N1-(((S)-4-(Naphthalen-2-ylsulfonyl)piperazin-2-yl)methyl)-N1-((S)-5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine

ID: ALA3627860

Chembl Id: CHEMBL3627860

PubChem CID: 122192966

Max Phase: Preclinical

Molecular Formula: C28H37N5O2S

Molecular Weight: 507.70

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  NCCCCN(C[C@H]1CN(S(=O)(=O)c2ccc3ccccc3c2)CCN1)[C@H]1CCCc2cccnc21

Standard InChI:  InChI=1S/C28H37N5O2S/c29-14-3-4-17-32(27-11-5-9-23-10-6-15-31-28(23)27)20-25-21-33(18-16-30-25)36(34,35)26-13-12-22-7-1-2-8-24(22)19-26/h1-2,6-8,10,12-13,15,19,25,27,30H,3-5,9,11,14,16-18,20-21,29H2/t25-,27-/m0/s1

Standard InChI Key:  RBVVREZHHVXSTH-BDYUSTAISA-N

Alternative Forms

  1. Parent:

    ALA3627860

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Associated Targets(Human)

CXCR4 Tclin C-X-C chemokine receptor type 4 (3338 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Human immunodeficiency virus 1 (70413 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: 507.70Molecular Weight (Monoisotopic): 507.2668AlogP: 3.32#Rotatable Bonds: 9
Polar Surface Area: 91.56Molecular Species: BASEHBA: 6HBD: 2
#RO5 Violations: 1HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 10.21CX LogP: 3.07CX LogD: -0.29
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.43Np Likeness Score: -0.90

References

1. Zhao H, Prosser AR, Liotta DC, Wilson LJ..  (2015)  Discovery of novel N-aryl piperazine CXCR4 antagonists.,  25  (21): [PMID:25935642] [10.1016/j.bmcl.2015.04.036]

Source