(S)-N-(1-Phenylethyl)-2-(toluene-4-methanesulfonylamino)acetamide

ID: ALA4553345

PubChem CID: 89717845

Max Phase: Preclinical

Molecular Formula: C17H20N2O3S

Molecular Weight: 332.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NCC(=O)N[C@@H](C)c2ccccc2)cc1

Standard InChI:  InChI=1S/C17H20N2O3S/c1-13-8-10-16(11-9-13)23(21,22)18-12-17(20)19-14(2)15-6-4-3-5-7-15/h3-11,14,18H,12H2,1-2H3,(H,19,20)/t14-/m0/s1

Standard InChI Key:  WITPNCPOSYVJAA-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   29.9428   -3.5391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5342   -2.8263    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.1212   -3.5365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8184   -2.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2480   -2.4143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9644   -2.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6777   -2.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3940   -2.8190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6746   -1.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1073   -2.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8236   -2.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1041   -1.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8240   -3.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5396   -4.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2538   -3.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2480   -2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5319   -2.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8166   -1.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1017   -1.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3908   -1.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3993   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1148   -2.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6726   -1.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  1
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
  4 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  4  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553345

   2-[(4-methylphenyl)sulfonylamino]-N-[(1S)-1-phenylethyl]acetamide

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: 332.43

Molecular Weight (Monoisotopic): 332.1195

AlogP: 2.15

#Rotatable Bonds: 6

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.38

CX Basic pKa: ┄

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: -1.68

References

1.  (2014)  Serine racemase inhibitor, 

Source

Source(1):

• Patent Bioactivity Data