1-(3-chloro-4-methylphenyl)-5-[3-(2-furyl)prop-2-enylidene]-2-thioxo-hexahydropyrimidine-4,6-dione

ID: ALA4520444

Cas Number: 593273-05-3

PubChem CID: 1797299

Product Number: D647212, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O3S

Molecular Weight: 372.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2C(=O)/C(=C/C=C/c3ccco3)C(=O)NC2=S)cc1Cl

Standard InChI:  InChI=1S/C18H13ClN2O3S/c1-11-7-8-12(10-15(11)19)21-17(23)14(16(22)20-18(21)25)6-2-4-13-5-3-9-24-13/h2-10H,1H3,(H,20,22,25)/b4-2+,14-6+

Standard InChI Key:  AYNCXNUUERDREH-FMDPHQNASA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.3785  -29.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2018  -29.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6105  -29.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2013  -28.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3749  -28.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9657  -29.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1407  -29.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9641  -30.6121    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4355  -29.1906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8459  -29.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674  -29.9062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0818  -29.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6728  -28.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8452  -28.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4296  -27.7578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9068  -29.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4291  -30.6137    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0857  -27.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9108  -27.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3280  -27.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1530  -27.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6341  -27.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4198  -27.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4228  -26.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6389  -26.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  1  8  1  0
  3  9  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 12 16  2  0
 10 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520444

   DCH36_06

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: 372.83

Molecular Weight (Monoisotopic): 372.0335

AlogP: 3.63

#Rotatable Bonds: 3

Polar Surface Area: 62.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.22

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: -1.74

References

1. Yang Y, Zhang R, Li Z, Mei L, Wan S, Ding H, Chen Z, Xing J, Feng H, Han J, Jiang H, Zheng M, Luo C, Zhou B..  (2020)  Discovery of Highly Potent, Selective, and Orally Efficacious p300/CBP Histone Acetyltransferases Inhibitors.,  63  (3): [PMID:31910017] [10.1021/acs.jmedchem.9b01721]

Source

Source(1):

• Scientific Literature