3(R)-[(4(S)-(4-azido-2-hydroxybenzoyl)amino-2(S)-pyrrolidinylcarbonyl)amino]-2-oxo-1-pyrrolidineacetamide hydrochloride

ID: ALA555967

PubChem CID: 11496418

Max Phase: Preclinical

Molecular Formula: C18H23ClN8O5

Molecular Weight: 430.43

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cl.[N-]=[N+]=Nc1ccc(C(=O)N[C@@H]2CN[C@H](C(=O)N[C@@H]3CCN(CC(N)=O)C3=O)C2)c(O)c1

Standard InChI:  InChI=1S/C18H22N8O5.ClH/c19-15(28)8-26-4-3-12(18(26)31)23-17(30)13-5-10(7-21-13)22-16(29)11-2-1-9(24-25-20)6-14(11)27;/h1-2,6,10,12-13,21,27H,3-5,7-8H2,(H2,19,28)(H,22,29)(H,23,30);1H/t10-,12+,13-;/m0./s1

Standard InChI Key:  OLYUVFOBFOFGOX-QSXPGGQMSA-N

Molfile:  

     RDKit          2D

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   11.8714   -2.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  30   1  31  -1
M  END

Associated Targets(non-human)

DRD2 Dopamine D2 receptor (774 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 430.43Molecular Weight (Monoisotopic): 430.1713AlogP: -1.00#Rotatable Bonds: 7
Polar Surface Area: 202.62Molecular Species: ZWITTERIONHBA: 7HBD: 5
#RO5 Violations: HBA (Lipinski): 13HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: -10.68CX Basic pKa: 8.68CX LogP: -4.96CX LogD: -2.88
Aromatic Rings: 1Heavy Atoms: 31QED Weighted: 0.21Np Likeness Score: -0.68

References

1. Fisher A, Mann A, Verma V, Thomas N, Mishra RK, Johnson RL..  (2006)  Design and synthesis of photoaffinity-labeling ligands of the L-prolyl-L-leucylglycinamide binding site involved in the allosteric modulation of the dopamine receptor.,  49  (1): [PMID:16392815] [10.1021/jm050644n]

Source