ID: ALA209230

Max Phase: Preclinical

Molecular Formula: C21H21N5O4S

Molecular Weight: 439.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCn1c(=O)[nH]c2[nH]c(-c3ccc(S(=O)(=O)NCc4ccccc4)cc3)nc2c1=O

Standard InChI:  InChI=1S/C21H21N5O4S/c1-2-12-26-20(27)17-19(25-21(26)28)24-18(23-17)15-8-10-16(11-9-15)31(29,30)22-13-14-6-4-3-5-7-14/h3-11,22H,2,12-13H2,1H3,(H,23,24)(H,25,28)

Standard InChI Key:  MQFLPQUECNRXNT-UHFFFAOYSA-N

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

Properties

Molecular Weight: 439.50

Molecular Weight (Monoisotopic): 439.1314

AlogP: 1.97

#Rotatable Bonds: 7

Polar Surface Area: 129.71

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.69

CX Basic pKa: 0.72

CX LogP: 3.44

CX LogD: 3.28

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.26

References

1. Yan L, Bertarelli DC, Hayallah AM, Meyer H, Klotz KN, Müller CE..  (2006)  A new synthesis of sulfonamides by aminolysis of p-nitrophenylsulfonates yielding potent and selective adenosine A2B receptor antagonists.,  49  (14): [PMID:16821798] [10.1021/jm060277v]

2. Cheng F, Cheng F, Xu Z, Liu G, Tang Y..  (2010)  Insights into binding modes of adenosine A(2B) antagonists with ligand-based and receptor-based methods.,  45  (8): [PMID:20537438] [10.1016/j.ejmech.2010.04.039]

Source

Source(1):

• Scientific Literature