2-((6-(4-fluoro-3-methylphenyl)-1H-pyrrolo[3,2-b]pyridin-1-yl)methyl)-5-methyl-1,3,4-oxadiazole

ID: ALA4590530

PubChem CID: 155567885

Max Phase: Preclinical

Molecular Formula: C18H15FN4O

Molecular Weight: 322.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nnc(Cn2ccc3ncc(-c4ccc(F)c(C)c4)cc32)o1

Standard InChI:  InChI=1S/C18H15FN4O/c1-11-7-13(3-4-15(11)19)14-8-17-16(20-9-14)5-6-23(17)10-18-22-21-12(2)24-18/h3-9H,10H2,1-2H3

Standard InChI Key:  RPFRKCVXNUCBIT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.2902   -9.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2891  -10.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9971  -10.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9954   -8.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7040   -9.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7088  -10.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4932  -10.4423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9732   -9.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4854   -9.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5811  -10.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8753  -10.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1677  -10.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1667  -11.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8790  -11.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5836  -11.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8813  -12.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4592  -11.8243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.7502  -11.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5505  -11.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8864  -12.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6987  -12.0350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8639  -11.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1538  -10.8303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6085  -10.8978    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  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4590530

   ---

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: 322.34

Molecular Weight (Monoisotopic): 322.1230

AlogP: 3.89

#Rotatable Bonds: 3

Polar Surface Area: 56.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.26

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: -2.03

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