6-chloro-4-ethoxy-3-methyl-4-phenyl-3,4-dihydroquinazoline-2(1H)-thione

ID: ALA4483481

PubChem CID: 155540485

Max Phase: Preclinical

Molecular Formula: C17H17ClN2OS

Molecular Weight: 332.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC1(c2ccccc2)c2cc(Cl)ccc2NC(=S)N1C

Standard InChI:  InChI=1S/C17H17ClN2OS/c1-3-21-17(12-7-5-4-6-8-12)14-11-13(18)9-10-15(14)19-16(22)20(17)2/h4-11H,3H2,1-2H3,(H,19,22)

Standard InChI Key:  KKRIIQWMMUVKTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.3059  -20.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7216  -21.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1330  -20.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5874  -22.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5863  -22.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2995  -23.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2976  -21.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0115  -22.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0103  -22.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7217  -23.3689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4388  -22.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4399  -22.1322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1539  -21.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1504  -23.3724    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9561  -20.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3656  -20.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7202  -20.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3052  -19.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4772  -19.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0660  -20.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4833  -21.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8744  -21.7225    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8  2  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  2  1  0
 12 13  1  0
 11 14  2  0
  3 15  1  0
 15 16  1  0
  1 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
  4 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483481

   ---

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: 332.86

Molecular Weight (Monoisotopic): 332.0750

AlogP: 4.22

#Rotatable Bonds: 3

Polar Surface Area: 24.50

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.86

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -0.45

References

1. Namasivayam V, Vanangamudi M, Kramer VG, Kurup S, Zhan P, Liu X, Kongsted J, Byrareddy SN..  (2019)  The Journey of HIV-1 Non-Nucleoside Reverse Transcriptase Inhibitors (NNRTIs) from Lab to Clinic.,  62  (10): [PMID:30516990] [10.1021/acs.jmedchem.8b00843]

Source

Source(1):

• Scientific Literature