tert-butyl N-[(4-tert-butylphenyl)methyl]-N-[4-(hydroxycarbamoyl)phenyl]carbamate

ID: ALA4559559

PubChem CID: 155557777

Max Phase: Preclinical

Molecular Formula: C23H30N2O4

Molecular Weight: 398.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N(Cc1ccc(C(C)(C)C)cc1)c1ccc(C(=O)NO)cc1

Standard InChI:  InChI=1S/C23H30N2O4/c1-22(2,3)18-11-7-16(8-12-18)15-25(21(27)29-23(4,5)6)19-13-9-17(10-14-19)20(26)24-28/h7-14,28H,15H2,1-6H3,(H,24,26)

Standard InChI Key:  SZBZYDVFLPQCJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.4134  -29.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1256  -29.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8394  -29.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8365  -28.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1238  -27.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1214  -27.0826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8320  -26.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4083  -26.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1254  -30.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8371  -30.7837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8369  -31.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4134  -30.7834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8295  -25.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4038  -25.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1101  -25.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1060  -24.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3955  -24.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6877  -24.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6953  -25.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3899  -23.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0948  -22.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6795  -23.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3830  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5404  -27.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2474  -26.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9558  -27.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2460  -25.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9530  -26.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
  8 14  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  8 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559559

   ---

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: 398.50

Molecular Weight (Monoisotopic): 398.2206

AlogP: 5.04

#Rotatable Bonds: 4

Polar Surface Area: 78.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.19

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.86

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.19

References

1. Shouksmith AE, Gawel JM, Nawar N, Sina D, Raouf YS, Bukhari S, He L, Johns AE, Manaswiyoungkul P, Olaoye OO, Cabral AD, Sedighi A, de Araujo ED, Gunning PT..  (2020)  Class I/IIb-Selective HDAC Inhibitor Exhibits Oral Bioavailability and Therapeutic Efficacy in Acute Myeloid Leukemia.,  11  (1): [PMID:31938464] [10.1021/acsmedchemlett.9b00471]

Source

Source(1):

• Scientific Literature