2-Amino-6-(hydroxymethyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

ID: ALA4070658

PubChem CID: 137639239

Max Phase: Preclinical

Molecular Formula: C10H14N2O2S

Molecular Weight: 226.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(N)sc2c1CCC(CO)C2

Standard InChI:  InChI=1S/C10H14N2O2S/c11-9(14)8-6-2-1-5(4-13)3-7(6)15-10(8)12/h5,13H,1-4,12H2,(H2,11,14)

Standard InChI Key:  HJWNUVFNELQHSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   32.5194  -21.6115    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.0036  -20.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5244  -20.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7784  -19.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5780  -19.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2327  -18.9030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8208  -20.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7431  -21.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7452  -20.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0467  -20.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3415  -20.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3394  -21.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0424  -21.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6302  -21.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9240  -21.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0
  1  2  1  0
  2  3  2  0
  3  9  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  2  7  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4070658

   ---

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: 226.30

Molecular Weight (Monoisotopic): 226.0776

AlogP: 0.53

#Rotatable Bonds: 2

Polar Surface Area: 89.34

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.10

CX LogD: 1.10

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: -0.76

References

1. Llona-Minguez S, Fayezi S, Alihemmati A, Juárez-Jiménez J, Piedrafita FJ, Helleday T..  (2017)  Tetrahydrobenzothiophene carboxamides: Beyond the kinase domain and into the fatty acid realm.,  27  (18): [PMID:28807439] [10.1016/j.bmcl.2017.08.006]

Source

Source(1):

• Scientific Literature