8-chloro-9-(3-methoxypyridin-4-yl)-2-methyl-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one

ID: ALA4874818

PubChem CID: 164627620

Max Phase: Preclinical

Molecular Formula: C16H12ClN5O2

Molecular Weight: 341.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cnccc1-c1cc2c(cc1Cl)[nH]c(=O)n1nc(C)nc21

Standard InChI:  InChI=1S/C16H12ClN5O2/c1-8-19-15-11-5-10(9-3-4-18-7-14(9)24-2)12(17)6-13(11)20-16(23)22(15)21-8/h3-7H,1-2H3,(H,20,23)

Standard InChI Key:  GUHXFWYBLHWPTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   19.5121  -18.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5110  -19.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2190  -20.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2172  -18.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9259  -18.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9247  -19.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6348  -20.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3506  -19.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0572  -20.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6347  -18.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3481  -18.8557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9056  -18.2866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5367  -17.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7513  -17.7133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9002  -16.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8064  -18.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8075  -17.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1006  -17.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3920  -17.6931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3948  -18.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1023  -18.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8029  -20.1468    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5156  -17.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2229  -17.6937    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8 11  1  0
  8  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
 13 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
  2 22  1  0
 17 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874818

   ---

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: 341.76

Molecular Weight (Monoisotopic): 341.0680

AlogP: 2.60

#Rotatable Bonds: 2

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.73

CX Basic pKa: 4.80

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.12

References

1. Rietz TA, Teuscher KB, Mills JJ, Gogliotti RD, Lepovitz LT, Scaggs WR, Yoshida K, Luong K, Lee T, Fesik SW..  (2021)  Fragment-Based Discovery of Small Molecules Bound to T-Cell Immunoglobulin and Mucin Domain-Containing Molecule 3 (TIM-3).,  64  (19.0): [PMID:34597046] [10.1021/acs.jmedchem.1c01336]

Source

Source(1):

• Scientific Literature