(2S,E)-N-((S)-1-((S)-1-amino-4-methyl-1-oxopentan-2-ylamino)-1-oxo-3-phenylpropan-2-yl)-5-hydroxy-2-(3-hydroxy-2,2-dimethylpropanamido)-5-methyldodec-3-enamide

ID: ALA4558660

PubChem CID: 59271236

Max Phase: Preclinical

Molecular Formula: C33H54N4O6

Molecular Weight: 602.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCC(C)(O)/C=C/[C@H](NC(=O)C(C)(C)CO)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(N)=O

Standard InChI:  InChI=1S/C33H54N4O6/c1-7-8-9-10-14-18-33(6,43)19-17-25(37-31(42)32(4,5)22-38)29(40)36-27(21-24-15-12-11-13-16-24)30(41)35-26(28(34)39)20-23(2)3/h11-13,15-17,19,23,25-27,38,43H,7-10,14,18,20-22H2,1-6H3,(H2,34,39)(H,35,41)(H,36,40)(H,37,42)/b19-17+/t25-,26-,27-,33?/m0/s1

Standard InChI Key:  NQJBLNHMEVRINX-RMXWBKHOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4558660

   (E,2S)-N-[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-5-hydroxy-2-[(3-hydroxy-2,2-dimethylpropanoyl)amino]-5-methyldodec-3-enamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 602.82

Molecular Weight (Monoisotopic): 602.4043

AlogP: 2.90

#Rotatable Bonds: 20

Polar Surface Area: 170.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.00

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.10

Np Likeness Score: 0.56

References

1.  (2012)  Small molecule inhibitors of ghrelin O-acyltransferase, 

Source

Source(1):

• Patent Bioactivity Data