tert-Butyl (2-(2-Methyl-1H-indol-3-yl)ethyl)(3-(2-propylhydrazinecarbonyl)benzyl)carbamate

ID: ALA4482900

PubChem CID: 155540719

Max Phase: Preclinical

Molecular Formula: C27H36N4O3

Molecular Weight: 464.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNNC(=O)c1cccc(CN(CCc2c(C)[nH]c3ccccc23)C(=O)OC(C)(C)C)c1

Standard InChI:  InChI=1S/C27H36N4O3/c1-6-15-28-30-25(32)21-11-9-10-20(17-21)18-31(26(33)34-27(3,4)5)16-14-22-19(2)29-24-13-8-7-12-23(22)24/h7-13,17,28-29H,6,14-16,18H2,1-5H3,(H,30,32)

Standard InChI Key:  XWDIWEIGCUIFRS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.0608  -23.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730  -23.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4868  -23.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3500  -21.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9304  -21.8337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3506  -21.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0628  -20.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6432  -20.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3453  -20.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1946  -23.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1949  -24.2945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9022  -23.0685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3176  -23.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0255  -23.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7330  -23.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8 21  1  0
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 21 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  4 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4482900

   ---

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: 464.61

Molecular Weight (Monoisotopic): 464.2787

AlogP: 5.10

#Rotatable Bonds: 9

Polar Surface Area: 86.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.86

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.31

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