ID: ALA77166

Max Phase: Preclinical

Molecular Formula: C30H29F6NO4

Molecular Weight: 581.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C(OCCN2CCCC(C(=O)O)C2)(c2ccccc2)c2cccc(C(F)(F)F)c2)cc1C(F)(F)F

Standard InChI:  InChI=1S/C30H29F6NO4/c1-40-26-13-12-23(18-25(26)30(34,35)36)28(21-8-3-2-4-9-21,22-10-5-11-24(17-22)29(31,32)33)41-16-15-37-14-6-7-20(19-37)27(38)39/h2-5,8-13,17-18,20H,6-7,14-16,19H2,1H3,(H,38,39)

Standard InChI Key:  JLPFRSGXRAQFON-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: 581.55

Molecular Weight (Monoisotopic): 581.2001

AlogP: 6.84

#Rotatable Bonds: 9

Polar Surface Area: 59.00

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.02

CX Basic pKa: 8.96

CX LogP: 4.40

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.77

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