SID14723904

ID: ALA1412798

Cas Number: 20036-97-9

PubChem CID: 290230

Max Phase: Preclinical

Molecular Formula: C11H12N2OS

Molecular Weight: 220.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1sc2c(c1C#N)CCCC2

Standard InChI:  InChI=1S/C11H12N2OS/c1-7(14)13-11-9(6-12)8-4-2-3-5-10(8)15-11/h2-5H2,1H3,(H,13,14)

Standard InChI Key:  PMJUHOMXJHGRKV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    0.8182    0.6771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293    0.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918    0.0096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -2.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -0.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8182   -0.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028    0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3173    0.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632   -1.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -0.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317    0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043    0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918    1.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  1  8  1  0
  2 14  2  0
  3  7  1  0
  3 14  1  0
  4 11  3  0
  5  6  1  0
  5  8  2  0
  5  9  1  0
  6  7  2  0
  6 11  1  0
  8 10  1  0
  9 12  1  0
 10 13  1  0
 12 13  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1412798

   N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)acetamide

Molecule Features

Natural Product: Yes

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: 220.30

Molecular Weight (Monoisotopic): 220.0670

AlogP: 2.46

#Rotatable Bonds: 1

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.57

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: -2.53

References

1. PubChem BioAssay data set, 

2. 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]

3. Harikrishnan LS, Srivastava N, Kayser LE, Nirschl DS, Kumaragurubaran K, Roy A, Gupta A, Karmakar S, Karatt T, Mathur A, Burford NT, Chen J, Kong Y, Cvijic M, Cooper CB, Poss MA, Trainor GL, Wong TW..  (2012)  Identification and optimization of small molecule antagonists of vasoactive intestinal peptide receptor-1 (VIPR1).,  22  (6): [PMID:22365758] [10.1016/j.bmcl.2012.01.082]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays