US9234000, 124

ID: ALA3894525

Chembl Id: CHEMBL3894525

PubChem CID: 71499278

Max Phase: Preclinical

Molecular Formula: C34H39N5O4

Molecular Weight: 581.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C[C@@H](NC(=O)c2[nH]ccc2C)C(=O)N[C@@H](Cc2ccccc2)C(=O)NCc2ccc(CN)cc2)cc1

Standard InChI:  InChI=1S/C34H39N5O4/c1-3-43-28-15-13-25(14-16-28)20-30(39-34(42)31-23(2)17-18-36-31)33(41)38-29(19-24-7-5-4-6-8-24)32(40)37-22-27-11-9-26(21-35)10-12-27/h4-18,29-30,36H,3,19-22,35H2,1-2H3,(H,37,40)(H,38,41)(H,39,42)/t29-,30+/m0/s1

Standard InChI Key:  CIHUARIXQZFRDX-XZWHSSHBSA-N

Alternative Forms

1. Parent:

   

   ALA3894525

   N-[(2R)-1-[[(2S)-1-[[4-(aminomethyl)phenyl]methylamino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(4-ethoxyphenyl)-1-oxopropan-2-yl]-3-methyl-1H-pyrrole-2-carboxamide

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: 581.72

Molecular Weight (Monoisotopic): 581.3002

AlogP: 3.57

#Rotatable Bonds: 14

Polar Surface Area: 138.34

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.32

CX Basic pKa: 9.28

CX LogP: 3.85

CX LogD: 1.99

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: -0.52

References

1.  (2016)  Benzylamine derivatives as inhibitors of plasma kallikrein, 

2. Xie Z, Li Z, Shao Y, Liao C..  (2020)  Discovery and development of plasma kallikrein inhibitors for multiple diseases.,  190  [PMID:32066009] [10.1016/j.ejmech.2020.112137]

Source

Source(2):

• Scientific Literature
• BindingDB Database