N-{6-[(2-Aminophenyl)amino]-6-oxohexyl}-N-{2-[(4-methoxybenzyl)amino]-2-oxoethyl}-3,5-dimethylbenzamide

ID: ALA4474250

PubChem CID: 155536857

Max Phase: Preclinical

Molecular Formula: C31H38N4O4

Molecular Weight: 530.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)CN(CCCCCC(=O)Nc2ccccc2N)C(=O)c2cc(C)cc(C)c2)cc1

Standard InChI:  InChI=1S/C31H38N4O4/c1-22-17-23(2)19-25(18-22)31(38)35(21-30(37)33-20-24-12-14-26(39-3)15-13-24)16-8-4-5-11-29(36)34-28-10-7-6-9-27(28)32/h6-7,9-10,12-15,17-19H,4-5,8,11,16,20-21,32H2,1-3H3,(H,33,37)(H,34,36)

Standard InChI Key:  RGNQNFZOMAIYEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
   23.7070  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4148  -10.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4148   -9.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1229  -11.1704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8351  -10.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8354   -9.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5410   -9.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2493   -9.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2516  -10.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5475  -11.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1232   -9.5314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9990  -10.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2909  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787  -10.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8706  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1626  -10.7626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4545  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4545  -11.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1625  -12.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1614  -13.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4530  -13.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7447  -13.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7421  -12.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0366  -13.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8694  -13.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7423  -10.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1626   -9.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8706   -9.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8706   -8.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1626   -8.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1626   -7.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4546   -7.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4557   -6.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1640   -5.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8682   -6.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8750   -7.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1640   -5.0294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4518   -4.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787   -9.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  5 10  1  0
  6 11  1  0
  1 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
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 22 24  1  0
 20 25  1  0
 17 26  2  0
 16 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 32 31  2  0
 33 32  1  0
 34 33  2  0
 35 34  1  0
 36 35  2  0
 31 36  1  0
 34 37  1  0
 37 38  1  0
 28 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474250

   ---

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: 530.67

Molecular Weight (Monoisotopic): 530.2893

AlogP: 4.85

#Rotatable Bonds: 13

Polar Surface Area: 113.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.98

CX Basic pKa: 3.46

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -1.21

References

1. Krieger V, Hamacher A, Cao F, Stenzel K, Gertzen CGW, Schäker-Hübner L, Kurz T, Gohlke H, Dekker FJ, Kassack MU, Hansen FK..  (2019)  Synthesis of Peptoid-Based Class I-Selective Histone Deacetylase Inhibitors with Chemosensitizing Properties.,  62  (24): [PMID:31762274] [10.1021/acs.jmedchem.9b01489]

Source

Source(1):

• Scientific Literature