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

ID: ALA3321931

Chembl Id: CHEMBL3321931

PubChem CID: 90294431

Max Phase: Preclinical

Molecular Formula: C25H33FN4O5

Molecular Weight: 488.56

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H33FN4O5/c1-15(2)10-19(24(32)28-14-17-6-8-18(26)21(12-17)34-4)29-25(27)30-23(31)13-16-7-9-20(33-3)22(11-16)35-5/h6-9,11-12,15,19H,10,13-14H2,1-5H3,(H,28,32)(H3,27,29,30,31)/t19-/m1/s1

Standard InChI Key:  DMSOTNGMODOHJR-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA3321931

   (2R)-2-[[amino-[[2-(3,4-dimethoxyphenyl)acetyl]amino]methylidene]amino]-N-[(4-fluoro-3-methoxyphenyl)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: 488.56

Molecular Weight (Monoisotopic): 488.2435

AlogP: 2.77

#Rotatable Bonds: 11

Polar Surface Area: 121.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.37

CX Basic pKa: 8.10

CX LogP: 2.92

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -0.70

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