N-((S)-1-Mercaptomethyl-2-phenyl-ethyl)-benzamide

ID: ALA352899

PubChem CID: 44375209

Max Phase: Preclinical

Molecular Formula: C16H17NOS

Molecular Weight: 271.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](CS)Cc1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C16H17NOS/c18-16(14-9-5-2-6-10-14)17-15(12-19)11-13-7-3-1-4-8-13/h1-10,15,19H,11-12H2,(H,17,18)/t15-/m0/s1

Standard InChI Key:  FSHSKKHSLZOGFJ-HNNXBMFYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  1  0  0  0  0  0999 V2000
    2.9667    0.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -0.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292    1.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667    0.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -1.1167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542    1.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542    0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0792    0.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1750    1.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    0.9375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  2  1  0
  5  6  1  1
  7  9  1  0
  8  6  1  0
  9  5  1  0
 10  4  2  0
 11  4  1  0
 12  8  2  0
 13  8  1  0
 14 11  2  0
 15 10  1  0
 16 13  2  0
 17 12  1  0
 18 16  1  0
 19 14  1  0
  5 20  1  6
 19 15  2  0
 17 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA352899

   N-((S)-1-Mercaptomethyl-2-phenyl-ethyl)-benzamide

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: 271.39

Molecular Weight (Monoisotopic): 271.1031

AlogP: 2.96

#Rotatable Bonds: 5

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -0.45

References

1. Han MS, Oh DJ, Kim DH..  (2004)  Inhibition of alpha-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion.,  14  (3): [PMID:14741272] [10.1016/j.bmcl.2003.11.058]

Source

Source(1):

• Scientific Literature