ID: ALA2069612

Max Phase: Preclinical

Molecular Formula: C44H57ClN6O6

Molecular Weight: 801.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCNC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)c1ccc(Oc2ccc(C(=O)NCCCNc3ccnc4cc(Cl)ccc34)cc2)cc1)[C@@H](C)CC

Standard InChI:  InChI=1S/C44H57ClN6O6/c1-6-8-21-48-40(53)27-39(52)38(25-28(3)4)50-44(56)41(29(5)7-2)51-43(55)31-12-17-34(18-13-31)57-33-15-10-30(11-16-33)42(54)49-23-9-22-46-36-20-24-47-37-26-32(45)14-19-35(36)37/h10-20,24,26,28-29,38-39,41,52H,6-9,21-23,25,27H2,1-5H3,(H,46,47)(H,48,53)(H,49,54)(H,50,56)(H,51,55)/t29-,38-,39-,41-/m0/s1

Standard InChI Key:  JLPPGUDAOKSTLH-LTBUOFSJSA-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: 801.43

Molecular Weight (Monoisotopic): 800.4028

AlogP: 7.26

#Rotatable Bonds: 22

Polar Surface Area: 170.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 13.70

CX Basic pKa: 7.31

CX LogP: 6.01

CX LogD: 5.77

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.05

Np Likeness Score: -0.43

References

1. Vaiana N, Marzahn M, Parapini S, Liu P, Dell'Agli M, Pancotti A, Sangiovanni E, Basilico N, Bosisio E, Dunn BM, Taramelli D, Romeo S..  (2012)  Antiplasmodial activities of 4-aminoquinoline-statine compounds.,  22  (18): [PMID:22884991] [10.1016/j.bmcl.2012.07.069]

Source

Source(1):

• Scientific Literature