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

ID: ALA3590526

Chembl Id: CHEMBL3590526

Cas Number: 1868232-32-9

PubChem CID: 91757965

Max Phase: Preclinical

Molecular Formula: C29H38Cl2N4O4

Molecular Weight: 577.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1COc2c(cccc2[C@@H](O)CNCCN(C(=O)CCNCCc2ccc(Cl)c(Cl)c2)C2CCCCC2)N1

Standard InChI:  InChI=1S/C29H38Cl2N4O4/c30-23-10-9-20(17-24(23)31)11-13-32-14-12-28(38)35(21-5-2-1-3-6-21)16-15-33-18-26(36)22-7-4-8-25-29(22)39-19-27(37)34-25/h4,7-10,17,21,26,32-33,36H,1-3,5-6,11-16,18-19H2,(H,34,37)/t26-/m0/s1

Standard InChI Key:  WVRBXBROEPXZHF-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA3590526

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

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: 577.55

Molecular Weight (Monoisotopic): 576.2270

AlogP: 4.33

#Rotatable Bonds: 13

Polar Surface Area: 102.93

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: 9.45

CX LogP: 3.69

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.26

Np Likeness Score: -1.04

References

1. Sweis RF, Wang Z, Algire M, Arrowsmith CH, Brown PJ, Chiang GG, Guo J, Jakob CG, Kennedy S, Li F, Maag D, Shaw B, Soni NB, Vedadi M, Pappano WN..  (2015)  Discovery of A-893, A New Cell-Active Benzoxazinone Inhibitor of Lysine Methyltransferase SMYD2.,  6  (6): [PMID:26101576] [10.1021/acsmedchemlett.5b00124]

Source

Source(1):

• Scientific Literature