N-(3-((4-Chlorobenzyl)amino)-3-oxopropyl)-4-(dimethylamino)-N-(4-(hydroxy-carbamoyl)benzyl)benzamide

ID: ALA4583725

PubChem CID: 155561829

Max Phase: Preclinical

Molecular Formula: C27H29ClN4O4

Molecular Weight: 509.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)N(CCC(=O)NCc2ccc(Cl)cc2)Cc2ccc(C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C27H29ClN4O4/c1-31(2)24-13-9-22(10-14-24)27(35)32(18-20-3-7-21(8-4-20)26(34)30-36)16-15-25(33)29-17-19-5-11-23(28)12-6-19/h3-14,36H,15-18H2,1-2H3,(H,29,33)(H,30,34)

Standard InChI Key:  ZYLSOIIHIQAMBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 38  0  0  0  0  0  0  0  0999 V2000
   20.6223   -5.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6212   -6.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3292   -6.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0389   -6.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0361   -5.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3275   -4.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7473   -6.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7485   -7.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4543   -6.1781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1627   -6.5856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9145   -4.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2069   -5.3616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4991   -4.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4989   -4.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7911   -3.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7909   -2.9103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0835   -4.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2071   -6.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4995   -6.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9149   -6.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4985   -2.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2063   -2.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2014   -3.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9084   -4.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6170   -3.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6142   -2.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9066   -2.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7932   -6.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0861   -6.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0858   -7.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7986   -7.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5028   -7.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3788   -7.8112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6704   -7.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3800   -8.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3253   -4.1350    0.0000 Cl  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  2  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 12 18  1  0
 18 19  1  0
 18 20  2  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 19 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 19  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 25 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583725

   ---

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: 509.01

Molecular Weight (Monoisotopic): 508.1877

AlogP: 3.87

#Rotatable Bonds: 10

Polar Surface Area: 101.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.05

CX Basic pKa: 3.46

CX LogP: 3.41

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.49

References

1. Reßing N, Marquardt V, Gertzen CGW, Schöler A, Schramm A, Kurz T, Gohlke H, Aigner A, Remke M, Hansen FK..  (2019)  Design, synthesis and biological evaluation of β-peptoid-capped HDAC inhibitors with anti-neuroblastoma and anti-glioblastoma activity.,  10  (7): [PMID:31391882] [10.1039/C8MD00454D]

Source

Source(1):

• Scientific Literature