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

ID: ALA3246951

Cas Number: 22953-55-5

PubChem CID: 89926

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)c1cccc(F)c1

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

Standard InChI Key:  WNHQFWFQAJPQMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.5308  -14.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5296  -15.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2377  -15.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9473  -15.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9445  -14.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2359  -13.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2375  -16.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5297  -16.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9451  -16.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9449  -17.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5295  -17.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217  -17.9888    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.6525  -17.9895    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2334  -13.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9399  -12.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375  -11.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6489  -13.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6458  -11.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6437  -10.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343  -10.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2255  -10.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2310  -11.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3504  -10.2221    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
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246951

   [4-[Bis(2-chloroethyl)amino]phenyl] 3-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: -1.13

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