3-(4-(benzylamino)quinazolin-2-ylamino)benzenesulfonamide

ID: ALA4445920

Chembl Id: CHEMBL4445920

PubChem CID: 155518275

Max Phase: Preclinical

Molecular Formula: C21H19N5O2S

Molecular Weight: 405.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cccc(Nc2nc(NCc3ccccc3)c3ccccc3n2)c1

Standard InChI:  InChI=1S/C21H19N5O2S/c22-29(27,28)17-10-6-9-16(13-17)24-21-25-19-12-5-4-11-18(19)20(26-21)23-14-15-7-2-1-3-8-15/h1-13H,14H2,(H2,22,27,28)(H2,23,24,25,26)

Standard InChI Key:  AWVQNXPWVWEELS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4445920

   ---

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: 405.48

Molecular Weight (Monoisotopic): 405.1259

AlogP: 3.63

#Rotatable Bonds: 6

Polar Surface Area: 110.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: 4.64

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -1.74

References

1. Pobsuk N, Paracha TU, Chaichamnong N, Salaloy N, Suphakun P, Hannongbua S, Choowongkomon K, Pekthong D, Chootip K, Ingkaninan K, Gleeson MP..  (2019)  Design, synthesis and evaluation of N²,N⁴-diaminoquinazoline based inhibitors of phosphodiesterase type 5.,  29  (2): [PMID:30509781] [10.1016/j.bmcl.2018.11.043]

2. Somnarin T, Pobsuk N, Chantakul R, Panklai T, Temkitthawon P, Hannongbua S, Chootip K, Ingkaninan K, Boonyarattanakalin K, Gleeson D, Paul Gleeson M..  (2022)  Computational design, synthesis and biological evaluation of PDE5 inhibitors based on N²,N⁴-diaminoquinazoline and N²,N⁶-diaminopurine scaffolds.,  76  [PMID:36450167] [10.1016/j.bmc.2022.117092]

Source

Source(1):

• Scientific Literature