(2S,3S)-2-[[(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-methyl-pentanoic acid

ID: ALA5282443

Max Phase: Preclinical

Molecular Formula: C29H35N5O6

Molecular Weight: 549.63

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C29H35N5O6/c1-3-19(2)25(28(37)38)34-27(36)24(15-22-16-30-18-31-22)32-26(35)23(14-20-10-6-4-7-11-20)33-29(39)40-17-21-12-8-5-9-13-21/h4-13,16,18-19,23-25H,3,14-15,17H2,1-2H3,(H,30,31)(H,32,35)(H,33,39)(H,34,36)(H,37,38)/t19-,23-,24-,25-/m0/s1

Standard InChI Key:  CGWOGZOSEJBONX-KMAVCZJNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5282443

   ---

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: 549.63

Molecular Weight (Monoisotopic): 549.2587

AlogP: 2.59

#Rotatable Bonds: 14

Polar Surface Area: 162.51

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.76

CX Basic pKa: 6.74

CX LogP: 1.92

CX LogD: 1.17

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -0.17

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