N1-(2-aminophenyl)-N8-(benzyloxy)octanediamide

ID: ALA4292714

PubChem CID: 145986503

Max Phase: Preclinical

Molecular Formula: C21H27N3O3

Molecular Weight: 369.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccccc1NC(=O)CCCCCCC(=O)NOCc1ccccc1

Standard InChI:  InChI=1S/C21H27N3O3/c22-18-12-8-9-13-19(18)23-20(25)14-6-1-2-7-15-21(26)24-27-16-17-10-4-3-5-11-17/h3-5,8-13H,1-2,6-7,14-16,22H2,(H,23,25)(H,24,26)

Standard InChI Key:  NUNBOGCRDXXYGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   23.2571  -20.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2612  -20.8262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9668  -19.5886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9626  -18.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6740  -18.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6702  -17.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9557  -17.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2437  -17.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2510  -18.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3871  -18.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5473  -19.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8375  -20.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1236  -19.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4139  -20.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7000  -19.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6958  -18.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9819  -18.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9777  -17.5626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2722  -18.7962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6875  -17.1463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4014  -17.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1111  -17.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8220  -17.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5312  -17.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5275  -16.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8086  -15.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1023  -16.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 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
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 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
M  END

Alternative Forms

1. Parent:

   

   ALA4292714

   ---

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: 369.46

Molecular Weight (Monoisotopic): 369.2052

AlogP: 3.80

#Rotatable Bonds: 11

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.32

CX Basic pKa: 3.45

CX LogP: 3.28

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.32

Np Likeness Score: -0.74

References

1. Adhikari N, Amin SA, Trivedi P, Jha T, Ghosh B..  (2018)  HDAC3 is a potential validated target for cancer: An overview on the benzamide-based selective HDAC3 inhibitors through comparative SAR/QSAR/QAAR approaches.,  157  [PMID:30179749] [10.1016/j.ejmech.2018.08.081]

Source

Source(1):

• Scientific Literature