N-(3-Hydroxypropyl)-N-methyl-4-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]benzamide

ID: ALA4552264

PubChem CID: 155555605

Max Phase: Preclinical

Molecular Formula: C22H24N2O4

Molecular Weight: 380.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1COc1ccc(C(=O)N(C)CCCO)cc1

Standard InChI:  InChI=1S/C22H24N2O4/c1-16-20(21(23-28-16)17-7-4-3-5-8-17)15-27-19-11-9-18(10-12-19)22(26)24(2)13-6-14-25/h3-5,7-12,25H,6,13-15H2,1-2H3

Standard InChI Key:  ZMEQKGUDCFYIDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.9379  -11.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7168  -12.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2080  -11.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267  -10.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9382   -9.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3564   -9.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721   -8.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3658   -8.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418   -8.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7350   -9.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614  -12.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0252  -11.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285  -12.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2456  -12.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6471  -12.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4635  -12.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8781  -12.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4704  -11.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6553  -11.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6953  -12.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0996  -12.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1082  -11.4151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9254  -11.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3297  -12.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1468  -12.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5511  -12.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7039  -10.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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  4 13  1  0
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 21 22  2  0
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 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552264

   ---

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: 380.44

Molecular Weight (Monoisotopic): 380.1736

AlogP: 3.68

#Rotatable Bonds: 8

Polar Surface Area: 75.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.42

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: -1.30

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