N-(2-aminophenyl)-4-(((7-methoxy-3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)thio)methyl)benzamide

ID: ALA4474354

PubChem CID: 155537008

Max Phase: Preclinical

Molecular Formula: C24H22N4O3S

Molecular Weight: 446.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(=O)n(C)c(SCc3ccc(C(=O)Nc4ccccc4N)cc3)nc2c1

Standard InChI:  InChI=1S/C24H22N4O3S/c1-28-23(30)18-12-11-17(31-2)13-21(18)27-24(28)32-14-15-7-9-16(10-8-15)22(29)26-20-6-4-3-5-19(20)25/h3-13H,14,25H2,1-2H3,(H,26,29)

Standard InChI Key:  XENPZBJDQVYEKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   16.2640  -14.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2628  -15.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9709  -16.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9691  -14.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6777  -14.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6811  -15.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3895  -16.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0992  -15.5991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0958  -14.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3828  -14.3687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3918  -16.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8022  -14.3676    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5112  -14.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2177  -14.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9260  -14.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6319  -14.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6298  -13.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9159  -13.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2129  -13.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3357  -13.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0452  -13.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3321  -12.3149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7511  -13.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4591  -13.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1645  -13.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1613  -12.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4468  -11.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7443  -12.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4611  -14.3509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8080  -16.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5562  -14.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8486  -14.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  7 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 24 29  1  0
  8 30  1  0
  1 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474354

   ---

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: 446.53

Molecular Weight (Monoisotopic): 446.1413

AlogP: 4.07

#Rotatable Bonds: 6

Polar Surface Area: 99.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.51

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.53

References

1. Cheng C, Yun F, He J, Ullah S, Yuan Q..  (2019)  Design, synthesis and biological evaluation of novel thioquinazolinone-based 2-aminobenzamide derivatives as potent histone deacetylase (HDAC) inhibitors.,  173  [PMID:31003060] [10.1016/j.ejmech.2019.04.017]

Source

Source(1):

• Scientific Literature