(S)-2-[3-(4-Cyano-benzoylamino)-2,2-dimethyl-decanoylamino]-3-phenyl-propionic acid ethyl ester

ID: ALA111166

PubChem CID: 10577862

Max Phase: Preclinical

Molecular Formula: C31H41N3O4

Molecular Weight: 519.69

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H41N3O4/c1-5-7-8-9-13-16-27(34-28(35)25-19-17-24(22-32)18-20-25)31(3,4)30(37)33-26(29(36)38-6-2)21-23-14-11-10-12-15-23/h10-12,14-15,17-20,26-27H,5-9,13,16,21H2,1-4H3,(H,33,37)(H,34,35)/t26-,27?/m0/s1

Standard InChI Key:  NHTWVSNNUSCLFN-QBHOUYDASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA111166

   (S)-2-[3-(4-Cyano-benzoylamino)-2,2-dimethyl-decanoylamino]-3-phenyl-propionic acid ethyl ester

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: 519.69

Molecular Weight (Monoisotopic): 519.3097

AlogP: 5.33

#Rotatable Bonds: 15

Polar Surface Area: 108.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.18

CX Basic pKa: ┄

CX LogP: 6.50

CX LogD: 6.50

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -0.47

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