ID: ALA2313566

Max Phase: Preclinical

Molecular Formula: C22H20N2O4S

Molecular Weight: 408.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C1CCN(Cc2coc3cc(Oc4nc5ccccc5s4)ccc23)CC1

Standard InChI:  InChI=1S/C22H20N2O4S/c25-21(26)14-7-9-24(10-8-14)12-15-13-27-19-11-16(5-6-17(15)19)28-22-23-18-3-1-2-4-20(18)29-22/h1-6,11,13-14H,7-10,12H2,(H,25,26)

Standard InChI Key:  PBFXIFNZNWKWMV-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: 408.48

Molecular Weight (Monoisotopic): 408.1144

AlogP: 5.13

#Rotatable Bonds: 5

Polar Surface Area: 75.80

Molecular Species: ZWITTERION

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.14

CX Basic pKa: 8.88

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.22

References

1. Eccles W, Blevitt JM, Booker JN, Chrovian CC, Crawford S, de Leon AR, Deng X, Fourie AM, Grice CA, Herman K, Karlsson L, Kearney AM, Lee-Dutra A, Liang J, Luna R, Pippel D, Rao N, Riley JP, Santillán A, Savall B, Tanis VM, Xue X, Young AL..  (2013)  Identification of benzofuran central cores for the inhibition of leukotriene A(4) hydrolase.,  23  (3): [PMID:23260350] [10.1016/j.bmcl.2012.11.074]

Source

Source(1):

• Scientific Literature