4-(4-(4,5-Dibromo-1H-imidazol-1-yl)thiazol-2-yl)morpholine

ID: ALA3323483

Cas Number: 2230880-25-6

PubChem CID: 91754488

Max Phase: Preclinical

Molecular Formula: C10H10Br2N4OS

Molecular Weight: 394.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ncn(-c2csc(N3CCOCC3)n2)c1Br

Standard InChI:  InChI=1S/C10H10Br2N4OS/c11-8-9(12)16(6-13-8)7-5-18-10(14-7)15-1-3-17-4-2-15/h5-6H,1-4H2

Standard InChI Key:  KEFGZKYLWGZFFS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    2.0420   -1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -1.7011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230   -0.3855    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1244   -0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1447   -1.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4785   -1.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878   -2.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7692   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4354   -0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6202   -0.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3345   -1.7820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -1.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422   -2.0619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2521   -2.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -3.1395    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -3.5159    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3  6  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  1 12  1  0
 16 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3323483

   4-(4-(4,5-dibromo-1H-imidazol-1-yl)thiazol-2-yl)morpholine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.09

Molecular Weight (Monoisotopic): 391.8942

AlogP: 2.69

#Rotatable Bonds: 2

Polar Surface Area: 43.18

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.66

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -1.84

References

1. Li H, Ban F, Dalal K, Leblanc E, Frewin K, Ma D, Adomat H, Rennie PS, Cherkasov A..  (2014)  Discovery of small-molecule inhibitors selectively targeting the DNA-binding domain of the human androgen receptor.,  57  (15): [PMID:25062331] [10.1021/jm500802j]

2. Xiang W, Wang S..  (2022)  Therapeutic Strategies to Target the Androgen Receptor.,  65  (13.0): [PMID:35786895] [10.1021/acs.jmedchem.2c00716]

Source

Source(1):

• Scientific Literature