N-hydroxy-5-(1-(4-(phenylamino)benzyl)-1H-pyrazol-3-yl)pentanamide

ID: ALA3335299

PubChem CID: 118714376

Max Phase: Preclinical

Molecular Formula: C21H24N4O2

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCc1ccn(Cc2ccc(Nc3ccccc3)cc2)n1)NO

Standard InChI:  InChI=1S/C21H24N4O2/c26-21(24-27)9-5-4-8-20-14-15-25(23-20)16-17-10-12-19(13-11-17)22-18-6-2-1-3-7-18/h1-3,6-7,10-15,22,27H,4-5,8-9,16H2,(H,24,26)

Standard InChI Key:  XXOUJCCBKBTDDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   16.7495   -9.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5640   -9.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442  -10.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8546  -10.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3347  -10.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2693   -9.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4192  -10.4183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4444  -11.0134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6971  -11.3437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1493  -10.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5579  -10.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3562  -10.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1494  -11.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8584  -11.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8584  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5634   -9.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2725  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2725  -11.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5634  -11.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9816   -9.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6907  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3956   -9.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1047  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1047  -11.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3956  -11.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6907  -11.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8994  -11.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  2  0
  1  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  8 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 20 21  1  0
 17 20  1  0
  8 13  1  0
  5 10  1  0
  7 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335299

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.45

Molecular Weight (Monoisotopic): 364.1899

AlogP: 3.89

#Rotatable Bonds: 9

Polar Surface Area: 79.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: 2.82

CX LogP: 3.60

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -1.14

References

1. Yao Y, Liao C, Li Z, Wang Z, Sun Q, Liu C, Yang Y, Tu Z, Jiang S..  (2014)  Design, synthesis, and biological evaluation of 1, 3-disubstituted-pyrazole derivatives as new class I and IIb histone deacetylase inhibitors.,  86  [PMID:25218912] [10.1016/j.ejmech.2014.09.024]

Source

Source(1):

• Scientific Literature