SID49825497

ID: ALA1733669

PubChem CID: 24818973

Max Phase: Preclinical

Molecular Formula: C21H29N3O4

Molecular Weight: 387.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OCc2cc(C(=O)NCC(C)(C)N3CCOCC3)no2)cc1C

Standard InChI:  InChI=1S/C21H29N3O4/c1-15-5-6-17(11-16(15)2)27-13-18-12-19(23-28-18)20(25)22-14-21(3,4)24-7-9-26-10-8-24/h5-6,11-12H,7-10,13-14H2,1-4H3,(H,22,25)

Standard InChI Key:  BTZXAXMAVFTNQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -4.7465    2.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3150    0.6097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   -0.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    2.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809    1.5845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9395    1.9925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4243    1.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9954    1.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8533    1.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388    0.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1590    1.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6069    0.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7099    0.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9795    1.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2809    2.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355    0.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4079    1.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5829    0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2915   -0.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4711   -0.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7765    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6204    1.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    2.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4409    1.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6271   -1.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5969    0.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  1 11  1  0
  2 14  1  0
  2 17  1  0
  3 10  2  0
  4 24  1  0
  4 25  1  0
  5  8  1  0
  5 15  1  0
  5 16  1  0
  6  9  2  0
  7 10  1  0
  7 13  1  0
  8 13  1  0
  8 18  1  0
  8 19  1  0
  9 10  1  0
  9 12  1  0
 11 12  2  0
 11 14  1  0
 15 24  1  0
 16 25  1  0
 17 21  1  0
 17 23  2  0
 20 21  2  0
 20 22  1  0
 20 27  1  0
 22 26  2  0
 22 28  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1733669

   5-[(3,4-dimethylphenoxy)methyl]-N-(2-methyl-2-morpholino-propyl)isoxazole-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 387.48

Molecular Weight (Monoisotopic): 387.2158

AlogP: 2.71

#Rotatable Bonds: 7

Polar Surface Area: 76.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: 6.25

CX LogP: 2.81

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -2.06

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays