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

ID: ALA3246952

Cas Number: 22953-56-6

PubChem CID: 89927

Max Phase: Preclinical

Molecular Formula: C17H16Cl2FNO2

Molecular Weight: 356.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Oc1ccc(N(CCCl)CCCl)cc1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C17H16Cl2FNO2/c18-9-11-21(12-10-19)15-5-7-16(8-6-15)23-17(22)13-1-3-14(20)4-2-13/h1-8H,9-12H2

Standard InChI Key:  DFINKRRPZPLYKC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.9316  -14.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9305  -15.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6385  -15.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3482  -15.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3453  -14.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6367  -14.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6383  -16.8129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9305  -17.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3459  -17.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3457  -18.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9303  -18.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2225  -18.4469    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.0533  -18.4476    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6343  -13.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3408  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3383  -12.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0497  -13.5369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0467  -11.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446  -11.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3351  -10.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6263  -11.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6319  -11.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3316   -9.8661    0.0000 F   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:

   

   ALA3246952

   p-(Bis(2-chloroethyl)amino)phenyl p-fluorobenzoate

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: 356.22

Molecular Weight (Monoisotopic): 355.0542

AlogP: 4.33

#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: 5.21

CX LogD: 5.21

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -0.98

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