2,4-dioxo-N-(4-(pyridin-3-yloxy)phenyl)-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

ID: ALA3288034

Chembl Id: CHEMBL3288034

Cas Number: 1214468-35-5

PubChem CID: 46966788

Max Phase: Preclinical

Molecular Formula: C19H14N4O5S

Molecular Weight: 410.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(=O)c2cc(S(=O)(=O)Nc3ccc(Oc4cccnc4)cc3)ccc2[nH]1

Standard InChI:  InChI=1S/C19H14N4O5S/c24-18-16-10-15(7-8-17(16)21-19(25)22-18)29(26,27)23-12-3-5-13(6-4-12)28-14-2-1-9-20-11-14/h1-11,23H,(H2,21,22,24,25)

Standard InChI Key:  CNILPKOOBRBNEQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3288034

   2,4-dioxo-N-[4-(pyridin-3-yloxy)phenyl]-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

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: 410.41

Molecular Weight (Monoisotopic): 410.0685

AlogP: 2.20

#Rotatable Bonds: 5

Polar Surface Area: 134.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.92

CX Basic pKa: 4.61

CX LogP: 2.17

CX LogD: 2.06

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.64

References

1. Parenti MD, Grozio A, Bauer I, Galeno L, Damonte P, Millo E, Sociali G, Franceschi C, Ballestrero A, Bruzzone S, Del Rio A, Nencioni A..  (2014)  Discovery of novel and selective SIRT6 inhibitors.,  57  (11): [PMID:24785705] [10.1021/jm500487d]

2. Sociali G, Galeno L, Parenti MD, Grozio A, Bauer I, Passalacqua M, Boero S, Donadini A, Millo E, Bellotti M, Sturla L, Damonte P, Puddu A, Ferroni C, Varchi G, Franceschi C, Ballestrero A, Poggi A, Bruzzone S, Nencioni A, Del Rio A..  (2015)  Quinazolinedione SIRT6 inhibitors sensitize cancer cells to chemotherapeutics.,  102  [PMID:26310895] [10.1016/j.ejmech.2015.08.024]

Source

Source(1):

• Scientific Literature