ID: ALA4213848

Max Phase: Preclinical

Molecular Formula: C30H30FN5O2

Molecular Weight: 511.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#CC1(c2ccccc2)CCN(c2c(C(=O)N3CCN(C(=O)C4CC4)CC3)cnc3ccc(F)cc23)CC1

Standard InChI:  InChI=1S/C30H30FN5O2/c31-23-8-9-26-24(18-23)27(34-12-10-30(20-32,11-13-34)22-4-2-1-3-5-22)25(19-33-26)29(38)36-16-14-35(15-17-36)28(37)21-6-7-21/h1-5,8-9,18-19,21H,6-7,10-17H2

Standard InChI Key:  FOUWVAHUAQGPHA-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: 511.60

Molecular Weight (Monoisotopic): 511.2384

AlogP: 4.13

#Rotatable Bonds: 4

Polar Surface Area: 80.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 5.88

CX LogP: 3.35

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.53

Np Likeness Score: -1.36

References

1. Yang SM, Martinez NJ, Yasgar A, Danchik C, Johansson C, Wang Y, Baljinnyam B, Wang AQ, Xu X, Shah P, Cheff D, Wang XS, Roth J, Lal-Nag M, Dunford JE, Oppermann U, Vasiliou V, Simeonov A, Jadhav A, Maloney DJ..  (2018)  Discovery of Orally Bioavailable, Quinoline-Based Aldehyde Dehydrogenase 1A1 (ALDH1A1) Inhibitors with Potent Cellular Activity.,  61  (11): [PMID:29767973] [10.1021/acs.jmedchem.8b00270]

Source

Source(1):

• Scientific Literature