ID: ALA3804980

Max Phase: Preclinical

Molecular Formula: C42H48N4O7

Molecular Weight: 720.87

Molecule Type: Protein

Representations

Canonical SMILES:  COc1ccc(C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@H](C=O)CC(C)C)cc1

Standard InChI:  InChI=1S/C42H48N4O7/c1-29(2)23-34(27-47)43-39(48)36(24-30-13-7-4-8-14-30)44-40(49)37(26-32-19-21-35(52-3)22-20-32)45-41(50)38(25-31-15-9-5-10-16-31)46-42(51)53-28-33-17-11-6-12-18-33/h4-22,27,29,34,36-38H,23-26,28H2,1-3H3,(H,43,48)(H,44,49)(H,45,50)(H,46,51)/t34-,36-,37-,38-/m0/s1

Standard InChI Key:  XBVAUJGERBBMRO-KYAVEVODSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 720.87

Molecular Weight (Monoisotopic): 720.3523

AlogP: 4.72

#Rotatable Bonds: 19

Polar Surface Area: 151.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.93

CX Basic pKa:

CX LogP: 5.88

CX LogD: 5.88

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.10

Np Likeness Score: 0.09

References

1. Wilson DL, Meininger I, Strater Z, Steiner S, Tomlin F, Wu J, Jamali H, Krappmann D, Götz MG..  (2016)  Synthesis and Evaluation of Macrocyclic Peptide Aldehydes as Potent and Selective Inhibitors of the 20S Proteasome.,  7  (3): [PMID:26985310] [10.1021/acsmedchemlett.5b00401]

Source

Source(1):

• Scientific Literature