ID: ALA3426786

Max Phase: Preclinical

Molecular Formula: C18H16ClNO8

Molecular Weight: 409.78

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)c1c(O)cc(O)c(Cl)c1CCC(=O)NC1=CC(=O)C(OC)=CC1=O

Standard InChI:  InChI=1S/C18H16ClNO8/c1-27-14-7-10(21)9(5-11(14)22)20-15(25)4-3-8-16(18(26)28-2)12(23)6-13(24)17(8)19/h5-7,23-24H,3-4H2,1-2H3,(H,20,25)

Standard InChI Key:  CTIUXKPDRMOIEF-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: 409.78

Molecular Weight (Monoisotopic): 409.0564

AlogP: 1.15

#Rotatable Bonds: 6

Polar Surface Area: 139.23

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.04

CX Basic pKa:

CX LogP: 2.21

CX LogD: 1.70

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: 0.81

References

1. Patel HJ, Patel PD, Ochiana SO, Yan P, Sun W, Patel MR, Shah SK, Tramentozzi E, Brooks J, Bolaender A, Shrestha L, Stephani R, Finotti P, Leifer C, Li Z, Gewirth DT, Taldone T, Chiosis G..  (2015)  Structure-activity relationship in a purine-scaffold compound series with selectivity for the endoplasmic reticulum Hsp90 paralog Grp94.,  58  (9): [PMID:25901531] [10.1021/acs.jmedchem.5b00197]

2. Jiang F, Guo AP, Xu JC, You QD, Xu XL..  (2018)  Discovery of a Potent Grp94 Selective Inhibitor with Anti-Inflammatory Efficacy in a Mouse Model of Ulcerative Colitis.,  61  (21): [PMID:30351001] [10.1021/acs.jmedchem.8b00800]

Source

Source(1):

• Scientific Literature