MMV1316571

ID: ALA4578793

Chembl Id: CHEMBL4578793

PubChem CID: 4122616

Max Phase: Preclinical

Molecular Formula: C25H26N4O

Molecular Weight: 398.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(c2ccccn2)c2c(-c3ccccc3)n(O)c3ccccc23)CC1

Standard InChI:  InChI=1S/C25H26N4O/c1-27-15-17-28(18-16-27)25(21-12-7-8-14-26-21)23-20-11-5-6-13-22(20)29(30)24(23)19-9-3-2-4-10-19/h2-14,25,30H,15-18H2,1H3

Standard InChI Key:  KSPPFVMBFSONKS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4578793

   1-Hydroxy-3-[(4-methylpiperazin-1-yl)-pyridin-2-ylmethyl]-2-phenylindole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.51

Molecular Weight (Monoisotopic): 398.2107

AlogP: 4.28

#Rotatable Bonds: 4

Polar Surface Area: 44.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.83

CX Basic pKa: 7.67

CX LogP: 3.56

CX LogD: 3.10

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.84

References

1. Antonova-Koch Y, Meister S, Abraham M, Luth MR, Ottilie S, Lukens AK, Sakata-Kato T, Vanaerschot M, Owen E, Jado JC, Maher SP, Calla J, Plouffe D, Zhong Y, Chen K, Chaumeau V, Conway AJ, McNamara CW, Ibanez M, Gagaring K, Serrano FN, Eribez K, Taggard CM, Cheung AL, Lincoln C, Ambachew B, Rouillier M, Siegel D, Nosten F, Kyle DE, Gamo FJ, Zhou Y, Llinás M, Fidock DA, Wirth DF, Burrows J, Campo B, Winzeler EA..  (2018)  Open-source discovery of chemical leads for next-generation chemoprotective antimalarials.,  362  (6419): [PMID:30523084] [10.1126/science.aat9446]

2. Pogmore JP, Uehling D, Andrews DW..  (2021)  Pharmacological Targeting of Executioner Proteins: Controlling Life and Death.,  64  (9.0): [PMID:33939407] [10.1021/acs.jmedchem.0c02200]

Source

Source(2):

• Scientific Literature
• Winzeler Lab Plasmodium Screening Data