2-amino-5,5-dimethyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carbonitrile2-amino-5,5-dimethyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

ID: ALA1632444

Cas Number: 5705-28-2

PubChem CID: 738895

Max Phase: Preclinical

Molecular Formula: C10H12N2OS

Molecular Weight: 208.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Cc2c(sc(N)c2C#N)CO1

Standard InChI:  InChI=1S/C10H12N2OS/c1-10(2)3-6-7(4-11)9(12)14-8(6)5-13-10/h3,5,12H2,1-2H3

Standard InChI Key:  VOXMJYYKAHZMMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -4.3292  -11.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3292  -12.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171  -12.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171  -10.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051  -11.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052  -11.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239  -12.2504    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410  -11.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1239  -10.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160  -11.5858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689  -10.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166   -9.3486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5458  -10.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1292  -11.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  5  4  1  0
  8 10  1  0
  5  6  2  0
  9 11  1  0
 11 12  3  0
  1  2  1  0
  1 13  1  0
  1  4  1  0
  1 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1632444

   2-Amino-5,5-dimethyl-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: 208.29

Molecular Weight (Monoisotopic): 208.0670

AlogP: 2.05

#Rotatable Bonds: ┄

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: 1.69

CX LogD: 1.69

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.71

Np Likeness Score: -1.53

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