ID: ALA3237371

Max Phase: Preclinical

Molecular Formula: C27H28BrClF3N3O3

Molecular Weight: 500.87

Molecule Type: Small molecule

Representations

Canonical SMILES:  Clc1ccc(-c2cc([C@@H]3CC[C@@H](N4CCOCC4)C[C@H]3c3ccc(Br)cc3)[nH]n2)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C25H27BrClN3O.C2HF3O2/c26-19-5-1-17(2-6-19)23-15-21(30-11-13-31-14-12-30)9-10-22(23)25-16-24(28-29-25)18-3-7-20(27)8-4-18;3-2(4,5)1(6)7/h1-8,16,21-23H,9-15H2,(H,28,29);(H,6,7)/t21-,22-,23+;/m1./s1

Standard InChI Key:  MYJJTXWMAOBXHS-NGPGEVGDSA-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: 500.87

Molecular Weight (Monoisotopic): 499.1026

AlogP: 6.24

#Rotatable Bonds: 4

Polar Surface Area: 41.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 7.86

CX LogP: 6.16

CX LogD: 5.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -0.94

References

1. Graham TH, Shu M, Verras A, Chen Q, Garcia-Calvo M, Li X, Lisnock J, Tong X, Tung EC, Wiltsie J, Hale JJ, Pinto S, Shen DM..  (2014)  Pyrazoles as non-classical bioisosteres in prolylcarboxypeptidase (PrCP) inhibitors.,  24  (7): [PMID:24636945] [10.1016/j.bmcl.2014.02.070]

Source

Source(1):

• Scientific Literature