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

ID: ALA3246949

Cas Number: 22953-53-3

PubChem CID: 89924

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)c1ccc(Br)cc1

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

Standard InChI Key:  VSZDJZWCVDOADP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    0.3783  -14.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771  -15.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0852  -15.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7948  -15.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7920  -14.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834  -14.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0850  -16.4744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3772  -16.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926  -16.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924  -17.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770  -17.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378  -18.1085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5000  -18.1092    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0810  -13.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874  -12.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7850  -11.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964  -13.1985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4933  -11.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912  -10.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7818  -10.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0730  -10.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785  -11.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7783   -9.5277    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
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246949

   p-(Bis(2-chloroethyl)amino)phenyl p-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: -0.77

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