ID: ALA5316215

Max Phase: Preclinical

Molecular Formula: C35H42ClN5O8

Molecular Weight: 575.07

Representations

Canonical SMILES:  C[C@]1(c2ccc(Cl)cn2)Oc2cccc(C3CCN(Cc4nc5ccc(C(=O)O)cc5n4C[C@@H]4CCO4)CC3)c2O1.NC(CO)(CO)CO

Standard InChI:  InChI=1S/C31H31ClN4O5.C4H11NO3/c1-31(27-8-6-21(32)16-33-27)40-26-4-2-3-23(29(26)41-31)19-9-12-35(13-10-19)18-28-34-24-7-5-20(30(37)38)15-25(24)36(28)17-22-11-14-39-22;5-4(1-6,2-7)3-8/h2-8,15-16,19,22H,9-14,17-18H2,1H3,(H,37,38);6-8H,1-3,5H2/t22-,31-;/m0./s1

Standard InChI Key:  UEEOYBOWXLQOLU-ZKXIHYOGSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 575.07

Molecular Weight (Monoisotopic): 574.1983

AlogP: 5.60

#Rotatable Bonds: 7

Polar Surface Area: 98.94

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.57

CX Basic pKa: 7.07

CX LogP: 2.26

CX LogD: 1.88

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: -0.86

References

1. Bosc N, Felix E, Gardner JMF, Mills J, Timmerman M, Asveld D, Rensen K, Mukherjee P, Das R, Chenu E, Besson D, Burrows JN, Duffy J, Laleu B, Guantai EM, Leach AR..  (2023)  MAIP: An Open-Source Tool to Enrich High-Throughput Screening Output and Identify Novel, Druglike Molecules with Antimalarial Activity.,  14  (12): [PMID:38116432] [10.1021/acsmedchemlett.3c00369]

Source

Source(1):

• MMV Malaria HGL