((S)-1-Mercaptomethyl-2-phenyl-ethyl)-carbamic acid benzyl ester

ID: ALA161635

PubChem CID: 44375224

Max Phase: Preclinical

Molecular Formula: C17H19NO2S

Molecular Weight: 301.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](CS)Cc1ccccc1)OCc1ccccc1

Standard InChI:  InChI=1S/C17H19NO2S/c19-17(20-12-15-9-5-2-6-10-15)18-16(13-21)11-14-7-3-1-4-8-14/h1-10,16,21H,11-13H2,(H,18,19)/t16-/m0/s1

Standard InChI Key:  FZTHQRFJLCZHTP-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  1  0  0  0  0  0999 V2000
    5.3500   -3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -3.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -2.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875   -3.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4500   -2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -4.2542    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -2.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7375   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6375   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -3.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -4.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4625   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -4.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -5.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5542   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9250   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792   -5.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -2.1917    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  4  1  0
  8 11  1  0
  9  6  1  0
 10  7  1  0
 11  5  1  0
 12  9  2  0
 13  9  1  0
 14 10  2  0
 15 10  1  0
 16 13  2  0
 17 14  1  0
 18 15  2  0
 19 12  1  0
 20 16  1  0
 21 18  1  0
  5 22  1  6
 21 17  2  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA161635

   ((S)-1-Mercaptomethyl-2-phenyl-ethyl)-carbamic acid benzyl ester

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: 301.41

Molecular Weight (Monoisotopic): 301.1136

AlogP: 3.45

#Rotatable Bonds: 6

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.37

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