3-chloro-4-(dipropylamino)benzaldehyde

ID: ALA5087589

PubChem CID: 81145685

Max Phase: Preclinical

Molecular Formula: C13H18ClNO

Molecular Weight: 239.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN(CCC)c1ccc(C=O)cc1Cl

Standard InChI:  InChI=1S/C13H18ClNO/c1-3-7-15(8-4-2)13-6-5-11(10-16)9-12(13)14/h5-6,9-10H,3-4,7-8H2,1-2H3

Standard InChI Key:  OMRLVJXGCODSRT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -0.7113    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0039    1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072    2.0593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4276   -0.8229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -2.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7124   -2.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -2.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371   -2.0582    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
  4  9  1  0
  3 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087589

   3-Chloro-4-(dipropylamino)benzaldehyde

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: 239.75

Molecular Weight (Monoisotopic): 239.1077

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 20.31

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.73

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.70

Np Likeness Score: -0.99

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