Octanedioic acid {4-[(2,4-dihydroxy-5-isopropyl-benzoyl)-methyl-amino]-phenyl}-amide hydroxyamide

ID: ALA4514330

PubChem CID: 155539311

Max Phase: Preclinical

Molecular Formula: C25H33N3O6

Molecular Weight: 471.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)N(C)c2ccc(NC(=O)CCCCCCC(=O)NO)cc2)c(O)cc1O

Standard InChI:  InChI=1S/C25H33N3O6/c1-16(2)19-14-20(22(30)15-21(19)29)25(33)28(3)18-12-10-17(11-13-18)26-23(31)8-6-4-5-7-9-24(32)27-34/h10-16,29-30,34H,4-9H2,1-3H3,(H,26,31)(H,27,32)

Standard InChI Key:  NRTQVEBKTMOYBI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7573  -18.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654  -19.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750  -18.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7574  -20.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8784  -17.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8255  -16.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1241  -17.3546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2409  -16.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9507  -16.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6563  -16.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3661  -16.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0717  -16.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7815  -16.5086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0675  -15.2864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7857  -17.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5907  -18.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 31 33  1  0
 13 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514330

   ---

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: 471.55

Molecular Weight (Monoisotopic): 471.2369

AlogP: 4.28

#Rotatable Bonds: 11

Polar Surface Area: 139.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.12

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: -0.58

References

1. Mehndiratta S, Lin MH, Wu YW, Chen CH, Wu TY, Chuang KH, Chao MW, Chen YY, Pan SL, Chen MC, Liou JP..  (2020)  N-alkyl-hydroxybenzoyl anilide hydroxamates as dual inhibitors of HDAC and HSP90, downregulating IFN-γ induced PD-L1 expression.,  185  [PMID:31655430] [10.1016/j.ejmech.2019.111725]

Source

Source(1):

• Scientific Literature