5-amino-1-cyclopropyl-6,8-difluoro-4-oxo-7-(3-phenylpropylamino)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA1834114

Chembl Id: CHEMBL1834114

PubChem CID: 16738711

Max Phase: Preclinical

Molecular Formula: C22H21F2N3O3

Molecular Weight: 413.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1c(F)c(NCCCc2ccccc2)c(F)c2c1c(=O)c(C(=O)O)cn2C1CC1

Standard InChI:  InChI=1S/C22H21F2N3O3/c23-16-18(25)15-20(27(13-8-9-13)11-14(21(15)28)22(29)30)17(24)19(16)26-10-4-7-12-5-2-1-3-6-12/h1-3,5-6,11,13,26H,4,7-10,25H2,(H,29,30)

Standard InChI Key:  HUSHBWWJQOSZCE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1834114

   5-Amino-1-cyclopropyl-6,8-difluoro-4-oxo-7-(3-phenylpropylamino)quinoline-3-carboxylic acid

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: 413.42

Molecular Weight (Monoisotopic): 413.1551

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 97.35

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.82

CX Basic pKa: 2.44

CX LogP: 3.88

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.39

References

1. Cociorva OM, Li B, Nomanbhoy T, Li Q, Nakamura A, Nakamura K, Nomura M, Okada K, Seto S, Yumoto K, Liyanage M, Zhang MC, Aban A, Leen B, Szardenings AK, Rosenblum JS, Kozarich JW, Kohno Y, Shreder KR..  (2011)  Synthesis and structure-activity relationship of 4-quinolone-3-carboxylic acid based inhibitors of glycogen synthase kinase-3β.,  21  (19): [PMID:21873061] [10.1016/j.bmcl.2011.07.073]

Source

Source(1):

• Scientific Literature