ID: ALA4216370

Max Phase: Preclinical

Molecular Formula: C22H26FN5O3S

Molecular Weight: 459.55

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C22H26FN5O3S/c1-22(15-24)5-7-26(8-6-22)20-17-13-16(23)3-4-19(17)25-14-18(20)21(29)27-9-11-28(12-10-27)32(2,30)31/h3-4,13-14H,5-12H2,1-2H3

Standard InChI Key:  SIGXVLVHXOJBCM-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: 459.55

Molecular Weight (Monoisotopic): 459.1740

AlogP: 2.22

#Rotatable Bonds: 3

Polar Surface Area: 97.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.88

CX LogP: 0.94

CX LogD: 0.92

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.70

Np Likeness Score: -1.50

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