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

ID: ALA164485

Cas Number: 6372-14-1

PubChem CID: 853481

Product Number: P117143, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H19NO3

Molecular Weight: 285.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H19NO3/c19-12-16(11-14-7-3-1-4-8-14)18-17(20)21-13-15-9-5-2-6-10-15/h1-10,16,19H,11-13H2,(H,18,20)/t16-/m0/s1

Standard InChI Key:  WPOFMMJJCPZPAO-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  1  0  0  0  0  0999 V2000
    3.8667    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750    0.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292    1.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042    0.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042    1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9667    1.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000    0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -0.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542    2.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542    0.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -0.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750    2.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4417    1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750    1.6958    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  6  1  0
  9  7  1  0
 10 11  1  0
 11  5  1  0
 12  8  2  0
 13  8  1  0
 14  9  2  0
 15  9  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:

   

   ALA164485

   Z-L-phenylalaninol

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: 285.34

Molecular Weight (Monoisotopic): 285.1365

AlogP: 2.52

#Rotatable Bonds: 6

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -0.21

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]

2. Kung C, Kwon C.  (2010)  Carbamate derivatives of felbamate as potential anticonvulsant agents,  19  (5): [10.1007/s00044-009-9208-6]

3. Loeffler LJ, Sajadi Z, Hall IH..  (1977)  Antineoplastic agents. 1. N-Protected vinyl, 1,2-dihaloethyl, and cyanomethyl esters of phenylalanine.,  20  (12): [PMID:592322] [10.1021/jm00222a008]

Source

Source(1):

• Scientific Literature