ID: ALA389955

Max Phase: Preclinical

Molecular Formula: C21H31N5O4

Molecular Weight: 417.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)c1nc(C[C@H](NC(=O)[C@H]2CCC(=O)C2)C(=O)N2CCC[C@H]2C(N)=O)c[nH]1

Standard InChI:  InChI=1S/C21H31N5O4/c1-21(2,3)20-23-11-13(24-20)10-15(25-18(29)12-6-7-14(27)9-12)19(30)26-8-4-5-16(26)17(22)28/h11-12,15-16H,4-10H2,1-3H3,(H2,22,28)(H,23,24)(H,25,29)/t12-,15-,16-/m0/s1

Standard InChI Key:  KTHCCJBWKFJHQW-RCBQFDQVSA-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: 417.51

Molecular Weight (Monoisotopic): 417.2376

AlogP: 0.58

#Rotatable Bonds: 6

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: 12.42

CX Basic pKa: 6.72

CX LogP: 0.15

CX LogD: 0.07

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.26

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