N-Benzyl-1-(4-(2-propylhydrazinecarbonyl)phenyl)-methanaminium 2,2,2-Trifluoroacetate

ID: ALA4583564

PubChem CID: 155562145

Max Phase: Preclinical

Molecular Formula: C20H24F3N3O3

Molecular Weight: 297.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNNC(=O)c1ccc(CNCc2ccccc2)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C18H23N3O.C2HF3O2/c1-2-12-20-21-18(22)17-10-8-16(9-11-17)14-19-13-15-6-4-3-5-7-15;3-2(4,5)1(6)7/h3-11,19-20H,2,12-14H2,1H3,(H,21,22);(H,6,7)

Standard InChI Key:  VULGAHZSDLRTRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   22.9556   -6.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6675   -6.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3793   -6.9131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6675   -5.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2438   -6.5045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.9556   -7.7344    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.2416   -7.3217    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7852   -3.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7841   -4.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4921   -5.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2018   -4.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1990   -3.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4903   -3.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9101   -5.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6172   -4.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3256   -5.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0326   -4.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7397   -5.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4463   -4.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4454   -3.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7321   -3.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0284   -3.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1519   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8608   -3.9296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1496   -2.7059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5674   -3.5190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2762   -3.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9828   -3.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6917   -3.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 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

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: 297.40

Molecular Weight (Monoisotopic): 297.1841

AlogP: 2.62

#Rotatable Bonds: 8

Polar Surface Area: 53.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 2.91

CX LogD: 1.95

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -1.09

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