N-(3-(Benzylamino)-3-oxopropyl)-4-(dimethylamino)-N-(4-(hydroxycarbamoyl)-benzyl)benzamide

ID: ALA4476049

PubChem CID: 155538082

Max Phase: Preclinical

Molecular Formula: C27H30N4O4

Molecular Weight: 474.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)N(CCC(=O)NCc2ccccc2)Cc2ccc(C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C27H30N4O4/c1-30(2)24-14-12-23(13-15-24)27(34)31(19-21-8-10-22(11-9-21)26(33)29-35)17-16-25(32)28-18-20-6-4-3-5-7-20/h3-15,35H,16-19H2,1-2H3,(H,28,32)(H,29,33)

Standard InChI Key:  QTFSTBMIPPVQGH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   18.3565   -4.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3554   -5.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0634   -5.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7731   -5.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7702   -4.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0616   -3.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814   -5.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4827   -6.4103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1885   -5.1834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8968   -5.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6487   -3.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9411   -4.3669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2333   -3.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -3.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5253   -2.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5251   -1.9157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8177   -3.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9413   -5.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2337   -5.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6491   -5.5925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2327   -1.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9405   -1.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9356   -2.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6426   -3.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3512   -2.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3483   -1.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6408   -1.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5274   -5.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8202   -5.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8200   -6.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5328   -6.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2370   -6.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1129   -6.8165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4046   -6.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1142   -7.6337    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  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
M  END

Alternative Forms

1. Parent:

   

   ALA4476049

   ---

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: 474.56

Molecular Weight (Monoisotopic): 474.2267

AlogP: 3.22

#Rotatable Bonds: 10

Polar Surface Area: 101.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: 3.46

CX LogP: 2.81

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.39

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