(+/-)-syn-ethyl 1-(2-(2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)ethyl)-4-(4-(ethoxycarbonyl)phenyl)piperidine-3-carboxylate

ID: ALA4217581

Chembl Id: CHEMBL4217581

PubChem CID: 118857838

Max Phase: Preclinical

Molecular Formula: C27H31N3O6

Molecular Weight: 493.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc([C@H]2CCN(CCn3c(=O)[nH]c4ccccc4c3=O)C[C@H]2C(=O)OCC)cc1

Standard InChI:  InChI=1S/C27H31N3O6/c1-3-35-25(32)19-11-9-18(10-12-19)20-13-14-29(17-22(20)26(33)36-4-2)15-16-30-24(31)21-7-5-6-8-23(21)28-27(30)34/h5-12,20,22H,3-4,13-17H2,1-2H3,(H,28,34)/t20-,22-/m1/s1

Standard InChI Key:  XHCRFTMDFBOFDU-IFMALSPDSA-N

Alternative Forms

1. Parent:

   

   ALA4217581

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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: 493.56

Molecular Weight (Monoisotopic): 493.2213

AlogP: 2.54

#Rotatable Bonds: 8

Polar Surface Area: 110.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.82

CX Basic pKa: 7.74

CX LogP: 4.15

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.48

Np Likeness Score: -0.67

References

1. Provencher BA, Eshleman AJ, Johnson RA, Shi X, Kryatova O, Nelson J, Tian J, Gonzalez M, Meltzer PC, Janowsky A..  (2018)  Synthesis and Discovery of Arylpiperidinylquinazolines: New Inhibitors of the Vesicular Monoamine Transporter.,  61  (20): [PMID:30240563] [10.1021/acs.jmedchem.8b00542]

Source

Source(1):

• Scientific Literature