(S)-2-[3-(4-Cyano-benzoylamino)-2,2,5-trimethyl-hexanoylamino]-3-phenyl-propionic acid ethyl ester

ID: ALA110986

PubChem CID: 10504813

Max Phase: Preclinical

Molecular Formula: C28H35N3O4

Molecular Weight: 477.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](Cc1ccccc1)NC(=O)C(C)(C)C(CC(C)C)NC(=O)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C28H35N3O4/c1-6-35-26(33)23(17-20-10-8-7-9-11-20)30-27(34)28(4,5)24(16-19(2)3)31-25(32)22-14-12-21(18-29)13-15-22/h7-15,19,23-24H,6,16-17H2,1-5H3,(H,30,34)(H,31,32)/t23-,24?/m0/s1

Standard InChI Key:  QHHNMKXTGJUMHK-UXMRNZNESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA110986

   ethyl (2S)-2-[[3-[(4-cyanobenzoyl)amino]-2,2,5-trimethylhexanoyl]amino]-3-phenylpropanoate

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: 477.61

Molecular Weight (Monoisotopic): 477.2628

AlogP: 4.02

#Rotatable Bonds: 11

Polar Surface Area: 108.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.17

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -0.58

References

1. Iijima K, Katada J, Yasuda E, Uno I, Hayashi Y..  (1999)  N-[2,2-dimethyl-3-(N-(4-cyanobenzoyl)amino)nonanoyl]-L-phenylalanine ethyl ester as a stable ester-type inhibitor of chymotrypsin-like serine proteases: structural requirements for potent inhibition of alpha-chymotrypsin.,  42  (2): [PMID:9925737] [10.1021/jm980562h]

Source

Source(1):

• Scientific Literature