N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-3,4,6-trimethylthieno[2,3-b]pyridine-2-carboxamide

ID: ALA4467950

PubChem CID: 41358726

Max Phase: Preclinical

Molecular Formula: C20H20N2O3S

Molecular Weight: 368.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(C)c(C(=O)NCc3ccc4c(c3)OCCO4)sc2n1

Standard InChI:  InChI=1S/C20H20N2O3S/c1-11-8-12(2)22-20-17(11)13(3)18(26-20)19(23)21-10-14-4-5-15-16(9-14)25-7-6-24-15/h4-5,8-9H,6-7,10H2,1-3H3,(H,21,23)

Standard InChI Key:  MNPAUPZTLSHYKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.7515  -10.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596  -10.7541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578   -9.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4553   -8.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1664   -9.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1666  -10.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9496  -10.5994    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -9.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492   -9.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2505   -9.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594  -10.6405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6589   -9.2251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4765  -10.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0435  -10.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8854  -11.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4741  -12.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8823  -12.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6980  -11.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2015   -8.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1081  -12.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7047  -12.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1213  -13.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9431  -13.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3465  -12.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9282  -12.0292    0.0000 O   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  9  1  0
  9 10  2  0
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  9 11  1  0
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 11 13  2  0
 12 14  1  0
  2 15  1  0
 14 16  1  0
 16 17  2  0
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 18 22  2  0
 21 19  2  0
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 10 20  1  0
 21 22  1  0
 21 26  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4467950

   N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-3,4,6-trimethylthieno[2,3-b]pyridine-2-carboxamide

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: 368.46

Molecular Weight (Monoisotopic): 368.1195

AlogP: 3.92

#Rotatable Bonds: 3

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.00

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.79

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