(+/-)-syn-ethyl4-(4-(dimethylamino)phenyl)-1-(2-(2,4-dioxo-1,2-dihydroquinazolin-3-(4H)-yl)ethyl)piperidine-3-carboxylate

ID: ALA4204449

Chembl Id: CHEMBL4204449

PubChem CID: 118857834

Max Phase: Preclinical

Molecular Formula: C26H32N4O4

Molecular Weight: 464.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@H]1CN(CCn2c(=O)[nH]c3ccccc3c2=O)CC[C@@H]1c1ccc(N(C)C)cc1

Standard InChI:  InChI=1S/C26H32N4O4/c1-4-34-25(32)22-17-29(14-13-20(22)18-9-11-19(12-10-18)28(2)3)15-16-30-24(31)21-7-5-6-8-23(21)27-26(30)33/h5-12,20,22H,4,13-17H2,1-3H3,(H,27,33)/t20-,22-/m1/s1

Standard InChI Key:  USBVMSPWPIHEDS-IFMALSPDSA-N

Alternative Forms

1. Parent:

   

   ALA4204449

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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: 464.57

Molecular Weight (Monoisotopic): 464.2424

AlogP: 2.42

#Rotatable Bonds: 7

Polar Surface Area: 87.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.82

CX Basic pKa: 7.97

CX LogP: 3.90

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -0.89

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