(R)-N-(3-(1H-tetrazol-5-yl)benzyl)-2-(3-(2-(2-bromo-4,5-dimethoxyphenyl)acetyl)guanidino)-4-methylpentanamide

ID: ALA3321941

Chembl Id: CHEMBL3321941

PubChem CID: 90294442

Max Phase: Preclinical

Molecular Formula: C25H31BrN8O4

Molecular Weight: 587.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Br)c(CC(=O)NC(=N)N[C@H](CC(C)C)C(=O)NCc2cccc(-c3nnn[nH]3)c2)cc1OC

Standard InChI:  InChI=1S/C25H31BrN8O4/c1-14(2)8-19(24(36)28-13-15-6-5-7-16(9-15)23-31-33-34-32-23)29-25(27)30-22(35)11-17-10-20(37-3)21(38-4)12-18(17)26/h5-7,9-10,12,14,19H,8,11,13H2,1-4H3,(H,28,36)(H3,27,29,30,35)(H,31,32,33,34)/t19-/m1/s1

Standard InChI Key:  KLEHLFDSOCBYMG-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA3321941

   (2R)-2-[[amino-[[2-(2-bromo-4,5-dimethoxyphenyl)acetyl]amino]methylidene]amino]-4-methyl-N-[[3-(2H-tetrazol-5-yl)phenyl]methyl]pentanamide

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

Calculated Properties

Molecular Weight: 587.48

Molecular Weight (Monoisotopic): 586.1652

AlogP: 2.56

#Rotatable Bonds: 11

Polar Surface Area: 167.00

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.29

CX Basic pKa: 8.00

CX LogP: 2.04

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: -0.98

References

1. Grädler U, Czodrowski P, Tsaklakidis C, Klein M, Werkmann D, Lindemann S, Maskos K, Leuthner B..  (2014)  Structure-based optimization of non-peptidic Cathepsin D inhibitors.,  24  (17): [PMID:25086681] [10.1016/j.bmcl.2014.07.054]

Source

Source(1):

• Scientific Literature