(7-Chloro-1,6,8-trimethyl-1H-pyrazolo[3',4':4,5]thieno[2,3-b]pyridin-3-yl)-(4-fluoro-benzyl)-amine

ID: ALA4524698

PubChem CID: 71516707

Max Phase: Preclinical

Molecular Formula: C18H16ClFN4S

Molecular Weight: 374.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2sc3c(NCc4ccc(F)cc4)nn(C)c3c2c(C)c1Cl

Standard InChI:  InChI=1S/C18H16ClFN4S/c1-9-13-15-16(25-18(13)22-10(2)14(9)19)17(23-24(15)3)21-8-11-4-6-12(20)7-5-11/h4-7H,8H2,1-3H3,(H,21,23)

Standard InChI Key:  NLPSMTDJQAEISO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.0911   -3.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0899   -4.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7980   -4.5509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7962   -2.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7938   -2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5051   -4.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -4.3961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2876   -3.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7768   -3.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5621   -3.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583   -2.6449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707   -2.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2254   -3.9493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9704   -3.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6835   -4.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833   -2.9140    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6889   -4.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4011   -5.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1043   -4.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0908   -3.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3780   -3.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8179   -5.2091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  4  5  1  0
  6  7  1  0
  7  8  1  0
  8 11  1  0
 10  6  1  0
  2  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
 14 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 17  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524698

   11-chloro-N-[(4-fluorophenyl)methyl]-3,10,12-trimethyl-7-thia-3,4,9-triazatricyclo[6.4.0.02,6]dodeca-1(12),2(6),4,8,10-pentaen-5-amine

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: 374.87

Molecular Weight (Monoisotopic): 374.0768

AlogP: 5.20

#Rotatable Bonds: 3

Polar Surface Area: 42.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.18

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.90

References

1. Poslusney MS, Salovich JM, Wood MR, Melancon BJ, Bollinger KA, Luscombe VB, Rodriguez AL, Engers DW, Bridges TM, Niswender CM, Conn PJ, Lindsley CW..  (2019)  Novel M₄ positive allosteric modulators derived from questioning the role and impact of a presumed intramolecular hydrogen-bonding motif in β-amino carboxamide-harboring ligands.,  29  (3): [PMID:30580918] [10.1016/j.bmcl.2018.12.039]

Source

Source(1):

• Scientific Literature