(S)-2-(1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)-3-phenylpropanoic acid

ID: ALA4469689

PubChem CID: 45785036

Max Phase: Preclinical

Molecular Formula: C19H15NO4

Molecular Weight: 321.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=C(N[C@@H](Cc2ccccc2)C(=O)O)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C19H15NO4/c21-17-11-15(18(22)14-9-5-4-8-13(14)17)20-16(19(23)24)10-12-6-2-1-3-7-12/h1-9,11,16,20H,10H2,(H,23,24)/t16-/m0/s1

Standard InChI Key:  NKLMFCNSZRLCJX-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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   29.2409   -4.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9462   -3.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9462   -3.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2409   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5357   -3.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5382   -3.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8345   -2.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1277   -3.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1291   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8334   -4.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2409   -5.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2395   -1.9274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6533   -4.3841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3616   -3.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0687   -4.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7770   -3.9786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0676   -5.2034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3628   -3.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0711   -2.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7738   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4817   -2.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4833   -1.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7712   -1.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0663   -1.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  2  0
  4 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  1
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4469689

   (2S)-2-[(1,4-dioxonaphthalen-2-yl)amino]-3-phenylpropanoic acid

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: 321.33

Molecular Weight (Monoisotopic): 321.1001

AlogP: 2.24

#Rotatable Bonds: 5

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.73

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: 0.39

References

1. Fernandes GFDS, Fernandes BC, Valente V, Dos Santos JL..  (2019)  Recent advances in the discovery of small molecules targeting glioblastoma.,  164  [PMID:30583248] [10.1016/j.ejmech.2018.12.033]

Source

Source(1):

• Scientific Literature