4-(bis(2-chloroethyl)amino)phenyl 2,6-dimethylbenzoate

ID: ALA3246947

Cas Number: 21667-01-6

PubChem CID: 89004

Max Phase: Preclinical

Molecular Formula: C19H21Cl2NO2

Molecular Weight: 366.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1C(=O)Oc1ccc(N(CCCl)CCCl)cc1

Standard InChI:  InChI=1S/C19H21Cl2NO2/c1-14-4-3-5-15(2)18(14)19(23)24-17-8-6-16(7-9-17)22(12-10-20)13-11-21/h3-9H,10-13H2,1-2H3

Standard InChI Key:  TZLVOSZIPXICJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   20.3788   -4.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3777   -4.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0857   -5.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7954   -4.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7926   -4.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0839   -3.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0855   -6.1399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3777   -6.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7931   -6.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7929   -7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3775   -7.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6697   -7.7739    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5006   -7.7746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0815   -2.8681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7880   -2.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7856   -1.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4969   -2.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4939   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4918   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7823   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0735   -0.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0791   -1.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2015   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3746   -1.6545    0.0000 C   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
 18 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246947

   p-(Bis(2-chloroethyl)amino)phenol 2,6-dimethylbenzoate

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: 366.29

Molecular Weight (Monoisotopic): 365.0949

AlogP: 4.81

#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: 6.10

CX LogD: 6.10

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: -0.61

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