2,4-dihydroxy-N-(4-(hydroxycarbamoyl)benzyl)-5-isopropyl-N-methylbenzamide

ID: ALA5174143

PubChem CID: 164887538

Max Phase: Preclinical

Molecular Formula: C19H22N2O5

Molecular Weight: 358.39

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)N(C)Cc2ccc(C(=O)NO)cc2)c(O)cc1O

Standard InChI:  InChI=1S/C19H22N2O5/c1-11(2)14-8-15(17(23)9-16(14)22)19(25)21(3)10-12-4-6-13(7-5-12)18(24)20-26/h4-9,11,22-23,26H,10H2,1-3H3,(H,20,24)

Standard InChI Key:  PDCLLGDACURYDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0721    1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3571    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0717   -0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9278   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5174143

   ---

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: 358.39

Molecular Weight (Monoisotopic): 358.1529

AlogP: 2.61

#Rotatable Bonds: 5

Polar Surface Area: 110.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.31

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.08

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.68

References

1. Chae HY, Park SY, Jha S, Gupta SK, Kim M, Ha E, Seo YH..  (2022)  Design, synthesis, and biological evalution of bifunctional inhibitors against Hsp90-HDAC6 interplay.,  240  [PMID:35834905] [10.1016/j.ejmech.2022.114582]

Source

Source(1):

• Scientific Literature