Benzyl-(6,8-dimethyl-1H-pyrazolo[3',4':4,5]thieno[2,3-b]pyridin-3-yl)-amine

ID: ALA4558571

PubChem CID: 89445242

Max Phase: Preclinical

Molecular Formula: C17H16N4S

Molecular Weight: 308.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(n1)sc1c(NCc3ccccc3)n[nH]c12

Standard InChI:  InChI=1S/C17H16N4S/c1-10-8-11(2)19-17-13(10)14-15(22-17)16(21-20-14)18-9-12-6-4-3-5-7-12/h3-8H,9H2,1-2H3,(H2,18,20,21)

Standard InChI Key:  OKALEASRBAPURD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   14.4975  -23.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4964  -24.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2044  -24.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2026  -22.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2002  -22.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9113  -23.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9115  -24.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6945  -24.4586    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7884  -24.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6941  -23.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1832  -23.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9685  -23.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9648  -22.7074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1771  -22.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6318  -24.0117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3769  -23.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0899  -24.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0951  -24.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8071  -25.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5106  -24.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4975  -24.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7850  -23.6574    0.0000 C   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
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558571

   N-benzyl-10,12-dimethyl-7-thia-3,4,9-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),4,9,11-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: 308.41

Molecular Weight (Monoisotopic): 308.1096

AlogP: 4.40

#Rotatable Bonds: 3

Polar Surface Area: 53.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 2.83

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -1.66

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