ID: ALA568651

Max Phase: Preclinical

Molecular Formula: C10H12N4S

Molecular Weight: 220.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(CSc2nnc(N)[nH]2)cc1

Standard InChI:  InChI=1S/C10H12N4S/c1-7-2-4-8(5-3-7)6-15-10-12-9(11)13-14-10/h2-5H,6H2,1H3,(H3,11,12,13,14)

Standard InChI Key:  MVFRBGYNIPHBHO-UHFFFAOYSA-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: 220.30

Molecular Weight (Monoisotopic): 220.0783

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 67.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.37

CX Basic pKa: 2.65

CX LogP: 2.20

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.78

Np Likeness Score: -1.79

References

1. Lu JP, Chai SC, Ye QZ..  (2010)  Catalysis and inhibition of Mycobacterium tuberculosis methionine aminopeptidase.,  53  (3): [PMID:20038112] [10.1021/jm901624n]

2. PubChem BioAssay data set, 

3. Wangtrakuldee P, Byrd MS, Campos CG, Henderson MW, Zhang Z, Clare M, Masoudi A, Myler PJ, Horn JR, Cotter PA, Hagen TJ..  (2013)  Discovery of Inhibitors of Burkholderia pseudomallei Methionine Aminopeptidase with Antibacterial Activity.,  4  (8): [PMID:24376907] [10.1021/ml400034m]

4. Helgren TR, Chen C, Wangtrakuldee P, Edwards TE, Staker BL, Abendroth J, Sankaran B, Housley NA, Myler PJ, Audia JP, Horn JR, Hagen TJ..  (2017)  Rickettsia prowazekii methionine aminopeptidase as a promising target for the development of antibacterial agents.,  25  (3): [PMID:28089350] [10.1016/j.bmc.2016.11.013]

5. Helgren TR, Seven ES, Chen C, Edwards TE, Staker BL, Abendroth J, Myler PJ, Horn JR, Hagen TJ..  (2018)  The identification of inhibitory compounds of Rickettsia prowazekii methionine aminopeptidase for antibacterial applications.,  28  (8): [PMID:29551481] [10.1016/j.bmcl.2018.03.002]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays