(S)-(1-hexyl-5-hydroxy-4-oxo-1,4-dihydropyridin-2-yl)methyl 2-amino-3-phenylpropanoate

ID: ALA4556868

PubChem CID: 72163243

Max Phase: Preclinical

Molecular Formula: C21H28N2O4

Molecular Weight: 372.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCn1cc(O)c(=O)cc1COC(=O)[C@@H](N)Cc1ccccc1

Standard InChI:  InChI=1S/C21H28N2O4/c1-2-3-4-8-11-23-14-20(25)19(24)13-17(23)15-27-21(26)18(22)12-16-9-6-5-7-10-16/h5-7,9-10,13-14,18,25H,2-4,8,11-12,15,22H2,1H3/t18-/m0/s1

Standard InChI Key:  YYFGOTXRWISRGI-SFHVURJKSA-N

Molfile:  

 
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   21.5356  -21.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2453  -20.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2424  -19.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.2478  -22.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6645  -23.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3703  -21.9554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0787  -22.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7857  -21.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4919  -22.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1969  -21.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.9084  -20.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4931  -19.9147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4896  -23.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1962  -23.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9051  -23.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6116  -23.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3205  -23.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0270  -23.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4556868

   (1-hexyl-5-hydroxy-4-oxopyridin-2-yl)methyl (2S)-2-amino-3-phenylpropanoate

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: 372.47

Molecular Weight (Monoisotopic): 372.2049

AlogP: 2.75

#Rotatable Bonds: 10

Polar Surface Area: 94.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: 6.77

CX LogP: 3.52

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: 0.07

References

1. Pillaiyar T, Namasivayam V, Manickam M, Jung SH..  (2018)  Inhibitors of Melanogenesis: An Updated Review.,  61  (17): [PMID:29763564] [10.1021/acs.jmedchem.7b00967]

Source

Source(1):

• Scientific Literature