ID: ALA2413081

Max Phase: Preclinical

Molecular Formula: C44H62N2O3

Molecular Weight: 666.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1cc(CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4CC[C@@H]5C[C@H](OC(C)=O)CC[C@]5(C)[C@H]4CC[C@]23C)nc2ccccc12

Standard InChI:  InChI=1S/C44H62N2O3/c1-6-29-26-46-22-19-30(29)23-41(46)42(48)36-25-32(45-40-10-8-7-9-34(36)40)13-11-27(2)37-15-16-38-35-14-12-31-24-33(49-28(3)47)17-20-43(31,4)39(35)18-21-44(37,38)5/h6-10,25,27,29-31,33,35,37-39,41-42,48H,1,11-24,26H2,2-5H3/t27-,29+,30+,31-,33-,35+,37-,38+,39+,41+,42-,43+,44-/m1/s1

Standard InChI Key:  FRBROEUUVRVANY-CZUBXRMISA-N

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

Properties

Molecular Weight: 666.99

Molecular Weight (Monoisotopic): 666.4760

AlogP: 9.32

#Rotatable Bonds: 8

Polar Surface Area: 62.66

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.89

CX Basic pKa: 9.08

CX LogP: 8.49

CX LogD: 6.80

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.22

Np Likeness Score: 1.53

References

1. Leverrier A, Bero J, Frédérich M, Quetin-Leclercq J, Palermo J..  (2013)  Antiparasitic hybrids of Cinchona alkaloids and bile acids.,  66  [PMID:23816880] [10.1016/j.ejmech.2013.06.004]

Source

Source(1):

• Scientific Literature