N-(2-chloro-5-propionamidophenyl)benzo[d][1,3]dioxole-5-carboxamide

ID: ALA4514029

PubChem CID: 969063

Max Phase: Preclinical

Molecular Formula: C17H15ClN2O4

Molecular Weight: 346.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1ccc(Cl)c(NC(=O)c2ccc3c(c2)OCO3)c1

Standard InChI:  InChI=1S/C17H15ClN2O4/c1-2-16(21)19-11-4-5-12(18)13(8-11)20-17(22)10-3-6-14-15(7-10)24-9-23-14/h3-8H,2,9H2,1H3,(H,19,21)(H,20,22)

Standard InChI Key:  YSQOPHSKDNWFIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.8432  -16.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2598  -17.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2570  -16.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5483  -16.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5459  -15.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2524  -15.0207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8370  -15.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2500  -14.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9583  -13.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9562  -12.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2467  -12.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5379  -12.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5435  -13.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5501  -17.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8424  -17.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2376  -18.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716  -18.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3827  -18.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8390  -14.2178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6629  -12.5705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6608  -11.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3675  -11.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9521  -11.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0762  -11.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0
 14  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 13 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514029

   N-[2-chloro-5-(propanoylamino)phenyl]-1,3-benzodioxole-5-carboxamide

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: 346.77

Molecular Weight (Monoisotopic): 346.0720

AlogP: 3.67

#Rotatable Bonds: 4

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.73

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -1.69

References

1. Astolfi A, Kudolo M, Brea J, Manni G, Manfroni G, Palazzotti D, Sabatini S, Cecchetti F, Felicetti T, Cannalire R, Massari S, Tabarrini O, Loza MI, Fallarino F, Cecchetti V, Laufer SA, Barreca ML..  (2019)  Discovery of potent p38α MAPK inhibitors through a funnel like workflow combining in silico screening and in vitro validation.,  182  [PMID:31445234] [10.1016/j.ejmech.2019.111624]

Source

Source(1):

• Scientific Literature