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

ID: ALA4533280

PubChem CID: 155547085

Max Phase: Preclinical

Molecular Formula: C27H25ClN4O2S

Molecular Weight: 505.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCn1c(SCc2ccc(/C=C/C(=O)Nc3ccccc3N)cc2)nc2cc(Cl)ccc2c1=O

Standard InChI:  InChI=1S/C27H25ClN4O2S/c1-2-15-32-26(34)21-13-12-20(28)16-24(21)31-27(32)35-17-19-9-7-18(8-10-19)11-14-25(33)30-23-6-4-3-5-22(23)29/h3-14,16H,2,15,17,29H2,1H3,(H,30,33)/b14-11+

Standard InChI Key:  FEESMYWAVQUBNN-SDNWHVSQSA-N

Molfile:  

 
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    4.7496   -7.0694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1737   -8.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5999   -9.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4533280

   ---

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: 505.04

Molecular Weight (Monoisotopic): 504.1387

AlogP: 5.99

#Rotatable Bonds: 8

Polar Surface Area: 90.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.53

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: -1.55

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