tert-Butyl Benzyl(4-(2-propylhydrazinecarbonyl)benzyl)carbamate

ID: ALA4558922

PubChem CID: 155557418

Max Phase: Preclinical

Molecular Formula: C23H31N3O3

Molecular Weight: 397.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNNC(=O)c1ccc(CN(Cc2ccccc2)C(=O)OC(C)(C)C)cc1

Standard InChI:  InChI=1S/C23H31N3O3/c1-5-15-24-25-21(27)20-13-11-19(12-14-20)17-26(22(28)29-23(2,3)4)16-18-9-7-6-8-10-18/h6-14,24H,5,15-17H2,1-4H3,(H,25,27)

Standard InChI Key:  MVBJZEXEUAHMFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.5233   -5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313   -5.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -5.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382   -4.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2296   -3.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6494   -5.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3564   -5.0926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648   -5.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7718   -5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4789   -5.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1855   -5.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1846   -4.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4713   -3.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7676   -4.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -4.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0622   -3.8657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -3.8679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0609   -3.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7680   -2.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3526   -2.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0546   -2.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8912   -3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6000   -4.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8888   -3.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3066   -3.8574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0155   -4.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7220   -3.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4309   -4.2598    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558922

   ---

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: 397.52

Molecular Weight (Monoisotopic): 397.2365

AlogP: 4.27

#Rotatable Bonds: 8

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.87

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.12

References

1. Li X, Jiang Y, Peterson YK, Xu T, Himes RA, Luo X, Yin G, Inks ES, Dolloff N, Halene S, Chan SSL, Chou CJ..  (2020)  Design of Hydrazide-Bearing HDACIs Based on Panobinostat and Their p53 and FLT3-ITD Dependency in Antileukemia Activity.,  63  (10): [PMID:32321249] [10.1021/acs.jmedchem.0c00442]

Source

Source(1):

• Scientific Literature