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

ID: ALA4754992

PubChem CID: 162654637

Max Phase: Preclinical

Molecular Formula: C28H36N4O8

Molecular Weight: 556.62

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H36N4O8/c1-17(2)12-23(27(37)38)40-28(39)22(14-18-6-4-3-5-7-18)32-25(35)16-30-24(34)15-31-26(36)21(29)13-19-8-10-20(33)11-9-19/h3-11,17,21-23,33H,12-16,29H2,1-2H3,(H,30,34)(H,31,36)(H,32,35)(H,37,38)/t21-,22-,23-/m0/s1

Standard InChI Key:  USUDJQBCXATQJP-VABKMULXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4754992

   ---

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: 556.62

Molecular Weight (Monoisotopic): 556.2533

AlogP: 0.26

#Rotatable Bonds: 15

Polar Surface Area: 197.15

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.91

CX Basic pKa: 7.73

CX LogP: -1.14

CX LogD: -1.28

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.17

Np Likeness Score: 0.15

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