7-((R)-3-((S)-1-aminoethyl)pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-8-methylquinazoline-2,4(1H,3H)-dione

ID: ALA227238

Chembl Id: CHEMBL227238

PubChem CID: 9951949

Max Phase: Preclinical

Molecular Formula: C18H23FN4O2

Molecular Weight: 346.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: PD-0326448 | CHEMBL227238|SCHEMBL6670590|PD-0326448|7-[(3R)-3-[(1S)-1-Aminoethyl]pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-8-methylquinazoline-2,4-dione

Canonical SMILES:  Cc1c(N2CC[C@@H]([C@H](C)N)C2)c(F)cc2c(=O)[nH]c(=O)n(C3CC3)c12

Standard InChI:  InChI=1S/C18H23FN4O2/c1-9-15-13(17(24)21-18(25)23(15)12-3-4-12)7-14(19)16(9)22-6-5-11(8-22)10(2)20/h7,10-12H,3-6,8,20H2,1-2H3,(H,21,24,25)/t10-,11+/m0/s1

Standard InChI Key:  JXFCPNHGRLWSST-WDEREUQCSA-N

Alternative Forms

1. Parent:

   

   ALA227238

   7-[(3R)-3-[(1S)-1-Aminoethyl]pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-8-methylquinazoline-2,4-dione

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: 346.41

Molecular Weight (Monoisotopic): 346.1805

AlogP: 1.65

#Rotatable Bonds: 3

Polar Surface Area: 84.12

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.49

CX Basic pKa: 10.20

CX LogP: 0.69

CX LogD: -0.98

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.88

Np Likeness Score: -0.79

References

1. Huband MD, Cohen MA, Zurack M, Hanna DL, Skerlos LA, Sulavik MC, Gibson GW, Gage JW, Ellsworth E, Stier MA, Gracheck SJ..  (2007)  In vitro and in vivo activities of PD 0305970 and PD 0326448, new bacterial gyrase/topoisomerase inhibitors with potent antibacterial activities versus multidrug-resistant gram-positive and fastidious organism groups.,  51  (4): [PMID:17261623] [10.1128/aac.01321-06]

2. Van Horn KS, Burda WN, Fleeman R, Shaw LN, Manetsch R..  (2014)  Antibacterial activity of a series of N2,N4-disubstituted quinazoline-2,4-diamines.,  57  (7): [PMID:24625106] [10.1021/jm500039e]

Source

Source(1):

• Scientific Literature