ID: ALA3318957

Max Phase: Preclinical

Molecular Formula: C26H42N4O4

Molecular Weight: 474.65

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC[C@@H](CC(C)C)NC(=O)[C@@H]1CNC[C@H](C(=O)N(c2ccc(C(C)C)cn2)C2CC2)[C@@H]1O

Standard InChI:  InChI=1S/C26H42N4O4/c1-6-34-15-19(11-16(2)3)29-25(32)21-13-27-14-22(24(21)31)26(33)30(20-8-9-20)23-10-7-18(12-28-23)17(4)5/h7,10,12,16-17,19-22,24,27,31H,6,8-9,11,13-15H2,1-5H3,(H,29,32)/t19-,21-,22+,24-/m1/s1

Standard InChI Key:  YOVGCKBDPOHLAV-CNIHBODFSA-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: 474.65

Molecular Weight (Monoisotopic): 474.3206

AlogP: 2.46

#Rotatable Bonds: 11

Polar Surface Area: 103.79

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.41

CX LogP: 2.12

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.56

References

1. Ehara T, Irie O, Kosaka T, Kanazawa T, Breitenstein W, Grosche P, Ostermann N, Suzuki M, Kawakami S, Konishi K, Hitomi Y, Toyao A, Gunji H, Cumin F, Schiering N, Wagner T, Rigel DF, Webb RL, Maibaum J, Yokokawa F..  (2014)  Structure-based design of substituted piperidines as a new class of highly efficacious oral direct Renin inhibitors.,  5  (7): [PMID:25050166] [10.1021/ml500137b]

2. McKittrick BA, Caldwell JP, Bara T, Boykow G, Chintala M, Clader J, Czarniecki M, Courneya B, Duffy R, Fleming L, Giessert R, Greenlee WJ, Heap C, Hong L, Huang Y, Iserloh U, Josien H, Khan T, Korfmacher W, Liang X, Mazzola R, Mitra S, Moore K, Orth P, Rajagopalan M, Roy S, Sakwa S, Strickland C, Vaccaro H, Voigt J, Wang H, Wong J, Zhang R, Zych A..  (2015)  Iminopyrimidinones: a novel pharmacophore for the development of orally active renin inhibitors.,  25  (7): [PMID:25728416] [10.1016/j.bmcl.2015.02.003]

3.  (2013)  Organic compounds, 

Source

Source(2):

• Scientific Literature
• BindingDB Database