2-{N,N-bis(2'-chloroethyl)}aminoacetamido-5-chlorobenzophenone

ID: ALA2281460

PubChem CID: 72722179

Max Phase: Preclinical

Molecular Formula: C19H19Cl3N2O2

Molecular Weight: 413.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(CCCl)CCCl)Nc1ccc(Cl)cc1C(=O)c1ccccc1

Standard InChI:  InChI=1S/C19H19Cl3N2O2/c20-8-10-24(11-9-21)13-18(25)23-17-7-6-15(22)12-16(17)19(26)14-4-2-1-3-5-14/h1-7,12H,8-11,13H2,(H,23,25)

Standard InChI Key:  OFRJHULMIHXFMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    0.8736   -2.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8724   -3.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5805   -3.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901   -3.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787   -2.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9935   -2.2141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9904   -1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6965   -0.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811   -0.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4058   -1.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1119   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8212   -1.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5273   -0.9750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4089   -2.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1181   -2.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243   -2.2035    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9985   -3.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055   -3.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -4.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2914   -5.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -5.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0012   -6.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7106   -5.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -5.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1644   -3.8566    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
  4 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281460

   N-(2-benzoyl-4-chlorophenyl)-2-[bis(2-chloroethyl)amino]acetamide

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: 413.73

Molecular Weight (Monoisotopic): 412.0512

AlogP: 4.29

#Rotatable Bonds: 9

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.62

CX Basic pKa: 3.51

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.42

References

1. Singh RK, Prasad DN, Bhardwaj TR.  (2013)  Design, synthesis and evaluation of aminobenzophenone derivatives containing nitrogen mustard moiety as potential central nervous system antitumor agent,  22  (12): [10.1007/s00044-013-0582-8]

Source

Source(1):

• Scientific Literature