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

ID: ALA2282315

PubChem CID: 76312704

Max Phase: Preclinical

Molecular Formula: C19H19Cl2N3O4

Molecular Weight: 424.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN(CCCl)CCCl)Nc1ccc([N+](=O)[O-])cc1C(=O)c1ccccc1

Standard InChI:  InChI=1S/C19H19Cl2N3O4/c20-8-10-23(11-9-21)13-18(25)22-17-7-6-15(24(27)28)12-16(17)19(26)14-4-2-1-3-5-14/h1-7,12H,8-11,13H2,(H,22,25)

Standard InChI Key:  OPPMQWRRGYJXKH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   24.0067   -2.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0055   -3.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7136   -4.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4232   -3.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4204   -2.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7118   -2.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1266   -2.4205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1235   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8297   -1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4142   -1.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5389   -1.5980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2451   -1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9543   -1.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6605   -1.1814    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.5420   -2.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2512   -2.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9574   -2.4098    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.1316   -4.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8386   -3.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1329   -4.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4245   -5.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4254   -6.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1343   -6.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8437   -6.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8393   -5.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2956   -4.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2949   -4.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5882   -3.6576    0.0000 O   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
 26 27  2  0
 26 28  1  0
  2 26  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2282315

   N-(2-benzoyl-4-nitrophenyl)-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: 424.28

Molecular Weight (Monoisotopic): 423.0753

AlogP: 3.54

#Rotatable Bonds: 10

Polar Surface Area: 92.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.99

CX Basic pKa: 3.46

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.27

Np Likeness Score: -1.57

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