(S)-2-(3-Benzoylamino-2,2-dimethyl-nonanoylamino)-3-phenyl-propionic acid ethyl ester

ID: ALA432621

PubChem CID: 10814598

Max Phase: Preclinical

Molecular Formula: C29H40N2O4

Molecular Weight: 480.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(NC(=O)c1ccccc1)C(C)(C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OCC

Standard InChI:  InChI=1S/C29H40N2O4/c1-5-7-8-15-20-25(31-26(32)23-18-13-10-14-19-23)29(3,4)28(34)30-24(27(33)35-6-2)21-22-16-11-9-12-17-22/h9-14,16-19,24-25H,5-8,15,20-21H2,1-4H3,(H,30,34)(H,31,32)/t24-,25?/m0/s1

Standard InChI Key:  ANJWTKYUAUOKRB-SKCDSABHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA432621

   (S)-2-(3-Benzoylamino-2,2-dimethyl-nonanoylamino)-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: 480.65

Molecular Weight (Monoisotopic): 480.2988

AlogP: 5.07

#Rotatable Bonds: 14

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 6.20

CX LogD: 6.20

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.29

Np Likeness Score: -0.19

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