(2R)-2-((1,4-Dioxo-1,4-dihydronaphthalen-2-yl)amino)-3-phenyl-N-(m-tolyl)propanamide

ID: ALA4540285

PubChem CID: 141744829

Max Phase: Preclinical

Molecular Formula: C26H22N2O3

Molecular Weight: 410.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)[C@@H](Cc2ccccc2)NC2=CC(=O)c3ccccc3C2=O)c1

Standard InChI:  InChI=1S/C26H22N2O3/c1-17-8-7-11-19(14-17)27-26(31)23(15-18-9-3-2-4-10-18)28-22-16-24(29)20-12-5-6-13-21(20)25(22)30/h2-14,16,23,28H,15H2,1H3,(H,27,31)/t23-/m1/s1

Standard InChI Key:  UGOPOWWFKPDZBW-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

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    4.6742  -17.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6743  -16.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0976  -17.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2197  -18.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5150  -16.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9284  -17.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6315  -18.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3397  -17.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3422  -16.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6305  -16.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9252  -16.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695  -20.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6296  -15.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
  7 30  2  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540285

   ---

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: 410.47

Molecular Weight (Monoisotopic): 410.1630

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.37

References

1. Huang R, Jing X, Huang X, Pan Y, Fang Y, Liang G, Liao Z, Wang H, Chen Z, Zhang Y..  (2020)  Bifunctional Naphthoquinone Aromatic Amide-Oxime Derivatives Exert Combined Immunotherapeutic and Antitumor Effects through Simultaneous Targeting of Indoleamine-2,3-dioxygenase and Signal Transducer and Activator of Transcription 3.,  63  (4): [PMID:31999451] [10.1021/acs.jmedchem.9b01386]

Source

Source(1):

• Scientific Literature