1-[(S)-2-Amino-3-(3-methyl-3H-imidazol-4-yl)-propionyl]-5-oxo-pyrrolidine-2-carboxylic acid {2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-[(S)-1-(1H-imidazol-4-yl)methyl]-2-oxo-ethyl}-amide

ID: ALA365775

Chembl Id: CHEMBL365775

PubChem CID: 44403976

Max Phase: Preclinical

Molecular Formula: C23H31N9O5

Molecular Weight: 513.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cncc1C[C@H](N)C(=O)N1C(=O)CC[C@H]1C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(N)=O

Standard InChI:  InChI=1S/C23H31N9O5/c1-30-12-27-10-14(30)8-15(24)22(36)32-18(4-5-19(32)33)21(35)29-16(7-13-9-26-11-28-13)23(37)31-6-2-3-17(31)20(25)34/h9-12,15-18H,2-8,24H2,1H3,(H2,25,34)(H,26,28)(H,29,35)/t15-,16-,17-,18-/m0/s1

Standard InChI Key:  WKQRLJGRLFCLNV-XSLAGTTESA-N

Alternative Forms

1. Parent:

   

   ALA365775

   CID 44403976

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: 513.56

Molecular Weight (Monoisotopic): 513.2448

AlogP: -2.27

#Rotatable Bonds: 9

Polar Surface Area: 202.40

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.00

CX Basic pKa: 6.75

CX LogP: -3.84

CX LogD: -3.94

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -0.33

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