N1,N5-bis(2-hydroxyethyl)-N3,N3-bis(3-hydroxypropyl)benzene-1,3,5-tricarboxamide

ID: ALA5271538

Max Phase: Preclinical

Molecular Formula: C19H29N3O7

Molecular Weight: 411.46

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1cc(C(=O)NCCO)cc(C(=O)N(CCCO)CCCO)c1

Standard InChI:  InChI=1S/C19H29N3O7/c23-7-1-5-22(6-2-8-24)19(29)16-12-14(17(27)20-3-9-25)11-15(13-16)18(28)21-4-10-26/h11-13,23-26H,1-10H2,(H,20,27)(H,21,28)

Standard InChI Key:  ZYEYECDQYYMERR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0708    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536   -0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    2.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7853    1.0300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4997    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2142    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9286    1.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    1.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997    1.0321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    2.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4997    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    1.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    2.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9286    2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9286    3.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9286   -1.4427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536   -1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3608   -1.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -1.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3608   -2.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753   -3.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  2 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271538

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.46

Molecular Weight (Monoisotopic): 411.2006

AlogP: -1.66

#Rotatable Bonds: 13

Polar Surface Area: 159.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.49

CX Basic pKa: ┄

CX LogP: -3.22

CX LogD: -3.22

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.23

Np Likeness Score: -0.81

References

1. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature