ID: ALA74854

Max Phase: Preclinical

Molecular Formula: C27H27NO4

Molecular Weight: 429.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C1CCCN(CCOC2(c3ccccc3)c3ccccc3Oc3ccccc32)C1

Standard InChI:  InChI=1S/C27H27NO4/c29-26(30)20-9-8-16-28(19-20)17-18-31-27(21-10-2-1-3-11-21)22-12-4-6-14-24(22)32-25-15-7-5-13-23(25)27/h1-7,10-15,20H,8-9,16-19H2,(H,29,30)

Standard InChI Key:  RYSSROKKXVCTLY-UHFFFAOYSA-N

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

Properties

Molecular Weight: 429.52

Molecular Weight (Monoisotopic): 429.1940

AlogP: 4.90

#Rotatable Bonds: 6

Polar Surface Area: 59.00

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.89

CX Basic pKa: 8.83

CX LogP: 2.33

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -0.19

References

1. Dhar TG, Borden LA, Tyagarajan S, Smith KE, Branchek TA, Weinshank RL, Gluchowski C..  (1994)  Design, synthesis and evaluation of substituted triarylnipecotic acid derivatives as GABA uptake inhibitors: identification of a ligand with moderate affinity and selectivity for the cloned human GABA transporter GAT-3.,  37  (15): [PMID:8057281] [10.1021/jm00041a012]

Source

Source(1):

• Scientific Literature