(R)-N-cyclohexyl-3-(3,4-dichlorophenethylamino)-N-(2-(2-hydroxy-2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)propanamide

ID: ALA3819011

Chembl Id: CHEMBL3819011

PubChem CID: 127051859

Max Phase: Preclinical

Molecular Formula: C29H38Cl2N4O5

Molecular Weight: 593.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1COc2c([C@@H](O)CNCCN(C(=O)CCNCCc3ccc(Cl)c(Cl)c3)C3CCCCC3)ccc(O)c2N1

Standard InChI:  InChI=1S/C29H38Cl2N4O5/c30-22-8-6-19(16-23(22)31)10-12-32-13-11-27(39)35(20-4-2-1-3-5-20)15-14-33-17-25(37)21-7-9-24(36)28-29(21)40-18-26(38)34-28/h6-9,16,20,25,32-33,36-37H,1-5,10-15,17-18H2,(H,34,38)/t25-/m0/s1

Standard InChI Key:  LUKIJOMOVGMWEG-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA3819011

   ---

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: 593.55

Molecular Weight (Monoisotopic): 592.2219

AlogP: 4.04

#Rotatable Bonds: 13

Polar Surface Area: 123.16

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.88

CX Basic pKa: 9.54

CX LogP: 2.40

CX LogD: 0.35

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: -0.80

References

1. Eggert E, Hillig RC, Koehr S, Stöckigt D, Weiske J, Barak N, Mowat J, Brumby T, Christ CD, Ter Laak A, Lang T, Fernandez-Montalvan AE, Badock V, Weinmann H, Hartung IV, Barsyte-Lovejoy D, Szewczyk M, Kennedy S, Li F, Vedadi M, Brown PJ, Santhakumar V, Arrowsmith CH, Stellfeld T, Stresemann C..  (2016)  Discovery and Characterization of a Highly Potent and Selective Aminopyrazoline-Based in Vivo Probe (BAY-598) for the Protein Lysine Methyltransferase SMYD2.,  59  (10): [PMID:27075367] [10.1021/acs.jmedchem.5b01890]

2. Dhorma LP, Teli MK, Nangunuri BG, Venkanna A, Ragam R, Maturi A, Mirzaei A, Vo DK, Maeng HJ, Kim MH..  (2022)  Positioning of an unprecedented 1,5-oxaza spiroquinone scaffold into SMYD2 inhibitors in epigenetic space.,  227  [PMID:34656041] [10.1016/j.ejmech.2021.113880]

Source

Source(1):

• Scientific Literature