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

ID: ALA2282313

PubChem CID: 72722180

Max Phase: Preclinical

Molecular Formula: C19H18Cl4N2O2

Molecular Weight: 448.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(CCCl)CCCl)Nc1ccc(Cl)cc1C(=O)c1ccccc1Cl

Standard InChI:  InChI=1S/C19H18Cl4N2O2/c20-7-9-25(10-8-21)12-18(26)24-17-6-5-13(22)11-15(17)19(27)14-3-1-2-4-16(14)23/h1-6,11H,7-10,12H2,(H,24,26)

Standard InChI Key:  WSHUAUYCYVSLMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    8.3562   -2.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3551   -3.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0631   -4.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7728   -3.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -2.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -2.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4761   -2.5113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4730   -1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1792   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7638   -1.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8884   -1.6888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5946   -1.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3039   -1.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0100   -1.2722    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8915   -2.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6008   -2.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3069   -2.5006    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4811   -4.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1882   -3.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4824   -4.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7740   -5.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7750   -6.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4839   -6.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1933   -6.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -5.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6470   -4.1537    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8945   -4.9615    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
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282313

   2-[bis(2-chloroethyl)amino]-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]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: 448.18

Molecular Weight (Monoisotopic): 446.0122

AlogP: 4.94

#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: 5.75

CX LogD: 5.75

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -1.56

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