ID: ALA1241101

Max Phase: Preclinical

Molecular Formula: C39H50ClN5O7S

Molecular Weight: 768.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCCNC(=O)CCCC[C@H]1SC[C@H]2NC(=O)N[C@H]21)NCCCCCC(=O)Nc1ccc2c(Cl)c(OCCc3ccccc3)oc(=O)c2c1

Standard InChI:  InChI=1S/C39H50ClN5O7S/c40-35-28-19-18-27(24-29(28)37(49)52-38(35)51-23-20-26-12-4-1-5-13-26)43-34(48)17-7-3-11-22-41-32(46)15-6-2-10-21-42-33(47)16-9-8-14-31-36-30(25-53-31)44-39(50)45-36/h1,4-5,12-13,18-19,24,30-31,36H,2-3,6-11,14-17,20-23,25H2,(H,41,46)(H,42,47)(H,43,48)(H2,44,45,50)/t30-,31-,36-/m1/s1

Standard InChI Key:  VVVPWOUPIRZCAH-PCJZJSDKSA-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: 768.38

Molecular Weight (Monoisotopic): 767.3119

AlogP: 6.09

#Rotatable Bonds: 22

Polar Surface Area: 167.87

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.19

CX Basic pKa:

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: -0.47

References

1. Arastu-Kapur S, Ponder EL, Fonović UP, Yeoh S, Yuan F, Fonović M, Grainger M, Phillips CI, Powers JC, Bogyo M..  (2008)  Identification of proteases that regulate erythrocyte rupture by the malaria parasite Plasmodium falciparum.,  4  (3): [PMID:18246061] [10.1038/nchembio.70]

2. Lidumniece E, Withers-Martinez C, Hackett F, Blackman MJ, Jirgensons A..  (2022)  Subtilisin-like Serine Protease 1 (SUB1) as an Emerging Antimalarial Drug Target: Current Achievements in Inhibitor Discovery.,  65  (19.0): [PMID:36137276] [10.1021/acs.jmedchem.2c01093]

Source

Source(1):

• Scientific Literature