(R)-N-(3,4-dimethoxybenzyl)-2-(3-(2-(3,4-dimethoxyphenyl)acetyl)guanidino)-4-methylpentanamide

ID: ALA3321927

Chembl Id: CHEMBL3321927

PubChem CID: 118583234

Max Phase: Preclinical

Molecular Formula: C26H36N4O6

Molecular Weight: 500.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)[C@@H](CC(C)C)NC(=N)NC(=O)Cc2ccc(OC)c(OC)c2)cc1OC

Standard InChI:  InChI=1S/C26H36N4O6/c1-16(2)11-19(25(32)28-15-18-8-10-21(34-4)23(13-18)36-6)29-26(27)30-24(31)14-17-7-9-20(33-3)22(12-17)35-5/h7-10,12-13,16,19H,11,14-15H2,1-6H3,(H,28,32)(H3,27,29,30,31)/t19-/m1/s1

Standard InChI Key:  ZPJPITDEBBRIJP-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA3321927

   (2R)-2-[[amino-[[2-(3,4-dimethoxyphenyl)acetyl]amino]methylidene]amino]-N-[(3,4-dimethoxyphenyl)methyl]-4-methylpentanamide

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: 500.60

Molecular Weight (Monoisotopic): 500.2635

AlogP: 2.64

#Rotatable Bonds: 12

Polar Surface Area: 131.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.37

CX Basic pKa: 8.13

CX LogP: 2.62

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: -0.37

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