ID: ALA1221852

Max Phase: Preclinical

Molecular Formula: C24H23ClFN5O5S

Molecular Weight: 548.00

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCS(=O)(=O)N1C[C@H](C(=O)Nc2ccc(Cl)cn2)[C@@H](C(=O)Nc2ccc(-n3ccccc3=O)cc2F)C1

Standard InChI:  InChI=1S/C24H23ClFN5O5S/c1-2-37(35,36)30-13-17(18(14-30)24(34)29-21-9-6-15(25)12-27-21)23(33)28-20-8-7-16(11-19(20)26)31-10-4-3-5-22(31)32/h3-12,17-18H,2,13-14H2,1H3,(H,28,33)(H,27,29,34)/t17-,18-/m0/s1

Standard InChI Key:  PKCJWAYWEDTWNN-ROUUACIJSA-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: 548.00

Molecular Weight (Monoisotopic): 547.1092

AlogP: 2.50

#Rotatable Bonds: 7

Polar Surface Area: 130.47

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.62

CX Basic pKa: 2.11

CX LogP: 1.50

CX LogD: 1.50

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.47

Np Likeness Score: -2.06

References

1. Anselm L, Banner DW, Benz J, Zbinden KG, Himber J, Hilpert H, Huber W, Kuhn B, Mary JL, Otteneder MB, Panday N, Ricklin F, Stahl M, Thomi S, Haap W..  (2010)  Discovery of a factor Xa inhibitor (3R,4R)-1-(2,2-difluoro-ethyl)-pyrrolidine-3,4-dicarboxylic acid 3-[(5-chloro-pyridin-2-yl)-amide] 4-[[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide] as a clinical candidate.,  20  (17): [PMID:20650636] [10.1016/j.bmcl.2010.06.126]

Source

Source(1):

• Scientific Literature