2-(4-nitrophenylamino)propane-1,3-diol

ID: ALA4643488

PubChem CID: 11564737

Max Phase: Preclinical

Molecular Formula: C9H12N2O4

Molecular Weight: 212.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(NC(CO)CO)cc1

Standard InChI:  InChI=1S/C9H12N2O4/c12-5-8(6-13)10-7-1-3-9(4-2-7)11(14)15/h1-4,8,10,12-13H,5-6H2

Standard InChI Key:  RMBOXRGPALVRGT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   20.4449   -3.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4437   -4.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1518   -5.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8614   -4.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8586   -3.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1500   -3.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1516   -5.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4438   -6.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4436   -7.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7362   -5.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1460   -2.5446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4371   -2.1381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8525   -2.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0283   -6.2301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7358   -7.4561    0.0000 O   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
  6 11  1  0
 10 14  1  0
  9 15  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4643488

   2-(4-Nitrophenylamino)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: 212.21

Molecular Weight (Monoisotopic): 212.0797

AlogP: 0.36

#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: ┄

CX Basic pKa: 1.00

CX LogP: 0.07

CX LogD: 0.07

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.48

Np Likeness Score: -1.01

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