acetamide

ID: ALA4529810

PubChem CID: 124175991

Max Phase: Preclinical

Molecular Formula: C16H17N3OS

Molecular Weight: 299.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1csc(-c2cnc3ccn(CC(=O)N(C)C)c3c2)c1

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

Standard InChI Key:  GFVHWHJSAPNZOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   26.7595  -16.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7584  -16.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4664  -17.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4646  -15.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1733  -16.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1781  -16.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9581  -17.1431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4355  -16.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9503  -15.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2151  -17.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0154  -18.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2725  -18.8598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5587  -17.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7292  -19.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0728  -19.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0504  -17.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3026  -16.9757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.7553  -17.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1634  -18.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9628  -18.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8305  -19.0369    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
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529810

   ---

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: 4.06

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.88

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