ID: ALA375196

Max Phase: Preclinical

Molecular Formula: C23H33N5O4

Molecular Weight: 443.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c(C2CCCCC2)n1)NC(=O)[C@@H]1CCC(=O)C1

Standard InChI:  InChI=1S/C23H33N5O4/c24-20(30)19-7-4-10-28(19)23(32)18(27-22(31)15-8-9-17(29)11-15)12-16-13-25-21(26-16)14-5-2-1-3-6-14/h13-15,18-19H,1-12H2,(H2,24,30)(H,25,26)(H,27,31)/t15-,18+,19+/m1/s1

Standard InChI Key:  WDSXKLORUSKPMN-MNEFBYGVSA-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: 443.55

Molecular Weight (Monoisotopic): 443.2533

AlogP: 1.33

#Rotatable Bonds: 7

Polar Surface Area: 138.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.43

CX Basic pKa: 6.78

CX LogP: 0.46

CX LogD: 0.37

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.58

Np Likeness Score: -0.34

References

1. Kaur N, Monga V, Lu X, Gershengorn MC, Jain R..  (2007)  Modifications of the pyroglutamic acid and histidine residues in thyrotropin-releasing hormone (TRH) yield analogs with selectivity for TRH receptor type 2 over type 1.,  15  (1): [PMID:17035026] [10.1016/j.bmc.2006.09.045]

Source

Source(1):

• Scientific Literature