ID: ALA274469

Max Phase: Preclinical

Molecular Formula: C17H18F2N4O3

Molecular Weight: 364.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1c(F)c(N2CCNCC2)c(F)c2c1c(=O)c(C(=O)O)cn2C1CC1

Standard InChI:  InChI=1S/C17H18F2N4O3/c18-11-13(20)10-14(12(19)15(11)22-5-3-21-4-6-22)23(8-1-2-8)7-9(16(10)24)17(25)26/h7-8,21H,1-6,20H2,(H,25,26)

Standard InChI Key:  LMOANZHDQSNEII-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: 364.35

Molecular Weight (Monoisotopic): 364.1347

AlogP: 1.30

#Rotatable Bonds: 3

Polar Surface Area: 100.59

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.56

CX Basic pKa: 8.61

CX LogP: -0.88

CX LogD: -0.88

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.36

References

1. Domagala JM, Bridges AJ, Culbertson TP, Gambino L, Hagen SE, Karrick G, Porter K, Sanchez JP, Sesnie JA, Spense FG..  (1991)  Synthesis and biological activity of 5-amino- and 5-hydroxyquinolones, and the overwhelming influence of the remote N1-substituent in determining the structure-activity relationship.,  34  (3): [PMID:1848296] [10.1021/jm00107a039]

2. Miyamoto T, Matsumoto J, Chiba K, Egawa H, Shibamori K, Minamida A, Nishimura Y, Okada H, Kataoka M, Fujita M..  (1990)  Synthesis and structure-activity relationships of 5-substituted 6,8-difluoroquinolones, including sparfloxacin, a new quinolone antibacterial agent with improved potency.,  33  (6): [PMID:2342057] [10.1021/jm00168a018]

3. Domagala JM, Hagen SE, Heifetz CL, Hutt MP, Mich TF, Sanchez JP, Trehan AK..  (1988)  7-substituted 5-amino-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3- quinolinecarboxylic acids: synthesis and biological activity of a new class of quinolone antibacterials.,  31  (3): [PMID:3346869] [10.1021/jm00398a003]

4. Kiely JS, Hutt MP, Culbertson TP, Bucsh RA, Worth DF, Lesheski LE, Gogliotti RD, Sesnie JC, Solomon M, Mich TF..  (1991)  Quinolone antibacterials: preparation and activity of bridged bicyclic analogues of the C7-piperazine.,  34  (2): [PMID:1995890] [10.1021/jm00106a029]

Source

Source(1):

• Scientific Literature