ID: ALA2031595

Max Phase: Preclinical

Molecular Formula: C29H32ClF3N4O

Molecular Weight: 545.05

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)[C@]1(C)C[C@H](C(=O)N2CCC(c3ccnn3-c3ccc(F)c(Cl)c3)CC2)[C@@H](c2ccc(F)cc2F)C1

Standard InChI:  InChI=1S/C29H32ClF3N4O/c1-29(35(2)3)16-22(21-6-4-19(31)14-26(21)33)23(17-29)28(38)36-12-9-18(10-13-36)27-8-11-34-37(27)20-5-7-25(32)24(30)15-20/h4-8,11,14-15,18,22-23H,9-10,12-13,16-17H2,1-3H3/t22-,23+,29+/m1/s1

Standard InChI Key:  HCHKWTPQBBGQOL-AFKLWXAFSA-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: 545.05

Molecular Weight (Monoisotopic): 544.2217

AlogP: 6.16

#Rotatable Bonds: 5

Polar Surface Area: 41.37

Molecular Species: BASE

HBA: 4

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.00

CX LogP: 5.34

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: -1.45

References

1. Graham TH, Liu W, Verras A, Reibarkh M, Bleasby K, Bhatt UR, Chen Q, Garcia-Calvo M, Geissler WM, Gorski JN, He H, Lassman ME, Lisnock J, Li X, Shen Z, Tong X, Tung EC, Wiltsie J, Xie D, Xu S, Xiao J, Hale JJ, Pinto S, Shen DM..  (2012)  A new class of prolylcarboxypeptidase inhibitors, part 2: the aminocyclopentanes.,  22  (8): [PMID:22444685] [10.1016/j.bmcl.2012.02.077]

Source

Source(1):

• Scientific Literature