N-Cyclobutyl-N-((2,2-dimethyl-2H-pyrano[3,2-b]pyridin-6-yl)methyl)-3,4-dimethoxybenzenesulfonamide

ID: ALA1940227

Chembl Id: CHEMBL1940227

Cas Number: 1342890-83-8

PubChem CID: 54575622

Max Phase: Preclinical

Molecular Formula: C23H28N2O5S

Molecular Weight: 444.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(Cc2ccc3c(n2)C=CC(C)(C)O3)C2CCC2)cc1OC

Standard InChI:  InChI=1S/C23H28N2O5S/c1-23(2)13-12-19-20(30-23)10-8-16(24-19)15-25(17-6-5-7-17)31(26,27)18-9-11-21(28-3)22(14-18)29-4/h8-14,17H,5-7,15H2,1-4H3

Standard InChI Key:  CQGIUFASDNXPRB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1940227

   Arylsulfonamide 64B

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: 444.55

Molecular Weight (Monoisotopic): 444.1719

AlogP: 4.03

#Rotatable Bonds: 7

Polar Surface Area: 77.96

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.66

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.41

References

1. Mooring SR, Jin H, Devi NS, Jabbar AA, Kaluz S, Liu Y, Van Meir EG, Wang B..  (2011)  Design and synthesis of novel small-molecule inhibitors of the hypoxia inducible factor pathway.,  54  (24): [PMID:22032632] [10.1021/jm201018g]

2. Ferguson J, De Los Santos Z, Devi N, Van Meir E, Zingales S, Wang B..  (2017)  Examining the structure-activity relationship of benzopyran-based inhibitors of the hypoxia inducible factor-1 pathway.,  27  (8): [PMID:28285917] [10.1016/j.bmcl.2017.02.073]

3. Li J, Xi W, Li X, Sun H, Li Y..  (2019)  Advances in inhibition of protein-protein interactions targeting hypoxia-inducible factor-1 for cancer therapy.,  27  (7): [PMID:30819620] [10.1016/j.bmc.2019.01.042]

Source

Source(1):

• Scientific Literature