(2S,5S,14S)-14-amino-5-benzyl-15-(4-hydroxyphenyl)-2-isobutyl-4,10,13-trioxo-3,6,9,12-tetraazapentadec-7-en-1-oic acid

ID: ALA4776808

PubChem CID: 162642926

Max Phase: Preclinical

Molecular Formula: C28H37N5O6

Molecular Weight: 539.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)N/C=C/NC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)O

Standard InChI:  InChI=1S/C28H37N5O6/c1-18(2)14-24(28(38)39)33-27(37)23(16-19-6-4-3-5-7-19)30-12-13-31-25(35)17-32-26(36)22(29)15-20-8-10-21(34)11-9-20/h3-13,18,22-24,30,34H,14-17,29H2,1-2H3,(H,31,35)(H,32,36)(H,33,37)(H,38,39)/b13-12+/t22-,23-,24-/m0/s1

Standard InChI Key:  SKEDRVBLHYYMJZ-KEWPXGLPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4776808

   ---

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: 539.63

Molecular Weight (Monoisotopic): 539.2744

AlogP: 0.78

#Rotatable Bonds: 15

Polar Surface Area: 182.88

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.16

CX Basic pKa: 7.73

CX LogP: -1.05

CX LogD: -1.19

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.17

Np Likeness Score: 0.26

References

1. Kumari S,Carmona AV,Tiwari AK,Trippier PC.  (2020)  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.,  63  (21.0): [PMID:32686940] [10.1021/acs.jmedchem.0c00530]

Source

Source(1):

• Scientific Literature