N-(4-(Hydroxycarbamoyl)benzyl)-3,5-dimethyl-N-(3-oxo-3-(p-tolylamino)propyl)benzamide

ID: ALA4458544

PubChem CID: 155526623

Max Phase: Preclinical

Molecular Formula: C27H29N3O4

Molecular Weight: 459.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)CCN(Cc2ccc(C(=O)NO)cc2)C(=O)c2cc(C)cc(C)c2)cc1

Standard InChI:  InChI=1S/C27H29N3O4/c1-18-4-10-24(11-5-18)28-25(31)12-13-30(27(33)23-15-19(2)14-20(3)16-23)17-21-6-8-22(9-7-21)26(32)29-34/h4-11,14-16,34H,12-13,17H2,1-3H3,(H,28,31)(H,29,32)

Standard InChI Key:  BNKSQBVDOVWOLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.3826  -24.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0906  -24.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.9683  -23.2325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   29.1399  -24.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5631  -26.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9667  -20.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6739  -20.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3812  -19.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 32 33  2  0
 33 21  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4458544

   ---

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: 459.55

Molecular Weight (Monoisotopic): 459.2158

AlogP: 4.40

#Rotatable Bonds: 8

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -1.47

References

1. Reßing N, Marquardt V, Gertzen CGW, Schöler A, Schramm A, Kurz T, Gohlke H, Aigner A, Remke M, Hansen FK..  (2019)  Design, synthesis and biological evaluation of β-peptoid-capped HDAC inhibitors with anti-neuroblastoma and anti-glioblastoma activity.,  10  (7): [PMID:31391882] [10.1039/C8MD00454D]

Source

Source(1):

• Scientific Literature