ID: ALA2012817

Max Phase: Preclinical

Molecular Formula: C31H43N7O4

Molecular Weight: 577.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC(=O)CCCCC[C@@H]1NC(=O)[C@@H](C)n2nncc2[C@H](CC(C)C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O

Standard InChI:  InChI=1S/C31H43N7O4/c1-5-22(39)11-7-6-8-14-25-30(41)36-27(16-21-17-32-24-13-10-9-12-23(21)24)31(42)35-26(15-19(2)3)28-18-33-37-38(28)20(4)29(40)34-25/h9-10,12-13,17-20,25-27,32H,5-8,11,14-16H2,1-4H3,(H,34,40)(H,35,42)(H,36,41)/t20-,25+,26+,27+/m1/s1

Standard InChI Key:  NKJANSUNVHHIIX-FLXBVFITSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 577.73

Molecular Weight (Monoisotopic): 577.3377

AlogP: 3.68

#Rotatable Bonds: 11

Polar Surface Area: 150.87

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.85

CX Basic pKa: 0.34

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.26

Np Likeness Score: 0.43

References

1. Hutt DM, Olsen CA, Vickers CJ, Herman D, Chalfant M, Montero A, Leman LJ, Burkle R, Maryanoff BE, Balch WE, Ghadiri MR..  (2011)  Potential Agents for Treating Cystic Fibrosis: Cyclic Tetrapeptides that Restore Trafficking and Activity of ΔF508-CFTR.,  2  (9): [PMID:21984958] [10.1021/ml200136e]

2. Lai JI, Leman LJ, Ku S, Vickers CJ, Olsen CA, Montero A, Ghadiri MR, Gottesfeld JM..  (2017)  Cyclic tetrapeptide HDAC inhibitors as potential therapeutics for spinal muscular atrophy: Screening with iPSC-derived neuronal cells.,  27  (15): [PMID:28648462] [10.1016/j.bmcl.2017.06.027]

Source

Source(1):

• Scientific Literature