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

ID: ALA320510

PubChem CID: 10817205

Max Phase: Preclinical

Molecular Formula: C36H51N3O4

Molecular Weight: 589.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C36H51N3O4/c1-5-7-8-9-10-11-12-13-14-18-21-32(39-33(40)30-24-22-29(27-37)23-25-30)36(3,4)35(42)38-31(34(41)43-6-2)26-28-19-16-15-17-20-28/h15-17,19-20,22-25,31-32H,5-14,18,21,26H2,1-4H3,(H,38,42)(H,39,40)/t31-,32?/m0/s1

Standard InChI Key:  NVAWZZQDFKVKHY-CYZZXXEPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA320510

   (S)-2-[3-(4-Cyano-benzoylamino)-2,2-dimethyl-pentadecanoylamino]-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: 589.82

Molecular Weight (Monoisotopic): 589.3880

AlogP: 7.28

#Rotatable Bonds: 20

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: 8.72

CX LogD: 8.72

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: -0.42

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