1-(3-hydroxypropyl)-7,7-dimethyl-6,7-dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

ID: ALA5208428

Cas Number: 1644387-48-3

PubChem CID: 90469308

Max Phase: Preclinical

Molecular Formula: C16H20N2O3

Molecular Weight: 288.35

Names and Identifiers

Canonical SMILES:  CC1(C)CCn2c(=O)c(=O)n(CCCO)c3cccc1c32

Standard InChI:  InChI=1S/C16H20N2O3/c1-16(2)7-9-18-13-11(16)5-3-6-12(13)17(8-4-10-19)14(20)15(18)21/h3,5-6,19H,4,7-10H2,1-2H3

Standard InChI Key:  AFXDIAGXPGAOKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.3983    0.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260   -1.2919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -1.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7177   -0.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0305    0.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160   -0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0031   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -2.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276   -2.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154   -2.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276   -1.2919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8276    0.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    1.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163    2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    2.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
  4 13  1  0
 11 14  1  0
 11 15  1  0
  3 16  2  0
  2 17  2  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208428

   Antibacterial agent 74

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 288.35

Molecular Weight (Monoisotopic): 288.1474

AlogP: 1.23

#Rotatable Bonds: 3

Polar Surface Area: 64.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.80

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -0.08

References

1. Shingare RD, MacMillan JB, Reddy DS..  (2022)  Antibiotic natural product hunanamycin A: Lead identification towards anti-Salmonella agents.,  236  [PMID:35421661] [10.1016/j.ejmech.2022.114245]

Source

Source(1):

• Scientific Literature