N1-[3-acetamido-5-(chloromethyl)phenyl]-N4-[3-[4-(dimethylamino)butanoylamino]phenyl]terephthalamide

ID: ALA4762499

PubChem CID: 162660558

Max Phase: Preclinical

Molecular Formula: C29H32ClN5O4

Molecular Weight: 550.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc(CCl)cc(NC(=O)c2ccc(C(=O)Nc3cccc(NC(=O)CCCN(C)C)c3)cc2)c1

Standard InChI:  InChI=1S/C29H32ClN5O4/c1-19(36)31-25-14-20(18-30)15-26(17-25)34-29(39)22-11-9-21(10-12-22)28(38)33-24-7-4-6-23(16-24)32-27(37)8-5-13-35(2)3/h4,6-7,9-12,14-17H,5,8,13,18H2,1-3H3,(H,31,36)(H,32,37)(H,33,38)(H,34,39)

Standard InChI Key:  ZMRBAMLYMBIRIE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
    4.6087   -3.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6076   -3.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3156   -4.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0253   -3.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0224   -3.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138   -2.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3114   -1.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -4.3972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1921   -3.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841   -4.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1928   -3.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336   -4.3962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4407   -3.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1490   -4.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4394   -3.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1457   -5.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8532   -5.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5612   -5.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5573   -4.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492   -3.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2701   -5.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2725   -6.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766   -5.2032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6855   -5.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6838   -6.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3919   -6.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0994   -6.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0943   -5.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3857   -5.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7994   -5.1884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5097   -5.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2148   -5.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5150   -6.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9251   -5.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6302   -5.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3405   -5.5742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0456   -5.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3458   -6.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0179   -1.5329    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
  6  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
  7 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762499

   ---

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: 550.06

Molecular Weight (Monoisotopic): 549.2143

AlogP: 5.17

#Rotatable Bonds: 11

Polar Surface Area: 119.64

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.59

CX Basic pKa: 9.65

CX LogP: 3.64

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -1.11

References

1. Khan GS,Pilkington LI,Barker D.  (2016)  Synthesis and biological activity of benzamide DNA minor groove binders.,  26  (3.0): [PMID:26739782] [10.1016/j.bmcl.2015.12.090]

Source

Source(1):

• Scientific Literature