ID: ALA3298206

Max Phase: Preclinical

Molecular Formula: C28H31ClFN3O5

Molecular Weight: 544.02

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2CCCN([C@@H](CC(C)C)c3ccc(C(=O)O)c(Oc4cccc(Cl)c4)c3F)C2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C28H31ClFN3O5/c1-16(2)12-23(32-11-5-7-19(15-32)33-14-17(3)26(34)31-28(33)37)21-9-10-22(27(35)36)25(24(21)30)38-20-8-4-6-18(29)13-20/h4,6,8-10,13-14,16,19,23H,5,7,11-12,15H2,1-3H3,(H,35,36)(H,31,34,37)/t19-,23-/m0/s1

Standard InChI Key:  IYCZAWHAUDFBFO-CVDCTZTESA-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: 544.02

Molecular Weight (Monoisotopic): 543.1936

AlogP: 5.55

#Rotatable Bonds: 8

Polar Surface Area: 104.63

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.94

CX Basic pKa: 7.99

CX LogP: 2.82

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: -0.75

References

1. Kawatkar SP, Keating TA, Olivier NB, Breen JN, Green OM, Guler SY, Hentemann MF, Loch JT, McKenzie AR, Newman JV, Otterson LG, Martínez-Botella G..  (2014)  Antibacterial inhibitors of Gram-positive thymidylate kinase: structure-activity relationships and chiral preference of a new hydrophobic binding region.,  57  (11): [PMID:24828090] [10.1021/jm500463c]

Source

Source(1):

• Scientific Literature