1-[3-{2-[1-(1-adamantyl)ethyl]-1H-4-imidazolyl}-2-[5-oxo-(2S)-tetrahydro-1H-2-pyrrolylcarboxamido]-(2S)-propanoyl]-(2S)-tetrahydro-1H-2-pyrrolecarboxamide

ID: ALA369944

Chembl Id: CHEMBL369944

PubChem CID: 11598473

Max Phase: Preclinical

Molecular Formula: C26H36N6O4

Molecular Weight: 496.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]c(C23CC4CC(CC(C4)C2)C3)n1)NC(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C26H36N6O4/c27-22(34)20-2-1-5-32(20)24(36)19(31-23(35)18-3-4-21(33)30-18)9-17-13-28-25(29-17)26-10-14-6-15(11-26)8-16(7-14)12-26/h13-16,18-20H,1-12H2,(H2,27,34)(H,28,29)(H,30,33)(H,31,35)/t14?,15?,16?,18-,19-,20-,26?/m0/s1

Standard InChI Key:  HLSSOACOJFPTPF-UQOYHGSASA-N

Alternative Forms

1. Parent:

   

   ALA369944

   CID 11598473

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

Calculated Properties

Molecular Weight: 496.61

Molecular Weight (Monoisotopic): 496.2798

AlogP: 0.66

#Rotatable Bonds: 7

Polar Surface Area: 150.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.04

CX Basic pKa: 6.63

CX LogP: -0.20

CX LogD: -0.27

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.44

Np Likeness Score: -0.34

References

1. Kaur N, Lu X, Gershengorn MC, Jain R..  (2005)  Thyrotropin-releasing hormone (TRH) analogues that exhibit selectivity to TRH receptor subtype 2.,  48  (19): [PMID:16162016] [10.1021/jm0505462]

Source

Source(1):

• Scientific Literature