5-methylsulfonyl-2-phenyl-1H-benzimidazole

ID: ALA4781597

Cas Number: 1255098-90-8

PubChem CID: 20614939

Max Phase: Preclinical

Molecular Formula: C14H12N2O2S

Molecular Weight: 272.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc2[nH]c(-c3ccccc3)nc2c1

Standard InChI:  InChI=1S/C14H12N2O2S/c1-19(17,18)11-7-8-12-13(9-11)16-14(15-12)10-5-3-2-4-6-10/h2-9H,1H3,(H,15,16)

Standard InChI Key:  QRIOGHDSSIVIOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.6633   -2.8354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -2.1296    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2584   -2.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833   -3.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896   -2.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -2.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -3.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9814   -3.6120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4651   -2.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9810   -2.2801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -2.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6873   -3.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5038   -3.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9129   -2.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997   -2.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6846   -2.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0765   -1.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 13  1  0
  4  2  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781597

   5-(Methylsulfonyl)-2-phenyl-1H-benzo[d]imidazole

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: 272.33

Molecular Weight (Monoisotopic): 272.0619

AlogP: 2.63

#Rotatable Bonds: 2

Polar Surface Area: 62.82

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.52

CX Basic pKa: 3.61

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -1.63

References

1. Moningka R,Romero FA,Hastings NB,Guo Z,Wang M,Di Salvo J,Li Y,Trusca D,Deng Q,Tong V,Terebetski JL,Ball RG,Ujjainwalla F.  (2020)  Fragment-based lead discovery of a novel class of small molecule antagonists of neuropeptide B/W receptor subtype 1 (GPR7).,  30  (23): [PMID:32898693] [10.1016/j.bmcl.2020.127510]

2. de Esch IJP, Erlanson DA, Jahnke W, Johnson CN, Walsh L..  (2022)  Fragment-to-Lead Medicinal Chemistry Publications in 2020.,  65  (1.0): [PMID:34928151] [10.1021/acs.jmedchem.1c01803]

Source

Source(1):

• Scientific Literature