(E)-2-(3-(2-(2-Aminoethoxy)ethoxy)-4-hydroxybenzylidene)-5-chloro-2,3-dihydro-1H-inden-1-one hydrochloride

ID: ALA4175047

Chembl Id: CHEMBL4175047

PubChem CID: 145951494

Max Phase: Preclinical

Molecular Formula: C20H21Cl2NO4

Molecular Weight: 373.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCOCCOc1cc(/C=C2\Cc3cc(Cl)ccc3C2=O)ccc1O

Standard InChI:  InChI=1S/C20H20ClNO4.ClH/c21-16-2-3-17-14(12-16)11-15(20(17)24)9-13-1-4-18(23)19(10-13)26-8-7-25-6-5-22;/h1-4,9-10,12,23H,5-8,11,22H2;1H/b15-9+;

Standard InChI Key:  IKFKFLOQMQGPCW-NSPIFIKESA-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

Calculated Properties

Molecular Weight: 373.84

Molecular Weight (Monoisotopic): 373.1081

AlogP: 3.22

#Rotatable Bonds: 7

Polar Surface Area: 81.78

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: 9.15

CX LogP: 2.53

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.18

References

1. Regenass P, Abboud D, Daubeuf F, Lehalle C, Gizzi P, Riché S, Hachet-Haas M, Rohmer F, Gasparik V, Boeglin D, Haiech J, Knehans T, Rognan D, Heissler D, Marsol C, Villa P, Galzi JL, Hibert M, Frossard N, Bonnet D..  (2018)  Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.,  61  (17): [PMID:30106292] [10.1021/acs.jmedchem.8b00657]

Source

Source(1):

• Scientific Literature