1-(2-Dimethylamino-ethyl)-3-piperazin-1-yl-1H-quinoxalin-2-one: HCl

ID: ALA1743614

PubChem CID: 54583691

Max Phase: Preclinical

Molecular Formula: C16H24ClN5O

Molecular Weight: 301.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCn1c(=O)c(N2CCNCC2)nc2ccccc21.Cl

Standard InChI:  InChI=1S/C16H23N5O.ClH/c1-19(2)11-12-21-14-6-4-3-5-13(14)18-15(16(21)22)20-9-7-17-8-10-20;/h3-6,17H,7-12H2,1-2H3;1H

Standard InChI Key:  KZSRHQMQVMZTPS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    3.2409   -5.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2331   -4.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5209   -4.1919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5287   -5.8459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8087   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8087   -5.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -5.8382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5170   -3.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -4.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3814   -6.6554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -2.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214   -2.1253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -6.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6653   -5.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -4.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0965   -5.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3814   -5.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692   -7.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -1.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3843   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3843   -5.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4161   -7.8080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  6  1  0
  6  4  1  0
  7  1  1  0
  8  3  1  0
  9  2  2  0
 10 17  1  0
 11  8  1  0
 12 11  1  0
 13  7  1  0
 14  7  1  0
 15  5  2  0
 16  6  2  0
 17 14  1  0
 18 13  1  0
 19 12  1  0
 20 12  1  0
 21 22  2  0
 22 16  1  0
 10 18  1  0
  5  3  1  0
 15 21  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 301.39

Molecular Weight (Monoisotopic): 301.1903

AlogP: 0.37

#Rotatable Bonds: 4

Polar Surface Area: 53.40

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.87

CX LogP: 0.27

CX LogD: -1.73

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: -1.57

References

1. Lumma WC, Hartman RD, Saari WS, Engelhardt EL, Lotti VJ, Stone CA..  (1981)  Piperazinylquinoxalines with central serotoninmimetic activity.,  24  (1): [PMID:6451700] [10.1021/jm00133a019]

Source

Source(1):

• Scientific Literature