4-(bis(2-chloroethyl)amino)phenyl 3-bromobenzoate

ID: ALA3246948

Cas Number: 22953-52-2

PubChem CID: 89923

Max Phase: Preclinical

Molecular Formula: C17H16BrCl2NO2

Molecular Weight: 417.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Oc1ccc(N(CCCl)CCCl)cc1)c1cccc(Br)c1

Standard InChI:  InChI=1S/C17H16BrCl2NO2/c18-14-3-1-2-13(12-14)17(22)23-16-6-4-15(5-7-16)21(10-8-19)11-9-20/h1-7,12H,8-11H2

Standard InChI Key:  SUZZKNCPUCQBBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   24.2048   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2036   -5.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9117   -5.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6213   -5.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6185   -4.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9099   -4.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9115   -6.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2037   -7.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6191   -7.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6189   -7.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2035   -7.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4957   -8.3311    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.3265   -8.3318    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.9074   -3.4253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6139   -3.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6115   -2.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3229   -3.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3198   -1.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3177   -0.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6083   -0.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8995   -0.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9050   -1.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0244   -0.5644    0.0000 Br  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
  3  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 10 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246948

   p-(Bis(2-chloroethyl)amino)phenyl m-bromobenzoate

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: 417.13

Molecular Weight (Monoisotopic): 414.9741

AlogP: 4.95

#Rotatable Bonds: 7

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.38

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.36

Np Likeness Score: -0.92

References

1. Panthananickal A, Hansch C, Leo A..  (1978)  Structure-activity relationships in antitumor aniline mustards.,  21  (1): [PMID:619146] [10.1021/jm00199a004]

Source

Source(1):

• Scientific Literature