(2S,4S,5S)-5-[[(2S)-2-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]hexanoyl]amino]-N-butyl-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

ID: ALA5288530

Max Phase: Preclinical

Molecular Formula: C36H60N4O5

Molecular Weight: 628.90

Names and Identifiers

Canonical SMILES:  CCCCNC(=O)[C@@H](C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](CCCC)NC(=O)[C@H](Cc1ccccc1)NC(C)=O)C(C)C

Standard InChI:  InChI=1S/C36H60N4O5/c1-6-8-20-30(39-36(45)32(38-26(5)41)23-28-18-14-11-15-19-28)35(44)40-31(22-27-16-12-10-13-17-27)33(42)24-29(25(3)4)34(43)37-21-9-7-2/h11,14-15,18-19,25,27,29-33,42H,6-10,12-13,16-17,20-24H2,1-5H3,(H,37,43)(H,38,41)(H,39,45)(H,40,44)/t29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  IBLLBXKYLXOGGR-ZTTXAYQISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5288530

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 628.90

Molecular Weight (Monoisotopic): 628.4564

AlogP: 4.80

#Rotatable Bonds: 20

Polar Surface Area: 136.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.43

CX Basic pKa: ┄

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.13

Np Likeness Score: 0.25

References

1. Van der Poorten O, Knuhtsen A, Sejer Pedersen D, Ballet S, Tourwé D..  (2016)  Side Chain Cyclized Aromatic Amino Acids: Great Tools as Local Constraints in Peptide and Peptidomimetic Design.,  59  (24): [PMID:27690430] [10.1021/acs.jmedchem.6b01029]

Source

Source(1):

• Scientific Literature