N-[4-(Diethylamino)phenyl]-5-(furan-2-yl)oxazole-4-carboxamide

ID: ALA4533999

PubChem CID: 155546814

Max Phase: Preclinical

Molecular Formula: C18H19N3O3

Molecular Weight: 325.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2ncoc2-c2ccco2)cc1

Standard InChI:  InChI=1S/C18H19N3O3/c1-3-21(4-2)14-9-7-13(8-10-14)20-18(22)16-17(24-12-19-16)15-6-5-11-23-15/h5-12H,3-4H2,1-2H3,(H,20,22)

Standard InChI Key:  KNCGVNOXFFFQTO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.2191   -3.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -4.3439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831   -3.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018   -3.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2174   -2.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6993   -1.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482   -0.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372   -1.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -1.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044   -3.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7087   -4.4037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5300   -4.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9362   -5.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7567   -5.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1704   -4.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7616   -3.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9424   -3.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9917   -4.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4011   -5.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2224   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4077   -3.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2290   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172   -2.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 11 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533999

   ---

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: 325.37

Molecular Weight (Monoisotopic): 325.1426

AlogP: 4.03

#Rotatable Bonds: 6

Polar Surface Area: 71.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: 5.40

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.79

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature