4-(3-Bromophenyl)-8-chloro-3,4-dihydro[1]benzothieno[3,2-d]pyrimidin-2(1H)-imine

ID: ALA4513517

PubChem CID: 155538943

Max Phase: Preclinical

Molecular Formula: C16H11BrClN3S

Molecular Weight: 392.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C1Nc2c(sc3ccc(Cl)cc23)C(c2cccc(Br)c2)N1

Standard InChI:  InChI=1S/C16H11BrClN3S/c17-9-3-1-2-8(6-9)13-15-14(21-16(19)20-13)11-7-10(18)4-5-12(11)22-15/h1-7,13H,(H3,19,20,21)

Standard InChI Key:  MNPRUBCGSOGNLH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    3.8988  -25.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8977  -26.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6057  -26.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039  -25.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125  -25.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128  -26.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0915  -26.8340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1910  -25.3578    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0910  -25.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5703  -26.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3792  -26.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7152  -25.3440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360  -24.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4207  -24.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707  -23.9359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8581  -26.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5214  -27.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9987  -28.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8126  -28.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1470  -27.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6677  -26.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9597  -27.2390    0.0000 Br  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
  6  7  1  0
  7 10  1  0
  9  5  1  0
  1  8  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11 16  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513517

   ---

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: 392.71

Molecular Weight (Monoisotopic): 390.9546

AlogP: 5.36

#Rotatable Bonds: 1

Polar Surface Area: 47.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.28

CX LogP: 5.14

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -1.01

References

1. Khalil NA, Ahmed EM, Zaher AF, El-Zoghbi MS, Sobh EA..  (2020)  Synthesis of certain benzothieno[3,2-d]pyrimidine derivatives as a selective SIRT2 inhibitors.,  187  [PMID:31812033] [10.1016/j.ejmech.2019.111926]

Source

Source(1):

• Scientific Literature