2-chloro-3-(2-(piperazin-1-yl)ethylamino)naphthalene-1,4-dione

ID: ALA4749230

Cas Number: 6956-30-5

PubChem CID: 248304

Max Phase: Preclinical

Molecular Formula: C16H18ClN3O2

Molecular Weight: 319.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C(Cl)=C(NCCN2CCNCC2)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C16H18ClN3O2/c17-13-14(19-7-10-20-8-5-18-6-9-20)16(22)12-4-2-1-3-11(12)15(13)21/h1-4,18-19H,5-10H2

Standard InChI Key:  NSSMXCNEKHURJO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.5761   -7.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5761   -8.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2899   -8.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2899   -7.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8630   -8.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1463   -8.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4328   -8.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0037   -7.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0020   -8.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7147   -8.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4295   -8.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4272   -7.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7139   -7.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2911   -9.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2899   -6.4869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8586   -7.3202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7169   -8.5533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7220   -7.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103   -7.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2912   -7.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2884   -8.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0047   -8.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  9  1  0
  8  4  1  0
  5  6  1  0
  6  7  1  0
  2  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  2  0
  4 15  2  0
  1 16  1  0
  7 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4749230

   2-Chloro-3-(2-piperazin-1-ylethylamino)naphthalene-1,4-dione

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: 319.79

Molecular Weight (Monoisotopic): 319.1088

AlogP: 1.01

#Rotatable Bonds: 4

Polar Surface Area: 61.44

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.01

CX LogP: 0.64

CX LogD: -0.97

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -0.73

References

1. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(1):

• Scientific Literature