SID505348

ID: ALA1984730

PubChem CID: 374175

Max Phase: Preclinical

Molecular Formula: C17H15BrClN3O4

Molecular Weight: 440.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2C(Cl)C(=O)N2NC(=O)c2ccc(N)cc2)cc(Br)c1O

Standard InChI:  InChI=1S/C17H15BrClN3O4/c1-26-12-7-9(6-11(18)15(12)23)14-13(19)17(25)22(14)21-16(24)8-2-4-10(20)5-3-8/h2-7,13-14,23H,20H2,1H3,(H,21,24)

Standard InChI Key:  PKBYULAWXQAMBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -0.2573    7.4106    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    7.3901    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2094    5.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    4.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    4.5733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823    5.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    5.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    4.5733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    0.8608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    6.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2177    5.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3844    5.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3927    5.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802    5.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9802    6.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    5.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1552    6.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    5.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    3.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    2.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    2.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300    2.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    2.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5155    1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823    4.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0
  2 10  1  0
  3 12  2  0
  4 16  1  0
  4 26  1  0
  5 18  2  0
  6 19  1  0
  7  8  1  0
  7 11  1  0
  7 12  1  0
  8 18  1  0
  9 25  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 15 17  1  0
 16 19  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 21 23  1  0
 22 24  2  0
 23 25  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1984730

   4-Amino-N-(2-(3-bromo-4-hydroxy-5-methoxyphenyl)-3-chloro-4-oxo-1-azetidinyl)benzamide

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: 440.68

Molecular Weight (Monoisotopic): 438.9934

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 104.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: 2.99

CX LogP: 2.30

CX LogD: 2.27

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.38

Np Likeness Score: -0.09

References

1. PubChem BioAssay data set, 

2. Miknis GF, Stevens SJ, Smith LE, Ostrov DA, Churchill ME..  (2015)  Development of novel Asf1-H3/H4 inhibitors.,  25  (4): [PMID:25582598] [10.1016/j.bmcl.2014.11.067]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays