2-(2-nitro-4-(trifluoromethyl)phenylamino)propane-1,3-diol

ID: ALA4634251

PubChem CID: 65314211

Max Phase: Preclinical

Molecular Formula: C10H11F3N2O4

Molecular Weight: 280.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(C(F)(F)F)ccc1NC(CO)CO

Standard InChI:  InChI=1S/C10H11F3N2O4/c11-10(12,13)6-1-2-8(9(3-6)15(18)19)14-7(4-16)5-17/h1-3,7,14,16-17H,4-5H2

Standard InChI Key:  KBWBROVGOLVUMG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    4.1176  -15.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164  -15.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8245  -16.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5341  -15.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5313  -15.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8227  -14.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243  -17.1802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164  -17.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162  -18.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088  -17.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449  -16.3606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9519  -15.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461  -17.1778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084  -18.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010  -17.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202  -13.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5267  -13.4978    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113  -13.5020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8123  -13.0874    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
  8  9  1  0
  8 10  1  0
 11 12  2  0
 11 13  1  0
  4 11  1  0
  9 14  1  0
 10 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4634251

   2-[2-Nitro-4-(trifluoromethyl)anilino]propane-1,3-diol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.20

Molecular Weight (Monoisotopic): 280.0671

AlogP: 1.38

#Rotatable Bonds: 5

Polar Surface Area: 95.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.82

CX Basic pKa: 0.01

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.56

Np Likeness Score: -1.40

References

1. Chappel L, Wong LC, Leong CO, Mai CW, Meikle IT, Stanforth SP, Truong TV..  (2020)  The synthesis of trifluoromethylated N-nitroaryl-2-amino-1,3-dichloropropane derivatives and their evaluation as potential anti-cancer agents.,  30  (4): [PMID:31882300] [10.1016/j.bmcl.2019.126910]

Source

Source(1):

• Scientific Literature