ID: ALA308391

Max Phase: Preclinical

Molecular Formula: C31H37NO6

Molecular Weight: 519.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C(OCCCN2CCCC(C(=O)O)C2)(c2ccc(OC)cc2)c2ccc(OC)cc2)cc1

Standard InChI:  InChI=1S/C31H37NO6/c1-35-27-13-7-24(8-14-27)31(25-9-15-28(36-2)16-10-25,26-11-17-29(37-3)18-12-26)38-21-5-20-32-19-4-6-23(22-32)30(33)34/h7-18,23H,4-6,19-22H2,1-3H3,(H,33,34)

Standard InChI Key:  YEECPDWLBQWZKU-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: 519.64

Molecular Weight (Monoisotopic): 519.2621

AlogP: 5.21

#Rotatable Bonds: 12

Polar Surface Area: 77.46

Molecular Species: ZWITTERION

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.40

CX Basic pKa: 9.67

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: -0.45

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