ID: ALA3086046

Max Phase: Preclinical

Molecular Formula: C36H37ClN2O

Molecular Weight: 549.16

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccccc1[C@H]1C[C@H](NCc2ccc(Cl)cc2)CC[C@@H]1C(=O)N1CC(c2ccccc2)(c2ccccc2)C1

Standard InChI:  InChI=1S/C36H37ClN2O/c1-26-10-8-9-15-32(26)34-22-31(38-23-27-16-18-30(37)19-17-27)20-21-33(34)35(40)39-24-36(25-39,28-11-4-2-5-12-28)29-13-6-3-7-14-29/h2-19,31,33-34,38H,20-25H2,1H3/t31-,33+,34-/m1/s1

Standard InChI Key:  IIXUBHOQXODODU-PNIVXLCQSA-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: 549.16

Molecular Weight (Monoisotopic): 548.2594

AlogP: 7.52

#Rotatable Bonds: 7

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.43

CX LogP: 7.86

CX LogD: 5.85

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -0.32

References

1. Debenham JS, Graham TH, Verras A, Zhang Y, Clements MJ, Kuethe JT, Madsen-Duggan C, Liu W, Bhatt UR, Chen D, Chen Q, Garcia-Calvo M, Geissler WM, He H, Li X, Lisnock J, Shen Z, Tong X, Tung EC, Wiltsie J, Xu S, Hale JJ, Pinto S, Shen DM..  (2013)  Discovery and optimization of orally active cyclohexane-based prolylcarboxypeptidase (PrCP) inhibitors.,  23  (23): [PMID:24157366] [10.1016/j.bmcl.2013.09.094]

2. Debenham JS, Graham TH, Verras A, Zhang Y, Clements MJ, Kuethe JT, Madsen-Duggan C, Liu W, Bhatt UR, Chen D, Chen Q, Garcia-Calvo M, Geissler WM, He H, Li X, Lisnock J, Shen Z, Tong X, Tung EC, Wiltsie J, Xu S, Hale JJ, Pinto S, Shen DM..  (2013)  Discovery and optimization of orally active cyclohexane-based prolylcarboxypeptidase (PrCP) inhibitors.,  23  (23): [PMID:24157366] [10.1016/j.bmcl.2013.09.094]

Source

Source(1):

• Scientific Literature