(E)-N-(2-aminophenyl)-3-(4-(((7-chloro-3-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)thio)methyl)phenyl)acrylamide

ID: ALA4535846

PubChem CID: 155547652

Max Phase: Preclinical

Molecular Formula: C25H21ClN4O2S

Molecular Weight: 476.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(SCc2ccc(/C=C/C(=O)Nc3ccccc3N)cc2)nc2cc(Cl)ccc2c1=O

Standard InChI:  InChI=1S/C25H21ClN4O2S/c1-30-24(32)19-12-11-18(26)14-22(19)29-25(30)33-15-17-8-6-16(7-9-17)10-13-23(31)28-21-5-3-2-4-20(21)27/h2-14H,15,27H2,1H3,(H,28,31)/b13-10+

Standard InChI Key:  SLIRQACZWWCWFC-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

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   20.7086  -21.4020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7176  -23.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1416  -21.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8574  -21.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5705  -21.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2856  -21.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9984  -21.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1474  -23.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8549  -21.4128    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 21 32  1  0
 14 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535846

   ---

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: 476.99

Molecular Weight (Monoisotopic): 476.1074

AlogP: 5.11

#Rotatable Bonds: 6

Polar Surface Area: 90.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.62

CX LogP: 5.36

CX LogD: 5.36

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: -1.44

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