2-amino-5-ethyl-5-methyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carbonitrile

ID: ALA1632445

PubChem CID: 3322967

Max Phase: Preclinical

Molecular Formula: C11H14N2OS

Molecular Weight: 222.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(C)Cc2c(sc(N)c2C#N)CO1

Standard InChI:  InChI=1S/C11H14N2OS/c1-3-11(2)4-7-8(5-12)10(13)15-9(7)6-14-11/h3-4,6,13H2,1-2H3

Standard InChI Key:  MWAZOYNUQVFXDA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    2.8216  -10.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339  -12.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5339  -10.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461  -10.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2460  -11.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276  -11.9414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106  -11.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276  -10.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359  -11.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2827   -9.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335   -9.0431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049  -10.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1048  -11.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925  -10.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8216  -11.6909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  4  3  1  0
  7  9  1  0
  4  5  2  0
  8 10  1  0
 10 11  3  0
  1 15  1  0
  1 12  1  0
  1  3  1  0
  1 13  1  0
 15  2  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1632445

   2-amino-5-ethyl-5-methyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 222.31

Molecular Weight (Monoisotopic): 222.0827

AlogP: 2.44

#Rotatable Bonds: 1

Polar Surface Area: 59.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: -1.15

References

1. Scheich C, Puetter V, Schade M..  (2010)  Novel small molecule inhibitors of MDR Mycobacterium tuberculosis by NMR fragment screening of antigen 85C.,  53  (23): [PMID:21073150] [10.1021/jm100993z]

Source

Source(1):

• Scientific Literature