6-chloro-3-phenethyl-3,4-dihydro-2H-[1,3]oxazino[5,6-h]quinoline

ID: ALA5279514

Max Phase: Preclinical

Molecular Formula: C19H17ClN2O

Molecular Weight: 324.81

Names and Identifiers

Canonical SMILES:  Clc1cc2c(c3ncccc13)OCN(CCc1ccccc1)C2

Standard InChI:  InChI=1S/C19H17ClN2O/c20-17-11-15-12-22(10-8-14-5-2-1-3-6-14)13-23-19(15)18-16(17)7-4-9-21-18/h1-7,9,11H,8,10,12-13H2

Standard InChI Key:  ZYGKVGCVMPUZOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -3.5730    1.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    1.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466    1.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466    0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567   -0.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5730    0.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    1.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189    1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044   -0.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238   -0.8298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    2.4696    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7186   -1.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328   -0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -1.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614   -0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730   -1.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730   -2.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631   -2.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  9 11  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 10 14  1  0
  7 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279514

   ---

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: 324.81

Molecular Weight (Monoisotopic): 324.1029

AlogP: 4.28

#Rotatable Bonds: 3

Polar Surface Area: 25.36

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.09

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.25

References

1. Winter C, Siepe I, Wise A, Dorali A, Barrett AGM, Witschel M..  (2023)  Agrochemical Lessons for Infectious Disease Research: New Resistance Breaking Antifungal Hits against Candida auris.,  14  (2.0): [PMID:36793433] [10.1021/acsmedchemlett.2c00497]

Source

Source(1):

• Scientific Literature