4-(dipropylamino)-3-nitrobenzaldehyde

ID: ALA5082977

Cas Number: 1039855-56-5

PubChem CID: 28951450

Max Phase: Preclinical

Molecular Formula: C13H18N2O3

Molecular Weight: 250.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN(CCC)c1ccc(C=O)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C13H18N2O3/c1-3-7-14(8-4-2)12-6-5-11(10-16)9-13(12)15(17)18/h5-6,9-10H,3-4,7-8H2,1-2H3

Standard InChI Key:  KXSYGLGCBFMYGY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -1.0697    1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563    0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3534    1.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599    1.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    2.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488    2.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -1.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -2.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662   -2.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -0.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    0.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -1.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -2.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -2.6758    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
  6  7  1  0
  7  8  2  0
  3  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 10 17  1  0
 17 18  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5082977

   Aldh3A1-IN-1

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: 250.30

Molecular Weight (Monoisotopic): 250.1317

AlogP: 3.03

#Rotatable Bonds: 7

Polar Surface Area: 63.45

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.42

Np Likeness Score: -1.17

References

1. Ibrahim AIM, Batlle E, Sneha S, Jiménez R, Pequerul R, Parés X, Rüngeler T, Jha V, Tuccinardi T, Sadiq M, Frame F, Maitland NJ, Farrés J, Pors K..  (2022)  Expansion of the 4-(Diethylamino)benzaldehyde Scaffold to Explore the Impact on Aldehyde Dehydrogenase Activity and Antiproliferative Activity in Prostate Cancer.,  65  (5.0): [PMID:35212533] [10.1021/acs.jmedchem.1c01367]

Source

Source(1):

• Scientific Literature