4-((2-Fluoro-6-(trifluoromethyl)benzyl)amino)-2-methylquinoline-8-carboxamide

ID: ALA3604734

Chembl Id: CHEMBL3604734

PubChem CID: 122185975

Max Phase: Preclinical

Molecular Formula: C19H15F4N3O

Molecular Weight: 377.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(NCc2c(F)cccc2C(F)(F)F)c2cccc(C(N)=O)c2n1

Standard InChI:  InChI=1S/C19H15F4N3O/c1-10-8-16(11-4-2-5-12(18(24)27)17(11)26-10)25-9-13-14(19(21,22)23)6-3-7-15(13)20/h2-8H,9H2,1H3,(H2,24,27)(H,25,26)

Standard InChI Key:  BXZGSIDSJSGAJE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3604734

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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

Calculated Properties

Molecular Weight: 377.34

Molecular Weight (Monoisotopic): 377.1151

AlogP: 4.41

#Rotatable Bonds: 4

Polar Surface Area: 68.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.40

CX LogP: 3.33

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.47

References

1. Becherer JD, Boros EE, Carpenter TY, Cowan DJ, Deaton DN, Haffner CD, Jeune MR, Kaldor IW, Poole JC, Preugschat F, Rheault TR, Schulte CA, Shearer BG, Shearer TW, Shewchuk LM, Smalley TL, Stewart EL, Stuart JD, Ulrich JC..  (2015)  Discovery of 4-Amino-8-quinoline Carboxamides as Novel, Submicromolar Inhibitors of NAD-Hydrolyzing Enzyme CD38.,  58  (17): [PMID:26267483] [10.1021/acs.jmedchem.5b00992]

2. Deaton DN, Haffner CD, Henke BR, Jeune MR, Shearer BG, Stewart EL, Stuart JD, Ulrich JC..  (2018)  2,4-Diamino-8-quinazoline carboxamides as novel, potent inhibitors of the NAD hydrolyzing enzyme CD38: Exploration of the 2-position structure-activity relationships.,  26  (8): [PMID:29576271] [10.1016/j.bmc.2018.03.021]

Source

Source(1):

• Scientific Literature