3-amino-5-chloro-N-(2,3-dihydro-1H-inden-2-yl)-4-methylthieno[3,2-e][1,2,4]triazolo[4,3-a]pyridine-2-carboxamide

ID: ALA4475459

PubChem CID: 134207707

Max Phase: Preclinical

Molecular Formula: C19H16ClN5OS

Molecular Weight: 397.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)c2nncn2c2sc(C(=O)NC3Cc4ccccc4C3)c(N)c12

Standard InChI:  InChI=1S/C19H16ClN5OS/c1-9-13-15(21)16(27-19(13)25-8-22-24-17(25)14(9)20)18(26)23-12-6-10-4-2-3-5-11(10)7-12/h2-5,8,12H,6-7,21H2,1H3,(H,23,26)

Standard InChI Key:  DHGPUZFWACZSFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   20.4675   -3.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1802   -3.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8928   -3.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8974   -4.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6807   -4.6041    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.1603   -3.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6734   -3.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1802   -4.7666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4654   -4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8596   -4.9166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2000   -5.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0161   -5.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1802   -2.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9242   -2.4873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9860   -3.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4028   -4.6445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3949   -3.2144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7519   -3.1205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.2285   -4.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7145   -5.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7070   -3.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4937   -4.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4952   -5.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2097   -5.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9233   -5.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9178   -4.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2027   -3.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1  2  2  0
  8  4  1  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  2 13  1  0
  7 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  2  0
  1 18  1  0
 16 19  1  0
 19 20  1  0
 20 23  1  0
 22 21  1  0
 21 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475459

   ---

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: 397.89

Molecular Weight (Monoisotopic): 397.0764

AlogP: 3.39

#Rotatable Bonds: 2

Polar Surface Area: 85.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.54

References

1. Chopko TC, Han C, Gregro AR, Engers DW, Felts AS, Poslusney MS, Bollinger KA, Morrison RD, Bubser M, Lamsal A, Luscombe VB, Cho HP, Schnetz-Boutaud NC, Rodriguez AL, Chang S, Daniels JS, Stec DF, Niswender CM, Jones CK, Wood MR, Wood MW, Duggan ME, Brandon NJ, Conn PJ, Bridges TM, Lindsley CW, Melancon BJ..  (2019)  SAR inspired by aldehyde oxidase (AO) metabolism: Discovery of novel, CNS penetrant tricyclic M4 PAMs.,  29  (16): [PMID:31248774] [10.1016/j.bmcl.2019.06.032]

Source

Source(1):

• Scientific Literature