(R)-4-(5-bromo-4-(1-hydroxypropan-2-ylamino)pyrimidin-2-ylamino)benzenesulfonamide hydrochloride

ID: ALA4764656

PubChem CID: 131801086

Max Phase: Preclinical

Molecular Formula: C13H17BrClN5O3S

Molecular Weight: 402.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CO)Nc1nc(Nc2ccc(S(N)(=O)=O)cc2)ncc1Br.Cl

Standard InChI:  InChI=1S/C13H16BrN5O3S.ClH/c1-8(7-20)17-12-11(14)6-16-13(19-12)18-9-2-4-10(5-3-9)23(15,21)22;/h2-6,8,20H,7H2,1H3,(H2,15,21,22)(H2,16,17,18,19);1H/t8-;/m1./s1

Standard InChI Key:  CBRHYTYNUKLOBK-DDWIOCJRSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    9.4629  -11.4055    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4065  -12.4310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9979  -11.7181    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5848  -12.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4323   -8.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4312   -8.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1463   -9.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8631   -8.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8602   -8.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1444   -7.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1420   -6.7655    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.1461  -10.0700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8608  -10.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8564  -11.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5703  -11.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2861  -11.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2837  -10.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5693  -10.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7158  -11.3052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5734   -7.5848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2898   -7.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0031   -7.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2929   -8.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7194   -7.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16  3  1  0
  3 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 22 24  1  0
M  END

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: 402.27

Molecular Weight (Monoisotopic): 401.0157

AlogP: 1.42

#Rotatable Bonds: 6

Polar Surface Area: 130.23

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.68

CX Basic pKa: 3.29

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -1.41

References

1. Mäder P,Kattner L.  (2020)  Sulfoximines as Rising Stars in Modern Drug Discovery? Current Status and Perspective on an Emerging Functional Group in Medicinal Chemistry.,  63  (23.0): [PMID:32870008] [10.1021/acs.jmedchem.0c00960]

Source

Source(1):

• Scientific Literature