(R)-3-cyclohexyl-2-(3-(2-(3,4-dimethoxyphenyl)acetyl)guanidino)-N-(4-fluoro-3-methoxybenzyl)propanamide

ID: ALA3321928

Chembl Id: CHEMBL3321928

PubChem CID: 90285136

Max Phase: Preclinical

Molecular Formula: C28H37FN4O5

Molecular Weight: 528.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CNC(=O)[C@@H](CC2CCCCC2)NC(=N)NC(=O)Cc2ccc(OC)c(OC)c2)ccc1F

Standard InChI:  InChI=1S/C28H37FN4O5/c1-36-23-12-10-19(14-25(23)38-3)16-26(34)33-28(30)32-22(13-18-7-5-4-6-8-18)27(35)31-17-20-9-11-21(29)24(15-20)37-2/h9-12,14-15,18,22H,4-8,13,16-17H2,1-3H3,(H,31,35)(H3,30,32,33,34)/t22-/m1/s1

Standard InChI Key:  BJXPQZHOHBSDED-JOCHJYFZSA-N

Alternative Forms

1. Parent:

   

   ALA3321928

   (2R)-2-[[amino-[[2-(3,4-dimethoxyphenyl)acetyl]amino]methylidene]amino]-3-cyclohexyl-N-[(4-fluoro-3-methoxyphenyl)methyl]propanamide

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: 528.63

Molecular Weight (Monoisotopic): 528.2748

AlogP: 3.69

#Rotatable Bonds: 11

Polar Surface Area: 121.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.37

CX Basic pKa: 8.14

CX LogP: 3.79

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: -0.59

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