XR9051

ID: ALA2074789

PubChem CID: 70686866

Max Phase: Preclinical

Molecular Formula: C39H41ClN4O5

Molecular Weight: 644.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCc1ccc(NC(=O)c3cccc(CC4NC(=O)/C(=C/c5ccccc5)N(C)C4=O)c3)cc1)CC2.Cl

Standard InChI:  InChI=1S/C39H40N4O5.ClH/c1-42-34(22-27-8-5-4-6-9-27)38(45)41-33(39(42)46)21-28-10-7-11-30(20-28)37(44)40-32-14-12-26(13-15-32)16-18-43-19-17-29-23-35(47-2)36(48-3)24-31(29)25-43;/h4-15,20,22-24,33H,16-19,21,25H2,1-3H3,(H,40,44)(H,41,45);1H/b34-22-;

Standard InChI Key:  LYQQSKCCHNEAQE-FXPPGXDZSA-N

Molfile:  

     RDKit          2D

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M  END

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: 644.77

Molecular Weight (Monoisotopic): 644.2999

AlogP: 5.10

#Rotatable Bonds: 10

Polar Surface Area: 100.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.27

CX Basic pKa: 8.36

CX LogP: 5.14

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.23

Np Likeness Score: -0.39

References

1. Dale IL, Tuffley W, Callaghan R, Holmes JA, Martin K, Luscombe M, Mistry P, Ryder H, Stewart AJ, Charlton P, Twentyman PR, Bevan P..  (1998)  Reversal of P-glycoprotein-mediated multidrug resistance by XR9051, a novel diketopiperazine derivative.,  78  (1): [PMID:9764579] [10.1038/bjc.1998.597]

Source

Source(1):

• TP-search Transporter Database