3-(4-(5-amino-1,3,4-thiadiazol-2-yl)phenyl)-N-(4-cyanophenyl)-N-methylimidazo[1,2-a]pyrazine-6-carboxamide

ID: ALA3325605

Chembl Id: CHEMBL3325605

PubChem CID: 90157733

Max Phase: Preclinical

Molecular Formula: C23H16N8OS

Molecular Weight: 452.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)c1cn2c(-c3ccc(-c4nnc(N)s4)cc3)cnc2cn1)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C23H16N8OS/c1-30(17-8-2-14(10-24)3-9-17)22(32)18-13-31-19(11-27-20(31)12-26-18)15-4-6-16(7-5-15)21-28-29-23(25)33-21/h2-9,11-13H,1H3,(H2,25,29)

Standard InChI Key:  KHDKYBZVFJSCMX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3325605

   3-[4-(5-amino-1,3,4-thiadiazol-2-yl)phenyl]-N-(4-cyanophenyl)-N-methylimidazo[1,2-a]pyrazine-6-carboxamide

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

Calculated Properties

Molecular Weight: 452.50

Molecular Weight (Monoisotopic): 452.1168

AlogP: 3.65

#Rotatable Bonds: 4

Polar Surface Area: 126.09

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.50

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.86

References

1. Zou B, Nagle A, Chatterjee AK, Leong SY, Tan LJ, Sim WL, Mishra P, Guntapalli P, Tully DC, Lakshminarayana SB, Lim CS, Tan YC, Abas SN, Bodenreider C, Kuhen KL, Gagaring K, Borboa R, Chang J, Li C, Hollenbeck T, Tuntland T, Zeeman AM, Kocken CH, McNamara C, Kato N, Winzeler EA, Yeung BK, Diagana TT, Smith PW, Roland J..  (2014)  Lead optimization of imidazopyrazines: a new class of antimalarial with activity on Plasmodium liver stages.,  5  (8): [PMID:25147620] [10.1021/ml500244m]

Source

Source(1):

• Scientific Literature