2-(2-((2,6-Dichlorophenyl)amino)phenyl)-N-(2-((2-oxo-2H-chromen-6-yl)oxy)ethyl)acetamide

ID: ALA4069089

Chembl Id: CHEMBL4069089

PubChem CID: 137632743

Max Phase: Preclinical

Molecular Formula: C25H20Cl2N2O4

Molecular Weight: 483.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1Nc1c(Cl)cccc1Cl)NCCOc1ccc2oc(=O)ccc2c1

Standard InChI:  InChI=1S/C25H20Cl2N2O4/c26-19-5-3-6-20(27)25(19)29-21-7-2-1-4-16(21)15-23(30)28-12-13-32-18-9-10-22-17(14-18)8-11-24(31)33-22/h1-11,14,29H,12-13,15H2,(H,28,30)

Standard InChI Key:  TXVQNFKIVJJNQQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4069089

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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: 483.35

Molecular Weight (Monoisotopic): 482.0800

AlogP: 5.58

#Rotatable Bonds: 8

Polar Surface Area: 80.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -0.92

References

1. Bua S, Di Cesare Mannelli L, Vullo D, Ghelardini C, Bartolucci G, Scozzafava A, Supuran CT, Carta F..  (2017)  Design and Synthesis of Novel Nonsteroidal Anti-Inflammatory Drugs and Carbonic Anhydrase Inhibitors Hybrids (NSAIDs-CAIs) for the Treatment of Rheumatoid Arthritis.,  60  (3): [PMID:28075587] [10.1021/acs.jmedchem.6b01607]

2. Bua S, Lucarini L, Micheli L, Menicatti M, Bartolucci G, Selleri S, Di Cesare Mannelli L, Ghelardini C, Masini E, Carta F, Gratteri P, Nocentini A, Supuran CT..  (2020)  Bioisosteric Development of Multitarget Nonsteroidal Anti-Inflammatory Drug-Carbonic Anhydrases Inhibitor Hybrids for the Management of Rheumatoid Arthritis.,  63  (5): [PMID:31689108] [10.1021/acs.jmedchem.9b01130]

Source

Source(1):

• Scientific Literature