1-Ethyl-7-methyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

ID: ALA288437

Chembl Id: CHEMBL288437

Cas Number: 23789-99-3

PubChem CID: 10585600

Max Phase: Preclinical

Molecular Formula: C13H13NO3

Molecular Weight: 231.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)O)c(=O)c2ccc(C)cc21

Standard InChI:  InChI=1S/C13H13NO3/c1-3-14-7-10(13(16)17)12(15)9-5-4-8(2)6-11(9)14/h4-7H,3H2,1-2H3,(H,16,17)

Standard InChI Key:  MNLSUJGUPANTQB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA288437

   3-Carboxy-1-ethyl-7-methyl-4-quinolone

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: 231.25

Molecular Weight (Monoisotopic): 231.0895

AlogP: 2.03

#Rotatable Bonds: 2

Polar Surface Area: 59.30

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.12

CX Basic pKa: 0.43

CX LogP: 2.24

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: -0.77

References

1. Batori S, Timari G, Koczka I, Hermecz I.  (1996)  Synthesis and biological evaluation of N-(1-aziridino)-6-fluoro-quinolone-3-carboxylic acids,  6  (13): [10.1016/S0960-894X(96)00259-4]

2. Mitscher LA, Gracey HE, Clark GW, Suzuki T..  (1978)  Quinolone antimicrobial agents. 1. Versatile new synthesis of 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids.,  21  (5): [PMID:660597] [10.1021/jm00203a018]

3. Bisacchi GS..  (2015)  Origins of the Quinolone Class of Antibacterials: An Expanded "Discovery Story".,  58  (12): [PMID:25738967] [10.1021/jm501881c]

Source

Source(1):

• Scientific Literature