N-(3-(Benzylamino)-3-oxopropyl)-N-(4-(hydroxycarbamoyl)benzyl)-4-methoxybenzamide

ID: ALA4549502

PubChem CID: 155550805

Max Phase: Preclinical

Molecular Formula: C26H27N3O5

Molecular Weight: 461.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N(CCC(=O)NCc2ccccc2)Cc2ccc(C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C26H27N3O5/c1-34-23-13-11-22(12-14-23)26(32)29(18-20-7-9-21(10-8-20)25(31)28-33)16-15-24(30)27-17-19-5-3-2-4-6-19/h2-14,33H,15-18H2,1H3,(H,27,30)(H,28,31)

Standard InChI Key:  PKTYWCZLVZZUAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   19.7639  -14.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7627  -14.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4708  -15.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1804  -14.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1776  -14.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4690  -13.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8888  -15.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8901  -16.1176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5959  -14.8907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3042  -15.2981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0561  -13.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3485  -14.0742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6407  -13.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6405  -12.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9327  -12.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9325  -11.6229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2250  -12.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3487  -14.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6410  -15.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0565  -15.2998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6401  -11.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3479  -11.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3430  -12.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0499  -12.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7585  -12.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7557  -11.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0482  -11.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9347  -14.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2276  -15.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2274  -16.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9401  -16.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6444  -16.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5203  -16.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8119  -16.1163    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
M  END

Alternative Forms

1. Parent:

   

   ALA4549502

   ---

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: 461.52

Molecular Weight (Monoisotopic): 461.1951

AlogP: 3.16

#Rotatable Bonds: 10

Polar Surface Area: 107.97

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: ┄

CX LogP: 2.54

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -1.26

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